Homes in ZIP Code 34239

• 

  

  

  /67

  $3,449,000 Open Sat 1PM - 4PM

  • 3 Beds
  • 3.5 Baths
  • 3,136 Sq Ft

  1547 Sandpiper Ln, Sarasota, FL 34239

  This one-of-a-kind, fully renovated residence is nestled in the heart of Sarasota’s historic McClellan Park—just steps from the bayfront, downtown, and Southside Village. Set on an elevated lot, the home experienced no flooding or storm damage during last year’s storms. Originally built by a builder as his personal home and reimagined in 2022 by the previous owner, an interior designer, the

  Marlin Yoder HARRY ROBBINS ASSOC INC

  1547 Sandpiper Ln, Sarasota, FL 34239
• 

  

  

  /19

  $999 per month

  • 1 Bed
  • 1 Bath
  • House for Rent

  2710 Marshall Dr, Sarasota, FL 34239

  Property Id: 2077405Room in block use near gyms and parks and Siesta Key/ Longboat Key. There is another dwellings on the property.With washer and dryer hookups. A tiled inlay in 3 of the rooms, Hard Wood Flooring, Terrazzo, and Carpet (maybe removing) in the Good Sized Bedrooms.Clean and ready to make into your new home, All Pets are welcome!Extra parking for

  2710 Marshall Dr, Sarasota, FL 34239
• 

  

  /2

  $1,350,000 Sold Aug 21, 2025

  • 2,915 Sq Ft
  • $463/SF
  • 147 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1950

  1509 Flower Dr, Sarasota, FL 34239

  Located in the coveted neighborhood of Harbor Acres, one of Sarasota’s most exclusive and established communities. This 15,000 square foot lot sits high and dry in flood zone X, the possibilities are endless. Whether you’re looking to build your dream home or restore the current residence currently on the property. The spacious lot is perfect for new construction, allowing you to create a large,

  Sara Ferguson COMPASS FLORIDA LLC

  1509 Flower Dr, Sarasota, FL 34239
• 

  

  

  /56

  Est $2,123,468 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,576 Sq Ft

  1715 Bonita Ct, Sarasota, FL 34239

  1715 Bonita Ct, Sarasota, FL 34239
• 

  

  

  /67

  $1,495,000

  • 3 Beds
  • 2.5 Baths
  • 2,205 Sq Ft

  2524 Arlington St, Sarasota, FL 34239

  Nestled in the coveted Arlington Park neighborhood, this custom-designed home seamlessly blends modern elegance with premium upgrades. The open-concept layout centers around a stunning great room and a state-of-the-art modern kitchen, featuring sleek Monogram appliances, updated pendant lighting, and ample space for entertaining. Boasting 3 bedrooms, 2.5 baths, a den, and a 2-car garage, this

  Vladislav Konatar KONA REALTY

  2524 Arlington St, Sarasota, FL 34239
• 

  

  /52

  $8,000 per month

  • 3 Beds
  • 1.5 Baths
  • 1,461 Sq Ft
  • House for Rent

  1726 Floyd St, Sarasota, FL 34239

  SEASONAL RENTAL - Available November 1, 2025 - June 30, 2026 -3/BR; 1.5/baths Renovated, beautifully designer-decorated modern home located in one of Sarasota's most coveted West of Trail locations - adjacent to stunning Harbor Acres!THE SPACE: This stylish, fully furnished home features three bedrooms (King, Queen, Queen), 1.5 baths, a one-car garage, a spacious, light-filled sunroom

  Beth Harris COMPASS FLORIDA LLC

  1726 Floyd St, Sarasota, FL 34239
• 

  /2

  $975,000 Sold Aug 19, 2025

  • 2,120 Sq Ft
  • $460/SF
  • 7 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1956

  2460 Hillview St, Sarasota, FL 34239

  Welcome to 2460 Hillview Street in Sarasota’s charming Arlington Park neighborhood! This beautifully upgraded three-bedroom split-plan home features a 2021 addition including a newer pool and spacious open kitchen, perfect for entertaining. Enjoy serene views of the private backyard oasis featuring the sparkling pool, covered sitting area, and lush mature tropical gardens. Recent 2021 updates

