Siesta Key, FL Homes

/26
$2,554,250 New Construction
- 4 Beds
- 4.5 Baths
- 2,735 Sq Ft
5019 Commonwealth Dr, Sarasota, FL 34242

Pre-Construction. To be built. An exceptional pre-construction opportunity awaits on Commonwealth Drive, one of Siesta Key’s most coveted and picturesque streets. This .26-acre lot, surrounded by multi-million-dollar homes and lush, mature landscaping, is being offered with thoughtfully crafted custom home plans by Yoder Construction—giving buyers a rare chance to build new in a prime island

Dawn Bear

WILLIAM RAVEIS REAL ESTATE

(941) 326-4411

5019 Commonwealth Dr, Sarasota, FL 34242
/40
$8,500 per month
- 3 Beds
- 4 Baths
- 2,168 Sq Ft
- House for Rent
1256 Riegels Landing Dr, Sarasota, FL 34242

This newly renovated (March, 2025) 3 bed, 4 full bath home with a deep water dock just down the street is located within walking distance of the famous Siesta Key Beach. The one of a kind house was design by the Sarasota School of Architecture. The master and main guest bedroom are located on the main level along with the kitchen, living, laundry and dining rooms. An additional bedroom and full

Christopher Davenport STARLINK REALTY INC

1256 Riegels Landing Dr, Sarasota, FL 34242
/2
$910,000 Sold Apr 22, 2025
- 1,375 Sq Ft
- $662/SF
- 267 Days On Market
- 2 Beds
- 2 Baths
- Built 1973
5300 Ocean Blvd Unit 803, Sarasota, FL 34242

One or more photo(s) has been virtually staged. ICONIC BEACH, ICONIC BUILDING, INCREDIBLE PRICE! NEW A/C, NEW PAINT! Are you ready for breathtaking views of the Gulf of Mexico from your luxury condominium? Discover a rare chance to own a condominium in the vibrant heart of Siesta Key Village with easy access to the beautiful quartz beach of Siesta Key. The island lifestyle is here for you.

Diane Goodwin EXP REALTY LLC

5300 Ocean Blvd Unit 803, Sarasota, FL 34242

/47
Est $864,488 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,307 Sq Ft
1321 Dockside Place, Sarasota, FL 34242

1321 Dockside Place, Sarasota, FL 34242

/54
$875,000
- 2 Beds
- 2 Baths
- 1,204 Sq Ft
1055 Beach Rd Unit B302, Sarasota, FL 34242

One or more photo(s) has been virtually staged. Do not miss this incredible opportunity for sunsets on the terrace and strolls on the beach! This condo offers weekly rentals, 2 spacious balconies, and over $200K in upgrades. Situated just steps away from the renowned Siesta Beach, famous for its soft, powdery sand. This stunning end unit on the third floor boasts breathtaking views of the Gulf of

Michele Tanner PREFERRED SHORE LLC

1055 Beach Rd Unit B302, Sarasota, FL 34242
/45
$6,500 per month
- 3 Beds
- 2.5 Baths
- 2,260 Sq Ft
- Condo for Rent
5911 Midnight Pass Rd Unit 601, Sarasota, FL 34242

RARE OPPORTUNITY to RENT THE PENTHOUSE. 3 BEDS/2.5 BATHS full size washer/dryer and a roof top deck with panoramic views available May 1, 2025 stay for a year, 2 or 3+ owner wants this beautiful turnkey home with a BOAT DOCK (no lift yet). Owner open to lift discussion. You will enjoy Penthouse end unit in Boca Siesta is located in the heart of Siesta Key the #1 Beach in the U.S.! This gem can

Marianne LeBar ROSEBAY INTERNATIONAL REALTY, INC

5911 Midnight Pass Rd Unit 601, Sarasota, FL 34242
/2
$1,910,000 Sold Apr 21, 2025
- 1,919 Sq Ft
- $995/SF
- 9 Days On Market
- 3 Beds
- 2.5 Baths
- Built 1979
5780 Midnight Pass Rd Unit 501, Sarasota, FL 34242

