Swfloridafinehomes.com Search Results

$1,600,000

Welcome to 311 Island Circle, your dream Oasis on one of Siesta Key’s most desirable streets! Nestled on an expansive 22,000 sq ft lot on Palm Island, this property comes with a shiny new 2025 Bintelli golf cart, perfect for zipping over to Siesta Beach or the Village—just a stone's throw away at less than a mile! This stunningly renovated home offers four cozy bedrooms, a dedicated office for your work-from-home needs, and a spacious bonus room that’s just waiting for your creative touch—whether it’s a game room, guest suite, or hobby haven. Everything in this beauty has been freshly updated, from the chic new flooring and modern plumbing to the electrical systems and custom impact-rated doors, GE Café appliances & gas range. You’ll love the convenience of a tankless water heater, a resurfaced oversized pool, and a gorgeous paver deck surrounded by lush tropical landscaping. The primary suite is your personal oasis, tucked away for privacy, featuring a brand-new custom walk-in closet and a luxe spa-like bathroom with dual vanities and a freestanding soaking tub. With three more bedrooms, plus the office and bonus room, there’s plenty of space for family, friends, or the occasional getaway guest! Whether you’re looking for a full-time home, a savvy investment property, or a charming second home, 311 Island Circle is the epitome of Siesta Key living—move-in ready, beautifully designed, and just moments from the beach and all the fun Sarasota has.

4 Beds ⋅ 5 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code

Welcome to 311 Island Circle, your dream Oasis on one of Siesta Key’s most desirable streets! Nestled on an expansive 22,000 sq ft lot on Palm Island, this property comes with a shiny new 2025 Bintelli golf cart, perfect for zipping over to Siesta Beach or the Village—just a stone's throw away at less than a mile! This stunningly renovated home offers four cozy bedrooms, a dedicated office for your work-from-home needs, and a spacious bonus room that’s just waiting for your creative touch—whether it’s a game room, guest suite, or hobby haven. Everything in this beauty has been freshly updated, from the chic new flooring and modern plumbing to the electrical systems and custom impact-rated doors, GE Café appliances & gas range. You’ll love the convenience of a tankless water heater, a resurfaced oversized pool, and a gorgeous paver deck surrounded by lush tropical landscaping. The primary suite is your personal oasis, tucked away for privacy, featuring a brand-new custom walk-in closet and a luxe spa-like bathroom with dual vanities and a freestanding soaking tub. With three more bedrooms, plus the office and bonus room, there’s plenty of space for family, friends, or the occasional getaway guest! Whether you’re looking for a full-time home, a savvy investment property, or a charming second home, 311 Island Circle is the epitome of Siesta Key living—move-in ready, beautifully designed, and just moments from the beach and all the fun Sarasota has.

311 Island Circle, Sarasota

$2,150,000

Own a Rare Piece of Sarasota's Architectural History on Siesta Key! Step into timeless design and architectural significance with this rare mid-century modern masterpiece, situated on a private double lot in the heart of Siesta Key. Originally crafted in 1957 by Frank Coleman and Tollen Twitchell, two influential figures in the Original Sarasota School of Architecture, this home seamlessly blends historical character with modern luxury. Boasting 2,500 square feet of light-filled living space, this 4-bedroom, 3-bathroom residence has been meticulously renovated while preserving its original architectural integrity. Clean lines, expansive impact windows, and an open floor plan define the home’s iconic style, inviting the outdoors in and creating a sense of calm sophistication throughout. Inside, the split floor plan provides distinct zones for privacy and connection. The primary suite is a sanctuary of its own, complete with private access to the outdoors, a luxurious bath featuring a freestanding soaking tub, and a marble-lined walk-in shower. On the opposite side of the home, three additional guest bedrooms provide comfort and style—including a junior suite with its own private bath, full marble detailing, and oversized picture window with views of the pool and deck area. High-end renovations include: New commercial-grade roof (30-year lifespan); High-impact windows and doors throughout the home; Durable wood-grain tile flooring; Quartz waterfall countertops & custom wood cabinetry in the kitchen; Floor to ceiling marble tile in all bathrooms; All new major appliances including HVAC, pool equipment and water heater; Spray foam insulation throughout the home for an extra layer of protection; and designer finishes and curated lighting throughout. Step outside to your personal paradise: a heated saltwater pool with screened enclosure, surrounded by lush tropical foliage for complete privacy and serenity. The home is ideally located just blocks from Roberts Bay and less than a mile from the award-winning crystal sands of Siesta Key Beach. A true retreat, the lushly landscaped double lot offers unmatched privacy and space—perfect for entertaining or simply relaxing beneath the tropical canopy. Whether you're a collector of architectural homes, a beach lover, or simply someone looking for the rare blend of heritage, location, and luxury, this one-of-a-kind property is your opportunity to own an iconic piece of Sarasota’s rich design legacy.

4 Beds ⋅ 3 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code

Own a Rare Piece of Sarasota's Architectural History on Siesta Key! Step into timeless design and architectural significance with this rare mid-century modern masterpiece, situated on a private double lot in the heart of Siesta Key. Originally crafted in 1957 by Frank Coleman and Tollen Twitchell, two influential figures in the Original Sarasota School of Architecture, this home seamlessly blends historical character with modern luxury. Boasting 2,500 square feet of light-filled living space, this 4-bedroom, 3-bathroom residence has been meticulously renovated while preserving its original architectural integrity. Clean lines, expansive impact windows, and an open floor plan define the home’s iconic style, inviting the outdoors in and creating a sense of calm sophistication throughout. Inside, the split floor plan provides distinct zones for privacy and connection. The primary suite is a sanctuary of its own, complete with private access to the outdoors, a luxurious bath featuring a freestanding soaking tub, and a marble-lined walk-in shower. On the opposite side of the home, three additional guest bedrooms provide comfort and style—including a junior suite with its own private bath, full marble detailing, and oversized picture window with views of the pool and deck area. High-end renovations include: New commercial-grade roof (30-year lifespan); High-impact windows and doors throughout the home; Durable wood-grain tile flooring; Quartz waterfall countertops & custom wood cabinetry in the kitchen; Floor to ceiling marble tile in all bathrooms; All new major appliances including HVAC, pool equipment and water heater; Spray foam insulation throughout the home for an extra layer of protection; and designer finishes and curated lighting throughout. Step outside to your personal paradise: a heated saltwater pool with screened enclosure, surrounded by lush tropical foliage for complete privacy and serenity. The home is ideally located just blocks from Roberts Bay and less than a mile from the award-winning crystal sands of Siesta Key Beach. A true retreat, the lushly landscaped double lot offers unmatched privacy and space—perfect for entertaining or simply relaxing beneath the tropical canopy. Whether you're a collector of architectural homes, a beach lover, or simply someone looking for the rare blend of heritage, location, and luxury, this one-of-a-kind property is your opportunity to own an iconic piece of Sarasota’s rich design legacy.

4879 Commonwealth Drive, Sarasota

$669,900

Step into your slice of paradise with this amazing lifestyle opportunity in Siesta Key's esteemed Island House Beach Resort. This impeccable 2-bedroom, 2-bath luxurious coastal Villa, which was completely renovated in 2025, seamlessly blends comfort, style, and investment potential, making it the perfect choice for discerning buyers, seasonal residents, and savvy investors alike. From the moment you enter, you'll be welcomed by a bright, open-concept living area with hurricane-impact windows and sliding glass doors that fill the space with natural light and peace of mind. The dedicated dining enclave flows into a chef-inspired kitchen, fully equipped with gleaming, state-of-the-art stainless steel appliances, ideal for preparing both gourmet meals and casual snacks after a day at the beach. Unwind in your private enclosed lanai, where gentle Gulf breezes create a serene backdrop for evening cocktails, before retiring to the villa’s two spacious bedrooms. But the real draw is that, just steps from your door, the Gulf of Mexico’s crystal-clear waters and powdery white sand are mere moments away. Whether you decide to spend the day lounging in private beach cabanas or indulging in the Island House’s other resort-style amenities, like year-round swimming in the nearby heated pool, preparing the day's fresh catch on the outdoor grills, or challenging friends in the game room or on the beachfront shuffleboard courtyard, every day feels like a vacation. Beyond the complex, endless adventure awaits. Tee off at nearby golf courses, comb one of the many nearby beaches for shells and shark teeth, go hiking or birding in one of the areas fabulous preserves and state parks, or get out on the water boating, fishing, kayaking, or flying high on a parasailing excursion; Then take the afternoon to explore vibrant local shops, acclaimed restaurants, and the charming art galleries of Siesta Key Village, Gulf Gate, and downtown Sarasota. Whether you’re seeking a luxurious personal retreat or a high-demand managed vacation rental for your investment portfolio, this villa offers unparalleled value and an enviable coastal lifestyle. Opportunities like this are scarce, so schedule your private tour today and make your dream a reality! A 1% RATE BUY-DOWN IS AVAILABLE TO QUALIFIED BUYERS WHO WORK WITH THE SELLER'S PREFERRED LENDER.

2 Beds ⋅ 2 Baths ⋅ Island House SubDv. ⋅ 34242 Zip Code

Step into your slice of paradise with this amazing lifestyle opportunity in Siesta Key's esteemed Island House Beach Resort. This impeccable 2-bedroom, 2-bath luxurious coastal Villa, which was completely renovated in 2025, seamlessly blends comfort, style, and investment potential, making it the perfect choice for discerning buyers, seasonal residents, and savvy investors alike. From the moment you enter, you'll be welcomed by a bright, open-concept living area with hurricane-impact windows and sliding glass doors that fill the space with natural light and peace of mind. The dedicated dining enclave flows into a chef-inspired kitchen, fully equipped with gleaming, state-of-the-art stainless steel appliances, ideal for preparing both gourmet meals and casual snacks after a day at the beach. Unwind in your private enclosed lanai, where gentle Gulf breezes create a serene backdrop for evening cocktails, before retiring to the villa’s two spacious bedrooms. But the real draw is that, just steps from your door, the Gulf of Mexico’s crystal-clear waters and powdery white sand are mere moments away. Whether you decide to spend the day lounging in private beach cabanas or indulging in the Island House’s other resort-style amenities, like year-round swimming in the nearby heated pool, preparing the day's fresh catch on the outdoor grills, or challenging friends in the game room or on the beachfront shuffleboard courtyard, every day feels like a vacation. Beyond the complex, endless adventure awaits. Tee off at nearby golf courses, comb one of the many nearby beaches for shells and shark teeth, go hiking or birding in one of the areas fabulous preserves and state parks, or get out on the water boating, fishing, kayaking, or flying high on a parasailing excursion; Then take the afternoon to explore vibrant local shops, acclaimed restaurants, and the charming art galleries of Siesta Key Village, Gulf Gate, and downtown Sarasota. Whether you’re seeking a luxurious personal retreat or a high-demand managed vacation rental for your investment portfolio, this villa offers unparalleled value and an enviable coastal lifestyle. Opportunities like this are scarce, so schedule your private tour today and make your dream a reality! A 1% RATE BUY-DOWN IS AVAILABLE TO QUALIFIED BUYERS WHO WORK WITH THE SELLER'S PREFERRED LENDER.

6150 Midnight Pass Road Unit V38, Sarasota

$512,500

Welcome to Your Slice of Paradise at Sunrise Cove. It starts with the light. From the moment you step into this rarely available second-floor end unit, you're greeted by an abundance of natural sunlight and sweeping views of the bay. With almost 1,400 square feet, this is one of the largest floorplans in the entire community. Inside, you'll find tile and luxury vinyl flooring throughout, an in-unit washer and dryer, and a layout that lives large, whether you’re relaxing or entertaining. Offered turnkey furnished, it’s ready for you to drop your bags and begin enjoying the laid-back luxury of life on Siesta Key. Start your morning with coffee overlooking the bay, then head across the street to Turtle Beach for a walk in the sand or a swim in the Gulf. If you're a boater, take advantage of available dock slips just steps from your door—ideal for quick access to Sarasota Bay and beyond. Prefer a paddle? There’s also a kayak launch ready for your next adventure. Back at Sunrise Cove, the recently renovated clubhouse offers a stylish space to gather, complete with fitness center and social areas. Take a dip in one of two heated pools, meet friends for a match on the tennis or pickleball courts, and end the day with dinner at nearby favorites like Ophelia’s on the Bay or Turtle’s Restaurant, both within walking distance. With a one-month minimum rental policy, Sunrise Cove provides a rare balance of income potential and residential charm. This is the kind of place that feels like vacation but lives like home.

