Siesta Key FL Real Estate, Homes for Sale With PrimaryBedroom Upstairs - Ed Grabowski

5 Beds ⋅ 8 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code

Experience elevated coastal living in this exceptional 5-bedroom, 5.3-bath contemporary retreat, ideally located just steps from world-famous Siesta Public Beach and a short stroll to Siesta Village, where boutique shopping, dining, lively nightlife, and island charm await. Thoughtfully designed for effortless resort-style living, this four-level residence offers breathtaking Gulf views, expansive light-filled interiors, a private elevator, and extraordinary indoor and outdoor entertaining spaces. As the day draws to a close, the western sky transforms into a spectacular canvas of brilliant oranges, pinks, purples, and golds, creating unforgettable sunsets over the Gulf that can be enjoyed from multiple levels of the home, including the stunning rooftop retreat. The private outdoor oasis features a heated saltwater pool with sun shelf, spa, custom entertainment bar, lush tropical landscaping, and covered parking for up to four vehicles. Inside, the home showcases wide-plank wood-look porcelain flooring, painted tongue-and-groove ceilings, custom aluminum railings, and a dramatic four-story glass atrium staircase. The luxurious primary suite enjoys Gulf views, a private balcony, and a spa-inspired bath with a soaking tub, rain shower, dual vanities, and generous storage. Four additional ensuite guest bedrooms, each with private balconies and walk-in closets, provide exceptional comfort and privacy for family and guests. Designed for entertaining, the main living level features an open-concept great room with a custom fireplace, built-in dining, beverage bar, and a chef's kitchen appointed with custom cabinetry, granite countertops, GE Monogram appliances, a hidden coffee bar, oversized island, and banquet seating for ten. The adjoining Gulf-view terrace offers a fully equipped outdoor kitchen, creating the perfect setting for seamless indoor-outdoor living. Crowning the home is an extraordinary 950-square-foot rooftop terrace showcasing panoramic Gulf views and front-row seats to Siesta Key's legendary sunsets, where the ever-changing sky erupts in vibrant hues reflected across the Gulf waters. Complete with a full outdoor kitchen, beverage cooler, ice maker, automated louvered pergola, and powder bath, it is the ultimate venue for entertaining, enjoying sunset cocktails, or relaxing beneath the stars above the coastline. Additional highlights include a four-zone HVAC system, elevator service to every level including the rooftop, abundant secure storage, smart home prewiring with security cameras, low-maintenance tropical landscaping with irrigation and lighting, and superior concrete and masonry construction with a hollow-core concrete roof system and hurricane-rated impact glass, delivering exceptional durability, energy efficiency, and peace of mind. This is a rare opportunity to own a true luxury beach retreat that combines world-class construction, spectacular Gulf views, dramatic nightly sunsets painted across the Gulf sky, and an unbeatable location just steps from Siesta Beach and all the shopping, dining, and entertainment of Siesta Village.

5547 Avenida Del Mare, Sarasota

$2,100,000

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

Offered for the first time, 471 Island Circle is a private contemporary coastal retreat designed for modern luxury, effortless living and the ease of a low-maintenance Siesta Key lifestyle. Ideally positioned in the community of Palm Island, close to Siesta Beach and the charm of Siesta Village, this three-level residence offers a rare blend of privacy, quality construction and everyday comfort in one of the island’s most desirable settings. From the gated entry and walled-courtyard approach to the private pool area, the home feels wonderfully tucked away while remaining moments from the beach, boutiques, dining and the relaxed energy that makes Siesta Key so loved. Built by MGB (My Green Building) with a focus on strength, efficiency and peace of mind, the residence features solid concrete block construction, reinforced with rebar and poured concrete tied to the roof structure, impact-rated materials and a low-maintenance exterior. It is an ideal lock-and-leave island home for those who want to enjoy the beauty of coastal living without the demands of a more traditional high-maintenance property. Inside, a striking floating steel staircase with stainless steel cable detailing creates a memorable first impression, while the elevator provides easy access to all levels. The upper main living level is filled with natural light, with open dining and family spaces designed for comfortable everyday living and easy entertaining. The sleek Cucina Ricci kitchen features abundant contemporary cabinetry, quartz countertops and premium Thermador appliances, including dual ovens, an icemaker, a five-burner induction cooktop, a concealed refrigerator and wine refrigeration. A cleverly designed hidden television rotates to be viewed from both the kitchen and living areas. Just beyond, a large west-facing balcony extends the living space outdoors and offers a beautiful setting for open-air dining, sunset cocktails and evening breezes. A stylish half bath completes the main living level. The second floor offers three en suite bedrooms, each thoughtfully designed with privacy and comfort in mind. Contemporary baths feature striking tile selections, floating vanities and clean modern finishes. An additional balcony overlooks the private courtyard pool below, creating a quiet connection between the interiors and outdoor living spaces. A convenient laundry room is located nearby. Outdoors, the walled pool courtyard is designed for privacy, sunning, swimming and relaxed coastal enjoyment, offering the feel of a private resort with minimal upkeep. Additional features include two-zone air conditioning for enhanced efficiency, generous storage and a two-car tandem garage. From morning at the beach to evenings near the Village or sunset views from your own balcony, every day here feels like a vacation. When you are ready to explore beyond the island, vibrant downtown Sarasota is just a short drive away, offering world-class dining, arts and culture and entertainment.

471 Island Circle, Sarasota

$625,000

2 Beds ⋅ 2 Baths ⋅ Aloha Kai Apts SubDv. ⋅ 34242 Zip Code

Turn-Key Furnished Villa in Aloha Kai – One of Siesta Key's Premier Beachfront Communities! Welcome to your island retreat just steps from world-famous Siesta Key Beach. This beautifully updated 2-bedroom, 1.5-bath villa offers the perfect combination of coastal living, investment potential, and resort-style amenities. Whether you're searching for a seasonal getaway, full-time residence, or income-producing property, this exceptional opportunity checks every box. Thoughtfully updated, the home features a newer metal roof (2020), impact-rated windows and front door, upgraded 200-amp electrical service, a 2023 water heater, and an updated kitchen with modern cabinetry, quality countertops, and newer appliances. Offered turn-key furnished, it's ready for immediate enjoyment or rental. The first floor experienced water intrusion during Hurricane Milton. Following the storm, the owners completed professional remediation, including a fully permitted renovation and independent mold testing with negative results. Documentation is available, providing confidence in the quality of the restoration. Nestled within the lush, tropical grounds of Aloha Kai, residents enjoy private deeded beach access to Siesta Key Beach, a heated Olympic-size swimming pool, clubhouse, shuffleboard courts, beautifully maintained landscaping, and on-site management. The community permits short-term rentals, making this an attractive opportunity for both personal enjoyment and investment income. Ideally located near Siesta Key Village, waterfront dining, shopping, boating, and all that Sarasota has to offer, this is your opportunity to own a move-in-ready beach villa in one of Florida's most desirable coastal communities. Buyer should verify all room dimensions, rental policies, and community regulations with the co-op association and management.

6020 Midnight Pass Road Unit 49, Sarasota

$2,750,000

4 Beds ⋅ 5 Baths ⋅ La Linda Terrace SubDv. ⋅ 34242 Zip Code

Experience island living at its finest in this exceptional residence within the private, gated community of La Linda on Siesta Key. Just moments from the Gulf's turquoise waters, this stunning custom home combines refined design, impressive craftsmanship, and the relaxed elegance that makes Siesta Key one of Florida's most sought-after destinations. Spanning nearly 3,800 square feet across three thoughtfully designed levels, this four-bedroom, four-and-a-half-bath home offers the perfect blend of luxury and functionality. A private elevator provides convenient access to every floor, while the oversized four-car garage offers a rare and valuable feature for island living. Furnishings are negotiable. Built to excellent standards with solid concrete block construction and impact-resistant windows and doors, this residence delivers exceptional peace of mind. Its outstanding structural design has proven its resilience through recent weather events, showcasing the quality and durability behind every detail. The interior is rich with upscale finishes and custom touches throughout. An expansive open-floor plan creates an inviting atmosphere for entertaining and everyday living, while the chef-inspired kitchen features premium appliances, quartz surfaces, custom cabinetry, and a generous island that naturally becomes the gathering place for family and guests. Walls of glass invite natural light inside and connect seamlessly to multiple outdoor living spaces, creating a true indoor-outdoor lifestyle. Each guest suite enjoys its own private bath, while the luxurious primary retreat offers spa-like amenities, spacious custom designed walk-in closets, and a private balcony perfect for enjoying gentle coastal breezes. Outside, your own private resort awaits. Relax in the fully fenced backyard by the heated pool and spa, enjoy cocktails or a cookout at the tiki bar, or challenge friends and family on the private putting green. Surrounded by lush tropical landscaping, the backyard offers an atmosphere of privacy, tranquility, and year-round enjoyment. Located just minutes from Siesta Key Village, renowned dining, boutique shopping, and the powder-soft sands of Siesta Key Beach, this remarkable home places the very best of Sarasota's coastal lifestyle at your doorstep. Whether you're seeking a full-time residence, luxury retreat, or entertainer's dream home, this property delivers an unmatched combination of location, quality, and island elegance.

6925 Bochi Circle, Sarasota

$2,895,000

5 Beds ⋅ 7 Baths ⋅ Point Of Rocks Terrace SubDv. ⋅ 34242 Zip Code

There Is Only One. Crescent Beach House was purpose-built for a different kind of ownership experience. One where beach days, family gatherings, and investment performance can coexist under the same roof. Positioned in one of Siesta Key's most enduring vacation corridors, this is the type of property people return to year after year, and increasingly, seek to own. Sited at the mouth of the Point of Rocks’ beach access located at the end of the street, Crescent Beach House is a professionally designed luxury residence and high-performing short-term vacation rental offering five bedrooms, seven baths, an elevator, resort-style pool and spa, and expansive indoor-outdoor living spaces designed to accommodate large groups with ease. Unlike traditional vacation homes, the property was intentionally engineered for the demands of luxury short-term rentals, blending resort-style living with commercial-grade durability and operational efficiency. Whether enjoyed as a private family retreat, an income-producing asset, or a combination of both, the property offers a rare blend of lifestyle and investment performance. Only one adjoining residence is attached, creating a boutique ownership environment, while the neighboring property is also available for purchase separately for those seeking a larger footprint, future family compound opportunity, or multi-generational ownership strategy. Financial performance, rental history, ADR and RevPAR data available upon request.

Sarasota

$2,895,000

5 Beds ⋅ 7 Baths ⋅ Point Of Rocks Terrace SubDv. ⋅ 34242 Zip Code

There Is Only One. Point of Rocks. Crescent Beach. Captain Curt's. For generations, this stretch of Siesta Key has attracted families, vacationers, and investors alike, and that demand has endured year after year for what seems to be one simple reason: people never seem to stop coming back. Positioned just moments from beach access located at the end of the street, Point of Rocks is a professionally designed luxury residence and high-performing short-term vacation rental offering five bedrooms, seven baths, an elevator, resort-style pool and spa, waterslide, and expansive indoor-outdoor living spaces designed to accommodate up to fourteen guests. Unlike traditional vacation homes, the property was intentionally engineered for the demands of luxury short-term rentals, blending resort-style living with commercial-grade durability and operational efficiency. Whether enjoyed as a private family retreat, an income-producing asset, or a combination of both, the property offers a rare blend of lifestyle and investment potential. Only one adjoining residence is attached, creating a boutique ownership environment, while the neighboring property is also available for purchase separately for those seeking a larger footprint, future family compound opportunity, or multi-generational ownership strategy. Financial performance, rental history, ADR and RevPAR data available upon request.

