Siesta Key, FL Homes

/66
$525,000
- 2 Beds
- 2 Baths
- 1,200 Sq Ft
4660 Ocean Blvd Unit Q1, Sarasota, FL 34242

PRICED TO SELL! New hurricane-impact sliders have been ordered and will be installed prior to closing. Experience million-dollar, direct Gulf views from this ground floor condominium in the sought after community of Sea Village on Siesta Key. Enjoy sunsets every evening from your private lanai, just steps from the shoreline and minutes from one of the world’s top beaches. This 2-bedroom, 2-bath

Halie Monde KW COASTAL LIVING III

4660 Ocean Blvd Unit Q1, Sarasota, FL 34242
/49
$10,500 Per Month
- 2 Beds
- 2 Baths
- 1,270 Sq Ft
- Condo for Rent
5963 Midnight Pass Rd Unit 332, Sarasota, FL 34242

Welcome to your perfect Siesta Key getaway! This beautifully updated 2-bedroom, 2-bath end-unit condo in the Palm Bay Club offers stunning bay views, a bright, open interior, and resort-style amenities—just steps from the Bayfront pool.At 1,270 sq. ft., this is one of the largest condos in Palm Bay. You'll love the driftwood-style cabinetry, quartz countertops, and stainless steel appliances

Robert Bevington SHOWTIME REALTY

5963 Midnight Pass Rd Unit 332, Sarasota, FL 34242
/2
$650,000 Sold Jul 14, 2025

4510 Banan Place, Sarasota, FL 34242
- Land
- 10,454 Sq Ft
- $2,708,333 per Acre
Last Sold Summary
- 13% Below List Price
- 163 Days On Market
Last Listing Agent Michelle Shiver KELLER WILLIAMS ON THE WATER S

4510 Banan Place, Sarasota, FL 34242

/2
Est $513,289 Not Listed For Sale

1048 W Peppertree Ln Unit 118B, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 975 Sq Ft
- Built 1974
1048 W Peppertree Ln Unit 118B, Sarasota, FL 34242

Last Sold Summary
- 1% Below List Price
- $533/SF
- 36 Days On Market
- Last Sold Price $520,000
- Mar 26, 2025
Last Listing Agent Marc Rasmussen CORCORAN DWELLINGS REALTY

/100
$2,249,000
- 4 Beds
- 3 Baths
- 3,541 Sq Ft
5012 Higel Ave, Sarasota, FL 34242

One or more photo(s) has been virtually staged. Discover this FULLY RENOVATED four-bedroom, three-bathroom sanctuary spanning 3,541 square feet, where luxury living meets WATERFRONT tranquility. Situated on almost a half acre lot, with rear views facing west for colorful sunsets, this meticulously crafted residence boasts a heated pool, a floating dock and long seawall inviting water enthusiasts

Rachelle Tirey PREFERRED SHORE LLC

5012 Higel Ave, Sarasota, FL 34242
/49
$5,000 Per Month
- 2 Beds
- 2 Baths
- 1,389 Sq Ft
- Condo for Rent
1355 S Portofino Dr Unit 103, Sarasota, FL 34242

Discover this exceptional 2-bedroom, 2-bathroom condo, perfectly positioned for the ultimate Florida coastal escape. Step out onto your dual balconies—one on the side and one in the back—offering breathtaking, unobstructed views of the serene Intracoastal Waterway. Watch boats glide by, spot dolphins playing, and soak in stunning the stunning views from your own private vantage points.This

Alison Kanter DANIELLE GLADDING & CO. REALTY

1355 S Portofino Dr Unit 103, Sarasota, FL 34242
/2
$680,000 Sold Jun 12, 2025

1155 Lake House Cir Unit C119, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,352 Sq Ft
- Built 1981
Last Sold Summary
- $503/SF
- 8 Days On Market
Current Estimated Value $667,640

Last Listing Agent Jennifer Putnam COLDWELL BANKER SARASOTA CENT.

