Homes in ZIP Code 34239

• 

  

  

  /36

  $295,000

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

  2718 Orchid Oaks Dr Unit C202, Sarasota, FL 34239

  Welcome to beautiful Orchid Oaks. In the heart of the picturesque and sought-after South Gate neighborhood, alongside the serene Phillippi Creek, is a haven of tranquility and modern elegance. With convenient elevator access, this is the one. Where towering oak trees shade the pathways while the Florida sunlight shines on manicured lawns and vibrant flower beds across this park-like community.

  Gina Cappelluti PREFERRED SHORE LLC

  2718 Orchid Oaks Dr Unit C202, Sarasota, FL 34239
• 

  

  /2

  $1,350,000 Sold May 21, 2025

  • 2,480 Sq Ft
  • $544/SF
  • 92 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2009

  2139 Hawthorne St, Sarasota, FL 34239

  Discover a luxury oasis in Sarasota's coveted Arlington Park neighborhood. This stunning custom-built two-story home boasts a brand new saltwater heated pool and spa, creating the perfect private retreat. Upon arrival, you are greeted by 9ft solid mahogany doors to a sprawling 1,500 sqft screened-in pool courtyard, an inviting space for relaxation and entertainment. On the other side of the

  Kaisen Mitchell COLDWELL BANKER REALTY

  2139 Hawthorne St, Sarasota, FL 34239
• 

  

  

  /42

  Est $583,378 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,833 Sq Ft

  3423 Pine Valley Dr, Sarasota, FL 34239

  3423 Pine Valley Dr, Sarasota, FL 34239
• 

  

  

  /16

  $1,695,000

  • 3 Beds
  • 3 Baths
  • 2,238 Sq Ft

  1387 Harbor Dr, Sarasota, FL 34239

  YES! PRICED TO MOVE! Golden Investment Opportunity to Buy a Tear Down House in one of the MOST Sought after Sarasota Neighborhoods! This Lovely Prime "HARBOR ACRES" Gem Located WEST OF THE TRAIL Features: Fantastic Location with Elevated Views of the Bay Across the Street, 14,179 SF Lot, .33 Acres, Public Sewer and Water Hooked-up, Natural Gas Available, Circular Driveway, Room for Pool,

  Anne Thomas RE/MAX ALLIANCE GROUP

  1387 Harbor Dr, Sarasota, FL 34239
• 

  

  /2

  $3,000,000 Sold May 20, 2025

  • 2,944 Sq Ft
  • $1,019/SF
  • 8 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 2005

  1658 Hawthorne St, Sarasota, FL 34239

  Perched on a hill above Hawthorne Street in one of Sarasota's most coveted West of Trail enclaves, this three-bedroom residence is a modern love letter to the Sarasota School of Architecture, designed by renowned architect Guy Peterson. Celebrated in books and design publications, the home is a modern marvel crafted from polished concrete, steel, impact-rated glass, and stacked Ocala

  Nick Gard COLDWELL BANKER REALTY

  1658 Hawthorne St, Sarasota, FL 34239
• 

  

  /70

  Est $598,769 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,773 Sq Ft

  3341 Pine Valley Dr, Sarasota, FL 34239

  3341 Pine Valley Dr, Sarasota, FL 34239
• 

  

  /32

  $459,000

  • 2 Beds
  • 1.5 Baths
  • 1,403 Sq Ft

  3340 Webber St, Sarasota, FL 34239

  NEW PRICE! MOTIVATED SELLER! Tastefully Renovated Home in Prime Sarasota Location – No HOA, No Flood Zone!Welcome to this beautifully updated 2-bedroom, 1.5-bath home with an oversized 1-car garage, ideally situated in the heart of South Gate Manor. Boasting major recent upgrades including a new roof (2022), new HVAC system (2023), and newer windows, this move-in ready home offers modern

  Danielle Dietrich COLDWELL BANKER REALTY

  3340 Webber St, Sarasota, FL 34239
• 

  /2

  $360,000 Sold May 19, 2025

  • 1,405 Sq Ft
  • $256/SF
  • 6 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1964

