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$650,000
3 Beds ⋅ 3 Baths ⋅ Harbor Towers Y & R SubDv. ⋅ 34242 Zip Code
RECENTLY REDUCED! Motivated Seller! The largest floor plan in the building. Great price per square foot opportunity. This rarely available 3-bedroom, 3-bath condo offers stunning nightly sunset views and intercostal water views. The spacious, light-filled residence features an open-concept floor plan and an enclosed lanai, ideal for relaxing or entertaining. The updated kitchen includes quartz countertops, newer appliances, and solid wood cabinets. A deeded carport comes with this unit. The recent $13 million building renovation features new hurricane-impact windows and sliding glass doors, fresh exterior stucco and paint, and other major upgrades—making Harbor Towers one of the most modern and well-maintained communities on Siesta Key. Residents enjoy a full array of resort amenities, including: Two heated swimming pools. State-of-the-art fitness center with his-and-hers saunas, treadmills, and free weights. Three Har-Tru tennis courts maintained daily. Marina with 40 boat slips available on a first-come, first-served basis. Kayak and paddleboard storage with direct Intracoastal launch access. Bicycle storage. Outdoor grilling patio and shaded gazebo with water views. Spend your days fishing along the Intracoastal, relaxing poolside, or exploring the island aboard the complimentary Siesta Key trolley. The world-famous Siesta Key Beach and Siesta Village are just moments away, offering fine dining, boutique shopping, and vibrant local entertainment. Whether you’re seeking a full-time residence, vacation retreat, or income-producing property (with 2-week minimum rentals allowed), this exceptional home blends luxury, convenience, and coastal charm—delivering the very best of Siesta Key living.

5855 Midnight Pass Road Unit 318, Sarasota
$765,000
2 Beds ⋅ 2 Baths ⋅ Crescent Royale SubDv. ⋅ 34242 Zip Code
Get ready to be wowed by this completely reimagined 2-bedroom, 2-bath coastal gem in the highly sought-after Crescent Royale! Step inside to discover a stunning transformation where modern luxury meets timeless coastal charm. The new kitchen, now seamlessly integrated into the great room by the removal of a wall, creates a spacious and inviting open-concept layout perfect for entertaining or relaxing in style. Both bathrooms have been beautifully redesigned, featuring fresh, contemporary finishes. As an end unit, this residence shines with upgrades from top to bottom – including new plumbing, electrical, and flooring – ensuring every detail has been thoughtfully addressed. Enjoy the ease of first-floor living with no elevators or stairs to navigate, plus the convenience of a covered parking space located just steps from your door. From your living room and lanai, take in breathtaking Gulf views and relish the unbeatable location directly across from world-renowned Siesta Key Beach. Crescent Royale’s amenities complete the picture of resort-style living, featuring a vibrant clubhouse with a fitness center and game room, a sparkling heated pool, and a grilling/picnic area perfect for outdoor gatherings. All this, and you are just a short stroll or bike ride to Siesta Key Village, where dining, shopping, and entertainment await. Whether you are seeking your own beachside retreat or an exceptional investment property, this condo truly has it all. With outstanding rental potential, you can enjoy it when you wish and generate income while you are away. Don’t miss this rare opportunity to own your slice of paradise at Crescent Royale — where luxury, location, and lifestyle come together beautifully.

777 Beach Road Unit 1E, Sarasota
$690,000
2 Beds ⋅ 2 Baths ⋅ Whispering Sands SubDv. ⋅ 34242 Zip Code
A rare opportunity! This lovely, updated 2 bedroom/2 bath, 1,387 square foot detached villa nestled within the premiere GULF FRONT property of Whispering Sands offers both privacy and maintenance free living. Remodeled in 2006 and newly updated in 2025, this spacious residence features ceramic tile flooring, plantation shutters, and a bright open layout designed for effortless coastal living. The chef inspired kitchen showcases granite countertops, a generous island with pendant lighting, and abundant custom cabinetry—perfect for entertaining with ease. Elegant new paneled doors, recessed lighting, and updated baths with modern vanities and fixtures add a sophisticated touch. A cozy den with built-ins provides space for reading or work. Outdoors, your private fenced patio with tropical plantings invites relaxing afternoons, evening gatherings, or dining al fresco. A two car garage completes this exceptional property. Enjoy the resort lifestyle Whispering Sands is celebrated for—set on the sugar-white sands of your own private beach, with two heated pools - one beachside, one clubside, clubhouse with fitness room and catering kitchen (currently undergoing complete remodeling), shuffleboard, and beachside Tiki Hut, gas grills, and canoe/kayak storage. This villa is located on the side of the complex closest to the Gulf. Leave your car at home! This unit is also ideally located right around the corner from the colorful boutiques and myriad of dining options in Siesta Key Village. A Gulf front property and just a short walk to the Village, Whispering Sands' location on Siesta Key is unbeatable. Don't miss this exceptional opportunity!