  Michael James MICHAEL SAUNDERS & COMPANY

  2460 Hillview St, Sarasota, FL 34239
• 

  

  /37

  Est $4,241,458 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 4,538 Sq Ft

  1739 Cherokee Dr, Sarasota, FL 34239

  1739 Cherokee Dr, Sarasota, FL 34239
• 

  

  /47

  $980,000

  • 2 Beds
  • 1 Bath
  • 984 Sq Ft

  2462 Prospect St, Sarasota, FL 34239

  **Cash only offers preferred** due to seller preference and condition of the home. Value is in the land. Seller will make no repairs. Sold Completely As-Is. No assignable contracts. No wholesalers. No sight unseen offers. This property provides endless opportunity for the next owner. Whether you choose to renovate or tear down to build your new vision - you can't go wrong with this investment

  JonMichael Dougherty CHARLES RUTENBERG REALTY INC

  2462 Prospect St, Sarasota, FL 34239
• 

  

  /11

  $1,600 per month

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

  3101 Bee Ridge Rd, Sarasota, FL 34239

  Location, location! This second-floor offers easy, low-maintenance living in an all-ages co-op community. Features one bedroom, one den and one bathroom. The layout is comfortable and functional, with a breezy front entryway and view to the Pool from kitchen and dining room.Community amenities include a pool, shuffleboard courts, on-site laundry facilities, and an additional storage area.

  3101 Bee Ridge Rd, Sarasota, FL 34239
• 

  /2

  $1,050,000 Sold Aug 15, 2025

  • 1,742 Sq Ft
  • $603/SF
  • 61 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1949

  1934 Bougainvillea St, Sarasota, FL 34239

  Rare West of Trail home, set in Sarasota’s highly sought after Poinsettia Park neighborhood, just minutes from Sarasota Memorial Hospital, Southside Village and Siesta Key, is a beautifully redesigned, 100% move-in ready 3BR/2BA home (with the 3rd bedroom currently used as a home office), with an effective year built of 2003, when it was newly constructed minus the original slab foundation and

  Ryan Ackerman COLDWELL BANKER REALTY

  1934 Bougainvillea St, Sarasota, FL 34239
• 

  

  /90

  Est $2,794,500 Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 3,763 Sq Ft

  1874 Oleander St, Sarasota, FL 34239

  1874 Oleander St, Sarasota, FL 34239
• 

  

  /40

  $1,675,000 Open Sun 11AM - 1PM

  • 4 Beds
  • 2.5 Baths
  • 2,412 Sq Ft

  1846 Jasmine Dr, Sarasota, FL 34239

  This newer West of the Trail residence combines timeless sophistication with modern upgrades and a thoughtfully designed floor plan. The spacious great room flows effortlessly into the kitchen and dining areas, creating the perfect setting for both relaxed daily living and elegant entertaining. The chef’s kitchen is appointed with granite countertops, rich wood cabinetry, stainless steel

  Mairead Smialek COLDWELL BANKER REALTY

  1846 Jasmine Dr, Sarasota, FL 34239
• 

  

  /22

  $3,500 per month

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

  3700 S Osprey Ave Unit 315, Sarasota, FL 34239

  ***AVAILABLE December 2025 through April 2026*** ($3,500/month with 3-month minimum) WEST OF TAMIAMI TRAIL! Less than 1 mile from North Bridge entrance to Siesta Key. 3-story unit with the elevator in the center of courtyard. Two-bedroom condo with beautiful kitchen. Second bedroom used as an office and has a pull-out bed. Living room has pull out couch. Washer/dryer in bathroom and the condo has

  Anthony DeLuca AUDREY RAIN RENTALS, INC

  3700 S Osprey Ave Unit 315, Sarasota, FL 34239
• 

  /2

  $375,000 Sold Aug 15, 2025

  • 1,404 Sq Ft
  • $267/SF
  • 100 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1957