  2917 Rosewood Place, Sarasota, FL 34239

  Exciting Opportunity! Discover this charming 3-bedroom, 2-bathroom home featuring a pool and a fenced yard—perfect for outdoor gatherings! Nestled in the highly sought-after South Gate neighborhood, this property offers convenient access to everything our area has to offer, including downtown Sarasota, Siesta Key Beach, Lido Beach, Sarasota Memorial Hospital, and the Legacy Trail. For just $200

  Brian Ward WATERSIDE REALTY LLC

  2917 Rosewood Place, Sarasota, FL 34239
• 

  

  /50

  Est $547,178 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,099 Sq Ft

  2614 Croton Ave, Sarasota, FL 34239

  2614 Croton Ave, Sarasota, FL 34239
• 

  

  /26

  $35,000

  • 1 Bed
  • 1 Bath

  2320 Bee Ridge Rd Unit 96, Sarasota, FL 34239

  Welcome to your paradise at Villager Resort! This beautifully remodeled 1 bedroom, 1 bathroom home is in a 55+ community just a short drive from world-famous Siesta Key Beach. Enjoy the convenience of being close to top-rated restaurants, shopping, medical facilities, and all the vibrant offerings of the Sarasota area. Step inside and be impressed by the 2025 upgrades throughout-including a

  Jennifer Maasdorp Integrity Mobile Homes

  2320 Bee Ridge Rd Unit 96, Sarasota, FL 34239
• 

  /2

  $1,050,000 Sold May 16, 2025

  • 3,121 Sq Ft
  • $336/SF
  • 49 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2002

  1904 Hyde Park St, Sarasota, FL 34239

  Move In Ready! This updated West of the Trail home has been recently given a make over with fresh paint, new carpets and more! A charming custom home ideally located just a gentle stroll away from Morton’s Market and the exclusive Southside Village. Beautifully appointed both inside and out with an inviting courtyard and fenced yard. Master Bedroom is located on the ground level, boasts a dream

  Lisa Warren OWN SRQ LLC

  1904 Hyde Park St, Sarasota, FL 34239
• 

  

  /22

  Est $465,453 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 975 Sq Ft

  2472 Hyde Park St, Sarasota, FL 34239

  2472 Hyde Park St, Sarasota, FL 34239
• 

  

  /33

  $749,000

  • 3 Beds
  • 2 Baths
  • 1,770 Sq Ft

  3428 Mineola Dr, Sarasota, FL 34239

  Discover this mid-century gem nestled on a charming, well-kept secret "island," surrounded by the serene waters of Phillippi Creek on the Jaffa Canal. The creek offers a direct route to the bay and the Gulf of Mexico. This rare, non-flood-zone waterfront home has been meticulously maintained and remained untouched by any of last year's hurricanes, all for under a million dollars. A true testament

  Alex Platt RELAX REALTY GROUP INC

  3428 Mineola Dr, Sarasota, FL 34239
• 

  /2

  $3,300,000 Sold May 16, 2025

  • 4,696 Sq Ft
  • $703/SF
  • 14 Days On Market

  • 5 Beds
  • 6 Baths
  • Built 1936

  1744 South Dr, Sarasota, FL 34239

  The McKaig House built by Sarasota originals Logan and Currin sits on over half an acre and is one of the few remaining crown jewels of Cherokee Park. The home has been impeccably maintained keeping as much of the 1930s character and materials as possible. Recently, Perrone Construction was used for the primary bedroom renovation and solarium style kitchen/great room addition. The huge entry

  Charlotte Hedge PREMIER SOTHEBY'S INTERNATIONAL REALTY

  1744 South Dr, Sarasota, FL 34239
• 

  

  /44

  Est $601,288 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,572 Sq Ft

  3504 Brookline Dr, Sarasota, FL 34239

  3504 Brookline Dr, Sarasota, FL 34239
• 

  

