Homes in ZIP Code 34239

/86
$17,350,000
- 6 Beds
- 9 Baths
- 11,588 Sq Ft
1423 & 1435 Hillview Dr, Sarasota, FL 34239

Welcome to a home that lives like a resort, set on two lots consisting of 1.8 lush, waterfront acres in Sarasota’s premier neighborhood, Harbor Acres. Crafted for laid-back luxury and everyday ease, this nearly 12,000-square-foot estate offers 249 waterfront feet and is designed for entertaining, all set against views of Sarasota Bay, Ringling Causeway and the downtown skyline. An expansive paver

Joel Schemmel DOUGLAS ELLIMAN

1423 & 1435 Hillview Dr, Sarasota, FL 34239
/30
$1,600 Per Month
- 2 Beds
- 2 Baths
- 1,012 Sq Ft
- House for Rent
3148 Jennings Dr, Sarasota, FL 34239

*Welcome to your new home! This charming 2 bed, 2 bath is in the perfect location. This duplex offers an ideal layout featuring a spacious living room, an updated kitchen, and a one-car carport. It's a must see!The property is conveniently located near the intersection of Bee Ridge and S. Lockwood Ridge. Tamiami Trail (US-41) is also nearby, providing easy access to various

3148 Jennings Dr, Sarasota, FL 34239
/2
$375,000 Sold Jan 16, 2026

2342 Sunnyside Place, Sarasota, FL 34239
- 3 Beds
- 2 Baths
- 1,645 Sq Ft
- Built 1957
Last Sold Summary
- 10% Below List Price
- $228/SF
- 17 Days On Market
Current Estimated Value $388,322

Last Listing Agent Maureen Doherty MICHAEL SAUNDERS & COMPANY

2342 Sunnyside Place, Sarasota, FL 34239

/2
Est $2,376,903 Not Listed For Sale

1805 Datura St, Sarasota, FL 34239
- 4 Beds
- 4.5 Baths
- 3,318 Sq Ft
- Built 2012
1805 Datura St, Sarasota, FL 34239

Last Sold Summary
- 10% Below List Price
- $799/SF
- 68 Days On Market
- Last Sold Price $2,650,000
- Mar 27, 2025
Last Listing Agent Barbara May Michael Saunders

/76
$7,995,000
- 4 Beds
- 3.5 Baths
- 4,705 Sq Ft
3631 San Remo Terrace, Sarasota, FL 34239

Anchored in one of Sarasota’s most coveted deep water waterfront communities, 3631 San Remo Terrace presents a rare opportunity to own a modern luxury home with direct boating access in San Remo Estates, just moments from Siesta Key, Downtown Sarasota, and Southside Village. Completed in 2021 by award-winning designer Stephen Chung and enhanced with thoughtful 2025 upgrades, this coastal

Joel Schemmel DOUGLAS ELLIMAN

3631 San Remo Terrace, Sarasota, FL 34239
/11
$1,600 Per Month
- 2 Beds
- 1 Bath
- 650 Sq Ft
- House for Rent
2216 Webber St Unit C, Sarasota, FL 34239

Totally redone, 2 bedroom, 1 bath and a den house available. New kitchen, new paint, appliance, blinds etc. Back and side yard are fully fenced. Near Southside Elementary School, Southside Village shops and restaurants. A quick walking path to Westfield Siesta Key mall and Shops at Siesta Row. Near Sarasota Memorial Hospital and about 2-3 miles from downtown Sarasota.

