Homes in ZIP Code 34242

/37
$749,000
- 2 Beds
- 2 Baths
- 1,348 Sq Ft
9397 Midnight Pass Rd Unit 905, Sarasota, FL 34242

Also available as a seasonal rental! Welcome to 9397 Midnight Pass Rd #905 Sarasota, FL 34242 at The Pointe on Siesta Key, a fully renovated 1,348 SF, 2-bedroom, 2-bathroom luxury condo offering breathtaking Little Sarasota Bay and Intracoastal waterway views from the 9th floor. This stunning residence underwent a complete custom renovation in 2023, setting it apart from every other unit in the

Emerson Robbins HARRY ROBBINS ASSOC INC

9397 Midnight Pass Rd Unit 905, Sarasota, FL 34242
/27
$25,048 Per Month
- 4 Beds
- 3 Baths
- 2,430 Sq Ft
- House for Rent
1140 Seaside Dr Unit 101, Sarasota, FL 34242

Serenity at its finest! If luxury is calling, come indulge at the Beach House Residences for your ultimate beach vacation experiences. A place to escape and rediscover you. Renew your senses, inspire your mind and relax your body. Take advantage of the magnificent sunsets, tranquil waters, immense sunshine of world-renowned Crescent Beach. The most discerning traveler will appreciate the island

Andy Moore GULF COAST REALTY & MANAGEMENT

1140 Seaside Dr Unit 101, Sarasota, FL 34242
/2
$690,000 Sold Nov 24, 2025

114 Whispering Sands Dr Unit V21, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,387 Sq Ft
- Built 1968
Last Sold Summary
- 5% Below List Price
- $497/SF
- 0 Days On Market
Current Estimated Value $684,655

Last Listing Agent Harriet Stopher COLDWELL BANKER REALTY

114 Whispering Sands Dr Unit V21, Sarasota, FL 34242

/41
Est $607,572 Not Listed For Sale

8701 Midnight Pass Rd Unit 304A, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,357 Sq Ft
- Built 1980
8701 Midnight Pass Rd Unit 304A, Sarasota, FL 34242

Last Sold Summary
- 11% Below List Price
- $505/SF
- 10 Days On Market
- Last Sold Price $685,000
- Mar 13, 2024
Last Listing Agent Joey Lamielle RE/MAX

/35
$734,000
- 2 Beds
- 2 Baths
- 1,280 Sq Ft
1328 Siesta Bayside Dr Unit 1328C, Sarasota, FL 34242

Welcome to Gulf & Bay Club Bayside, one of Siesta Key’s most desirable resort-style communities. This turnkey-furnished residence offers the perfect blend of coastal comfort, modern updates, and access to Siesta Key’s world-famous beaches. Designed with a bright, open layout and porcelain tile flooring throughout, the interior feels fresh and inviting from the moment you step inside. Oversized

Roger Pettingell COLDWELL BANKER REALTY

1328 Siesta Bayside Dr Unit 1328C, Sarasota, FL 34242
/20
$3,150 Per Month
- 2 Beds
- 2 Baths
- 929 Sq Ft
- Condo for Rent
1250 N Portofino Dr Unit 302, Sarasota, FL 34242

55+ Harbor View Haven on Siesta Key w/beach access!Discover relaxation and adventure at our Siesta Harbor condo on Siesta Key. This bright 2 bedroom unit offers modern comfort and stunning harbor views from the screened porch. Enjoy deeded beach access and watch breathtaking sunsets. You'll have access to amenities like a fishing pier, boat slips, a pool, and clubhouse activities. Whether

Susan Saltalamacchia CONCESSION REAL ESTATE COMP.