Your dream home awaits — this rarely available, turnkey furnished, 3 bedrooms, with 2 ½ baths, offers 1919 sq ft of luxurious living space. This stunning end unit at the prestigious Gulf & Bay Club boasts expansive windows filling the condo with natural light and providing breathtaking views of the freshwater lakes and fountains. The open kitchen is the heart of the condo featuring Corian

Tina Johns COLDWELL BANKER REALTY

5780 Midnight Pass Rd Unit 501, Sarasota, FL 34242

/72
Est $1,460,280 Not Listed For Sale
- 3 Beds
- 3 Baths
- 1,876 Sq Ft
22 Sandy Cove Rd Unit 502, Sarasota, FL 34242

22 Sandy Cove Rd Unit 502, Sarasota, FL 34242

/70
$925,000
- 2 Beds
- 2 Baths
- 1,144 Sq Ft
625 Beach Rd Unit 207, Sarasota, FL 34242

Rare opportunity to experience the ultimate Siesta Key lifestyle in this beautifully appointed, turnkey furnished 2-bedroom, 2-bathroom coveted end unit condo on the desirable second floor, perfectly positioned with direct access to Siesta Key Beach through the exclusive private Tivoli beach entrance. Be captivated by the stunning gulf views and spectacular sunsets from your updated unit

Pamela Wall MICHAEL SAUNDERS & COMPANY

625 Beach Rd Unit 207, Sarasota, FL 34242
/71
$6,900 per month
- 2 Beds
- 2 Baths
- 1,217 Sq Ft
- Condo for Rent
1269 Dockside Place Unit 115, Sarasota, FL 34242

THE BEST OF THE BEACH AND THE BAY!! Great canal front first floor condo with large deck! Best of both worlds - across the street from Siesta Beach and a gated bayside community open to the intracoastal. Large kitchen with granite countertops, open to living/dining room. Bonus Florida room with plantation shuttered sliders that recess for an open air concept. Two bedroom, each with it’s own bath.

Susan Brooks COLDWELL BANKER SUNSTAR REALTY

1269 Dockside Place Unit 115, Sarasota, FL 34242
/2
$1,960,000 Sold Apr 21, 2025
- 1,316 Sq Ft
- $1489/SF
- 26 Days On Market
- 3 Beds
- 2 Baths
- Built 1980
420 Beach Rd Unit 407, Sarasota, FL 34242

Step into the realm of unparalleled luxury at this one-of-a-kind organic modern beachfront condo, a meticulously designed and professionally finished residence that has been transformed down to the framing by the designer and builder as their personal home. Offered fully furnished, this 3-bedroom, 2-bathroom masterpiece boasts a coveted Gulf-front location with expansive water views and private

Anthony Dalesandro BRIGHT REALTY

420 Beach Rd Unit 407, Sarasota, FL 34242

/46
Est $1,396,283 Not Listed For Sale
- 3 Beds
- 3 Baths
- 1,898 Sq Ft
22 Sandy Cove Rd Unit 501, Sarasota, FL 34242

22 Sandy Cove Rd Unit 501, Sarasota, FL 34242

/29
$925,000
- 2 Beds
- 2 Baths
- 1,361 Sq Ft
5780 Midnight Pass Rd Unit 410, Sarasota, FL 34242

Welcome to Siesta Keys most prestigious resort community. This end unit is full of natural sunlight with views of lakes, fountains, 2 swimming pool, beach and the beautiful Gulf of Mexico. Gulf & Bay Club is 32 acres of gated resort grounds with 800 sq. ft. of pristine, private beach. Amenities include 3 heated swimming pools, tennis, pickleball, saunas, electric car charging stations, new

Carol Thomas MICHAEL SAUNDERS & COMPANY

5780 Midnight Pass Rd Unit 410, Sarasota, FL 34242
/36
$7,000 per month
- 1 Bed
- 1 Bath
- 600 Sq Ft
- Condo for Rent
6006 Midnight Pass Rd Unit 15, Sarasota, FL 34242

