Homes in ZIP Code 34239

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  /86

  $2,195,000

  • 3 Beds
  • 2.5 Baths
  • 2,939 Sq Ft

  1695 Hyde Park St, Sarasota, FL 34239

  Exceptional Living in Sarasota's Premier Southside Village. Discover quality living in one of Sarasota's most sought-after addresses. This beautifully maintained 3-bedroom, 2.5-bathroom residence offers an excellent combination of thoughtful design, premium finishes, and an enviable location just half a block from the vibrant shops and restaurants of Southside Village. The heart of this home is a

  Allen Conrad RE/MAX ALLIANCE GROUP

  1695 Hyde Park St, Sarasota, FL 34239
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  /68

  $14,000 per month

  • 5 Beds
  • 3.5 Baths
  • 3,223 Sq Ft
  • House for Rent

  1359 Harbor Dr, Sarasota, FL 34239

  STUNNING UNFURNISHED SINGLE FAMILY HOME IN THE SOUGHT AFTER COMMUNITY OF HARBOR ACRES IS AVAILABLE TO RENT!!! This is the one you've been looking for! Renovated from top to bottom this home has all the bells and whistles with a contemporary design, spacious floor plan, two stories, split bedrooms and a private second floor primary bedroom. The kitchen is truly the heart of this home with two

  C. Alison Hunter JENNETTE PROPERTIES INC

  1359 Harbor Dr, Sarasota, FL 34239
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  /2

  $735,000 Sold Nov 04, 2025

  1736 Hawthorne St, Sarasota, FL 34239

  • 2 Beds
  • 2 Baths
  • 1,608 Sq Ft
  • Built 1924

  Last Sold Summary

  • $457/SF

  Current Estimated Value $775,842

  Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

  1736 Hawthorne St, Sarasota, FL 34239
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  /24

  Est $156,591 Not Listed For Sale

  3751 S School Ave Unit 17, Sarasota, FL 34239

  • 2 Beds
  • 2 Baths
  • 964 Sq Ft
  • Built 1972

  3751 S School Ave Unit 17, Sarasota, FL 34239

  Last Sold Summary

  • 9% Below List Price
  • $179/SF
  • 4 Days On Market

  Last Sold Price $173,000

  Last Listing Agent Joe Cleary RE/MAX
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  /64

  $237,900

  • 2 Beds
  • 1 Bath
  • 991 Sq Ft

  3700 S Osprey Ave Unit 118, Sarasota, FL 34239

  Welcome to your slice of Sarasota paradise! This vibrant, first-floor condo is the ultimate tropical retreat, located just four miles from the world-renowned sands of Siesta Key Beach and a mile from Southside Village. Whether you are searching for a savvy investment, a seasonal vacation getaway, or a low-maintenance primary residence, this home is perfectly positioned for the Florida lifestyle.

  Rory McDonald PREFERRED SHORE LLC

  3700 S Osprey Ave Unit 118, Sarasota, FL 34239
• 

  

  /19

  $3,500 per month

  • 2 Beds
  • 1 Bath
  • 991 Sq Ft
  • Condo for Rent

  3700 S Osprey Ave Unit 315, Sarasota, FL 34239

  ***AVAILABLE Jan through April 30 2027***(3 month minimum) WEST OF TAMIAMI TRAIL! Less than 1 mile from North bridge entrance to Siesta Key. 3-stry unit with the elevator in the center of courtyard. The unit is fully furnished. Two bedroom condo with beautiful kitchen. Second bedroom presently office, has pull out bed. Living room has pull out couch. Washer/Dryer in bathroom, and the condo has a