  /4

  $2,750,000

  • Land
  • 0.32 Acre
  • $8,593,750 per Acre

  1536 Sandpiper Ln, Sarasota, FL 34239

  SELLERS WILLING TO CONSIDER ALL REASONABLE OFFERS... Absolutely the best mainland waterfront value, PLUS it's located West of Trail in PRIME McClellan Park/Southside Village area. 95 feet of canal frontage 3 lots in from Sarasota Bay on 0.32 acre lot. Newer seawall and dock plus 16,000 lb boat lift. Cleared and ready for you to build your dream home. GEO and Environmental report available for you

  Fred Sassen MICHAEL SAUNDERS & COMPANY

  1536 Sandpiper Ln, Sarasota, FL 34239
• 

  

  /78

  $555,000 Sold May 16, 2025

  • 2,139 Sq Ft
  • $259/SF
  • 69 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1957

  2347 Sunnyside Place, Sarasota, FL 34239

  One or more photo(s) has been virtually staged. Tucked away in the highly sought-after Southgate neighborhood, this one-of-a-kind property presents an incredible opportunity for investors or visionaries looking to maximize its potential. Situated on an expansive corner lot spanning nearly a third of an acre, this beautifully maintained **pool home** radiates vintage charm while offering modern

  Ashley Wallace MAVREALTY

  2347 Sunnyside Place, Sarasota, FL 34239
• 

  

  /13

  Est $247,442 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft

  3835 Almeria Ave Unit C1, Sarasota, FL 34239

  3835 Almeria Ave Unit C1, Sarasota, FL 34239
• 

  

  /81

  $2,895,000

  • 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
• 

  /2

  $625,000 Sold May 16, 2025

  • 1,374 Sq Ft
  • $455/SF
  • 80 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1950

  2226 Arlington St, Sarasota, FL 34239

  Welcome to your future oasis in Sarasota! This beautiful modern cottage is in the heart of Arlington Park, includes separate entry guest house/pool house which owner just added covered patio space now and perfect for a future pool. It is now the perfect canvas for your cozy coastal retreat. Fully renovated in and out, includes new kitchen, baths, impact windows and doors, fireplace, flooring,

  Ericka Horton LA ROSA REALTY LLC

  2226 Arlington St, Sarasota, FL 34239
• 

  

  /31

  Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,840 Sq Ft

  2188 Hillview St, Sarasota, FL 34239

  2188 Hillview St, Sarasota, FL 34239
• 

  

  /39

  $539,000

  • 3 Beds
  • 2 Baths
  • 1,639 Sq Ft

  3426 Brookline Dr, Sarasota, FL 34239

  Welcome home to comfort, style, and peace of mind in the heart of Sarasota! Step inside and be greeted by a lovely wash of natural light throughout, bouncing beautifully off the elegant mix of terrazzo and wood-look tile flooring. The heart of the home—a fully updated, spacious kitchen—boasts a built-in oven, gas stovetop, and a generous breakfast bar perfect for morning coffee or entertaining

  Christina Pitchford, PA SUNCOAST HOMES & DREAMS

  3426 Brookline Dr, Sarasota, FL 34239
• 

  /2

  $900,000 Sold May 16, 2025

  • 2,048 Sq Ft
  • $439/SF
  • 405 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2024

  2365 Bahia Vista St, Sarasota, FL 34239

  PRICE IMPROVEMENT! Seller is offering up to $15,000 that can be used for closing cost, rate buy down or adding a pool. Experience luxury living at its finest with this stunning custom residential masterpiece! Nestled in a collection of four adjacent homes, this immaculate two-story traditional model boasts unrivaled craftsmanship and top-tier amenities. From its soaring 9’-4” ceilings and elegant

  Joseph Caldwell CAPITAL CALDWELL LLC

  2365 Bahia Vista St, Sarasota, FL 34239
• 

  

  /9

  Est $873,676 Not Listed For Sale

  • 1 Bed

  1642 Bahia Vista St, Sarasota, FL 34239

  1642 Bahia Vista St, Sarasota, FL 34239
• 

  

  /40

  $499,000

  • 3 Beds
  • 2.5 Baths
  • 1,781 Sq Ft

  3432 Pine Valley Dr, Sarasota, FL 34239

  Welcome to 3432 Pine Valley Drive, a hidden gem in the heart of Sarasota, perfectly positioned near the world-renowned Siesta Key Beach, vibrant downtown Sarasota, and the upscale shopping and dining of St. Armands Circle. Also just a short drive away are local favorites like Detwilers Farm Market and the expansive University Town Center, offering a wide variety of dining and shopping options.

