$1,600,000
- 3 Beds
- 2.5 Baths
- 2,557 Sq Ft
5231 Siesta Cove Dr, Sarasota, FL 34242
Natalie Gutwein MICHAEL SAUNDERS & COMPANY
12,409
Homes in ZIP Code 34242
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5231 Siesta Cove Dr, Sarasota, FL 34242
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$12,000
Total Monthly Price
- 2 Beds
- 2 Baths
- 1,282 Sq Ft
- Condo for Rent
19 Whispering Sands Dr Unit 401, Siesta Key, FL 34242
19 Whispering Sands Dr Unit 401, Siesta Key, FL 34242Experience the ultimate Siesta Key lifestyle in this beautifully furnished 2 bedroom, 2 bathroom luxury beachfront condo, perfectly situated in the heart of Siesta Key Village! Wake up just steps away from the gorgeous white sands and crystal clear waters of Siesta Key. Spend your days relaxing on the world-famous beach, enjoying the pool, or taking advantage of the community's resort-style
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$1,230,000
Sold Feb 20, 20265354 Calle Florida, Sarasota, FL 34242
- 4 Beds
- 3.5 Baths
- 2,659 Sq Ft
- Built 1954
Last Sold Summary
- 7% Below List Price
- $463/SF
- 96 Days On Market
Current Estimated Value $1,260,271
Last Listing Agent Angelica Ridley KW COASTAL LIVING III
5354 Calle Florida, Sarasota, FL 34242 -
Est $633,767
Not Listed For Sale5600 Beach Way Dr Unit 113, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,282 Sq Ft
- Built 1970
Last Sold Summary
- 86 Days On Market
Last Listing Agent Lisa Garcia COLDWELL BANKER REALTY
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$1,895,000
Pending- 3 Beds
- 3 Baths
- 1,922 Sq Ft
8701 Midnight Pass Rd Unit 607A, Sarasota, FL 34242
8701 Midnight Pass Rd Unit 607A, Sarasota, FL 34242Anthony Dalesandro BRIGHT REALTY
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$9,500 Per Month
- 2 Beds
- 2 Baths
- 1,105 Sq Ft
- Condo for Rent
1055 W Peppertree Dr Unit 603AA, Sarasota, FL 34242
1055 W Peppertree Dr Unit 603AA, Sarasota, FL 34242Just steps from Crescent Beach, this unit has 2 bedrooms and 2 full bathrooms. Complete with a full kitchen supplied with the necessary items you need for cooking (pots/pans, dishes, utensils) and a 12-cup standard coffee maker and has a Keurig.The formal dining area has seating for 6. This flows into the living area that has comfortable couch seating, a fan, access to the lanai and a 55"
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
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$7,200,000
Sold Jul 21, 202670 Avenida Veneccia Unit 203, Sarasota, FL 34242
- 3 Beds
- 3.5 Baths
- 3,627 Sq Ft
- Built 2025
Last Sold Summary
- $1,985/SF
Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE
70 Avenida Veneccia Unit 203, Sarasota, FL 34242 -
Est $3,851,282
Not Listed For Sale5179 Hidden Harbor Rd, Sarasota, FL 34242
- 3 Beds
- 2 Baths
- 1,358 Sq Ft
- Built 1968
Last Sold Summary
- 51 Days On Market
Last Listing Agent Todd Nahrwold PREFERRED SHORE LLC
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$1,300,000
$100K PRICE DROP- 2 Beds
- 2 Baths
- 1,498 Sq Ft
5880 Midnight Pass Rd Unit 804, Sarasota, FL 34242
5880 Midnight Pass Rd Unit 804, Sarasota, FL 34242Maurice Menager MICHAEL SAUNDERS & COMPANY
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$1,875 Per Month
- 2 Beds
- 1 Bath
- 1,100 Sq Ft
- House for Rent
6327 Midnight Pass Rd, Sarasota, FL 34242
6327 Midnight Pass Rd, Sarasota, FL 34242**DON’T MISS THIS OPPORTUNITY TO LIVE ON WORLD-FAMOUS SIESTA KEY!**ALL UTILITIES & WIFI INCLUDED**Welcome to Midnight Cove II—an impeccably maintained community on Siesta Key, just moments from the powdery white sands of Crescent Beach and minutes from iconic Siesta Beach. A quick ride brings you to Siesta Key Village, where you can enjoy boutique shopping, great dining, cocktails, live music,
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$575,000
Sold Apr 27, 20265830 Midnight Pass Rd Unit 94, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 921 Sq Ft
- Built 1970
Last Sold Summary
- 4% Below List Price
- $624/SF
- 56 Days On Market
Current Estimated Value $586,237
Last Listing Agent Kaitlin Kuhn MICHAEL SAUNDERS & COMPANY
5830 Midnight Pass Rd Unit 94, Sarasota, FL 34242 -
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
Last Sold Summary
- 159 Days On Market
Last Listing Agent Kelly Mooney DOUGLAS ELLIMAN
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$699,000
$70K PRICE DROP Under Contract- 2 Beds
- 2 Baths
- 1,348 Sq Ft
9397 Midnight Pass Rd Unit 905, Sarasota, FL 34242
9397 Midnight Pass Rd Unit 905, Sarasota, FL 34242Emerson Robbins HARRY ROBBINS ASSOC INC
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$7,400 Per Month
- 2 Beds
- 2 Baths
- 1,280 Sq Ft
- Condo for Rent
1338 Siesta Bayside Dr Unit 1338C, Sarasota, FL 34242