6910 Midnight Pass Road Unit B, Sarasota

$1,349,000

3 Beds ⋅ 4 Baths ⋅ Hamilton Club SubDv. ⋅ 34242 Zip Code

Siesta Key, exclusive gated community of only 18 homes with Marina, pool and tennis all within a private, lush, tropical paradise . Walking paths around the lagoon as well as the beautiful Marina make Hamilton Club a truly unique lifestyle. Inspired by the architcture of Bermuda with its close ties to 17th Century Great Britian is recognised by its striking pastel colored walls and "welcoming arms" staircases . Very close to the Village and Beach , yet equally convenient to Downtown . This sophisticated townhome has been completly renovated with fine finishes , wood and stone prevail with architectural beauty . Soaring ceilings bring in the most elegant lighting . The kitchen with its sweeping bar of magnificent granite can accomodate a large party-open to the Great Room , it is both sleek and inviting .Premium appliances include Miele, Bosch , GE and KitchenAid .Expansive counter space , built in shelving and a variety of pantries and drawers add to the incredible functionality. The Great Room with 20 foot ceilings opens to the screened balcony with a charming view of the lagoon and pool area . The primary bedroom is enhanced by the stunning view of treetops and is all the more cozy for having its own fireplace . Impact rated windows and a metal roof combine to make this solid structure weather worthy . On the ground floor , in addition to the oversized two car gargage is a climate controlled bonus room which opens to the ground floor lanai . Boating , swimming , tennis and walking paths , within a private and peaceful environment close to everything -that is the Hamilton Club .

3942 Hamilton Club Circle Unit 13, Sarasota

$3,795,000

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

Tucked away near the end of a quiet cul-de-sac on an oversized, private waterfront lot in Siesta Isles with 109 feet of frontage on Siesta Key's Grand Canal, this exceptional 4,161-square-foot residence offers a rare combination of privacy, expansive living spaces, extensive upgrades, and breathtaking water views. Positioned at the canal's coveted "Big Bend," the home enjoys panoramic open-water vistas enhanced by neighboring county-owned green space, creating a lush natural backdrop and a remarkable sense of seclusion. Designed for both grand entertaining and everyday comfort, the light-filled floor plan features four bedrooms+bonus room, three full baths, multiple living areas, and rich wood flooring throughout. At the heart of the home is a gourmet chef's kitchen appointed with premium appliances, seamlessly connecting to an expansive great room where floor-to-ceiling glass frames stunning waterfront views. A separate entertaining bar features illuminated cabinetry, a wine refrigerator, sink, second Bosch dishwasher, and pass-through window to the lanai, making indoor-outdoor hosting effortless. The great room easily accommodates a dining table for ten while offering multiple gathering spaces to relax and enjoy the ever-changing waterfront scenery. The spacious primary suite serves as a private retreat, featuring a newly replaced waterfront deck and captivating water views from nearly every angle. Extensively upgraded with an emphasis on durability and peace of mind, the home features impact-rated windows and doors, recently replaced metal and flat roofs, two elevated HVAC systems, an elevated whole-house generator, mini-split air conditioning in the garage, two water heaters, extensive electrical upgrades, and all cast-iron sewer lines replaced with PVC. Outside, the resort-style living experience continues with expansive travertine patios, a heated saltwater pool and spa, multiple covered and open-air seating areas, and exceptional boating amenities including a new dock, 10,000-pound boat lift, and additional double jet ski/kayak lift. Professionally designed landscaping and architectural lighting enhance the home's tropical setting, creating a beautiful ambiance both day and night. With quick access to Roberts Bay and the Intracoastal Waterway, this property is perfectly suited for boating enthusiasts. Located just one mile from world-famous Siesta Key Beach and minutes from Sarasota's renowned dining, shopping, and cultural attractions, this extraordinary waterfront retreat offers the perfect blend of luxury, comfort, boating lifestyle, and privacy. This is truly A HOME FOR JOYFUL GATHERINGS!

813 Idlewild Way, Sarasota

$4,795,000

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

Pre-Construction. To be built. New construction waterfront residence on Siesta Key featuring warm modern coastal architecture, clean lines, and natural materials thoughtfully curated throughout. Located at 4857 Primrose Path, this canal-front home offers approximately 3,935 square feet of air-conditioned living space with 4 bedrooms, expansive indoor-outdoor entertaining spaces, and a private courtyard-style pool design centered around privacy, natural light, and seamless connection to the outdoors. Thoughtfully designed to maximize natural light and spatial flow, the residence features large walls of glass, covered lanais, and multiple rooms overlooking the pool and waterfront. Stone accents, warm wood detailing, and refined architectural finishes create an inviting atmosphere while maintaining a clean contemporary aesthetic. The kitchen serves as the centerpiece of the home with custom cabinetry, an oversized waterfall island, premium appliances, designer surfaces, and a concealed prep pantry providing additional functionality and storage. Positioned on a canal-front homesite in one of Siesta Key’s most desirable neighborhoods, the property offers convenient boating access along with close proximity to Siesta Beach, Siesta Key Village, and downtown Sarasota dining and entertainment. Additional features include: • Approximately 4,300 square feet under roof • Elevated construction designed to current Florida wind and flood standards • Resort-inspired courtyard pool and outdoor entertaining spaces • Large covered terraces and second-floor balcony areas • Custom landscaping and curated architectural detailing throughout • Oversized glass openings designed to maximize natural light • Two-story floor plan with private guest accommodations A thoughtfully designed new construction residence combining refined architecture, quality materials, and waterfront living in one of Siesta Key’s most sought-after locations. Estimated completion: Winter 2026. For additional renderings, floor plans, and project details, visit: 4857PrimrosePath dotc0m

4857 Primrose Path, Sarasota

$9,500,000

5 Beds ⋅ 6 Baths ⋅ Cocoanut Bayou SubDv. ⋅ 34242 Zip Code

Virtually Staged. Celebrated as one of SRQ Magazine’s “Home of the Year” in 2008 and born from the visionary imagination of acclaimed architect Mark Sultana and built by Voigt Construction, this extraordinary waterfront estate is not simply a home — it is a lifestyle. One of Siesta Key’s most iconic private residences, it stands as a living testament to the art of inspired modern design and the art of living beautifully. Deeply set on nearly one private acre along the tranquil Coconut Bayou, this gated 4-bedroom architectural masterpiece unfolds across multiple stories with absolute privacy, lush tropical splendor, and grounds generous enough for a pickleball court — all anchored by a fully separate guest house for family and friends who will never want to leave. From the moment the gates open, life here feels different. A breathtaking composition of glass, steel, and sculptural lines soars beneath dramatic ceilings, with natural light pouring through at every angle — whether that’s a lazy Sunday morning or a dinner party in full swing. Rise by private elevator or ascend the sweeping steel-and-glass staircase to the crown jewel of this residence: a 2,500 sq. ft. rooftop terrace, where the Siesta Key lifestyle reaches its absolute peak. Panoramic views sweep across Siesta Key, the downtown Sarasota skyline, and the shimmering waterways below — this is where memories are made. At the water’s edge, a brand-new dock on order, a double jet ski lift, and a dedicated kayak and paddleboard launch await — with direct, bridge-free access to the Intracoastal and the open Gulf beyond. This is the rare address that refuses to make you choose: the serenity of bayfront living, the thrill of open-water boating, and the privilege of private deeded beach access to the shores of Siesta Key — all from a single extraordinary estate. Designed with both beauty and resilience in mind, the residence sits impressively high and dry above the Bayou. Even through recent storms, the property remained untouched by flooding — including the pool area — offering a rare sense of peace of mind along Sarasota’s waterfront. The primary suite is a private world of its own — featuring a dedicated office/loft or exercise room, two custom walk-in closets, and a private balcony suspended above the Bayou. At the center of it all, an indulgent Champagne Jacuzzi infinity bathtub transforms every evening into a spa retreat. Downstairs, entertaining flows as naturally as conversation — from a dedicated movie theater room to tiered outdoor patios crowned by a spectacular summer kitchen, an open saltwater pool, and glowing fire bowl accents that keep the night alive. In the kitchen, Italian custom cabinetry, top-tier appliances, a service pantry, and a private wine cellar come together in a space as pleasurable to cook in as it is to gather around. Garage parking for five vehicles and separate guest quarters complete an offering with virtually nothing left to wish for. Minutes from The Out-of-Door Academy, Siesta Key Village, and Siesta Beach — this is not just an address. It is a life you’ll never want to leave.

4317 Midnight Pass Road, Sarasota

$8,950,000

6 Beds ⋅ 8 Baths ⋅ Siesta Properties Inc SubDv. ⋅ 34242 Zip Code

Rarely does a property of this caliber become available on Siesta Key. Spanning approximately 1.6 acres, this exceptional waterfront estate is framed by majestic oak trees and lush, mature landscaping, creating a private, quiet, and timeless retreat. This legacy property showcases expansive bayfront views that wrap gracefully around to a protected canal, offering both breathtaking vistas and sheltered water access. At its heart stands a classic and formal Southern-style residence, remodeled in 2008, rich in character and designed for an elegant lifestyle. Grand, beautifully proportioned rooms are designed for effortless entertainment, highlighted by a stately formal dining room worthy of the most important occasions. The expansive country kitchen is both functional and refined, featuring a professional-grade Wolf range with custom copper hood, an oversized Sub-Zero refrigerator, vintage tile flooring, and a striking chandelier that brings a touch of timeless elegance to space. A classic wood-burning fireplace adds warmth and character to the cozy wood paneled den with charming French doors opening to bayfront views. With six spacious bedrooms, six full bathrooms, and two additional half baths, this home offers exceptional comfort and ample space to accommodate family and guests with ease. Car enthusiasts will appreciate the 8 garages. Boaters will appreciate the ample opportunities to enhance this property with custom docks or lifts. For those envisioning a custom estate, the property also offers a rare opportunity to build your dream home while comfortably residing on-site in the charming guest cottage, complete with bedroom suite and kitchen—allowing you to plan, design, and construct at your own pace without ever leaving this exceptional setting. This is a true legacy offering, where expansive space and stunning waterfront beauty come together seamlessly, enhanced by breathtaking views that elevate every moment in this extraordinary setting. The Sanderling Club, the only guard-gated, single-family neighborhood on Siesta Key, offering residents tennis and pickleball courts, playground, and deeded access to a pristine stretch of Siesta Beach. Located minutes from Siesta Village, this property provides the perfect balance of serene seclusion and proximity to Sarasota’s vibrant cultural and culinary attractions.