No roads to cross to get to the beach! Just listed- clean and cheery one bedroom/one bath condo in Casa Mar is ready for your beach stay! Covered parking, on-site community laundry rooms, and heated pool are just some of the amenities this Association has to offer. A recently added security gate adds value. This condo is ready for your stay- includes linens & beach towels. Pack your suit and

Robert Bevington SHOWTIME REALTY

6006 Midnight Pass Rd Unit 15, Sarasota, FL 34242
/2
$415,000 Sold Apr 18, 2025
- 1,577 Sq Ft
- $263/SF
- 0 Days On Market
- 2 Beds
- 2 Baths
- Built 1972
782 Birdsong Ln, Sarasota, FL 34242

Opportunity knocks in one of the most sought-after locations on Siesta Key! This prime property offers the perfect chance to create your ideal coastal retreat. Situated just moments from world-famous Siesta Key Beach, this lot presents a blank canvas for a stunning new build or a visionary renovation.Currently, the property features a 2-bed, 2-bath home, which has been stripped to the studs

Joey Lamielle RE/MAX ALLIANCE GROUP

782 Birdsong Ln, Sarasota, FL 34242

/40
Est $1,291,321 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,564 Sq Ft
19 Whispering Sands Dr Unit 1202, Sarasota, FL 34242

19 Whispering Sands Dr Unit 1202, Sarasota, FL 34242

/50
$2,800,000 Open Sun 1PM - 3PM
- 3 Beds
- 3.5 Baths
- 2,468 Sq Ft
5024 Commonwealth Dr, Sarasota, FL 34242

Nestled in the quaint neighborhood along the Grand Canal on Siesta Key, this Key West style home offers the perfect blend of old-world charm and modern living. This exceptionally well-appointed custom-built home is being offered turnkey. The home's grand entrance welcomes you through a covered porch that leads to an oversized foyer. You are greeted with a spectacular open floor plan, where an

Gabi Charity CHARITY & WEISS INTERNATIONAL LLC

5024 Commonwealth Dr, Sarasota, FL 34242
/30
$4,995 per month
- 2 Beds
- 2 Baths
- 1,337 Sq Ft
- Condo for Rent
5770 Midnight Pass Rd Unit 405, Sarasota, FL 34242

Immaculate well maintained 2 beds 2 bath condo situated in the desirable Gulf & Bay Club on Siesta Key. This 4th floor unit is meticulously maintained and tastefully decorated. Amenities include three pools, saunas, fitness center, tennis, basketball, racquetball, & 24hr security. A must see! Wake up to views of the Gulf and enjoy living your Siesta Key dream. Available for annual rent at $4,500

Pamala Casey CASEY REALTY CORPORATION

5770 Midnight Pass Rd Unit 405, Sarasota, FL 34242
/2
$3,100,000 Sold Apr 18, 2025
- 2,533 Sq Ft
- $1224/SF
- 76 Days On Market
- 3 Beds
- 3 Baths
- Built 2017
601 Lotus Ln, Sarasota, FL 34242

Indulge in the epitome of waterfront luxury living at this exceptional custom-built residence on Siesta’s grand canal, a five-minute boat ride to open water. Crafted by NC Ferguson with meticulous attention to detail and completed in 2017, this three-bedroom plus office home blends sleek contemporary finishes with comforting style, offering peace of mind with recent hurricane specifications,

Roger Pettingell COLDWELL BANKER REALTY

601 Lotus Ln, Sarasota, FL 34242

/39
Est $1,897,553 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,234 Sq Ft
340 Canal Rd Unit B, Sarasota, FL 34242

340 Canal Rd Unit B, Sarasota, FL 34242

/50
$2,600,000
- 4 Beds
- 3.5 Baths
- 2,927 Sq Ft
5181 Sandy Shore Ave, Sarasota, FL 34242

Tucked away at the end of a quiet cul-de-sac on Siesta Key, this well-kept four-bedroom, three-and-a-half-bathroom pool home offers an easygoing waterfront lifestyle with access to the Gulf of Mexico. Set on a corner canal lot with water on two sides and 286 feet of frontage, the property feels private and peaceful, surrounded by the calm beauty of the water. With 2,927 square feet of living

