Homes in ZIP Code 34239

• 

  

  

  /40

  $1,100,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,528 Sq Ft

  1217 Holly Fern Ln, Sarasota, FL 34239

  Under contract-accepting backup offers. RARE WEST OF TRAIL FIND… Mandarin Park is a private gated enclave of single-family homes located near Southside Village, Morton's Gourmet Market and steps away from Sarasota Memorial Hospital. This one level home was the original model for the subdivision. Built in 1999, an entry wall leads into a private courtyard to the front entrance. The house boasts

  Barbara May MICHAEL SAUNDERS & COMPANY

  1217 Holly Fern Ln, Sarasota, FL 34239
• 

  

  

  /29

  $3,500 per month

  • 3 Beds
  • 2 Baths
  • 1,515 Sq Ft
  • House for Rent

  3236 S Lockwood Ridge Rd, Sarasota, FL 34239

  Annual/ Seasonal TURNKEY furnished Wonderfully renovated 3/2 pool home in South Gate! The open floor plan makes this home easy for family time and entertaining. The kitchen features solid wooden cabinetry, slab quartz counters with a breakfast bar, a custom tile backsplash, and is complemented by stainless steel appliances. The dining room is adjacent to the kitchen and living room. The main

  Cody Smith RENT SARASOTA

  3236 S Lockwood Ridge Rd, Sarasota, FL 34239
• 

  

  /2

  $900,000 Sold Jul 24, 2025

  • 2,529 Sq Ft
  • $356/SF
  • 49 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1956

  3705 Tangier Terrace, Sarasota, FL 34239

  **Mid-Century Modern Charm in San Remo – Prime Location & Endless Potential**Discover this **mid-century modern 3-bedroom, 2.5-bath ranch** in the sought-after **San Remo Estates**. Set on a lush **1/3-acre lot West of the Trail**, this home is just minutes from **Siesta Key Beach, Morton’s Market, CineBistro, the Farmers Market, and Downtown Sarasota’s dining, shopping, and cultural

  Grace Bonaccorso FINE PROPERTIES

  3705 Tangier Terrace, Sarasota, FL 34239
• 

  

  

  /51

  Est $474,871 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 948 Sq Ft

  2128 Goldenrod St, Sarasota, FL 34239

  2128 Goldenrod St, Sarasota, FL 34239
• 

  

  

  /25

  $450,000

  • 3 Beds
  • 2 Baths
  • 1,574 Sq Ft

  2340 Valencia Dr, Sarasota, FL 34239

  Unlock the possibilities with this 3-bedroom, 2-bath fixer-upper in Sarasota’s sought-after Southgate neighborhood. Featuring a new roof (2020) and new AC (2021), the big-ticket updates are already done — leaving plenty of room to customize the rest to your taste or investment goals. With a circle driveway, 1-car garage, and spacious lot, this property is ready for a fresh vision. Just minutes

  Marlin Yoder HARRY ROBBINS ASSOC INC

  2340 Valencia Dr, Sarasota, FL 34239
• 

  

  /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

  $450,000 Sold Jul 23, 2025

  • 1,434 Sq Ft
  • $314/SF
  • 1 Day On Market

  • 3 Beds
  • 2 Baths
  • Built 1955

  2275 Clematis St, Sarasota, FL 34239

  Coveted Arlington Park! Whether you want to live in it, tear it down, renovate it, rent it, it is priced right. It is one of the least expensive homes in Arlington Park. Kitchen has been renovated in 2017 with beautiful quartz tops and new cabinets. The beautiful enclosed sun room overlooks the very spacious yard with oodles of room for a pool. The fence in the back yard was replaced in 2023.