1249 S Basin Lane, Sarasota

$5,250,000

4 Beds ⋅ 4 Baths ⋅ Blind Pass Estates SubDv. ⋅ 34242 Zip Code

One or more photo(s) has been virtually staged. Experience the art of beachfront living in this exceptional 4-bedroom, 4-bath Gulf-front residence, where sweeping water views and unforgettable sunsets take center stage. Spanning three thoughtfully designed levels, this coastal retreat offers a rare blend of refined comfort and effortless elegance. Walls of glass frame the Gulf from nearly every vantage point, filling the home with natural light and showcasing breathtaking vistas that evolve throughout the day. A private elevator provides seamless access to all floors, while expansive living spaces invite both relaxed everyday living and refined entertaining. Recent enhancements—including impact windows and sliders, four updated HVAC systems, and a new water system—ensure peace of mind while complementing the home’s modern coastal aesthetic. The guest bathrooms have also been tastefully updated with fresh, contemporary finishes, offering a polished and comfortable experience for family and visitors alike. Step outside to multiple outdoor living areas designed to capture the essence of coastal living. The rooftop terrace is a true showpiece, complete with a private jacuzzi—an idyllic setting to unwind under the stars or take in spectacular sunset views over the Gulf. With direct beach access just beyond your door, every day begins and ends with the soothing rhythm of the waves. Perfectly positioned on Blind Pass Road, this home offers both privacy and proximity to the charm of Siesta Key’s vibrant coastal lifestyle. This is more than a home—it’s a front-row seat to the Gulf, where every day feels like a getaway.

9200 Blind Pass Road, Sarasota

$1,200,000

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

This Charming Old 1948 Bungalow located just 3 Blocks behind Siesta Key Village and 4 Blocks to Siesta Key Beach!! It is quite the Interesting Property! It was converted into a Triplex many moons ago. It can easily be converted back to a single family residence. Currently, there are 2 Beds and 2 Baths downstairs and 2 Beds 1 Bath upstairs. There are 3 Kitchens, 3 Liv Areas 2 down, 1 up and there is a Bonus Rm down as well as a Screened in Patio on the front West side of the Home, an Open Patio on the East Side and a Closed in Upstairs. And, there's more... At the Rear of the Property is a Cottage, perfect for a Mother In Law Suite or Rental. It is a 1/1 with a full Kitchen and Liv Area. The grounds are Etherical, as there are private little Sitting Areas for each sector and in the center of the Backyard there is a Wash House for Laundry as well as an attached Storage Shed for Gardening. There are additional Outside Storage Units for each of the apartments, again, really a cool old school house with so much to offer. Make it back into a single family or keep it the way it is and rent the house and utilize the cottage for a personal vacay spot! Questions, call me!!

618 Avenida De Mayo, Sarasota

$1,725,000

3 Beds ⋅ 4 Baths ⋅ Tiffany Sands SubDv. ⋅ 34242 Zip Code

Beautifully renovated Tiffany Sands townhome offering the perfect combination of coastal elegance, spacious living, and an exceptional Siesta Key location with tranquil beach views. This 3-bedroom, 3.5-bath residence features an open, light-filled floor plan designed for effortless island living. Each generously sized bedroom includes a walk-in closet, providing ample comfort and storage. A versatile first-floor bonus room with a full bath and private entrance offers endless possibilities as a guest suite, home office, media room, or additional living space. The home also features a one-car garage with extra storage, multiple expansive decks, and a private patio ideal for enjoying Gulf breezes and picturesque views of Siesta Key's turquoise waters. Just steps away, deeded beach access leads to the world-famous quartz sand beaches of Siesta Key. Ideally situated near Siesta Key Village, residents enjoy convenient access to boutique shopping, acclaimed restaurants, entertainment, and everyday conveniences. Move-in ready and impeccably updated, this is a rare opportunity to own a stylish coastal retreat in one of Siesta Key's most desirable beachfront communities.

548A Beach Road, Sarasota

$2,300,000

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

Short Sale. Partially complete. Interior is mostly complete and needs final punch-out completed and painting.

927 Contento Street, Sarasota

$7,200,000

4 Beds ⋅ 4 Baths ⋅ Bay Island SubDv. ⋅ 34242 Zip Code

Tucked away on highly sought-after Bay Island, just over the North Siesta Key Bridge, 679 Norsota Way is a rare and extraordinary opportunity to own a piece of Sarasota’s architectural history or create something entirely new. Built in 1926, this Mediterranean Revival estate with Spanish Colonial influences sits gracefully on an expansive 2/3-acre lot, offering timeless character, generous scale, and unmatched potential. With 150 feet of deep water bayfront, the homesite is one of the largest on Bay Island's coveted northern edge. The 3,788 sqft two-story residence features 4 bedrooms, 3.5 bathrooms, a dedicated office, and a flexible bonus room, with all bedrooms thoughtfully positioned on the second level. The primary suite is exceptionally spacious and captures breathtaking views overlooking Sarasota Bay, the Ringling Bridge, and the downtown skyline, a daily backdrop that defines true coastal living. Original details and soft historic charm are present throughout, providing a warm and inviting foundation ready to be reimagined. The home has been flood remediated but not remodeled, offering a clean slate for restoration or renovation while preserving its architectural integrity. Importantly, the property is not historically designated, presenting a rare level of flexibility. For those seeking new construction, this exceptional 2/3-acre homesite offers the opportunity to start fresh without the constraints of an HOA or significant building restrictions, an increasingly uncommon advantage in such a premier location. No deed restritions or grand oaks constrain construction. Beyond the main residence, a secondary structure provides a two-car garage and hobby space, ideal for storage, creative pursuits, or future customization. Perfectly positioned just 10 minutes to downtown Sarasota and 5 minutes to the beach, this property blends privacy, proximity, and prestige in one of the area’s most coveted neighborhoods.

679 Norsota Way, Sarasota

$801,000

3 Beds ⋅ 3 Baths ⋅ Midnight Cove Ii SubDv. ⋅ 34242 Zip Code

3 BEDROOMS ON SIESTA KEY! ONE WEEK RENTALS! DEEDED BEACH ACCESS! WATER VIEWS! DOCKS AVAILABLE! Fantastic 3 bedroom townhouse at Midnight Cove II. 2nd and 3rd floor with lovely views and deeded beach access. Plenty of room for family and friends. Large sized living, dining and kitchen area. Perfect for family gatherings! Midnight Cove II offers deeded beach access directly across the street, marina with slips available, beautiful grounds, grilling area, tennis, pickleball, basketball court, fitness center and a large, heated pool. And bring the large pup too! Great association with onsite rental and management office. Fully funded reserves, milestone inspections complete! Turnkey furnished too! Walk to nearby dining, shopping, water sports and more. See this unit today!

1700 Cove Ii Place Unit 324, Sarasota

$2,290,000

3 Beds ⋅ 4 Baths ⋅ Hamilton Club SubDv. ⋅ 34242 Zip Code

Welcome to coastal luxury living in the exclusive Hamilton Club community on Siesta Key. This beautifully updated 3-bedroom, 3.5-bath waterfront residence offers an exceptional blend of elegance, comfort, and boating convenience in one of the island’s most desirable locations. Designed for effortless everyday living and entertaining, the home features a private elevator, impact-rated windows and doors, and a private 10,000-lb boat lift with quick access to Sarasota’s waterways and the Gulf beyond. A spacious screened lanai overlooking the water provides the perfect setting for morning coffee, evening cocktails, and year-round enjoyment of peaceful coastal breezes. Each spacious bedroom includes its own en-suite bath, offering privacy and comfort for both residents and guests. Thoughtfully updated throughout, the residence showcases renovated bathrooms completed in 2022–2023, kitchen enhancements in 2023, updated lighting, and beautiful new wood flooring, all contributing to a refined coastal aesthetic. Additional improvements include a new water softener and water pressure pump installed in 2025 for added functionality and peace of mind. Offered furnished or unfurnished, the home provides flexibility for immediate enjoyment or personalization to suit your style. Hamilton Club residents will also benefit from upcoming community landscaping improvements this summer and exterior building painting scheduled for 2027, both covered by HOA dues. Ideally located just minutes from Siesta Key’s world-renowned beaches, dining, shopping, and entertainment, this exceptional waterfront residence delivers the ultimate combination of modern upgrades, private boating access, and relaxed island living.

3941 Hamilton Club Circle Unit 9, Sarasota

$2,850,000

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

Paradise found! This stunning, sturdy and stylish home has undergone extensive renovation, but the position of this home on the Grand Canal is the true show stopper. Just one bridge separates you from the crystal blue waters of Roberts Bay. A corner lot with boating waters to the east and south means panoramic views of the deep water canal. The pool, spa and gorgeous paver deck will be your favorite spot to relax and watch boat traffic. For boat enthusiasts, your dock with a lift for a boat and a jet ski are ready for you. Two floors of luxury living with an extensive non-conforming space on the lower level, this home is perfection for the full or part time island dweller with dreams of enjoying life to the fullest on sunny Siesta Key!

4651 Higel Avenue, Sarasota

$2,695,000

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

"Prepare to be captivated by this fully renovated masterpiece, offering an unparalleled blend of modern luxury and coastal sophistication. Featuring an extra 1,300 square feet of finished, legal nonconforming space in addition to the official tax record, this property offers exceptional value at under $800/sq ft when including this spectacular bonus square footage. Perfectly designed for upscale entertaining or private relaxation, every detail of this residence has been meticulously updated with premium finishes. Don't miss the opportunity to own a turnkey oasis that truly offers more than meets the eye."

4938 Commonwealth Drive, Sarasota

$1,300,000

3 Beds ⋅ 3 Baths ⋅ Turtle Cove SubDv. ⋅ 34242 Zip Code

Imagine watching breathtaking Gulf sunsets from your own balconies every evening. Tucked away on the quiet south end of Siesta Key, this waterfront townhome-style condo offers incredible water views from nearly every room. As part of the intimate 7-unit "Turtle Cove" community, you'll have no neighbors above or below you, and the soundproof construction ensures total peace and quiet. ..... This home is a boater’s dream. It comes with the use of one of seven equal boat slips, where you can add a lift, and you’re just a 10-minute ride out to the open Gulf through Midnight Pass. If you prefer kayaking or paddleboarding, a launch right behind the unit gives you direct access to the lagoon and the Intracoastal Waterway. When you’re ready for the beach, a 5-minute walk through a shady park leads you to the white sands of Turtle Beach. .... Step inside, and you’ll be greeted by light-filled spaces thanks to expansive, impact-resistant windows and sliding doors. The main floor features a large, screened balcony that feels like an extension of your living space—perfect for morning coffee or dining al fresco. The bright, eat-in kitchen is equipped with stainless steel appliances and has a convenient pass-through to the dining room. Upstairs, the bedrooms feature beautiful cork flooring that’s both quiet and comfortable underfoot. The primary suite is a true retreat, facing west with its own private, screened balcony to enjoy the sunset reflections on the lagoon. The en-suite bathroom has twin sinks, a walk-in shower, and a relaxing garden tub. Both the primary and second bedrooms have walk-in closets fitted with Closet-Tec organizers. The third bedroom is cleverly designed with two single Murphy beds, each with its own dimmable light and power outlet for charging devices. For convenience, the laundry closet is located right by the bedrooms. .... The lower level is a fantastic bonus space with a cozy wood-burning fireplace and a wall of glass windows and doors that open onto a waterfront patio, with the heated community pool just steps away. The oversized two-car garage offers plenty of room for vehicles and storage, and an elevator could easily be installed. .... This pet-friendly community is a haven for wildlife—you’ll love spotting pelicans, herons, jumping fish, and even the occasional dolphin or manatee. The location is ideal, offering a quiet residential feel while being just a short walk from two great restaurants and only 10 minutes from the bridge to the mainland. Best of all, you’re right next to the last southbound stop for the free Siesta Key trolley, ready to whisk you away to the shopping, dining, and fun of Siesta Key Village.