114 Whispering Sands Drive Unit V21, Sarasota
$762,000
3 Beds ⋅ 3 Baths ⋅ Siesta Bayside SubDv. ⋅ 34242 Zip Code
POOL HOME!! Priced To Sell!! Nestled on the peaceful tranquil island of Siesta Key, renowned for its world-class beach and romantic sunsets. JUST MINUTES FROM Siesta Beach & Village. This is the most wonderful place to embrace island-style living. This north island location on a quiet canopy street is walkable to the village, beach, and renowned Out-of-Door Academy. This 3 Bedroom and 2 & 1/2 Bathroom home is ready for your personal touches. Enjoy relaxing in your Caged Pool & Patio area. This Single family home has approximately 1834 sq.ft. +/- living area and a 2 car garage. The existing home—professionally remediated after flood damage—presents a unique opportunity for those looking to reimagine or completely rebuild. Almost 13,000 sq.ft lot with luscious natural landscaping and mature oaks. Updated roof in late 2019.

4894 Oxford Drive, Sarasota
$735,000
2 Beds ⋅ 2 Baths ⋅ Our House At The Bch SubDv. ⋅ 34242 Zip Code
Welcome to Our House on the Beach, one of Siesta Key’s most desirable communities located directly across from world-famous Siesta Key Public Beach. This well-maintained 2-bedroom, 2-bath weekly rental residence features a spacious layout with two oversized private patios overlooking the heated community pool and spectacular west-facing sunsets. Thoughtfully cared for over the years, this condo is move-in ready and offers an ideal opportunity for light updating to make it your own coastal retreat. A major upgrade is already underway—brand-new, storm-rated impact windows and sliding doors are being installed in the coming days, and are fully paid for by the seller, offering peace of mind, energy efficiency, and improved storm protection for years to come. Additional highlights include updated bathrooms and a rare covered parking space conveniently located and protected from the elements—a highly sought-after feature on Siesta Key. Residents enjoy resort-style amenities including a heated pool, two tennis courts, golf cart parking, elevators, and bike storage. Located on Siesta Key, known for its world-famous quartz sand beach, vibrant Village, outdoor recreation, and relaxed Gulf Coast lifestyle, this condo is centrally positioned on the island and just moments to Siesta Key Village, and a short drive to mainland shopping, groceries, healthcare, and the arts and dining scene of downtown Sarasota. A prime island location, strong community amenities, and outstanding value—this is the Siesta Key lifestyle you've been waiting for.

1055 Beach Road Road Unit B204, Sarasota
$700,000
3 Beds ⋅ 2 Baths ⋅ Ocean Beach SubDv. ⋅ 34242 Zip Code
Selling the LOT for this price - Motivated Seller - Bring All Offers - Build Your Dream Home! .3 Acres with 96' of frontage on Lake Norma, 105' on Ocean Blvd., Awesome Location, Location, Location!!! 1 Mile to Siesta Key Beach, 25 Homes to The Village, 6 Homes to Out of Door Academy, 5 Homes to Siesta Key Chapel Make your offer today & Build Your Dream Home Tomorrow!!!

4637 Ocean Boulevard, Sarasota
$712,000
2 Beds ⋅ 2 Baths ⋅ Beachway Apts SubDv. ⋅ 34242 Zip Code
Top-Floor Gulf View Retreat Where Coastal Comfort Meets Modern Living This fully renovated, top-floor condo in the heart of Siesta Key offers panoramic Gulf views and a lifestyle of laid-back luxury with income potential. Featuring an open-concept layout with expanded sliders and raised ceilings, this 2-bed, 2-bath gem is designed for modern living and effortless entertaining. The updated kitchen showcases a large one-level island, granite countertops, stainless appliances, and custom wood cabinetry. Enjoy easy-care wood plank tile throughout (even the lanai), updated baths, crown molding, plantation shutters, and no popcorn ceilings. NEWER AC & HWH in 2021. Hurricane protection adds peace of mind. Relax on your lanai with southern exposure. No harsh west sun, just Gulf breezes and vibrant skies. Coveted covered parking is just outside the elevator. With one-month rentals allowed 12x/year, this fully furnished condo is ideal as a seasonal escape or an income-generating asset. Live the Siesta Key dream today.

5600 Beach Way Drive Unit 304, Sarasota
$700,000
3 Beds ⋅ 2 Baths ⋅ Whispering Sands SubDv. ⋅ 34242 Zip Code
One or more photo(s) has been virtually staged. Welcome to this rare, NEWLY REMODELED 3 bed/2 bath, 1,562 SF freestanding villa with attached 2 CAR GARAGE in the premiere GULF FRONT Siesta Key property of Whispering Sands! NEW 2025 VILLA ROOF. Updated and completely move-in ready, this residence offers the ideal blend of privacy, modern updates, and coastal convenience—all just a two-minute stroll to your own private quartz sand beach on the Gulf! Every detail of this remodel has been carefully considered by its current owners. You’ll find NEW luxury vinyl plank flooring, NEW paint, interior doors & trim, and even NEW remote-controlled ceiling fans. The bright NEW kitchen is a standout with its soft close white cabinetry, modern backsplash, granite counters, and GE and Bosch stainless appliances. A set of handsome French doors leads from the dining area into your own private, gated and fenced brick paver patio, perfect for morning coffee, quiet evenings under the stars, or entertaining at the grill. The spacious primary suite features a valuable SECOND, custom walk-in closet. Both bathrooms have been refreshed with NEW granite topped vanities and fixtures. The rare 3rd bedroom could serve as either a guest bedroom or office or both. The star of the show might be the oversized 2-car garage which boasts an entire wall of valuable built-in cabinets, NEW full sized washer & dryer, epoxy floor, and sink. Window treatments include plantation shutters, shades, and blinds. Additional features include a tankless water heater, water softener, textured ceilings, recessed lighting & tubular skylights. Don’t miss this opportunity to own a newly remodeled move-in-ready villa in one of Siesta Key’s most desirable Gulf front communities!

