Homes in ZIP Code 34239

• 

  

  

  /41

  $1,595,000

  • 3 Beds
  • 3 Baths
  • 2,714 Sq Ft

  1884 Grove St, Sarasota, FL 34239

  This is one of the best values for a newer 2008-built, 2,700 sq. ft. home in the prime West of Trail location. Thoughtfully upgraded throughout, the home features high ceilings and beautifully finished open floor plan with an oversized kitchen island with seating area. The main level boasts wood floors, high-end appliances and custom cabinetry. The 3 bedroom, 3 bathroom home features a large

  Barbara May MICHAEL SAUNDERS & COMPANY

  1884 Grove St, Sarasota, FL 34239
• 

  

  

  /43

  $3,700 per month

  • 4 Beds
  • 3.5 Baths
  • 1,551 Sq Ft
  • House for Rent

  2000 Craft Ln, Sarasota, FL 34239

  Ask about our security deposit alternative to help with the upfront move-in cost! Welcome to this stunning 4-bedroom, 3.5-bathroom home in the heart of Sarasota! Complete with bright and open spaces throughout, this home offers over 1,500 square feet of living space, a fenced backyard oasis, modern finishes, and much more! This vintage 60's block ranch home is the perfect time capsule, featuring

  Colbey Mason RYNTAL

  2000 Craft Ln, Sarasota, FL 34239
• 

  

  /2

  $615,000 Sold Jun 10, 2025

  • 1,783 Sq Ft
  • $345/SF
  • 41 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1960

  3124 Tanglewood Dr, Sarasota, FL 34239

  Wonderful South Gate ranch situated on an oversized lot. The corner lot is almost a half acre of land with tranquil views of the Creek. The side entry garage adds to the curb appeal and the circular drive allows for additional parking. The outdoor space includes a front porch, an oversized covered lanai, swimming pool, paver brick sun terrace and private yard. This charming 1960 home has been

  Tammy Garner COLDWELL BANKER REALTY

  3124 Tanglewood Dr, Sarasota, FL 34239
• 

  

  

  /63

  Est $288,837 Not Listed For Sale

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

  3350 S Osprey Ave Unit 201A, Sarasota, FL 34239

  3350 S Osprey Ave Unit 201A, Sarasota, FL 34239
• 

  

  

  /66

  $979,000

  • 3 Beds
  • 2.5 Baths
  • 1,969 Sq Ft

  2410 Prospect St, Sarasota, FL 34239

  Welcome to this elegant 2017 constructed 'better than new' home that combines the convenience of easy access to Sarasota’s best parks, markets, restaurants, and top-rated schools, with a quiet, friendly neighborhood— plus just a short drive to world-famous sugar-sand beaches of Siesta Key and Lido Beach. Nestled on a lush corner lot in the heart of highly sought-after Arlington Park, this

  Kathy Callahan MICHAEL SAUNDERS & COMPANY

  2410 Prospect St, Sarasota, FL 34239
• 

  

  /34

  $5,000 per month

  • 3 Beds
  • 2 Baths
  • 1,511 Sq Ft
  • House for Rent

  2141 Hyde Park St, Sarasota, FL 34239

  Sunshine, palm trees, and your own private pool—this turnkey furnished Sarasota home is ready for your next getaway, available for monthly rental year-round with a 30-day minimum stay—just bring your sunscreen and flip flops! Step inside to an open and inviting living area filled with natural light, flowing seamlessly into the dining space and a well-equipped kitchen with sleek finishes, bar

  Scott Nold TNG PROPERTY MANAGEMENT

  2141 Hyde Park St, Sarasota, FL 34239
• 

  /2

  $839,900 Sold Jun 09, 2025

  • 1,953 Sq Ft
  • $430/SF
  • 10 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1954