1155 Lake House Cir Unit C119, Sarasota, FL 34242

/77
Est $650,868 Not Listed For Sale

6145 Midnight Pass Rd Unit F-1, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,068 Sq Ft
- Built 1968
6145 Midnight Pass Rd Unit F-1, Sarasota, FL 34242

Last Sold Summary
- 9% Below List Price
- $669/SF
- 20 Days On Market
- Last Sold Price $715,000
- May 17, 2024
Last Listing Agent Suki Scollo COLDWELL BANKER REALTY

/32
$595,000
- 1 Bed
- 1 Bath
- 728 Sq Ft
5830 Midnight Pass Rd Unit 52, Sarasota, FL 34242

An investor’s dream! Discover unbeatable income potential with this fully renovated 1 bed, 1 bath condo at Jamaica Royale—a proven high-performing rental generating up to $58,000 annually and already secured with over $30,000 in bookings for 2026. Whether you're seeking a profitable income property, a personal beach retreat, or both, this turnkey unit is positioned to deliver.The spacious

Noelle Vihrachoff KELLER WILLIAMS ON THE WATER S

5830 Midnight Pass Rd Unit 52, Sarasota, FL 34242
/22
$8,000 Per Month
- 2 Beds
- 2 Baths
- 1,319 Sq Ft
- Condo for Rent
6044 W Peppertree Way Unit 233B, Sarasota, FL 34242

This property is a 30 night minimum. Welcome to your perfect vacation retreat! This beautifully appointed 3-bedroom, 2-bathroom condo offers the ideal blend of comfort, style, and convenience. Situated in a prime location, this property provides the perfect base for your getaway, whether you’re seeking relaxation, adventure, or a little of both. Step inside to find a spacious open-concept living

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6044 W Peppertree Way Unit 233B, Sarasota, FL 34242
/2
$729,000 Sold Oct 17, 2025

1240 Siesta Bayside Dr Unit 1240C, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,280 Sq Ft
- Built 1988
Last Sold Summary
- 6% Below List Price
- $570/SF
- 96 Days On Market
Current Estimated Value $713,460

Last Listing Agent Gina LaRouche COLDWELL BANKER REALTY

1240 Siesta Bayside Dr Unit 1240C, Sarasota, FL 34242

/66
Est $552,442 Not Listed For Sale

23 Sandy Cove Rd Unit B1-G, Sarasota, FL 34242
- 1 Bed
- 1 Bath
- 561 Sq Ft
- Built 1967
23 Sandy Cove Rd Unit B1-G, Sarasota, FL 34242

Last Sold Summary
- 21% Below List Price
- $1,246/SF
- 24 Days On Market
- Last Sold Price $699,000
- Apr 15, 2024
Last Listing Agent Judith Guzzi JUDITH GUZZI & ASSOCIATES LLC

/27
$598,000
- 1 Bed
- 1.5 Baths
- 728 Sq Ft
5830 Midnight Pass Rd Unit 63, Sarasota, FL 34242

Experience the best of Gulf-side living in this beautifully renovated 1-bed, 1.5-bath condo on Siesta Key — just steps from the world-famous quartz-sand beaches of Siesta Key. Completely updated from top to bottom, this turnkey coastal retreat features brand-new designer furniture and appliances, making it move-in or rental-ready from the moment you arrive. The spacious layout includes a highly

Noelle Vihrachoff KELLER WILLIAMS ON THE WATER S

5830 Midnight Pass Rd Unit 63, Sarasota, FL 34242
/10
$7,500 Per Month
- 2 Beds
- 2 Baths
- 1,064 Sq Ft
- House for Rent
6154 Midnight Pass Rd Unit 11, Sarasota, FL 34242

This comfortable large 2 bedrooms 2 bathrooms villa is just steps away from Casa Blanca. Steps to the the white pristine beach voted #1 and the over sized pool for a cool dip. This villa comfortably sleeps up to 4 with a king size and 2 twin beds. Shopping and restaurants within steps or ride the trolley into Siesta Key Village or south to Turtle Beach. Come relax and enjoy the gulf breezes in

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6154 Midnight Pass Rd Unit 11, Sarasota, FL 34242
/2
$460,000 Sold Dec 04, 2025

5649 Midnight Pass Rd Unit 804, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,012 Sq Ft
- Built 1975
Last Sold Summary
- 4% Below List Price
- $455/SF
- 92 Days On Market
Current Estimated Value $463,437

Last Listing Agent Janet Trefry RE/MAX ALLIANCE GROUP

5649 Midnight Pass Rd Unit 804, Sarasota, FL 34242

/41
Est $662,557 Not Listed For Sale

141 Avenida Messina Unit 3, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,016 Sq Ft
- Built 1966
141 Avenida Messina Unit 3, Sarasota, FL 34242

Last Sold Summary
- 12% Below List Price
- $741/SF
- 1 Day On Market
- Last Sold Price $752,500
- Mar 05, 2024
Last Listing Agent Judie Berger PREMIER SOTHEBY'S INTERNATIONAL REALTY