1250 N Portofino Dr Unit 302, Sarasota, FL 34242
/2
$550,000 Sold May 27, 2025

6005 Midnight Pass Rd Unit N11, Sarasota, FL 34242
- 1 Bed
- 1 Bath
- 748 Sq Ft
- Built 1967
Last Sold Summary
- $735/SF
- 1 Day On Market
Current Estimated Value $533,353

Last Listing Agent Scotty Ledford VUE REALTY, LLC

6005 Midnight Pass Rd Unit N11, Sarasota, FL 34242

/94
Est $3,441,821 Not Listed For Sale

8217 Midnight Pass Rd, Sarasota, FL 34242
- 4 Beds
- 4.5 Baths
- 3,411 Sq Ft
- Built 2013
8217 Midnight Pass Rd, Sarasota, FL 34242

Last Sold Summary
- 11% Below List Price
- $1,136/SF
- 7 Days On Market
- Last Sold Price $3,875,000
- Apr 09, 2024
Last Listing Agent Glenn Brown RE/MAX

/46
$1,385,000
- 2 Beds
- 2 Baths
- 1,334 Sq Ft
5920 Midnight Pass Rd Unit 704, Sarasota, FL 34242

Welcome to an exceptional new offering in the highly sought-after Sarasota Surf & Racquet Club. Perfectly positioned on the 7th floor of the coveted tower building, this beautifully upgraded two-bedroom, two-bath residence captures expansive views and cooling Gulf breezes while delivering a refined, move-in-ready coastal experience. The thoughtfully renovated kitchen has been redesigned to

Rudy Dudon MICHAEL SAUNDERS & COMPANY

5920 Midnight Pass Rd Unit 704, Sarasota, FL 34242
/38
$3,500 Per Month
- 2 Beds
- 2 Baths
- 1,200 Sq Ft
- Condo for Rent
4660 Ocean Blvd Unit G1, Sarasota, FL 34242

Discover your sunlit retreat in the desirable waterfront community of Sea Village on Siesta Key! This ground-floor, 2-bedroom, 2-bathroom condo offers a bright and spacious living environment. The open kitchen is perfect for those who enjoy cooking, and the living area provides ample space for relaxation and entertaining. Each bedroom is a comfortable haven with custom closets for added

Beth Dilley ASCENDIA REAL ESTATE

4660 Ocean Blvd Unit G1, Sarasota, FL 34242
/2
$1,175,000 Sold Feb 10, 2026

19 Whispering Sands Dr Unit 1204, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,282 Sq Ft
- Built 1973
Last Sold Summary
- 9% Below List Price
- $917/SF
- 9 Days On Market
Current Estimated Value $1,183,422

Last Listing Agent Chelsa Vahtomin COLDWELL BANKER REALTY

19 Whispering Sands Dr Unit 1204, 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

/75
$875,000
- 1 Bed
- 1 Bath
- 1,041 Sq Ft
6140 Midnight Pass Rd Unit 101, Sarasota, FL 34242

Experience the ultimate Siesta Key beach get-away in your TURNKEY FURNISHED, west-facing condo at Horizons West and just steps from your private beach with plenty of beach chairs and five sun cabanas. Enjoy the crystal sands of Crescent Beach where the sand is always cool and you’ll never miss a sunset. This spacious 1-bedroom retreat boasts over 1,000 sq. ft. and has tiered ceilings up to 9 1⁄2

Suki Scollo COLDWELL BANKER REALTY

6140 Midnight Pass Rd Unit 101, Sarasota, FL 34242
/31
$6,000 Per Month
- 2 Beds
- 2 Baths
- 1,200 Sq Ft
- Apartment for Rent
1125 W Peppertree Dr Unit 605, Sarasota, FL 34242

2 BR - 2 BA - 6 Person Max - Pond View - Gulf-side High-rise - Approx. 150 yards from beachThis property is a 30 night minimum.Unit 1125-605 offers assigned covered parking under the building.The master bedroom offers a King bed and a walk-in glass door shower with 2 vanities.The guest bedroom offers 2 twin beds and a walk-in glass door shower with one vanity.Enjoy the futon

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

1125 W Peppertree Dr Unit 605, Sarasota, FL 34242
/2
$1,120,000 Sold Apr 23, 2026

5790 Midnight Pass Rd Unit 406, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,433 Sq Ft
- Built 1979
Last Sold Summary
- 7% Below List Price
- $782/SF
- 3 Days On Market
Current Estimated Value $1,185,686

