$17,650,000
- 4 Beds
- 6 Baths
- 8,138 Sq Ft
3799 Flamingo Ave, Sarasota, FL 34242
Kim Ogilvie MICHAEL SAUNDERS & COMPANY
12,410
Homes in ZIP Code 34242
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3799 Flamingo Ave, Sarasota, FL 34242
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$16,770 Per Month
- 2 Beds
- 2 Baths
- 1,370 Sq Ft
- House for Rent
1001 Point of Rocks Rd Unit 412, Sarasota, FL 34242
1001 Point of Rocks Rd Unit 412, Sarasota, FL 34242Villa 412 at Siesta Sands offers a comfortable coastal escape where relaxation comes naturally. Bright and airy, this inviting villa features an open floor plan with a light, beach-inspired atmosphere that creates an easygoing setting from the moment you arrive. The well-equipped kitchen and welcoming living spaces are perfect for enjoying slow mornings and laid-back evenings. Experience the
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
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$1,600,000
Sold Mar 12, 20265121 Sandy Shore Ave, Sarasota, FL 34242
- 3 Beds
- 3 Baths
- 2,726 Sq Ft
- Built 2000
Last Sold Summary
- $587/SF
Current Estimated Value $1,611,833
Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE
5121 Sandy Shore Ave, Sarasota, FL 34242 -
Est $719,894
Not Listed For Sale8750 Midnight Pass Rd Unit 103C, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,650 Sq Ft
- Built 1980
Last Sold Summary
- 241 Days On Market
Last Listing Agent Lori Madden MANGROVE REALTY ASSOCIATES
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$399,000
- 2 Beds
- 2 Baths
- 1,124 Sq Ft
9034 Midnight Pass Rd Unit 6, Sarasota, FL 34242
9034 Midnight Pass Rd Unit 6, Sarasota, FL 34242Brian Loebker MICHAEL SAUNDERS & COMPANY
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$5,370 Per Month
- 1 Bed
- 1 Bath
- 708 Sq Ft
- House for Rent
6006 Midnight Pass Rd Unit 53, Sarasota, FL 34242
6006 Midnight Pass Rd Unit 53, Sarasota, FL 34242Starting at $179/night! Discover a luxurious 1-bedroom, 1-bathroom condominium at Casa Mar, featuring a king-sized bed in the primary suite and a comfortable sleeper sofa in the living area. This stylish retreat boasts a fully equipped kitchen adjoining a spacious dining area, ideal for entertaining or relaxing meals. Enjoy the convenience of a private carport just steps from your door, while
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
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$370,000
Sold Apr 22, 20261257 S Portofino Dr Unit 203, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 929 Sq Ft
- Built 1968
Last Sold Summary
- $398/SF
- 3 Days On Market
Current Estimated Value $374,987
Last Listing Agent Melissa Gissinger MICHAEL SAUNDERS & COMPANY
1257 S Portofino Dr Unit 203, Sarasota, FL 34242 -
Est $741,934
Not Listed For Sale8730 Midnight Pass Rd Unit 304A, Sarasota, FL 34242
- 3 Beds
- 2 Baths
- 1,445 Sq Ft
- Built 1980
Last Sold Summary
- 130 Days On Market
Last Listing Agent Tricia Rudd KELLER WILLIAMS ON THE WATER S
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$1,275,000
$225K PRICE DROP Under Contract- Land
- 36,154 Sq Ft
- $1,536,145 per Acre
7247 Turnstone Rd, Sarasota, FL 34242
7247 Turnstone Rd, Sarasota, FL 34242 -
$6,500 Per Month
- 2 Beds
- 2 Baths
- 1,337 Sq Ft
- Condo for Rent
5740 Midnight Pass Rd Unit 303, Sarasota, FL 34242