Shasta DeGraw REALTY ONE GROUP MVP

5181 Sandy Shore Ave, Sarasota, FL 34242
/23
$2,500 per month
- 1 Bed
- 1 Bath
- 656 Sq Ft
- Condo for Rent
111 Pass Key Rd Unit 111, Sarasota, FL 34242

Welcome to your perfect beach getaway with this 1 Bedroom 1 Bath Condo in Sandy Cove II, located in beautiful Sarasota, FL. This cozy condo offers a serene escape with a partial ocean view, private beach access, and a fishing pier for those who love to cast a line. Enjoy the convenience of in-unit laundry and make use of the outdoor BBQ for al fresco dining. The clubhouse is perfect for social

Ray Shope ROSEBAY INTERNATIONAL REALTY, INC

111 Pass Key Rd Unit 111, Sarasota, FL 34242
/2
$1,600,000 Sold Apr 16, 2025
- 2,200 Sq Ft
- $727/SF
- 49 Days On Market
- 3 Beds
- 3 Baths
- Built 1981
6283 Midnight Pass Rd Unit 6283, Sarasota, FL 34242

Discover this RARE and exquisite waterfront condominium home with deeded beach access on Siesta Key! Offering over 36 feet of unparalleled intracoastal water views, this masterpiece is located at Excelsior Beach to Bay. This furnished 3-bedroom, 3-bathroom end-unit residence is situated above your private 2-CAR GARAGE and is located directly on the intracoastal waterway. With hurricane impact

Angela Lista MICHAEL SAUNDERS & COMPANY

6283 Midnight Pass Rd Unit 6283, Sarasota, FL 34242

/46
Est $713,246 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,120 Sq Ft
1166 W Peppertree Dr Unit 112, Sarasota, FL 34242

1166 W Peppertree Dr Unit 112, Sarasota, FL 34242

/67
$1,995,000 Open Sun 12PM - 3PM
- 3 Beds
- 3.5 Baths
- 2,756 Sq Ft
436 Canal Rd Unit A, Sarasota, FL 34242

Welcome to 436 Canal Road, a beautifully appointed 3-bedroom, 3.5-bathroom retreat with 2,756 square feet of luxury living, just a short walk to world-famous Siesta Key Beach and the lively Siesta Key Village. This turnkey furnished home is a rare find with strong investment potential—projected to generate over $180,000 annually in rental income(approved for STR). From the moment you enter,

Vincent LaMaida COLDWELL BANKER REALTY

436 Canal Rd Unit A, Sarasota, FL 34242
/45
$17,000 per month
- 2 Beds
- 2 Baths
- 1,008 Sq Ft
- Condo for Rent
6006 Midnight Pass Rd Unit 36, Sarasota, FL 34242

Beachfront Bliss at Casa Mar – Siesta KeyDiscover this beautifully updated two-bedroom, two-bathroom beachfront condo in Casa Mar, offering direct access to Crescent Beach, a serene and less crowded alternative to Siesta Key’s main beach.Why You’ll Love This Condo:Prime Beachfront Location – Step right onto the powdery white sands of Crescent BeachClassic Coastal Charm

Robert Bevington SHOWTIME REALTY

6006 Midnight Pass Rd Unit 36, Sarasota, FL 34242
/2
$615,000 Sold Apr 16, 2025
- 1,352 Sq Ft
- $455/SF
- 222 Days On Market
- 2 Beds
- 2 Baths
- Built 1981
1125 Lake House Cir Unit C112, Sarasota, FL 34242

** THIS HOME WAS NOT AFFECTED BY THE PAST STORMS AND IS MOVE IN READY! ** BREATHTAKING WATERFRONT CONDO WITH PANORAMIC LAKE VIEWS LOCATED ACROSS THE STREET FROM SIESTA KEY BEACH! This stunning condo is everything you have been looking for. The high ceilings, large sliding glass doors and bi-level floor plan gives this home a light, bright and open feeling. When you walk in you will be pleasantly