Last Listing Agent linda duquette ENGEL & VOELKERS VENICE DOWNTOWN

5790 Midnight Pass Rd Unit 406, Sarasota, 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

/26
$800,000
- 2 Beds
- 2 Baths
- 1,250 Sq Ft
6236 Midnight Pass Rd Unit 305, Sarasota, FL 34242

Rarely for sale TURNKEY FURNISHED beach condo at Siesta Dunes, where living the Siesta Key lifestyle comes naturally. Enjoy true convenience with DIRECT BEACH ACCESS to powdery white sand and the sparkling Gulf- no streets to cross, just a short, breezy walk to the beach, pool, hot tub, or tennis court right within the community. With onsite management available and WEEKLY RENTALS allowed, owning

Alex Chau COLDWELL BANKER REALTY

6236 Midnight Pass Rd Unit 305, Sarasota, FL 34242
/21
$5,370 Per Month
- 1 Bed
- 1 Bath
- 708 Sq Ft
- House for Rent
6006 Midnight Pass Rd Unit 54, Sarasota, FL 34242

Starting from $179/night! Experience the charm of Villa 54, a 1-bedroom, 1-bathroom retreat at Casa Mar. Relax in the luxurious king-sized bed in the master bedroom, complemented by a cozy sleeper sofa in the spacious living area. Prepare gourmet meals in the fully equipped kitchen that seamlessly flows into an elegant dining space, perfect for entertaining or quiet meals. Outside, enjoy the

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6006 Midnight Pass Rd Unit 54, Sarasota, FL 34242
/2
$4,000,000 Sold Apr 08, 2026

7707 Midnight Pass Rd, Sarasota, FL 34242
- Land
- 2 Acres
- $2,000,000 per Acre
Last Sold Summary
- 18% Below List Price
- 462 Days On Market
Current Estimated Value $3,782,635

Last Listing Agent Lisa Maria 1ST VISION REALTY OF FLORIDA I

7707 Midnight Pass Rd, 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

/72
$2,795,000
- 3 Beds
- 2 Baths
- 3,201 Sq Ft
5303 Hidden Harbor Rd, Sarasota, FL 34242

Now is your opportunity to own this waterfront tropical oasis on Siesta Key in the highly sought after exclusive community of Hidden Harbor. Comprised of just 36 homes, Hidden Harbor located on the North end of Siesta Key, is one of the most unique developments in Sarasota with its tropical landscaping reminiscent of old Florida. Most known for its waterfront lots and brick paver streets shaded

Walter Shepherd COLDWELL BANKER REALTY

5303 Hidden Harbor Rd, Sarasota, FL 34242
/11
$7,500 Per Month
- 2 Beds
- 2 Baths
- 1,043 Sq Ft
- Apartment for Rent
6154 Midnight Pass Rd Unit 104, Sarasota, FL 34242

Watch the magnificent sunsets over blue gulf waters from the lanai of a newly, up-dated, completely renovated, and re-decorated ground floor apartment on the white sands of Crescent Beach on Siesta Key. The 2 bedroom, 2 bathroom, apartment sleeps 4. The beds can be arranged as 1 King and 2 twin beds pushed together to form 1 Large Queen with advance notice to the office. The kitchen is granite

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6154 Midnight Pass Rd Unit 104, Sarasota, FL 34242
/2
$3,200,000 Sold Jul 31, 2025

8030 Midnight Pass Rd, Sarasota, FL 34242
- 4 Beds
- 6 Baths
- 3,720 Sq Ft
- Built 2024
Last Sold Summary
- 15% Below List Price
- $860/SF
- 245 Days On Market
Current Estimated Value $3,159,255

Last Listing Agent Kim Ogilvie MICHAEL SAUNDERS & COMPANY

8030 Midnight Pass Rd, Sarasota, FL 34242

/68
Est $4,284,284 Not Listed For Sale

1035 Seaside Dr Unit 601, Sarasota, FL 34242
- 3 Beds
- 3 Baths
- 2,206 Sq Ft
- Built 2023
1035 Seaside Dr Unit 601, Sarasota, FL 34242

Last Sold Summary
- 14% Below List Price
- $2,267/SF
- 0 Days On Market
- Last Sold Price $5,000,000
- Feb 16, 2024
Last Listing Agent David Lehrman THE SARASOTA REAL ESTATE COMP.

