Homes in ZIP Code 34239

/34
$629,900
- 4 Beds
- 3 Baths
- 3,235 Sq Ft
3039 Oriole Dr, Sarasota, FL 34243

Beautifully Appointed Sarasota Home in a Prime Gated CommunitySituated on a desirable corner lot within the gated community of The Soleil, this expansive two-story residence offers over 3,000 square feet of beautifully designed living space, featuring 4 bedrooms, 3 full bathrooms, and a versatile bonus loft. The charming stone elevation and brick paver front porch set the tone for the elegant

Tom Cinquegrano MICHAEL SAUNDERS & COMPANY

3039 Oriole Dr, Sarasota, FL 34243
/2
$650,000 Sold Jul 17, 2025

2516 Goldenrod St, Sarasota, FL 34239
- 3 Beds
- 2 Baths
- 1,535 Sq Ft
- Built 1958
Last Sold Summary
- 6% Below List Price
- $423/SF
- 15 Days On Market
Current Estimated Value $614,726

Last Listing Agent Linda Driggs MICHAEL SAUNDERS & COMPANY

2516 Goldenrod St, Sarasota, FL 34239

/45
Est $6,620,778 Not Listed For Sale

1515 Hillview Dr, Sarasota, FL 34239
- 4 Beds
- 6 Baths
- 5,424 Sq Ft
- Built 2023
1515 Hillview Dr, Sarasota, FL 34239

Last Sold Summary
- 9% Below List Price
- $1,337/SF
- 126 Days On Market
- Last Sold Price $7,250,000
- May 20, 2024
Last Listing Agent Georgia Salaverri COMPASS FLORIDA LLC

/34
$299,000
- 2 Beds
- 2 Baths
- 1,122 Sq Ft
3360 S Osprey Ave Unit 104B, Sarasota, FL 34239

Move-in ready 2-bedroom, 2-bath tastefully decorated ground floor condo located in the desirable Oasis of Osprey, West of the Trail. This well-maintained unit features an upgraded kitchen with granite countertops and stainless steel appliances, along with updated bathrooms. Enjoy indoor-outdoor living with a screened lanai and brick paver patio, plus the added convenience of a private 6x6 storage

Marlin Yoder HARRY ROBBINS ASSOC INC

3360 S Osprey Ave Unit 104B, Sarasota, FL 34239
/2
$699,000 Sold Jan 20, 2026

2375 Datura St, Sarasota, FL 34239
- 3 Beds
- 3 Baths
- 1,859 Sq Ft
- Built 1956
Last Sold Summary
- 1% Below List Price
- $376/SF
- 6 Days On Market
Current Estimated Value $681,206

Last Listing Agent Ryan Carson RE/MAX ALLIANCE GROUP

2375 Datura St, Sarasota, FL 34239

/65
Est $803,137 Not Listed For Sale

3603 Almeria Ave, Sarasota, FL 34239
- 3 Beds
- 2 Baths
- 1,783 Sq Ft
- Built 1952
3603 Almeria Ave, Sarasota, FL 34239

Last Sold Summary
- 6% Below List Price
- $477/SF
- 4 Days On Market
- Last Sold Price $850,000
- Jun 26, 2024
Last Listing Agent Michael Gray COLDWELL BANKER REALTY

/22
$209,000
- 2 Beds
- 1 Bath
- 991 Sq Ft
3700 S Osprey Ave Unit 219, Sarasota, FL 34239

West of the Trail location perfect for going to the beach or Downtown. Perfect for a winter getaway or full time living. 2nd floor unit with enclosed patio. Beautiful gardens and trees surround the property. 2 bedroom 1 bath (room for another 1/2 bath), dual sinks, on-site laundry, elevator and pets are welcome! A Washer & Dryer may be installed in the unit.One designated parking spot and guest

Kelly Anderson RE/MAX ALLIANCE GROUP

3700 S Osprey Ave Unit 219, Sarasota, FL 34239
/2
$750,000 Sold Jul 28, 2025

2180 Orchid St, Sarasota, FL 34239
- 3 Beds
- 1.5 Baths
- 1,419 Sq Ft
- Built 1961
Last Sold Summary
- 23% Below List Price
- $529/SF
- 124 Days On Market
Current Estimated Value $657,104

