Homes in ZIP Code 34239

• 

  

  

  /47

  $1,049,000

  • 3 Beds
  • 2 Baths
  • 1,710 Sq Ft

  1881 Orchid St, Sarasota, FL 34239

  Step inside the soul of Sarasota’s mid-century renaissance, welcome to 1881 Orchid Street, where charm, craftsmanship, and modern upgrades converge in one of the city’s most evolving, investment-savvy neighborhoods: Poinsettia Park.This 3-bedroom, 2-bathroom home with a bonus room spans 1,710 square feet and sits on a quiet, tree-lined street where new custom homes are redefining the skyline

  David Perkowski PREFERRED SHORE LLC

  1881 Orchid St, Sarasota, FL 34239
• 

  

  

  /34

  $4,750 per month

  • 2 Beds
  • 2 Baths
  • 1,247 Sq Ft
  • House for Rent

  2207 Clematis St, Sarasota, FL 34239

  Classic elegance right in the heart of Arlington Park. This bright, newly renovated two-bedroom, two-bath mid-century gem with sparkling pool offers a serene escape, providing a refreshing interplay of historical charm and modern luxury. Enjoy the separate sunroom/office for those working from home. Take a break with a dip in the sparkling pool or a game of bocce ball in the backyard. Walk to

  Katy McBrayer PREMIER SOTHEBY'S INTERNATIONAL REALTY

  2207 Clematis St, Sarasota, FL 34239
• 

  

  /2

  $2,600,000 Sold Aug 07, 2025

  • 3,678 Sq Ft
  • $707/SF
  • 25 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 2023

  1954 Goldenrod St, Sarasota, FL 34239

  Welcome to 1954 Goldenrod Street, a stunning newly constructed residence located in the highly coveted West of Trail neighborhood. Thoughtfully upgraded and meticulously redesigned, this home embodies modern luxury and comfort at every turn. Behind a newly added front gate, you'll find a residence that now features an elevator system, custom closets, lush landscaping, and a completely reimagined

  Matthew Voss PREFERRED SHORE LLC

  1954 Goldenrod St, Sarasota, FL 34239
• 

  

  

  /60

  Not Listed For Sale

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

  1845 Bougainvillea St, Sarasota, FL 34239

  1845 Bougainvillea St, Sarasota, FL 34239
• 

  

  

  /47

  $248,000

  • 2 Beds
  • 2 Baths
  • 1,024 Sq Ft

  2220 Bahia Vista St Unit G4, Sarasota, FL 34239

  UNIT BEING SOLD COMPLETELY TURNKEY - move in immediately. Don't miss your opportunity to own one of the lowest cost, safest, close to town condo units. This completely furnished (with all kitchen supplies) condominium at Cordova Gardens. Just a few blocks away from downtown's vibrant restaurants, shops and art scene, Sarasota Memorial Hospital, Southside village and Sarasota's best beaches. This

  Eric Greenstein APPLE REAL ESTATE LLC

  2220 Bahia Vista St Unit G4, Sarasota, FL 34239
• 

  

  /10

  $1,900 per month

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

  3835 Almeria Ave Unit C3, Sarasota, FL 34239

  Near the north Siesta Key Bridge and Bay. Amazing location. Unfurnished.Minutes to Siesta Key, minutes to SMH. Minutes to Hillview district. Southside Elementary school district. Dead end street. Walk to restaurants and shopping. top floor of a 2 story building with a big relaxing Lanai. Covered Parking. In unit laundry Quiet location. Cats allowed

  Richard Dear SUNCOAST LUXURY PROPERTIES

  3835 Almeria Ave Unit C3, Sarasota, FL 34239
• 

  /2

  $400,000 Sold Aug 06, 2025

  • 1,791 Sq Ft
  • $223/SF
  • 75 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1964

  2702 Bedford Way, Sarasota, FL 34239

  Southgate Living at its Finest! Positioned on a prized corner lot within a quiet cul-de-sac in Sarasota's coveted Southgate, this charming home offers an enviable lifestyle. Picture effortless access to downtown's cultural heartbeat, the sugar-soft sands of Siesta Key, and a tempting array of dining and shopping experiences.Step inside to discover a bright and airy open floor plan designed