5740 Midnight Pass Rd Unit 303, Sarasota, FL 34242This luxury Siesta Key beachfront unit in the exclusive Gulf and Bay Club offers full panoramic views of the Gulf of Mexico and the #1 beach in the USA, Siesta Key! This beautifully updated 2-bedroom, 2-bathroom unit features hardwood floors, granite countertops, and an abundance of cabinet space. The bathrooms are elegantly updated with tile and granite counters, making this a truly turnkey
Robert Bevington SHOWTIME REALTY
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$1,070,000
Sold Aug 24, 20265790 Midnight Pass Rd Unit 506, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,335 Sq Ft
- Built 1979
Last Sold Summary
- 11% Below List Price
- $801/SF
- 112 Days On Market
Current Estimated Value $1,138,385
Last Listing Agent Lisa Gullick PREMIER SOTHEBY'S INTERNATIONAL REALTY
5790 Midnight Pass Rd Unit 506, Sarasota, FL 34242 -
Est $590,136
Not Listed For Sale8730 Midnight Pass Rd Unit 203A, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,012 Sq Ft
- Built 1980
Last Sold Summary
- 182 Days On Market
Last Listing Agent Maria Beck MICHAEL SAUNDERS & COMPANY
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$549,000
$20K PRICE DROP- 2 Beds
- 2 Baths
- 1,093 Sq Ft
8911 Midnight Pass Rd Unit 409, Sarasota, FL 34242
8911 Midnight Pass Rd Unit 409, Sarasota, FL 34242Beth Sargent PREMIER SOTHEBYS INTL REALTY
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$8,300 Per Month
- 2 Beds
- 2 Baths
- 1,163 Sq Ft
- Condo for Rent
1200 E Peppertree Ln Unit 402, Sarasota, FL 34242
1200 E Peppertree Ln Unit 402, Sarasota, FL 34242This condo is a 30-night minimum.Condo 1200-402 at Peppertree Bay on Siesta KeyThis 2 bedroom, 2 bathrooms recently remodeled, is only steps away from Crescent Beach and is located on the 4th floor.This condo comfortably sleeps 6 guests.The master King bedroom is equipped with a 43'' Smart TV for your entertainment and a ceiling fan. The master bathroom has a walk-in
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
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$2,695,000
Sold Dec 23, 2025548 Siesta Dr, Sarasota, FL 34242
- 3 Beds
- 3.5 Baths
- 4,399 Sq Ft
- Built 1951
Last Sold Summary
- 4% Below List Price
- $613/SF
- 35 Days On Market
Current Estimated Value $2,747,956
Last Listing Agent Derek Edwards KELLER WILLIAMS ON THE WATER S
548 Siesta Dr, Sarasota, FL 34242 -
Est $545,644
Not Listed For Sale8635 Midnight Pass Rd Unit C207, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,115 Sq Ft
- Built 1970
Last Sold Summary
- 16 Days On Market
Last Listing Agent Claude Pierre CP REALTY INTERNATIONAL
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$25,000,000
New Construction $3M PRICE INCREASE Pending- 5 Beds
- 6.5 Baths
- 6,301 Sq Ft
4050 Higel Ave, Siesta Key, FL 34242
4050 Higel Ave, Siesta Key, FL 34242Faith Stutzman PHAM REALTY GROUP LLC
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$7,999 Per Month
- 2 Beds
- 2 Baths
- 1,200 Sq Ft
- Condo for Rent
4660 Ocean Blvd Unit Q, Sarasota, FL 34242
4660 Ocean Blvd Unit Q, Sarasota, FL 34242FULL GULF & SUNSET VIEWS | TURNKEY FURNISHED | WALK TO SIESTA VILLAGE & BEACHSeasonal rental available for January, February and March of 2027. Taxes are not included in the rent. Two small dogs allowed!You will be WOWED by the breathtaking full Gulf and sunset views from this TURNKEY FURNISHED Siesta Key residence! Ideally located within walking distance of the vibrant Siesta Village and
Paul Svilokos RENTPRO MANAGEMENT LLC
