Homes in ZIP Code 34242

/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
/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
$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

/47
Est $2,245,299 Not Listed For Sale

6906 Bochi Cir, Sarasota, FL 34242
- 4 Beds
- 4.5 Baths
- 4,358 Sq Ft
- Built 2012
6906 Bochi Cir, Sarasota, FL 34242

Last Sold Summary
- 8% Above List Price
- $476/SF
- 228 Days On Market
- Last Sold Price $2,075,000
- May 02, 2023
Last Listing Agent Malia Smiley KELLY RIGHT REAL ESTATE

/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
/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
$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

/68
Est $638,946 Not Listed For Sale

101 Whispering Sands Dr Unit 204TRO, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,271 Sq Ft
- Built 1969
101 Whispering Sands Dr Unit 204TRO, Sarasota, FL 34242

Last Sold Summary
- 2% Below List Price
- $515/SF
- 51 Days On Market
- Last Sold Price $655,000
- Apr 26, 2024
Last Listing Agent Daria Fairchild COLDWELL BANKER 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
/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
$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

/84
Est $619,211 Not Listed For Sale

5600 Beach Way Dr Unit 113, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,282 Sq Ft
- Built 1970
5600 Beach Way Dr Unit 113, Sarasota, FL 34242

Last Sold Summary
- 14% Below List Price
- $560/SF
- 86 Days On Market
- Last Sold Price $717,500
- Dec 22, 2023
Last Listing Agent Lisa Garcia COLDWELL BANKER REALTY

/57
$1,399,000
- 2 Beds
- 2 Baths
- 1,667 Sq Ft
854 Norsota Way, Sarasota, FL 34242

Welcome to your dream family home on Bay Island, located on the premier north end of Siesta Key. This inviting 2-bedroom, 2-bathroom residence is nestled among beautiful homes on Norsota Way, one of Sarasota's most coveted streets, offering a perfect blend of comfort and elegance. Located in an exclusive neighborhood with multimillion-dollar homes, this property presents an incredible value

Wendy Egan MICHAEL SAUNDERS & COMPANY

854 Norsota Way, 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
$5,800,000 Sold Apr 07, 2026

3550 Flamingo Ave, Sarasota, FL 34242
- 4 Beds
- 6 Baths
- 4,711 Sq Ft
- Built 2025
Last Sold Summary
- 17% Below List Price
- $1,231/SF
- 676 Days On Market
Current Estimated Value $3,310,000

Last Listing Agent Barbara May MICHAEL SAUNDERS & COMPANY

3550 Flamingo Ave, Sarasota, FL 34242

/2
Est $700,645 Not Listed For Sale

8735 Midnight Pass Rd Unit 606B, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,357 Sq Ft
- Built 1980
8735 Midnight Pass Rd Unit 606B, Sarasota, FL 34242

Last Sold Summary
- 10% Below List Price
- $571/SF
- 49 Days On Market
- Last Sold Price $775,000
- Nov 07, 2024
Last Listing Agent Cynthia Bowers COLDWELL BANKER SARASOTA CENT.

/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
/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
$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

/2
Not Listed For Sale

915 Seaside Dr Unit 402, Weeks 28-29, Sarasota, FL 34242
- 2 Beds
- 3 Baths
- 1,750 Sq Ft
- Built 2009
915 Seaside Dr Unit 402, Weeks 28-29, Sarasota, FL 34242

Last Sold Summary
- $7/SF
- 159 Days On Market
- Last Sold Price $13,000
- Feb 12, 2025
Last Listing Agent Kelly Mooney DOUGLAS ELLIMAN

/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
/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
$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

/2
Est $1,380,943 Not Listed For Sale

312 Calle Miramar Unit S1, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,520 Sq Ft
- Built 2008
312 Calle Miramar Unit S1, Sarasota, FL 34242

Last Sold Summary
- 8% Below List Price
- $984/SF
- 1 Day On Market
- Last Sold Price $1,495,000
- Aug 05, 2024
Last Listing Agent Christa Spalding COLDWELL BANKER REALTY

/60
$2,249,000
- 4 Beds
- 2.5 Baths
- 2,774 Sq Ft
5361 Siesta Ct, Sarasota, FL 34242

Experience tranquility and peace of mind in Siesta Key! Located in the highly sought-after neighborhood of Siesta Cove, this 4-bedroom, 2.5-bath home has been meticulously maintained and generously updated. The current owners completed extensive renovations including a newly remodeled primary bathroom, a custom locally handcrafted iron front door, and stunning iron interior doors with switchable

