Homes in ZIP Code 34239

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  $1,625,000 Sold Feb 18, 2026

  1397 Harbor Dr, Sarasota, FL 34239

  • Land
  • 0.39 Acre
  • $4,166,667 per Acre

  Last Sold Summary

  • 2% Below List Price
  • 1 Day On Market

  Current Estimated Value $1,721,123

  Last Listing Agent Joe Cleary RE/MAX ALLIANCE GROUP

  1397 Harbor Dr, Sarasota, FL 34239
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  /2

  Est $535,887 Not Listed For Sale

  2322 Sunnyside Place, Sarasota, FL 34239

  • 3 Beds
  • 2 Baths
  • 1,628 Sq Ft
  • Built 1957

  2322 Sunnyside Place, Sarasota, FL 34239

  Last Sold Summary

  • 4% Below List Price
  • $344/SF
  • 15 Days On Market

  Last Sold Price $560,000

  Last Listing Agent Terry Millett GULF SHORES REALTY & RENTALS
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  /35

  $899,900

  • 4 Beds
  • 3 Baths
  • 1,290 Sq Ft

  1687 Arlington St, Sarasota, FL 34239

  Rarely available and always in demand in Sarasota City Limits! This prime lot with pool & 2 structures is situated in the charming Lewis Combs "West of Trail” neighborhood, which is renowned for its exceptional walkability. Morton’s, Southside Village shops, and numerous popular restaurants are within a short walking distance. Downtown, the city’s Bayfront, Selby Gardens, Sarasota Memorial

  Lynne Dowd MEDWAY REALTY

  1687 Arlington St, Sarasota, FL 34239
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  $250,000 Sold Dec 19, 2025

  2204 Bahia Vista St Unit D7, Sarasota, FL 34239

  • 2 Beds
  • 2 Baths
  • 982 Sq Ft
  • Built 1980

  Last Sold Summary

  • 7% Below List Price
  • $255/SF
  • 41 Days On Market

  Current Estimated Value $247,900

  Last Listing Agent Sue Jordan, PA CASEY REALTY CORPORATION

  2204 Bahia Vista St Unit D7, Sarasota, FL 34239
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  /27

  Est $458,276 Not Listed For Sale

  2327 Webber St, Sarasota, FL 34239

  • 3 Beds
  • 2 Baths
  • 1,096 Sq Ft
  • Built 1985

  2327 Webber St, Sarasota, FL 34239

  Last Sold Summary

  • 4% Below List Price
  • $434/SF
  • 22 Days On Market

  Last Sold Price $475,411

  Last Listing Agent Caroline Lynch Hunt Brothers Realty
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  /58

  $1,900,000

  • 4 Beds
  • 4 Baths
  • 3,302 Sq Ft

  1541 Flower Dr, Sarasota, FL 34239

  This unique home is in the desirable neighborhood of Harbor Acres. World renowned Selby Botanical Gardens is less than a mile from your new home. This mid-century jewel was built in 1956 and was originally a 2/2. The original bathrooms are still in their original state and are in good condition providing a cool retro vibe. The original hardwood floors and fireplace exude warmth and sophisticated

  Kathleen Griffin MICHAEL SAUNDERS & COMPANY

  1541 Flower Dr, Sarasota, FL 34239
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  $899,000 Sold Apr 28, 2025

  1773 Harmony Ln, Sarasota, FL 34239

  • 2 Beds
  • 2 Baths
  • 1,098 Sq Ft
  • Built 1953

  Last Sold Summary

  • 5% Below List Price
  • $819/SF
  • 170 Days On Market

  Current Estimated Value $847,449

  Last Listing Agent Katy McBrayer PREMIER SOTHEBY'S INTERNATIONAL REALTY

  1773 Harmony Ln, Sarasota, FL 34239
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  /15

  Est $394,337 Not Listed For Sale

  2871 Homasassa Rd, Sarasota, FL 34239

  • 2 Beds
  • 2 Baths
  • 1,334 Sq Ft
  • Built 1964

  2871 Homasassa Rd, Sarasota, FL 34239

  Last Sold Summary

  • 7% Below List Price
  • $316/SF
  • 66 Days On Market

  Last Sold Price $422,000

  Last Listing Agent Jacody Swor PREMIER SOTHEBY'S INTERNATIONAL REALTY
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  /30