Sarah Massey MARLENE LANCASTER REALTY

2216 Webber St Unit C, Sarasota, FL 34239
/2
$525,000 Sold Aug 27, 2025

3336 Pembrook Dr, Sarasota, FL 34239
- 3 Beds
- 2 Baths
- 1,790 Sq Ft
- Built 1970
Last Sold Summary
- 11% Below List Price
- $293/SF
- 90 Days On Market
Current Estimated Value $520,409

Last Listing Agent Kerry Langman COLDWELL BANKER REALTY

3336 Pembrook Dr, Sarasota, FL 34239

/2
Est $2,387,816 Not Listed For Sale

3714 Flores Ave, Sarasota, FL 34239
- 4 Beds
- 4.5 Baths
- 4,046 Sq Ft
- Built 2008
3714 Flores Ave, Sarasota, FL 34239

Last Sold Summary
- 4% Above List Price
- $568/SF
- 18 Days On Market
- Last Sold Price $2,300,000
- Nov 20, 2024
Last Listing Agent Marina Solo KW SUNCOAST

/38
$1,995,250 Open Sun 1PM - 4PM
- 4 Beds
- 3.5 Baths
- 3,120 Sq Ft
2207 Wisteria St, Sarasota, FL 34239

One or more photo(s) has been virtually staged. East of the Trail in Sarasota, this 2017-built concrete block pool home offers 4 bedrooms, 4 bathrooms, and a rare double-primary layout on an oversized gated and fully fenced lot just minutes from Siesta Key Beach, downtown Sarasota, Arlington Park, and Southside Village. Combining newer construction, Flood Zone X positioning, and a highly

Ali Marks LOYD ROBBINS & CO. LLC

2207 Wisteria St, Sarasota, FL 34239
/5
$1,195 Per Month
- Studio
- 1 Bath
- Condo for Rent
3005 Hawthorne St Unit E, Sarasota, FL 34239

3005 Hawthorne St Unit E, Sarasota, FL 34239
/2
$625,000 Sold Nov 17, 2025

3637 Mineola Dr, Sarasota, FL 34239
- 3 Beds
- 3 Baths
- 2,166 Sq Ft
- Built 1957
Last Sold Summary
- 29% Below List Price
- $289/SF
- 205 Days On Market
Current Estimated Value $631,411

Last Listing Agent Carole Muscat COLDWELL BANKER REALTY

3637 Mineola Dr, Sarasota, FL 34239

/92
Est $5,624,431 Not Listed For Sale

1622 Prospect St, Sarasota, FL 34239
- 5 Beds
- 6.5 Baths
- 6,262 Sq Ft
- Built 2008
1622 Prospect St, Sarasota, FL 34239

Last Sold Summary
- 5% Below List Price
- $942/SF
- 5 Days On Market
- Last Sold Price $5,900,000
- Aug 16, 2023
Last Listing Agent Karen Greco GRECO REAL ESTATE

/71
$369,900
- 2 Beds
- 2 Baths
- 1,016 Sq Ft
2912 Hawthorne St, Sarasota, FL 34239

This cute bungalow style home is looking for someone to make it their own little paradise in Sarasota. The front boasts an enclosed patio and the drive way can accommodate many cars and even an R.V. with some tree trimming! The 2 bedrooms and 2 baths are separated for privacy and there is a bonus den/office for extra room. The above ground pol is surrounded by a manufactured patio and the zero

Dawn Cohen PREMIER PLUS REALTY

2912 Hawthorne St, 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
$3,881,000 Sold Apr 28, 2026

1729 Cherokee Dr, Sarasota, FL 34239
- 4 Beds
- 4.5 Baths
- 4,353 Sq Ft
- Built 2008
Last Sold Summary
- 13% Below List Price
- $892/SF
- 35 Days On Market
Current Estimated Value $4,081,978

Last Listing Agent Kim Ogilvie MICHAEL SAUNDERS & COMPANY

1729 Cherokee Dr, Sarasota, FL 34239

/12
Est $320,059 Not Listed For Sale

1204 Tice Ave, Sarasota, FL 34239
- 2 Beds
- 1 Bath
- 736 Sq Ft
- Built 1925
1204 Tice Ave, Sarasota, FL 34239

Last Sold Summary
- 6% Below List Price
- $462/SF
- 17 Days On Market
- Last Sold Price $340,000
- Apr 26, 2023
Last Listing Agent Philip Graber HARRY ROBBINS ASSOC INC