  2235 Arlington St, Sarasota, FL 34239

  Just what you have been waiting for, a fully renovated and meticulously designed 3-bedroom, 2-bath, 1,954 sq ft home located in the heart of Sarasota’s vibrant and highly sought-after Arlington Park neighborhood. This light-filled, coastal modern retreat blends timeless charm with elevated design, offering the perfect setting for both relaxed everyday living and stylish entertaining.Step inside

  Ericka Horton LA ROSA REALTY LLC

  2235 Arlington St, Sarasota, FL 34239
• 

  

  /34

  Est $292,172 Not Listed For Sale

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

  3350 S Osprey Ave Unit 109A, Sarasota, FL 34239

  3350 S Osprey Ave Unit 109A, Sarasota, FL 34239
• 

  

  /67

  $2,185,000

  • 4 Beds
  • 3 Baths
  • 2,307 Sq Ft

  1864 Goldenrod St, Sarasota, FL 34239

  GREAT LOCATION – WEST OF THE TRAIL! This dazzling custom-built, single-level pool home is situated in the desirable "flower streets”, west of the trail in Sarasota. Featuring a new, 3 color clay tile roof and Mediterranean style design this home has timeless style combined with modern luxury. Upon entering the double doors of this one-story retreat, you will notice the open layout and quality

  Jan Jordan BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE

  1864 Goldenrod St, Sarasota, FL 34239
• 

  

  /41

  $2,895 per month

  • 3 Beds
  • 2 Baths
  • 2,176 Sq Ft
  • House for Rent

  3313 Pembrook Dr, Sarasota, FL 34239

  One or more photo(s) has been virtually staged. Location, location! You will be hard-pressed to find a home of this quality, at this price, in this location! This is a wonderfully updated single-family home on a quiet dead-end street in the HEART of Sarasota. You will love all the quality updates in this home, from the renovated kitchen featuring all new Samsung Smart appliances, quartz

  Stephanie Deshaies PREMIER SOTHEBY'S INTERNATIONAL REALTY

  3313 Pembrook Dr, Sarasota, FL 34239
• 

  /2

  $9,500,000 Sold Jun 09, 2025

  • 5,932 Sq Ft
  • $1601/SF
  • 373 Days On Market

  • 3 Beds
  • 5 Baths
  • Built 2014

  3336 Old Oak Dr, Sarasota, FL 34239

  Nestled within the vibrant city of Sarasota, Florida, this exquisite estate offers an unparalleled blend of luxury, privacy, and natural beauty. Situated on a sprawling 2-acre parcel of prime bayfront land, this custom-built residence boasts panoramic views of the shimmering waters, ensuring breathtaking sunsets year-round. As you enter through the gated entrance, you are greeted by meticulously

  Thomas Cail RE/MAX ALLIANCE GROUP

  3336 Old Oak Dr, Sarasota, FL 34239
• 

  

  /24

  Est $285,335 Not Listed For Sale

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

  3350 S Osprey Ave Unit 103A, Sarasota, FL 34239

  3350 S Osprey Ave Unit 103A, Sarasota, FL 34239
• 

  

  /33

  $230,000

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

  2748 Orchid Oaks Dr Unit 202, Sarasota, FL 34239

  Seller is offering owner financing with favorable terms! Welcome to your slice of Old Florida charm in the heart of the city. This beautifully updated two-bedroom, two-bath condominium offers comfort, style and convenience in a lush, park-like setting. Enter to new carpet and freshly painted interiors, complemented by high-end finishes including solid wood cabinets, crown molding and a custom

  Michele Nesmith PREMIER SOTHEBY'S INTERNATIONAL REALTY

  2748 Orchid Oaks Dr Unit 202, Sarasota, FL 34239
• 

  

  /34

  $3,200 per month

  • 3 Beds
  • 3 Baths
  • 1,492 Sq Ft
  • House for Rent

  3710 Duncan Place, Sarasota, FL 34239

  Charming Southgate Home with Private Pool – Available for Annual LeaseWelcome to this light-filled 3-bedroom, 3-bathroom home located in the highly sought-after Southgate neighborhood, right in the heart of Sarasota. This well-maintained residence features terrazzo flooring throughout, a spacious two-car garage, and a versatile sunroom/den that opens to the screened-in pool and covered