/45
$975,000
- 3 Beds
- 2 Baths
- 1,495 Sq Ft
1350 Siesta Bayside Dr Unit 1350B, Sarasota, FL 34242

Experience turnkey island living in this second-floor, three-bedroom townhome residence at Gulf & Bay Club Bayside on Siesta Key. Offered fully furnished and operating as an active rental with strong income history, this two-story getaway presents an outstanding opportunity for personal enjoyment and investment potential in one of Sarasota’s most desirable beach communities.Spanning nearly

Roger Pettingell COLDWELL BANKER REALTY

1350 Siesta Bayside Dr Unit 1350B, Sarasota, FL 34242
/12
$6,900 Per Month
- 2 Beds
- 1 Bath
- 941 Sq Ft
- House for Rent
6154 Midnight Pass Rd Unit 16, Sarasota, FL 34242

Enjoy the beach life in this recently upgraded villa just a few steps from beautiful Siesta Key Beach. The entire villa has been newly painted and contains all new windows, window treatments and flooring. The master bedroom features a queen bed with new coastal furniture, and the guest bedroom has 2 twin beds. Both bedrooms also have new pillow top mattresses and bed coverings. The living room

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6154 Midnight Pass Rd Unit 16, Sarasota, FL 34242
/2
$2,875,000 Sold Oct 24, 2025

5169 Sandy Shore Ave, Sarasota, FL 34242
- 3 Beds
- 3.5 Baths
- 2,885 Sq Ft
- Built 2015
Last Sold Summary
- 18% Below List Price
- $997/SF
- 219 Days On Market
Current Estimated Value $2,828,511

Last Listing Agent Andy Barnhardt WATERSIDE REALTY LLC

5169 Sandy Shore Ave, 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

/50
$2,300,000 Pending
- 3 Beds
- 3.5 Baths
- 2,468 Sq Ft
5024 Commonwealth Dr, Sarasota, FL 34242

Under contract-accepting backup offers. 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 well-appointed custom-built home has a spectacular open floor plan. The home's grand entrance welcomes you through a covered porch that leads to an oversized foyer. An abundance of natural

Gabi Charity CHARITY & WEISS INTERNATIONAL LLC

5024 Commonwealth Dr, Sarasota, FL 34242
/38
$9,350 Per Month
- 2 Beds
- 2 Baths
- 1,280 Sq Ft
- Condo for Rent
Unlisted Address

Make yourself at home in our spacious two bedroom, two bath second floor condo located at the beautiful Gulf and Bay Club Bayside. The Key West style cluster buildings afford you a quiet residential feel while you are just a short walk to the powdery white quartz sand of the world famous Siesta Key/Crescent Beach.New to the rental program, our condo has previously been owner occupied and

Andy Moore GULF COAST REALTY & MANAGEMENT

Unlisted Address
/2
$1,400,000 Sold Jul 28, 2025

309 Avenida Milano, Sarasota, FL 34242
- 3 Beds
- 2 Baths
- 1,439 Sq Ft
- Built 1974
Last Sold Summary
- $973/SF
- 64 Days On Market
Current Estimated Value $1,343,852

Last Listing Agent Tim Yocum, Sr COLDWELL BANKER REALTY

309 Avenida Milano, 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.

/86
$2,865,000 Pending
- 4 Beds
- 4 Baths
- 2,819 Sq Ft
4881 Oxford Dr, Siesta Key, FL 34242

Why wait to build an elevated home? Here is your chance to have a modern coastal retreat on Siesta Key’s Grand Canal — beautifully designed, impeccably finished, and perfectly positioned for the ultimate waterfront lifestyle. This exceptional 2020 built three-story residence combines luxury, comfort, and an effortless indoor–outdoor flow, all just moments from Siesta Key Village. From the moment