  $11,500,000 New Construction

  • 5 Beds
  • 8 Baths
  • 7,110 Sq Ft

  1610 N Lodge Dr, Sarasota, FL 34239

  Stunning waterfront three story, coastal modern, single-family waterfront home is the perfect blend of comfort and luxury located in the treasured Cherokee Park neighborhood. Nestled on a street adorned with majestic oak and canopy trees, this exceptional property offers both privacy and grandeur. As you approach this generous lot, you'll be greeted by an electric gate entryway. Choose to park in

  Kelly Gettel COLDWELL BANKER REALTY

  1610 N Lodge Dr, Sarasota, FL 34239
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  /2

  $2,420,000 Sold Jun 27, 2025

  2632 Hawthorne St, Sarasota, FL 34239

  • 5 Beds
  • 4.5 Baths
  • 3,543 Sq Ft
  • Built 2025

  Last Sold Summary

  • 3% Below List Price
  • $683/SF
  • 30 Days On Market

  Current Estimated Value $2,272,628

  Last Listing Agent Izabela Fratczak DALTON WADE INC

  2632 Hawthorne St, Sarasota, FL 34239
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  /66

  Est $1,006,127 Not Listed For Sale

  3617 Jaffa Dr, Sarasota, FL 34239

  • 4 Beds
  • 3 Baths
  • 2,243 Sq Ft
  • Built 1974

  3617 Jaffa Dr, Sarasota, FL 34239

  Last Sold Summary

  • 20% Below List Price
  • $557/SF
  • 2 Days On Market

  Last Sold Price $1,250,000

  Last Listing Agent Jules Roman YORKSHIRE INTERNATIONAL R.E.
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  /34

  $629,900

  • 4 Beds
  • 3 Baths
  • 3,235 Sq Ft

  3039 Oriole Dr, Sarasota, FL 34243

  Beautifully Appointed Sarasota Home in a Prime Gated CommunitySituated on a desirable corner lot within the gated community of The Soleil, this expansive two-story residence offers over 3,000 square feet of beautifully designed living space, featuring 4 bedrooms, 3 full bathrooms, and a versatile bonus loft. The charming stone elevation and brick paver front porch set the tone for the elegant

  Tom Cinquegrano MICHAEL SAUNDERS & COMPANY

  3039 Oriole Dr, Sarasota, FL 34243
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  /81

  $2,000,000 Pending

  • 4 Beds
  • 4.5 Baths
  • 4,867 Sq Ft

  1671 South Dr, Sarasota, FL 34239

  Nestled on one of Sarasota's most sought-after streets, this classic brick residence on South Drive presents a rare opportunity to own a truly special property in the heart of Cherokee Park. Lovingly maintained by its original owner, the home rests on an exceptional, oversized lot - enhanced by deeded access from South Lodge Drive, adding a unique level of privacy and convenience. The timeless

  Kelly Quigley MICHAEL SAUNDERS & COMPANY

  1671 South Dr, Sarasota, FL 34239
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  /71

  Est $511,891 Not Listed For Sale

  2335 Grove St, Sarasota, FL 34239

  • 2 Beds
  • 2 Baths
  • 1,448 Sq Ft
  • Built 1959

  2335 Grove St, Sarasota, FL 34239

  Last Sold Summary

  • 14% Below List Price
  • $411/SF
  • 14 Days On Market

  Last Sold Price $595,000

  Last Listing Agent Jeremy Egglefield PREFERRED SHORE LLC
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  /2

  $1,625,000 Pending

  • 3 Beds
  • 2 Baths
  • 2,193 Sq Ft

  1610 S Orange Ave, Sarasota, FL 34239

  Charming Harbor Acres 3 bedroom, 2 bath home on a beautifully landscaped lot offering privacy and convenience in one of Sarasota's most desirable West of Trail neighborhoods. A circular driveway framed by mature palms and lush Florida foliage leads to a light-filled interior with plantation shutters, crown molding, and a mix of tile and hardwood floors. The open floor plan flows seamlessly