Kayla Lamb NEXTHOME EXCELLENCE

1125 Lake House Cir Unit C112, Sarasota, FL 34242

/92
Est $542,751 Not Listed For Sale
- 1 Bed
- 1 Bath
- 561 Sq Ft
25 Sandy Cove Rd Unit 1-H, Sarasota, FL 34242

25 Sandy Cove Rd Unit 1-H, Sarasota, FL 34242

/57
$3,200,000
- 4 Beds
- 4 Baths
- 2,854 Sq Ft
238 Island Cir, Sarasota, FL 34242

Welcome to your dream island retreat, perfectly nestled in the heart of Siesta Key’s Palm Island, just minutes away from the world-famous Siesta Beach and vibrant Siesta Village. This beautifully renovated 4-bedroom, 4-bathroom home is the epitome of coastal luxury, offering the ultimate island lifestyle where you can enjoy sun, sand, and all the amenities of this exclusive locale. Meticulously

Thomas Cail RE/MAX ALLIANCE GROUP

238 Island Cir, Sarasota, FL 34242
/9
$3,950 per month
- 2 Beds
- 2 Baths
- 1,626 Sq Ft
- Condo for Rent
4708 Ocean Blvd Unit E2, Sarasota, FL 34242

ENJOY INCREDIBLE SUNSETS AND BREATHTAKING VIEWS OF BIG PASS AND DOWNTOWN FROM TWO LARGE BALCONIES, ONE ENCLOSED AND ONE OPEN-AIR! UNIT INCLUDES DESIGNER KITCHEN WITH GRANITE COUNTERS, UPDATED BATHROOM, MARBLE FLOORING, NEW GE PROFILE APPLIANCES, REFRIGERATOR, RANGE, MICROWAVE, AND DISHWASHER. LARGE 2 CAR GARAGE WITH STORAGE CABINETS. CLOSE PROXIMITY TO RESTAURANTS AND SHOPS OF SIESTA VILLAGE.

Curt Cogan COGAN REALTY LLC

4708 Ocean Blvd Unit E2, Sarasota, FL 34242
/2
$470,000 Sold Apr 15, 2025
- 1,101 Sq Ft
- $427/SF
- 40 Days On Market
- 2 Beds
- 2 Baths
- Built 1974
6157 Midnight Pass Rd Unit E43, Sarasota, FL 34242

Condo being sold Turn-Key! Welcome to Paradise on Siesta Key!This charming 2-bedroom, 2-bathroom condo offers 1,101 square feet of coastal living at its finest. Nestled in the heart of Siesta Key, this home is perfect for those seeking a relaxing island retreat or an ideal investment opportunity.Step inside to discover an open kitchen with granite countertops, a convenient

Frank Harris COAST 2 COAST HOME REALTY, PLLC

6157 Midnight Pass Rd Unit E43, Sarasota, FL 34242

/47
Est $2,204,817 Not Listed For Sale
- 4 Beds
- 4.5 Baths
- 4,358 Sq Ft
6906 Bochi Cir, Sarasota, FL 34242

6906 Bochi Cir, Sarasota, FL 34242

/21
$2,000,000
- 3 Beds
- 3 Baths
- 2,496 Sq Ft
5033 Oxford Dr, Sarasota, FL 34242

TWO BUILDABLE LOTS! Incredible opportunity to build your dream home—or two—on Siesta Key’s iconic Grand Canal. This exceptional waterfront property is located on picturesque Oxford Street, a charming canopy road with direct boating access to Sarasota Bay, the Intracoastal Waterway, and the Gulf of Mexico. Features include an updated seawall cap, a rare covered boat slip and lush, tropical

Jackie Eberley COLDWELL BANKER REALTY

5033 Oxford Dr, Sarasota, FL 34242
/84
$16,000 per month
- 3 Beds
- 2 Baths
- 1,704 Sq Ft
- House for Rent
327 Avenida Milano, Sarasota, FL 34242