Last Listing Agent Ralf Michael Guensch EXP REALTY LLC

2180 Orchid St, Sarasota, FL 34239

/38
Est $931,736 Not Listed For Sale

1647 Catalonia Ln, Sarasota, FL 34239
- 3 Beds
- 2 Baths
- 1,748 Sq Ft
- Built 1918
1647 Catalonia Ln, Sarasota, FL 34239

Last Sold Summary
- 9% Below List Price
- $586/SF
- 154 Days On Market
- Last Sold Price $1,025,000
- Nov 30, 2023
Last Listing Agent Liz Nason PREMIER SOTHEBY'S INTERNATIONAL REALTY

/15
$219,900
- 2 Beds
- 2 Baths
- 1,323 Sq Ft
3280 Southfield Ln Unit 804, Sarasota, FL 34239

*UPDATED HOME IN SOUGHT OUT SOUTHGATE VILLAGE GREEN*Recently reduced and move-in ready, this charming villa offers an exceptional opportunity in one of the area's most sought-after 55+ communities. The home features a brand-new kitchen equipped with all modern appliances, fresh new carpeting in halwway and bedrooms, and stylish laminate flooring throughout living areas. A Bright and airy open

Nancy Yialouris Y GROUP REALTY

3280 Southfield Ln Unit 804, Sarasota, FL 34239
/2
$347,500 Sold Oct 06, 2025

2451 Loma Linda St, Sarasota, FL 34239
- 3 Beds
- 2 Baths
- 1,660 Sq Ft
- Built 1957
Last Sold Summary
- 16% Below List Price
- $209/SF
- 73 Days On Market
Current Estimated Value $353,589

Last Listing Agent Tim Yocum, Sr COLDWELL BANKER REALTY

2451 Loma Linda St, Sarasota, FL 34239

/28
Est $690,825 Not Listed For Sale

2024 Datura St, Sarasota, FL 34239
- 4 Beds
- 3 Baths
- 1,638 Sq Ft
- Built 1959
2024 Datura St, Sarasota, FL 34239

Last Sold Summary
- 9% Above List Price
- $388/SF
- 42 Days On Market
- Last Sold Price $635,000
- Mar 26, 2024
Last Listing Agent Mairead Smialek COLDWELL BANKER REALTY

/17
$2,250,000 New Construction
- 4 Beds
- 4 Baths
- 2,750 Sq Ft
2079 Hibiscus St, Sarasota, FL 34239

Under Construction. No expense has been spared in the construction of this luxurious new offering in the highly coveted Arlington Park Neighborhood! Featuring a solid block concrete exterior, aluminum impact windows, spray foam insulation, and a TPO roof to ensure your home LASTS; as well as tall ceilings, luxury vinyl plank and handpicked tile flooring, designer wood cabinets, walk-in closets,

Thatcher Miner THE REAL ESTATE STORE

2079 Hibiscus St, Sarasota, FL 34239
/2
$275,000 Sold Aug 22, 2025

2906 Arlington St, Sarasota, FL 34239
- 2 Beds
- 2 Baths
- 1,133 Sq Ft
- Built 1949
Last Sold Summary
- 31% Below List Price
- $243/SF
- 115 Days On Market
Current Estimated Value $300,387

Last Listing Agent Marni Hayden CHROME REALTY LLC

2906 Arlington St, Sarasota, FL 34239

/48
Est $411,507 Not Listed For Sale

2273 Bougainvillea St, Sarasota, FL 34239
- 2 Beds
- 2 Baths
- 1,110 Sq Ft
- Built 1955
2273 Bougainvillea St, Sarasota, FL 34239

Last Sold Summary
- 5% Below List Price
- $392/SF
- 1 Day On Market
- Last Sold Price $435,000
- Apr 09, 2024
Last Listing Agent Heidi Thompson STRINGER MANAGEMENT INC

/2
$10,995,000 New Construction
- 4 Beds
- 7 Baths
- 5,157 Sq Ft
1340 Harbor Dr, Sarasota, FL 34239

Under Construction. Superb New Construction opportunity in Harbor Acres, a one-third-acre waterfront property on the widest part of the neighborhood's deep-water harbor on Sarasota Bay. The views are great and the home is located on a protected, sailboat water basin with no bridges to the Gulf of Mexico. Newer boat dock and boat lifts accommodate up to 15,000-pound boat plus two recreational