  Miranda Oswald KELLER WILLIAMS ON THE WATER

  2275 Clematis St, Sarasota, FL 34239
• 

  

  /24

  Est $265,340 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,470 Sq Ft

  3289 Fairhaven Ln Unit 112, Sarasota, FL 34239

  3289 Fairhaven Ln Unit 112, Sarasota, FL 34239
• 

  

  /66

  $715,000

  • 4 Beds
  • 2 Baths
  • 1,344 Sq Ft

  2472 Temple St, Sarasota, FL 34239

  Beautifully modern, FURNISHED 4-bedroom, 2-bath home is nestled in a tranquil Florida neighborhood (the highly sought-after Arlington Park) just minutes from Sarasota’s vibrant downtown. It offers the perfect balance of luxury and comfort. The main floor features the primary bedroom with its ensuite bathroom, offering convenience and privacy. Upstairs, the second level boasts three nicely sized

  Jordan Ask BRIGHT REALTY

  2472 Temple St, Sarasota, FL 34239
• 

  

  /33

  $1,475 per month

  • 2 Beds
  • 2 Baths
  • 977 Sq Ft
  • Condo for Rent

  3500 Beneva Rd Unit 302, Sarasota, FL 34232

  This is a ground floor, end unit 2 bedroom 2 bath condo in the Beneva Village community. This home features an open floor plan with tile throughout the entire condo. The kitchen features white appliances and a tile backsplash. The living room and dining space include a sliding glass door to the screened-in patio overlooking a green space courtyard. There is an additional storage closet on the

  Todd Roughton SARASOTA MANAGEMENT & LEASING

  3500 Beneva Rd Unit 302, Sarasota, FL 34232
• 

  /2

  $2,224,500 Sold Jul 18, 2025

  • 3,584 Sq Ft
  • $621/SF
  • 28 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2013

  1813 Boyce St, Sarasota, FL 34239

  Tuscan-Inspired Luxury - Tucked away in the coveted West of the Trail neighborhood of Hartsdale and just moments from the charm of Southside Village, this Tuscan-inspired home offers refined elegance and timeless design. Custom-built and residing on an expansive double lot, this 4 bedroom/3.5 bathroom pool home offers a rare combination of luxury, privacy, and convenience in one of Sarasota’s

  Lindsey Nussbaum COLDWELL BANKER REALTY

  1813 Boyce St, Sarasota, FL 34239
• 

  

  /43

  Est $727,157 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,849 Sq Ft

  2235 Datura St, Sarasota, FL 34239

  2235 Datura St, Sarasota, FL 34239
• 

  

  /67

  $839,000 Open Sat 2AM - 4PM

  • 2 Beds
  • 2 Baths
  • 1,120 Sq Ft

  1702 Hillview St, Sarasota, FL 34239

  Step into this West of the Trail Charmer, Sarasota’s most sought-after neighborhood... where the canopy of mature trees, coastal breezes, and timeless architecture set the stage for an unparalleled lifestyle. Perfectly positioned just steps from Southside Village’s restaurants and boutiques, and only a short drive to Downtown Sarasota, the Bayfront, and the powdery sands of Siesta Key, this

  Melissa Perrigoue COLDWELL BANKER REALTY

  1702 Hillview St, Sarasota, FL 34239
• 

  

  /54

  $13,000 per month

  • 4 Beds
  • 4 Baths
  • 3,176 Sq Ft
  • House for Rent

  1905 Goldenrod St, Sarasota, FL 34239

  LOCATION, LOCATION, LOCATION. Stunning turnkey furnished single family home available to rent in the sought after community of Poinsettia Park of Sarasota. This West of the Trail, 2020 build, Classic Homes by Clayton Inc., property is energy-efficient, elegant, beautifully furnished, and well appointed. Pulling up to the home you immediately notice the professional landscaping and lighting with

  C. Alison Hunter JENNETTE PROPERTIES INC

  1905 Goldenrod St, Sarasota, FL 34239
• 

  /2

  $650,000 Sold Jul 17, 2025

  • 1,535 Sq Ft
  • $423/SF
  • 15 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1958

  2516 Goldenrod St, Sarasota, FL 34239

  Classic mid-century modern gem, nestled in one of Sarasota’s most sought-after neighborhoods and within the highly desirable Southside School District. Solid block construction and meticulously preserved architectural details, blending timeless design and thoughtful updates. Fresh interior and exterior paint, all-new impact windows and doors (2024) and a new roof (May 2024) with transferrable

  Linda Driggs MICHAEL SAUNDERS & COMPANY

  2516 Goldenrod St, Sarasota, FL 34239
• 

  

  /46

  Est $475,456 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,272 Sq Ft

  1329 S Brink Ave, Sarasota, FL 34239

  1329 S Brink Ave, Sarasota, FL 34239
• 

  

