8,404

Homes in ZIP Code 34239

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  • /86

    $1,895,000

    $300K PRICE DROP
    • 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
  • /8

    $1,195 Per Month

    • 1 Bed
    • 1 Bath
    • 850 Sq Ft
    • Townhouse for Rent

    3533 Bahia Vista St, Sarasota, FL 34239

    This comfortable 1 bed, 1 bath apartment in a 2-unit duplex offers affordable living in a great location. You’ll enjoy all major kitchen appliances(refrigerator, stove/oven, dishwasher, microwave) plus a washer & dryer in the unit. The neighborhood is known for its unique Amish/Mennonite heritage and local dining spots. First, last, and security required. Utilities not included. Sorry, no

    Timothy Bloch QUEST PROPERTIES INC

    3533 Bahia Vista St, Sarasota, FL 34239
  • /2

    $550,000

    Sold Jun 22, 2026

    2927 Webber St, Sarasota, FL 34239

    • 3 Beds
    • 2 Baths
    • 1,477 Sq Ft
    • Built 1961

    Last Sold Summary

    • 8% Below List Price
    • $372/SF
    • 119 Days On Market

    Current Estimated Value $560,547

    Last Listing Agent Fred Sassen MICHAEL SAUNDERS & COMPANY

    2927 Webber St, Sarasota, FL 34239
    • /2

      Est $2,723,822

      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

      • 241 Days On Market

  • /50

    $2,499,990

    $100K PRICE DROP Pending
    • 4 Beds
    • 3 Baths
    • 3,215 Sq Ft

    1885 Clematis St, Sarasota, FL 34239

    Under contract-accepting backup offers. Perfectly positioned on one of Sarasota's most coveted West of Trail locations - the "Flower" streets - this custom built residence delivers a lifestyle that's walkable, central and effortlessly connected to everything Sarasota. Just three blocks to Hillview's shopping, dining and Sarasota Memorial Hospital, a short stroll to top-rated Southside Elementary

    Monica Verinder COLDWELL BANKER REALTY

    1885 Clematis St, Sarasota, FL 34239
  • /47

    $2,150 Per Month

    • 2 Beds
    • 2 Baths
    • 1,365 Sq Ft
    • Condo for Rent

    2749 Orchid Oaks Dr Unit 302, Sarasota, FL 34239

    Ideally located in the centrally positioned community of Orchid Oaks, this beautifully updated 2-bedroom, 2-bath, 1,365 sq ft third-floor condominium offers comfortable living with convenient access to the best of Sarasota. Inside, the residence features a thoughtfully updated kitchen with granite countertops, stainless-steel appliances, and generous cabinetry, opening to spacious living and

    Evan Weber MICHAEL SAUNDERS & COMPANY

    2749 Orchid Oaks Dr Unit 302, Sarasota, FL 34239
  • /2

    $325,000

    Sold Jan 23, 2026

    2104 S Tuttle Ave, Sarasota, FL 34239

    • 2 Beds
    • 2 Baths
    • 1,121 Sq Ft
    • Built 1960

    Last Sold Summary

    • 32% Below List Price
    • $290/SF
    • 129 Days On Market

    Current Estimated Value $374,015

    Last Listing Agent Brett Keyser, Jr RE/MAX ALLIANCE GROUP

    2104 S Tuttle Ave, Sarasota, FL 34239
    • /28

      Est $2,437,111

      Not Listed For Sale

      1846 Datura St, Sarasota, FL 34239

      • 4 Beds
      • 4.5 Baths
      • 3,332 Sq Ft
      • Built 2003
      1846 Datura St, Sarasota, FL 34239

      Last Sold Summary

      • 73 Days On Market

  • /35

    $625,000

    Pending
    • 2 Beds
    • 2 Baths
    • 1,519 Sq Ft

    2527 Sheridan Dr, Sarasota, FL 34239

    Under contract-accepting backup offers. Southgate living at its best. This 2/2 with an office is the perfect size home with large living and outdoor areas. The most important feature is that it is move-in ready. Since the owners purchased the home in 2014, they've lovingly updated just about everything. Most recently a new roof was installed in 2022, a gorgeous new heated pool with spa and cage

    Mary Jo Violett MICHAEL SAUNDERS & COMPANY

    2527 Sheridan Dr, Sarasota, FL 34239
  • /18

    $2,600 Per Month

    • 3 Beds
    • 2 Baths
    • 1,576 Sq Ft
    • House for Rent

    2916 Woodcrest Dr, Sarasota, FL 34239

    Single lever FURNISHED 3 bed/2 bath house in Sarasota, Florida, in VERY SAFE NEIGHBOURHOOD. Just 3 miles from famous Siesta Bridge : white sand, friendly waves . Kitchen with granite counter top, equipped with everything you need. Laundry room, garage. Primary bedroom with bathroom attached, kids room with bunk bed. Third bedroom is on the other side, you will love to fall asleep while watching