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$2,535,000
Sold Feb 13, 20264757 Higel Ave, Sarasota, FL 34242
- 4 Beds
- 3.5 Baths
- 3,232 Sq Ft
- Built 1990
Last Sold Summary
- 8% Below List Price
- $784/SF
- 44 Days On Market
Current Estimated Value $2,552,509
Last Listing Agent Victoria Turner MICHAEL SAUNDERS & COMPANY
4757 Higel Ave, Sarasota, FL 34242 -
Est $810,726
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
Last Listing Agent Marlene Marshall MICHAEL SAUNDERS & COMPANY
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$1,299,900
- 2 Beds
- 2 Baths
- 1,915 Sq Ft
1260 Dolphin Bay Way Unit 403, Sarasota, FL 34242
1260 Dolphin Bay Way Unit 403, Sarasota, FL 34242Stacey Andrews ANDREWS & ASSOCIATES REALTY
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$8,000 Per Month
- 2 Beds
- 2 Baths
- 1,286 Sq Ft
- Condo for Rent
8770 Midnight Pass Rd Unit 402B, Sarasota, FL 34242
8770 Midnight Pass Rd Unit 402B, Sarasota, FL 34242Look no further than Siesta Key's "Island Reef" for your annual vacation getaway. The stunning Gulf to Bay location features the fourth-floor unit overlooking the intercostal waterway, just a short walk to the beach. The Siesta Key village and local dining are just a stroll away. The property has a beautiful community pool, tennis courts, shuffleboard, and more. The stylish decorum and nicely
Erick Shumway RE/MAX ALLIANCE GROUP
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$432,500
Sold Apr 29, 20269200 Midnight Pass Rd Unit 28, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 922 Sq Ft
- Built 1972
Last Sold Summary
- 9% Below List Price
- $469/SF
- 80 Days On Market
Current Estimated Value $435,653
Last Listing Agent David Anthony MICHAEL SAUNDERS & COMPANY
9200 Midnight Pass Rd Unit 28, Sarasota, FL 34242 -
Est $539,662
Not Listed For Sale1700 Cove II Place Unit 311, Sarasota, FL 34242
- 2 Beds
- 1.5 Baths
- 860 Sq Ft
- Built 1979
Last Sold Summary
- 176 Days On Market
Last Listing Agent Judy Kepecz-Hays COLDWELL BANKER REALTY
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$4,000,000
- 2 Beds
- 2.5 Baths
- 2,374 Sq Ft
5400 Ocean Blvd Unit 15 1-4, Sarasota, FL 34242
5400 Ocean Blvd Unit 15 1-4, Sarasota, FL 34242Mickey Kiernan MICHAEL SAUNDERS & COMPANY
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$7,000 Per Month
- 4 Beds
- 3 Baths
- 2,439 Sq Ft
- House for Rent
4852 Featherbed Ln, Sarasota, FL 34242
4852 Featherbed Ln, Sarasota, FL 34242Welcome to your slice of paradise on Siesta Key, where island charm, relaxation, and convenience come together for the perfect beach getaway.This beautifully maintained 4-bedroom, 3-bathroom home is designed for making memories with family and friends. Spend your days lounging by the private heated saltwater pool, fire up the grill for an evening BBQ, or explore the island on the two
Catherine Mitchell SANDRONI HOLDINGS REAL ESTATE LLC
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$4,325,000
Sold Apr 17, 2026750 Siesta Key Cir, Sarasota, FL 34242
- 4 Beds
- 4.5 Baths
- 4,213 Sq Ft
- Built 2013
Last Sold Summary
- 11% Below List Price
- $1,027/SF
- 52 Days On Market
Current Estimated Value $4,234,137
Last Listing Agent Rich Polese COMPASS FLORIDA LLC
750 Siesta Key Cir, Sarasota, FL 34242 -
Est $662,910
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
Last Listing Agent Suki Scollo COLDWELL BANKER REALTY
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$620,000