  /97

  $4,750,000

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

  1873 Rose St, Sarasota, FL 34239

  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, soaring ceilings and a flawless Stage 5

  Brian Partie ENGEL + VOELKERS SARASOTA

  1873 Rose St, Sarasota, FL 34239
• 

  

  /51

  $3,500 per month

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

  2144 Webber St, Sarasota, FL 34239

  AVAILABLE AUGUST 4th - Welcome to luxury living at 2144 Webber Street in Sarasota, FL. This modern 3-bedroom, 2.5-bathroom sanctuary offers 1,650 square feet of meticulously designed living space, seamlessly integrating sleek, contemporary features with cutting-edge smart home technologies. Every corner of this home is crafted for comfort and style, inviting you to enjoy a light and airy

  Beth Harris COMPASS FLORIDA LLC

  2144 Webber St, Sarasota, FL 34239
• 

  /2

  $1,550,000 Sold Jul 15, 2025

  • 2,763 Sq Ft
  • $561/SF
  • 131 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1946

  1954 Datura St, Sarasota, FL 34239

  This exceptional single-story home in the highly sought-after West of the Trail neighborhood offers the perfect blend of charm, privacy, and convenience. Ideally located near downtown Sarasota, top-rated schools, and world-renowned beaches, this property is an entertainer’s dream and a tranquil wellness retreat. The home features 3 bedrooms, 2.5 baths, and a dedicated den with serene views of the

  Bev Murray BERKSHIRE HATHAWAY HOMESERVICE

  1954 Datura St, Sarasota, FL 34239
• 

  

  /99

  Est $10,975,680 Not Listed For Sale

  • 8 Beds
  • 12 Baths
  • 11,275 Sq Ft

  1233 Hillview Dr, Sarasota, FL 34239

  1233 Hillview Dr, Sarasota, FL 34239
• 

  

  /60

  $575,000

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

  2238 Rose St, Sarasota, FL 34239

  One or more photo(s) has been virtually staged. BACK ON THE MARKET WITH A SIGNIFICANT PRICE REDUCTION!!! Don't let the modest exterior fool you...the drama is inside!! This mid-century home has been completely updated both inside and out! As you enter the home, you are met with soaring cathedral ceilings with exposed beams. The spacious kitchen has been completely updated with sleek modern

  Janice Politz COLDWELL BANKER REALTY

  2238 Rose St, Sarasota, FL 34239
• 

  

  /13

  $1,600 per month

  • 2 Beds
  • 2 Baths
  • 976 Sq Ft
  • Condo for Rent

  3463 Bee Ridge Rd Unit 303, Sarasota, FL 34239

  GROUND FLOOR, CORNER CONDO WITH GOLF COURSE VIEW. Renovated Kitchen, new appliances and new carpet in the bedrooms. Centrally located in Sarasota with easy access to beaches, downtown, hospitals, and interstate.

  Robin De Busk STRINGER MANAGEMENT INC

  3463 Bee Ridge Rd Unit 303, Sarasota, FL 34239
• 

  /2

  $700,000 Sold Jul 14, 2025

  • 2,105 Sq Ft
  • $333/SF
  • 33 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1959

  2410 Tanglewood Dr, Sarasota, FL 34239

  A true South Gate gem on the Phillippi Creek with a kayak dock. This historic Florida style and beautifully refreshed home with lush mature landscaping is the perfect place to call your home, your retreat, or your investment property. Plenty of living space with 4 bedrooms, 3 bathrooms, and a breezeway guiding you through a shaded patio with an outdoor kitchen and bar area. The private and

  Jeaneen Wiegand WIEGAND REALTY

  2410 Tanglewood Dr, Sarasota, FL 34239
• 

  

  /40

  Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,330 Sq Ft

  1864 Clematis St, Sarasota, FL 34239

  1864 Clematis St, Sarasota, FL 34239
• 

  

  /8

  $275,000

  • 1 Bed
  • 1 Bath
  • 600 Sq Ft

  2445 Webber St, Sarasota, FL 34239

  48.5' X 117' lot size. Located approximately 5 miles to Siesta key Beach, 2 miles to hospital, shopping, and schools. This property is also listed as vacant land. 1 of the owner's lives in the residence. Public water, sewer and electric are connected.