  Jill Thomas BERKSHIRE HATHAWAY HOMESERVICE

  3432 Pine Valley Dr, Sarasota, FL 34239
• 

  

  /23

  $140,000 Sold May 15, 2025

  • 977 Sq Ft
  • $143/SF
  • 1 Day On Market

  • 2 Beds
  • 2 Baths
  • Built 1972

  3602 Beneva Rd Unit 405, Sarasota, FL 34232

  CALLING OWNERS AND INVESTORS INTERESTED IN This top/second-floor home has two bedrooms and two bathrooms. This unit will require some remodeling work. A chance to add your personalized touch to this unit with an open floor plan and a large screened lanai: nicely updated flooring, good closet/storage space, and lots of natural light. Beneva Village is a well-run association with an inground pool,

  Mario Petitti WHITE SANDS REALTY GROUP FL

  3602 Beneva Rd Unit 405, Sarasota, FL 34232
• 

  

  /50

  Est $428,233 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,126 Sq Ft

  2254 Floyd St, Sarasota, FL 34239

  2254 Floyd St, Sarasota, FL 34239
• 

  

  /97

  $6,599,000

  • 4 Beds
  • 4.5 Baths
  • 6,091 Sq Ft

  3576 San Remo Terrace, Sarasota, FL 34239

  One or more photo(s) has been virtually staged. 3576 San Remo Terrace – A Waterfront Masterpiece in SarasotaDiscover the pinnacle of coastal luxury at this exquisite estate, nestled in the highly sought after San Remo Estates. Offering the best views over Roberts Bay, this 6,091-square-foot residence seamlessly blends timeless elegance, modern sophistication, and unparalleled waterfront

  Nazare Edelson COMPASS FLORIDA LLC

  3576 San Remo Terrace, Sarasota, FL 34239
• 

  

  /15

  $440,000 Sold May 15, 2025

  • 1,120 Sq Ft
  • $393/SF
  • 71 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1957

  2710 Hibiscus St, Sarasota, FL 34239

  Fabulous high and dry home for land value. Southside school. Centralized located in desireable South Gate neighborhood. High elevation above the street. Large lot 10,042 sq ft (.23 acres)

  Sandra LaFlamme EXP REALTY LLC

  2710 Hibiscus St, Sarasota, FL 34239
• 

  

  /31

  Est $670,031 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,450 Sq Ft

  2601 Hibiscus St, Sarasota, FL 34239

  2601 Hibiscus St, Sarasota, FL 34239
• 

  

  /23

  $149,000

  • 2 Beds
  • 2 Baths
  • 1,056 Sq Ft

  3705 S School Ave Unit 3, Sarasota, FL 34239

  Imagine your Florida retreat! This inviting 2-bedroom, 2-bath ground-floor condo in the 55+ Sunland Garden Apts offers a relaxed lifestyle with generous room sizes and seamless tile flooring. A new AC ensures your comfort. Step outside to the community pool with a grill, socialize in the clubhouse, and appreciate the convenience of on-site laundry and assigned parking. Best of all, you're just

  Christina Miller VUE REALTY, LLC

  3705 S School Ave Unit 3, Sarasota, FL 34239
• 

  /2

  $527,500 Sold May 15, 2025

  • 1,631 Sq Ft
  • $323/SF
  • 93 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1962

  2708 Bigelow Dr, Sarasota, FL 34239

  PRICE IMPROVEMENT *****dropped 49K***** OHHHHH ...this sweet Southgate home is a perfect marriage of Mid-Century style combined with a chic modern aesthetic. 2 Bedroom, 2.5 Bathroom with room to grow! Charming is an understatement, as you enter you will experience those gorgeous Terrazzo floors and large windows which let in tons of natural light. The open concept of the home is ideal for