  Anthony DeLuca AUDREY RAIN RENTALS, INC

  3700 S Osprey Ave Unit 315, Sarasota, FL 34239
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  /2

  $459,900 Sold Aug 14, 2025

  3036 Rose St, Sarasota, FL 34239

  • 2 Beds
  • 2 Baths
  • 1,410 Sq Ft
  • Built 1965

  Last Sold Summary

  • 4% Below List Price
  • $326/SF
  • 74 Days On Market

  Current Estimated Value $440,524

  Last Listing Agent Kara Wootson COLDWELL BANKER REALTY

  3036 Rose St, Sarasota, FL 34239
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  /42

  Est $215,330 Not Listed For Sale

  2708 Orchid Oaks Dr Unit 203, Sarasota, FL 34239

  • 2 Beds
  • 2 Baths
  • 1,365 Sq Ft
  • Built 1981

  2708 Orchid Oaks Dr Unit 203, Sarasota, FL 34239

  Last Sold Summary

  • 12% Below List Price
  • $180/SF
  • 15 Days On Market

  Last Sold Price $246,000

  Last Listing Agent Jesse Rutherford WHITE SANDS REALTY GROUP FL
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  /54

  $1,545,000

  • 5 Beds
  • 4 Baths
  • 2,853 Sq Ft

  1775 Stapleton St, Sarasota, FL 34239

  Between North Siesta Key and Oyster Bay, this coastal craftsman contemporary residence offers the leisure of a maintenance-free lifestyle in a desirable location. Visit nearby shopping and dining, or just a quick drive to Siesta Key Beach or downtown Sarasota. Positioned across from the community pool, the home offers easy-care landscaping complemented by a charming herb garden. Built of solid

  Andrew Tanner PREMIER SOTHEBY'S INTERNATIONAL REALTY

  1775 Stapleton St, Sarasota, FL 34239
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  /54

  $3,200 per month

  • 3 Beds
  • 2 Baths
  • 1,650 Sq Ft
  • House for Rent

  3507 Pinecrest St, Sarasota, FL 34239

  Available August 2026. Vacation or Long-Term rental! 3 month minimum. Sarasota Village Green Golf Course 3/2 home on a beautifully landscaped corner lot. The back yard is fully fenced and the home has a spacious lanai and swimming pool (not heated). The open floor plan lends itself to views of the back yard from the family room and kitchen.Modern upgrades throughout and new LVP flooring in

  Margaret Young JENNETTE PROPERTIES, INC.

  3507 Pinecrest St, Sarasota, FL 34239
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  /2

  $730,000 Sold Mar 13, 2026

  3530 Flores Ave, Sarasota, FL 34239

  • 3 Beds
  • 3 Baths
  • 1,960 Sq Ft
  • Built 1969

  Last Sold Summary

  • 9% Below List Price
  • $372/SF
  • 88 Days On Market

  Current Estimated Value $780,971

  Last Listing Agent Karen Chandler MICHAEL SAUNDERS & COMPANY

  3530 Flores Ave, Sarasota, FL 34239
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  /60

  Not Listed For Sale

  1845 Bougainvillea St, Sarasota, FL 34239

  • 4 Beds
  • 4.5 Baths
  • 3,527 Sq Ft
  • Built 1941

  1845 Bougainvillea St, Sarasota, FL 34239

  Last Sold Summary

  • $579/SF
  • 300 Days On Market

  Last Sold Price $2,041,227

  Last Listing Agent Patricia Hanly HANLY ASSOCIATES REALTY
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  /73

  $2,595,000

  • 3 Beds
  • 2.5 Baths
  • 2,700 Sq Ft

  3606 Palonia Ct, Sarasota, FL 34239

  A rare and extraordinary offering, this is the home everyone has been waiting for. Rebuilt from the ground up between 2021–2024, this stunning farmhouse-coastal estate blends timeless charm with modern luxury on a beautifully landscaped .45-acre lot, providing one of the largest under grass rear yards west of trail in the exclusive Granada neighborhood, ideal for a entertaining and added privacy.