/73
$5,985,000
- 5 Beds
- 7 Baths
- 6,928 Sq Ft
5132 Jungle Plum Rd, Sarasota, FL 34242

Positioned along a deepwater canal in the private, tree-lined enclave of Hidden Harbor on Siesta Key, this remarkable estate captures the essence of timeless coastal architecture and elevated Florida living. With a design that transcends trends and nearly 7,000 square feet of thoughtfully curated interiors, the home embodies a sense of enduring sophistication, where natural materials, warm

Joel Schemmel DOUGLAS ELLIMAN

5132 Jungle Plum Rd, Sarasota, FL 34242
/21
$8,970 Per Month
- 2 Beds
- 2 Baths
- 1,260 Sq Ft
- House for Rent
6020 Midnight Pass Rd Unit 22, Sarasota, FL 34242

Villa 22 at Aloha Kai is where memories are made while spending time at the beach with family and friends, offering the perfect spacious setting. Its open floor plan fosters conversation and connection, encouraging moments away from screens. After a day of sunshine and sandy toes, gather in the updated kitchen, featuring a casual dining bar designed to invite everyone to join in meal preparation.

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6020 Midnight Pass Rd Unit 22, Sarasota, FL 34242
/2
$865,000 Sold Mar 05, 2026

315 Avenida de Paradisio, Sarasota, FL 34242
- 3 Beds
- 2 Baths
- 1,464 Sq Ft
- Built 1971
Last Sold Summary
- 9% Below List Price
- $591/SF
- 105 Days On Market
Current Estimated Value $949,618

Last Listing Agent Jason Skowronski COMPASS FLORIDA LLC

315 Avenida de Paradisio, Sarasota, FL 34242

/2
Est $944,153 Not Listed For Sale

1315 Siesta Bayside Dr Unit B, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,660 Sq Ft
- Built 1988
1315 Siesta Bayside Dr Unit B, Sarasota, FL 34242

Last Sold Summary
- 1% Below List Price
- $577/SF
- 124 Days On Market
- Last Sold Price $958,000
- Jul 31, 2024
Last Listing Agent Katy McBrayer PREMIER SOTHEBY'S INTERNATIONAL REALTY

/49
$1,072,000
- 3 Beds
- 2 Baths
- 2,168 Sq Ft
611 Venice Ln, Sarasota, FL 34242

Island living meets easy everyday comfort in this turnkey furnished Siesta Key pool home. With 3 bedrooms, 2 bathrooms, approximately 2,168 square feet of living space and a 2-car garage, there is room for full-time living, a vacation getaway, or a high-demand rental.Built of concrete block, this Ruth Richmond home offers peace of mind with major updates already done: brand new metal roof

Christine Pope MICHAEL SAUNDERS & COMPANY

611 Venice Ln, Sarasota, FL 34242
/57
$7,900 Per Month
- 2 Beds
- 2 Baths
- 1,200 Sq Ft
- Property for Rent
4660 Ocean Blvd Unit N1, Sarasota, FL 34242

Escape to Paradise on Siesta Key! Your dream seasonal getaway awaits at 4660 Ocean Blvd Unit N1, Sarasota, FL 34242. Immerse yourself in the tranquil beauty of the Gulf Coast, where pristine sands meet crystal-clear waters.This exquisite 2-bedroom, 2-bathroom condo is your ticket to an unforgettable retreat. Step into your sun-drenched sanctuary, tastefully furnished to embody comfort and

Robert Bevington SHOWTIME REALTY

4660 Ocean Blvd Unit N1, Sarasota, FL 34242
/2
$800,000 Sold Dec 19, 2025

6300 Midnight Pass Rd Unit 2, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,296 Sq Ft
- Built 1969
Last Sold Summary
- 6% Below List Price
- $617/SF
- 127 Days On Market
Current Estimated Value $790,814

Last Listing Agent Mike Warm PREMIER SOTHEBY'S INTERNATIONAL REALTY

6300 Midnight Pass Rd Unit 2, Sarasota, FL 34242

/2
Est $2,714,826 Not Listed For Sale

1358 Roberts Bay Ln, Siesta Key, FL 34242
- 4 Beds
- 6 Baths
- 5,034 Sq Ft
- Built 1978
1358 Roberts Bay Ln, Siesta Key, FL 34242

Last Sold Summary
- 4% Above List Price
- $516/SF
- 0 Days On Market
- Last Sold Price $2,600,000
- Feb 24, 2025
Last Listing Agent Judie Berger PREMIER SOTHEBY'S INTERNATIONAL REALTY