104 Whispering Sands Drive Unit V27, Sarasota
$690,000
2 Beds ⋅ 2 Baths ⋅ Crescent Arms SubDv. ⋅ 34242 Zip Code
Welcome to 6310 Midnight Pass Rd #405N, an exceptional opportunity to own a turnkey furnished, income-producing beach retreat in the highly sought-after Crescent Arms community on Siesta Key. This rarely available 2-bedroom, 2-bathroom condo offers partial Gulf views from the spacious screened lanai and is just steps from private deeded beach access to Siesta Beach—ranked the #1 beach in the USA for its powdery white sand and crystal-clear waters. This residence is thoughtfully designed for effortless coastal living, featuring an open layout with a welcoming living and dining area filled with natural light. Whether you're searching for a personal getaway, seasonal retreat, or a smart investment, this residence offers the best of all worlds. With a strong rental history driven by its 1 week minimum rental policy, this condo offers excellent income potential. Even better, Crescent Arms offers on-site property management, allowing you to enjoy the unit when you want it and rent it seamlessly when you're away, truly a hands off investment opportunity on one of the most desirable beaches in the world. Crescent Arms is a gated beach front community offering resort-style amenities including a heated pool, clubhouse, private beach access, WiFi and cable, beach chairs, and secure building access. The dedicated on-site management and maintenance teams provide owners peace of mind and consistent rental support. Ideally located in the heart of Siesta Key, you’re just a short walk or bike ride from Siesta Village, restaurants, shopping, fishing charters, and all the local charm the island has to offer. With easy access to the mainland, downtown Sarasota’s vibrant arts, dining, and cultural scenes are just minutes away. Live on the #1 beach in the USA while your investment works for you. This is Siesta Key living at its finest.

6310 Midnight Pass Road Unit 405N, Sarasota
$775,000
4 Beds ⋅ 3 Baths ⋅ Bay Island SubDv. ⋅ 34242 Zip Code
Exceptional redevelopment opportunity in Bay Isles on Siesta Key—where short-term rentals are permitted! The current home experienced water intrusion and damage during recent storms. This property is being sold for land value only. This generously sized parcel is two lots totaling 16,200 square feet (.37 acres), 90 ft of frontage and 181 feet deep. The lot spans the entire block from Anglin Dr to Flamingo Dr along Siesta Dr. No other residence backs up to it. This offering is an ideal canvas for a sizable custom home, pool, and pool-home. Whether you're a builder looking to create a luxury island residence or an investor eyeing short-term rental potential, this location delivers. In a quiet, established neighborhood, just a short distance from Siesta Key Beach and Siesta Village. Easy access to the mainland via the north bridge. A true strategic build site on Siesta Key.

3480 Anglin Drive, Sarasota
$700,000
Siesta Isles SubDv. ⋅ 34242 Zip Code
Nestled on picturesque Shadow Lawn Drive, this 12,800-square-foot lot offers an exceptional canvas for your custom home. Framed by mature live oaks on the front left and back right corners, the property blends natural beauty with an enviable location. Enjoy the best of Siesta Key living—just an 8-minute stroll to the powdery sands of world-famous Siesta Beach and just over a mile to the dining and shopping of Siesta Village. Despite its proximity to these sought-after amenities, the property feels peaceful and secluded, tucked away on a quiet street removed from the island’s main thoroughfares. With nearly 100 feet of street frontage and a depth of 120 feet, the lot offers a generous and flexible building footprint. Whether you envision a sleek, modern coastal retreat or a charming, classic island cottage, this is a rare opportunity to create your ideal Siesta Key home in one of its most desirable neighborhoods.

5587 Shadow Lawn Drive, Sarasota
$700,000
Siesta Beach SubDv. ⋅ 34242 Zip Code
2 minute Stroll to Beautiful Siesta Key Beach! 2 Bed 1 Bath on each side. Seller pays quarterly for access to the inground pool just a few feet away as well. Nearby eating and shopping also walking distance. Lenny'z Pizza & Island Bar just a few feet away. No insurance claims or FEMA claims were made on the property. Just paid to mitigate for water damage and remove all damaged surfaces. Terrazzo floors and room for a courtyard area in the back. Indoor laundry hook up in between both units. Membership to Calini Beach club is optional but is what allows for the private beach access and the use of the pool.