  Travis Matthews WAYMAKER REALTY & PROPERTY MANAGEMENT LLC

  3710 Duncan Place, Sarasota, FL 34239
• 

  /2

  $300,000 Sold Jun 06, 2025

  • Land
  • 0.26 Acre
  • $1,153,846 per Acre

  • 85 Days On Market

  0 Waldemere St, Sarasota, FL 34239

  MULTIPLE OFFERS, GET YOUR FINAL OFFER IN BY 5/16 @ 3:00PM.......MAJOR PRICE IMPROVEMENT...Opportunity to build your dream home knocks in the Arlington Park Area which is Flood zone X and Non-deeded restricted neighborhood in the heart of Sarasota. Adjacent property on Temple St is available as well for a pkg price of $$625K. The two properties is over a half acre combined (22,460 sq ft). Offers

  Patty Reif DOLPHIN REALTY & MGMT LLC

  0 Waldemere St, Sarasota, FL 34239
• 

  

  /24

  Est $182,253 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 964 Sq Ft

  3751 S School Ave Unit 17, Sarasota, FL 34239

  3751 S School Ave Unit 17, Sarasota, FL 34239
• 

  

  /78

  $1,387,000

  • 4 Beds
  • 2.5 Baths
  • 2,131 Sq Ft

  1738 Siesta Dr, Sarasota, FL 34239

  Newer (2013) “West of Trail” offering with the perfect blend of charm and peace of mind — elevated well above flood hazards (X zone) with quick access to Siesta Key and zoned for the highly sought-after Southside Elementary. Thoughtfully designed for modern living, it features 3 bedrooms plus a flexible 4th bedroom, office, or gym, along with a versatile downstairs bonus room ideal for hobbies, a

  Ryan Adamson RE/MAX ALLIANCE GROUP

  1738 Siesta Dr, Sarasota, FL 34239
• 

  

  /32

  $2,995 per month

  • 3 Beds
  • 2 Baths
  • 2,000 Sq Ft
  • House for Rent

  3125 S Lockwood Ridge Rd, Sarasota, FL 34239

  Beautiful updated 2000 sq ft South Gate home. 3 bedrooms with 2 walk-in closets & 2 beautifully updated bathrooms. This professionally updated open kitchen floor plan is so welcoming that friends will love to gather around the amazing granite waterfall peninsula. The two-toned wood cabinet kitchen was designed with ample drawer/storage and boasts quality matching stainless energy efficient Maytag

  Laura Cohen FARETS

  3125 S Lockwood Ridge Rd, Sarasota, FL 34239
• 

  /2

  $300,000 Sold Jun 06, 2025

  • 2,132 Sq Ft
  • $141/SF
  • 77 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1957

  2770 Temple St, Sarasota, FL 34239

  SOLD FOR LAND VALUE ONLY...... Wonderful opportunity in the Arlington Park Area which is Flood zone X and Non-deeded restricted neighborhood in the heart of Sarasota. This property sits on an oversized double lot, (11,230 sq ft). Offers Tremendous potential. It has been divided into two sides 2/1 each, but MUST BE be converted back to a 4/2 Single Family as per the city. There is also a 12 X 18

  Patty Reif DOLPHIN REALTY & MGMT LLC

  2770 Temple St, Sarasota, FL 34239
• 

  

  /42

  Est $261,046 Not Listed For Sale

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

  2708 Orchid Oaks Dr Unit 203, Sarasota, FL 34239

  2708 Orchid Oaks Dr Unit 203, Sarasota, FL 34239
• 

  

  /46

  $1,095,000

  • 3 Beds
  • 3 Baths
  • 1,887 Sq Ft

  3837 Camino Real, Sarasota, FL 34239

  Spanish Mediterranean home located in Granada subdivision. This courtyard home comes complete with a Casita with great flex space... maybe you need an art studio, separate guest quarters, a caregiver’s suite or a home office. The possibilities are endless. The main house is a two bedroom, two bath residence. The Casita is a one bedroom, one bath space. Both are connected with the central