2 Beds ⋅ 2 Baths ⋅ Sunrise Cove SubDv. ⋅ 34242 Zip Code

Welcome to Your Slice of Paradise at Sunrise Cove. It starts with the light. From the moment you step into this rarely available second-floor end unit, you're greeted by an abundance of natural sunlight and sweeping views of the bay. With almost 1,400 square feet, this is one of the largest floorplans in the entire community. Inside, you'll find tile and luxury vinyl flooring throughout, an in-unit washer and dryer, and a layout that lives large, whether you’re relaxing or entertaining. Offered turnkey furnished, it’s ready for you to drop your bags and begin enjoying the laid-back luxury of life on Siesta Key. Start your morning with coffee overlooking the bay, then head across the street to Turtle Beach for a walk in the sand or a swim in the Gulf. If you're a boater, take advantage of available dock slips just steps from your door—ideal for quick access to Sarasota Bay and beyond. Prefer a paddle? There’s also a kayak launch ready for your next adventure. Back at Sunrise Cove, the recently renovated clubhouse offers a stylish space to gather, complete with fitness center and social areas. Take a dip in one of two heated pools, meet friends for a match on the tennis or pickleball courts, and end the day with dinner at nearby favorites like Ophelia’s on the Bay or Turtle’s Restaurant, both within walking distance. With a one-month minimum rental policy, Sunrise Cove provides a rare balance of income potential and residential charm. This is the kind of place that feels like vacation but lives like home.

8977 Midnight Pass Road Unit 224, Sarasota

$995,000

Coastal Luxury Villa with Thai-Inspired Elegance Now Offered at $995,000 Experience the best of Siesta Key living in this beautifully renovated two-bedroom, two-bath villa located in the highly sought-after, gated beachfront community of Crescent Arms. Now priced at $995,000, this is a compelling opportunity recently adjusted from $1,075,000 to reflect today’s market and create immediate value. This thoughtfully updated residence blends custom coastal finishes with subtle Thai-inspired design, creating a warm, serene atmosphere throughout. The open-concept layout offers seamless flow between the kitchen, dining, and living areas ideal for both everyday living and entertaining. The gourmet kitchen features quartz countertops, stainless steel appliances, and generous workspace, all opening into a bright and inviting living area. Both bathrooms have been tastefully updated with spa-like finishes, including a walk-in shower and modern fixtures. Step outside to your private patio perfect for relaxing, grilling, or enjoying the tropical surroundings just moments from the beach. Crescent Arms offers exclusive private beach access to world-famous Siesta Key Beach, along with onsite management making this an excellent option for personal use, vacation rental income, or a combination of both. This property has a proven rental history with strong year-round bookings. Whether you’re searching for a coastal retreat, investment opportunity, or both, this villa delivers location, lifestyle, and value. Sold turnkey move right in or start generating income immediately.

2 Beds ⋅ 2 Baths ⋅ Crescent Arms SubDv. ⋅ 34242 Zip Code

Coastal Luxury Villa with Thai-Inspired Elegance Now Offered at $995,000 Experience the best of Siesta Key living in this beautifully renovated two-bedroom, two-bath villa located in the highly sought-after, gated beachfront community of Crescent Arms. Now priced at $995,000, this is a compelling opportunity recently adjusted from $1,075,000 to reflect today’s market and create immediate value. This thoughtfully updated residence blends custom coastal finishes with subtle Thai-inspired design, creating a warm, serene atmosphere throughout. The open-concept layout offers seamless flow between the kitchen, dining, and living areas ideal for both everyday living and entertaining. The gourmet kitchen features quartz countertops, stainless steel appliances, and generous workspace, all opening into a bright and inviting living area. Both bathrooms have been tastefully updated with spa-like finishes, including a walk-in shower and modern fixtures. Step outside to your private patio perfect for relaxing, grilling, or enjoying the tropical surroundings just moments from the beach. Crescent Arms offers exclusive private beach access to world-famous Siesta Key Beach, along with onsite management making this an excellent option for personal use, vacation rental income, or a combination of both. This property has a proven rental history with strong year-round bookings. Whether you’re searching for a coastal retreat, investment opportunity, or both, this villa delivers location, lifestyle, and value. Sold turnkey move right in or start generating income immediately.

6308 Midnight Pass Road Unit 6, Sarasota

$975,000

Price Improvement! Don’t Miss This Waterside East Gem in Siesta Key! Amazing opportunity to own a pool home with a seawall and dock—ready for your creative vision. Whether you choose to renovate and update the existing home or build a brand-new waterfront retreat, this location is unmatched. Tucked away on a peaceful cul-de-sac just off the Grand Canal, the home features: • Large circular driveway for easy access and ample parking • Open floor plan with split-bedroom layout for added privacy • Sparkling pool just resurfaced with brand-new equipment installed • Private dock with direct water access for boating and water activities While the home is in need of some updates, the potential here is incredible—whether as an investment property or your dream residence. All this, just minutes from world-class beaches, shopping, dining, and entertainment. Property is being sold As-Is—buyer to verify all information.

3 Beds ⋅ 3 Baths ⋅ Siesta Bayside SubDv. ⋅ 34242 Zip Code

Price Improvement! Don’t Miss This Waterside East Gem in Siesta Key! Amazing opportunity to own a pool home with a seawall and dock—ready for your creative vision. Whether you choose to renovate and update the existing home or build a brand-new waterfront retreat, this location is unmatched. Tucked away on a peaceful cul-de-sac just off the Grand Canal, the home features: • Large circular driveway for easy access and ample parking • Open floor plan with split-bedroom layout for added privacy • Sparkling pool just resurfaced with brand-new equipment installed • Private dock with direct water access for boating and water activities While the home is in need of some updates, the potential here is incredible—whether as an investment property or your dream residence. All this, just minutes from world-class beaches, shopping, dining, and entertainment. Property is being sold As-Is—buyer to verify all information.

568 Venice Lane, Sarasota

$570,000

INVESTOR ALERT!! JUST REDUCED $26K!! This is the LOWEST PRICED 2/2 available in LA SIESTA where weekly rentals are permitted! Offered turnkey furnished, this spacious condo is located DIRECTLY ACROSS from the main entrance of world-renowned Siesta Key Public Beach, providing effortless access to the powdery white sand beach, shimmering Gulf waters, tennis and volleyball courts, food pavilion, playground, and picnic areas. Just one mile from the vibrant shops and dining of Siesta Village, and with a trolley stop right out front, this location is ideal for both personal enjoyment and high-demand vacation rentals. With future reservations already secured and an on-site rental management office, it’s a hassle-free investment opportunity (rental history available). Additional highlights include: new electrical panel, 2022 water heater, reasonable HOA fees, one small pet allowed under 25 lbs. (with Board approval), access to amenities including heated pool, BBQ area, shuffleboard, corn hole, ping pong table, pool table, clubhouse, fitness center, and lending library. Don't miss your chance to enjoy the Siesta Key lifestyle in one of the island’s most desirable communities.

2 Beds ⋅ 2 Baths ⋅ La Siesta SubDv. ⋅ 34242 Zip Code

INVESTOR ALERT!! JUST REDUCED $26K!! This is the LOWEST PRICED 2/2 available in LA SIESTA where weekly rentals are permitted! Offered turnkey furnished, this spacious condo is located DIRECTLY ACROSS from the main entrance of world-renowned Siesta Key Public Beach, providing effortless access to the powdery white sand beach, shimmering Gulf waters, tennis and volleyball courts, food pavilion, playground, and picnic areas. Just one mile from the vibrant shops and dining of Siesta Village, and with a trolley stop right out front, this location is ideal for both personal enjoyment and high-demand vacation rentals. With future reservations already secured and an on-site rental management office, it’s a hassle-free investment opportunity (rental history available). Additional highlights include: new electrical panel, 2022 water heater, reasonable HOA fees, one small pet allowed under 25 lbs. (with Board approval), access to amenities including heated pool, BBQ area, shuffleboard, corn hole, ping pong table, pool table, clubhouse, fitness center, and lending library. Don't miss your chance to enjoy the Siesta Key lifestyle in one of the island’s most desirable communities.

915 Beach Road Unit 321, Sarasota

$1,640,000

Luxury Canal-Front Oasis in Siesta Key | 4831 Primrose Path Updated Three-Story Waterfront Retreat with Designer Touches & Flexible Living Spaces Discover the perfect blend of luxury, comfort, and location at 4831 Primrose Path, a beautifully updated three-story canal-front residence situated on a lush corner lot in one of Siesta Key’s most sought-after neighborhoods. This elegant coastal home offers a rare combination of versatile living space, high-end upgrades, and tranquil waterfront charm—just minutes from Siesta Beach, dining, and shopping. Primrose has a light and airy feel reminiscent of California coastal homes, featuring light wood floors throughout the second and third floors. The interior is painted a soft white and filled with natural light, creating a serene and uplifting environment. Surrounded by lush greenery, the home offers exceptional privacy and stunning birdwatching views from every level. Main Floor – Open, Inviting, and Beautifully Renovated The spacious first level welcomes you with high-end 4x4 porcelain tile flooring, a bright open-concept living area, and seamless access to the outdoors. Three generously sized bedrooms and three fully remodeled bathrooms provide ample comfort for guests or family. The designer kitchen features premium cabinetry, sleek modern appliances, and a side slider opening to a private courtyard—perfect for quiet mornings or evening gatherings. Large glass sliders frame your view of the tropical backyard oasis, where a sparkling pool and peaceful canal backdrop create the ultimate retreat for entertaining or unwinding in true Florida style. Second Floor – Flexible Space for mix use a home office, fitness studio, lounge area or movie room or children’s play area—tailored to meet your lifestyle needs. Third Floor – A Private Master Sanctuary The entire third level is dedicated to the primary suite, offering abundant natural light, total privacy, and a sense of serene seclusion. Whether you’re starting your day or winding down, this space invites relaxation and renewal. Highlights & Upgrades • New designer tile flooring throughout the first level • Fully renovated bathrooms with upscale finishes • Custom kitchen cabinetry and premium appliances • Fresh interior paint, new baseboards, and professional landscaping • Direct canal access with peaceful water views Location Perfection Ideally positioned just minutes from the world-renowned Siesta Key Beach, 4831 Primrose Path offers easy access to all the charm of island living—boutique shopping, gourmet dining, and the vibrant Siesta Village lifestyle. Move-in ready and thoughtfully updated, this exceptional canal-front home is a rare opportunity to live the Siesta Key dream. Schedule your private tour today.

4 Beds ⋅ 7 Baths ⋅ Harmony Sub SubDv. ⋅ 34242 Zip Code

Luxury Canal-Front Oasis in Siesta Key | 4831 Primrose Path Updated Three-Story Waterfront Retreat with Designer Touches & Flexible Living Spaces Discover the perfect blend of luxury, comfort, and location at 4831 Primrose Path, a beautifully updated three-story canal-front residence situated on a lush corner lot in one of Siesta Key’s most sought-after neighborhoods. This elegant coastal home offers a rare combination of versatile living space, high-end upgrades, and tranquil waterfront charm—just minutes from Siesta Beach, dining, and shopping. Primrose has a light and airy feel reminiscent of California coastal homes, featuring light wood floors throughout the second and third floors. The interior is painted a soft white and filled with natural light, creating a serene and uplifting environment. Surrounded by lush greenery, the home offers exceptional privacy and stunning birdwatching views from every level. Main Floor – Open, Inviting, and Beautifully Renovated The spacious first level welcomes you with high-end 4x4 porcelain tile flooring, a bright open-concept living area, and seamless access to the outdoors. Three generously sized bedrooms and three fully remodeled bathrooms provide ample comfort for guests or family. The designer kitchen features premium cabinetry, sleek modern appliances, and a side slider opening to a private courtyard—perfect for quiet mornings or evening gatherings. Large glass sliders frame your view of the tropical backyard oasis, where a sparkling pool and peaceful canal backdrop create the ultimate retreat for entertaining or unwinding in true Florida style. Second Floor – Flexible Space for mix use a home office, fitness studio, lounge area or movie room or children’s play area—tailored to meet your lifestyle needs. Third Floor – A Private Master Sanctuary The entire third level is dedicated to the primary suite, offering abundant natural light, total privacy, and a sense of serene seclusion. Whether you’re starting your day or winding down, this space invites relaxation and renewal. Highlights & Upgrades • New designer tile flooring throughout the first level • Fully renovated bathrooms with upscale finishes • Custom kitchen cabinetry and premium appliances • Fresh interior paint, new baseboards, and professional landscaping • Direct canal access with peaceful water views Location Perfection Ideally positioned just minutes from the world-renowned Siesta Key Beach, 4831 Primrose Path offers easy access to all the charm of island living—boutique shopping, gourmet dining, and the vibrant Siesta Village lifestyle. Move-in ready and thoughtfully updated, this exceptional canal-front home is a rare opportunity to live the Siesta Key dream. Schedule your private tour today.