1138 Sun N Sea Drive, Sarasota
$725,000
Sarasota Beach SubDv. ⋅ 34242 Zip Code
LOCATION, LOCATION, LOCATION!!! THIS LOT IS ONLY 2 BLOCKS TO SIESTA KEY BEACH, WITH NO HOA'S! Come see the possibilities of this lot to build your dream home. This location gives you a short walk, or use of the Frog Hop to the village, or a Sunset walk on the beach. This home DID take on water, and is UNINHABITABLE to live in. Both buildings on the property will be locked, and unavailable to go inside.

5531 Calle Del Verano, Sarasota
$729,000
2 Beds ⋅ 2 Baths ⋅ Gulf & Bay Club Bayside SubDv. ⋅ 34242 Zip Code
Casual Elegance defines this Refined Residence. Whether a year-round retreat, vacation or investment property, this luxuriously appointed turnkey-furnished 2B/2B in Gulf & Bay Club Bayside will leave you feeling refreshed! Immaculately clean and featuring: a lovely water view, easy single level living, Private Beach access and Deeded Driveway w GARAGE makes coming home to this unit a breeze ~ Recently remodeled w a warm neutral palette, this open plan offers split bedrooms for privacy while allowing gatherings in sun-dappled dining/living space bathed in natural light through the enclosed lanai ~ The KITCHEN includes Stainless appliances, granite breakfast bar, solid wood cabinets w soft close drawers. There’s a convenient breakfast nook doing double duty as ‘pocket’ office with desk/bistro table by the pantry. ~ The spacious LIVING area has comfy Crate & Barrel ‘L’ shaped couch and tranquil water views for relaxed entertainment ~ An Enclosed Lanai presents a serene DINING atmosphere, with an adjustable Crate & Barrel dining table, wonderful for hosting family and friends ~ The Luxurious MASTER suite has King bed, water view, Dual solid wood & granite vanities w soft close, spacious walk-in closet, hall closet, and linen closet! A newer Custom Glass Walk-in Shower is discreetly in the separate commode room ~ The well-appointed, no-shared walls, Guest bedroom provides ample comfort and relaxation for your guests w an adjoining modern bath also w newer, vinyl plank flooring and closet ~ A convenient Full sized Washer Dryer is located in guest hallway. ~ UPGRADES: HVAC June 2025, Recessed Lighting & Newer Fixtures, Newer Cabinetry, Newer Commodes, Vanities & Countertops, New Modern Doors and closet doors, Newer Blinds, Metal Roof 2015. Recent Luxury Vinyl Plank installed throughout ~ A Rare Private 1 Car Garage may hold: a vehicle, and/or bikes, beach & pool gear & toys and sports equipment ~ AMENITIES: 2 Heated Pools, Clubhouse, BBQ area, Walking paths on Well Maintained Grounds w 2 Ponds and Fountains, Pickleball & Tennis courts, Fitness room & Saunas, Private Deeded Beach Access, Community Grills and Fishing Pier/Deck on the Inter coastal Waterway perfect for enjoying a waterside cocktail hour, watching dolphins and being entertained by the endless boat parade passing by ~ LOCATION: Gulf & Bay Club Bayside is an exclusive Key West style, resort-like, gated community unique in its flora & architecture. This socially active community invites you to join the Coastal lifestyle! Enjoy a short walk on the dedicated path to your award winning sugary quartz sands of Siesta Beach, or Hop aboard the Siesta Key Trolley which connects the two ends of the island. Located between Siesta Key Village and Stickney Point Rd, this property places you within easy reach of the island’s most vibrant lifestyle: savory restaurants, boutique shopping and live entertainment, water-sports and sunsets~ RENTALS: Although this unit has Never been a rental, Weekly rentals are allowed. This option makes for an excellent investment opportunity. Gulf & Bay offers on-site rental management or choose your own! With 52 weeks to choose from, owners can save weeks for themselves and may still cover the nut! ~ Whatever your needs, you cannot go wrong in this charming condo, it’s Move-In ready, just waiting for you! ~ Schedule your showing today!

1240 Siesta Bayside Drive Unit 1240C, Sarasota
$710,000
2 Beds ⋅ 2 Baths ⋅ Excelsior Beach To Bay SubDv. ⋅ 34242 Zip Code
Experience the ultimate beachside lifestyle with this beautifully renovated 2-bedroom, 2-bath condo in the sought-after Excelsior community on world-renowned Siesta Key Beach. Designed with a bright, open layout and coastal-inspired finishes, this spacious residence features an updated kitchen and baths, in-unit laundry, and a private screened lanai perfect for relaxing after a day at the beach. At Excelsior, every day feels like a vacation. Enjoy two heated pools, tennis and pickleball courts, shuffleboard, a well-equipped fitness center, clubhouse, and private beach access with lounge chairs waiting for you in the sand. With two-week rental options allowed, this condo offers both a perfect personal retreat and an excellent investment opportunity. Ideally located just minutes from Siesta Key Village, you’ll have easy access to dining, shopping, and entertainment. The Excelsior Owner’s Association has completed all CRS and SERS requirements and maintains a strong financial position, giving you peace of mind. Your dream of living on Siesta Key Beach is closer than ever—this condo is ready for you!