  2566 Tulip St, Sarasota, FL 34239

  Welcome to this charming home in the rarely available and highly sought-after South Gate community of Sarasota, Florida! This spacious 3-bedroom, 2-bathroom home boasts over 1,400 square feet of living space, offering plenty of room for comfortable living. Situated on a large fenced-in lot, the oversized backyard is perfect for year-round entertaining, providing both privacy and ample space for

  Josh Mott JOHN HARDING REALTY

  2566 Tulip St, Sarasota, FL 34239
• 

  

  /92

  Est $5,647,363 Not Listed For Sale

  • 5 Beds
  • 6.5 Baths
  • 6,262 Sq Ft

  1622 Prospect St, Sarasota, FL 34239

  1622 Prospect St, Sarasota, FL 34239
• 

  

  /35

  $999,990

  • 4 Beds
  • 3 Baths
  • 1,290 Sq Ft

  1687 Arlington St, Sarasota, FL 34239

  Rarely available and always in demand in Sarasota City Limits! This prime lot with pool & 2 structures is situated in the charming Lewis Combs "West of Trail” neighborhood, which is renowned for its exceptional walkability. Morton’s, Southside Village shops, and numerous popular restaurants are within a short walking distance. Downtown, the city’s Bayfront, Selby Gardens, Sarasota Memorial

  Lynne Dowd MEDWAY REALTY

  1687 Arlington St, Sarasota, FL 34239
• 

  

  /28

  $2,975 per month

  • 2 Beds
  • 2 Baths
  • 1,291 Sq Ft
  • House for Rent

  2238 Clematis St, Sarasota, FL 34239

  You'll want to see this home before your rent another. Located in the highly desirable Arlington Park area by the Sarasota Memorial Hospital. A beautiful fully updated 2 bedroom and 2 bath home. Shows like new inside with everything done in 2024-2025. Home features new custom kitchen cabinets, quartz countertops, deep sink, new appliances, new led can lights in most rooms with dimmable lighting,

  Jeffrey Wall AUTHORITY REALTY INC

  2238 Clematis St, Sarasota, FL 34239
• 

  /2

  $459,900 Sold Aug 14, 2025

  • 1,410 Sq Ft
  • $326/SF
  • 74 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1965

  3036 Rose St, Sarasota, FL 34239

  Charming Creekside Oasis in South Gate- Welcome to your private slice of paradise in the heart of one of Sarasota’s most beloved neighborhoods! Nestled at the tip of the tranquil waters of Phillippi Creek, this stunning single-family home combines tropical beauty, modern upgrades, and unbeatable location into one irresistible package. Step inside to discover a bright, open layout with sunlit

  Kara Wootson COLDWELL BANKER REALTY

  3036 Rose St, Sarasota, FL 34239
• 

  

  /12

  Est $337,713 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 736 Sq Ft

  1204 Tice Ave, Sarasota, FL 34239

  1204 Tice Ave, Sarasota, FL 34239
• 

  

  /55

  $2,171,000

  • 4 Beds
  • 4.5 Baths
  • 3,554 Sq Ft

  3319 S Osprey Ave, Sarasota, FL 34239

  Welcome to 3319 S Osprey Avenue, a glourious 2023 newly built home offering 4 bedrooms, 4.5 bathrooms, and over 3,500 sq. ft. of refined living. Blending elegance and functionality, the home features a gourmet chef’s kitchen with quartz countertops, custom cabinetry, and premium Fulgor Milano appliances, an inviting first floor primary suite with spa-like bath and walk-in California Closet, and

  Austin Morris PLATINUM PALM PROPERTIES

  3319 S Osprey Ave, Sarasota, FL 34239
• 

  

  /8

  $1,695 per month

  • 2 Beds
  • 1 Bath
  • 767 Sq Ft
  • House for Rent

  2538 Prospect St, Sarasota, FL 34239

  Charming 2 Bedroom 1 Bath in Sarasota's sought-after Art District and Arlington Park area. This home offers a tiled eat-in kitchen, family room, and a large screen room with windows. Nice sized backyard and a large driveway. Close-by Y.M.C.A. and Arlington Park that offers a recreation center, swimming pool, biking trails, and fitness center. Minutes to world famous beaches, downtown Sarasota,