4831 Primrose Path, Sarasota

$629,900

Rare Turnkey "PENTHOUSE OPPORTUNITY" located in one of the front buildings with a Full Gulf View directly across from the world-famous #1 rated Siesta Key Beach with beautiful quartz crystal sand! The exceptional office staff make this community well managed & this unit has a proven track record of 57K gross rental income in '2023 & 53K for '2024 & year-to-date in '25 (Jan-June) 37K which can be a great money maker for you! This condo is also used much by family when not in use! La Siesta offers 1 week minimum stays for easy rentals & has low monthly fees of only $841.67/month which make it even better! This condo is turnkey furnished with tasteful updates/furniture & has everything you need for a wonderful stay. Owner/Broker has used this condo on occasion for personal use when not rented. You'll love the nightly variety of sunsets from your screened balcony & you will feel the energy being right across the street from this world-renowned beach! Many upgrades in '22 including some of the following: A/C*most furniture & accessories*quartz tops*vinyl flooring*carpet & padding*fresh paint*balcony rescreened*plantation shutters/blinds*lanai rescreened '24 & more. The trolley stop is located right in front & is more than just a convenience ... it will connect you to fine restaurants~shopping~nightlife/entertainment in the vibrant village & throughout the key. This complex is perfectly positioned & is nestled amidst everything you could want or need. The helpful & dedicated staff will also accommodate your requests. For outside activities, La Siesta offers a heated pool, shuffleboard, cornhole & BBQ grills on-site. Unit owners may have 1 small pet under 25 lbs. with board approval. Elevator access & Laundry on the same floor make it easy. Hurry on this one & enjoy it in between tenants before the busy winter season (this unit fully rented throughout season) & secure your own piece of paradise today. Don't miss out on this exceptional investment opportunity. Being sold as is with the right to inspect. All showings require confirmation in case a tenant is in place during that time.

2 Beds ⋅ 1 Baths ⋅ La Siesta SubDv. ⋅ 34242 Zip Code

Rare Turnkey "PENTHOUSE OPPORTUNITY" located in one of the front buildings with a Full Gulf View directly across from the world-famous #1 rated Siesta Key Beach with beautiful quartz crystal sand! The exceptional office staff make this community well managed & this unit has a proven track record of 57K gross rental income in '2023 & 53K for '2024 & year-to-date in '25 (Jan-June) 37K which can be a great money maker for you! This condo is also used much by family when not in use! La Siesta offers 1 week minimum stays for easy rentals & has low monthly fees of only $841.67/month which make it even better! This condo is turnkey furnished with tasteful updates/furniture & has everything you need for a wonderful stay. Owner/Broker has used this condo on occasion for personal use when not rented. You'll love the nightly variety of sunsets from your screened balcony & you will feel the energy being right across the street from this world-renowned beach! Many upgrades in '22 including some of the following: A/C*most furniture & accessories*quartz tops*vinyl flooring*carpet & padding*fresh paint*balcony rescreened*plantation shutters/blinds*lanai rescreened '24 & more. The trolley stop is located right in front & is more than just a convenience ... it will connect you to fine restaurants~shopping~nightlife/entertainment in the vibrant village & throughout the key. This complex is perfectly positioned & is nestled amidst everything you could want or need. The helpful & dedicated staff will also accommodate your requests. For outside activities, La Siesta offers a heated pool, shuffleboard, cornhole & BBQ grills on-site. Unit owners may have 1 small pet under 25 lbs. with board approval. Elevator access & Laundry on the same floor make it easy. Hurry on this one & enjoy it in between tenants before the busy winter season (this unit fully rented throughout season) & secure your own piece of paradise today. Don't miss out on this exceptional investment opportunity. Being sold as is with the right to inspect. All showings require confirmation in case a tenant is in place during that time.

925 Beach Road Unit 408, Sarasota

$700,000

2 minute Stroll to Beautiful Siesta Key Beach! 2 Bed 1 Bath on each side. Seller pays quarterly for access to the inground pool just a few feet away as well. Nearby eating and shopping also walking distance. Lenny'z Pizza & Island Bar just a few feet away. No insurance claims or FEMA claims were made on the property. Just paid to mitigate for water damage and remove all damaged surfaces. Terrazzo floors and room for a courtyard area in the back. Indoor laundry hook up in between both units. Membership to Calini Beach club is optional but is what allows for the private beach access and the use of the pool.

Siesta Beach SubDv. ⋅ 34242 Zip Code

2 minute Stroll to Beautiful Siesta Key Beach! 2 Bed 1 Bath on each side. Seller pays quarterly for access to the inground pool just a few feet away as well. Nearby eating and shopping also walking distance. Lenny'z Pizza & Island Bar just a few feet away. No insurance claims or FEMA claims were made on the property. Just paid to mitigate for water damage and remove all damaged surfaces. Terrazzo floors and room for a courtyard area in the back. Indoor laundry hook up in between both units. Membership to Calini Beach club is optional but is what allows for the private beach access and the use of the pool.

1138 Sun N Sea Drive, Sarasota

$1,700,000

Designer waterfront retreat on Siesta Key. Welcome to your dream coastal getaway! Tucked away on a quiet cul-de-sac, just moments from the world-renowned, powdery quartz sands of Siesta Beach, this impeccably renovated and landscaped waterfront home captures the essence of laid-back luxury and island living. Boaters will delight in the deepwater Grand Canal access—just one fixed bridge to Sarasota Bay and the Intracoastal Waterway, with direct Gulf of Mexico access. This fabulous single-level, three-bedroom, two-bath residence offers an open and airy floor plan filled with natural light, making it ideal for both full-time residence and an exceptional vacation retreat. A stunning 2023 designer renovation has infused the home with texture, warmth, and playful sophistication. From natural materials and artistic wallpaper to colorful accents and layered finishes, every detail is thoughtfully curated. Upgrades include new flooring, kitchen, bathrooms, plumbing, lighting, electrical systems, and front and garage doors. Enter through the statement front door into a welcoming foyer that opens to the expansive living room, featuring sleek, floating built-ins. The heart of the home is the striking kitchen and dining space, featuring a custom terrazzo island, quartz counters, Wolf and Miele appliances, and handcrafted cabinetry that offers generous storage. The island’s induction cooktop, drop-down exhaust fan, and bar seating blend form and function beautifully. A dedicated bar area with a wine cooler enhances the entertaining experience. The wide plank engineered oak flooring flows throughout, uniting each space with warmth and elegance. The spacious waterfront primary suite is a serene escape, complete with a spa-inspired bath, dual sinks, and a walk-in shower with private access to the pool. A thoughtful split floor plan provides privacy for two guest bedrooms and a second full bath. Even the laundry room is a showpiece, featuring art tile, a stacked washer and dryer, a beverage cooler, and whimsical details. Additional features include remote-controlled blinds, reverse osmosis in the kitchen, impact glass doors, windows, and garage door, an air-conditioned two-car garage with a paver driveway and walkways, Leaf Guard gutters, a 2023 HVAC system, 2023 attic and exterior insulation, and a 2020 roof. Seamless indoor-outdoor living begins with sliding impact glass doors that lead to the covered lanai and an oversized paver deck. Enjoy alfresco dining by the heated saltwater pool, resurfaced and retiled in 2022 with a sun shelf and spa also added for lounging. The lush, tropically landscaped backyard is fully fenced with faux turf, a putting green, and a fenced dog run, making it ideal for relaxation or play. Boating and water activities are a breeze from your private dock with a 14,000-pound remote-controlled lift, kayak launch, and seawall (2022). Just 15 minutes to open water, you'll savor days of fishing, paddleboarding, and Gulf cruising—right from your backyard. Ideally located near Siesta Village’s charming shops and restaurants, yet just minutes from mainland amenities, top-rated schools, and vibrant downtown Sarasota. Grab your flip-flops and sunscreen; this one-of-a-kind home offers the complete island lifestyle.

3 Beds ⋅ 2 Baths ⋅ Siesta Isles SubDv. ⋅ 34242 Zip Code

Designer waterfront retreat on Siesta Key. Welcome to your dream coastal getaway! Tucked away on a quiet cul-de-sac, just moments from the world-renowned, powdery quartz sands of Siesta Beach, this impeccably renovated and landscaped waterfront home captures the essence of laid-back luxury and island living. Boaters will delight in the deepwater Grand Canal access—just one fixed bridge to Sarasota Bay and the Intracoastal Waterway, with direct Gulf of Mexico access. This fabulous single-level, three-bedroom, two-bath residence offers an open and airy floor plan filled with natural light, making it ideal for both full-time residence and an exceptional vacation retreat. A stunning 2023 designer renovation has infused the home with texture, warmth, and playful sophistication. From natural materials and artistic wallpaper to colorful accents and layered finishes, every detail is thoughtfully curated. Upgrades include new flooring, kitchen, bathrooms, plumbing, lighting, electrical systems, and front and garage doors. Enter through the statement front door into a welcoming foyer that opens to the expansive living room, featuring sleek, floating built-ins. The heart of the home is the striking kitchen and dining space, featuring a custom terrazzo island, quartz counters, Wolf and Miele appliances, and handcrafted cabinetry that offers generous storage. The island’s induction cooktop, drop-down exhaust fan, and bar seating blend form and function beautifully. A dedicated bar area with a wine cooler enhances the entertaining experience. The wide plank engineered oak flooring flows throughout, uniting each space with warmth and elegance. The spacious waterfront primary suite is a serene escape, complete with a spa-inspired bath, dual sinks, and a walk-in shower with private access to the pool. A thoughtful split floor plan provides privacy for two guest bedrooms and a second full bath. Even the laundry room is a showpiece, featuring art tile, a stacked washer and dryer, a beverage cooler, and whimsical details. Additional features include remote-controlled blinds, reverse osmosis in the kitchen, impact glass doors, windows, and garage door, an air-conditioned two-car garage with a paver driveway and walkways, Leaf Guard gutters, a 2023 HVAC system, 2023 attic and exterior insulation, and a 2020 roof. Seamless indoor-outdoor living begins with sliding impact glass doors that lead to the covered lanai and an oversized paver deck. Enjoy alfresco dining by the heated saltwater pool, resurfaced and retiled in 2022 with a sun shelf and spa also added for lounging. The lush, tropically landscaped backyard is fully fenced with faux turf, a putting green, and a fenced dog run, making it ideal for relaxation or play. Boating and water activities are a breeze from your private dock with a 14,000-pound remote-controlled lift, kayak launch, and seawall (2022). Just 15 minutes to open water, you'll savor days of fishing, paddleboarding, and Gulf cruising—right from your backyard. Ideally located near Siesta Village’s charming shops and restaurants, yet just minutes from mainland amenities, top-rated schools, and vibrant downtown Sarasota. Grab your flip-flops and sunscreen; this one-of-a-kind home offers the complete island lifestyle.

1031 Contento Street, Sarasota

$630,000

Siesta Key house! This three bedroom, two bath, two car garage home with a swimming pool sits high and dry in the most elevated neighborhood on Siesta Key. This house is built on a concrete block 5ft stem wall and did NOT flood in 2024. Behind the lot line there is a natural retention swale to control potential water. Minutes to beautiful Siesta Key beach, and the Village. Invest in this land purchase with a house on this HUGE 18,000 sq feet lot that can be enjoyed or rented. Easy to see call today.

