$648,500
- 2 Beds
- 2 Baths
- 1,334 Sq Ft
1857 Siesta Dr, Sarasota, FL 34239

Noah Ward
EXP REALTY LLC
(941) 294-6143
$648,500
1857 Siesta Dr, Sarasota, FL 34239
Noah Ward
EXP REALTY LLC
(941) 294-6143
$10,000 per month
1716 Stapleton St, Sarasota, FL 34239
1716 Stapleton St, Sarasota, FL 34239$3,530,000 Sold Jul 28, 2025
1800 Webber St, Sarasota, FL 34239
1800 Webber St, Sarasota, FL 34239Est $1,767,466 Not Listed For Sale
1744 Fortuna St, Sarasota, FL 34239
1744 Fortuna St, Sarasota, FL 34239$3,690,000
2174 Mcclellan Pkwy, Sarasota, FL 34239
Mary Dickey
BARCLAYS REAL ESTATE GROUP 1
(941) 206-7527
$4,900 per month
3521 Almeria Ave, Sarasota, FL 34239
Great condition, Great location 1 mile to beach, Great school district,Fully Furnished
$900,000 Sold Jul 24, 2025
3705 Tangier Terrace, Sarasota, FL 34239
3705 Tangier Terrace, Sarasota, FL 34239Est $213,332 Not Listed For Sale
3700 S Osprey Ave Unit 210, Sarasota, FL 34239
3700 S Osprey Ave Unit 210, Sarasota, FL 34239$3,690,000
2174 Mcclellan Pkwy, Sarasota, FL 34239
Mary Dickey
Barclays Real Estate Group 1
(941) 206-6993
$1,390 per month
1739 Siesta Dr, Sarasota, FL 34239
Tucked away in a charming, Florida-style building with only four units, this second floor residence offers an unbeatable location in the coveted Cherokee Park neighborhood. Less than 1/2 mile to the North Siesta Key Bridge, you're minutes from the beach, dining, and shopping. Enjoy your morning coffee and the evening breeze on the screened lanai. Flat screen television, kitchen stocked with
Margot Vigar (Leonard) COLDWELL BANKER REALTY
$2,224,500 Sold Jul 18, 2025
1813 Boyce St, Sarasota, FL 34239
1813 Boyce St, Sarasota, FL 34239Not Listed For Sale
1705 Wisconsin Ln, Sarasota, FL 34239
1705 Wisconsin Ln, Sarasota, FL 34239$3,699,000
1547 Sandpiper Ln, Sarasota, FL 34239
Marlin Yoder HARRY ROBBINS ASSOC INC
$1,650 per month
1662 Fortuna St Unit 1662 Fortuna St Sarasota, Sarasota, FL 34239
Pet friendly! All utilities included. Close to everything!
$1,550,000 Sold Jul 15, 2025
1954 Datura St, Sarasota, FL 34239
1954 Datura St, Sarasota, FL 34239Est $3,727,330 Not Listed For Sale
1615 N Lodge Dr, Sarasota, FL 34239
1615 N Lodge Dr, Sarasota, FL 34239$589,000
2110 Goldenrod St, Sarasota, FL 34239
Steven Weiss REDFIN CORPORATION
$1,695 per month
3700 S Osprey Ave Unit 204, Sarasota, FL 34239
Spacious 2-Bedroom Condo in Prime Sarasota Location – Walk to The Bay!Welcome to Unit 204 at 3700 S Osprey Ave – a beautifully updated 2-bedroom, 1-bathroom condo nestled in the heart of Sarasota’s desirable Southside Village neighborhood. Just minutes from Siesta Key Beach, downtown Sarasota, and within walking distance to shops, restaurants, and the scenic waterfront, this location is ideal
Michael Sorensen STRINGER MANAGEMENT INC
$3,800,000 Sold Jul 10, 2025
1910 Datura St, Sarasota, FL 34239
1910 Datura St, Sarasota, FL 34239Est $1,693,308 Not Listed For Sale
1700 Seminole Dr, Sarasota, FL 34239
1700 Seminole Dr, Sarasota, FL 34239$2,171,000
3319 S Osprey Ave, Sarasota, FL 34239
Laura Rode KELLER WILLIAMS ON THE WATER S
$13,000 per month
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
$800,000 Sold Jun 27, 2025
1857 Jasmine Dr, Sarasota, FL 34239
1857 Jasmine Dr, Sarasota, FL 34239Est $4,196,723 Not Listed For Sale
2100 McClellen Pkwy, Sarasota, FL 34239
2100 McClellen Pkwy, Sarasota, FL 34239$4,950,000
1686 North Dr, Sarasota, FL 34239
Samantha Callaway RE/MAX ALLIANCE GROUP
$8,000 per month
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
$9,500,000 Sold Jun 09, 2025
3336 Old Oak Dr, Sarasota, FL 34239
3336 Old Oak Dr, Sarasota, FL 34239Est $1,862,872 Not Listed For Sale
0 Jacinto Ct, Sarasota, FL 34239
0 Jacinto Ct, Sarasota, FL 34239$1,150,000 Pending
1926 Morris St, Sarasota, FL 34239
Tracy Seider RE/MAX ALLIANCE GROUP
$2,000 per month
3700 S Osprey Ave Unit 216, Sarasota, FL 34239
WEST OF THE TRAIL...this charming 2nd floor condo offers 2 bedrooms and 1 bathroom. The balcony is enclosed with screens and windows. Excellent location, convenience is key with this property. Situated just around the corner from the north bridge and minutes away from the world renowned SIESTA KEY BEACH. Live the best of both worlds in a peaceful, quiet area and easy access to coastal living.
Teresa Ribaudo JENNETTE PROPERTIES INC
$4,450,000 Sold Jun 02, 2025
1502 Siesta Dr, Sarasota, FL 34239
1502 Siesta Dr, Sarasota, FL 34239Not Listed For Sale
3300 Old Oak Dr, Sarasota, FL 34239
3300 Old Oak Dr, Sarasota, FL 34239$1,925,000
1857 Tulip Dr, Sarasota, FL 34239
Ralf Michael Guensch EXP REALTY LLC
$4,500 per month
3414 Old Oak Dr, Sarasota, FL 34239
Available now for LEASE Annually/Monthly UNFURNISHED POOL HOME. Sarasota's most requested location, a "West of the Trail" neighborhood. This charming Florida style ranch home is located right off the north bridge entry to SIESTA KEY. Welcome to your private tropical retreat in Sarasota! This beautifully updated 3-bedroom, 2-bathroom home is available now and ready for you to MOVE-IN. The great
Patrice Ivan WAGNER REALTY
$1,250,000 Sold May 30, 2025
3800 Flores Ave, Sarasota, FL 34239
3800 Flores Ave, Sarasota, FL 34239Est $2,118,630 Not Listed For Sale
1715 Bonita Ct, Sarasota, FL 34239
1715 Bonita Ct, Sarasota, FL 34239$2,185,000
1864 Goldenrod St, Sarasota, FL 34239
Jan Jordan BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE
$15,000 per month
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
$1,050,000 Sold May 16, 2025
1904 Hyde Park St, Sarasota, FL 34239
1904 Hyde Park St, Sarasota, FL 34239Est $4,506,008 Not Listed For Sale
1739 Cherokee Dr, Sarasota, FL 34239
1739 Cherokee Dr, Sarasota, FL 34239Showing Results 1 - 40, Page 1 of 18
On average, homes in Southside, Sarasota sell after 80 days on the market compared to the national average of 70 days. The median sale price for homes in Southside, Sarasota over the last 12 months is $331,395, up 2% from the median home sale price over the previous 12 months.