  Clint Kasten WHITE SANDS REALTY GROUP FL

  2702 Bedford Way, Sarasota, FL 34239
• 

  

  /43

  Est $726,978 Not Listed For Sale

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

  2517 Valencia Dr, Sarasota, FL 34239

  2517 Valencia Dr, Sarasota, FL 34239
• 

  

  /34

  $950,000

  • 3 Beds
  • 3 Baths
  • 1,953 Sq Ft

  1871 Prospect St, Sarasota, FL 34239

  Step into timeless charm with this beautifully updated 1924 cottage, perfectly situated in Sarasota’s coveted West of Trail neighborhood. Combining historic character with modern comforts, the main residence offers approximately 1,460 square feet of thoughtfully designed living space. Original hardwood floors, high ceilings, picture molding, a cozy wood-burning fireplace in the living room and an

  Barbara May MICHAEL SAUNDERS & COMPANY

  1871 Prospect St, Sarasota, FL 34239
• 

  

  /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, near multi-million dollar homes! 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

  Scott Thompson AMERITRUST REALTY LLC

  2042 Craft Ln, Sarasota, FL 34239
• 

  /2

  $350,000 Sold Jul 31, 2025

  • 1,706 Sq Ft
  • $205/SF
  • 16 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1956

  2115 Temple St, Sarasota, FL 34239

  HIGHEST and BEST due Monday at noon Eastern June 30, 2025. Excellent location 5 minutes from downtown Sarasota, Walk to Sarasota Memorial hospital and Sarasota High School. Desirable Arlington Park subdivision, 4 miles from the #1 Beach in America Siesta Key Beach, bring your creativity! Bring your decorating ideas, great potential, great investment opportunity, Airbnb, no HOA, no CDD,

  Linda Brand EXP REALTY LLC

  2115 Temple St, Sarasota, FL 34239
• 

  

  /70

  Est $7,460,799 Not Listed For Sale

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

  3740 Tangier Terrace, Sarasota, FL 34239

  3740 Tangier Terrace, Sarasota, FL 34239
• 

  

  /34

  $1,225,000

  • 3 Beds
  • 2 Baths
  • 1,324 Sq Ft

  1677 Hyde Park St, Sarasota, FL 34239

  Offered for the first time in decades, the iconic Warriner Home presents a rare opportunity to own a piece of Sarasota’s architectural legacy. Designed in 1960 by renowned husband-and-wife architects Joan and Ken Warriner, this exceptional mid-century modern residence was nationally recognized in Architectural Record Magazine’s prestigious annual feature, "Record Houses of 1961". The home was

  Jennifer Linehan MICHAEL SAUNDERS & COMPANY

  1677 Hyde Park St, Sarasota, FL 34239
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  /36

  $2,850 per month

  • 3 Beds
  • 1.5 Baths
  • 1,502 Sq Ft
  • House for Rent

  2652 Loma Linda St, Sarasota, FL 34239

  AVAILABLE NOW FOR MONTHLY LEASE OPPORTUNITY! Fall in love with this charming and updated mid-century ranch home in one of Sarasota’s most desirable neighborhoods. Featuring three oversized bedrooms, one full bathroom, and one half bathroom, this single-level home combines timeless architecture with modern updates for easy Florida living. Located a short distance to Arlington Park, a premier

  Jon Patella WAGNER REALTY

  2652 Loma Linda St, Sarasota, FL 34239
• 

  /2

  $422,500 Sold Jul 31, 2025

  • 1,407 Sq Ft
  • $300/SF
  • 85 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1954

  2361 Rose St, Sarasota, FL 34239

  One or more photo(s) has been virtually staged. Don’t miss out on this charming South Gate gem, ideally located in the heart of Central Sarasota, just minutes from Siesta Key and its beautiful beaches, as well as the vibrant restaurants and shopping in Hillview, Downtown Sarasota, and St. Armands Circle! This 3-bedroom, 2-bathroom home is ready for your own personal touch, or you can build your

  Taylor Thompson WILLIAM RAVEIS REAL ESTATE

  2361 Rose St, Sarasota, FL 34239
• 

  

  /44

  Est $854,117 Not Listed For Sale

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

  2531 Siesta Dr, Sarasota, FL 34239

  2531 Siesta Dr, Sarasota, FL 34239
• 

  