3 Beds ⋅ 2 Baths ⋅ Siesta Bayside SubDv. ⋅ 34242 Zip Code

Siesta Key house! This three bedroom, two bath, two car garage home with a swimming pool sits high and dry in the most elevated neighborhood on Siesta Key. This house is built on a concrete block 5ft stem wall and did NOT flood in 2024. Behind the lot line there is a natural retention swale to control potential water. Minutes to beautiful Siesta Key beach, and the Village. Invest in this land purchase with a house on this HUGE 18,000 sq feet lot that can be enjoyed or rented. Easy to see call today.

753 Tropical Circle, Sarasota

$720,000

Pre-Construction. To be built. Build Your Coastal Dream on Siesta Key – Hurricane-Ready Luxury by SeaSafe Homes. This offering includes both the canal-front lot on Avenida Leona in Siesta Key and the construction of the Battery Point Model by SeaSafe Homes. This is a rare opportunity to build a high-performance coastal home in one of Siesta Key’s most desirable neighborhoods. Located just a short stroll from Siesta Village and world-renowned beaches, this canal-front lot is being offered with a full construction package for the Battery Point Model by SeaSafe Homes—a cutting-edge residence built for strength, speed, and style. Engineered to excel in extreme coastal environments, the Battery Point features a fortified 2x10 floor system, 2x6 walls, and a 180 MPH wind rating—far exceeding Florida’s standard building code. Built using advanced off-site construction methods, this home can be completed in 75% less time than traditional builds, minimizing weather exposure and maximizing efficiency. The design blends resilience with refined living: 4 spacious bedrooms, 3.5 baths, and an open-concept elevated floorplan with a chef’s kitchen, large walk-in pantry, and 10-foot island for entertaining. Expansive windows and sliders open to a covered porch that invites seamless indoor-outdoor living. The primary suite offers direct porch access, a spa-style bath, and dual walk-in closets. The lower level entry includes a welcoming foyer with an optional elevator to all floors. Every SeaSafe home is Zero Energy Ready, with high-efficiency sealed systems and superior insulation included as standard—features that often come at a premium elsewhere. Whether you're looking for a full-time residence, seasonal escape, or vacation rental investment, this pre-construction package offers you the chance to create a resilient and thoughtfully designed retreat in one of Siesta Key’s most coveted locations. Plans and pricing subject to change. Renderings and features are conceptual and represent the proposed home.

4 Beds ⋅ 4 Baths ⋅ Siesta Manor SubDv. ⋅ 34242 Zip Code

Pre-Construction. To be built. Build Your Coastal Dream on Siesta Key – Hurricane-Ready Luxury by SeaSafe Homes. This offering includes both the canal-front lot on Avenida Leona in Siesta Key and the construction of the Battery Point Model by SeaSafe Homes. This is a rare opportunity to build a high-performance coastal home in one of Siesta Key’s most desirable neighborhoods. Located just a short stroll from Siesta Village and world-renowned beaches, this canal-front lot is being offered with a full construction package for the Battery Point Model by SeaSafe Homes—a cutting-edge residence built for strength, speed, and style. Engineered to excel in extreme coastal environments, the Battery Point features a fortified 2x10 floor system, 2x6 walls, and a 180 MPH wind rating—far exceeding Florida’s standard building code. Built using advanced off-site construction methods, this home can be completed in 75% less time than traditional builds, minimizing weather exposure and maximizing efficiency. The design blends resilience with refined living: 4 spacious bedrooms, 3.5 baths, and an open-concept elevated floorplan with a chef’s kitchen, large walk-in pantry, and 10-foot island for entertaining. Expansive windows and sliders open to a covered porch that invites seamless indoor-outdoor living. The primary suite offers direct porch access, a spa-style bath, and dual walk-in closets. The lower level entry includes a welcoming foyer with an optional elevator to all floors. Every SeaSafe home is Zero Energy Ready, with high-efficiency sealed systems and superior insulation included as standard—features that often come at a premium elsewhere. Whether you're looking for a full-time residence, seasonal escape, or vacation rental investment, this pre-construction package offers you the chance to create a resilient and thoughtfully designed retreat in one of Siesta Key’s most coveted locations. Plans and pricing subject to change. Renderings and features are conceptual and represent the proposed home.

312 Avenida Leona, Sarasota

$650,000

Deeded beach access, intracoastal waterway frontage with boat dockage, prime location AND a stunningly renovated condominium. What more could you want? Enjoy Siesta Key’s famous sunsets and holiday fireworks shows in comfort from this 5th floor beautifully renovated and immaculate 2-bedroom 2-bath furnished condominium with partial gulf views. No need to take on a remodel here, all of it has been done to the highest standards by the current owners. Gorgeous Italian porcelain plank tile flooring, modern sleek baseboards, oversized crown molding, solid wood doors, hurricane impact windows/sliders and electric shades elevate this condo to a level unparalleled at this price point. You’ll love the open kitchen with its tray ceiling, white solid wood cabinetry, granite countertops, and built-in pantry. The living area and both extra-large bedrooms have direct access to the expansive 34-foot balcony. The luxurious primary bath has a custom designed walk-in shower, double sinks and quartz countertop. The second bath has been tastefully redone as well with quartz countertops. This thoughtful remodel includes an in-unit laundry room (very rare for The Anchorage!) with a Bosch stacked washer/dryer and a tankless hot water heater. Custom walk-in closets in both bedrooms add to the ample storage found in this unit. If that’s not enough, this condominium comes with a coveted under-building tandem parking space that comfortably fits two cars! (There are no covered spaces available for purchase separately, so this is truly a special feature.) Unit 502 is located on the north-facing side of the building, the preferred location due to it being the quiet side. At the Anchorage, enjoy deeded gated beach access (right across the street), a canal with boat dockage and kayak launch, and beautiful sprawling park-like grounds overlooking the intracoastal waterway. Other amenities include a gated entrance, heated pool, fitness center, clubhouse, tennis and pickleball courts, shuffleboard courts and kayak racks. On-site rental management and a one-week minimum rental make this community very popular with vacationers and savvy investors alike. See this one before it gets away!

2 Beds ⋅ 2 Baths ⋅ Anchorage SubDv. ⋅ 34242 Zip Code

Deeded beach access, intracoastal waterway frontage with boat dockage, prime location AND a stunningly renovated condominium. What more could you want? Enjoy Siesta Key’s famous sunsets and holiday fireworks shows in comfort from this 5th floor beautifully renovated and immaculate 2-bedroom 2-bath furnished condominium with partial gulf views. No need to take on a remodel here, all of it has been done to the highest standards by the current owners. Gorgeous Italian porcelain plank tile flooring, modern sleek baseboards, oversized crown molding, solid wood doors, hurricane impact windows/sliders and electric shades elevate this condo to a level unparalleled at this price point. You’ll love the open kitchen with its tray ceiling, white solid wood cabinetry, granite countertops, and built-in pantry. The living area and both extra-large bedrooms have direct access to the expansive 34-foot balcony. The luxurious primary bath has a custom designed walk-in shower, double sinks and quartz countertop. The second bath has been tastefully redone as well with quartz countertops. This thoughtful remodel includes an in-unit laundry room (very rare for The Anchorage!) with a Bosch stacked washer/dryer and a tankless hot water heater. Custom walk-in closets in both bedrooms add to the ample storage found in this unit. If that’s not enough, this condominium comes with a coveted under-building tandem parking space that comfortably fits two cars! (There are no covered spaces available for purchase separately, so this is truly a special feature.) Unit 502 is located on the north-facing side of the building, the preferred location due to it being the quiet side. At the Anchorage, enjoy deeded gated beach access (right across the street), a canal with boat dockage and kayak launch, and beautiful sprawling park-like grounds overlooking the intracoastal waterway. Other amenities include a gated entrance, heated pool, fitness center, clubhouse, tennis and pickleball courts, shuffleboard courts and kayak racks. On-site rental management and a one-week minimum rental make this community very popular with vacationers and savvy investors alike. See this one before it gets away!

6415 Midnight Pass Road Unit 502, Sarasota

$462,500

Second Floor CORNER END UNIT ON THE CANAL! This is the One You've Been Waiting For on Siesta Key, 2 bedroom 2 bathroom condo next to the Heated Pool and an easy walk across the street to our Private Beach Access through Crescent Arms! Welcome to this delightful, ready to move in 2-bedroom, 2-bath canal front condominium, ideally situated near the Stickney Point Bridge on Siesta Key. Easy on and off the island. Gorgeous granite countertops with a large open kitchen area including bar seating. Absolutely Stunning Porcelain floors throughout the kitchen, living area, bedrooms, hallway and entry. Gorgeous completely renovated bathrooms with Granite countertops in light brown tones and stunning showers. This condo has everything that you will need to move right in. If you are looking for a vacation home with a water view or retiring to a warm climate with a breeze - This is it! Dock your boat at our Harbor for a reasonable fee, clean your fish at one of the many Fishing Stations at our Harbor and enjoy the Deep Water Canal leading directly to the Sailboat Water of the Intracoastal Waterway. Have your morning coffee on the lanai and enjoy the breeze or close the Impact windows and work from your lanai with no distractions, just a breathtaking water view. You'll love how conveniently located you are to exceptional restaurants, Siesta Key Village and the natural beauty of Siesta Key Beach – an easy walk directly across the street. This condo boasts a spacious open floor plan adorned with extra windows since it is an end unit, bathing the dwelling in warm, natural light. The contemporary new flooring adds a classic touch to the layout. Among its foremost features, this unit comes with Impact Windows, a new Air Conditioner, a dedicated carport parking spot, outside storage space and enjoys amenities like a community pool, fitness center, and laundry on the second, third and fourth floors. Elevate your living experience in this beach home, and enjoy all the benefits and convenience it offers. Don't miss this chance to reside in one of the best locations in Sarasota! Active community with lots of activities in season, private beach access directly across the street. The location is wonderful, scat and trolley right outside your door, easy on and off the key, this is an over 55 community! Close to the Heated pool, clubhouse, Grills, outdoor spa, saunas, fishing pier on the Intracoastal Waterway with a great seating area, Exercise Room, Library and Shuffleboard Courts! This is a great community. You Deserve Paradise!

2 Beds ⋅ 2 Baths ⋅ Siesta Harbor SubDv. ⋅ 34242 Zip Code

Second Floor CORNER END UNIT ON THE CANAL! This is the One You've Been Waiting For on Siesta Key, 2 bedroom 2 bathroom condo next to the Heated Pool and an easy walk across the street to our Private Beach Access through Crescent Arms! Welcome to this delightful, ready to move in 2-bedroom, 2-bath canal front condominium, ideally situated near the Stickney Point Bridge on Siesta Key. Easy on and off the island. Gorgeous granite countertops with a large open kitchen area including bar seating. Absolutely Stunning Porcelain floors throughout the kitchen, living area, bedrooms, hallway and entry. Gorgeous completely renovated bathrooms with Granite countertops in light brown tones and stunning showers. This condo has everything that you will need to move right in. If you are looking for a vacation home with a water view or retiring to a warm climate with a breeze - This is it! Dock your boat at our Harbor for a reasonable fee, clean your fish at one of the many Fishing Stations at our Harbor and enjoy the Deep Water Canal leading directly to the Sailboat Water of the Intracoastal Waterway. Have your morning coffee on the lanai and enjoy the breeze or close the Impact windows and work from your lanai with no distractions, just a breathtaking water view. You'll love how conveniently located you are to exceptional restaurants, Siesta Key Village and the natural beauty of Siesta Key Beach – an easy walk directly across the street. This condo boasts a spacious open floor plan adorned with extra windows since it is an end unit, bathing the dwelling in warm, natural light. The contemporary new flooring adds a classic touch to the layout. Among its foremost features, this unit comes with Impact Windows, a new Air Conditioner, a dedicated carport parking spot, outside storage space and enjoys amenities like a community pool, fitness center, and laundry on the second, third and fourth floors. Elevate your living experience in this beach home, and enjoy all the benefits and convenience it offers. Don't miss this chance to reside in one of the best locations in Sarasota! Active community with lots of activities in season, private beach access directly across the street. The location is wonderful, scat and trolley right outside your door, easy on and off the key, this is an over 55 community! Close to the Heated pool, clubhouse, Grills, outdoor spa, saunas, fishing pier on the Intracoastal Waterway with a great seating area, Exercise Room, Library and Shuffleboard Courts! This is a great community. You Deserve Paradise!