Barbara May MICHAEL SAUNDERS & COMPANY

1340 Harbor Dr, Sarasota, FL 34239
/2
$360,000 Sold May 19, 2025

2917 Rosewood Place, Sarasota, FL 34239
- 3 Beds
- 2 Baths
- 1,405 Sq Ft
- Built 1964
Last Sold Summary
- 9% Below List Price
- $256/SF
- 6 Days On Market
Current Estimated Value $359,700

Last Listing Agent Brian Ward WATERSIDE REALTY LLC

2917 Rosewood Place, Sarasota, FL 34239

/2
Est $612,581 Not Listed For Sale

2814 Tangelo Dr, Sarasota, FL 34239
- 3 Beds
- 2.5 Baths
- 1,934 Sq Ft
- Built 1957
2814 Tangelo Dr, Sarasota, FL 34239

Last Sold Summary
- $315/SF
- 14 Days On Market
- Last Sold Price $610,000
- Dec 10, 2024
Last Listing Agent Veronica Murphy KELLER WILLIAMS ON THE WATER S

/32
$499,000
- 3 Beds
- 2 Baths
- 1,538 Sq Ft
2806 Upper Tangelo Dr, Sarasota, FL 34239

Welcome to this beautifully updated 3-bedroom, 2-bathroom home in the highly sought-after South Gate neighborhood of Sarasota, ideally located just minutes from world-famous Siesta Key Beach and vibrant Downtown Sarasota. Situated on a highly desirable corner lot, this move-in ready home offers exceptional curb appeal with a newly installed 8-ft vinyl fence, along with a new roof, fascia, and

Roni-Marie Gold, PA COLDWELL BANKER REALTY

2806 Upper Tangelo Dr, Sarasota, FL 34239
/2
$600,000 Sold Dec 29, 2025

2266 Sunnyside Ln, Sarasota, FL 34239
- 2 Beds
- 2 Baths
- 1,296 Sq Ft
- Built 1957
Last Sold Summary
- 14% Below List Price
- $463/SF
- 110 Days On Market
Current Estimated Value $595,063

Last Listing Agent Jimmy Raybon BERKSHIRE HATHAWAY HOMESERVICE

2266 Sunnyside Ln, Sarasota, FL 34239

/59
Est $2,394,053 Not Listed For Sale

1925 Oleander St, Sarasota, FL 34239
- 3 Beds
- 3.5 Baths
- 2,851 Sq Ft
- Built 2023
1925 Oleander St, Sarasota, FL 34239

Last Sold Summary
- 9% Below List Price
- $921/SF
- 42 Days On Market
- Last Sold Price $2,625,000
- Jun 05, 2023
Last Listing Agent Karen Greco GRECO REAL ESTATE

/2
$2,750,000 Pending
- 3 Beds
- 2 Baths
- 1,754 Sq Ft
1944 Jasmine Dr, Sarasota, FL 34239

Under contract-accepting backup offers. In Sarasota, certain neighborhoods consistently outperform the market. West of the Trail is one of them. Defined by its proximity to Siesta Key and Downtown, and distinguished by its established residential character, this enclave has long represented one of the city’s most enduring and sought-after addresses. 1944 Jasmine Drive is positioned within this

Ralf Michael Guensch EXP REALTY LLC

1944 Jasmine Dr, Sarasota, FL 34239
/2
$180,000 Sold Dec 01, 2025

0 Key Ave Unit MFRA4666172, Sarasota, FL 34239
- Land
- 10,454 Sq Ft
- $750,000 per Acre
Last Sold Summary
- 5% Below List Price
- 5 Days On Market
Last Listing Agent Michelle Ward COMPASS FLORIDA LLC

0 Key Ave Unit MFRA4666172, Sarasota, FL 34239

/2
Est $4,049,831 Not Listed For Sale

1623 North Dr, Sarasota, FL 34239
- 4 Beds
- 4.5 Baths
- 4,215 Sq Ft
- Built 2020
1623 North Dr, Sarasota, FL 34239

Last Sold Summary
- 9% Below List Price
- $1,056/SF
- 5 Days On Market
- Last Sold Price $4,450,000
- Jan 02, 2025
Last Listing Agent Ryan Skrzypkowski COLDWELL BANKER REALTY