  /41

  $975,000

  • 5 Beds
  • 4 Baths
  • 2,587 Sq Ft

  2605 Sunnybrook Dr, Sarasota, FL 34239

  Rare gem in Sarasota's highly desirable Southgate neighborhood, just minutes from Siesta Key Beach, St. Armands Circle and vibrant downtown Sarasota. This 5-bedroom, 4-bathroom residence offers the perfect blend of space, comfort and location - ideal for families or those who love to entertain. Sitting proudly on a private corner lot, this home features two oversized driveways-perfect for parking

  Viktoriia Popova CORE REALTY ASSOCIATES, INC

  2605 Sunnybrook Dr, Sarasota, FL 34239
• 

  

  /15

  $3,500 per month

  • 4 Beds
  • 3 Baths
  • 2,103 Sq Ft
  • House for Rent

  2221 Bahia Vista St, Sarasota, FL 34239

  LOCATION, LOCATION, LOCATION! Imagine your own elegant Mediterranean Castle conveniently situated only minutes from vibrant downtown Sarasota, Payne Park, Sarasota Memorial Hospital, Southside Village and the white sugary sands of the #1 beach in the world, beautiful Siesta Key Beach! This Spanish Mediterranean-style abode can make your dream a reality! Welcoming you from your initial approach

  Frank Pachinger RE/MAX ALLIANCE GROUP

  2221 Bahia Vista St, Sarasota, FL 34239
• 

  /2

  $1,195,000 Sold Jul 31, 2025

  • 2,332 Sq Ft
  • $512/SF
  • 120 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2018

  2254 Hawthorne St, Sarasota, FL 34239

  Offered at a compelling $1.2M in today’s Sarasota market, this exquisite contemporary-style home seamlessly blends modern elegance with enduring functionality—making it an exceptional opportunity for investors, retirees, young professionals or anyone seeking refined coastal living. Designed to impress, the residence features soaring ceilings, expansive windows, and an abundance of natural light

  Alison Elizalde MICHAEL SAUNDERS & COMPANY

  2254 Hawthorne St, Sarasota, FL 34239
• 

  /2

  Est $596,588 Not Listed For Sale

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

  2504 Fruit Tree Dr, Sarasota, FL 34239

  2504 Fruit Tree Dr, Sarasota, FL 34239
• 

  

  /31

  $1,200,000

  • 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

  Richard Scott Waid LOKATION

  2215 River Ridge Dr, Sarasota, FL 34239
• 

  

  /9

  $1,700 per month

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

  3700 S Osprey Ave Unit 219, Sarasota, FL 34239

  LOCATION, LOCATION! Minutes to Siesta Key, Publix, shopping, restaurants and more across the street. 2 bedroom, 1 bath, double sinks, walk-in closet, no carpet, on-site washer & dryer. Building has an elevator. No pets. Turn-Key Furnished. One covered parking spot, guest parking. Available September through December 2025.

  Kelly Anderson RE/MAX ALLIANCE GROUP

  3700 S Osprey Ave Unit 219, Sarasota, FL 34239
• 

  /2

  $444,900 Sold Jul 28, 2025

  • 1,676 Sq Ft
  • $265/SF
  • 16 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1990

  2420 Webber St, Sarasota, FL 34239

  Charming Key West-Style Home in Prime Sarasota Location!This delightful Key West-style craftsman home offers the perfect blend of comfort, character, and convenience in one of Sarasota’s most sought-after neighborhoods. Ideally located just minutes from downtown, the world-famous Siesta Key Beach, and Sarasota Memorial Hospital (SMH), this home also sits within the highly sought-after and

  Miriam Pearson COLDWELL BANKER REALTY

  2420 Webber St, Sarasota, FL 34239
• 

  

  /55

  Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 2,691 Sq Ft

  1936 Grove St, Sarasota, FL 34239

  1936 Grove St, Sarasota, FL 34239
• 

  