1250 N Portofino Drive Unit 208, Sarasota

$400,000

Live the Florida dream in this fully furnished, designer-finished 2 bedroom, 2 bathroom condo nestled within the coveted Siesta Harbor community, offering deeded beach access to world-famous Siesta Key Beach just across the street. Situated on the third floor with picturesque water views, this beautifully updated unit features granite countertops, white shaker cabinetry, stainless steel appliances, and newer laminate flooring throughout. Enjoy peace of mind with impact windows and custom plantation shutters, while the enclosed lanai with sliding glass windows provides a serene retreat year-round. The open-concept layout flows seamlessly from the modernized kitchen into a bright and welcoming living space, perfect for entertaining or relaxing. Both bathrooms have been tastefully renovated, including a fully remodeled guest bath, and the entire unit was freshly painted in 2025. Additional features include a private storage closet, updated lighting, and high-speed fiber optic internet. Siesta Harbor is a vibrant 55+ waterfront community along the Intracoastal Waterway, offering a heated pool, spa, clubhouse, fitness center, shuffleboard, fishing dock, kayak launch, BBQ area, and boat slips for up to 30’ vessels. Whether enjoying your morning walk to the beach, catching the free trolley to Siesta Key Village, or heading over the nearby bridge to explore downtown Sarasota’s dining, shopping, and cultural scene, this location offers the ultimate in coastal convenience and lifestyle. With monthly rentals allowed 12 times per year, it’s ideal as a personal escape or investment property. **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**

2 Beds ⋅ 2 Baths ⋅ Siesta Harbor SubDv. ⋅ 34242 Zip Code

Live the Florida dream in this fully furnished, designer-finished 2 bedroom, 2 bathroom condo nestled within the coveted Siesta Harbor community, offering deeded beach access to world-famous Siesta Key Beach just across the street. Situated on the third floor with picturesque water views, this beautifully updated unit features granite countertops, white shaker cabinetry, stainless steel appliances, and newer laminate flooring throughout. Enjoy peace of mind with impact windows and custom plantation shutters, while the enclosed lanai with sliding glass windows provides a serene retreat year-round. The open-concept layout flows seamlessly from the modernized kitchen into a bright and welcoming living space, perfect for entertaining or relaxing. Both bathrooms have been tastefully renovated, including a fully remodeled guest bath, and the entire unit was freshly painted in 2025. Additional features include a private storage closet, updated lighting, and high-speed fiber optic internet. Siesta Harbor is a vibrant 55+ waterfront community along the Intracoastal Waterway, offering a heated pool, spa, clubhouse, fitness center, shuffleboard, fishing dock, kayak launch, BBQ area, and boat slips for up to 30’ vessels. Whether enjoying your morning walk to the beach, catching the free trolley to Siesta Key Village, or heading over the nearby bridge to explore downtown Sarasota’s dining, shopping, and cultural scene, this location offers the ultimate in coastal convenience and lifestyle. With monthly rentals allowed 12 times per year, it’s ideal as a personal escape or investment property. **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**

1257 S Portofino Drive Unit 306, Sarasota

$5,450,000

Luxury Living in the Heart of Siesta Key! This beautifully designed coastal retreat offers 7 bedrooms, 7 full bathrooms, and 2 half baths, providing plenty of space for hosting family and friends in total comfort. Every detail was thoughtfully crafted to blend high-end design with relaxed Florida living. The main living area is open, airy, and filled with natural light, creating an effortless flow for both everyday life and entertaining. A private elevator makes accessing all levels a breeze, while wraparound balconies and large windows showcase the lush, tropical surroundings. At the center of the home, the chef’s kitchen features a gas range, oversized island, and ample seating—perfect for gathering, cooking, and connecting. Step outside and you’ll find your own private escape: a heated pool and spa, putting green, and a spacious patio designed for making the most of every sunny day. Whether you're lounging poolside or enjoying a casual game of ping pong, this outdoor space was made for fun and relaxation. Upstairs, the second level includes three luxurious king suites with private en-suite baths. The third floor offers four additional bedrooms—three more king suites and a bunk room with two full-over-full bunks, making it ideal for large families or groups. At the top of it all, the rooftop terrace delivers incredible views of Siesta Key Village and the nearby beach. It’s the perfect spot to take in the sunset, sip a cocktail, or stargaze late into the evening. A built-in wet bar completes the experience. This is a rare opportunity to own a one-of-a-kind home in one of Siesta Key’s most coveted locations. With stunning finishes, thoughtful amenities, and a true resort-style feel, this residence offers coastal living at its finest. Schedule your private tour today.

7 Beds ⋅ 9 Baths ⋅ Mira Mar Beach SubDv. ⋅ 34242 Zip Code

Luxury Living in the Heart of Siesta Key! This beautifully designed coastal retreat offers 7 bedrooms, 7 full bathrooms, and 2 half baths, providing plenty of space for hosting family and friends in total comfort. Every detail was thoughtfully crafted to blend high-end design with relaxed Florida living. The main living area is open, airy, and filled with natural light, creating an effortless flow for both everyday life and entertaining. A private elevator makes accessing all levels a breeze, while wraparound balconies and large windows showcase the lush, tropical surroundings. At the center of the home, the chef’s kitchen features a gas range, oversized island, and ample seating—perfect for gathering, cooking, and connecting. Step outside and you’ll find your own private escape: a heated pool and spa, putting green, and a spacious patio designed for making the most of every sunny day. Whether you're lounging poolside or enjoying a casual game of ping pong, this outdoor space was made for fun and relaxation. Upstairs, the second level includes three luxurious king suites with private en-suite baths. The third floor offers four additional bedrooms—three more king suites and a bunk room with two full-over-full bunks, making it ideal for large families or groups. At the top of it all, the rooftop terrace delivers incredible views of Siesta Key Village and the nearby beach. It’s the perfect spot to take in the sunset, sip a cocktail, or stargaze late into the evening. A built-in wet bar completes the experience. This is a rare opportunity to own a one-of-a-kind home in one of Siesta Key’s most coveted locations. With stunning finishes, thoughtful amenities, and a true resort-style feel, this residence offers coastal living at its finest. Schedule your private tour today.

119 Avenida Messina, Sarasota

$3,050,000

Very private residence ON THE GULF AND ON THE BEACH! This updated 4-bedroom 4- bath residence directly faces the beautiful gulf waters of world-famous SIESTA KEY on a half-acre with your own 100 feet of PRIVATE BEACH to enjoy. Unrestricted views and access to the beach make this one of the most highly desirable locations on Siesta Key. Situated on the quiet south end of Siesta Key just north of Turtle Beach and is accessed by a semi- private road with only 2 homes facing the gulf. Large high impact windows and sliding glass doors throughout the home allow for breathtaking panoramic beach and gulf views. You will enjoy watching the dolphin play and spectacular sunsets whether inside or outside the home. Open floor plan with a total of 3632 sq. ft. of living area. A total of five large individual private decks face the gulf for you to enjoy. A magnificent second story family room and an updated owner’s suite was added by the current owners allowing for panoramic views up and down the beach. Updated kitchen and appliances. Spacious bedrooms each with their own baths. 2-car attached garage. This property is being sold turnkey furnished. This is a very unique opportunity that may not be seen again for a very long time. Visit our virtual tour and make an appointment today!

4 Beds ⋅ 4 Baths ⋅ N/A SubDv. ⋅ 34242 Zip Code

Very private residence ON THE GULF AND ON THE BEACH! This updated 4-bedroom 4- bath residence directly faces the beautiful gulf waters of world-famous SIESTA KEY on a half-acre with your own 100 feet of PRIVATE BEACH to enjoy. Unrestricted views and access to the beach make this one of the most highly desirable locations on Siesta Key. Situated on the quiet south end of Siesta Key just north of Turtle Beach and is accessed by a semi- private road with only 2 homes facing the gulf. Large high impact windows and sliding glass doors throughout the home allow for breathtaking panoramic beach and gulf views. You will enjoy watching the dolphin play and spectacular sunsets whether inside or outside the home. Open floor plan with a total of 3632 sq. ft. of living area. A total of five large individual private decks face the gulf for you to enjoy. A magnificent second story family room and an updated owner’s suite was added by the current owners allowing for panoramic views up and down the beach. Updated kitchen and appliances. Spacious bedrooms each with their own baths. 2-car attached garage. This property is being sold turnkey furnished. This is a very unique opportunity that may not be seen again for a very long time. Visit our virtual tour and make an appointment today!

8592 Hidden Lagoon Road, Sarasota

$729,000

Casual Elegance defines this Refined Residence. Whether a year-round retreat, vacation or investment property, this luxuriously appointed turnkey-furnished 2B/2B in Gulf & Bay Club Bayside will leave you feeling refreshed! Immaculately clean and featuring: a lovely water view, easy single level living, Private Beach access and Deeded Driveway w GARAGE makes coming home to this unit a breeze ~ Recently remodeled w a warm neutral palette, this open plan offers split bedrooms for privacy while allowing gatherings in sun-dappled dining/living space bathed in natural light through the enclosed lanai ~ The KITCHEN includes Stainless appliances, granite breakfast bar, solid wood cabinets w soft close drawers. There’s a convenient breakfast nook doing double duty as ‘pocket’ office with desk/bistro table by the pantry. ~ The spacious LIVING area has comfy Crate & Barrel ‘L’ shaped couch and tranquil water views for relaxed entertainment ~ An Enclosed Lanai presents a serene DINING atmosphere, with an adjustable Crate & Barrel dining table, wonderful for hosting family and friends ~ The Luxurious MASTER suite has King bed, water view, Dual solid wood & granite vanities w soft close, spacious walk-in closet, hall closet, and linen closet! A newer Custom Glass Walk-in Shower is discreetly in the separate commode room ~ The well-appointed, no-shared walls, Guest bedroom provides ample comfort and relaxation for your guests w an adjoining modern bath also w newer, vinyl plank flooring and closet ~ A convenient Full sized Washer Dryer is located in guest hallway. ~ UPGRADES: HVAC June 2025, Recessed Lighting & Newer Fixtures, Newer Cabinetry, Newer Commodes, Vanities & Countertops, New Modern Doors and closet doors, Newer Blinds, Metal Roof 2015. Recent Luxury Vinyl Plank installed throughout ~ A Rare Private 1 Car Garage may hold: a vehicle, and/or bikes, beach & pool gear & toys and sports equipment ~ AMENITIES: 2 Heated Pools, Clubhouse, BBQ area, Walking paths on Well Maintained Grounds w 2 Ponds and Fountains, Pickleball & Tennis courts, Fitness room & Saunas, Private Deeded Beach Access, Community Grills and Fishing Pier/Deck on the Inter coastal Waterway perfect for enjoying a waterside cocktail hour, watching dolphins and being entertained by the endless boat parade passing by ~ LOCATION: Gulf & Bay Club Bayside is an exclusive Key West style, resort-like, gated community unique in its flora & architecture. This socially active community invites you to join the Coastal lifestyle! Enjoy a short walk on the dedicated path to your award winning sugary quartz sands of Siesta Beach, or Hop aboard the Siesta Key Trolley which connects the two ends of the island. Located between Siesta Key Village and Stickney Point Rd, this property places you within easy reach of the island’s most vibrant lifestyle: savory restaurants, boutique shopping and live entertainment, water-sports and sunsets~ RENTALS: Although this unit has Never been a rental, Weekly rentals are allowed. This option makes for an excellent investment opportunity. Gulf & Bay offers on-site rental management or choose your own! With 52 weeks to choose from, owners can save weeks for themselves and may still cover the nut! ~ Whatever your needs, you cannot go wrong in this charming condo, it’s Move-In ready, just waiting for you! ~ Schedule your showing today!

