$463,000
$12K PRICE DROP
- 2 Beds
- 2 Baths
- 1,012 Sq Ft
5661 Midnight Pass Rd Unit 401, Sarasota, FL 34242
Lisa Blakeney COLDWELL BANKER REALTY
9,352
Siesta Key, FL Homes
-
5661 Midnight Pass Rd Unit 401, Sarasota, FL 34242
-
$9,550 Per Month
- 2 Beds
- 2 Baths
- 1,200 Sq Ft
- Apartment for Rent
1125 W Peppertree Dr Unit 407, Sarasota, FL 34242
1125 W Peppertree Dr Unit 407, Sarasota, FL 34242Discover modern comfort in this stylishly updated 2BR/2BA vacation rental condo. Perfect for relaxation and rejuvenation, this well-appointed space offers everything you need for a memorable getaway. Enjoy garden views from the lanai. Modern amenities include new coastal-inspired furniture and stainless steel appliances. Enjoy community pool access for refreshing dips after beach days. Bask in
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
-
$1,350,000
Sold Jun 17, 20264939 Commonwealth Dr, Sarasota, FL 34242
- 3 Beds
- 3 Baths
- 2,090 Sq Ft
- Built 1982
Last Sold Summary
- 7% Below List Price
- $646/SF
- 75 Days On Market
Current Estimated Value $1,371,296
Last Listing Agent Jessica Hoffman COLDWELL BANKER REALTY
4939 Commonwealth Dr, Sarasota, FL 34242 -
Est $816,591
Not Listed For Sale1100 Cove II Place Unit 933, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,458 Sq Ft
- Built 1979
Last Sold Summary
- 2 Days On Market
-
$549,900
- 2 Beds
- 1.5 Baths
- 860 Sq Ft
1500 Cove II Place Unit 531, Sarasota, FL 34242
1500 Cove II Place Unit 531, Sarasota, FL 34242Kimberly Eudy RE/MAX PALM REALTY OF VENICE
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$4,500 Per Month
- 2 Beds
- 2 Baths
- 929 Sq Ft
- Condo for Rent
1257 S Portofino Dr Unit 38, Sarasota, FL 34242
1257 S Portofino Dr Unit 38, Sarasota, FL 34242Welcome to Siesta Harbor! Siesta Key Turnkey furnished ground floor 2/2 condo. Remodeled with beautiful kitchen, new stainless steel appliances, granite countertops, remodeled bathrooms and nice décor. King bed in master bedroom, two twins in second bedroom. One month minimum rental. This over 55 community is ideal for your island beach vacation. Enjoy a cocktail or your morning coffee from the
Kay Esposito SIGNATURE REALTY ASSOCIATES
-
$1,100,000
Sold Aug 05, 2025554 Canal Rd, Sarasota, FL 34242
- 2 Beds
- 1 Bath
- 1,085 Sq Ft
- Built 1945
Last Sold Summary
- 21% Below List Price
- $1,014/SF
- 119 Days On Market
Current Estimated Value $1,134,134
Last Listing Agent Curtis Ware KW COASTAL LIVING III
554 Canal Rd, Sarasota, FL 34242 -
Est $562,223
Not Listed For Sale1500 Cove II Place Unit 533, Sarasota, FL 34242
- 2 Beds
- 1.5 Baths
- 860 Sq Ft
- Built 1979
Last Sold Summary
- 41 Days On Market
-
$1,100,000
Open Sun 1PM - 4PM $75K PRICE DROP- 2 Beds
- 2 Baths
- 1,361 Sq Ft
5760 Midnight Pass Rd Unit 209, Sarasota, FL 34242
5760 Midnight Pass Rd Unit 209, Sarasota, FL 34242Tina Johns COLDWELL BANKER REALTY
-
$7,500 Per Month
- 2 Beds
- 2 Baths
- 1,064 Sq Ft
- House for Rent
6154 Midnight Pass Rd Unit 15, Sarasota, FL 34242