9000 Midnight Pass Road Unit 5, Sarasota

$462,500

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

Island living as it was meant to be. Rarely available two-bedroom, two bath, turnkey furnished second floor residence in a private Gulf front community. Enjoy the charm of an Old Florida setting paired with the ease of true condominium living, where neighbors know one another and weekly rentals are not part of the landscape. This light filled “tree top” condo features its own private exterior entrance, cathedral ceilings, and an open plan design that opens to a private balcony. The updated kitchen was thoughtfully expanded and features solid wood cabinetry, stone countertops, and a breakfast bar designed for casual dining and entertaining. The living room has high ceilings and two sets of sliders. The unit has been fully updated and is decorated in a relaxed beachy style - just move right in! There are essentially two primary suites - one on the main level with an updated bathroom and sliding doors to a private balcony and laundry closet. Upstairs, the second bedroom functions as its own private suite with a full bath and the flexibility to remain open to the living space below or be closed off with shutters for added privacy. Additional highlights include blackout blinds, large storage beneath the stairs, hurricane rated sliding doors and windows, and a separate assigned storage unit. The community provides direct access to the Gulf of Mexico, one of the best fishing piers and waterfront areas on the Key, kayak and paddleboard storage, and a sweeping Gulf front lawn dotted with chairs and umbrellas, the perfect setting to watch dolphins play and boats glide by. The clubhouse is currently not in use and is planned for revitalization. Pet friendly and ideally located on the north end of the island, just a short walk or bike ride to the shops and restaurants of the Village.

208 Pass Key Road Unit 208, Sarasota

$2,650,000

3 Beds ⋅ 2 Baths ⋅ Hidden Harbor SubDv. ⋅ 34242 Zip Code

Now is your opportunity to own this waterfront tropical oasis on Siesta Key in the highly sought after exclusive community of Hidden Harbor. Comprised of just 36 homes, Hidden Harbor located on the North end of Siesta Key, is one of the most unique developments in Sarasota with its tropical landscaping reminiscent of old Florida. Most known for its waterfront lots and brick paver streets shaded by a magnificent canopy of lush greenery. This home has been beautifully reimagined to showcase its contemporary design and is situated on over half acre lot enjoying 119’ of deep-water canal front, making this a boater’s dream. The dock spans almost 40 feet and features a 10,000lb boat lift (installed in 2020) and has both electric and water supplies. No bridges to obstruct your journey out to Roberts Bay, which is just a turn of a corner away. The home features a new metal roof (2023), 4 new HVAC units that includes a garage unit (2024), and new hurricane impact sliders and windows (2021). On the inside you will find a floor plan that is flooded with natural light thanks to large sliders and tall architectural style windows that truly bring the Florida landscape inside. The first floor has all new luxury flooring and woodwork, including new solid core doors. The kitchen was recently renovated with European style cabinetry, stone counters, and a luxury Fisher & Paykel appliance package including range hood and induction cooktop. The two light-filled bedrooms on the East side of the home both feature access to outdoor spaces and walk-in closets. The shared bathroom, which also acts as a pool bath with its door to the outside, was renovated with a new seamless glass shower, European style vanity with LED mirror, and all new fixtures and hardware. Throughout the home, you will find restored original fixtures keeping with the home’s integrity. The primary suite dominates the second floor with a loft area, a light filled bedroom that enjoys the cross breeze when both walls of sliding windows are open, and a custom installed closet. There is an updated en-suite bathroom with another seamless glass shower and floating vanity with new upgraded fixtures. Outside the yard is truly a Florida paradise with fire pit area, stunning tropical landscaping with professionally installed low voltage lighting system, pest control misting system, and an impressive heated pool that was resurfaced and upgraded with a travertine deck. This property offers extreme privacy, architectural character and significance, and water views, all within one of the most unique neighborhoods on Siesta Key. The Hidden Harbor canal offers deep water for your boat or sailboat. Enjoy true island life, whether you find yourself relaxing by your pool, boating, fishing, kayaking, and even paddle-boarding all from your property. There is a natural seawall of mangroves, and the riprap was installed by the reputable Duncan Seawall. The world-famous Siesta Key Beach is just a short 1.5-mile bike ride, golf cart ride, or leisurely walk away. Enjoy local restaurants, boutiques, and live music at the island's lively Siesta Village. Close to the mainland and downtown Sarasota, this is a prime location for island living. If you are looking for your own piece of paradise, and a property that is truly unique, set up a private tour today!

5303 Hidden Harbor Road, Sarasota

$1,725,000

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

Completely remodeled in 2025, this exceptional end-unit waterfront townhome on the quiet south end of Siesta Key offers spectacular panoramic water views and breathtaking sunrises with direct access to the Intracoastal Waterway and no fixed bridges to the Gulf. Boating enthusiasts will appreciate close Gulf access through the newly reopened Midnight Pass. Located in Siesta Bayside South, an exclusive six-unit waterfront community, this is one of only two residences without a shared common wall, offering enhanced privacy. Three levels provide three distinct water perspectives — from the backyard waterfront setting, to the main living balcony, and from the private primary suite lanai — each capturing beautiful, ever-changing views of the Jim Neville Marine Preserve. The thoughtfully redesigned interior features all-new appliances including washer and dryer, upgraded lighting throughout, a whole-house water purification system, water softener (2023), central vacuum system, and spa-inspired bathrooms with rain shower heads and handheld sprays. The main living area opens to an oversized screened balcony ideal for entertaining, while the primary suite features a private 18’ x 10’ screened lanai. Boaters will appreciate the private dock with 10,000-lb lift, deep water, and new docks currently being installed. Additional amenities include a waterfront community pool and direct access from the ground-level screened lanai — perfect for grilling and relaxed waterfront living. The oversized two-car garage offers generous storage for water toys and beach gear. Most furnishings are available under separate agreement, offering the opportunity for a turnkey transition. Just ½ mile from Turtle Beach, this pet-friendly community allows 3-month minimum rentals, making it ideal as a primary residence, second home, or investment. A rare opportunity to own a fully renovated, private waterfront residence in one of Siesta Key’s most serene locations.

9211 Midnight Pass Road Unit 6, Sarasota

$2,995,000

4 Beds ⋅ 7 Baths ⋅ Princes Gate SubDv. ⋅ 34242 Zip Code

Under contract-accepting backup offers. New price! Beautifully private, this exceptional Siesta Key residence delivers the lifestyle discerning island buyers seek. Ideally near the aqua Gulf waters and powdery white sands of Crescent Beach, and moments from the peaceful shoreline of Turtle Beach, this remarkable coastal retreat spans approximately 230 feet of protected boating water and is tucked at the end of a quiet, tree-lined street, offering rare privacy and a sense of peaceful seclusion seldom found on the island. This two-story home offers flexible living with three to four bedrooms, six and a half baths, an office or den, and thoughtfully designed indoor-outdoor areas that define relaxed island luxury. A gracious arrival sets the tone as antique wood-and-glass double-entry doors open to a light-filled foyer and formal living room, anchored by a custom electric fireplace and framed by soaring windows. Natural light pours in, highlighting architectural details and creating an immediate sense of warmth and understated sophistication. The heart of the home is a magnificent kitchen designed for entertaining and everyday living, featuring a generous central island that flows seamlessly into the inviting family room with a wood-burning fireplace. Walls of glass throughout dissolve the boundary between indoors and out, creating a seamless connection to the lush, private surroundings. The main level includes a private guest en-suite with direct lanai access, along with a unique screened atrium, an inviting space for alfresco dining, sunning, or quiet relaxation. An adjacent flex room easily serves as an office, studio, or additional guest suite, offering versatility for today’s evolving lifestyles. Upstairs, a graceful, curved staircase leads to another en-suite bedroom, a full bath adjacent to the office or flex space, and an owner’s retreat. The primary suite is a sanctuary, complete with separate spa-inspired baths, expansive walk-in closets, and a private sunset terrace overlooking the pool and tranquil canal waters, an ideal setting to unwind at the end of the day. Outdoors, the property transforms into a private waterfront oasis. The lushly landscaped pool area features cascading fountains, while boating enthusiasts will appreciate 230 feet of seawall, a private dock, a 7,000-pound boatlift, a kayak lift, and a separate fishing pier, all on deep, protected water with quick access to Sarasota Bay and the Intracoastal Waterway. Notably, the property experienced no damage or flooding during the 2024 storms, according to the owners, offering valuable peace of mind alongside its exceptional setting. Enjoy effortless access to the beach, nearby restaurants and shops, and free island trolley. When you’re ready to venture beyond the island, downtown Sarasota is just minutes away over the south bridge, offering world-class dining, arts and culture, including The Ringling, Van Wezel Performing Arts Hall, St. Armands Circle, and the vibrant Sarasota Farmers Market. This is a rare opportunity to own a storm-resilient waterfront retreat that seamlessly blends privacy, boating access, accessibility, and timeless coastal elegance, the best of Siesta Key living.

6934 Belgrave Drive, Siesta Key

$3,350,000

Siesta SubDv. ⋅ 34242 Zip Code

Discover Unrivaled Coastal Elegance Steps from Siesta Key Beach! This rare gem features two meticulously remodeled canal-front homes with stunning partial views of the bay, perfectly situated in a prestigious neighborhood. 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. A private, charming guest cottage serves as an ideal retreat or rental for additional cash flow. 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

$3,800,000

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

Pre-Construction. To be built. Brought to you by Noah Thomas Builders in a prime Siesta Key location. This contemporary coastal new construction at 5531 Calle del Verano showcases modern luxury paired with timeless island design—just ONE BLOCK from the powdery quartz sands of Siesta Key Beach, consistently ranked among the best beaches in the world. Thoughtfully engineered and built to FEMA’s latest standards, this residence offers peace of mind alongside elevated coastal living. Spanning approximately 3,200 square feet and features an open-concept layout, high ceilings, and refined finishes throughout. Designed for both comfort and entertaining, the chef’s kitchen is outfitted with quartz countertops, premium appliances, and an oversized island, flowing seamlessly into expansive living and dining spaces. The private primary suite serves as a serene retreat with a spa-inspired bath and generous walk-in closets. Built for coastal durability, the home includes hurricane-rated windows and doors, resilient construction, and modern systems designed to withstand Florida’s coastal environment. Step outside to your private pool and spa, creating a resort-style oasis perfect for relaxing after a beach day or hosting gatherings under the sun and stars. Additional features include a private elevator and gas generator enhancing both convenience and piece of mind. The rooftop deck is a standout feature—an elevated sanctuary offering the ultimate island experience. Designed for sunsets, sea breezes, and unforgettable entertaining, this space provides a unique vantage point to enjoy Siesta Key’s natural beauty. Siesta Key offers a rare blend of natural beauty and everyday convenience. Enjoy morning walks to the beach, afternoons on the water, and evenings dining or strolling through Siesta Village, home to renowned restaurants, boutiques, and live music. With its turquoise waters, unforgettable sunsets, and year-round outdoor lifestyle, Siesta Key remains one of Sarasota’s most sought-after destinations for both full-time residents and second-home owners. This quiet north-end location provides added privacy while still offering easy access to downtown Sarasota, arts and culture, and mainland amenities—delivering the perfect balance of island serenity and modern convenience. All images, renderings, and descriptions illustrate the intended design and style by Noah Thomas Builders. Finishes, materials, and specifications may change during the build process. Pricing, availability, and final details subject to adjustment prior to completion.