/57
$369,900
- 2 Beds
- 2 Baths
- 1,378 Sq Ft
589 Hawthornestreet, Sarasota, FL 34239

This cute bungalow style home is looking for someone to make it their own little paradise in Sarasota. The front boasts an enclosed patio and the drive way can accommodate many cars and even an R.V. with some tree trimming! The 2 bedrooms and 2 baths are separated for privacy and there is a bonus den/off for extra room. The above ground pol is surrounded by a manufactured patio and the zero scape

Dawn Cohen Premier Plus Realty

589 Hawthornestreet, Sarasota, FL 34239
/27
$1,250 Per Month
- 2 Beds
- 2 Baths
- 960 Sq Ft
- 55+ Community Home in Saralake Estates – 2 Bed / 2 Bath
2929 Saralake Dr S, Sarasota, FL 34239

Welcome to your new home in sunny Sarasota, FL! This inviting 2-bedroom, 2-bath residence offers a practical layout and an easy-living lifestyle within the highly active 55+ Saralake Estates Community. With 960 sq. ft. of living space, this home includes essential features such as NEW hardwood flooring, central air, in-unit laundry, and an attached carport/garage, along with an outdoor storage

2929 Saralake Dr S, Sarasota, FL 34239
/2
$730,000 Sold Apr 22, 2026

1702 Hillview St, Sarasota, FL 34239
- 2 Beds
- 2 Baths
- 1,120 Sq Ft
- Built 1951
Last Sold Summary
- 13% Below List Price
- $652/SF
- 189 Days On Market
Current Estimated Value $809,226

Last Listing Agent Melissa Perrigoue COLDWELL BANKER REALTY

1702 Hillview St, Sarasota, FL 34239

/18
Est $262,054 Not Listed For Sale

3360 S Osprey Ave Unit 210B, Sarasota, FL 34239
- 2 Beds
- 2 Baths
- 1,122 Sq Ft
- Built 1969
3360 S Osprey Ave Unit 210B, Sarasota, FL 34239

Last Sold Summary
- 12% Below List Price
- $266/SF
- 30 Days On Market
- Last Sold Price $299,000
- May 08, 2023
Last Listing Agent Jaime Barcelo GULF COAST REALTY & MANAGEMENT

/99
$1,990,000
- 4 Beds
- 3 Baths
- 2,317 Sq Ft
2215 Datura St, Sarasota, FL 34239

Extraordinary Modern Sanctuary on a RARE DOUBLE LOT with Huge Saltwater Infinity-Edge Pool, Breathtaking Resort-Style Backyard Oasis & Brand-New Outdoor Kitchen! Crafted by Majestik Homes—one of Sarasota’s premier luxury builders—this stunning residence delivers innovative design, exceptional craftsmanship, and true resort-caliber living on one of the most desirable double-lot properties

Ronnie Dewitt RONNIE DEWITT AND ASSOCIATES

2215 Datura 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
$299,000 Sold Apr 17, 2026

3350 S Osprey Ave Unit 204A, Sarasota, FL 34239
- 2 Beds
- 2 Baths
- 1,122 Sq Ft
- Built 1969
Last Sold Summary
- $266/SF
- 14 Days On Market
Current Estimated Value $291,380

Last Listing Agent Brennan Troyer PARADISE BUYERS REALTY, INC

3350 S Osprey Ave Unit 204A, Sarasota, FL 34239

/44
Est $190,097 Not Listed For Sale

3360 S Osprey Ave Unit 207B, Sarasota, FL 34239
- 1 Bed
- 1 Bath
- 751 Sq Ft
- Built 1969
3360 S Osprey Ave Unit 207B, Sarasota, FL 34239