  /49

  $1,199,900

  • 3 Beds
  • 3 Baths
  • 1,856 Sq Ft

  2823 Marshall Dr, Sarasota, FL 34239

  This stunning one story custom-built home completed in 2020, offers the ideal blend of modern design, high-quality construction and an unbeatable location. In the sought-after Southside Elementary School district, this three-bedroom, three-bath residence plus dedicated office is just minutes from Siesta Key, downtown Sarasota and Sarasota Memorial Hospital, placing you at the heart of everything

  Katy McBrayer PREMIER SOTHEBY'S INTERNATIONAL REALTY

  2823 Marshall Dr, Sarasota, FL 34239
• 

  

  /100

  $20,000 per month

  • 5 Beds
  • 4 Baths
  • 4,000 Sq Ft
  • House for Rent

  1347 Harbor Dr, Sarasota, FL 34239

  Discover unparalleled luxury in this stunning home located in the one of the most prized addresses in Sarasota HARBOR ACRES neighborhood. This exceptional residence features 5 spacious bedrooms, perfect for family and guests, and a versatile home office for those who work remotely.As you approach, admire the elegant circular driveway and beautifully landscaped front yard. The entrance

  Michaela Damm MICHAELA DAMM & PARTNERS

  1347 Harbor Dr, Sarasota, FL 34239
• 

  /2

  $750,000 Sold Jul 28, 2025

  • 1,419 Sq Ft
  • $529/SF
  • 124 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1961

  2180 Orchid St, Sarasota, FL 34239

  Fully Operational Sarasota STR – Renovated & Turnkey with Luxury Pool – Let’s Have a Pool Party—this beautifully updated Sarasota pool home is fully furnished, turnkey, and positioned in a quiet cul-de-sac just minutes from Siesta Key. Zoned within Sarasota city limits for short-term rentals, this 3-bedroom, 2-bath residence offers flexibility for personal use, seasonal enjoyment, or income

  Ralf Michael Guensch EXP REALTY LLC

  2180 Orchid St, Sarasota, FL 34239
• 

  

  /28

  Est $2,424,603 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 3,332 Sq Ft

  1846 Datura St, Sarasota, FL 34239

  1846 Datura St, Sarasota, FL 34239
• 

  

  /56

  $1,249,000

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

  3716 Camino Real, Sarasota, FL 34239

  Discover a rare, expansive property nestled in one of Sarasota’s most coveted “West of Trail” neighborhoods. This .35-acre property sits gracefully above special flood zones and offers convenient access to Downtown Sarasota, Siesta Key, and the prestigious Field Club. Located within the esteemed Southside Elementary School District, this home combines the quiet charm of the Granada neighborhood

  Ryan Adamson COLDWELL BANKER REALTY

  3716 Camino Real, Sarasota, FL 34239
• 

  

  /18

  $2,500 per month

  • 2 Beds
  • 2 Baths
  • 1,174 Sq Ft
  • House for Rent

  2200 Rose St, Sarasota, FL 34239

  Apply within 24 hours of your conducted showing and once approved you will be credited your application fees towards your first full month's rent! Don't wait, this single-family home will not last long! Built in 1954, this 2-bedroom, 2-bathroom home is full of historic Florida charm with its original Saltillo tiles, custom cedar closets, and cedar walled bonus room perfect for a home office. The

  Kathy Wagenhauser RYNTAL

  2200 Rose St, Sarasota, FL 34239
• 

  /2

  $523,500 Sold Jul 28, 2025

  • 2,072 Sq Ft
  • $253/SF
  • 269 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1969

  2522 Fruit Tree Dr, Sarasota, FL 34239

  BRAND NEW ROOF COMPLETED 2025! FRESH INTERIOR PAINT! Welcome home to this lovely 3 bedroom, 2 bath home in the highly desirable neighborhood of South Gate. Located in the heart of Sarasota, this property boasts a roomy 2 car garage on over a quarter acre lot, fully fenced in for your family, pets, and privacy. Enjoy two expansive living spaces, with a split bedroom layout, and a large Florida

  Carlisle Fiers III COMPASS FLORIDA LLC

  2522 Fruit Tree Dr, Sarasota, FL 34239
• 

  

  /24

  Est $222,777 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,239 Sq Ft

  3253 Suffolk Ln Unit 518, Sarasota, FL 34239

  3253 Suffolk Ln Unit 518, Sarasota, FL 34239
• 

  