/56
$1,995,000
- 3 Beds
- 2.5 Baths
- 2,233 Sq Ft
5155 Hidden Harbor Rd, Sarasota, FL 34242

Nearly 200 feet of deep-water frontage in the prestigious Hidden Harbor enclave of Siesta Key—no bridges, quick access to Roberts Bay and the Gulf of America. Move-in ready and never flooded.Enjoy island living in this private waterfront setting surrounded by multi-million dollar estates. Lush, canopy-lined brick paver streets, wide water views, no through streets, and excellent boating

Matt Buttner LIST NOW REALTY, LLC

5155 Hidden Harbor Rd, Sarasota, FL 34242
/14
$8,970 Per Month
- 2 Beds
- 2 Baths
- 1,064 Sq Ft
- House for Rent
6154 Midnight Pass Rd Unit B02, Sarasota, FL 34242

Find your Happy Place here in this LARGE 2 bedroom/2 bathroom, private entrance villa. There is new granite in the kitchen which is fully equipped. The master bedroom is furnished with a king size bed. The master vanity for the ladies comes with a hairdryer. The master bath features a walk-in shower with new tile and granite, all new from top to bottom. The second bedroom provides two double

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6154 Midnight Pass Rd Unit B02, Sarasota, FL 34242
/2
$4,000,000 Sold Jun 26, 2025

645 Beach Rd, Siesta Key, FL 34242
- 4,989 Sq Ft
- Built 2018
Last Sold Summary
- 19% Below List Price
- $802/SF
- 441 Days On Market
Current Estimated Value $3,873,046

Last Listing Agent Cole Collins COLDWELL BANKER REALTY

645 Beach Rd, Siesta Key, FL 34242

/68
Est $548,518 Not Listed For Sale

1600 Cove II Place Unit 421, Sarasota, FL 34242
- 2 Beds
- 1.5 Baths
- 860 Sq Ft
- Built 1979
1600 Cove II Place Unit 421, Sarasota, FL 34242

Last Sold Summary
- 6% Below List Price
- $677/SF
- 4 Days On Market
- Last Sold Price $582,000
- Mar 11, 2024
Last Listing Agent Brian Livesey WATERSIDE REALTY LLC

/77
$3,549,000 New Construction
- 3 Beds
- 4.5 Baths
- 3,034 Sq Ft
5103 Windward Ave, Sarasota, FL 34242

Completed new construction! Built safely and securely ten feet above the island’s flood plain, 5103 Windward is unparalleled new construction with saltwater boating access to the Intracoastal Waterway and Gulf beyond. Along the water’s edge, this homesite spans nearly 1/3 acre on the Grand Canal with 90 ft. of new seawall. The central Siesta Key location makes getting to the spectacular white

Karen Greco GRECO REAL ESTATE

5103 Windward Ave, Sarasota, FL 34242
/50
$8,000 Per Month
- 2 Beds
- 2 Baths
- 1,645 Sq Ft
- Condo for Rent
1315 Siesta Bayside Dr Unit 1315B, Sarasota, FL 34242

Welcome to this stunning 2-bedroom, 2-bathroom lakefront condo located on the second floor in Gulf and Bay Bayside, Siesta Key. This two-story retreat features two primary bedrooms, each with a luxurious king-size bed, spacious walk-in closets, and beautifully appointed bathrooms with walk-in showers. In the second floor primary bedroom there is additional sleeping accommodations with a full-size

Andy Moore GULF COAST REALTY & MANAGEMENT

1315 Siesta Bayside Dr Unit 1315B, Sarasota, FL 34242
/2
$2,500,000 Sold Apr 15, 2026

5770 Midnight Pass Rd Unit 608, Sarasota, FL 34242
- 3 Beds
- 2.5 Baths
- 2,085 Sq Ft
- Built 1980
Last Sold Summary
- $1,199/SF
- 3 Days On Market
Current Estimated Value $2,118,713

Last Listing Agent Sylvia Wilk PREFERRED SHORE LLC

5770 Midnight Pass Rd Unit 608, Sarasota, FL 34242

/42
Est $789,893 Not Listed For Sale

5966 Midnight Pass Rd Unit G-62, Sarasota, FL 34242
- 1 Bed
- 1 Bath
- 816 Sq Ft
- Built 1970
5966 Midnight Pass Rd Unit G-62, Sarasota, FL 34242

Last Sold Summary
- 15% Below List Price
- $1,134/SF
- Last Sold Price $925,000
- Feb 06, 2024
Last Listing Agent Charles Totonis PREMIER SOTHEBY'S INTERNATIONAL REALTY