5531 Calle Del Verano, Sarasota

$2,000,000

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

Live the Siesta Key lifestyle at its best in this exceptional, elevated waterfront residence, positioned just one block from Siesta Village and only three blocks to Sunset Pier and world-famous white quartz sands and aqua waters of Siesta Beach. Whether you’re seeking a primary residence, vacation retreat or potential income-producing investment, this home offers the location, boating access and peace of mind today’s buyers value most. Custom-designed and built by the engineer-owner, this striking Key West–inspired, three-story home offers approximately 4,210 square feet of air-conditioned living space, thoughtfully engineered for energy efficiency, durability and low maintenance. The main living level begins at approximately 19 feet above base flood elevation, a significant advantage that helps reduce flood risk and insurance costs. Built in compliance with FEMA and Florida building codes, the home earned Florida Power & Light’s Build Smart designation, verified to be 40% more energy-efficient than required by Florida energy standards. Designed for everyday living and entertaining, the expansive open-concept main level features soaring tray ceilings, glass block accents, porcelain tile with marble inlays and abundant natural light. The chef’s kitchen offers extensive custom cabinetry, abundant quartz countertop workspace, an oversized island and stainless-steel appliances, seamlessly flowing into an expansive formal dining room ideal for hosting family and friends. The home offers five bedrooms and five baths, including a spacious owner’s suite with vaulted ceilings, spa-style bath and an oversized bonus room opening to multiple balconies with tranquil water views. A large recreation room, workshop, and generous storage add flexibility for full-time living or guest accommodations. Additional features include impact windows, wind-rated low-maintenance exterior siding, zoned HVAC with UV filtration, central vacuum, oversized four-car garage, additional driveway parking and landscaped, maintenance-free grounds. Outdoor living is a highlight, featuring a saltwater pool with titanium heat pump and hydraulic cover, expansive paver deck, outdoor kitchen with a seven-foot stainless steel grill, wet bar, pergola, gazebo and ambient LED lighting, ideal for relaxed island entertaining. Boaters will appreciate the canal-front setting with a 7,000-pound boat lift, providing easy access to Sarasota Bay and downtown by water. From morning experiences along the shoreline to breathtaking sunsets over the Gulf, every day on Siesta Key feels like a vacation. And when you're ready to explore beyond the island, downtown Sarasota is just a short drive away, offering world-class dining, arts and culture, including the Ringling Museum, Van Wezel Performing Arts Hall, St. Armands Circle and ever-popular Sarasota Farmers Market. Offering exceptional value as one of the lowest price-per-square-foot elevated waterfront homes on Siesta Key, this residence combines location, construction quality, efficiency and lifestyle, an outstanding opportunity to own in the heart of Siesta Key.

605 Avenida De Mayo, Sarasota

$12,900,000

5 Beds ⋅ 6 Baths ⋅ Gulfmead Estates SubDv. ⋅ 34242 Zip Code

Discover a rare opportunity to enjoy pristine Gulf views, aquamarine waters, and a deep-water dock on the very North end of Siesta Key, just minutes to downtown Sarasota. One of Siesta Key’s most stunning and secluded waterfront sites — a residence offering a rare combination of historic significance, panoramic views of Big Pass, and exceptional structural integrity. Located approximately 200 feet south of civic leader Henry Higel’s early 20th-century Higelhurst Hotel, the pioneering developer’s beloved coastal breezes still beckon family and friends to enjoy swimming, water sports, boating, fishing, shoreline picnics, and direct, no-bridge access to the sparkling Gulf. Multiple covered porches and expansive windows provide front-row views of vivid sunsets and frolicking dolphins. Named for its pineapple stair finials symbolizing welcome, the Pineapple House was built in 2008 with an engineer-homeowner’s meticulous eye for detail. Constructed on pilings and grade beams, the home is set on a 31,293-square-foot lot and encompasses 6,596 square feet under air, with more than 13,000 total square feet. Designed by Diane Weinman with a refined Boca Grande aesthetic and built by ML Collingwood, the dwelling projects enduring quality, thoughtful engineering, and elevated coastal living. Enter through the impressive double doors to a sensual treat of symmetry and light. Main-level windows crowned with transoms frame views of the tropical blue sky. Walnut engineered flooring, Jerusalem stone, eight-foot doors, custom millwork, and generous closets enhance both functionality and beauty throughout. Scaled to feel both warm and elegant, the interiors are enriched with refined finishes and thoughtful architectural detailing. Living spaces encompass a formal dining room with butler’s pantry, living room, bookcase-lined library or sitting room, private office with built-in desk and cabinetry, dedicated home gym, and a flexible gathering room. A second primary or guest suite on the main level offers a private sitting area, breakfast bar, screened porch, and picture-perfect water views. An elevator conveniently serves all three floors. The chef’s kitchen anchors the main living areas with honed granite countertops, Sub-Zero appliances, custom Campbell cabinetry, and a walk-in pantry, opening to casual dining spaces and sun-filled outdoor porches. Upstairs, the primary suite is a tranquil retreat featuring a spa-inspired bath, oversized walk-in closet, shaded terrace, and outdoor shower. The expansive dock features two boat lifts: one 22,000-pound lift suitable for a 32- to 36-foot vessel and a second 10,000-pound lift. A humidity-controlled four-car tandem garage and a separate two-car garage accommodate up to six vehicles along with extensive marine and recreational gear. Solar panels and a 30kW generator underscore the home’s focus on energy efficiency and resilience. Outdoor living is highlighted by a 20,000-gallon heated saltwater lap pool surrounded by Shellcrete patios and Ipe decking. A perched beach with fire pit and swings welcomes gatherings overlooking Big Pass, while a 75-foot rear setback ensures privacy within a lushly landscaped yard. Rich in history, resilient and luxurious, intimate and refined, this is Sarasota waterfront living at its most authentic and coveted. Photos 1 and 2 reflect the new colors that the home is being painted.

3440 Gulfmead Drive, Sarasota

$1,200,000

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

WELCOME to one of Siesta Key's hidden gems. From this Key West style home, you can walk or bike ride to the soft, quartz sands of Siesta Beach or the quaint Siesta Village in minutes. This exceptional home offers high end finishes throughout. The native yard features beach sunflowers and other native plants and shrubs. The front door entrance invites you into the main level with an easy flow between the living room and the dining room. The gourmet kitchen features wood cabinets, granite countertops, stainless steel appliances and French Door refrigerator. The guest bath, laundry room and bonus room complete the downstairs. The backyard is a fenced, private oasis with a pool surrounded by stone pavers with room for lounge chairs, grill and an outdoor table setting. Mature royal palm trees and smaller palms create a beautiful habitat for birds and other wildlife. The second floor has two comfortable bedrooms, one with a private balcony. A full bath completes this level. The top level offers a spacious Primary Bedroom and En Suite Bathroom retreat with exceptional amenities, a large bathroom with granite countertops, wrap-around walk-in shower, and separate garden tub, with a screened-in balcony overlooking the pool area. The top level is completed by an additional Bedroom with an en suite Bathroom with walk-in shower, linen closet, and granite countertops. Additional features include solar panels (paid in full), a security system, stone paved driveway and walkway, along with an oversized 2 car garage. This open, sunny home is located in a quiet neighborhood at the end of the street and has so many quality features. It is definitely worth a visit.

5201 Avenida Del Mare, Sarasota

$2,500,000

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

Gated Siesta Key Estate with Guest House & Boating Access. Experience the best of Siesta Key living, where award-winning white quartz sand beaches meet a relaxed island lifestyle, just minutes from Sarasota’s vibrant arts, dining, and cultural attractions. Don’t be deceived by the 1977 construction date. A 2003 addition doubled the size of this home. Metal roof installed in 2017. Pool and deck renewed in 2022. Brand new elevated sea wall and dock in 2023. 2 new A/C systems in 2026. And these are just some of the highlights. Tucked inside its own gated enclave, this exceptional waterfront estate with a detached guest house is surrounded by lush tropical landscaping, creating a secluded oasis. The thoughtfully designed open floor plan offers many possibilities. The kitchen serves as the heart of this home, opening seamlessly to a casual living area and dining space, while the expansive living room beyond features a fireplace and picture windows framing tranquil water and tropical views. A versatile flex room at the front of the home easily adapts to your lifestyle — ideal as a home office, formal dining room, or playroom. Additional conveniences include a half bath and an oversized laundry room with access to a spacious two-car garage with abundant storage. French doors at the rear of the home lead to the outdoor living area, where a heated saltwater pool and spa overlook peaceful canal views wrapping along the rear and side of the property. Upstairs, the impressive primary suite offers a true retreat, complete with its own fireplace and a luxuriously appointed spa-style bathroom. A generous second bedroom features an ensuite bathroom, while two additional bedrooms share a third bathroom. Wood flooring, marble tile, high-end finishes, and distinctive architectural details are showcased throughout. Adding flexibility, the detached guest suite includes a private entrance, studio, bathroom, kitchenette, and private courtyard — perfect for guests, multigenerational living, live-in staff, home office space, or fitness studio. Boating enthusiasts will appreciate immediate access to the waterfront lifestyle with a private dock, 7,000-pound boat lift, plus an included 18-foot boat with trailer and two kayaks — ready for adventure from day one. Ideally located in the heart of Siesta Key, the home is just steps from the Out-of-Door Academy school, and a walk or bike ride to Siesta Beach and Siesta Village. Convenient access to the north bridge makes reaching downtown Sarasota easy. Offered turnkey furnished, this extraordinary property is move-in ready and perfectly suited as a primary residence, seasonal retreat, vacation home, or rental investment opportunity.

4712 Higel Avenue, Sarasota

$29,995,000

7 Beds ⋅ 11 Baths ⋅ Siesta Rev SubDv. ⋅ 34242 Zip Code

Under Construction. Under Construction. Welcome to 3990 Higel Avenue, set to be completed in August of 2026 and can be offered fully furnished. Where architectural brilliance meets unrivaled luxury on Sarasota’s exclusive Gulf-front shores. 3990 Higel is 1 of 1. Having direct ocean frontage, while having the ability to have your own private bock/lift. This 13,035 square-foot masterpiece is designed by the acclaimed DSDG Architects, built by Nutter Construction, and interior designed by Angela Rodriguez Interiors. This home sits gracefully on one acre of prime Gulf-front property, delivering an unparalleled coastal living experience. As you arrive, a grand private driveway lined with lush tropical landscaping and a stately entrance sets the tone for this extraordinary estate. The main residence features 5 spacious ensuite bedrooms, meticulously designed with ultra-luxurious finishes, custom millwork, and designer lighting throughout The interiors blend modern sophistication with timeless elegance, offering soaring ceilings, expansive walls of glass, and seamless transitions between indoor and outdoor spaces. The great room, bathed in natural light, showcases floor-to-ceiling windows that frame breathtaking views of the turquoise Gulf waters. A reflecting pool with fountain features mirrors the beauty of the estate’s serene surroundings, while retractable glass walls blur the lines between indoor comfort and outdoor splendor. The gourmet kitchen is a culinary dream, outfitted with custom cabinetry, designer hardware, and state-of-the-art appliances, including an oversized island ideal for both entertaining and everyday living. The primary suite is a sanctuary unto itself, complete with private sitting areas, a balcony with mesmerizing Gulf views, and a spa-inspired ensuite bath adorned with exquisite finishes, soaking tub, and oversized shower. Each additional bedroom offers equally luxurious accommodations, ensuring guests experience unrivaled comfort and style. Outdoor living rivals a world-class resort with multiple terraces, a sparkling infinity-edge pool, and expansive lounging areas surrounded by lush gardens. A firepit area and thoughtfully designed hardscaping invite al fresco dining and relaxation under the stars. For boating enthusiasts, a private deeded 20,000 lb boat lift provides direct access to the Gulf, seamlessly connecting the estate to Sarasota’s waters. Adding to the grandeur is a detached 2-bedroom guest house, complete with its own living space, ensuring the utmost privacy and convenience for family and friends. Designed for entertaining, the home also includes a dedicated party room and an elegant wine room to showcase your finest collection. Every detail has been carefully considered – from the structural integrity and elevation designed for storms to the cutting-edge smart home systems and incredible engineering. This estate represents the pinnacle of craftsmanship and design, set in one of Sarasota’s most coveted waterfront locations. 3990 Higel Avenue is more than just a home; it is a timeless retreat where luxury, tranquility, and Gulf-front beauty converge to create an extraordinary living experience.