  Barbara May MICHAEL SAUNDERS & COMPANY

  1610 S Orange Ave, Sarasota, FL 34239
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  /2

  $455,000 Sold Feb 19, 2026

  2426 Tangerine Dr, Sarasota, FL 34239

  • 2 Beds
  • 2 Baths
  • 1,426 Sq Ft
  • Built 1958

  Last Sold Summary

  • 4% Below List Price
  • $319/SF
  • 10 Days On Market

  Current Estimated Value $469,976

  Last Listing Agent Stephanie Church COLDWELL BANKER REALTY

  2426 Tangerine Dr, Sarasota, FL 34239
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  /2

  Est $584,595 Not Listed For Sale

  2295 Hibiscus St, Sarasota, FL 34239

  • 3 Beds
  • 2 Baths
  • 1,401 Sq Ft
  • Built 1977

  2295 Hibiscus St, Sarasota, FL 34239

  Last Sold Summary

  • 7% Below List Price
  • $449/SF
  • 2 Days On Market

  Last Sold Price $629,000

  Last Listing Agent Paul McCullough BRIGHT REALTY
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  /22

  $224,900

  • 2 Beds
  • 1.5 Baths
  • 991 Sq Ft

  3700 S Osprey Ave Unit 219, Sarasota, FL 34239

  West of the Trail location perfect for going to the beach or Downtown. Perfect for a winter getaway or full time living. 2nd floor unit with enclosed patio. Beautiful gardens and trees surround the property. 2 bedroom 1 bath (room for another 1/2 bath), dual sinks, on-site laundry, elevator and pets are welcome! A Washer & Dryer may be installed in the unit.One designated parking spot and guest

  Kelly Anderson RE/MAX ALLIANCE GROUP

  3700 S Osprey Ave Unit 219, Sarasota, FL 34239
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  /2

  $450,000 Sold Jul 23, 2025

  2275 Clematis St, Sarasota, FL 34239

  • 3 Beds
  • 2 Baths
  • 1,434 Sq Ft
  • Built 1955

  Last Sold Summary

  • $314/SF
  • 1 Day On Market

  Current Estimated Value $458,338

  Last Listing Agent Miranda Oswald KELLER WILLIAMS ON THE WATER

  2275 Clematis St, Sarasota, FL 34239
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  /32

  Est $375,625 Not Listed For Sale

  2721 Croton Ave, Sarasota, FL 34239

  • 2 Beds
  • 2 Baths
  • 1,272 Sq Ft
  • Built 1962

  2721 Croton Ave, Sarasota, FL 34239

  Last Sold Summary

  • 6% Below List Price
  • $314/SF
  • 28 Days On Market

  Last Sold Price $399,000

  Last Listing Agent Kimberly Stanford REALNET FLORIDA REAL ESTATE
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  /13

  $219,900 Pending

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

  3280 Southfield Ln Unit 804, Sarasota, FL 34239

  MULTIPLE OFFERS RECIEVED** ALL HIGHEST AND BEST OFFERS MUST BE IN BY END OF BUSINESS ON 1/28/26. **LOWEST LISING IN ALL OF SOUTHGATE VILLAGE GREEN** Recently reduced villa featuring a brand-new kitchen with all modern appliances, fresh carpeting, and stylish laminate flooring throughout. Step inside to discover a bright, airy open-floor plan enhanced by freshly painted interiors and partially

  Nancy Yialouris Y GROUP REALTY

  3280 Southfield Ln Unit 804, Sarasota, FL 34239
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  /2

  $750,000 Sold Mar 12, 2026

  2402 Wisteria St, Sarasota, FL 34239

  • 3 Beds
  • 2 Baths
  • 1,363 Sq Ft
  • Built 1961

  Last Sold Summary

  • 12% Below List Price
  • $550/SF
  • 8 Days On Market

  Current Estimated Value $713,300

  Last Listing Agent Marlin Yoder HARRY ROBBINS ASSOC INC

  2402 Wisteria St, Sarasota, FL 34239
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  /44

  Est $448,332 Not Listed For Sale

  3305 Sheffield Cir, Sarasota, FL 34239

  • 3 Beds
  • 2 Baths
  • 1,769 Sq Ft
  • Built 1969

  3305 Sheffield Cir, Sarasota, FL 34239

  Last Sold Summary

  • 1% Above List Price
  • $251/SF
  • 96 Days On Market

  Last Sold Price $444,000

  Last Listing Agent Mickey Schweitzer MS REALTY MICKEY SCHWEITZER & ASSOCIATES LLC
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  /17

  $2,250,000 New Construction

  • 4 Beds
  • 4 Baths
  • 2,750 Sq Ft

  2079 Hibiscus St, Sarasota, FL 34239

  Under Construction. No expense has been spared in the construction of this luxurious new offering in the highly coveted Arlington Park Neighborhood! Featuring a solid block concrete exterior, aluminum impact windows, spray foam insulation, and a TPO roof to ensure your home LASTS; as well as tall ceilings, luxury vinyl plank and handpicked tile flooring, designer wood cabinets, walk-in closets,