2 Beds ⋅ 2 Baths ⋅ Gulf & Bay Club Bayside SubDv. ⋅ 34242 Zip Code

Casual Elegance defines this Refined Residence. Whether a year-round retreat, vacation or investment property, this luxuriously appointed turnkey-furnished 2B/2B in Gulf & Bay Club Bayside will leave you feeling refreshed! Immaculately clean and featuring: a lovely water view, easy single level living, Private Beach access and Deeded Driveway w GARAGE makes coming home to this unit a breeze ~ Recently remodeled w a warm neutral palette, this open plan offers split bedrooms for privacy while allowing gatherings in sun-dappled dining/living space bathed in natural light through the enclosed lanai ~ The KITCHEN includes Stainless appliances, granite breakfast bar, solid wood cabinets w soft close drawers. There’s a convenient breakfast nook doing double duty as ‘pocket’ office with desk/bistro table by the pantry. ~ The spacious LIVING area has comfy Crate & Barrel ‘L’ shaped couch and tranquil water views for relaxed entertainment ~ An Enclosed Lanai presents a serene DINING atmosphere, with an adjustable Crate & Barrel dining table, wonderful for hosting family and friends ~ The Luxurious MASTER suite has King bed, water view, Dual solid wood & granite vanities w soft close, spacious walk-in closet, hall closet, and linen closet! A newer Custom Glass Walk-in Shower is discreetly in the separate commode room ~ The well-appointed, no-shared walls, Guest bedroom provides ample comfort and relaxation for your guests w an adjoining modern bath also w newer, vinyl plank flooring and closet ~ A convenient Full sized Washer Dryer is located in guest hallway. ~ UPGRADES: HVAC June 2025, Recessed Lighting & Newer Fixtures, Newer Cabinetry, Newer Commodes, Vanities & Countertops, New Modern Doors and closet doors, Newer Blinds, Metal Roof 2015. Recent Luxury Vinyl Plank installed throughout ~ A Rare Private 1 Car Garage may hold: a vehicle, and/or bikes, beach & pool gear & toys and sports equipment ~ AMENITIES: 2 Heated Pools, Clubhouse, BBQ area, Walking paths on Well Maintained Grounds w 2 Ponds and Fountains, Pickleball & Tennis courts, Fitness room & Saunas, Private Deeded Beach Access, Community Grills and Fishing Pier/Deck on the Inter coastal Waterway perfect for enjoying a waterside cocktail hour, watching dolphins and being entertained by the endless boat parade passing by ~ LOCATION: Gulf & Bay Club Bayside is an exclusive Key West style, resort-like, gated community unique in its flora & architecture. This socially active community invites you to join the Coastal lifestyle! Enjoy a short walk on the dedicated path to your award winning sugary quartz sands of Siesta Beach, or Hop aboard the Siesta Key Trolley which connects the two ends of the island. Located between Siesta Key Village and Stickney Point Rd, this property places you within easy reach of the island’s most vibrant lifestyle: savory restaurants, boutique shopping and live entertainment, water-sports and sunsets~ RENTALS: Although this unit has Never been a rental, Weekly rentals are allowed. This option makes for an excellent investment opportunity. Gulf & Bay offers on-site rental management or choose your own! With 52 weeks to choose from, owners can save weeks for themselves and may still cover the nut! ~ Whatever your needs, you cannot go wrong in this charming condo, it’s Move-In ready, just waiting for you! ~ Schedule your showing today!

1240 Siesta Bayside Drive Unit 1240C, Sarasota

$2,650,000

Elevated Living. Expanded Luxury. Move-In Ready. More space. More land. More peace of mind — and better value than new construction. This rare Siesta Key estate offers twice the living space and double the lot size of typical new construction homes on the Key, while sitting high and dry on an above-flood-level lot. No construction delays. No compromises. Designer Waterfront Living on Treasure Boat Way – Rare Value Meets Lasting Style Modern Waterfront Estate on Siesta Key | 512 Treasure Boat Way Perfectly situated on a spacious .44-acre corner lot in one of Siesta Key’s most sought-after boating communities, this fully renovated modern estate offers over 5,000 square feet of sophisticated living. With 4 bedrooms, 4.5 bathrooms, and a dedicated media room, the layout is both functional and refined. Enjoy deep-water dockage on a wide canal and direct access to Sarasota Bay—ideal for boaters looking to explore the Gulf of Mexico with ease. The home’s high flood elevation and no history of flooding provide peace of mind and lower insurance premiums, adding even more value to this exceptional property. Inside, dramatic design meets everyday comfort. Step through the doors to find soaring ceilings, a custom open-tread staircase with walnut treads, and a striking stone feature wall. Walls of glass flood the interiors with natural light, highlighting European porcelain flooring, designer lighting, and a double-sided fireplace that anchors the open living spaces. The gourmet kitchen is a showstopper—designed for both entertaining and daily living—outfitted with quartz countertops, flat-panel cabinetry, floating shelves, and a full suite of premium appliances. The luxurious primary suite includes private pool access and a spa-inspired bathroom with a freestanding soaking tub, dual vanities, and bespoke tilework. The dedicated media room features sliding glass doors that open to a private courtyard, offering a quiet, flexible space ideal for movie nights or casual relaxation. Treasure Boat Way has been thoughtfully renovated to preserve its original mid-century style while modernizing with sleek industrial touches. The result is a home that is sophisticated, private, and relaxing. Outside, tropical landscaping and an expansive backyard set the tone for true waterfront living. Multiple lounge areas and seamless indoor-outdoor flow make this a perfect setting for entertaining or unwinding, with captivating water views from nearly every room. Whether you’re searching for a primary residence, a vacation retreat, or an income-generating investment, 512 Treasure Boat Way checks every box—offering modern updates, premium waterfront access, and a short stroll to Siesta Key Village and Siesta Beach. This property offers strong appeal for both investors and owner-occupants. With excellent potential for short-term rental income and a layout designed for comfort and privacy, it’s equally suited for generating revenue or providing a welcoming home for a family. Schedule your private showing today to experience the pinnacle of luxury waterfront living. **No flood damage**

4 Beds ⋅ 5 Baths ⋅ Harmony Sub SubDv. ⋅ 34242 Zip Code

Elevated Living. Expanded Luxury. Move-In Ready. More space. More land. More peace of mind — and better value than new construction. This rare Siesta Key estate offers twice the living space and double the lot size of typical new construction homes on the Key, while sitting high and dry on an above-flood-level lot. No construction delays. No compromises. Designer Waterfront Living on Treasure Boat Way – Rare Value Meets Lasting Style Modern Waterfront Estate on Siesta Key | 512 Treasure Boat Way Perfectly situated on a spacious .44-acre corner lot in one of Siesta Key’s most sought-after boating communities, this fully renovated modern estate offers over 5,000 square feet of sophisticated living. With 4 bedrooms, 4.5 bathrooms, and a dedicated media room, the layout is both functional and refined. Enjoy deep-water dockage on a wide canal and direct access to Sarasota Bay—ideal for boaters looking to explore the Gulf of Mexico with ease. The home’s high flood elevation and no history of flooding provide peace of mind and lower insurance premiums, adding even more value to this exceptional property. Inside, dramatic design meets everyday comfort. Step through the doors to find soaring ceilings, a custom open-tread staircase with walnut treads, and a striking stone feature wall. Walls of glass flood the interiors with natural light, highlighting European porcelain flooring, designer lighting, and a double-sided fireplace that anchors the open living spaces. The gourmet kitchen is a showstopper—designed for both entertaining and daily living—outfitted with quartz countertops, flat-panel cabinetry, floating shelves, and a full suite of premium appliances. The luxurious primary suite includes private pool access and a spa-inspired bathroom with a freestanding soaking tub, dual vanities, and bespoke tilework. The dedicated media room features sliding glass doors that open to a private courtyard, offering a quiet, flexible space ideal for movie nights or casual relaxation. Treasure Boat Way has been thoughtfully renovated to preserve its original mid-century style while modernizing with sleek industrial touches. The result is a home that is sophisticated, private, and relaxing. Outside, tropical landscaping and an expansive backyard set the tone for true waterfront living. Multiple lounge areas and seamless indoor-outdoor flow make this a perfect setting for entertaining or unwinding, with captivating water views from nearly every room. Whether you’re searching for a primary residence, a vacation retreat, or an income-generating investment, 512 Treasure Boat Way checks every box—offering modern updates, premium waterfront access, and a short stroll to Siesta Key Village and Siesta Beach. This property offers strong appeal for both investors and owner-occupants. With excellent potential for short-term rental income and a layout designed for comfort and privacy, it’s equally suited for generating revenue or providing a welcoming home for a family. Schedule your private showing today to experience the pinnacle of luxury waterfront living. **No flood damage**

512 Treasure Boat Way, Sarasota

$2,200,000

Waterfront Condominium-Glide down Beach Road and feel the Gulf breeze usher you toward 222 Beach Road, Residence #7—an iconic Tim Seibert masterpiece offering over 2,900 square feet of elevated coastal living. Accessible by elevator, this four-bedroom, three-and-a-half-bath residence captures Seibert’s signature devotion to light, openness, and architectural clarity. Inside, each bedroom turns the sound of the surf into your nightly lullaby, while the great room’s wall-to-wall glass frames uninterrupted turquoise horizons. The rare two-car garage provides secure storage for beach gear, paddleboards, and your convertible, while storm-ready hurricane shutters offer added protection and peace of mind. Seibert’s award-winning lines remain untouched, yet the association has thoughtfully future-proofed the structure: a brand-new 20-year roof now crowns the residence, new skylights brighten interior spaces, and code-compliant A/C platforms ensure long-term efficiency. Two newer HVAC systems and updated pool mechanics further support year-round, carefree enjoyment. Mahogany railings now accentuate the sculptural stairways, and while Residence #7 still invites your personal interior vision, the heavy structural and mechanical lifts are already complete—allowing you to focus on creating your dream home with the Gulf of Mexico as your backdrop. Exclusivity drives value here: only ten residences exist, each tightly held by owners who value privacy, architecture, and pedigree. Just minutes from the heart of Siesta Key Village, the location offers effortless access to a vibrant mix of restaurants, boutique shops, and local cafés. Walk to dinner, bike for coffee, or simply enjoy the ease of coastal living without needing a car. You’ve been waiting for a statement property to shape into your own Gulf-front legacy—Residence #7 is calling. Let’s stroll the property together and imagine where your art will hang and which sunset you’ll raise a glass to first. Opportunities like this surface once in a generation on Siesta Key—don’t let this one slip away.

4 Beds ⋅ 4 Baths ⋅ 0222 Beach Rd SubDv. ⋅ 34242 Zip Code

Waterfront Condominium-Glide down Beach Road and feel the Gulf breeze usher you toward 222 Beach Road, Residence #7—an iconic Tim Seibert masterpiece offering over 2,900 square feet of elevated coastal living. Accessible by elevator, this four-bedroom, three-and-a-half-bath residence captures Seibert’s signature devotion to light, openness, and architectural clarity. Inside, each bedroom turns the sound of the surf into your nightly lullaby, while the great room’s wall-to-wall glass frames uninterrupted turquoise horizons. The rare two-car garage provides secure storage for beach gear, paddleboards, and your convertible, while storm-ready hurricane shutters offer added protection and peace of mind. Seibert’s award-winning lines remain untouched, yet the association has thoughtfully future-proofed the structure: a brand-new 20-year roof now crowns the residence, new skylights brighten interior spaces, and code-compliant A/C platforms ensure long-term efficiency. Two newer HVAC systems and updated pool mechanics further support year-round, carefree enjoyment. Mahogany railings now accentuate the sculptural stairways, and while Residence #7 still invites your personal interior vision, the heavy structural and mechanical lifts are already complete—allowing you to focus on creating your dream home with the Gulf of Mexico as your backdrop. Exclusivity drives value here: only ten residences exist, each tightly held by owners who value privacy, architecture, and pedigree. Just minutes from the heart of Siesta Key Village, the location offers effortless access to a vibrant mix of restaurants, boutique shops, and local cafés. Walk to dinner, bike for coffee, or simply enjoy the ease of coastal living without needing a car. You’ve been waiting for a statement property to shape into your own Gulf-front legacy—Residence #7 is calling. Let’s stroll the property together and imagine where your art will hang and which sunset you’ll raise a glass to first. Opportunities like this surface once in a generation on Siesta Key—don’t let this one slip away.