/50
$2,200,000
- 4 Beds
- 2 Baths
- 2,073 Sq Ft
589 Commonwealth Ln, Sarasota, FL 34242

Welcome to your canal front pool home on beautiful Siesta Key. It is a 4 bedroom,2 full bathroom home on approximately .24 acres (10,623 sq ft).It was built in 1972 and now rebuilt in 2026. The house is 2,154 sq ft under air with a 2 car garage which is 462 sq ft. There are brand new Champion windows and sliders,throughout all hurricane impact resistant. The new HVAC system was put in in 2024,

June Mceleavy PREMIER PLUS REALTY

589 Commonwealth Ln, Sarasota, FL 34242
/26
$5,370 Per Month
- 1 Bed
- 1 Bath
- 600 Sq Ft
- House for Rent
6006 Midnight Pass Rd Unit 63, Sarasota, FL 34242

Starting at $179/night! Welcome to your vibrant beachside retreat! This inviting 1-bedroom, 1-bathroom condo is the perfect gateway to both relaxation and adventure. Prepare delicious meals in the fully equipped kitchen and enjoy them in the cozy nearby dining area. Convenience is a priority with your own private carport just steps from the door. At Casa Mar, indulge in resort-style amenities

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6006 Midnight Pass Rd Unit 63, Sarasota, FL 34242
/2
$1,500,000 Sold Dec 01, 2025

1038 Contento St, Sarasota, FL 34242
- 3 Beds
- 2 Baths
- 2,217 Sq Ft
- Built 1972
Last Sold Summary
- 13% Below List Price
- $677/SF
- 169 Days On Market
Current Estimated Value $1,500,144

Last Listing Agent Sara Leicht SARASELLSSARASOTA.COM

1038 Contento St, Sarasota, FL 34242

/43
Est $688,019 Not Listed For Sale

5963 Midnight Pass Rd Unit 362, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,270 Sq Ft
- Built 1974
5963 Midnight Pass Rd Unit 362, Sarasota, FL 34242

Last Sold Summary
- 14% Below List Price
- $630/SF
- 29 Days On Market
- Last Sold Price $800,000
- Mar 04, 2024
Last Listing Agent Mary Beth Hudson COLDWELL BANKER REALTY

/67
$775,000
- 2 Beds
- 2 Baths
- 894 Sq Ft
6312 Midnight Pass Rd Unit 305S, Sarasota, FL 34242

Positioned directly on the sands of world-famous Siesta Key, this 2-bedroom, 2-bath en-suite condominium offers the perfect blend of personal getaway and income-producing investment. Fully furnished and thoughtfully configured for vacation living, this residence is already an active vacation rental with proven historical returns, making it an ideal opportunity for buyers seeking a property that

Ryndie Brusco MICHAEL SAUNDERS & COMPANY

6312 Midnight Pass Rd Unit 305S, Sarasota, FL 34242
/36
$9,300 Per Month
- 3 Beds
- 2 Baths
- 1,280 Sq Ft
- Condo for Rent
1272 Siesta Bayside Dr Unit 1272C, Sarasota, FL 34242

Spacious two bedroom/two full bathroom vacation rental at the Gulf and Bay Club Bayside. Private beach access – 5 minute walk. Tile floors throughout and completely re-decorated and furnished with many amenities for your family’s enjoyment. King bed in the master and two doubles in the guest room.*Taxes and fees not included.

Andy Moore GULF COAST REALTY & MANAGEMENT

1272 Siesta Bayside Dr Unit 1272C, Sarasota, FL 34242
/2
$1,250,000 Sold Apr 30, 2026

5770 Midnight Pass Rd Unit 404, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,337 Sq Ft
- Built 1980
Last Sold Summary
- 7% Below List Price
- $935/SF
- 37 Days On Market
Current Estimated Value $1,327,813

Last Listing Agent Tina Johns COLDWELL BANKER REALTY

5770 Midnight Pass Rd Unit 404, Sarasota, FL 34242

/73
Est $640,294 Not Listed For Sale

5600 Beach Way Dr Unit 215, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,259 Sq Ft
- Built 1970
5600 Beach Way Dr Unit 215, Sarasota, FL 34242

Last Sold Summary
- $508/SF
- 142 Days On Market
- Last Sold Price $640,000
- Jun 20, 2024
Last Listing Agent Anne Pfitzenreiter COLDWELL BANKER SARASOTA CENT.

Showing Results 161 - 200, Page 5 of 18

Florida Sarasota County Siesta Key

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Siesta Key, FL Homes

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