Last Sold Summary
- 14% Below List Price
- $293/SF
- 0 Days On Market
- Last Sold Price $220,000
- Apr 28, 2023
Last Listing Agent Ana Varone Michael Saunders

/65
$549,900
- 3 Beds
- 2 Baths
- 1,263 Sq Ft
2833 Sunnyside St, Sarasota, FL 34239

Welcome to 2833 Sunnyside Street, a beautifully renovated South Gate residence where timeless Sarasota charm meets modern comfort and effortless Florida living. Perfectly positioned in one of Sarasota’s most desirable and centrally located neighborhoods, this move-in-ready home offers 3BR, 2BA and a versatile sunroom flex space ideal for a home office, playroom, gym, creative studio, or

Erica Giesler COMPASS FLORIDA LLC

2833 Sunnyside St, Sarasota, FL 34239
/28
$2,100 Per Month
- 2 Beds
- 1 Bath
- 991 Sq Ft
- House for Rent
3700 S Osprey Ave, Sarasota, FL 34239

Welcome home! This bright, beautifully updated second-floor condo offers comfortable living with modern touches and fantastic building amenities. Located in a lush, highly desirable area (just 12 mins. to Siesta Beach), this unit perfectly blends convenience and style.The home features gorgeous wood-like flooring throughout the living areas, an updated kitchen with stainless steel

3700 S Osprey Ave, Sarasota, FL 34239
/2
$1,000,000 Sold Jun 12, 2025

2415 Floyd St, Sarasota, FL 34239
- 4 Beds
- 3.5 Baths
- 2,665 Sq Ft
- Built 2023
Last Sold Summary
- 41% Below List Price
- $375/SF
- 204 Days On Market
Current Estimated Value $1,116,346

Last Listing Agent Robert Sherman PREMIER SOTHEBY'S INTERNATIONAL REALTY

2415 Floyd St, Sarasota, FL 34239

/34
Est $265,428 Not Listed For Sale

3350 S Osprey Ave Unit 109A, Sarasota, FL 34239
- 2 Beds
- 2 Baths
- 1,122 Sq Ft
- Built 1969
3350 S Osprey Ave Unit 109A, Sarasota, FL 34239

Last Sold Summary
- 12% Below List Price
- $267/SF
- 22 Days On Market
- Last Sold Price $300,000
- May 01, 2024
Last Listing Agent Domanic Calamese KW COASTAL LIVING III

/68
$5,985,000
- 4 Beds
- 4.5 Baths
- 5,310 Sq Ft
1389 Tangier Way, Sarasota, FL 34239

One or more photo(s) has been virtually staged. Step into a private, gated waterfront estate in Sarasota offering deep-water boating access, refined coastal architecture, and an unsurpassed location just minutes to Siesta Key Beach, Southside Village, and downtown Sarasota. Located in the coveted San Remo Estates community, this exceptional residence blends timeless elegance with modern

Joel Schemmel DOUGLAS ELLIMAN

1389 Tangier Way, Sarasota, FL 34239
/18
$3,000 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
$470,000 Sold Nov 20, 2025

3426 Brookline Dr, Sarasota, FL 34239
- 3 Beds
- 2 Baths
- 1,639 Sq Ft
- Built 1967
Last Sold Summary
- 15% Below List Price
- $287/SF
- 156 Days On Market
Current Estimated Value $478,256

Last Listing Agent Christina Pitchford, PA SUNCOAST HOMES & DREAMS

3426 Brookline Dr, Sarasota, FL 34239

/2
Est $142,582 Not Listed For Sale

3755 S School Ave Unit 42, Sarasota, FL 34239
- 2 Beds
- 1 Bath
- 792 Sq Ft
- Built 1972
3755 S School Ave Unit 42, Sarasota, FL 34239

Last Sold Summary
- 50% Above List Price
- $120/SF
- 61 Days On Market
- Last Sold Price $95,000
- Jul 26, 2024
Last Listing Agent Kara Money KARA MONEY LLC