Darlene Gamble FINE PROPERTIES

4881 Oxford Dr, Siesta Key, FL 34242
/61
$8,500 Per Month
- 3 Beds
- 3 Baths
- 2,558 Sq Ft
- Condo for Rent
9122 Midnight Pass Rd Unit 34, Sarasota, FL 34242

Rarely available 3 bed, 3 bath, plus office/work-space condo in sought-after Somerset Cay! You will love the resort-style amenities and the contemporary elegance this wonderful home offers. There are three balconies, offering views of the Bay, the Intercoastal Waterway and the Gulf. Fully updated kitchen with top-of-the-line appliances and breakfast bar, a large primary suite with a King bed,

Stephanie Deshaies PREMIER SOTHEBY'S INTERNATIONAL REALTY

9122 Midnight Pass Rd Unit 34, Sarasota, FL 34242
/2
$975,000 Sold Dec 09, 2025

568 Venice Ln, Sarasota, FL 34242
- 3 Beds
- 3 Baths
- 1,818 Sq Ft
- Built 1975
Last Sold Summary
- 13% Below List Price
- $536/SF
- 141 Days On Market
Current Estimated Value $1,010,698

Last Listing Agent Wade Stafford ALL FLORIDA PROPERTY GROUP,INC

568 Venice Ln, Sarasota, FL 34242

/45
Est $611,421 Not Listed For Sale

5963 Midnight Pass Rd Unit 359, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,100 Sq Ft
- Built 1974
5963 Midnight Pass Rd Unit 359, Sarasota, FL 34242

Last Sold Summary
- 10% Below List Price
- $618/SF
- 172 Days On Market
- Last Sold Price $680,000
- Jun 21, 2024
Last Listing Agent Kara Wootson WAGNER REALTY

/75
$1,000,000 Pending
- 2 Beds
- 2 Baths
- 1,282 Sq Ft
19 Whispering Sands Dr Unit 1104, Sarasota, FL 34242

Under contract-accepting backup offers. PRICE IMPROVEMENT!! Welcome to this beautifully remodeled 11th floor GULF FRONT Whispering Sands tower residence – just one floor below the penthouse level – where sweeping, unobstructed FULL Gulf views meet breathtaking, colorful sunsets that paint the sky each evening. This light filled 2BR/2BA condo is the perfect combination of refined coastal style

Harriet Stopher COLDWELL BANKER REALTY

19 Whispering Sands Dr Unit 1104, Sarasota, FL 34242
/15
$7,500 Per Month
- 2 Beds
- 2 Baths
- 1,363 Sq Ft
- Condo for Rent
460 Beach Rd Unit A1, Sarasota, FL 34242

Available May 2026. Direct beach front condo on Siesta Key beach. This unit has it all for that Florida vacation. 2 bedroom, 2 baths, located on the 2nd floor with private lanai. Living room and dining area face the Gulf of Mexico which allows for beautiful sunsets. The condo is tastefully decorated with wood and tile floors. Cool off in the pool located next to the unit, take a walk along the

Brenda Cozy COLDWELL BANKER REALTY

460 Beach Rd Unit A1, Sarasota, FL 34242
/2
$869,000 Sold Mar 12, 2026

795 Plymouth St, Sarasota, FL 34242
- 4 Beds
- 2.5 Baths
- 1,967 Sq Ft
- Built 1986
Last Sold Summary
- 24% Below List Price
- $442/SF
- 181 Days On Market
Current Estimated Value $905,052

Last Listing Agent Stephanie Church COLDWELL BANKER REALTY

795 Plymouth St, Sarasota, FL 34242

/52
Est $515,050 Not Listed For Sale

8635 Midnight Pass Rd Unit C502, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,115 Sq Ft
- Built 1970
8635 Midnight Pass Rd Unit C502, Sarasota, FL 34242

Last Sold Summary
- $460/SF
- 149 Days On Market
- Last Sold Price $512,500
- Jun 07, 2024
Last Listing Agent Brian Ward WATERSIDE REALTY LLC

Showing Results 281 - 320, Page 8 of 18

Florida Sarasota County Sarasota 34242

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