6265 Midnight Pass Road Unit 205, Sarasota
$640,000
2 Beds ⋅ 2 Baths ⋅ Siesta Isles SubDv. ⋅ 34242 Zip Code
Discover a rare opportunity to own a piece of Siesta Key history with this early Ruth Richmond designed single family home, ideally situated on a spacious high and dry 12,000 sq ft lot surrounded by sea grape and mature oaks. The two bedroom two bath fixer upper includes a studio with full bath and separate entrance - perfect for guests or rental income. Inside, enjoy a wood burning fireplace and large sliding glass doors which open to a large patio and a beautiful free form swimming pool. Kitchen is piped for gas stove. While the home needs work and has not been updated, the A/C is brand new. The home offers incredible potential to restore or reimagine. Step outside to your private swimming pool and enjoy the serenity of a 75 foot rear barrier that backs up to Glebe Park, ensuring both privacy and natural beauty. This property did not flood in the hurricanes. Location, character, and potential - this is your chance to create your dream retreat in one of Siesta Key's most sought-after neighborhoods.

5369 Shadow Lawn Drive, Sarasota
$750,000
2 Beds ⋅ 2 Baths ⋅ Beachway Apts SubDv. ⋅ 34242 Zip Code
Under contract-accepting backup offers. Your Florida beach escape awaits — and with a motivated seller, this is an opportunity you won't want to miss.... take a look at this condo that is steps away from the quartz crystal white powdery sands and warm Gulf waters of the award-winning Siesta Key Beach? This wonderfully located turn-key, furnished end unit condo is oh so unique on the top floor with views of the beautiful white sandy beach and sparkling blue Gulf waters, a rare, remodeled find on the spectacular Gulf coasts of Florida! The rental income is excellent! This recently, completely remodeled from ceiling to floor, wall to wall, unit has 2 bedrooms, 2 bathrooms, hard flooring throughout, a sprawling island, quartz countertops, impact windows and sliders, AND has a spacious balcony, ready for you to relax and enjoy. This unit transfers with $50,000 in furnishings and furniture. This is a perfect place for you to have your dream of a beach life come to reality, with the potential of using it to generate income with monthly rentals. This amazing mid-rise condominium community offers a heated community pool, outside grills, a clubroom with a kitchen, plenty of guest parking and a laundry room on each floor. Recent improvements include newer roofs 2020, a newer elevator 2019, re-plumbed stacks 2018, refreshed landscaping 2020, and new vinyl fencing 2021. The quarterly fee includes access to the heated community pool, basic cable, water/sewer, pest control, weekend on-site maintenance person, and community insurance. Enjoy convenient access to Siesta Key Beach and to Siesta Key Village shops and restaurants with the free trolley service that stops right in front of the Beach Way community, or, walk, orrrrr take a bike cruise to many nearby shops and restaurants… You are not only buying a beach property, you are buying a lifestyle in the beautiful Southwest Florida Sun. This unit can be your own sanctuary escape and your retirement investment... Come see, come sigh and make this Siesta Key lifestyle in the Sun your own.

5600 Beach Way Drive Unit 315, Sarasota
$685,000
3 Beds ⋅ 2 Baths ⋅ Siesta Bayside SubDv. ⋅ 34242 Zip Code
Beautiful Siesta Key location

630 Venice Lane, Sarasota
$715,000
3 Beds ⋅ 2 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code
One or more photo(s) has been virtually staged. Nestled in a tropical setting, this charming newly updated 3-bedroom 2-bath "beach retreat" located one mile from Siesta Key ‘s #1 ranked beach internationally …checks all the boxes! New roof, new doors & hurricane impact windows – check! Upon entering a fresh, airy feeling is welcoming. From the ceramic-tiled living room your eye travels beyond the den area to the tropical outside setting, fully fenced private and secure. The kitchen is quality with all stainless appliances, quartz counters and light cabinetry. A separate dining area has easy access to the outdoor deck. Primary bedroom with new en-suite bath and luxury wood vinyl floors is located for privacy from the 2 guest suites with same type floors and bath blending whites and beige palette with marble counter tops and tile floors. A spacious laundry room with washer and dryer opens to the single car garage. Indigenous plantings and a circular paver brick drive and walkway add to charm and curb appeal. Located in a great family neighborhood and nearby Out-of-Door Academy. Ready for immediate occupancy this is an ideal choice for a winter retreat or an investment with unlimited rental possibilities.

755 Edgemere Lane, Sarasota
$650,000
2 Beds ⋅ 2 Baths ⋅ Peppertree Bay SubDv. ⋅ 34242 Zip Code
Magnificent water views!  It is like watching a boat parade every day! Welcome to Peppertree Bay, a sought-after beach to bay community on Siesta Key. This pristine 2-bedroom 2-bath condo has been beautifully updated to appeal to the modern discerning buyer, with clean contemporary finishes showcasing its coastal charm. Step inside to find a spacious open floor plan incorporating gorgeous wide-plank tile flooring leading to a bright and cheery kitchen with stainless-steel appliances, white shaker-style cabinetry and quartz countertops. Both baths have been stylishly remodeled with the same cabinetry and quartz countertops. You'll want to spend all day on the 29-foot lanai with its stunning views of the bay and all the beautiful wildlife that live and play there. Peppertree Bay features resort-style amenities like private beach access, two heated pools, tennis courts, pickleball courts, two clubhouses, fitness center and fishing pier. With onsite management and rental desk, this condo is the perfect coastal retreat or savvy investment. Enjoy the all new spectacular landscaping as you enter Peppertree.