  Todd Roughton SARASOTA MANAGEMENT & LEASING

  2538 Prospect St, Sarasota, FL 34239
• 

  /2

  $372,500 Sold Aug 12, 2025

  • 1,863 Sq Ft
  • $200/SF
  • 2 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1957

  2317 Grove St, Sarasota, FL 34239

  Incredible Opportunity in Highly Sought After Southgate! This property offers endless potential- whether you are ready to take on a major renovation project or prefer to tear down and build your dream home, the choice is yours. Located east of the trail in one of Sarasota's most desirable neighborhoods, you'll enjoy unbeatable proximity to Siesta Key Beach, downtown, top rated hospitals and

  Nancy MacKenzie MICHAEL SAUNDERS & COMPANY

  2317 Grove St, Sarasota, FL 34239
• 

  

  /44

  Est $211,878 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 751 Sq Ft

  3360 S Osprey Ave Unit 207B, Sarasota, FL 34239

  3360 S Osprey Ave Unit 207B, Sarasota, FL 34239
• 

  

  /70

  $2,199,000

  • 3 Beds
  • 4 Baths
  • 2,745 Sq Ft

  1760 Arlington St, Sarasota, FL 34239

  One or more photo(s) has been virtually staged. Ideally positioned in Sarasota’s desired West of Trail, this 2012 custom-built three-bedroom, four-bath home blends timeless architecture with modern comfort—just a short stroll to Southside Village’s boutiques and cafes, Selby Gardens, the bay front, and Sarasota Memorial Hospital. Set on a fully fenced, 1/3-acre lot in the sought-after Southside

  Katy McBrayer PREMIER SOTHEBY'S INTERNATIONAL REALTY

  1760 Arlington St, Sarasota, FL 34239
• 

  

  /16

  $2,250 per month

  • 2 Beds
  • 1 Bath
  • 940 Sq Ft
  • House for Rent

  2718 Prospect St, Sarasota, FL 34239

  This is a cute period style bungalow in a great location. The back room could easily be converted to a 3rd bedroom. We are open to selling this home or enter into a rent to own contract with the right individual with a maximum 3 year term

  Christopher Giuffre MBN REALTY PROFESSIONALS

  2718 Prospect St, Sarasota, FL 34239
• 

  /2

  $850,000 Sold Aug 12, 2025

  • 1,978 Sq Ft
  • $430/SF
  • 35 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1956

  2321 Milford Cir, Sarasota, FL 34239

  One or more photo(s) has been virtually staged. Welcome to this beautiful three-bedroom, two-bath with office, pool home in Sarasota’s sought-after Arlington Park neighborhood, just east of the Trail. Whether you're seeking a charming primary residence or a lucrative investment for short-term rentals, this property offers versatility and value including a new standing seam metal roof with a 45

  Mark Coon PREMIER SOTHEBY'S INTERNATIONAL REALTY

  2321 Milford Cir, Sarasota, FL 34239
• 

  

  /34

  Est $292,887 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
• 

  

  /60

  $2,450,000

  • 3 Beds
  • 2 Baths
  • 1,878 Sq Ft

  1857 Tulip Dr, Sarasota, FL 34239

  Modern luxury meets Florida beach house style in this impeccably renovated residence, located in the highly sought-after “West of the Trail” enclave — just minutes from Siesta Key’s world-renowned beaches and Downtown Sarasota’s cultural district.This designer 3-bedroom, 2-bath home offers nearly 1,900 square feet of refined interior space, thoughtfully reimagined for both elegant living

  Ralf Michael Guensch EXP REALTY LLC

  1857 Tulip Dr, Sarasota, FL 34239
• 

  

  /18

  $1,350 per month

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

  3101 Bee Ridge Rd Unit 209, Sarasota, FL 34239

  Ask about our security deposit alternative to help with the upfront move in cost! Discover the ideal location of this stunning condo located off Bee Ridge Road! This beautifully appointed, second-story, 2-bedroom, 1-bathroom condo is everything you have been looking for! The stylish kitchen is equipped with solid surface countertops, plenty of cabinets for all your storage needs, and appliances,