  Kathy Wilkes SARASOTA'S WEST COAST REALTY

  2445 Webber St, Sarasota, FL 34239
• 

  

  /11

  $1,500 per month

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

  3755 S School Ave Unit 42, Sarasota, FL 34239

  Convenient location near bus line, shopping, restaurants, entertainment. Approval required by this 55+ community which does not allow pets. This 2-bedroom, 1-bathroom unit on the 3rd (top) floor has elevator access and has just been remodeled. Brand new kitchen features stainless steel appliances to include a french door refrigerator, stove, microwave and dishwasher as well as new wood

  Mark Willborn VALUE PLUS

  3755 S School Ave Unit 42, Sarasota, FL 34239
• 

  /2

  $445,000 Sold Jul 11, 2025

  • 1,863 Sq Ft
  • $239/SF
  • 4 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1964

  3127 Dawson St, Sarasota, FL 34239

  Welcome to 3127 Dawson Street, a mid-century modern home featuring three bedrooms and two bathrooms, offering 1,863 square feet of comfortable living space. This property is situated in Southgate, one of Sarasota's most sought-after neighborhoods, and is set on an oversized lot outside the flood zone. It provides a peaceful environment and ample space to embrace the sunny Florida lifestyle

  Danielle Brown COMPASS FLORIDA LLC

  3127 Dawson St, Sarasota, FL 34239
• 

  

  /80

  Est $3,042,182 Not Listed For Sale

  • 6 Beds
  • 3.5 Baths
  • 4,358 Sq Ft

  2131 Mcclellan Pkwy, Sarasota, FL 34239

  2131 Mcclellan Pkwy, Sarasota, FL 34239
• 

  

  /20

  $398,000

  • 3 Beds
  • 2 Baths
  • 1,490 Sq Ft

  2916 Hawthorne St, Sarasota, FL 34239

  STOP!!! RIGHT! THERE! Are you a small family? Make this sweet home yours. 15 minutes away from Siesta Keys, one of the best beaches in Florida. Perfect for a starter-home, very family friendly. New LVP flooring, new bathrooms, new HVAC and water heater, new roof, new kitchen. A bonus room for a nursery or an office space. Fenced in backyard. No HOA. New countertops. Master room with sliding doors

  Victoria Diaz STAR BAY REALTY CORP.

  2916 Hawthorne St, Sarasota, FL 34239
• 

  

  /16

  $2,950 per month

  • 2 Beds
  • 2 Baths
  • 1,652 Sq Ft
  • House for Rent

  2408 Sunnyside St, Sarasota, FL 34239

  This is a west South Gate home , a mid-century modern re-do, vinyl flooring throughout With an optional HOA and the South Gate Recreational Center (a pool facility with a small membership fee) This is a 2 bedroom plus bonus room which can flex as office, studio, or even convert to 3rd bedroom, glass windows and doors lead out to an spacious fenced yard , Wrap around screened-in porch

  Carmen Dupeyrat BEACHFRONT REALTY INC

  2408 Sunnyside St, Sarasota, FL 34239
• 

  /2

  $860,000 Sold Jul 11, 2025

  • 1,543 Sq Ft
  • $557/SF
  • 111 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2000

  1359 Tearose Place, Sarasota, FL 34239

  Welcome to the best of Mandarin Park, a gated, maintenance-free upscale community of 19 custom homes, West of Tamiami Trail in the heart of Southside Village/Sarasota Memorial Hospital district. There is arguably no better location, being only minutes to the beach, downtown Sarasota and a five-minute walk to the restaurants in Southside. The new whole-house generator, new roof in 2018, hurricane

  Roberta Tengerdy, PA PREMIER SOTHEBY'S INTERNATIONAL REALTY

  1359 Tearose Place, Sarasota, FL 34239
• 

  

  /90

  Est $7,251,843 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 5,040 Sq Ft

  1447 Tangier Way, Sarasota, FL 34239

  1447 Tangier Way, Sarasota, FL 34239
• 

  