1255 E Peppertree Drive Unit 507, Sarasota
$650,000
2 Beds ⋅ 2 Baths ⋅ Gulf & Bay Club Bayside SubDv. ⋅ 34242 Zip Code
Paradise awaits at Gulf & Bay Club Bayside on Siesta Key. FIRST-FLOOR, TURNKEY FURNISHED, 2-bedroom, 2-bathroom residence includes a deep one-car GARAGE. Flexibility of weekly rentals, perfect for personal enjoyment or as a lucrative income-producing property. Located in a popular gated community just steps from DEEDED BEACH ACCESS to world-famous Siesta Key and Crescent Beach. This home invites you to live like you’re on vacation. Tile flooring throughout allows for easy cleanup. Well-equipped kitchen with stainless steel appliances, pantry closet, breakfast bar seating and a dedicated dining area. The open-concept living room flows seamlessly to a covered and screened lanai overlooking a tranquil pond and tennis courts. Both bedrooms are generously sized, and the convenience of an in-unit washer and dryer (only 1 year old) adds to the home’s appeal. With no hurricane damage to the unit, peace of mind comes included. The community offers a true resort lifestyle with two heated pools, clubhouse with a full kitchen and fitness room, tennis and pickleball courts, BBQ grills, a newly renovated fishing dock, boat loading zones, and scenic walking paths. A dedicated on-site property manager makes rentals effortless. The location is unbeatable – just steps to the beach and a quick ride on the free Siesta Key trolley to explore the vibrant Village or South Siesta’s dining and shopping. Whether you're seeking a full-time residence, vacation home, or investment property, this is your chance to enjoy the best of island living on Siesta Key.

1226 Siesta Bayside Drive Unit 1226C, Sarasota
$735,000
2 Beds ⋅ 2 Baths ⋅ Siesta Dunes Beach SubDv. ⋅ 34242 Zip Code
Virtually staged to showcase the full potential of this beautiful Siesta Key condo! Just steps from the powdery sands of Siesta Key Beach, this turnkey 2-bedroom, 2-bath unit offers the perfect blend of comfort, style, and value. The unit features vaulted ceilings that create a spacious feel, along with a covered parking space and private storage area. New hurricane-impact windows and doors have already been purchased and are scheduled for installation, providing added peace of mind for future owners. A new roof is also coming soon. This unit has no history of flood damage during current ownership and delivered strong rental income in 2023, generating $62,000 net in just 9 months as the owners reserved 3 months for personal use. Residents and guests enjoy access to resort-style amenities including a clubhouse, sparkling pool, tennis courts, and 24-hour security. Owners also benefit from maximum rental flexibility with the option of short-term rentals through Airbnb, VRBO, or the on-site rental office. Plus, you are just moments from Siesta Key’s top restaurants, bars, and boutique shops. Whether you are seeking a stress-free getaway or a high-performing property, this condo checks every box: location, lifestyle, and long-term value.

6204 Midnight Pass Road Unit 201, Sarasota
$720,000
Siesta Manor SubDv. ⋅ 34242 Zip Code
20% Down Seller Financing Offered. Design Your Legacy on Siesta Key – Premier Waterfront Lot in Siesta Manor Welcome to Lot 17 on Avenida Leona—an extraordinary opportunity to create your own masterpiece in one of Florida’s most coveted coastal enclaves. Nestled along a private, tree-lined lane in Siesta Manor, this canal-front parcel offers the rare combination of deep water access, walkability to Siesta Key Village, and the serenity of a tucked-away residential setting. Spanning .183 acres, this build-ready lot offers 64 feet of seawall-lined frontage on a peaceful boating canal, granting direct access to the shimmering Intracoastal Waterway and beyond. Whether your dream home includes a sleek infinity-edge pool, a private dock for sunset cruises, or a lush tropical garden oasis, this lot provides the perfect canvas for refined waterfront living. Step outside and find yourself just moments from the soft quartz sands of world-famous Siesta Beach. Stroll to the vibrant Village for gourmet dining, boutique shopping, and a lively arts scene—all while retreating each evening to the tranquil rhythm of the water and the gentle call of seabirds overhead. As Sarasota continues to rise as one of the nation’s premier luxury destinations, Siesta Key remains its crown jewel—where timeless beauty, natural splendor, and elevated lifestyle converge. Whether you’re envisioning a coastal escape or a showstopping modern estate, Lot 17 is your blank slate in paradise. This is more than just land—it’s your legacy in the making.