/39
$525,000
- 3 Beds
- 2 Baths
- 2,141 Sq Ft
3052 Webber St, Sarasota, FL 34239

One or more photo(s) has been virtually staged. Step into a piece of Sarasota charm where timeless character meets peace of mind. This lovingly maintained 1964 South Gate gem has been cared for by its original owner and is now ready to welcome its next chapter.Inside, you’ll find a functional split floor plan featuring three bedrooms and two full baths, offering both privacy and flexibility

Mary Jo Violett MICHAEL SAUNDERS & COMPANY

3052 Webber St, Sarasota, FL 34239
/2
$2,000,000 Sold Sep 29, 2025

2733 S East Ave, Sarasota, FL 34239
- 5 Beds
- 4.5 Baths
- 3,372 Sq Ft
- Built 2025
Last Sold Summary
- $593/SF
- 55 Days On Market
Current Estimated Value $1,557,870

Last Listing Agent Rinat Sikdar COLDWELL BANKER REALTY

2733 S East Ave, Sarasota, FL 34239

/34
Est $1,037,038 Not Listed For Sale

1750 S Oval Dr, Sarasota, FL 34239
- 2 Beds
- 2 Baths
- 1,360 Sq Ft
- Built 1928
1750 S Oval Dr, Sarasota, FL 34239

Last Sold Summary
- 8% Below List Price
- $827/SF
- 55 Days On Market
- Last Sold Price $1,125,000
- Jun 18, 2024
Last Listing Agent Katy McBrayer PREMIER SOTHEBY'S INTERNATIONAL REALTY

/2
$2,000,000
- Land
- 20,037 Sq Ft
- $4,347,826 per Acre
1749 Cherokee Dr, Sarasota, FL 34239

This exceptional 100X200 lot in historic Cherokee Park awaits your dream home, with Fergeson Brothers design/construction as the designated builder; this west-of-the-trail neighborhood is located on Sarasota Bay in the City of Sarasota; The adjoining lot is also available.

Rogers Moore COLDWELL BANKER REALTY

1749 Cherokee Dr, Sarasota, FL 34239
/2
$760,000 Sold Sep 24, 2025

2154 Bougainvillea St, Sarasota, FL 34239
- 3 Beds
- 2 Baths
- 1,395 Sq Ft
- Built 1952
Last Sold Summary
- 2% Below List Price
- $545/SF
- 3 Days On Market
Current Estimated Value $725,953

Last Listing Agent Courtney Tarantino COLDWELL BANKER REALTY

2154 Bougainvillea St, Sarasota, FL 34239

/52
Est $1,703,077 Not Listed For Sale

1642 Shoreland Dr, Sarasota, FL 34239
- 3 Beds
- 2.5 Baths
- 3,159 Sq Ft
- Built 1963
1642 Shoreland Dr, Sarasota, FL 34239

Last Sold Summary
- 5% Below List Price
- $570/SF
- 24 Days On Market
- Last Sold Price $1,800,000
- Aug 28, 2023
Last Listing Agent Roger Pettingell COLDWELL BANKER REALTY

/78
$5,495,000
- 4 Beds
- 4.5 Baths
- 4,978 Sq Ft
1365 Harbor Dr, Sarasota, FL 34239

A striking triumph of modern architecture and engineering, this three-story contemporary estate in Harbor Acres—Sarasota’s most coveted neighborhood—stands as a bold statement of design, innovation, and uncompromising luxury. Designed by renowned architect Mark Sultana of DSDG Associates, the residence is a masterwork where precision and artistry converge. From the moment of entry, soaring

Kim Ogilvie MICHAEL SAUNDERS & COMPANY

1365 Harbor Dr, Sarasota, FL 34239
/2
$2,200,000 Sold Feb 12, 2026

1547 Sandpiper Ln, Sarasota, FL 34239
- 3 Beds
- 3.5 Baths
- 3,136 Sq Ft
- Built 2002
Last Sold Summary
- 29% Above List Price
- $702/SF
- 192 Days On Market
Last Listing Agent Marlin Yoder HARRY ROBBINS ASSOC INC