  Tammy Garner COLDWELL BANKER REALTY

  3837 Camino Real, Sarasota, FL 34239
• 

  

  /57

  $15,000 per month

  • 4 Beds
  • 3.5 Baths
  • 3,519 Sq Ft
  • House for Rent

  1725 Bonita Ct, Sarasota, FL 34239

  This MAGNIFICENT home is nestled away in the Historic Granada private neighborhood with easy access to all amenities. 4 Bedrooms 3.5 Baths and over 3500+ square feet of elegantly finished living areas. Authentic travertine tile and maple hardwood floors, volume ceilings, solid-wood cabinetry, two-sided fireplace, chef’s kitchen, three-car garage (owner uses one bay) and cypress wood exterior

  Teresa Ribaudo JENNETTE PROPERTIES INC

  1725 Bonita Ct, Sarasota, FL 34239
• 

  /2

  $665,000 Sold Jun 06, 2025

  • 1,877 Sq Ft
  • $354/SF
  • 71 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 1956

  2930 Prospect St, Sarasota, FL 34239

  **Charming Move-In Ready Multi-Generational Home or Investment Opportunity in the City of Sarasota!** Minutes to Downtown Sarasota and a short stroll to Pinecraft. The versatile main residence features 3 bedrooms and 2 bathrooms, currently configured as a cozy 2-bedroom, 1-bathroom layout, along with a studio featuring its own private bathroom—perfect for guests or income potential. In addition

  Ryan Miller HARRY ROBBINS ASSOC INC

  2930 Prospect 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

  $1,195,000

  • 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
• 

  

  /22

  $2,150 per month

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

  2224 Bahia Vista St Unit E1, Sarasota, FL 34239

  Annual UNfurnished Beautifully remodeled, ground floor, 2/2 condo is flooded with natural light from huge windows. This condo is an end unit so many more windows for sunshine to brighten your day. There is a new kitchen that is open to the dining area and living room for easy entertaining and family time. The kitchen itself has solid wooden cabinetry, topped with slab granite counters with

  Henry Rossi RENT SARASOTA

  2224 Bahia Vista St Unit E1, Sarasota, FL 34239
• 

  /2

  $985,000 Sold Jun 06, 2025

  • 2,566 Sq Ft
  • $384/SF
  • 81 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2015

  2511 Prospect St, Sarasota, FL 34239

  Welcome to this 4-bedroom, 3.5-bathroom, 2,566 square foot pool home in the heart of Sarasota! Designed for modern living, this newer built home on a large corner lot offers lots of open space, nice finishes and plenty of natural light. It features a spacious great room plan with an open kitchen, perfect for entertaining. Step outside to your private heated pool and enjoy the large brick paver

  Michael James MICHAEL SAUNDERS & COMPANY

  2511 Prospect St, Sarasota, FL 34239
• 

  

  /46

  Est $1,855,894 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,723 Sq Ft

  1740 Prospect St, Sarasota, FL 34239

  1740 Prospect St, Sarasota, FL 34239
• 

  

  /34

  $999,000 Open Sun 1PM - 4PM

  • 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
• 

  

  /36

  $2,750 per month

  • 3 Beds
  • 2 Baths
  • 1,680 Sq Ft
  • House for Rent

  2275 Hawthorne St, Sarasota, FL 34239

  Charming UNFURNISHED 3 bed/ 2 bath located in the heart of Arlington Park Neighborhood. Main bedroom has en-suite bathroom and walk-in closet. Beautifully terrazzo floors throughout most of the house. Large sized 2nd and 3rd bedrooms. PLUS a bonus Florida Room. Perfect for extra living space or a home office or separate dining area. Some updates include a refreshed kitchen, new bathroom

  Catherine Miles CHROME REALTY LLC

  2275 Hawthorne St, Sarasota, FL 34239
• 

  