  Kathy Wagenhauser RYNTAL

  3101 Bee Ridge Rd Unit 209, Sarasota, FL 34239
• 

  /2

  $485,000 Sold Aug 11, 2025

  • 2,106 Sq Ft
  • $230/SF
  • 1 Day On Market

  • 4 Beds
  • 2 Baths
  • Built 1959

  2110 Craft Ln, Sarasota, FL 34239

  Welcome to this delightful 4-bedroom, 2-bath home offering over 2,100 square feet of comfortable living space in the heart of Arlington Park. Nestled on a quiet cul-de-sac street, this residence combines space, style, and location.The home features a newer roof and a well-appointed kitchen with classic wood raised-panel cabinetry—perfect for home cooks and entertainers alike. A spacious

  Brian Wood COMPASS FLORIDA LLC

  2110 Craft Ln, Sarasota, FL 34239
• 

  

  /24

  Est $287,406 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
• 

  

  /76

  $925,000

  • 5 Beds
  • 4 Baths
  • 2,643 Sq Ft

  3504 Estrada St, Sarasota, FL 34239

  INVESTOR OPPORTUNITY - Welcome to your dream opportunity in the heart of the Pinecraft community! This turnkey family compound offers a delightful blend of charm and modern convenience with its four separate units, including two standalone cottages. Boasting five bedrooms and four bathrooms, this property is fully furnished, featuring modernized kitchens and bathrooms, making it an ideal

  Beth Harris COMPASS FLORIDA LLC

  3504 Estrada St, Sarasota, FL 34239
• 

  

  /24

  $2,900 per month

  • 2 Beds
  • 2 Baths
  • 1,182 Sq Ft
  • House for Rent

  2151 Datura St, Sarasota, FL 34239

  Property is in a great shape inside-Located just four blocks from Southside Village, Morton's Market, and Sarasota Memorial Hospital, this home features a beautiful backyard enclosed by new wood fencing and shaded by a grand oak tree. The owner has recently upgraded the garage door, dishwasher, kitchen countertops, and gutters. The home is move-in ready and located within the Southside School

  Vladislav Konatar KONA REALTY

  2151 Datura St, Sarasota, FL 34239
• 

  /2

  $610,000 Sold Aug 11, 2025

  • 1,082 Sq Ft
  • $564/SF
  • 121 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1952

  1870 Jasmine Dr, Sarasota, FL 34239

  Welcome to 1870 Jasmine Drive, a rare opportunity in one of the sought-after West of Trail neighborhoods. On a spacious .21-acre lot, this charming two-bedroom, one-bath home with a sunroom offers exceptional potential whether as a full-time residence, a short-term rental or the ideal site for your dream home. The south-facing backyard provides abundant natural light, creating a warm and inviting

  Katy McBrayer PREMIER SOTHEBY'S INTERNATIONAL REALTY

  1870 Jasmine Dr, Sarasota, FL 34239
• 

  

  /24

  Est $165,840 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
• 

  

  /66

  $929,000 Open Sun 1PM - 4PM

  • 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
• 

  

  /15

  $3,000 per month

  • 3 Beds
  • 2 Baths
  • 1,410 Sq Ft
  • House for Rent

  Unlisted Address

  Available weekly through November 30th.

  Sarah Massey MARLENE LANCASTER REALTY

  Unlisted Address
• 

  /2

  $360,000 Sold Aug 08, 2025

  • 1,184 Sq Ft
  • $304/SF
  • 115 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1958

  2727 Waldemere St, Sarasota, FL 34239

  This is the One!*Embrace the potential of this fantastic "handyman special" — a 3-bedroom, 2-bathroom gem free from deed restrictions* Conveniently located near Arlington Park, this property offers not only a comfortable and well-appointed living space but also easy access to recreational amenities and green spaces*

  Dave Beachy BEACHY PROPERTIES

  2727 Waldemere St, Sarasota, FL 34239
• 

  

  /42

  Est $239,050 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

Showing Results 81 - 120, Page 3 of 18