    Seyed Razavi NEO REMARKETING

    2916 Woodcrest Dr, Sarasota, FL 34239
  • /2

    $230,000

    Sold Oct 28, 2025

    3350 S Osprey Ave Unit 211A, Sarasota, FL 34239

    • 2 Beds
    • 2 Baths
    • 1,122 Sq Ft
    • Built 1969

    Last Sold Summary

    • 8% Below List Price
    • $205/SF
    • 141 Days On Market

    Current Estimated Value $233,049

    Last Listing Agent John Marabella PREMIER SOTHEBY'S INTERNATIONAL REALTY

    3350 S Osprey Ave Unit 211A, Sarasota, FL 34239
    • /53

      Est $1,473,527

      Not Listed For Sale

      2711 Blossom Dr, Sarasota, FL 34239

      • 3 Beds
      • 2 Baths
      • 2,282 Sq Ft
      • Built 2018
      2711 Blossom Dr, Sarasota, FL 34239

      Last Sold Summary

      • 128 Days On Market

  • /64

    $232,900

    $5K PRICE DROP
    • 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
  • /64

    $12,000 Per Month

    • 3 Beds
    • 2.5 Baths
    • 2,080 Sq Ft
    • House for Rent

    1905 Tulip Dr, Sarasota, FL 34239

    Welcome to the Siesta Stunner! This 1950s pool home has been completely remodeled down to the studs w/ designer finishes & furnishings & high ceilings throughout. A short walk or bike ride will get you onto Siesta Key & the house is walkable to both Publix & the Siesta Key Mall! The space is light and bright thanks to the 10ft ceilings, abundant windows and southern exposure. Upon entering the

    Adam Kabinoff UPTOP REAL ESTATE SERVICES, LLC

    1905 Tulip Dr, Sarasota, FL 34239
  • /2

    $460,000

    Sold Dec 30, 2025

    2629 Bigelow Dr, Sarasota, FL 34239

    • 4 Beds
    • 3 Baths
    • 2,056 Sq Ft
    • Built 1962

    Last Sold Summary

    • 3% Below List Price
    • $224/SF
    • 33 Days On Market

    Current Estimated Value $460,841

    Last Listing Agent Carol Burke WHITE SANDS REALTY GROUP FL

    2629 Bigelow Dr, Sarasota, FL 34239
    • /2

      Est $422,144

      Not Listed For Sale

      1318 Loma Linda Ct, Sarasota, FL 34239

      • 3 Beds
      • 2 Baths
      • 1,004 Sq Ft
      • Built 1952
      1318 Loma Linda Ct, Sarasota, FL 34239

      Last Sold Summary

      • 154 Days On Market

  • /80

    $820,000

    New Construction $79K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,141 Sq Ft

    2369 Bahia Vista St, Sarasota, FL 34239

    Discover the ultimate in luxury living just a short drive from downtown Sarasota, St. Armands Circle, and Lido Beach! Designed by Arrow Homes, this inviting custom-built 2 story residence offers 4 bedrooms and 21/2 baths. Don’t miss the elegant traditional design and exceptional craftsmanship. Enjoy impressive 9’-4” ceilings, spacious owners suite, bonus loft area, custom PGT Florida Impact Rated

    Rory McDonald PREFERRED SHORE LLC

    2369 Bahia Vista St, Sarasota, FL 34239
  • /68

    $13,000 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
  • /2

    $192,500

    Sold Apr 06, 2026

    3206 Village Green Dr Unit 1036, Sarasota, FL 34239

    • 2 Beds
    • 2 Baths
    • 1,419 Sq Ft
    • Built 1971

    Last Sold Summary

    • 4% Below List Price
    • $136/SF
    • 5 Days On Market

    Current Estimated Value $201,159

    Last Listing Agent Jesse Bauer KW COASTAL LIVING III

    3206 Village Green Dr Unit 1036, Sarasota, FL 34239
    • /2

      Est $535,423

      Not Listed For Sale

      2623 Suncrest Dr, Sarasota, FL 34239

      • 4 Beds
      • 2 Baths
      • 1,897 Sq Ft
      • Built 1964
      2623 Suncrest Dr, Sarasota, FL 34239

      Last Sold Summary

      • 86 Days On Market

  • /100

    $8,250,000

    • 5 Beds
    • 5.5 Baths
    • 5,664 Sq Ft

    1525 Mallard Ln, Sarasota, FL 34239

    A true masterpiece of modern coastal design, this custom-built 2021 waterfront estate is a stunning showcase of luxury, craftsmanship, and breathtaking views. Nestled in the highly coveted West of Trail Paradise Shores community, this 5,664 sq. ft. architectural beauty offers five bedrooms, five and a half baths, and state-of-the-art amenities designed for the discerning buyer. Step through the