3990 Higel Avenue, Sarasota

$2,680,000

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

Why wait to build an elevated home? Here is your chance to have a modern coastal retreat on Siesta Key’s Grand Canal — beautifully designed, impeccably finished, and perfectly positioned for the ultimate waterfront lifestyle. This exceptional 2020 built three-story residence combines luxury, comfort, and an effortless indoor–outdoor flow, all just moments from Siesta Key Village. From the moment you step inside, wide water views draw you through the home, highlighting the sparkling canal, private dock, jet-ski or boat lift, and the ideal boating water that makes this property so special. The interior is bright, open, and meticulously curated with a relaxed, coastal-chic aesthetic. A sleek private elevator services all floors, while oversized sliders open to multiple balconies and terraces, each framing postcard-perfect views. The main living level features an expansive great room with tray ceilings, abundant natural light, and entertaining-friendly open floorplan, including a dining area with balcony—perfect for morning coffee or sunset cocktails. The chef’s kitchen is a showpiece, offering custom cabinetry, premium stainless appliances including a gas convection Bosch range, a massive island with storage on all sides, designer pendant lighting, and gorgeous stone countertops. Whether you’re prepping a feast or entertaining friends, the space is both functional and stunning. The bedroom accommodations are thoughtfully designed for both comfort and flexibility. On the main living level, a beautifully finished guest bedroom with adjacent full bath provides the perfect space for visitors or a sophisticated home office. The primary suite is a true retreat, offering a private balcony with sweeping canal views and a spa-inspired bath featuring a soaking tub, glass-enclosed walk-in shower, refined tilework, and dual stone-topped vanities. Two additional guest bedrooms, each with custom closet built-ins, are positioned at the end of the hall, while a bright and spacious laundry room adds everyday ease to this well-planned level. Outdoors, the covered lounge area is pure relaxation, featuring a beautifully finished wood ceiling, comfortable seating, and a shimmering pool that sits just steps from the water. An outdoor shower adds a resort-like touch, making it easy to rinse off after boating, paddleboarding, kayaking, or swimming. Hurricane rated, higher elevation, newer seawall...all of the boxes are checked for peace of mind living. This home has held strong through past storms with no water entering the interior living areas. The waterfront lifestyle here is unmatched: • Deep, protected Grand Canal waterway • Private dock with a 10,000 lb lift, which could accommodate a nice size boat or a pair of jet skis • Easy boating access to the Intracoastal Waterway • Perfect setup with ladder for kayaking, paddleboarding & jet-skiing • Multiple balconies with panoramic water views • Elevator to all levels • Stylish, high-end finishes throughout • New pool heater and pool pump in 2024. This home delivers the best of Siesta Key: a quiet, peaceful waterfront cul-de-sac setting with unbeatable boating water—yet close enough to stroll, bike, or golf-cart to the Village for dining, shopping, live music, and dancing. This home even includes the SK local favorite Tube Dude unique mailbox! It’s coastal luxury, modern design, and island adventure all wrapped into one exceptional property. This home is spotless! Truly a great find for a move-in ready beach home.

4881 Oxford Drive, Siesta Key

$440,000

2 Beds ⋅ 3 Baths ⋅ Bay Oaks SubDv. ⋅ 34242 Zip Code

Virtually Staged. Waterfront Siesta Key condo with breathtaking Sarasota Bay intracoastal views and weekly rentals allowed. This rare 2BR/2.5BA Bay Oaks residence is a remarkable opportunity for a buyer with vision to transform a diamond in the rough into a spectacular waterfront getaway, full-time residence, or investment property. Positioned directly on the water, this two-level condo offers the kind of panoramic bay views that are hard to find and impossible to forget. The first floor includes the living room, dining area, kitchen, in-unit laundry, and guest half bath. Upstairs, both bedrooms feature ensuite baths and walk-in closets, including one suite with a private covered balcony overlooking the bay. Bay Oaks residents enjoy a heated waterfront pool, fishing pier, tennis, pickleball, clubhouse, picnic and grill areas, covered parking, bike storage, guest parking, onsite management, and 24-hour video surveillance. Just 1 mile to Siesta Key Beach, with trolley access directly outside the community, this location combines waterfront serenity with easy access to dining, recreation, and the best of Siesta Key.

6157 Midnight Pass Road Unit B12, Sarasota

$4,995,000

6 Beds ⋅ 5 Baths ⋅ Sarasota By The Sea SubDv. ⋅ 34242 Zip Code

Repriced to the market - reduced $250,000! An exceptional opportunity to own two stunning residences in one offering, near the powdery white sands of world-renowned Crescent Beach. Beach House Residences #301 and the Penthouse together create a rare, turnkey coastal retreat where modern elegance and relaxed island living exist in harmony. Offered fully furnished and move-in ready, this one-of-a-kind, two-level residence presents exceptional flexibility to embrace the ultimate Siesta Key lifestyle. Suited as a full-time or seasonal residence, a multi-generational family retreat, or a flexible ownership opportunity with the ability to enjoy or utilize one floor while renting another, short or long-term. Spanning the top two floors, this unique offering includes six generously sized bedrooms and five full baths (a four-bedroom, three-bath residence plus a two-bedroom, two-bath penthouse), thoughtfully designed to accommodate family and guests with ease. Expansive open floor plans welcome you with immediate Gulf views, while floor-to-ceiling glass and spacious balconies offer coastal breezes and blazing sunsets. Chef’s kitchens on each level are beautifully appointed to host unforgettable gatherings or intimate dinners, blending function with refined coastal style. Each residence enjoys its own private, secured entry, access to a state-of-the-art elevator, full kitchens, laundry rooms, luxury countertops, soft-close wood cabinetry, upscale lighting and designer fixtures. Additional highlights include spa-inspired baths, plush furnishings, 10-foot ceilings, spacious closets, a secure lobby, a private two-car garage and a hot tub on the penthouse-level balcony. Chic contemporary architecture enhances the building’s coastal presence, while sweeping Gulf and sunset views create a sense of escape. A private pet run oasis adds a thoughtful touch for four-legged companions. Outdoor living is equally inviting and as a member of the community association, residents enjoy access to the pool and private beach entry, offering a seamless connection to the Gulf. Ideally within a half block of Siesta Key’s vibrant South Village, you are moments from beloved restaurants, cafés, tiki bars, boutiques, rentals and everyday conveniences. Complimentary trolley service provides easy access to Siesta Village, evoking the charm of a relaxed island-style experience, while quick access to the Stickney Point Bridge allows effortless travel on and off the island. With its prime beach-block location, thoughtful design and rare dual-residence configuration, this is a coastal offering that feels timeless and irreplaceable, an opportunity to create lasting memories on one of Florida’s celebrated shorelines.

1140 Seaside Drive Unit 301 & Penthouse, Siesta Key

$796,000

3 Beds ⋅ 3 Baths ⋅ Midnight Cove Ii SubDv. ⋅ 34242 Zip Code

RARE OPPORTUNITY TO OWN A 3 BEDROOM ON SIESTA KEY! With Deeded beach access and one-week rentals! Maximize your investment while enjoying this fantastic 2 level townhouse in Midnight Cove II. Enjoy the views from your screened lanai or open air balcony on the second level. This unit offers space! Great sized living and dining areas, nice large, bright kitchen with updated appliances, powder room on the main level plus 2 more full baths upstairs. In unit laundry, deeded covered parking and offering a great rental history! Ideally located for quick deeded access to Crescent Beach just across the street! Midnight Cove II is a highly desirable community offering a marina with slips available and direct access to the intracoastal. Other amenities include tennis, pickleball, basketball court, fitness center and large heated pool. In addition, there is a grill and picnic area, car wash, pet walk, canoe storage and more! The property features beautiful mature landscaping with frontage on the intracoastal with paths and seating throughout the property. Midnight Cove II offers fully funded reserves, onsite rentals and management, and a rental friendly environment to maximize your income. Milestone Report is complete. Roof was replaced in fall of 2025 as well. Offered turnkey furnished with a small list of exceptions. Great opportunity - don't miss it!

1500 Cove Ii Place Unit 524, Sarasota

$4,800,000

4 Beds ⋅ 6 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code

Virtually Staged. Under Construction. New Construction. This stunning new waterfront home is perfectly positioned on Siesta Key’s Grand Canal, offering excellent boating water with quick access to Sarasota Bay. The residence features 4 bedrooms, 5 full baths (including a pool bath), and 1 half bath, along with two laundry rooms conveniently located on the first and third floors. A spacious third-floor loft provides a versatile living area just before entering the primary suite, ideal for a lounge, office, or private retreat. The open-concept family room and dining area showcase a Thermador-equipped kitchen and overlook a spectacular outdoor living space with an outdoor kitchen, pool with sun shelf, and custom deck leading directly to your private dock. Two balconies—one at the front of the home and one with sweeping waterfront views—enhance the indoor-outdoor lifestyle. Custom cabinetry throughout, quartzite countertops, and high-quality construction reflect attention to detail at every turn. Located just minutes from Siesta Key Beach, Siesta Village, and all of Sarasota’s amenities, this exceptional waterfront home is a rare opportunity—come see it for yourself.

533 Venice Lane, Sarasota

$4,950,000

4 Beds ⋅ 6 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code

Virtually Staged. Under Construction. Be the first owner of this exceptional new construction home. Enjoy gorgeous, wide Grand Canal views with quick access to Sarasota Bay—a true boater’s dream. This home showcases high-end construction at its core, featuring a standing seam metal roof, hurricane-impact windows and sliders, elegant stone detailing, and meticulous craftsmanship throughout—no detail has been overlooked. Offering 4 bedrooms and 5 bathrooms, including a pool bath and an additional half bath, the layout is both luxurious and functional. Enter through the grand foyer with soaring ceilings, custom trim work, and striking shiplap accents. The open floor plan seamlessly connects the grand room, dining area, and bonus space, all leading to a stunning pool and patio with outdoor kitchen, perfect for entertaining. The chef’s kitchen is beautifully appointed with stone countertops, custom cabinetry, and premium finishes, complemented by matching stone counters and custom cabinetry in all bathrooms, creating a cohesive and elevated design throughout the home. Custom wood decking winds its way to the dock, enhancing the waterfront lifestyle. The home also features laundry rooms on all three floors, a spacious loft, and thoughtfully designed primary and guest bedroom suites. This is a rare opportunity to own a meticulously crafted waterfront residence designed for luxury living and boating enthusiasts alike.