Avenida Leona, Sarasota
$771,250
2 Beds ⋅ 2 Baths ⋅ Siesta Dunes Beach SubDv. ⋅ 34242 Zip Code
Experience coastal living at its finest in residence #300 at Siesta Dunes, ideally on renowned Siesta Key Beach. This meticulously remodeled two-bedroom, two-bath condominium offers 1,150 square feet of luxurious living space on the third floor, providing a tranquil ambiance and a sense of escape. Crown molding accents the professionally decorated interior, creating a sophisticated atmosphere. Sold turnkey furnished, this residence offers a seamless transition into upscale beachside living. Go inside to find chiseled travertine tile flooring throughout, adding natural coastal charm. The chef’s kitchen is equipped with granite countertops, stainless steel appliances and maple cabinetry, blending style and functionality. French glass doors open to a private lanai terrace surrounded by lush garden views. The lanai is enclosed with hurricane-resistant sliders, while the primary suite features hurricane-resistant windows for added peace of mind. The primary suite also includes a custom-organized walk-in closet, enhancing storage and convenience. A convenient stackable washer and dryer are in the unit. Additional features include an assigned covered carport, a private storage closet, ample guest parking and access to the building elevator. Siesta Dunes is a gated community offering a wealth of resort-style amenities, including a heated pool and spa for year-round enjoyment, a beachside deck, pavilion, clubhouse, and tennis and pickleball courts. Utilizing the on-site property management company makes renting the property easy and carefree. With excellent rental potential, two-week minimum stays from January 15 through the end of April and one-week minimums the rest of the year, this condominium is a compelling investment opportunity as well as a personal retreat. Siesta Dunes is in a good location, making it easy to explore Sarasota’s world-class dining, shopping and entertainment. Siesta Key Beach is just a short distance away, recently named the No. 1 beach in America by TripAdvisor. Renowned for its powdery white sand, clear waters and stunning sunsets, it’s no wonder Siesta Beach is considered the pinnacle of coastal living. Whether you seek a full-time residence, a luxurious vacation retreat or a high-value investment, this extraordinary property exemplifies the best of gulf-front living.

6236 Midnight Pass Road Unit 300, Sarasota
$650,000
3 Beds ⋅ 2 Baths ⋅ Waterside East SubDv. ⋅ 34242 Zip Code
Imagine living in your dream home on world renowned Siesta Key…. THIS PROPERTY IS BEING SOLD FOR LAND VALUE ONLY!!! The cul-de-sac location offers privacy with no homes across the street. Live the local’s lifestyle in Waterside East, an established community with very little rental traffic. Easy access to the north and south bridges. The current home on the property has a footprint of 3,173 square feet. The tile roof 2018 and A/C 2021, condition unknown since the recent hurricanes. 2 feet of drywall was removed immediately after Helene. Windows were scheduled to be installed prior to the storms, they are in the garage if a buyer wants to renovate the home, no sliders. Property is being offered as-is. You can bring your own builder but E/M Custom Homes is the sellers preferred contractor. Or…..This is your chance to collaborate with E/M Custom Homes, renowned for their impeccable craftsmanship and modern coastal design, to create a one-of-a-kind residence tailored to your lifestyle. A thoughtfully designed Coastal Contemporary home plan has been situated on the lot offering 2,750 sq. ft. of luxurious indoor living space, with a total of 3,467 sq. ft. of indoor/outdoor space perfect for enjoying Florida’s year-round sunshine. Features of this stunning home include, Gourmet Kitchen with custom cabinetry, luxury appliances, and a walk-in pantry—ideal for both casual meals and gourmet entertaining. An open-concept floor plan filled with natural light, seamlessly connecting the kitchen, dining area, and great room. 4 spacious bedrooms and 3.5 bathrooms, providing plenty of room for family and guests. A first-floor Master Suite with a spa-inspired ensuite bath and a large walk-in closet—your private retreat. A second-floor balcony for enjoying views and relaxing in the breeze. An outdoor kitchen on the expansive covered lanai, perfect for alfresco dining. A beautiful custom designed private pool to enhance your outdoor living experience. An oversized 2-car garage and a convenient Laundry/Mudroom for everyday functionality and convenience. Don’t miss this rare opportunity to design a home that reflects your vision in a tropical paradise. Build your coastal dream home today!

670 Venice Lane, Sarasota
$692,000
2 Beds ⋅ 2 Baths ⋅ Excelsior Beach To Bay SubDv. ⋅ 34242 Zip Code
Welcome to this beautifully updated 2-bedroom, 2-bath condo in the highly desirable Excelsior Beach to Bay Resort. Nestled in a serene, park- like setting with private beach access to the world-famous Crescent Beach, this Bayside end-unit offers the perfect blend of relaxation and resort-style living. From the moment you step inside, you’ll be captivated by the lushly landscaped grounds, tranquil fountains, and stately oaks. The spacious living and dining areas flow seamlessly to a screened balcony, where you can savor morning coffee or evening cocktails with picturesque views of the tropical courtyard and pool. Lovingly updated by the current owners, this home boasts a bright, open layout with a thoughtfully redesigned kitchen, fresh neutral paint, porcelain plank tile flooring, smooth-finish ceilings, new baseboards, and updated interior doors. Additional upgrades include impact windows, a new AC system, new appliances, and a water filtration system. Both bathrooms have been tastefully renovated with frameless glass shower enclosures for a sleek, modern touch. The split-bedroom floor plan ensures privacy for owners and guests, while the open living space is perfect for entertaining. Excelsior offers an array of resort-style amenities, including private beach access, two heated swimming pools, two whirlpools, tennis and pickleball courts, a fitness center, outdoor barbecues, an intracoastal fishing pier, a community room, and a library. Ideally located within walking distance to shopping, dining, and boat and bike rentals, this move-in-ready coastal retreat is a rare find in one of Siesta Key’s most sought-after communities. Don’t miss your chance to own a slice of paradise!