    Robert Ruiz WILLIAM RAVEIS - FLORIDA LLC

    1525 Mallard Ln, Sarasota, FL 34239
  • /5

    $4,600 Per Month

    • 5 Beds
    • 3 Baths
    • 1,863 Sq Ft
    • House for Rent

    2317 Grove St, Sarasota, FL 34239

    Welcome to this stunning, fully renovated home located on Grove Street in the heart of Sarasota. This property blends classic Florida charm with modern updates, offering a move-in-ready home designed for today’s lifestyle. Step inside to find a thoughtfully updated interior featuring a bright, open layout, stylish finishes, and quality craftsmanship throughout. The renovation highlights include

    James Hogan EXP REALTY LLC

    2317 Grove St, Sarasota, FL 34239
  • /2

    $342,000

    Sold Dec 04, 2025

    2329 Rose St, Sarasota, FL 34239

    • 3 Beds
    • 2 Baths
    • 1,866 Sq Ft
    • Built 1952

    Last Sold Summary

    • 25% Below List Price
    • $183/SF
    • 12 Days On Market

    Current Estimated Value $358,214

    Last Listing Agent Sandra Houghton BRIGHT REALTY

    2329 Rose St, Sarasota, FL 34239
    • /2

      Est $2,068,618

      Not Listed For Sale

      1727 Waldemere St, Sarasota, FL 34239

      • 3 Beds
      • 2 Baths
      • 2,930 Sq Ft
      • Built 1994
      1727 Waldemere St, Sarasota, FL 34239

      Last Sold Summary

      • 2 Days On Market

  • /71

    $2,299,000

    New Construction $1M PRICE DROP Pending
    • 6 Beds
    • 7 Baths
    • 3,574 Sq Ft

    2124 Clematis Place, Sarasota, FL 34239

    PRICE IMPROVEMENT | SELLER MOTIVATED. Now presenting a stunning new construction residence in Arlington Park, built by Courtyard Modern Development, where modern design, functionality, and Sarasota luxury lifestyle come together seamlessly. This exceptional two-story home offers 6 bedrooms, 7 full bathrooms, and approximately 3,574 sq ft of living space, thoughtfully designed to deliver both

    Alberto Rueda Ramirez MICHAEL SAUNDERS & COMPANY

    2124 Clematis Place, Sarasota, FL 34239
  • /24

    $3,000 Per Month

    • 3 Beds
    • 2.5 Baths
    • 2,208 Sq Ft
    • House for Rent

    2408 Hillview St, Sarasota, FL 34239

    Welcome to Hillview Digs! Hillview Digs is a fully furnished two story Farmhouse moved from downtown Sarasota in the mid fifties . Just shy of 2000 square feet and equipped with 3 bedrooms, 2.5 bathrooms, an office area, a family room/den separate from the main living room. For your convenience, the master bedroom is on the first floor with the other 2 bedrooms upstairs. This cozy home features

    Deserea Hardy ROSSI & COMPANY INC

    2408 Hillview St, Sarasota, FL 34239
  • /2

    $3,100,000

    Sold Apr 27, 2026

    2624 Mulberry Terrace, Sarasota, FL 34239

    • 4 Beds
    • 5 Baths
    • 3,744 Sq Ft
    • Built 2021

    Last Sold Summary

    • 10% Below List Price
    • $828/SF
    • 104 Days On Market

    Current Estimated Value $3,133,018

    Last Listing Agent Karen Greco GRECO REAL ESTATE

    2624 Mulberry Terrace, Sarasota, FL 34239
    • /24

      Est $235,382

      Not Listed For Sale

      3289 Fairhaven Ln Unit 112, Sarasota, FL 34239

      • 2 Beds
      • 2 Baths
      • 1,470 Sq Ft
      • Built 1967
      3289 Fairhaven Ln Unit 112, Sarasota, FL 34239

      Last Sold Summary

      • 105 Days On Market

  • /54

    $1,499,000

    $96K PRICE DROP
    • 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
  • /73

    $6,500 Per Month

    • 4 Beds
    • 2.5 Baths
    • 2,131 Sq Ft
    • House for Rent

    1738 Siesta Dr, Sarasota, FL 34239

    Available June 1st, this newer (2013) “West of Trail” pool home offers an ideal opportunity to get settled ahead of the upcoming school year in the highly regarded Southside Elementary district, just a short bike ride away. Offered at $6,500/month with an annual lease preferred (6-month considered), the home provides flexibility with furnishings — available furnished or unfurnished. Elevated 22