527 Venice Lane, Sarasota

$7,500,000

4 Beds ⋅ 5 Baths ⋅ Cocoanut Bayou SubDv. ⋅ 34242 Zip Code

A timeless coastal estate with an air of refined European elegance, this gated waterfront residence on the protected deep waters of Cocoanut Bayou harmonizes classic architecture with thoughtful modern enhancements. Newly updated with wide-plank white oak engineered hardwood flooring and a gleaming white kitchen featuring new pearl quartz countertops and a Zellige tile backsplash, the home offers an elevated, move-in-ready experience for buyers seeking both luxury and serenity on Siesta Key. Step through custom arched double doors into a luminous grand foyer with 12-foot ceilings and beautifully crafted architectural details that introduce the home’s balance of scale, sophistication, and warmth. The soaring central living room, with its 24-foot ceilings, new hardwood floors, and expansive terrace, sets the tone for both intimate gatherings and grand entertaining. A sweeping 48-foot waterfront terrace extends the full width of the home, creating a captivating outdoor living space with room for dining, lounging, and enjoying breezy evenings by the stone fireplace. Inside, the newly refreshed gourmet kitchen shines with exceptional professional-grade appointments, including two Sub-Zero refrigerators, Wolf cooking equipment, two Miele dishwashers, Sub-Zero freezer drawers with ice maker, an oversized island, a casual dining area with French doors to the terrace, and an outdoor kitchen featuring a Wolf grill. The adjoining bar/butler’s pantry is well equipped with a 150-bottle, dual-temperature zoned Sub-Zero wine refrigerator and built-in Sub-Zero icemaker, along with additional glass-front cabinetry to display your treasured items. The kitchen flows effortlessly into a waterfront grand living room with five sets of French doors opening onto the terrace, for seamless indoor/outdoor living, and an elegant formal dining room for special occasions. On the opposite wing, you will find a handsome library/office, a home gym, and a large family room with serene water views and French doors to the terrace. A recently upgraded powder room and two large storage closets complete this level. The private second level, accessed by a sweeping staircase or the commercial-grade elevator, features four generous bedroom suites with walk-in closets, spa-inspired baths, and engineered hardwood flooring. The primary suite, a serene retreat, offers a gas fireplace, an expansive private terrace with bayou and bay views, the perfect spot to see incredible sunrises, and a luxurious marble bath with soaking tub, dual vanities, a large dual shower, and a built-in Sub-Zero mini-fridge. Spacious dual custom closets and a dressing area with a vanity complete the space. Boaters will appreciate the deep-water dock with direct access to Sarasota Bay and the Gulf of Mexico. Additional features include a second-floor laundry with a new Samsung washer and dryer, a 12-car garage, a whole-house sound system, impact-resistant windows and doors, concrete construction, state-of-the-art security, 4 HVAC units (one recently installed), and mature tropical landscaping that provides privacy and a true sense of retreat. A private community beach offers the rare opportunity to enjoy Siesta Key’s renowned white sands moments from home. Ideally located near Siesta Key Beach, Siesta Village, and vibrant downtown Sarasota, this exceptional estate combines architectural beauty, modern updates, and an enviable waterfront setting—offering a lifestyle entirely its own.

4205 Higel Avenue, Sarasota

$4,000,000

4 Beds ⋅ 4 Baths ⋅ Bay Island Shores SubDv. ⋅ 34242 Zip Code

Coastal Elegance on the Northern tip of Siesta Key. Discover timeless luxury in this waterfront estate nestled in the exclusive Bay Island enclave on Siesta Key's coveted North end. With panoramic views of Roberts Bay and the Intracoastal Waterway, this home captures the essence of Florida lifestyle- elegant, relaxed and designed for seamless indoor/outdoor living. Step inside to find all new engineered hardwood flooring, a gourmet kitchen with all new top of the line appliances featuring a Sub-Zero refrigerator, Bosch dishwasher, a Jenn Air Oven/Microwave combination, a 5-burner gas cooktop, a warming drawer and all new custom-made wood cabinetry. It also has a double door pantry for all your kitchen supplies and a built-in desk for all your recipes or a workstation for the family. The rear of the home has a wall of sliders across the back which gives you expansive views out to the bay. This level has 3 bedrooms and 3 baths, two of them are bedroom suites and there is a large laundry room with new washer/dryer and a wall of shelving for any storage or folding needs. The second level encompasses your main bedroom suite and two expansive screened-in porches/lanais for incredible southern and northern views. The all-new main bath has a soaking tub, a walk-in shower all new cabinetry and a walk-in closet. Stepping outside embrace the outdoors with an open-air pool, and an outdoor shower. Boating enthusiasts will appreciate the three docks, featuring a 16,000-pound boat lift, a 10,000-pound lift for an accessory boat or jet ski, and mooring for a 35-foot boat. The property offers direct sailboat access to the Gulf of Mexico, making it a boater's paradise. The property features a complete newer seawall installed in 2018 with a new wall and cap. The northern tip offers the convenient access to the gulf and easy-on/off the island for shopping, restaurants and access to downtown Sarasota. Freeling Drive is renowned for its pristine waters. From your backyard, watch dolphins play and kayakers glide by. Catch fresh stone crabs and blue crabs right off your dock. You're just minutes away from Siesta Key Beach, Shell Beach, downtown Sarasota, shopping, and the arts.

878 Freeling Drive, Sarasota

$2,895,000

5 Beds ⋅ 7 Baths ⋅ Point Of Rocks Terrace SubDv. ⋅ 34242 Zip Code

There is only one – Point of Rocks. This is luxury living … served on the rocks. Welcome to Point of Rocks, a home crafted with the same care, balance, and attention to detail as a perfectly mixed drink. Smooth where it should be, bold where it counts, and designed to age beautifully, this thoughtfully curated residence delivers a taste of Siesta Key living that never goes out of style. Designed with farmhouse-inspired décor and three levels of luxuriously livable space, this home invites you to sip, savor, and settle in. High-quality materials and resilient finishes ensure that the aesthetic stays fresh and the home itself stays strong, even with the steady rhythm of rental guests. The ground level sets the flavor profile with a spacious garage/game room and a resort-style pool complete with a custom, rock-inspired water slide, a wink to the home’s playful name. It’s the ultimate place to kick off island hours, toast the sunset or serve up memories on ice. The second level blends design and livability into one smooth pour. The great room, with its timeless palette and elevated farmhouse textures, feels equal parts cozy and chic — ideal for savoring a quiet morning coffee or mixing evening cocktails. The primary suite on this level is its own signature sip: refined, calming, and intentionally crafted. The top floor hosts four comfortable and private en suite bedrooms, each one layered with durable materials chosen to stand the test of time in both style and quality. A dedicated gaming lounge adds another layer of fun, making this level the playful finishing note for guests of all ages as the perfect garnish to this well-balanced home. Whether you're craving an income-producing investment, a coastal escape, or a little blend of both, Point of Rocks delivers a lifestyle that’s relaxed, memorable, and endlessly enjoyable. Raise a glass — this is Siesta Key living...on the rocks. More than a home, Point of Rocks is part of the exclusive Vunique Luxury Residences with a proven history of strong rental performance — each residence one-of-one, purpose-built to balance bold design and bespoke experience. Here, ownership transcends address; it becomes a mark of belonging to something beautifully uncommon.

6910 Midnight Pass Road Unit A, Sarasota

$675,000

3 Beds ⋅ 3 Baths ⋅ Midnight Sea SubDv. ⋅ 34242 Zip Code

Just steps from Point of Rocks Beach! This 3BR/2.5BA townhouse with a garage at 6790 Sarasea Circle offers the best of coastal living in an exclusive 12-residence community. Enjoy direct access to Siesta Key’s world-famous beaches and village. The 1,446 sq. ft. interior features wood flooring, a cozy fireplace, and a screened lanai overlooking the pool. The bright kitchen includes white cabinetry, generous counter space, and a pass-through breakfast bar. Upstairs, 2 inviting bedrooms each feature private balconies, ample closets, and abundant natural light. Bathrooms are thoughtfully designed for comfort and convenience one on each floor, including en-suite and Jack-and-Jill layouts on the third floor. An oversized one-car garage provides direct access to a versatile lower-level bonus space, 3rd bedroom and laundry room. With up to 12 rentals allowed per year, this property offers excellent income potential in a prime island location close to dining, shopping, and downtown Sarasota.

6790 Sarasea Circle Unit 6790, Sarasota

$1,640,000

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

Vacation getaway, lucrative rental or full-time dream home, this Siesta Key residence is just steps from the powdery white sands of Siesta Key Beach. Some of the important features included a new roof, Ipe hardwood decks, brick paver drive and walkways, irrigation system, brand new stainless-steel appliances, two hot water heaters (one is tankless) and two a/c units. Step inside the open-concept great room, where neutral finishes, timeless travertine floors, and abundant natural light create an inviting ambiance. The kitchen is ideal for entertaining or quiet mornings at home, featuring rich wood cabinetry, granite countertops, counter-height seating, stainless-steel appliances. A bonus room adapts effortlessly to your needs, while the spacious guest quarters ensure privacy and comfort for family and friends. Three large guest bedrooms, two with ensuite bath, offer luxurious accommodations, while the private, top-floor primary suite is a sanctuary of its own. Retreat to your spa-inspired bathroom, revel in the enormous custom walk-in closet, or step onto the rooftop terrace. Outside, the lush tropical landscaping creates a secluded backyard oasis, perfect for relaxation. End each day with breathtaking sunset views from the rooftop terrace, a magical setting to unwind. With a two-car garage and a prime location just a short stroll to the vibrant shops and restaurants of Siesta Key Village, this home offers the very best of coastal luxury living. Don’t just dream of paradise, own it.

5512 Avenida Del Mare, Sarasota

$4,900,000

6 Beds ⋅ 7 Baths ⋅ Roberts Point SubDv. ⋅ 34242 Zip Code

Discover waterfront living on the coveted north end of Siesta Key. Set along South Coconut Bay with access to Roberts Bay and the Intracoastal Waterway, this sprawling estate offers exceptional privacy, water views, and over 7,000 square feet of refined living space. Soaring ceilings and walls of glass fill the home with natural light, while the open-concept layout and contemporary design create an ideal setting for both everyday living and entertaining. A cylindrical glass elevator serves as a subtle architectural feature within the home’s modern design. The gourmet kitchen is appointed with custom cabinetry, premium appliances, and Sub-Zero refrigeration, complemented by a built-in coffee system, 140-bottle wine cooler, and an oversized island designed for gathering. Multiple fireplaces add warmth throughout the home, while the private home theater with refreshment bar offers an elevated entertainment experience. Outdoor living includes expansive terraces, an infinity-edge pool and spa, and peaceful bayfront surroundings. The primary suite features a private waterfront terrace, fireplace, sitting area, dual walk-in closets, and morning bar. Built with reinforced concrete construction and Anderson hurricane casement windows, the home blends luxury with durability. Additional highlights include a 10-car garage, gym, office, and generously sized guest accommodations. Meticulously maintained, the home also features a freshly painted exterior. A rare opportunity on one of Siesta Key’s most sought-after streets.