$25K PRICE DROP- 2 Beds
- 1 Bath
- 836 Sq Ft
6154 Midnight Pass Rd Unit 7, Sarasota, FL 34242
6154 Midnight Pass Rd Unit 7, Sarasota, FL 34242Joel Schemmel DOUGLAS ELLIMAN
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$8,250 Per Month
- 2 Beds
- 2 Baths
- 1,043 Sq Ft
- House for Rent
6154 Midnight Pass Rd Unit 201, Sarasota, FL 34242
6154 Midnight Pass Rd Unit 201, Sarasota, FL 34242Welcome to this beautifully updated, Gulf-facing apartment located directly on the soft white sands of Crescent Beach. Designed for comfort and relaxation, this spacious unit offers sweeping views of the Gulf of Mexico and nightly sunsets that are nothing short of spectacular. Whether you're lounging in the tastefully decorated living room or enjoying a quiet moment on the private, screened-in
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
-
$2,500,000
Sold Dec 04, 202591 Avenida Veneccia, Sarasota, FL 34242
- 5 Beds
- 4 Baths
- 2,498 Sq Ft
- Built 1946
Last Sold Summary
- 28% Below List Price
- $1,001/SF
- 202 Days On Market
Current Estimated Value $2,594,353
Last Listing Agent Christy Travis RE/MAX ALLIANCE GROUP
91 Avenida Veneccia, Sarasota, FL 34242 -
Est $791,859
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
Last Listing Agent Suki Scollo COLDWELL BANKER REALTY
-
$1,280,000
$15K PRICE DROP- 3 Beds
- 2 Baths
- 2,216 Sq Ft
5125 Sandy Beach Ave, Sarasota, FL 34242
5125 Sandy Beach Ave, Sarasota, FL 34242Victoria Turner MICHAEL SAUNDERS & COMPANY
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$11,000 Per Month
- 3 Beds
- 3 Baths
- 3,324 Sq Ft
- House for Rent
681 Avenida de Mayo, Sarasota, FL 34242
681 Avenida de Mayo, Sarasota, FL 34242Park your Boat behind your home .... Welcome to this boaters paradise! This recently renovated 3-bedroom, 3-bathroom home nestled in the heart of Siesta Key. With 3,324 square feet of well designed living space, this contemporary home offers both luxury and comfort in one of Florida's most coveted locations. Step inside to find over-sized rooms that can be utilized for entertaining or simply
Colette Jay HORIZON REALTY INTERNATIONAL
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$1,650,000
Sold Mar 26, 20265348 Shadow Lawn Dr, Sarasota, FL 34242
- 3 Beds
- 3 Baths
- 2,477 Sq Ft
- Built 1964
Last Sold Summary
- 8% Below List Price
- $666/SF
- 24 Days On Market
Current Estimated Value $1,691,496
Last Listing Agent Judie Berger PREMIER SOTHEBY'S INTERNATIONAL REALTY
5348 Shadow Lawn Dr, Sarasota, FL 34242 -
Est $622,349
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
Last Listing Agent Suki Scollo COLDWELL BANKER REALTY
-
$549,000
- 2 Beds
- 2 Baths
- 1,093 Sq Ft
9011 Midnight Pass Rd Unit 329, Sarasota, FL 34242
9011 Midnight Pass Rd Unit 329, Sarasota, FL 34242Dean Chesnut PREMIERE PLUS REALTY COMPANY
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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
-
$625,000
Sold Sep 30, 20251311 Siesta Bayside Dr Unit 1311A, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,130 Sq Ft
- Built 1988
Last Sold Summary
- 16% Below List Price
- $553/SF
- 115 Days On Market
Current Estimated Value $651,945
Last Listing Agent Marni Hayden CHROME REALTY LLC
1311 Siesta Bayside Dr Unit 1311A, Sarasota, FL 34242 -
Est $1,841,518
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
Last Listing Agent Mel Goldsmith MICHAEL SAUNDERS & COMPANY
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