  Danelle Haag COLDWELL BANKER REALTY

  2708 Bigelow Dr, Sarasota, FL 34239
• 

  

  /31

  Est $529,100 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,575 Sq Ft

  2501 Allison Dr, Sarasota, FL 34239

  2501 Allison Dr, Sarasota, FL 34239
• 

  

  /28

  $79,900

  • 2 Beds
  • 2 Baths
  • 1,152 Sq Ft

  3134 Joline Dr, Sarasota, FL 34239

  And just 2.7 miles to the Legacy Trail, for bike travel convenience. Remodeled 2-bedroom 2-bath manufactured home in one of the most sought-after 55+ Premier Sarasota communities. A short 8-mile drive to the beautiful quartz sandy beaches of Siesta Key Beach, or just a few more miles south to the famous Caspersen Beach for shark tooth hunting. Fish, dip, kayak, or walk down the blue water Gulf

  Amy Landau Lighthouse Mobile Home Sales

  3134 Joline Dr, Sarasota, FL 34239
• 

  /2

  $1,695,000 Sold May 13, 2025

  • 2,339 Sq Ft
  • $725/SF
  • 2 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1950

  1764 Floyd St, Sarasota, FL 34239

  Step inside to see all recent upgrades, starting with newly renovated gourmet kitchen. You will love the extended island, Cucine Ricci Italian cabinets, the quartz and quartzite counters, along with the Liebherr fridge, induction cooktop and wine refrigerator. There is ample space for cooking and entertaining, in addition to everyday family living. The spacious living room is complete with the

  Maureen Morris PREMIER SOTHEBY'S INTERNATIONAL REALTY

  1764 Floyd St, Sarasota, FL 34239
• 

  

  /41

  Est $242,168 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,673 Sq Ft

  3434 Medford Ln Unit 1110, Sarasota, FL 34239

  3434 Medford Ln Unit 1110, Sarasota, FL 34239
• 

  

  /21

  $1,750,000

  • 3 Beds
  • 2 Baths
  • 2,144 Sq Ft

  1773 South Dr, Sarasota, FL 34239

  The value of this property is in the land. On a 100-by-151-foot premium lot in one of Sarasota’s desirable neighborhoods, Cherokee Park, this property is ready for the next family to showcase their architectural vision by constructing a new luxury residence. The property resides on South Drive, a charming West of Trail Street, evidenced by grand century-old trees, lushly manicured landscaping and

  Thomas Netzel PREMIER SOTHEBY'S INTERNATIONAL REALTY

  1773 South Dr, Sarasota, FL 34239
• 

  /2

  $345,000 Sold May 13, 2025

  • 1,095 Sq Ft
  • $315/SF
  • 35 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1953

  3008 Hillview St, Sarasota, FL 34239

  Adorable three bedroom cottage conveniently located in the heart of Sarasota on a quiet dead end street. This location can't be beat with both our pristine beaches and downtown Sarasota just minutes away. This home boasts a large backyard, brand new luxury vinyl flooring throughout, and a new dishwasher. Whether you are looking for a place to call home or an investment property, this property is

  Sasha Rosin HORIZON REALTY INTERNATIONAL

  3008 Hillview St, Sarasota, FL 34239
• 

  

  /32

  Est $414,300 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,378 Sq Ft

  3361 Spring Mill Cir, Sarasota, FL 34239

  3361 Spring Mill Cir, Sarasota, FL 34239
• 

  

  /28

  $1,725,000 Open Sun 1:30PM - 3:30PM

  • 5 Beds
  • 3.5 Baths
  • 3,321 Sq Ft

  1966 Hyde Park St, Sarasota, FL 34239

  **Motivated Seller** 2015 magnificently updated home located WEST OF THE TRAIL 5 bedroom/3.5 bathroom plus office.. This gated residence is ready for you to move in. As you enter you will be greeted with beautiful porcelain large format tiles throughout the bright open first floor plan with 10-foot ceilings. You will find Florida living at its best with large sliders connecting the screened pool

  Jorge Zea BLUE LIGHTHOUSE REALTY INC

  1966 Hyde Park St, Sarasota, FL 34239

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