  Daria Fairchild COLDWELL BANKER REALTY

  3606 Palonia Ct, Sarasota, FL 34239
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  /52

  $8,000 per month

  • 3 Beds
  • 1.5 Baths
  • 1,461 Sq Ft
  • House for Rent

  1726 Floyd St, Sarasota, FL 34239

  SEASONAL RENTAL - Available June 1, 2026 -3/BR; 1.5/baths Renovated, beautifully designer-decorated modern home located in one of Sarasota's most coveted West of Trail locations - adjacent to stunning Harbor Acres! THE SPACE: This stylish, fully furnished home features three bedrooms (King, Queen, Queen), 1.5 baths, a one-car garage, a spacious, light-filled sunroom and a cozy reading nook. The

  Beth Harris COMPASS FLORIDA LLC

  1726 Floyd St, Sarasota, FL 34239
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  /2

  $812,500 Sold Apr 17, 2025

  2118 Tanglewood Dr, Sarasota, FL 34239

  • 3 Beds
  • 2 Baths
  • 2,257 Sq Ft
  • Built 1979

  Last Sold Summary

  • 2% Below List Price
  • $360/SF
  • 4 Days On Market

  Current Estimated Value $772,233

  Last Listing Agent Judie Berger PREMIER SOTHEBY'S INTERNATIONAL REALTY

  2118 Tanglewood Dr, Sarasota, FL 34239
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  /43

  Est $638,686 Not Listed For Sale

  2517 Valencia Dr, Sarasota, FL 34239

  • 4 Beds
  • 3 Baths
  • 2,372 Sq Ft
  • Built 1956

  2517 Valencia Dr, Sarasota, FL 34239

  Last Sold Summary

  • $270/SF
  • 156 Days On Market

  Last Sold Price $640,000

  Last Listing Agent Mark Borg LIST WITH 1 REALTY
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  /50

  $1,550,000

  • 4 Beds
  • 5 Baths
  • 2,881 Sq Ft

  1751 Floyd St, Sarasota, FL 34239

  In the "heart" of the most popular West of Trail neighborhood, step into a rare piece of Sarasota history just a short stroll to Southside Village restaurants and shops, downtown and 2 blocks to Sarasota Memorial Hospital. Behind a classic white picket fence, this 1926 home welcomes you with a generous yard framed by mature landscaping and colorful gardens. A cozy front porch sets the tone for

  Barbara May MICHAEL SAUNDERS & COMPANY

  1751 Floyd St, Sarasota, FL 34239
• 

  

  /90

  $18,500 per month

  • 6 Beds
  • 8 Baths
  • 3,765 Sq Ft
  • House for Rent

  2314 Floyd St, Sarasota, FL 34239

  Step into a world of upscale comfort in this brand-new high-end lease opportunity, where thoughtful design meets modern sophistication. This stunning six-bedroom home is crafted for both privacy and elegance, with every bedroom featuring its own en-suite bath and generous walk-in closet. It's an ideal setup for large families and entertaining guests. Inside, the home boasts a bright and airy open

  Domanic Calamese KW COASTAL LIVING III

  2314 Floyd St, Sarasota, FL 34239
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  /2

  $490,000 Sold Apr 30, 2025

  2211 Tuttle Terrace, Sarasota, FL 34239

  • 2 Beds
  • 2 Baths
  • 1,402 Sq Ft
  • Built 1958

  Last Sold Summary

  • 7% Below List Price
  • $350/SF
  • 60 Days On Market

  Current Estimated Value $455,440

  Last Listing Agent Ashley Wallace COLDWELL BANKER REALTY

  2211 Tuttle Terrace, Sarasota, FL 34239
• 

  /2

  Est $523,083 Not Listed For Sale

  2136 Clematis Place, Sarasota, FL 34239

  • 3 Beds
  • 2 Baths
  • 1,272 Sq Ft
  • Built 1976

  2136 Clematis Place, Sarasota, FL 34239

  Last Sold Summary

  • 9% Below List Price
  • $452/SF
  • 57 Days On Market

  Last Sold Price $575,000

  Last Listing Agent Patrick Brogley KELLER WILLIAMS ON THE WATER S
• 

  