6154 Midnight Pass Rd Unit 15, Sarasota, FL 34242njoy your stay at our remodeled private (no shared walls) detached large 2 bedroom 2 bath villa on Siesta Key (Villa "C15" at Casa Blanca Vacation Rentals (CBVR) - no common walls, 1100 sq ft, sleeps 6). We remodeled C15 with a new air conditioner system, kitchen appliances, bedroom/living room/dining room/lanai furniture, new mattresses & Laura Ashley bedding, new plates/dishes/glasses, new
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
-
$720,000
Sold Feb 05, 20260 Avenida Leona, Siesta Key, FL 34242
- Land
- 7,840 Sq Ft
- $4,000,000 per Acre
Last Sold Summary
- 10% Below List Price
- 226 Days On Market
Last Listing Agent Ron Pepka KW SUNCOAST
0 Avenida Leona, Siesta Key, FL 34242 -
Est $673,574
Not Listed For Sale6145 Midnight Pass Rd Unit F7, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,068 Sq Ft
- Built 1968
Last Sold Summary
- 28 Days On Market
-
$690,000
$105K PRICE DROP- 1 Bed
- 1 Bath
- 816 Sq Ft
797 Beach Rd Unit 509, Sarasota, FL 34242
797 Beach Rd Unit 509, Sarasota, FL 34242Sandy Gamble Hulvat WATERSIDE REALTY LLC
-
$12,000 Per Month
- 2 Beds
- 2 Baths
- 1,389 Sq Ft
- Condo for Rent
1355 S Portofino Dr Unit 103, Sarasota, FL 34242
1355 S Portofino Dr Unit 103, Sarasota, FL 34242Discover 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
Teresa Ribaudo JENNETTE PROPERTIES INC
-
$615,000
Sold Dec 26, 20256150 Midnight Pass Rd Unit 12, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 939 Sq Ft
- Built 1967
Last Sold Summary
- 5% Below List Price
- $655/SF
- 13 Days On Market
Current Estimated Value $624,046
Last Listing Agent Glenn Brown RE/MAX ALLIANCE GROUP
6150 Midnight Pass Rd Unit 12, Sarasota, FL 34242 -
Est $813,500
Not Listed For Sale6145 Midnight Pass Rd Unit F6, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,212 Sq Ft
- Built 1968
Last Sold Summary
- 129 Days On Market
-
$4,795,000
New Construction- 4 Beds
- 5 Baths
- 3,935 Sq Ft
4857 Primrose Path, Sarasota, FL 34242
4857 Primrose Path, Sarasota, FL 34242Carolyn LoBue PREFERRED SHORE LLC
-
$3,950 Per Month
- 2 Beds
- 2 Baths
- 1,264 Sq Ft
- House for Rent
131 Whispering Sands Cir Unit V33, Sarasota, FL 34242
131 Whispering Sands Cir Unit V33, Sarasota, FL 34242Live the Siesta Key lifestyle in this beautifully updated 2-bedroom, 2-bath residence offering approximately 1,600 sq ft of usable living space, tucked inside one of the island’s most desirable 55+ Gulf-front communities, just a short stroll to Siesta Key Village. The additional square footage comes from a fully finished garage complete with A/C and a built-in Murphy bed, creating the perfect
Curtis Ware KW COASTAL LIVING III
-
$640,000
Sold Oct 06, 20255369 Shadow Lawn Dr, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,348 Sq Ft
- Built 1961
Last Sold Summary
- 19% Below List Price
- $475/SF
- 78 Days On Market
Current Estimated Value $682,727
Last Listing Agent Nancy Drake ACCARDI & ASSOCIATES REAL ESTATE
5369 Shadow Lawn Dr, Sarasota, FL 34242 -
Est $636,249
Not Listed For Sale6145 Midnight Pass Rd Unit F3, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,068 Sq Ft
- Built 1968
Last Sold Summary
- 83 Days On Market
-
$1,100,000
Open Sun 1PM - 4PM- 2 Beds
- 2 Baths
- 1,361 Sq Ft
