$5,499,000 New Construction
- 5 Beds
- 5 Baths
- 4,195 Sq Ft
539 Avenida Del Norte, Sarasota, FL 34242
Lisa Otte DOUGLAS ELLIMAN
9,351
Siesta Key, FL Homes
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539 Avenida Del Norte, Sarasota, FL 34242
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$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
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$720,000 Sold Feb 05, 2026
0 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 $522,683 Not Listed For Sale
1113 N Moonmist Ct Unit L3, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 900 Sq Ft
- Built 1968
Last Sold Summary
- 11% Below List Price
- $654/SF
- 0 Days On Market
- Last Sold Price $589,000
- Apr 28, 2023
Last Listing Agent Helene Hyland COLDWELL BANKER REALTY
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$499,000
- 2 Beds
- 2 Baths
- 1,460 Sq Ft
1255 E Peppertree Dr Unit 201, Sarasota, FL 34242
1255 E Peppertree Dr Unit 201, Sarasota, FL 34242Mina Johnson MICHAEL SAUNDERS & COMPANY
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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
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$615,000 Sold Dec 26, 2025
6150 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 $642,851
Last Listing Agent Glenn Brown RE/MAX ALLIANCE GROUP
6150 Midnight Pass Rd Unit 12, Sarasota, FL 34242 -
Est $508,070 Not Listed For Sale
6157 Midnight Pass Rd Unit E93, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,101 Sq Ft
- Built 1974
Last Sold Summary
- 5% Above List Price
- $440/SF
- 23 Days On Market
- Last Sold Price $484,000
- Jul 29, 2024
Last Listing Agent Kristin Gilardi EXP REALTY LLC
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$640,000
- 2 Beds
- 2 Baths
- 1,462 Sq Ft
206 Hourglass Way Unit V10, Sarasota, FL 34242
206 Hourglass Way Unit V10, Sarasota, FL 34242Harriet Stopher COLDWELL BANKER REALTY
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$7,000 Per Month
- 2 Beds
- 2 Baths
- 1,163 Sq Ft
- Apartment for Rent
1125 W Peppertree Dr Unit 702, Sarasota, FL 34242
1125 W Peppertree Dr Unit 702, Sarasota, FL 34242This property is a 30 night minimum. This 2 bedroom, 2 bath is in a Gulf-side High-rise unit, located approximately 175 yards from Crescent Beach.The master bedroom has a king bed, a 20 inch TV, a ceiling fan, and beautiful views of the beach through the lanai sliding glass doors. The master bathroom has a tub/shower combination with updated finishes and grab bars.The guest bedroom has a
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
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$640,000 Sold Oct 06, 2025
5369 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 $668,681
Last Listing Agent Nancy Drake ACCARDI & ASSOCIATES REAL ESTATE
5369 Shadow Lawn Dr, Sarasota, FL 34242 -
Est $407,360 Not Listed For Sale
6157 Midnight Pass Rd Unit D21, Sarasota, FL 34242
- 2 Beds
- 1 Bath
- 690 Sq Ft
- Built 1974
Last Sold Summary
- 1% Above List Price
- $583/SF
- 42 Days On Market
- Last Sold Price $402,000
- Nov 20, 2023
Last Listing Agent Babette Paige COLDWELL BANKER REALTY
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$520,000
- 1 Bed
- 1 Bath
- 672 Sq Ft
6020 Midnight Pass Rd Unit 63, Sarasota, FL 34242
6020 Midnight Pass Rd Unit 63, Sarasota, FL 34242Natalie Gutwein MICHAEL SAUNDERS & COMPANY
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$6,100 Per Month
- 2 Beds
- 2 Baths
- 1,200 Sq Ft
- Condo for Rent
1255 E Peppertree Dr Unit 601, Sarasota, FL 34242