  /36

  $240,000 Pending

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

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

  Super location and easy access to Southside Village, Siesta Key as well as downtown Sarasota. This large end unit two-bedroom, two-bath condominium has been upgraded to include a full size Washer/Dryer, has been freshly painted, including new carpeting and tile flooring refinished plus new Levelor window treatments throughout. Kitchen appliances including new stainless steel sink are recently

  John Marabella PREMIER SOTHEBY'S INTERNATIONAL REALTY

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

  

  /27

  $5,900 per month

  • 3 Beds
  • 2 Baths
  • 2,259 Sq Ft
  • House for Rent

  1763 South Dr, Sarasota, FL 34239

  Location, location, in the Southside Village neighborhood! This distinctive home is set on a fully fenced 15,000 SF (100 ft X 150 ft) homesite located West of Trail in picturesque Cherokee Park. Upon entering you will be amazed at how light and bright each room feels. This three-bedroom, two-bathroom, two-car detached garage home features a wood burning fireplace, separate dining room, family

  Ryan Ackerman COLDWELL BANKER REALTY

  1763 South Dr, Sarasota, FL 34239
• 

  /2

  $419,000 Sold Jul 28, 2025

  • 1,690 Sq Ft
  • $248/SF
  • 391 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1961

  3225 Duncan Way, Sarasota, FL 34239

  BUYER UPDATE – BRAND NEW ROOF WITH TRANSFERABLE WARRANTY completed 05/02!! This beautiful and unique property sits higher on the corner than most homes on this street and its inviting front yard landscape is only the beginning of the beauty that abounds. Beautifully maintained terrazzo floors lead you everywhere in this home except for the kitchen which has a ceramic tile floor. The large

  David DAngelo MICHAEL SAUNDERS & COMPANY

  3225 Duncan Way, Sarasota, FL 34239
• 

  

  /53

  Est $1,154,873 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,282 Sq Ft

  2711 Blossom Dr, Sarasota, FL 34239

  2711 Blossom Dr, Sarasota, FL 34239
• 

  

  /33

  $1,025,000 Pending

  • 3 Beds
  • 2 Baths
  • 2,165 Sq Ft

  1735 Shoreland Dr, Sarasota, FL 34239

  Under contract-accepting backup offers. Opportunity knocks with this quiet West of Trail location! Located 10 homes from the water, this home is set on an expansive 98 x 125 ft lot offering exceptional potential—whether you’re looking to renovate, rebuild, or invest in one of Sarasota's most desirable locations. Tucked into a tree-lined street within the favorable X flood zone, this 3-bed + den,

  Derek Patti NEXTHOME EXCELLENCE

  1735 Shoreland Dr, Sarasota, FL 34239
• 

  

  /18

  $2,100 per month

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

  2311 Waldemere St Unit B, Sarasota, FL 34239

  This one-bedroom, one-bath furnished rental guest house is recently renovated with full kitchen, a privately fenced patio and yard, one covered parking space and private laundry. There is one shared soundproofed wall. Access to Arlington Park pool, basketball and tennis courts, workout facility and playground. Also close to SMH and Southside Village restaurants and shops. Minutes from Bayfront

  Katy McBrayer PREMIER SOTHEBY'S INTERNATIONAL REALTY

  2311 Waldemere St Unit B, Sarasota, FL 34239
• 

  /2

  $3,530,000 Sold Jul 28, 2025

  • 3,262 Sq Ft
  • $1,082/SF
  • 356 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 2025

  1800 Webber St, Sarasota, FL 34239

  Pre-Construction. To be built. Nestled within the heart of West of the Trail lies a world-class estate proudly standing as the pinnacle of future luxury homes. Collectively envisioned by the esteemed team of M&J Pham Development, the residence is a masterwork of inspiring design and immaculate execution. Situated on a majestic parcel of approximately 15,930 sqft, the home promises an unrivaled

  Faith Stutzman THE STUTZMAN REALTY GROUP, LLC

  1800 Webber St, Sarasota, FL 34239
• 

  

  /12

  Not Listed For Sale

  • 5 Beds
  • 5.5 Baths
  • 4,067 Sq Ft

  1765 Floyd St, Sarasota, FL 34239

  1765 Floyd St, Sarasota, FL 34239

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