1547 Sandpiper Ln, Sarasota, FL 34239

/8
Est $438,755 Not Listed For Sale

2274 Temple St, Sarasota, FL 34239
- 3 Beds
- 1 Bath
- 1,000 Sq Ft
- Built 1954
2274 Temple St, Sarasota, FL 34239

Last Sold Summary
- 1% Below List Price
- $445/SF
- 174 Days On Market
- Last Sold Price $445,000
- May 01, 2023
Last Listing Agent Mitch Helmuth HARRY ROBBINS ASSOC INC

/37
$549,000
- 3 Beds
- 2 Baths
- 1,116 Sq Ft
2244 Sunnyside Place, Sarasota, FL 34239

Location! Location! Location! Only 5.5 miles approx. to the world-famous Siesta Key Beach with its fine quartz sand from the Appalachian Mountains. Sunnyside Park is a sought-after subdivision, situated between Arlington Park & South Gate in the desirable Southside School District. This solid block house features fenced in back yard with room for a pool, playground or for any outdoor enjoyment.

Philip Abraham ASHTON LAKES REALTY INC

2244 Sunnyside Place, Sarasota, FL 34239
/2
$2,127,000 Sold Dec 17, 2025

1683 Siesta Dr, Sarasota, FL 34239
- 4 Beds
- 6 Baths
- 2,872 Sq Ft
- Built 2025
Last Sold Summary
- 3% Below List Price
- $741/SF
- 15 Days On Market
Current Estimated Value $2,084,844

Last Listing Agent Sylvia Nowicki PREFERRED SHORE LLC

1683 Siesta Dr, Sarasota, FL 34239

/46
Est $649,191 Not Listed For Sale

2105 Hyde Park Cir, Sarasota, FL 34239
- 4 Beds
- 3 Baths
- 1,912 Sq Ft
- Built 1963
2105 Hyde Park Cir, Sarasota, FL 34239

Last Sold Summary
- 7% Below List Price
- $365/SF
- 3 Days On Market
- Last Sold Price $697,000
- Oct 11, 2023
Last Listing Agent Beth Harris COMPASS FLORIDA LLC

/62
$4,500,000
- 3 Beds
- 2.5 Baths
- 4,660 Sq Ft
1400 Siesta Dr, Sarasota, FL 34239

Welcome to 1400 Siesta Drive, where refined waterfront living becomes your everyday reality. This home is quietly tucked away behind a gated entrance, with an additional secondary gate providing exclusive access to the residence. Thoughtfully designed to embrace breathtaking, unobstructed views of Sarasota Bay, this modern residence is a showcase of light, space, and coastal elegance. Expansive

Matthew Voss PREFERRED SHORE LLC

1400 Siesta Dr, Sarasota, FL 34239
/2
$300,000 Sold Jun 06, 2025

0 Waldemere St, Sarasota, FL 34239
- Land
- 11,325 Sq Ft
- $1,153,846 per Acre
Last Sold Summary
- 66% Below List Price
- 85 Days On Market
Last Listing Agent Patty Reif DOLPHIN REALTY & MGMT LLC

0 Waldemere St, Sarasota, FL 34239

/2
Est $549,615 Not Listed For Sale

2322 Sunnyside Place, Sarasota, FL 34239
- 3 Beds
- 2 Baths
- 1,628 Sq Ft
- Built 1957
2322 Sunnyside Place, Sarasota, FL 34239

Last Sold Summary
- 2% Below List Price
- $344/SF
- 15 Days On Market
- Last Sold Price $560,000
- Aug 08, 2024
Last Listing Agent Terry Millett GULF SHORES REALTY & RENTALS

/41
$622,500
- 3 Beds
- 2 Baths
- 1,235 Sq Ft
2205 Floyd St, Sarasota, FL 34239

Welcome to this beautifully reimagined residence in the highly sought-after Arlington Park neighborhood, where modern updates meet a peaceful, tucked-away setting. Completely renovated from top to bottom in December 2023, this home showcases meticulous attention to detail throughout. Perfectly positioned on a corner lot along a quiet dead-end street, the home enjoys a unique sense of privacy,

Lenore Treiman MICHAEL SAUNDERS & COMPANY

2205 Floyd St, Sarasota, FL 34239

Showing Results 641 - 680, Page 17 of 18

Florida Sarasota County Sarasota 34239

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