    Ryan Adamson COLDWELL BANKER REALTY

    1738 Siesta Dr, Sarasota, FL 34239
  • /2

    $1,000,000

    Sold Aug 21, 2025

    1746 Stapleton St, Sarasota, FL 34239

    • 4 Beds
    • 3 Baths
    • 2,895 Sq Ft
    • Built 2006

    Last Sold Summary

    • 37% Below List Price
    • $345/SF
    • 160 Days On Market

    Current Estimated Value $1,040,413

    Last Listing Agent Jennifer Thompson WILLIAM RAVEIS - FLORIDA LLC

    1746 Stapleton St, Sarasota, FL 34239
    • /43

      Est $771,682

      Not Listed For Sale

      2235 Datura St, Sarasota, FL 34239

      • 3 Beds
      • 2 Baths
      • 1,849 Sq Ft
      • Built 1955
      2235 Datura St, Sarasota, FL 34239

      Last Sold Summary

      • 17 Days On Market

  • /50

    $1,495,000

    $55K PRICE DROP
    • 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
  • /52

    $2,000 Per Month

    • 1 Bed
    • 1 Bath
    • 431 Sq Ft
    • House for Rent

    2084 Grove St Unit B, Sarasota, FL 34239

    This one-bedroom, one-bath furnished rental guest house is recently renovated with private entrance, fenced patio/yard area, your own free- standing HOT TUB and access to the shared POOL in the back yard! There is a stackable PRIVATE LAUNDRY conveniently located in the walk-in closet to the bedroom. The kitchenette boasts a large granite countertop with induction cooktop, refrigerator, small

    Kari Klein KW COASTAL LIVING III

    2084 Grove St Unit B, Sarasota, FL 34239
  • /2

    $1,150,000

    Sold Dec 19, 2025

    3716 Camino Real, Sarasota, FL 34239

    • 3 Beds
    • 2.5 Baths
    • 2,023 Sq Ft
    • Built 1951

    Last Sold Summary

    • 16% Below List Price
    • $568/SF
    • 254 Days On Market

    Current Estimated Value $1,146,911

    Last Listing Agent Ryan Adamson COLDWELL BANKER REALTY

    3716 Camino Real, Sarasota, FL 34239
    • /46

      Est $424,085

      Not Listed For Sale

      1329 S Brink Ave, Sarasota, FL 34239

      • 3 Beds
      • 1.5 Baths
      • 1,272 Sq Ft
      • Built 1956
      1329 S Brink Ave, Sarasota, FL 34239

      Last Sold Summary

      • 0 Days On Market

  • /31

    $625,000

    $25K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 700 Sq Ft

    1704 Wisconsin Ln, Sarasota, FL 34239

    Welcome to your perfect coastal escape—an inviting cottage offering charm, comfort, and an ideal location away from the hustle and bustle of city life. Just a few miles from Siesta Key Beach, you’re only a short bike or golf cart ride from the world-famous quartz sand shores.This beautifully renovated two-bedroom, one-bath home has been thoughtfully updated from top to bottom. Inside, you’ll

    Oliver McConnell MCCONNELL AND ASSOCIATES

    1704 Wisconsin Ln, Sarasota, FL 34239
  • /36

    $7,000 Per Month

    • 4 Beds
    • 3 Baths
    • 2,300 Sq Ft
    • House for Rent

    2375 Waldemere St, Sarasota, FL 34239

    Please contact the Listing Agent to obtain details about the WEEKLY and MONTHLY rates. Available Dates in 2026:Short Term or Long-term starting from AUGUST 1, 2026 for $7000 OR **option**SEASONAL RATE from December 2026 through April, 2027 is $12,000. (February-March 2027 is already booked).Should you wish to rent TWO LUXURY RESIDENCES for a larger gathering of guests (up to 18), consider

    Claudia Dybala DALTON WADE INC

    2375 Waldemere St, Sarasota, FL 34239
  • /2

    $535,000

    Sold Mar 26, 2026

    2115 Grove St, Sarasota, FL 34239

    • 3 Beds
    • 2 Baths
    • 1,408 Sq Ft
    • Built 1956

    Last Sold Summary

    • 11% Below List Price
    • $380/SF
    • 56 Days On Market

    Current Estimated Value $530,954

    Last Listing Agent Roger Pettingell COLDWELL BANKER REALTY

    2115 Grove St, Sarasota, FL 34239
    • /2

      Est $197,712

      Not Listed For Sale

      2228 Bahia Vista St Unit C1, Sarasota, FL 34239

      • 2 Beds
      • 2 Baths
      • 982 Sq Ft
      • Built 1979
      2228 Bahia Vista St Unit C1, Sarasota, FL 34239

      Last Sold Summary

      • 18 Days On Market

Showing Results 161 - 200, Page 5 of 18

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