5780 Midnight Pass Rd Unit 407, Sarasota, FL 34242
5780 Midnight Pass Rd Unit 407, Sarasota, FL 34242Sylvia Wilk PREFERRED SHORE LLC
-
$9,000 Per Month
- 2 Beds
- 2 Baths
- 1,435 Sq Ft
- Condo for Rent
4822 Ocean Blvd Unit 2F, Sarasota, FL 34242
4822 Ocean Blvd Unit 2F, Sarasota, FL 34242Gulf Views!!Siesta Key! This captivating 2-bedroom, 2-bathroom condominium is found in Siesta Towers in Siesta Key and is close to restaurants and outdoor recreation. 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 large
Jane Hunter JENNETTE PROPERTIES INC
-
$570,000
Sold Aug 01, 20255855 Midnight Pass Rd Unit 303, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,152 Sq Ft
- Built 1976
Last Sold Summary
- 12% Below List Price
- $495/SF
- 59 Days On Market
Current Estimated Value $591,340
Last Listing Agent Christine Green COLDWELL BANKER REALTY
5855 Midnight Pass Rd Unit 303, Sarasota, FL 34242 -
Est $1,797,403
Not Listed For Sale1660 Summerhouse Ln Unit 701, Sarasota, FL 34242
- 3 Beds
- 3.5 Baths
- 2,490 Sq Ft
- Built 2007
Last Sold Summary
- 328 Days On Market
-
$799,999
- 2 Beds
- 2 Baths
- 1,400 Sq Ft
6005 Midnight Pass Rd Unit N4, Sarasota, FL 34242
6005 Midnight Pass Rd Unit N4, Sarasota, FL 34242Linda Starcher, PA RE/MAX ALLIANCE GROUP
-
$8,500 Per Month
- 2 Beds
- 2 Baths
- 1,280 Sq Ft
- Condo for Rent
1364 Siesta Bayside Dr Unit 1364C, Sarasota, FL 34242
1364 Siesta Bayside Dr Unit 1364C, Sarasota, FL 34242Embrace coastal living in this inviting 2-bedroom, 2-bathroom first-level condo nestled within the prestigious Gulf & Bay Club Bayside in Siesta Key, Florida. Step inside to discover a thoughtfully designed space adorned with coastal-inspired décor and an abundance of natural light. The open-concept layout seamlessly connects the living, dining, and kitchen areas, creating an ideal space for
Andy Moore GULF COAST REALTY & MANAGEMENT
-
$963,000
Sold Feb 04, 20261013 W Peppertree Dr Unit 115, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,100 Sq Ft
- Built 1974
Last Sold Summary
- 3% Below List Price
- $875/SF
- 1 Day On Market
Current Estimated Value $968,604
Last Listing Agent Karl Helbig SUNREAL ESTATE INC
1013 W Peppertree Dr Unit 115, Sarasota, FL 34242 -
Est $1,258,670
Not Listed For Sale1660 Summerhouse Ln Unit 302, Sarasota, FL 34242
- 3 Beds
- 2.5 Baths
- 2,110 Sq Ft
- Built 2007
Last Sold Summary
- 175 Days On Market
-
$6,800,000
New Construction $50K PRICE INCREASE- 6 Beds
- 6.5 Baths
- 5,400 Sq Ft
44 Rockwell Ln, Sarasota, FL 34242
44 Rockwell Ln, Sarasota, FL 34242Joseph Russo JOSEPH RUSSO, LICENSED R.E. BROKER
-
$6,500 Per Month
- 2 Beds
- 2 Baths
- 929 Sq Ft
- Condo for Rent
1250 N Portofino Dr Unit 102, Sarasota, FL 34242
1250 N Portofino Dr Unit 102, Sarasota, FL 34242Available January to April 1, 2026! Beautiful two bedroom, two bath spacious condo. Furnished lanai with view of the Harbor and the Intracoastal Waterway - rarely available! Fifty-five+ community. Easy walk to deeded beach access to Siesta Key, the Number One Beach in the Country! Heated Outdoor Pool and Spa, Saunas, Modern Clubhouse, Patio Seating Area on the canal and our own Siesta Harbor