  /97

  $4,311,400 Pending

  • 5 Beds
  • 4.5 Baths
  • 4,550 Sq Ft

  1873 Rose St, Sarasota, FL 34239

  Under contract-accepting backup offers. Introducing a rare opportunity in Poinsettia Park II, one of the most desirable enclaves within Sarasota’s coveted West of Trail community. Built in 2023 by Voigt Brothers, this single-level custom residence offers 4,550 square feet of elevated living on an oversized .38-acre lot, where timeless design meets modern innovation. From the moment you enter,

  Brian Partie ENGEL + VOELKERS SARASOTA

  1873 Rose St, Sarasota, FL 34239
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  /100

  $6,800 per month

  • 5 Beds
  • 4 Baths
  • 2,600 Sq Ft
  • House for Rent

  2042 Craft Ln, Sarasota, FL 34239

  Location, location, location, in Quiet Cul-De-Sac, only 5 miles to #1 rated SIESTA KEY BEACH! Experience luxury living in the highly desirable Arlington Park neighborhood! Very limited inventory of homes available in this area! This home offers (2) separate owner's suites. Beautifully newly-renovated 5-Bedroom, 4-Bathroom home w/ PRIVATE HEATED POOL & screen enclosure! Enjoy miles of scenic

  Scott Thompson AMERITRUST REALTY LLC

  2042 Craft Ln, Sarasota, FL 34239
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  /2

  $350,000 Sold Sep 26, 2025

  2723 Hyde Park St, Sarasota, FL 34239

  • 2 Beds
  • 1.5 Baths
  • 1,395 Sq Ft
  • Built 1962

  Last Sold Summary

  • 3% Below List Price
  • $251/SF
  • 27 Days On Market

  Current Estimated Value $350,911

  Last Listing Agent Michael Grant DREAMIFY REAL ESTATE LLC

  2723 Hyde Park St, Sarasota, FL 34239
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  /70

  Est $7,462,977 Not Listed For Sale

  3740 Tangier Terrace, Sarasota, FL 34239

  • 5 Beds
  • 6.5 Baths
  • 5,277 Sq Ft
  • Built 2021

  3740 Tangier Terrace, Sarasota, FL 34239

  Last Sold Summary

  • 11% Below List Price
  • $1,582/SF
  • 81 Days On Market

  Last Sold Price $8,350,000

  Last Listing Agent Sara Ferguson COMPASS FLORIDA LLC
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  /66

  $1,495,000

  • 3 Beds
  • 2 Baths
  • 1,595 Sq Ft

  1780 Spring Creek Dr, Sarasota, FL 34239

  Architectural character, curated design, and resort-style outdoor living define this exceptional Sarasota residence at 1780 Spring Creek Drive.Privately positioned behind a gated entry and surrounded by lush tropical landscaping, this distinctive home offers a refined Florida lifestyle with thoughtful upgrades, timeless style, and true peace of mind. Located in one of the the location that

  Adnan Dedic COMPASS FLORIDA LLC

  1780 Spring Creek Dr, Sarasota, FL 34239
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  /33

  $4,400 per month

  • 4 Beds
  • 2 Baths
  • 1,760 Sq Ft
  • House for Rent

  2469 Waldemere St, Sarasota, FL 34239

  Tropical Oasis in the Heart of Sarasota – 4BR/2BA Home with Screened Lanai & Hot TubWelcome to your Sarasota sanctuary! This beautifully updated 4-bedroom, 2-bathroom home offers the perfect blend of comfort, space, and style. With a true open-concept floor plan, the home is filled with natural light, creating a bright and airy living environment.Step into the expansive screened Florida