222 Beach Road Unit 7, Sarasota

$900,000

OWNER IS MOTIVATED! PLEASE BRING A REASONABLE OFFER. WATERFRONT HOME HALF A MILE TO SIESTA BEACH. Welcome to 5572 Shadow Lawn Drive on Siesta Key. This 3 Bedroom, 2 Bath home sits on a 14,300 SQ. FT. LOT, has a private dock and features 102 FEET OF FRONTAGE ON THE GRAND CANAL. Only one fixed bridge at Midnight Pass Rd means GREAT BOATING ACCESS to Sarasota Bay and the Gulf. Or take a short bike ride or walk to SIESTA BEACH, the #1 beach in the US. This spacious home has over 2,000 Sq. Ft. of living area. It had minor flooding during Hurricane Helene. The water and carpet were quickly removed. Removal of the carpet revealed Terrazzo Floors in the main part of the house. THE PRIME WATERFRONT LOCATION CLOSE TO THE BEACH makes this property an excellent candidate to use as your MID-CENTURY STYLE beach retreat, or to BUILD YOUR DREAM HOME. The existing home has a split bedroom plan that wraps around the LARGE SCREENED LANAI. Pocketing sliding doors lead to the spacious lanai from four rooms. From there, you will enjoy privacy, nice water views and quick access to your boat at YOUR PRIVATE DOCK. All three bedrooms are a good size. The Family Room is off the kitchen. This spacious room has its own mini split AC system and great storage space. The Inside Laundry Room has convenient built-ins and a small workshop area. An exterior door leads to the private outdoor shower. Very handy when you come back from the beach or boating. Small storage shed in back. In addition to the unbeatable beach and boating, this excellent Mid-Key location offers convenient access to the shops and restaurants of Siesta Village. Downtown Sarasota is a short drive away where you can enjoy various Theaters, Art Galleries, The Farmer's Market and fine dining. Motivated owner has made this the LOWEST PRICED WATERFRONT HOME IN SIESTA ISLES!

3 Beds ⋅ 2 Baths ⋅ Siesta Isles SubDv. ⋅ 34242 Zip Code

OWNER IS MOTIVATED! PLEASE BRING A REASONABLE OFFER. WATERFRONT HOME HALF A MILE TO SIESTA BEACH. Welcome to 5572 Shadow Lawn Drive on Siesta Key. This 3 Bedroom, 2 Bath home sits on a 14,300 SQ. FT. LOT, has a private dock and features 102 FEET OF FRONTAGE ON THE GRAND CANAL. Only one fixed bridge at Midnight Pass Rd means GREAT BOATING ACCESS to Sarasota Bay and the Gulf. Or take a short bike ride or walk to SIESTA BEACH, the #1 beach in the US. This spacious home has over 2,000 Sq. Ft. of living area. It had minor flooding during Hurricane Helene. The water and carpet were quickly removed. Removal of the carpet revealed Terrazzo Floors in the main part of the house. THE PRIME WATERFRONT LOCATION CLOSE TO THE BEACH makes this property an excellent candidate to use as your MID-CENTURY STYLE beach retreat, or to BUILD YOUR DREAM HOME. The existing home has a split bedroom plan that wraps around the LARGE SCREENED LANAI. Pocketing sliding doors lead to the spacious lanai from four rooms. From there, you will enjoy privacy, nice water views and quick access to your boat at YOUR PRIVATE DOCK. All three bedrooms are a good size. The Family Room is off the kitchen. This spacious room has its own mini split AC system and great storage space. The Inside Laundry Room has convenient built-ins and a small workshop area. An exterior door leads to the private outdoor shower. Very handy when you come back from the beach or boating. Small storage shed in back. In addition to the unbeatable beach and boating, this excellent Mid-Key location offers convenient access to the shops and restaurants of Siesta Village. Downtown Sarasota is a short drive away where you can enjoy various Theaters, Art Galleries, The Farmer's Market and fine dining. Motivated owner has made this the LOWEST PRICED WATERFRONT HOME IN SIESTA ISLES!

5572 Shadow Lawn Drive, Sarasota

$2,850,000

Two Canal Front Unrivaled Coastal Homes Just Steps from Siesta Key Beach! This rare gem features a meticulously remodeled Main house with stunning partial views of the bay. And a charming guest cottage serves as an ideal retreat or rental for additional cash flow. The main residence boasts a contemporary design with open and spacious layouts, highlighted by soaring 24 ft ceilings adorned with stylish gray wooden accent beams. Culinary enthusiasts will be captivated by the gourmet kitchen, featuring custom-made wood cabinets complemented by exquisite Carrara Quartz countertops. Equipped with top-of-the-line appliances, including a new stainless Thermador refrigerator, Bosch dishwasher, and an impressive center island with a bar area, it truly caters to the most discerning chefs. Zoned RMF2 while located in a single-family neighborhood, this property allows for daily Airbnb rentals, making it an excellent investment opportunity. Recent upgrades include new Window World Hurricane-rated windows, French doors, and a newly installed seawall (2025), ensuring your investment remains safe and secure. The main house spans 3,005 sq ft, featuring three bedrooms and 2.5 baths adorned with luxurious Panaria marble and 24x48 tile flooring. Bathrooms boast contemporary Miseno vanities and premium Grohe and Hansgrohe fixtures. The decadent master suite invites relaxation with a rain cap shower and a sumptuous soaking tub. Both homes are equipped with new Rheem A/C units, while the property’s outdoor oasis features a large screened lanai overlooking the canal and bay. Dive into the newly resurfaced pool with a stunning stone waterfall or enjoy the expansive outdoor space, surrounded by tropical landscaping. The cozy guest cottage, covering 1,700 sq ft, includes three bedrooms and two full baths, showcasing beach-washed ceramic tile flooring, white wood Shaker cabinets, and modern KitchenAid and Bosch appliances. The new dock provides easy access to pristine boating waters with no bridges obstructing your path to the bay. Siesta Key is a haven for music lovers and foodies alike, while Sarasota delights with its vibrant art scene, ballet performances, the Asolo Performing Arts Center, the Ringling Art Museum, and world-class shopping. Relax with your favorite beverage on the rear patio, shaded by a majestic live oak, or grab your fishing rod, bathing suit, and water toys to fully embrace the Siesta Salt Life. Act fast! This exquisite property offers a luxurious lifestyle and lucrative potential in one of Florida’s most sought-after destinations!

6 Beds ⋅ 5 Baths ⋅ Siesta SubDv. ⋅ 34242 Zip Code

Two Canal Front Unrivaled Coastal Homes Just Steps from Siesta Key Beach! This rare gem features a meticulously remodeled Main house with stunning partial views of the bay. And a charming guest cottage serves as an ideal retreat or rental for additional cash flow. The main residence boasts a contemporary design with open and spacious layouts, highlighted by soaring 24 ft ceilings adorned with stylish gray wooden accent beams. Culinary enthusiasts will be captivated by the gourmet kitchen, featuring custom-made wood cabinets complemented by exquisite Carrara Quartz countertops. Equipped with top-of-the-line appliances, including a new stainless Thermador refrigerator, Bosch dishwasher, and an impressive center island with a bar area, it truly caters to the most discerning chefs. Zoned RMF2 while located in a single-family neighborhood, this property allows for daily Airbnb rentals, making it an excellent investment opportunity. Recent upgrades include new Window World Hurricane-rated windows, French doors, and a newly installed seawall (2025), ensuring your investment remains safe and secure. The main house spans 3,005 sq ft, featuring three bedrooms and 2.5 baths adorned with luxurious Panaria marble and 24x48 tile flooring. Bathrooms boast contemporary Miseno vanities and premium Grohe and Hansgrohe fixtures. The decadent master suite invites relaxation with a rain cap shower and a sumptuous soaking tub. Both homes are equipped with new Rheem A/C units, while the property’s outdoor oasis features a large screened lanai overlooking the canal and bay. Dive into the newly resurfaced pool with a stunning stone waterfall or enjoy the expansive outdoor space, surrounded by tropical landscaping. The cozy guest cottage, covering 1,700 sq ft, includes three bedrooms and two full baths, showcasing beach-washed ceramic tile flooring, white wood Shaker cabinets, and modern KitchenAid and Bosch appliances. The new dock provides easy access to pristine boating waters with no bridges obstructing your path to the bay. Siesta Key is a haven for music lovers and foodies alike, while Sarasota delights with its vibrant art scene, ballet performances, the Asolo Performing Arts Center, the Ringling Art Museum, and world-class shopping. Relax with your favorite beverage on the rear patio, shaded by a majestic live oak, or grab your fishing rod, bathing suit, and water toys to fully embrace the Siesta Salt Life. Act fast! This exquisite property offers a luxurious lifestyle and lucrative potential in one of Florida’s most sought-after destinations!

1240 Solitude Lane, Sarasota

$710,000

Experience the ultimate beachside lifestyle with this beautifully renovated 2-bedroom, 2-bath condo in the sought-after Excelsior community on world-renowned Siesta Key Beach. Designed with a bright, open layout and coastal-inspired finishes, this spacious residence features an updated kitchen and baths, in-unit laundry, and a private screened lanai perfect for relaxing after a day at the beach. At Excelsior, every day feels like a vacation. Enjoy two heated pools, tennis and pickleball courts, shuffleboard, a well-equipped fitness center, clubhouse, and private beach access with lounge chairs waiting for you in the sand. With two-week rental options allowed, this condo offers both a perfect personal retreat and an excellent investment opportunity. Ideally located just minutes from Siesta Key Village, you’ll have easy access to dining, shopping, and entertainment. The Excelsior Owner’s Association has completed all CRS and SERS requirements and maintains a strong financial position, giving you peace of mind. Your dream of living on Siesta Key Beach is closer than ever—this condo is ready for you!

2 Beds ⋅ 2 Baths ⋅ Excelsior Beach To Bay SubDv. ⋅ 34242 Zip Code

Experience the ultimate beachside lifestyle with this beautifully renovated 2-bedroom, 2-bath condo in the sought-after Excelsior community on world-renowned Siesta Key Beach. Designed with a bright, open layout and coastal-inspired finishes, this spacious residence features an updated kitchen and baths, in-unit laundry, and a private screened lanai perfect for relaxing after a day at the beach. At Excelsior, every day feels like a vacation. Enjoy two heated pools, tennis and pickleball courts, shuffleboard, a well-equipped fitness center, clubhouse, and private beach access with lounge chairs waiting for you in the sand. With two-week rental options allowed, this condo offers both a perfect personal retreat and an excellent investment opportunity. Ideally located just minutes from Siesta Key Village, you’ll have easy access to dining, shopping, and entertainment. The Excelsior Owner’s Association has completed all CRS and SERS requirements and maintains a strong financial position, giving you peace of mind. Your dream of living on Siesta Key Beach is closer than ever—this condo is ready for you!

6265 Midnight Pass Road Unit 205, Sarasota

$640,000

Discover a rare opportunity to own a piece of Siesta Key history with this early Ruth Richmond designed single family home, ideally situated on a spacious high and dry 12,000 sq ft lot surrounded by sea grape and mature oaks. The two bedroom two bath fixer upper includes a studio with full bath and separate entrance - perfect for guests or rental income. Inside, enjoy a wood burning fireplace and large sliding glass doors which open to a large patio and a beautiful free form swimming pool. Kitchen is piped for gas stove. While the home needs work and has not been updated, the A/C is brand new. The home offers incredible potential to restore or reimagine. Step outside to your private swimming pool and enjoy the serenity of a 75 foot rear barrier that backs up to Glebe Park, ensuring both privacy and natural beauty. This property did not flood in the hurricanes. Location, character, and potential - this is your chance to create your dream retreat in one of Siesta Key's most sought-after neighborhoods.

2 Beds ⋅ 2 Baths ⋅ Siesta Isles SubDv. ⋅ 34242 Zip Code

Discover a rare opportunity to own a piece of Siesta Key history with this early Ruth Richmond designed single family home, ideally situated on a spacious high and dry 12,000 sq ft lot surrounded by sea grape and mature oaks. The two bedroom two bath fixer upper includes a studio with full bath and separate entrance - perfect for guests or rental income. Inside, enjoy a wood burning fireplace and large sliding glass doors which open to a large patio and a beautiful free form swimming pool. Kitchen is piped for gas stove. While the home needs work and has not been updated, the A/C is brand new. The home offers incredible potential to restore or reimagine. Step outside to your private swimming pool and enjoy the serenity of a 75 foot rear barrier that backs up to Glebe Park, ensuring both privacy and natural beauty. This property did not flood in the hurricanes. Location, character, and potential - this is your chance to create your dream retreat in one of Siesta Key's most sought-after neighborhoods.