6285 Midnight Pass Road Unit 201, Sarasota
$750,000
1 Beds ⋅ 1 Baths ⋅ Horizons West SubDv. ⋅ 34242 Zip Code
Experience the ultimate island lifestyle in this TURNKEY FURNISHED, west-facing condo at Horizons West—just steps from your private Siesta Key beach! This spacious 1-bedroom retreat boasts over 1,000 sq. ft., soaring ceilings, and a wall of oversized windows framing breathtaking panoramic Gulf, beach, resort pool and sunsets sunset views, including dolphin sightings. Enjoy an open, airy floorplan with a designer kitchen featuring stone countertops, stainless appliances, and a breakfast bar. Relax in the king-sized bedroom with custom California Closets, or host family and friends on the living room sleeper sofa. Recent upgrades include impact windows/doors, 2020 AC, and 2021 water heater. Resort-style amenities abound: 300 ft. of private beach, two pools, spa, cabanas, grills, and a bayside park with day dock. Plus, private carport storage for all your beach toys! Hop on the free Siesta Key trolley for world-class dining and shopping. Come see why Siesta Key is ranked #1 Beach in the USA and #4 in the world—your piece of paradise awaits! View the Video: https://youtu.be/5NK5aBPx5vM

6140 Midnight Pass Road Unit 103, Sarasota
$695,000
2 Beds ⋅ 2 Baths ⋅ Island Reef SubDv. ⋅ 34242 Zip Code
Gulf front residence with updated Kitchen including quartz counter tops and stainless steel appliances. Expanded counter tops and added cabinets. Beautiful views of the beach from owners bedroom, Kitchen, Lanai, Dining and Living room. Residents of Island Reef enjoy boat docks (lifts allowed), beach, two heated pools, tennis, pickleball, two fitness rooms, saunas, shuffleboard courts, billiards, library, clubhouse, social room, gas grills, bicycle and kayak storage. Carport at front of door of building. Guest parking. Monthly rentals (8 leases a year). Pet friendly (30 lbs). On-site management and rental program. Close to three of Siesta Key's favorite restaurants, and free Trolley to Siesta Village.

8764 Midnight Pass Road Unit A301, Sarasota
$725,000
Ocean Beach SubDv. ⋅ 34242 Zip Code
Take a Look!...This Unique Opportunity on Siesta Key JUST REDUCED...One of the Few Properties of Its Kind, Offering an Expansive 0.30-Acre Lot Overlooking a Serene Pond...Just a Short Stroll to the World-Famous White Sands of Siesta Key Beaches and the Vibrant Village, Full of Fine Dining, Boutique Shopping, and Entertainment...The Existing 4/3 Home Sustained Hurricane Damage, Making it an Ideal Prospect for a Custom Build or Inspired Renovation of the Locally Designed Classic...Unlike Most Tear-Downs, This Property Boasts a Coveted Natural Setting with Stunning Water Views and Breathtaking Sunsets Over the Water...Perfectly Positioned a Short Drive from Downtown Sarasota, St. Armands Circle, Longboat Key, Lakewood Ranch, and Sarasota-Bradenton International Airport...Surrounded by the Azure Coastal Waters of the Gulf...Floor Plan Concepts are Available for New Construction or Renovation...4710 Gleason Avenue is an Extraordinary Location with Endless Potential, and a Lifestyle That Elevates Your Living Experience...Opportunities Priced Right Like This Don’t Last on Siesta Key...Seize It Now and Live a Fuller Life!

4710 Gleason Avenue, Sarasota
$725,000
4 Beds ⋅ 3 Baths ⋅ Ocean Beach SubDv. ⋅ 34242 Zip Code
Take a Look!...This Unique Opportunity on Siesta Key JUST REDUCED...One of the Few Properties of Its Kind, Offering an Expansive 0.30-Acre Lot Overlooking a Serene Pond...Just a Short Stroll to the World-Famous White Sands of Siesta Key Beaches and the Vibrant Village, Full of Fine Dining, Boutique Shopping, and Entertainment...The Existing 4/3 Home Sustained Hurricane Damage, Making it an Ideal Prospect for a Custom Build or Inspired Renovation of the Locally Designed Classic...Unlike Most Tear-Downs, This Property Boasts a Coveted Natural Setting with Stunning Water Views and Breathtaking Sunsets Over the Water...Perfectly Positioned a Short Drive from Downtown Sarasota, St. Armands Circle, Longboat Key, Lakewood Ranch, and Sarasota-Bradenton International Airport...Surrounded by the Azure Coastal Waters of the Gulf...Floor Plan Concepts are Available for New Construction or Renovation...4710 Gleason Avenue is an Extraordinary Location with Endless Potential, and a Lifestyle That Elevates Your Living Experience...Opportunities Priced Right Like This Don’t Last on Siesta Key...Seize It Now and Live a Fuller Life!

4710 Gleason Avenue, Sarasota