1255 E Peppertree Dr Unit 601, Sarasota, FL 34242255-601 is a Bay-side Mid-rise unit, located approximately 75 yards away from the Bay.This unit does not have a bed in the guest bedroom, it will have a sleeper sofa. Open kitchen floor plan with stainless steel appliances. Open porch lanai. Guest bedroom TV is mounted on the wall. Dual sink vanity in the master bathroom, seat in the master bathroom shower. Assigned covered parking located in
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
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$570,000 Sold Aug 01, 2025
5855 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 $570,381
Last Listing Agent Christine Green COLDWELL BANKER REALTY
5855 Midnight Pass Rd Unit 303, Sarasota, FL 34242 -
Est $553,724 Not Listed For Sale
6157 Midnight Pass Rd Unit C32, Sarasota, FL 34242
- 2 Beds
- 2.5 Baths
- 1,332 Sq Ft
- Built 1974
Last Sold Summary
- 1% Above List Price
- $413/SF
- 64 Days On Market
- Last Sold Price $550,000
- Mar 20, 2024
Last Listing Agent Suki Scollo COLDWELL BANKER REALTY
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$4,350,000 New Construction
- 5 Beds
- 4 Baths
- 3,723 Sq Ft
5174 Sandy Cove Ave, Sarasota, FL 34242
5174 Sandy Cove Ave, Sarasota, FL 34242Troy Jenkins REALTY EXECUTIVES GALLERY
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$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
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$963,000 Sold Feb 04, 2026
1013 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 $948,288
Last Listing Agent Karl Helbig SUNREAL ESTATE INC
1013 W Peppertree Dr Unit 115, Sarasota, FL 34242 -
Est $623,521 Not Listed For Sale
6157 Midnight Pass Rd Unit A52, Sarasota, FL 34242
- 2 Beds
- 2.5 Baths
- 1,332 Sq Ft
- Built 1974
Last Sold Summary
- 11% Below List Price
- $526/SF
- 205 Days On Market
- Last Sold Price $700,000
- Jun 14, 2024
Last Listing Agent Mark Zervos PLATINUM REAL ESTATE
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$500,000
- 2 Beds
- 2 Baths
- 1,271 Sq Ft
225 Hourglass Way Unit 103, Sarasota, FL 34242
225 Hourglass Way Unit 103, Sarasota, FL 34242Harriet Stopher COLDWELL BANKER REALTY
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$4,750 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
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$550,000 Sold Nov 12, 2025
5222 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 $559,991
Last Listing Agent Robert Moffatt MICHAEL SAUNDERS & COMPANY
5222 Winding Way, Sarasota, FL 34242 -
Est $3,303,392 Not Listed For Sale
722 Siesta Key Cir, Sarasota, FL 34242
- 4 Beds
- 4.5 Baths
- 3,488 Sq Ft
- Built 2024
Last Sold Summary
- 7% Below List Price
- $1,015/SF
- 311 Days On Market
- Last Sold Price $3,540,000
- Sep 09, 2024
Last Listing Agent Karen Greco GRECO REAL ESTATE
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$620,000
- 2 Beds
- 2 Baths
- 1,575 Sq Ft
1345 Moonmist Dr Unit T6, Sarasota, FL 34242
1345 Moonmist Dr Unit T6, Sarasota, FL 34242Dean Hall WATERSIDE REALTY LLC
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$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
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$1,150,000 Sold Oct 22, 2025
4915 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 $1,211,336
Last Listing Agent Tony Andrews ANDREWS & ASSOCIATES REALTY
4915 Primrose Path, Sarasota, FL 34242 -
Est $608,770 Not Listed For Sale
915 Beach Rd Unit 419, Sarasota, FL 34242
- 2 Beds
- 1 Bath
- 753 Sq Ft
- Built 1972
Last Sold Summary
- 6% Below List Price
- $863/SF
- Last Sold Price $650,000
- Oct 23, 2024
Last Listing Agent Stellar Non-Member Agent FL_MFRMLS