/57
$1,995,000
- 4 Beds
- 4.5 Baths
- 3,554 Sq Ft
3319 S Osprey Ave, Sarasota, FL 34239

A rare fusion of modern luxury, designer finishes, and an unbeatable Sarasota location, this stunning 2023-built residence at 3319 S Osprey Ave delivers the ultimate move-in-ready lifestyle just moments from Siesta Key Beach and Downtown Sarasota. Tucked within the highly sought-after Southside School District, this exceptional home by M&J Pham Development showcases impeccable craftsmanship,

Adnan Dedic COMPASS FLORIDA LLC

3319 S Osprey Ave, Sarasota, FL 34239
/13
$1,900 Per Month
- 2 Beds
- 1.5 Baths
- 1,475 Sq Ft
- For Rent in Southgate
2921 Bentley St, Sarasota, FL 34239

Conveniently located near Tuttle and High Park - this fabulous 2 bedroom 1 1/2 bathroom villa with car port and double driveway. Tropical backyard perfect for entertaining or relaxing. Terrazzo floors throughout. New main bathroom, washer and dryer. Lawn care included in rent. Freshly painted. Close to downtown and shopping and restaurants. Call Rick for an appointment to tour this beautiful

2921 Bentley St, Sarasota, FL 34239
/2
$3,837,500 Sold Sep 08, 2025

1348 Harbor Dr, Sarasota, FL 34239
- 5 Beds
- 5 Baths
- 6,946 Sq Ft
- Built 1957
Last Sold Summary
- 23% Below List Price
- $552/SF
- 118 Days On Market
Current Estimated Value $4,015,793

Last Listing Agent Patrick Ritchey RE/MAX ALLIANCE GROUP

1348 Harbor Dr, Sarasota, FL 34239

/24
Est $150,434 Not Listed For Sale

3751 S School Ave Unit 17, Sarasota, FL 34239
- 2 Beds
- 2 Baths
- 964 Sq Ft
- Built 1972
3751 S School Ave Unit 17, Sarasota, FL 34239

Last Sold Summary
- 13% Below List Price
- $179/SF
- 4 Days On Market
- Last Sold Price $173,000
- Jun 01, 2023
Last Listing Agent Joe Cleary RE/MAX

/2
$4,749,000 Pending
- 4 Beds
- 5.5 Baths
- 3,524 Sq Ft
1535 Harbor Dr, Sarasota, FL 34239

Pre-Construction. To be built. Home Under Construction. Sarasota’s premier custom builder, Heritage Builders, proudly presents the Bimini model — a stunning example of contemporary coastal luxury in the highly coveted neighborhood of Harbor Acres. Perfectly positioned and expertly crafted, this two-story residence offers nearly 3,600 sq. ft. of thoughtfully designed living space, ideal for

Sara Boudarga HB REALTY GROUP INC.

1535 Harbor Dr, 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
$650,000 Sold Oct 21, 2025

2242 Sunnyside Ln, Sarasota, FL 34239
- 3 Beds
- 2 Baths
- 1,598 Sq Ft
- Built 1959
Last Sold Summary
- 19% Below List Price
- $407/SF
- 172 Days On Market
Current Estimated Value $646,894

Last Listing Agent Angela Lista MICHAEL SAUNDERS & COMPANY

2242 Sunnyside Ln, Sarasota, FL 34239

/60
Not Listed For Sale

1845 Bougainvillea St, Sarasota, FL 34239
- 4 Beds
- 4.5 Baths
- 3,527 Sq Ft
- Built 1941
1845 Bougainvillea St, Sarasota, FL 34239

Last Sold Summary
- $579/SF
- 300 Days On Market
- Last Sold Price $2,041,227
- Jul 16, 2024
Last Listing Agent Patricia Hanly HANLY ASSOCIATES REALTY

Showing Results 121 - 160, Page 4 of 18

Florida Sarasota County Sarasota 34239

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