Welcome to this amazing Siesta Key vacation home! This beautiful 3 bed/2 bath canal-front beach home is ideally located just a short stroll to Siesta Key Village, with its array of shops, dining options, and entertainment. Situated on a quiet residential street, this home has so much to offer. As you enter this exquisite home, you will find original and restored terrazzo floors, wood beams with

Chrissie Cummings JENNETTE PROPERTIES INC

327 Avenida Milano, Sarasota, FL 34242
/2
$2,100,000 Sold Apr 14, 2025
- 2,758 Sq Ft
- $761/SF
- 64 Days On Market
- 3 Beds
- 3.5 Baths
- Built 1990
3927 Somerset Dr, Sarasota, FL 34242

This gorgoeus home is being sold FULLY furnished, has a dedicated boat dock/lift, pool, private elevator, in a gated community! Somerset Cove is located on the coveted north end of the world-famous Siesta Key, in Sarasota, FL just a short distance to Shell Beach. This premier community, with only eleven (11) homes on property, is island living at its finest! As you pass through the electronic

Patrick Dipinto, III COLDWELL BANKER REALTY

3927 Somerset Dr, Sarasota, FL 34242

/17
Est $1,520,915 Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,292 Sq Ft
6912 Bochi Cir, Sarasota, FL 34242

6912 Bochi Cir, Sarasota, FL 34242

/74
$799,000
- 2 Beds
- 2 Baths
- 1,174 Sq Ft
777 Beach Rd Unit 1B, Sarasota, FL 34242

Experience the epitome of beachside living! Imagine waking up to the soft sound of waves and the scent of salt air. This is life in Siesta Key Beach. This fully furnished two-bedroom, two-bath condominium is positioned in the sought-after community of Crescent Royale directly across from Siesta Key’s world-renowned powdery sand beaches. Designed for those who value luxury and laid-back coastal

Trish Chandler PREMIER SOTHEBYS INTL REALTY

777 Beach Rd Unit 1B, Sarasota, FL 34242
/81
$9,000 per month
- 2 Beds
- 2 Baths
- 1,435 Sq Ft
- Condo for Rent
4822 Ocean Blvd Unit 2F, Sarasota, FL 34242

Gulf Views!!Siesta Key!This 2/2 condo is close to restaurants and outdoor recreation! This captivating 2-bedroom, 2-bathroom condominium is found in Siesta Towers in Siesta Key. The complex is an easy pedestrian distance to Siesta Key Village, and convenient to Siesta Key Beach. The interior welcomes you with stylish fixtures blending seamlessly with bounteous window light and neutral decor. The

Jane Hunter JENNETTE PROPERTIES INC

4822 Ocean Blvd Unit 2F, Sarasota, FL 34242
/2
$870,000 Sold Apr 14, 2025
- 1,361 Sq Ft
- $639/SF
- 79 Days On Market
- 2 Beds
- 2 Baths
- Built 1979
5780 Midnight Pass Rd Unit 408, Sarasota, FL 34242

RESORT STYLE LIVING IN THIS EXQUISITELY RENOVATED 2-BEDROOM/2-BATH CONDO. THE LANAI FRAMES THE VIEW OF THE SPARKLING WATERS OF GULF OF MEXICO & AMAZING SUNSETS. OPEN FLOOR PLAN WITH SPACIOUS LIVING ROOM/DINING ROOM WITH SLIDERS TO THE LANAI. KITCHEN FEATURES QUARTZ COUNTERS, ALL STAINLESS STEEL APPLIANCES, DECORATIVE TILE BACKSPLASH & WOOD PAINTED CABINETRY WITH ADJACENT BREAKFAST ROOM. LARGE

Betsy Campbell MICHAEL SAUNDERS & COMPANY

5780 Midnight Pass Rd Unit 408, Sarasota, FL 34242

/68
Est $633,696 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,271 Sq Ft
101 Whispering Sands Dr Unit 204TRO, Sarasota, FL 34242

101 Whispering Sands Dr Unit 204TRO, Sarasota, FL 34242

Showing Results 41 - 80, Page 2 of 18

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