  /49

  $374,500 Sold Jun 05, 2025

  • 1,464 Sq Ft
  • $256/SF
  • 89 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1963

  2523 Darwin Ave, Sarasota, FL 34239

  **Motivated Seller With New Price Reduction** WELCOME TO this SPACIOUS AND WELL MAINTAINED HOME in the Highly Desirable SOUTH GATE Neighborhood in Sarasota, Florida! One Look and You Will Fall in Love with 2523 DARWIN AVE. Affordably Priced 2 Bedroom, 2 Bath, 2 Car Garage Home With 1,464 Square Feet of Living Space and a 350 Sq. Ft. screened lanai that expands the living area.. Nicely Located on

  Chris Kernan RE/MAX ALLIANCE GROUP

  2523 Darwin Ave, Sarasota, FL 34239
• 

  

  /43

  Est $806,977 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

  $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
• 

  

  /21

  $1,495 per month

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

  3101 Bee Ridge Rd Unit 118, Sarasota, FL 34239

  Location, location, location! This beautifully maintained first-floor, end-unit condo offers easy, low-maintenance living in an all-ages co-op community. Featuring two bedrooms and one bathroom, the unit has been freshly painted and includes a brand-new roof, a new range in the kitchen, updated lighting throughout, and durable vinyl plank and ceramic tile flooring—no carpet anywhere. The layout

  Steven Saltzberg SALTZBERG & ASSOCIATES REAL ESTATE

  3101 Bee Ridge Rd Unit 118, Sarasota, FL 34239
• 

  /2

  $3,462,500 Sold Jun 04, 2025

  • 4,282 Sq Ft
  • $809/SF
  • 96 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 2020

  1718 Prospect St, Sarasota, FL 34239

  West of the Trail, West of Osprey, sits this exquisite Majestik Homes-built estate, perfectly positioned within one of Sarasota’s most desired neighborhoods. A seamless blend of design and function awaits as you enter the home, where the open-concept floor plan creates an inviting atmosphere. Rich wood-grain tile floors, contemporary wall treatments and beam ceilings infuse the home with artistic

  Tom Hedge, Jr PREMIER SOTHEBY'S INTERNATIONAL REALTY

  1718 Prospect St, Sarasota, FL 34239
• 

  

  /70

  Est $8,189,603 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
• 

  

  /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
• 

  

  /38

  $7,000 per month

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

  2365 Waldemere St, Sarasota, FL 34239

  Please contact the Listing Agent to obtain details about the WEEKLY and MONTHLY rates. Should you wish to rent TWO LUXURY RESIDENCES for a larger gathering of guests (up to 18), consider our alternative property named "SunShine Sarasota" (2375 Waldemere St, Sarasota), located next to "Sky Blue Sarasota" (2365 Waldemere St). Experience unparalleled luxury in this breathtaking new construction Mid

  Claudia Dybala DALTON WADE INC

  2365 Waldemere St, Sarasota, FL 34239
• 

  /2

  $619,000 Sold Jun 02, 2025

  • 2,388 Sq Ft
  • $259/SF
  • 1 Day On Market

  • 5 Beds
  • 3 Baths
  • Built 1959

  2538 Floyd St, Sarasota, FL 34239

  Welcome to this Arlington Park Duplex/Multifamily Home! 2538 Floyd Street is a charming 5 Bedroom, 3 Bath home with gracious living spaces, situated on an oversized lot with beautiful mature trees that provide precious shade during the hot Florida summers. The original home, built in 1959, is steeped in Arlington Park history and features 3 bedrooms, 2 baths and a beautifully remodeled kitchen

  Angela Graham COLDWELL BANKER REALTY

  2538 Floyd St, Sarasota, FL 34239
• 

  

  /44

  Est $893,702 Not Listed For Sale

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

  2531 Siesta Dr, Sarasota, FL 34239

  2531 Siesta Dr, Sarasota, FL 34239

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