4136 Roberts Point Circle, Sarasota

$1,680,000

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

North Siesta Key Waterfront Sanctuary — Where Vision Meets Value An invitation to live extraordinarily on North Siesta Key — where artistry, architecture, and the water’s edge converge. Set on a rare 15,000 sq. ft. peninsula with over 300+ feet of canal frontage, this exceptional property is defined by its sense of seclusion, natural beauty, and endless potential. Mature tropical landscaping and graceful palms create a private world of tranquility within a quiet cul-de-sac of multi-million-dollar estate homes, just moments from Sarasota’s vibrant mainland. Currently graced by a 4-bedroom, 3-bath residence spanning 3,450 sq. ft., the home captures panoramic water views through walls of glass that dissolve the boundary between indoors and out. Expansive living and dining areas open to a serene pool terrace and lush gardens — an ideal stage for gatherings beneath the Gulf Coast sun. Yet the true magic lies in what this setting makes possible. Enjoy the residence as it is, refresh it with your own modern expression, or design a new architectural masterpiece worthy of its rare peninsula site. This is deep-water, no-bridge boating access to Sarasota Bay, steps from Siesta Beach’s world-famous sands and minutes to downtown Sarasota’s acclaimed dining, arts, and cultural scene — a lifestyle that blends coastal ease with cosmopolitan energy. Exceptionally priced to inspire vision, creativity, and investment confidence, 940 Siesta Key Place offers both immediate enjoyment and enduring value within one of Sarasota’s most exclusive waterfront enclaves.

940 Siesta Key Place, Sarasota

$3,400,000

5 Beds ⋅ 6 Baths ⋅ Roberts Point 2 SubDv. ⋅ 34242 Zip Code

Pre-Construction. To be built. Brought to you by Noah Thomas Builders, this newly constructed coastal residence inspired by classic West Indies architecture and situated in the exclusive Roberts Point neighborhood on Siesta Key. This thoughtfully designed home pairs timeless island style with modern coastal construction, offering refined living in a highly desirable island setting. Built to meet today’s highest coastal standards, the residence will feature solid concrete block construction, elevated foundation systems, hurricane-impact windows and doors, metal roofing, and other structural elements designed for durability and long-term peace of mind in a waterfront-adjacent environment. The interior layout emphasizes open, airy living spaces with high ceilings with abundant natural light that create an effortless connection to the outdoors. The kitchen is designed as both a functional workspace and gathering area, featuring premium appliances, custom cabinetry, and a generous island ideal for entertaining and everyday living. The primary suite serves as a private retreat with a spa-inspired bathroom, including a freestanding soaking tub, dual vanities, and a spacious walk-in shower. Additional bedrooms offer en-suite baths and refined finishes, while a flexible bonus space allows for a home office, fitness room, or lounge. Outdoor living is a focal point of the design, with covered entertaining areas, an outdoor kitchen, and a resort-style pool and spa—perfect for enjoying Siesta Key’s year-round sunshine and relaxed island atmosphere. Located on the quiet north end of Siesta Key, Roberts Point is known for its privacy, natural surroundings, and convenient proximity to Siesta Beach, Siesta Village, and downtown Sarasota. This new construction home presents a rare opportunity to experience elevated coastal living by Noah Thomas Builders in one of Sarasota’s most coveted island communities. All images, renderings, and descriptions are for illustrative purposes and represent the intended design and style by Noah Thomas Builders. Finishes, materials, and specifications are subject to change during construction. Pricing, availability, and final details may be modified prior to completion.

4179 Roberts Point Circle Unit LOT 17, Sarasota

$3,400,000

5 Beds ⋅ 6 Baths ⋅ Roberts Point SubDv. ⋅ 34242 Zip Code

Pre-Construction. To be built. Brought to you by Noah Thomas Builders, masterfully designed in timeless West Indies coastal style and located in the exclusive Roberts Point enclave on Siesta Key. This exquisite residence blends architectural elegance with modern coastal engineering, offering both refined beauty and peace of mind in one of Sarasota’s most desirable island settings. Constructed to the highest coastal standards, this home exemplifies Noah Thomas Builders’ commitment to craftsmanship and durability. With solid concrete block construction, hurricane-rated impact windows and doors, metal roofing, and elevated foundation systems, it’s designed to withstand Florida’s most demanding coastal conditions while maintaining unmatched elegance. The interior features open-concept design, soaring ceilings, and expansive glass sliders that invite natural light and connect seamlessly to the outdoor living spaces. The chef’s kitchen is a showpiece with premium appliances, custom cabinetry, and a large center island ideal for entertaining. The primary suite offers a spa-like retreat with a luxurious bath with freestanding soaking tub, dual vanities, and a spacious walk-in shower. Additional guest suites each feature designer finishes and en-suite baths, while a flexible bonus room provides space for an office, gym, or media retreat. Designed for year-round enjoyment, the outdoor living area includes a fully equipped kitchen, outdoor dining terrace and a resort-style pool and spa. Every space has been designed to take full advantage of Siesta Key’s gentle breezes and year-round sunshine — creating a true outdoor sanctuary that’s both private and unforgettable. The rooftop deck, however, defines this residence. This elevated sanctuary invites you to experience Siesta Key from a completely new perspective. Imagine sunrise yoga sessions with bay breezes, afternoon lounging under a canopy, or unforgettable sunset gatherings framed by fiery Gulf skies. The rooftop deck creates a one-of-a-kind open-air retreat that feels both private and cinematic. Whether hosting guests or escaping for solitude, this rooftop oasis is where the rhythm of island life meets the art of design. Situated on the quiet north end of Siesta Key, Roberts Point is prized for its natural beauty, privacy, and proximity to Siesta Beach, Siesta Village, and downtown Sarasota. Experience West Indies coastal luxury at its finest — where superior design, outdoor living, and hurricane-rated craftsmanship unite in this extraordinary new home by Noah Thomas Builders. All images, renderings, and descriptions illustrate the intended design and style by Noah Thomas Builders. Finishes, materials, and specifications may change during the build process. Pricing, availability, and final details subject to adjustment prior to completion.

4185 Roberts Point Circle Unit LOT 19, Sarasota

$3,400,000

5 Beds ⋅ 6 Baths ⋅ Roberts Point SubDv. ⋅ 34242 Zip Code

Pre-Construction. To be built. Joint-Venture opportunity partnering with investors up and down Florida's coast. Brought to you by Noah Thomas Builders — where modern luxury meets timeless coastal elegance. A masterclass in luxury homebuilding, this Noah Thomas Builders contemporary coastal home offers an exceptional blend of modern aesthetics and is built to FEMA's latest standards. Step inside this 3240 sqft home offering four bedrooms, four bathrooms, an open-concept floor plan with high ceilings and premium finishes throughout. It features all hurricane-rated windows and doors and is constructed to be as hurricane and flood-proof as possible-giving you peace of mind while living steps from the water. The kitchen boasts quartz countertops, top-tier appliances, and a spacious island perfect for entertaining. Retreat to the luxurious master suite with spa-inspired bath and expansive walk-in closets. Endless sunshine, gentle breezes, and your own private pool and spa — relax, unwind, and entertain in your personal outdoor oasis. Additional highlights include a private elevator, gas generator and wine room. The rooftop deck, however, defines this residence. This elevated sanctuary invites you to experience Siesta Key from a completely new perspective. Your private escape above it all — a space built for sunsets, sea breezes, and unforgettable gatherings. Situated on the quiet north end of Siesta Key, Roberts Point is prized for its natural beauty, privacy, and proximity to Siesta Beach, Siesta Village, and downtown Sarasota. All images, renderings, and descriptions illustrate the intended design and style by Noah Thomas Builders. Finishes, materials, and specifications may change during the build process. Pricing, availability, and final details subject to adjustment prior to completion.

4183 Roberts Point Circle Unit LOT 18, Sarasota

$2,200,000

4 Beds ⋅ 5 Baths ⋅ Coronas Park SubDv. ⋅ 34242 Zip Code

Welcome to La Linda Siesta Key Estates, an exclusive gated enclave that defines the pinnacle of coastal luxury living. Just one block from the sparkling waters of Siesta Key, this custom-built, three-story masterpiece spans 3,796 square feet and offers 4 bedrooms, 4.5 baths, a private elevator, and a spacious 4-car garage, a rare feature on the island. Designed with both elegance and endurance in mind, this home is constructed with solid concrete block, impact-rated windows and doors, and superior structural integrity to withstand even the wildest forces of Mother Nature. Despite recent storms in the area, this residence remained completely unaffected, a true testament to its exceptional build quality and engineering. Inside, every inch of the home showcases high-end custom craftsmanship, from exquisite flooring and designer lighting to handcrafted cabinetry and architectural detailing that exude sophistication. The gourmet kitchen is a show-stopping centerpiece, featuring premium appliances, quartz countertops, and a large island perfect for entertaining. The open-concept living spaces flow effortlessly onto multiple balconies and outdoor areas, blurring the line between interior comfort and the beauty of the Florida coast. Each bedroom offers its own private en-suite bath, while the primary suite boasts a spa-inspired bathroom, expansive walk-in closets, and a private terrace ideal for morning coffee or evening sunsets. Step outside to your personal resort-style paradise, complete with a heated pool and spa, custom tiki bar, and private putting green, all surrounded by lush tropical landscaping designed for both privacy and pleasure. Perfectly positioned near Ocean Boulevard and the Village of Siesta Key, you’ll enjoy easy access to boutique shopping, award-winning restaurants, and the world-famous Siesta Key Beach. Whether it’s a serene morning walk along the shoreline, a day spent boating on the Gulf, or an evening out in downtown Sarasota, this home embodies the ultimate coastal lifestyle-luxurious, resilient, and truly unforgettable.

6925 Bochi Circle, Sarasota

$865,000

3 Beds ⋅ 2 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code

Experience the best of island living in this beautifully maintained Turnkey FULLY FURNISHED, Key West-style home just moments from Siesta Key Public Beach and the vibrant Siesta Village. Offering 3 bedrooms, 2 bathrooms, and a 2-car garage with brand-new doors, this residence has been thoughtfully updated over the years with major recent improvements including a 2023 metal roof and all-new impact glass windows and doors for peace of mind. Head upstairs to the main living level where an open-concept layout welcomes you with luxury vinyl plank flooring, vaulted ceilings, and plantation shutters that fill the space with natural light. The kitchen features stainless steel appliances only a few years old, granite countertops, and a convenient connection to the dining area—ideal for hosting friends and family. Each bedroom showcases plantation shutters and crown molding for added charm. The primary suite is a true retreat, complete with a walk-in closet with built-in organization, an ensuite bathroom with a glass-enclosed shower tucked behind a stylish barn door, and direct access to the backyard deck through sliding glass doors. The two guest bedrooms share a tastefully updated full bathroom. Step outside to the elevated deck overlooking the private backyard, where a cozy fire pit area awaits in the corner—perfect for evening conversations and coastal breezes. An outdoor shower is the perfect spot to rinse off after a long day at the beach. Whether you’re seeking a full-time residence or the ideal vacation getaway, the flexibility of no HOA allows you to live as you please. Located just down the road from the powdery white sands of world-renowned Siesta Beach and only a half mile from the charming shops and restaurants of Siesta Village, this home delivers the quintessential Siesta Key lifestyle.

221 Island Circle, Sarasota

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