  Robert Bevington SHOWTIME REALTY

  2469 Waldemere St, Sarasota, FL 34239
• 

  /2

  $190,000 Sold Apr 10, 2025

  3211 Gifford Ln Unit 408, Sarasota, FL 34239

  • 2 Beds
  • 2 Baths
  • 1,323 Sq Ft
  • Built 1968

  Last Sold Summary

  • 34% Below List Price
  • $144/SF
  • 115 Days On Market

  Current Estimated Value $187,746

  Last Listing Agent Doris Edwards A & D EDWARDS AMERICAN DREAM

  3211 Gifford Ln Unit 408, Sarasota, FL 34239
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  /44

  Est $780,734 Not Listed For Sale

  2531 Siesta Dr, Sarasota, FL 34239

  • 2 Beds
  • 3 Baths
  • 2,100 Sq Ft
  • Built 1959

  2531 Siesta Dr, Sarasota, FL 34239

  Last Sold Summary

  • 16% Below List Price
  • $440/SF
  • 188 Days On Market

  Last Sold Price $925,000

  Last Listing Agent Albert Wooster ALBERT WOOSTER & COMPANY
• 

  

  /58

  $6,500,000 Pending

  • 4 Beds
  • 3 Baths
  • 3,294 Sq Ft

  1406 Tangier Way, Sarasota, FL 34239

  Under contract-accepting backup offers. Welcome to 1406 Tangier Way, a breathtaking expression of coastal contemporary luxury in San Remo Estates in Sarasota, where architectural excellence meets waterfront serenity. This 3,294 sq. ft. home is a seamless blend of sophistication, innovation, and artisanal craftsmanship, offering four bedrooms, three full baths, and unparalleled views of Sarasota

  Faith Stutzman THE STUTZMAN REALTY GROUP, LLC

  1406 Tangier Way, Sarasota, FL 34239
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  /9

  $1,750 per month

  • 1 Bed
  • 1 Bath
  • 598 Sq Ft
  • Condo for Rent

  3101 Bee Ridge Rd Unit 214, Sarasota, FL 34239

  Move-in ready, this clean and well-maintained 1-bedroom, 1-bathroom second-floor unit offers comfort, convenience, and a fantastic central location. Enjoy the ease of an assigned parking space, with additional guest parking available for visitors. The community features great amenities, including a heated pool, on-site laundry facilities, and extra storage space for your

  Anita Darvai Seaton OFFERMATE REAL ESTATE

  3101 Bee Ridge Rd Unit 214, Sarasota, FL 34239
• 

  /2

  $6,900,000 Sold Dec 26, 2025

  3544 San Remo Terrace, Sarasota, FL 34239

  • 5 Beds
  • 7 Baths
  • 6,710 Sq Ft
  • Built 2009

  Last Sold Summary

  • 54% Below List Price
  • $1,028/SF
  • 494 Days On Market

  Current Estimated Value $7,461,733

  Last Listing Agent Charles & Gabe Buky COLDWELL BANKER REALTY

  3544 San Remo Terrace, Sarasota, FL 34239
• 

  /2

  Est $574,487 Not Listed For Sale

  2504 Fruit Tree Dr, Sarasota, FL 34239

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • Built 1960

  2504 Fruit Tree Dr, Sarasota, FL 34239

  Last Sold Summary

  • 14% Below List Price
  • $554/SF
  • 28 Days On Market

  Last Sold Price $665,000

  Last Listing Agent Michael A Martino KELLER WILLIAMS ON THE WATER S
• 

  

  /31

  $1,125,000

  • 4 Beds
  • 3 Baths
  • 3,386 Sq Ft

  2215 River Ridge Dr, Sarasota, FL 34239

  PRICE ADJUSTMENT! $50,000 PRICE REDUCTION. RARE OPPORTUNITY IN SOUTH GATE! One of the largest ranch style homes in the neighborhood is available with four oversized bedrooms, including dual master suites, three bathrooms, extra large family room and a huge INDOOR pool. This home is over 6500 square feet under roof and almost 3400 square feet of air-conditioned space. Please refer to the floor