  /30

  $749,900

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

  3317 Pine Valley Dr, Sarasota, FL 34239

  REMODELED SPACIOUS OPEN FLOOR PLAN IN FOREST LAKES COUNTRY CLUB HOME. THIS CLASSIC FEATURES A NEW KITCHEN WITH A TON OF SHAKER CABINETS AND QUARTZ COUNTER TOPS. ALL NEW STAINLESS APPLIANCES INCLUDING A KITCHENAIDE FRENCH DRAWER REFRIGERATOR.THE REMODEL INCLUDED NEW HURRICANE RATED WINDOWS THROUGHOUT AND A NEW BARREL TILE ROOF. THE INTERIOR IS FRESHLY PAINTED AND HAS ALL NEW DOORS. THE FLOORS

  Karl Helbig SUNREAL ESTATE INC

  3317 Pine Valley Dr, Sarasota, FL 34239
• 

  

  /9

  $1,400 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

  $3,800,000 Sold Jul 10, 2025

  • 5,660 Sq Ft
  • $671/SF
  • 5 Days On Market

  • 4 Beds
  • 7 Baths
  • Built 2013

  1910 Datura St, Sarasota, FL 34239

  West of Trail! Custom Build by Voight Construction. Nestled in one of Sarasota’s most coveted neighborhoods, this exceptional custom estate spans over three expansive lots and boasts craftsmanship that is truly one-of-a-kind. A celebration of fine design, this home features intricate millwork, rich stained oak floors, and soaring ceilings adorned with stunning pecky cypress inlays.Step

  Kelly Gettel COLDWELL BANKER REALTY

  1910 Datura St, Sarasota, FL 34239
• 

  /2

  Est $83,774 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 369 Sq Ft

  3700 S Osprey Ave Unit 112, Sarasota, FL 34239

  3700 S Osprey Ave Unit 112, Sarasota, FL 34239
• 

  

  /57

  $448,000

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

  2104 S Tuttle Ave, Sarasota, FL 34239

  Pool Home on a Spacious Corner Lot – Sarasota Living at Its BestWelcome to 2104 S Tuttle Avenue, where everyday life feels like a getaway. This move-in ready 2-bedroom, 2-bath home sits on a huge corner lot in flood zone X—the lowest risk—giving you peace of mind and freedom to simply enjoy the Sarasota lifestyle. The yard is already fenced on three sides, making it perfect for pets,

  Brett Keyser, Jr RE/MAX ALLIANCE GROUP

  2104 S Tuttle Ave, Sarasota, FL 34239
• 

  

  /23

  $7,800 per month

  • 4 Beds
  • 3.5 Baths
  • 2,539 Sq Ft
  • House for Rent

  1638 South Dr, Sarasota, FL 34239

  FULLY REMODELED 4 BEDROOM GREAT FAMILY HOME. NO POOL LESS EXPENSES. NO SHORT TERM RENTAL. A MUST SEE IF YOU LIKE RANCH STYLE. ALL NEW - HVAC - ELECTRIC - WINDOWS - KITCHEN - BATHS - ROOF. NOTHING MISSED ON THIS VERY ATTRACTIVE HOME IN CHEROKEE PARK, SOUTH SIDE SCHOOL AND THE HOSPITAL CORE.

  Ryan Ackerman COLDWELL BANKER REALTY

  1638 South Dr, Sarasota, FL 34239
• 

  /2

  $290,000 Sold Jul 09, 2025

  • 1,056 Sq Ft
  • $275/SF
  • 8 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1979

  3745 Almeria Ave Unit 7S, Sarasota, FL 34239

  Ground floor end unit with spacious lanai/screened-in porch. West of Tail location minutes to shopping, Publix, restaurants and a short distance to Siesta Key beach. Almeria is tucked away on a tree lined street with great privacy. Light and bright condo with an open floor planand features a large, screened lanai facing west. Enjoy the wonderful canopy of Florida Oak trees. Nice split

  Brian Livesey WATERSIDE REALTY LLC

  3745 Almeria Ave Unit 7S, Sarasota, FL 34239
• 

  

  /63

  Est $499,059 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,001 Sq Ft

  2106 Temple St, Sarasota, FL 34239

  2106 Temple St, Sarasota, FL 34239

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