  Thatcher Miner THE REAL ESTATE STORE

  2079 Hibiscus St, Sarasota, FL 34239
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  /2

  $535,000 Sold Jun 10, 2025

  2425 Calamonga Ln, Sarasota, FL 34239

  • 3 Beds
  • 2 Baths
  • 1,885 Sq Ft
  • Built 1957

  Last Sold Summary

  • 4% Below List Price
  • $284/SF
  • 11 Days On Market

  Current Estimated Value $511,750

  Last Listing Agent Lana Moriece THE AGENCY SARASOTA

  2425 Calamonga Ln, Sarasota, FL 34239
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  /78

  Est $734,665 Not Listed For Sale

  2400 River Ridge Dr, Sarasota, FL 34239

  • 3 Beds
  • 3 Baths
  • 2,554 Sq Ft
  • Built 1971

  2400 River Ridge Dr, Sarasota, FL 34239

  Last Sold Summary

  • 4% Below List Price
  • $300/SF
  • 13 Days On Market

  Last Sold Price $765,000

  Last Listing Agent Patrick Brogley KELLER WILLIAMS ON THE WATER S
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  /32

  $685,000

  • 3 Beds
  • 2 Baths
  • 1,885 Sq Ft

  3142 Rose St, Sarasota, FL 34239

  Look no further, you have found your perfect new home! Located in ultra-convenient & Mid-Century-hip South Gate, this sophisticated property has it all – from the completely updated (to the studs) interior to important useful updates such as NEW plumbing & IMPACT windows, it is simply gorgeous and move-in ready. The photos speak for themselves and functionally it will completely wow, with a NEW

  Allison Werner MICHAEL SAUNDERS & COMPANY

  3142 Rose St, Sarasota, FL 34239
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  /2

  $400,000 Sold Mar 04, 2026

  1304 S Euclid Ave, Sarasota, FL 34239

  • 2 Beds
  • 1.5 Baths
  • 1,128 Sq Ft
  • Built 1954

  Last Sold Summary

  • 6% Below List Price
  • $355/SF
  • 8 Days On Market

  Current Estimated Value $411,701

  Last Listing Agent Janice Johnson WHITE SANDS REALTY GROUP FL

  1304 S Euclid Ave, Sarasota, FL 34239
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  /40

  Est $548,429 Not Listed For Sale

  2126 Datura St, Sarasota, FL 34239

  • 4 Beds
  • 2 Baths
  • 1,680 Sq Ft
  • Built 1954

  2126 Datura St, Sarasota, FL 34239

  Last Sold Summary

  • 3% Below List Price
  • $337/SF
  • 1 Day On Market

  Last Sold Price $566,000

  Last Listing Agent Ronald Greene Michael Saunders
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  /76

  $2,690,000 Pending

  • 4 Beds
  • 4.5 Baths
  • 3,954 Sq Ft

  2413 Clematis St, Sarasota, FL 34239

  A Rare Southgate Masterpiece — Move-In-Ready European Luxury Tucked away in Southgate’s best-kept secret, just a short walk to Arlington Park, this newly built modern residence offers 3,950 sq ft of impeccably designed living space shaped by over 20 years of European construction and custom cabinetry expertise. Homes of this caliber — and in this location — are exceptionally rare in Sarasota.

  Magdalena Lewicki MEDWAY REALTY

  2413 Clematis St, Sarasota, FL 34239
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  /2

  $375,000 Sold Oct 03, 2025

  2513 Croton Ave, Sarasota, FL 34239

  • 3 Beds
  • 2 Baths
  • 1,604 Sq Ft
  • Built 1962

  Last Sold Summary

  • $234/SF
  • 2 Days On Market

  Current Estimated Value $370,000

  Last Listing Agent Anne Thomas RE/MAX ALLIANCE GROUP

  2513 Croton Ave, Sarasota, FL 34239
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  /53

  Est $524,329 Not Listed For Sale

  2107 Orchid St, Sarasota, FL 34239

  • 2 Beds
  • 1 Bath
  • 1,070 Sq Ft
  • Built 1952

  2107 Orchid St, Sarasota, FL 34239

  Last Sold Summary

  • 22% Below List Price
  • $631/SF
  • 1 Day On Market

  Last Sold Price $675,000

  Last Listing Agent Mercedes Gyorgy JOSEPH RUSSO, LICENSED R.E. BROKER
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  /27