David James CHARLES RUTENBERG REALTY INC

5361 Siesta Ct, 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
$2,025,000 Sold Apr 10, 2026

7665 Sanderling Rd, Sarasota, FL 34242
- 3 Beds
- 3.5 Baths
- 2,766 Sq Ft
- Built 1953
Last Sold Summary
- 37% Below List Price
- $732/SF
- 541 Days On Market
Current Estimated Value $2,310,889

Last Listing Agent Joel Schemmel DOUGLAS ELLIMAN

7665 Sanderling Rd, Sarasota, FL 34242

/2
Est $477,538 Not Listed For Sale

110 Vista Hermosa Cir Unit 304, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 980 Sq Ft
- Built 1971
110 Vista Hermosa Cir Unit 304, Sarasota, FL 34242

Last Sold Summary
- 10% Below List Price
- $542/SF
- 12 Days On Market
- Last Sold Price $531,000
- Aug 20, 2024
Last Listing Agent Denise Barbato COLDWELL BANKER REALTY

/43
$1,745,000
- 3 Beds
- 3 Baths
- 2,780 Sq Ft
1021 Crescent St Unit 1, Sarasota, FL 34242

Escape to the ultimate Siesta Key lifestyle with this rarely available, coastal contemporary condo—offering the perfect blend of luxury, privacy, and convenience with direct access to the sugar-white sands of world-renowned Siesta Key Beach and Crescent Beach. Known for its quartz-crystal sand and turquoise waters, this top-rated beach offers stunning sunsets, gentle waves, and vibrant coastal

Zain Hartman HARTMAN REAL ESTATE & COMPANY

1021 Crescent St Unit 1, 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
$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

/2
Est $889,529 Not Listed For Sale

8770 Midnight Pass Rd Unit B304, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,886 Sq Ft
- Built 1975
8770 Midnight Pass Rd Unit B304, Sarasota, FL 34242

Last Sold Summary
- 11% Below List Price
- $533/SF
- 25 Days On Market
- Last Sold Price $1,005,000
- Aug 23, 2024
Last Listing Agent Colleen Finnegan RE/MAX

/56
$899,000 Pending
- 2 Beds
- 2 Baths
- 1,215 Sq Ft
6518 Midnight Pass Rd Unit 310, Sarasota, FL 34242

Under contract-accepting backup offers. Reduced 30K! The Best Views Currently Available at House of the Sun! Rarely available 3rd-floor unit in the always desirable and impeccably managed House of the Sun on Siesta Key. Positioned far forward on the north side of the building, this residence enjoys some of the best Gulf and beach views currently on the market. From both the living room and the

Mike Winger TIDELINE REAL ESTATE BROKERS

6518 Midnight Pass Rd Unit 310, 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
$1,250,000 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

/2
Est $383,040 Not Listed For Sale

9397 Midnight Pass Rd Unit PH3, Sarasota, FL 34242
- 1 Bed
- 1 Bath
- 946 Sq Ft
- Built 1975
9397 Midnight Pass Rd Unit PH3, Sarasota, FL 34242

Last Sold Summary
- 2% Below List Price
- $412/SF
- 63 Days On Market
- Last Sold Price $390,000
- Aug 14, 2024
Last Listing Agent Jennifer Putnam COLDWELL BANKER SARASOTA CENT.

/75
$2,450,000
- 3 Beds
- 2 Baths
- 2,276 Sq Ft
4508 Woodside Rd, Sarasota, FL 34242

Luxury Waterfront Living - Now Priced to Move Welcome to 4508 Woodside Rd., a true boater’s paradise on Siesta Key offering privacy, deep-water access, and refined coastal living. Positioned on one of the island’s deepest canals, this exceptional waterfront property provides quick access to the Intracoastal Waterway and Sarasota Bay, featuring 95 feet of waterfrontage and a 75-foot dock designed

Derek Edwards KELLER WILLIAMS ON THE WATER S

4508 Woodside Rd, 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
$425,000 Sold Sep 11, 2025

6029 E Peppertree Way Unit 116, Sarasota, FL 34242
- 2 Beds
- 1.5 Baths
- 975 Sq Ft
- Built 1973
Last Sold Summary
- 27% Below List Price
- $436/SF
- 234 Days On Market
Current Estimated Value $440,453

Last Listing Agent Cheryl Santelli PEPPERTREE BAY REALTY INC

6029 E Peppertree Way Unit 116, Sarasota, FL 34242

/2
Est $673,610 Not Listed For Sale

8779 Midnight Pass Rd Unit 404H, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,421 Sq Ft
- Built 1980
8779 Midnight Pass Rd Unit 404H, Sarasota, FL 34242

Last Sold Summary
- 8% Below List Price
- $517/SF
- 41 Days On Market
- Last Sold Price $735,000
- Sep 05, 2024
Last Listing Agent Ryan Heers COLDWELL BANKER REALTY

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Florida Sarasota County Sarasota 34242

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