  Richard Scott Waid LOKATION

  2215 River Ridge Dr, Sarasota, FL 34239
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  /34

  $5,000 per month

  • 3 Beds
  • 2 Baths
  • 1,511 Sq Ft
  • House for Rent

  2141 Hyde Park St, Sarasota, FL 34239

  Sunshine, palm trees, majestic oaks, and your own private pool—this beautiful turnkey furnished downtown Sarasota home is ready for your next getaway, available for monthly rental year-round with a 30-day minimum stay—just bring your sunscreen and flip flops! Step inside to an open and inviting living area filled with natural light, flowing seamlessly into the dining space and a well-equipped

  Scott Nold TNG PROPERTY MANAGEMENT

  2141 Hyde Park St, Sarasota, FL 34239
• 

  /2

  $485,000 Sold Jun 13, 2025

  2574 Hawthorne St, Sarasota, FL 34239

  • 3 Beds
  • 2 Baths
  • 1,362 Sq Ft
  • Built 1952

  Last Sold Summary

  • 9% Below List Price
  • $356/SF
  • 123 Days On Market

  Current Estimated Value $469,761

  Last Listing Agent Justin Benz EXP REALTY LLC

  2574 Hawthorne St, Sarasota, FL 34239
• 

  /2

  Est $664,979 Not Listed For Sale

  1905 Jasmine Dr, Sarasota, FL 34239

  • 3 Beds
  • 2 Baths
  • 1,658 Sq Ft
  • Built 1952

  1905 Jasmine Dr, Sarasota, FL 34239

  Last Sold Summary

  • 2% Below List Price
  • $410/SF
  • 2 Days On Market

  Last Sold Price $679,000

  Last Listing Agent Chet Zoltak COLDWELL BANKER REALTY
• 

  

  /70

  $2,150,000

  • 3 Beds
  • 4 Baths
  • 2,745 Sq Ft

  1760 Arlington St, Sarasota, FL 34239

  One or more photo(s) has been virtually staged. Ideally positioned in Sarasota’s desired West of Trail, this 2012 custom-built three-bedroom, four-bath home blends timeless architecture with modern comfort—just a short stroll to Southside Village’s boutiques and cafés, Selby Gardens, the bay front, and Sarasota Memorial Hospital. Set on a fully fenced, 1/3-acre lot in the sought-after Southside

  Katy McBrayer PREMIER SOTHEBY'S INTERNATIONAL REALTY

  1760 Arlington St, Sarasota, FL 34239
• 

  

  /57

  $15,000 per month

  • 4 Beds
  • 3.5 Baths
  • 3,519 Sq Ft
  • House for Rent

  1725 Bonita Ct, Sarasota, FL 34239

  This MAGNIFICENT home is nestled away in the Historic Granada private neighborhood with easy access to all amenities. 4 Bedrooms 3.5 Baths and over 3500+ square feet of elegantly finished living areas. Authentic travertine tile and maple hardwood floors, volume ceilings, solid-wood cabinetry, two-sided fireplace, chef’s kitchen, three-car garage (owner uses one bay) and cypress wood exterior

  Teresa Ribaudo JENNETTE PROPERTIES INC

  1725 Bonita Ct, Sarasota, FL 34239
• 

  /2

  $282,000 Sold Aug 07, 2025

  2424 Hamlin Ln, Sarasota, FL 34239

  • 3 Beds
  • 2 Baths
  • 1,312 Sq Ft
  • Built 1956

  Last Sold Summary

  • $215/SF

  Current Estimated Value $575,366

  Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

  2424 Hamlin Ln, Sarasota, FL 34239
• 

  /2

  Est $2,587,404 Not Listed For Sale

  1632 Floyd St, Sarasota, FL 34239

  • 4 Beds
  • 4.5 Baths
  • 4,338 Sq Ft
  • Built 1995

  1632 Floyd St, Sarasota, FL 34239

  Last Sold Summary

  • 3% Below List Price
  • $617/SF
  • 241 Days On Market

  Last Sold Price $2,675,000

  Last Listing Agent Lisa Rooks Morris Michael Saunders

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