1338 Siesta Bayside Dr Unit 1338C, Sarasota, FL 34242Indulge in the ultimate coastal lifestyle with this charming 2-bedroom, 2-bathroom first-level condo in the heart of Gulf & Bay Club Bayside on Siesta Key, Florida. As you enter, the coastal vibes welcome you into a thoughtfully designed space adorned with beach-inspired decor and sunlit interiors. Step through the sliding glass doors onto your private screened-in lanai, where the gentle
Andy Moore GULF COAST REALTY & MANAGEMENT
-
$1,400,000
Sold Jul 01, 2026324 Siesta Dr, Sarasota, FL 34242
- 5 Beds
- 4 Baths
- 2,510 Sq Ft
- Built 1950
Last Sold Summary
- $558/SF
- 6 Days On Market
Current Estimated Value $1,375,466
Last Listing Agent Angela Lista MICHAEL SAUNDERS & COMPANY
324 Siesta Dr, Sarasota, FL 34242 -
Est $1,376,622
Not Listed For Sale312 Calle Miramar Unit S1, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,520 Sq Ft
- Built 2008
Last Sold Summary
- 1 Day On Market
Last Listing Agent Christa Spalding COLDWELL BANKER REALTY
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$679,000
$20K PRICE DROP- 2 Beds
- 2 Baths
- 1,271 Sq Ft
101 Whispering Sands Dr Unit 105, Sarasota, FL 34242
101 Whispering Sands Dr Unit 105, Sarasota, FL 34242Michael A Martino KELLER WILLIAMS ON THE WATER S
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$3,995 Per Month
- 2 Beds
- 1 Bath
- 1,100 Sq Ft
- Condo for Rent
5215 Calle de Costa Rica Unit A, Siesta Key, FL 34242
5215 Calle de Costa Rica Unit A, Siesta Key, FL 34242Charming Cottage in Siesta Key. Get ready to be WOWED! This is a rare and special opportunity to live in a charming two-bedroom, one-bath home in the highly desired Village area of Siesta Key. You'll love the front porch, perfect for morning coffee surrounded by lush tropical landscaping. There's always something blooming in the garden, attracting box turtles, bunnies, birds, and butterflies.
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$729,000
Sold Oct 17, 20251240 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 $738,684
Last Listing Agent Gina LaRouche COLDWELL BANKER REALTY
1240 Siesta Bayside Dr Unit 1240C, Sarasota, FL 34242 -
Est $492,363
Not Listed For Sale110 Vista Hermosa Cir Unit 304, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 980 Sq Ft
- Built 1971
Last Sold Summary
- 12 Days On Market
Last Listing Agent Denise Barbato COLDWELL BANKER REALTY
-
$8,000,000
- Land
- 38,768 Sq Ft
- $8,988,764 per Acre
7740 Sanderling Rd, Sarasota, FL 34242
7740 Sanderling Rd, Sarasota, FL 34242 -
$7,500 Per Month
- 1 Bed
- 1 Bath
- 728 Sq Ft
- Condo for Rent
5830 Midnight Pass Rd Unit 54, Sarasota, FL 34242
5830 Midnight Pass Rd Unit 54, Sarasota, FL 34242Discover your own slice of paradise at Jamaica Royale! This beautifully updated and tastefully decorated 1-bedroom, 1-bathroom condo is just steps from the refreshing waters of heated Pool #1 and a short stroll to the world-famous, powdery whit e sands of Siesta Key Beach. Enjoy the convenience of your assigned covered parking space located right outside your door.Inside, the condo is
Robert Bevington SHOWTIME REALTY
-
$605,000
Sold Sep 15, 20268735 Midnight Pass Rd Unit 105B, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,357 Sq Ft
- Built 1980
Last Sold Summary
- 10% Below List Price
- $446/SF
- 151 Days On Market
Current Estimated Value $633,798
Last Listing Agent Melody Davis COLDWELL BANKER REALTY
8735 Midnight Pass Rd Unit 105B, Sarasota, FL 34242 -
Est $858,601
Not Listed For Sale8770 Midnight Pass Rd Unit B304, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,886 Sq Ft
- Built 1975
Last Sold Summary
- 25 Days On Market
Last Listing Agent Colleen Finnegan RE/MAX ALLIANCE GROUP
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$1,700,000
- Land
- 14,810 Sq Ft
- $5,000,000 per Acre
5323 Calle Florida, Sarasota, FL 34242
5323 Calle Florida, Sarasota, FL 34242 -
$2,395 Per Month
- 2 Beds
- 2 Baths
- 1,012 Sq Ft
- Condo for Rent
5649 Midnight Pass Rd Unit 803, Siesta Key, FL 34242
5649 Midnight Pass Rd Unit 803, Siesta Key, FL 34242SIESTA KEY LIVING!! This unfurnished 2 bed/2 bath residence has a remodeled kitchen with faux granite countertops, a new microwave, dishwasher, fans throughout, tile floors throughout, and a screened porch. Enjoy the beautifully manicured 7 acres with live oaks, palm trees, tropical flowers, and flowering shrubs. A courtyard path leads to boat docks in a sheltered marina that connects to the
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$460,000
Sold Dec 04, 20255649 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 $476,851
Last Listing Agent Janet Trefry RE/MAX ALLIANCE GROUP
5649 Midnight Pass Rd Unit 804, Sarasota, FL 34242 -
Est $388,490
Not Listed For Sale9397 Midnight Pass Rd Unit PH3, Sarasota, FL 34242
- 1 Bed
- 1 Bath
- 946 Sq Ft
- Built 1975
Last Sold Summary
- 63 Days On Market
Last Listing Agent Jennifer Putnam COLDWELL BANKER SARASOTA CENT.