5369 Shadow Lawn Drive, Sarasota

$1,170,000

Siesta Key Beachfront Gem - Just Like New! Welcome to your slice of paradise on world-famous Siesta Key Beach! This stunning 2 bedroom, 2 bath elevated first floor end unit offers the ultimate in coastal living with direct beach access and breathtaking Gulf views. Step into a fully remodeled interior, professionally remediated and redesigned from top to bottom--including stylish furnishings--so you can move right in or start renting immediately. Rentals in place for 2025 & 2026. Featuring impact rated windows and doors, this condo offers peace of mind and modern efficiency. The private lawn area leading straight to the sand is a rare and highly desirable feature--perfect for families, seniors, or anyone who loves easy access to the beach. Additional highlights include: 1 car covered parking, Short-term rentals allowed with excellent income history, even with personal owner usage. Rental bookings already secured through the end of 2025. Don't miss this rare opportunity to own a turn-key beachfront condo on Siesta Key with both strong investment potential and unbeatable lifestyle appeal. Paradise is calling--schedule your private showing today!

2 Beds ⋅ 2 Baths ⋅ Crescent Arms SubDv. ⋅ 34242 Zip Code

Siesta Key Beachfront Gem - Just Like New! Welcome to your slice of paradise on world-famous Siesta Key Beach! This stunning 2 bedroom, 2 bath elevated first floor end unit offers the ultimate in coastal living with direct beach access and breathtaking Gulf views. Step into a fully remodeled interior, professionally remediated and redesigned from top to bottom--including stylish furnishings--so you can move right in or start renting immediately. Rentals in place for 2025 & 2026. Featuring impact rated windows and doors, this condo offers peace of mind and modern efficiency. The private lawn area leading straight to the sand is a rare and highly desirable feature--perfect for families, seniors, or anyone who loves easy access to the beach. Additional highlights include: 1 car covered parking, Short-term rentals allowed with excellent income history, even with personal owner usage. Rental bookings already secured through the end of 2025. Don't miss this rare opportunity to own a turn-key beachfront condo on Siesta Key with both strong investment potential and unbeatable lifestyle appeal. Paradise is calling--schedule your private showing today!

6312 Midnight Pass Road Unit 102S, Sarasota

$962,500

Gulf & Bay is one of the finest properties on the island with 32 acres of manicured grounds and 800 feet of private white quartz powder beach. Lush tropical courtyard featuring 3 swimming pools, commercial grade fitness center, racquetball courts, tennis courts, freshwater lake with a unique island barbeque area, two clubhouses, dry saunas and hot tub, and electric charging stations. This is truly a beachfront resort with gated security unrivaled on Siesta key. Location is the key and this condominium sits in one of the closest buildings " E" to the beach in Gulf & Bay. Nice Gulf view while sitting on your lanai, completely upgraded unit with all new kitchen, baths and laundry room. Solid wood cabinets with granite tops, stainless steel appliances, tiled floors, stainless undermount sink, a center island, built-in desk/workstation and raised breakfast bar area for morning breakfast or evening drinks. This home has an open floorplan and an open lanai where you can let the breeze flow through. Both bathrooms have been fully upgraded with all new wood vanities and granite tops, all new walk-in shower and or tub/shower combo. The unit is being sold turnkey furnished and is ready to move in or put on the winter rental program. Secure your winter retreat now and don't miss out on your future gulf front retreat!

2 Beds ⋅ 2 Baths ⋅ Gulf & Bay Club SubDv. ⋅ 34242 Zip Code

Gulf & Bay is one of the finest properties on the island with 32 acres of manicured grounds and 800 feet of private white quartz powder beach. Lush tropical courtyard featuring 3 swimming pools, commercial grade fitness center, racquetball courts, tennis courts, freshwater lake with a unique island barbeque area, two clubhouses, dry saunas and hot tub, and electric charging stations. This is truly a beachfront resort with gated security unrivaled on Siesta key. Location is the key and this condominium sits in one of the closest buildings " E" to the beach in Gulf & Bay. Nice Gulf view while sitting on your lanai, completely upgraded unit with all new kitchen, baths and laundry room. Solid wood cabinets with granite tops, stainless steel appliances, tiled floors, stainless undermount sink, a center island, built-in desk/workstation and raised breakfast bar area for morning breakfast or evening drinks. This home has an open floorplan and an open lanai where you can let the breeze flow through. Both bathrooms have been fully upgraded with all new wood vanities and granite tops, all new walk-in shower and or tub/shower combo. The unit is being sold turnkey furnished and is ready to move in or put on the winter rental program. Secure your winter retreat now and don't miss out on your future gulf front retreat!

5750 Midnight Pass Road Unit 203, Sarasota

$618,500

Penthouse Opportunity in Turtle Bay - Siesta Key. Building B has a new roof and has passed both its Milestone & SIRS Inspections, and all special assessments have been paid by Seller. Welcome to Turtle Bay, one of Siesta Key’s most beloved bayside communities where sugar-soft Gulf beaches meet the serene beauty of Little Sarasota Bay. Perched on the top floor, this rarely available penthouse residence offers a unique opportunity to add value and design your dream coastal escape. Unit 602B features a 2bed 2 bath split layout floorplan and an in-unit stackable washer and dryer; a rare convenience on the Key. These penthouse bones are strong, pride of ownership is abundant, and you can feel the energy of love inside, making this opportunity ideal for those seeking a personalized second home or hybrid investment. Step outside and enjoy an array of premium amenities: a heated bayfront pool & spa, updated fishing pier, kayak launch and storage, tennis and pickleball courts, a community grilling area, and a social clubhouse. Boaters will love the available dock slips for just $300/year, while beach lovers can stroll across the street to access the deeded Gulf-front beach access. Turtle Bay is beautifully maintained and ideally located on the tranquil southern end of the island, and just minutes to the restaurants, shops, and free trolley stops that make Siesta living so effortless. Whether you're envisioning winters away from the Midwest chill, or a lock-and-leave getaway with flexible 3-month minimum rental options (up to 4x per year), this penthouse is your canvas.

2 Beds ⋅ 2 Baths ⋅ Turtle Bay SubDv. ⋅ 34242 Zip Code

Penthouse Opportunity in Turtle Bay - Siesta Key. Building B has a new roof and has passed both its Milestone & SIRS Inspections, and all special assessments have been paid by Seller. Welcome to Turtle Bay, one of Siesta Key’s most beloved bayside communities where sugar-soft Gulf beaches meet the serene beauty of Little Sarasota Bay. Perched on the top floor, this rarely available penthouse residence offers a unique opportunity to add value and design your dream coastal escape. Unit 602B features a 2bed 2 bath split layout floorplan and an in-unit stackable washer and dryer; a rare convenience on the Key. These penthouse bones are strong, pride of ownership is abundant, and you can feel the energy of love inside, making this opportunity ideal for those seeking a personalized second home or hybrid investment. Step outside and enjoy an array of premium amenities: a heated bayfront pool & spa, updated fishing pier, kayak launch and storage, tennis and pickleball courts, a community grilling area, and a social clubhouse. Boaters will love the available dock slips for just $300/year, while beach lovers can stroll across the street to access the deeded Gulf-front beach access. Turtle Bay is beautifully maintained and ideally located on the tranquil southern end of the island, and just minutes to the restaurants, shops, and free trolley stops that make Siesta living so effortless. Whether you're envisioning winters away from the Midwest chill, or a lock-and-leave getaway with flexible 3-month minimum rental options (up to 4x per year), this penthouse is your canvas.

8735 Midnight Pass Road Unit 602B, Sarasota

$550,000

Welcome to a meticulously remodeled villa tucked away on a quiet corner lot in one of Siesta Key's most sought-after communities, VISTA HERMOSA. With 2 bedrooms plus a dedicated office or den, this home offers impressive updates throughout and a layout that's been thoughtfully redesigned for modern living and aging in place. Nearly everything in sight is brand new. From impact-resistant windows, to porcelain flooring, updated electrical wiring, HVAC and a full plumbing overhaul both above and below the slab. The kitchen shines with new granite countertops, cabinets and stainless steel appliances including a newer full-size washer and dryer conveniently located indoors. Both bathrooms are entirely renovated, and the custom window treatments add the perfect finishing touch to this move-in-ready home. A new, high powered Westinghouse generator, fully equipped with cable and hookup, ensures comfort even during unexpected weather. This villa's location is perfect for beach lovers and city-goers. Spend your days soaking up the Florida sun on beautiful Crescent Beach on Siesta Key just a quick stroll from your home. Hop on the Siesta Islander, open-air trolley for a free ride into the Village for shopping, dining, entertainment & nightlife. With easy access to the mainland, this home puts you close to the vibrant energy of downtown Sarasota, St. Armand's Circle, and nearby Keys, like Lido and Longboat. Whether you're looking for a forever home, a winter retreat, or strong rental potential, this villa checks all the boxes. Stylish, sturdy, and situated in an unbeatable location, this is the kind of low-maintenance, island living that doesn't skimp on the bells and whistles. For the Buyer who has been waiting for the right opportunity, don't pass this one up. Your new home has it all! Turnkey Furnished.

2 Beds ⋅ 2 Baths ⋅ Vista Hermosa SubDv. ⋅ 34242 Zip Code

Welcome to a meticulously remodeled villa tucked away on a quiet corner lot in one of Siesta Key's most sought-after communities, VISTA HERMOSA. With 2 bedrooms plus a dedicated office or den, this home offers impressive updates throughout and a layout that's been thoughtfully redesigned for modern living and aging in place. Nearly everything in sight is brand new. From impact-resistant windows, to porcelain flooring, updated electrical wiring, HVAC and a full plumbing overhaul both above and below the slab. The kitchen shines with new granite countertops, cabinets and stainless steel appliances including a newer full-size washer and dryer conveniently located indoors. Both bathrooms are entirely renovated, and the custom window treatments add the perfect finishing touch to this move-in-ready home. A new, high powered Westinghouse generator, fully equipped with cable and hookup, ensures comfort even during unexpected weather. This villa's location is perfect for beach lovers and city-goers. Spend your days soaking up the Florida sun on beautiful Crescent Beach on Siesta Key just a quick stroll from your home. Hop on the Siesta Islander, open-air trolley for a free ride into the Village for shopping, dining, entertainment & nightlife. With easy access to the mainland, this home puts you close to the vibrant energy of downtown Sarasota, St. Armand's Circle, and nearby Keys, like Lido and Longboat. Whether you're looking for a forever home, a winter retreat, or strong rental potential, this villa checks all the boxes. Stylish, sturdy, and situated in an unbeatable location, this is the kind of low-maintenance, island living that doesn't skimp on the bells and whistles. For the Buyer who has been waiting for the right opportunity, don't pass this one up. Your new home has it all! Turnkey Furnished.

139 Vista Hermosa Circle, Sarasota

$920,000

Beaches, Boating & Bistros!!! Excellent Investment, 2nd Home or Build new. Island Style Canal Front Home on Siesta Key, steps to World Famous Siesta Village & the cool quartz sands of Siesta Beach. This Island Style 2 bed, 2 bath home in close proximity to all the food & exciting nightlife that Siesta Key has to offer. 1 car garage. This home on a Cul de sac is light & bright with Terrazzo floors for the laid-back Island lifestyle. New roof in 2022. Excellent rental potential with its ideal location makes this property a solid investment. Out back is a huge deck on the Canal that is perfect for waterfront get togethers. Updated kitchen with stainless steel appliances that opens up for entertaining with family & friends. Separate laundry room and a potting shed & workshop. After spending the day on your boat, either cook up your catch or stroll to your favorite Siesta Village establishment. Or, better yet, take a stroll on the Beach & enjoy Sunset.

2 Beds ⋅ 2 Baths ⋅ Siesta Manor SubDv. ⋅ 34242 Zip Code

Beaches, Boating & Bistros!!! Excellent Investment, 2nd Home or Build new. Island Style Canal Front Home on Siesta Key, steps to World Famous Siesta Village & the cool quartz sands of Siesta Beach. This Island Style 2 bed, 2 bath home in close proximity to all the food & exciting nightlife that Siesta Key has to offer. 1 car garage. This home on a Cul de sac is light & bright with Terrazzo floors for the laid-back Island lifestyle. New roof in 2022. Excellent rental potential with its ideal location makes this property a solid investment. Out back is a huge deck on the Canal that is perfect for waterfront get togethers. Updated kitchen with stainless steel appliances that opens up for entertaining with family & friends. Separate laundry room and a potting shed & workshop. After spending the day on your boat, either cook up your catch or stroll to your favorite Siesta Village establishment. Or, better yet, take a stroll on the Beach & enjoy Sunset.

385 Avenida Madera, Sarasota