  $190,000

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

  3318 Village Green Dr Unit 823, Sarasota, FL 34239

  Welcome to easy Florida living in the highly sought-after Village Green community, featuring a new roof. This two bedroom, two bath villa is located in a peaceful 55+ community known for its mature landscaping, friendly atmosphere, and convenient Sarasota location. Just steps to the pool and set within a great walking area with charming vistas, the home offers a welcoming foyer entry, eat-in

  Richard Tritschler RE/MAX ALLIANCE GROUP

  3318 Village Green Dr Unit 823, Sarasota, FL 34239
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  /2

  $595,000 Sold Sep 30, 2025

  3439 Fair Oaks Place, Sarasota, FL 34239

  • 2 Beds
  • 2 Baths
  • 1,150 Sq Ft
  • Built 1959

  Last Sold Summary

  • 5% Above List Price
  • $517/SF
  • 4 Days On Market

  Current Estimated Value $565,193

  Last Listing Agent Allison Werner MICHAEL SAUNDERS & COMPANY

  3439 Fair Oaks Place, Sarasota, FL 34239
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  /20

  Est $267,235 Not Listed For Sale

  2718 Orchid Oaks Dr Unit C202, Sarasota, FL 34239

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

  2718 Orchid Oaks Dr Unit C202, Sarasota, FL 34239

  Last Sold Summary

  • 28% Above List Price
  • $153/SF
  • 7 Days On Market

  Last Sold Price $209,000

  Last Listing Agent Sophie Daniels ANCHOR DOWN REAL ESTATE
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  /2

  $10,995,000 New Construction

  • 4 Beds
  • 7 Baths
  • 5,157 Sq Ft

  1340 Harbor Dr, Sarasota, FL 34239

  Under Construction. Superb New Construction opportunity in Harbor Acres, a one-third-acre waterfront property on the widest part of the neighborhood's deep-water harbor on Sarasota Bay. The views are great and the home is located on a protected, sailboat water basin with no bridges to the Gulf of Mexico. Newer boat dock and boat lifts accommodate up to 15,000-pound boat plus two recreational

  Barbara May MICHAEL SAUNDERS & COMPANY

  1340 Harbor Dr, Sarasota, FL 34239
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  /2

  $560,000 Sold Sep 17, 2025

  3011 Bougainvillea St Unit 24, Sarasota, FL 34239

  • 3 Beds
  • 2 Baths
  • 1,569 Sq Ft
  • Built 1963

  Last Sold Summary

  • 7% Below List Price
  • $357/SF
  • 69 Days On Market

  Current Estimated Value $530,709

  Last Listing Agent Tori Krebs INTEGRA REALTY GROUP INC

  3011 Bougainvillea St Unit 24, Sarasota, FL 34239
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  /25

  Est $417,815 Not Listed For Sale

  2551 Temple St, Sarasota, FL 34239

  • 3 Beds
  • 2 Baths
  • 1,194 Sq Ft
  • Built 1985

  2551 Temple St, Sarasota, FL 34239

  Last Sold Summary

  • 4% Below List Price
  • $364/SF
  • 2 Days On Market

  Last Sold Price $435,000

  Last Listing Agent Rebecca White Ridge Real Estate Enterprises
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  /2

  $2,635,000

  • 3 Beds
  • 2 Baths
  • 1,754 Sq Ft

  1944 Jasmine Dr, Sarasota, FL 34239

  In Sarasota, certain neighborhoods consistently outperform the market. West of the Trail is one of them. Defined by its proximity to Siesta Key and Downtown, and distinguished by its established residential character, this enclave has long represented one of the city’s most enduring and sought-after addresses. 1944 Jasmine Drive is positioned within this highly regarded corridor, where location,

  Ralf Michael Guensch EXP REALTY LLC

  1944 Jasmine Dr, Sarasota, FL 34239
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  /2

  $615,000 Sold Jun 10, 2025

  3124 Tanglewood Dr, Sarasota, FL 34239

  • 3 Beds
  • 2 Baths
  • 1,783 Sq Ft
  • Built 1960

  Last Sold Summary

  • 7% Below List Price
  • $345/SF
  • 41 Days On Market

  Current Estimated Value $587,605

  Last Listing Agent Tammy Garner COLDWELL BANKER REALTY

  3124 Tanglewood Dr, Sarasota, FL 34239

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