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$699,000
- 2 Beds
- 2 Baths
- 1,200 Sq Ft
4900 Ocean Blvd Unit 201, Sarasota, FL 34242
4900 Ocean Blvd Unit 201, Sarasota, FL 34242David Broecker PINPOINT REALTY GROUP LLC
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$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
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$630,000 Sold Mar 27, 2026
6263 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 $737,813
Last Listing Agent Randy Owens COLDWELL BANKER REALTY
6263 Midnight Pass Rd Unit 105, Sarasota, FL 34242 -
Est $823,097 Not Listed For Sale
1100 Cove II Place Unit 933, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,458 Sq Ft
- Built 1979
Last Sold Summary
- $566/SF
- 2 Days On Market
- Last Sold Price $825,000
- Nov 07, 2023
Last Listing Agent Marlene Marshall Michael Saunders
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$630,000 Pending
- 2 Beds
- 2 Baths
- 1,025 Sq Ft
145 Avenida Messina Unit 3, Sarasota, FL 34242
145 Avenida Messina Unit 3, Sarasota, FL 34242Joe Cleary RE/MAX ALLIANCE GROUP
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$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
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$850,000 Sold Jun 05, 2025
5750 Midnight Pass Rd Unit 105, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,471 Sq Ft
- Built 1984
Last Sold Summary
- 17% Below List Price
- $578/SF
- 165 Days On Market
Current Estimated Value $908,297
Last Listing Agent Peg Davant PREMIER SOTHEBY'S INTERNATIONAL REALTY
5750 Midnight Pass Rd Unit 105, Sarasota, FL 34242 -
Est $570,518 Not Listed For Sale
1500 Cove II Place Unit 533, Sarasota, FL 34242
- 2 Beds
- 1.5 Baths
- 860 Sq Ft
- Built 1979
Last Sold Summary
- 12% Below List Price
- $756/SF
- 41 Days On Market
- Last Sold Price $650,000
- Jul 12, 2023
Last Listing Agent Regina Putrino WILLIAM RAVEIS REAL ESTATE
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$699,000 Pending
- 2 Beds
- 2 Baths
- 1,180 Sq Ft
6012 W Peppertree Way Unit 227B, Sarasota, FL 34242
6012 W Peppertree Way Unit 227B, Sarasota, FL 34242Cheryl Santelli PEPPERTREE BAY REALTY INC
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$8,010 Per Month
- 2 Beds
- 2 Baths
- 1,314 Sq Ft
- Townhouse for Rent
6023 W Peppertree Way Unit 235, Sarasota, FL 34242
6023 W Peppertree Way Unit 235, Sarasota, FL 34242This property is a 30 night minimum.6023 WPW is a Gulf-side Townhouse unit, located approx. 60 yards away from Crescent Beach.Living room TV is mounted on the wall. This unit will have a flight of stairs.Approx. 1400 Sq. Ft. (1500 including the lanai) Condo Summary:Bedding: Master Bedroom: King - Guest Bedroom: 2 TwinsElectronics: Living-room: 32 inch Flat Panel - Master
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
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$470,000 Sold Mar 02, 2026
116 Pass Key Rd Unit 116, Sarasota, FL 34242
- 1 Bed
- 1 Bath
- 656 Sq Ft
- Built 1973
Last Sold Summary
- 5% Below List Price
- $716/SF
- 5 Days On Market
Current Estimated Value $468,655
Last Listing Agent Veronica Murphy KELLER WILLIAMS ON THE WATER S
116 Pass Key Rd Unit 116, Sarasota, FL 34242 -
Est $693,415 Not Listed For Sale
6145 Midnight Pass Rd Unit F7, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,068 Sq Ft
- Built 1968
Last Sold Summary
- 16% Below List Price
- $777/SF
- 28 Days On Market
- Last Sold Price $830,000
- Sep 29, 2023
Last Listing Agent Suki Scollo COLDWELL BANKER REALTY
Showing Results 321 - 360, Page 9 of 18
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