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$849,000
- Land
- 6,098 Sq Ft
- $6,064,286 per Acre
5375 Calle Florida, Siesta Key, FL 34242
5375 Calle Florida, Siesta Key, FL 34242 -
$5,970 Per Month
- 1 Bed
- 1 Bath
- 696 Sq Ft
- House for Rent
6020 Midnight Pass Rd Unit 12, Sarasota, FL 34242
6020 Midnight Pass Rd Unit 12, Sarasota, FL 34242This beautifully updated Villa 12 at Aloha Kai is ready to give the perfect beach getaway. Just steps from the villa, you can stroll along the beach with your morning coffee and return in time for a breathtaking sunset. The screened porch provides a lovely spot to enjoy the balmy afternoon breezes in comfort. Located on Siesta Key, a popular barrier island on Florida’s West Coast, Aloha Kai is a
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
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$865,000
Sold Mar 05, 2026315 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 $897,145
Last Listing Agent Jason Skowronski COMPASS FLORIDA LLC
315 Avenida de Paradisio, Sarasota, FL 34242 -
Est $660,314
Not Listed For Sale8779 Midnight Pass Rd Unit 404H, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,421 Sq Ft
- Built 1980
Last Sold Summary
- 41 Days On Market
Last Listing Agent Ryan Heers COLDWELL BANKER REALTY
-
$5,450,000
New Construction $240K PRICE DROP- 5 Beds
- 5 Baths
- 4,195 Sq Ft
539 Avenida Del Norte, Sarasota, FL 34242
539 Avenida Del Norte, Sarasota, FL 34242Andrew Azzarello PREFERRED SHORE LLC
-
$2,200 Per Month
- 1 Bed
- 1 Bath
- 800 Sq Ft
- Condo for Rent
212 Pass Key Rd, Siesta Key, FL 34242
212 Pass Key Rd, Siesta Key, FL 34242Oceanview unit in Siesta Key
-
$800,000
Sold Dec 19, 20256300 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 $811,834
Last Listing Agent Mike Warm PREMIER SOTHEBY'S INTERNATIONAL REALTY
6300 Midnight Pass Rd Unit 2, Sarasota, FL 34242 -
Est $713,002
Not Listed For Sale5964 Midnight Pass Rd Unit 141, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,043 Sq Ft
- Built 1975
Last Sold Summary
- 0 Days On Market
Last Listing Agent Linda Stowe MICHAEL SAUNDERS & COMPANY
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$1,250,000
$50K PRICE DROP- 2 Beds
- 2 Baths
- 1,908 Sq Ft
5128 Oxford Dr, Sarasota, FL 34242
5128 Oxford Dr, Sarasota, FL 34242Jessica Hoffman COLDWELL BANKER REALTY
-
$8,500 Per Month
- 3 Beds
- 2 Baths
- 1,290 Sq Ft
- House for Rent
5216 Calle de Costa Rica, Sarasota, FL 34242
5216 Calle de Costa Rica, Sarasota, FL 34242Listing reflects peak season rate. Available months: July 2026, August 2026, October 2026, November 2026 December 2026, January 2027, March 2027 and April 2027. Imagine a place where the warm sunshine beckons you to relax, unwind, and truly escape the everyday. Welcome to House of the Sun, a delightful 3-bedroom, 2-bathroom island bungalow meticulously designed for your ultimate Siesta Key
Beth Dilley ASCENDIA REAL ESTATE
-
$5,800,000
Sold Apr 07, 20263550 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 $5,625,730
Last Listing Agent Barbara May MICHAEL SAUNDERS & COMPANY
3550 Flamingo Ave, Sarasota, FL 34242 -
Est $474,639
Not Listed For Sale44 Sandy Cove Rd Unit A4, Sarasota, FL 34242
- 1 Bed
- 1 Bath
- 561 Sq Ft
- Built 1968
Last Sold Summary
- 3 Days On Market
Last Listing Agent Veronica Murphy KELLER WILLIAMS ON THE WATER S
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