Judith Guzzi JUDITH GUZZI & ASSOCIATES LLC
-
$550,000
Sold Nov 12, 20255222 Winding Way, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,137 Sq Ft
- Built 1963
Last Sold Summary
- 3% Below List Price
- $484/SF
- 35 Days On Market
Current Estimated Value $578,817
Last Listing Agent Robert Moffatt MICHAEL SAUNDERS & COMPANY
5222 Winding Way, Sarasota, FL 34242 -
Est $1,808,701
Not Listed For Sale1660 Summerhouse Ln Unit 104, Sarasota, FL 34242
- 3 Beds
- 3.5 Baths
- 2,490 Sq Ft
- Built 2007
Last Sold Summary
- 171 Days On Market
-
$8,750,000
- 3 Beds
- 4 Baths
- 4,750 Sq Ft
648 Beach Rd, Sarasota, FL 34242
648 Beach Rd, Sarasota, FL 34242Inbal August DOUGLAS ELLIMAN
-
$5,000 Per Month
- 3 Beds
- 2.5 Baths
- 2,080 Sq Ft
- House for Rent
4946 Commonwealth Dr, Sarasota, FL 34242
4946 Commonwealth Dr, Sarasota, FL 34242Available as a monthly rental in May, August, September, October, November and December 2026 only!Discover your perfect slice of "Island Time" at Just Breathe, a serene 3 bedroom, 2.5 bathroom home nestled directly on a peaceful Siesta Key canal. From the moment you arrive, you'll feel the world melt away as you step into this ultimate beach house getaway designed for relaxation and fun.
Beth Dilley ASCENDIA REAL ESTATE
-
$1,150,000
Sold Oct 22, 20254915 Primrose Path, Sarasota, FL 34242
- 6 Beds
- 5 Baths
- 3,549 Sq Ft
- Built 1960
Last Sold Summary
- 38% Below List Price
- $324/SF
- 320 Days On Market
Current Estimated Value $1,275,856
Last Listing Agent Tony Andrews ANDREWS & ASSOCIATES REALTY
4915 Primrose Path, Sarasota, FL 34242 -
Est $701,831
Not Listed For Sale1080 W Peppertree Ln Unit 303A, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,365 Sq Ft
- Built 1974
Last Sold Summary
- 124 Days On Market
-
$545,000
- 1 Bed
- 1 Bath
- 728 Sq Ft
5830 Midnight Pass Rd Unit 29, Sarasota, FL 34242
5830 Midnight Pass Rd Unit 29, Sarasota, FL 34242Cristina Campbell VUE REALTY, LLC
-
$9,500 Per Month
- 2 Beds
- 2 Baths
- 1,280 Sq Ft
- Condo for Rent
1339 Siesta Bayside Dr Unit 1339C, Sarasota, FL 34242
1339 Siesta Bayside Dr Unit 1339C, Sarasota, FL 34242Welcome to your elevated sanctuary in paradise – a second-floor two-bedroom condo at Gulf & Bay Bayside on the enchanting Siesta Key, Florida. Upon entering, you're immediately greeted by an open-concept living space that seamlessly integrates the interior with the scenic beauty beyond. The living area, adorned with coastal-inspired décor, invites you to relax in comfort while large
Andy Moore GULF COAST REALTY & MANAGEMENT
-
$630,000
Sold Mar 27, 20266263 Midnight Pass Rd Unit 105, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,550 Sq Ft
- Built 1981
Last Sold Summary
- 31% Below List Price
- $406/SF
- 374 Days On Market
Current Estimated Value $651,353
Last Listing Agent Randy Owens COLDWELL BANKER REALTY
6263 Midnight Pass Rd Unit 105, Sarasota, FL 34242 -
Est $1,305,227
Not Listed For Sale6150 Midnight Pass Rd Unit 40, Sarasota, FL 34242
- 4 Beds
- 3 Baths
- 1,976 Sq Ft
- Built 1967
Last Sold Summary
- 89 Days On Market
Showing Results 321 - 360, Page 9 of 18
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