Winewood, FL homes for sale & real estate

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NEW 23 HRS AGO

1998 Nicklaus Dr, Tallahassee, FL 32301
1998 Nicklaus Dr, Tallahassee, FL 32301
1998 Nicklaus Dr, Tallahassee, FL 32301
ABOUT THIS HOME
Winewood, FL Homes for Sale
Fixer-Upper Townhouse – Great Investment Opportunity! SHORT SALE, contingent on lien holder approval. This 2 story townhouse offers a prime opportunity for investors or buyers looking to create their dream space! Located off Hilaman Golf Course, the home features a corner fireplace, two spacious bedrooms upstairs, each with its own bathroom, plus a convenient half bath downstairs & deck. While the interior needs extensive rehab (estimated at $24K per a recent quote), the potential is endless. Conveniently close to a multitude of shopping, dining, and entertainment options. Roof 2107, HVAC 2010, Water Heater 2020. Don’t miss this chance to customize and add value—sche

$94,500

2 beds2.5 baths973 sq ft

1998 Nicklaus Dr, Tallahassee, FL 32301

3,484 sq ft lot • Car-dependent

3D WALKTHROUGH

$525,000

8 beds4 baths3,736 sq ft

1914 Larette Dr Unit A, Tallahassee, FL 32301

Car-dependent

1575-B Jacks Dr Unit B, Tallahassee, FL 32301
1575-B Jacks Dr Unit B, Tallahassee, FL 32301
1575-B Jacks Dr Unit B, Tallahassee, FL 32301
ABOUT THIS HOME
Winewood, FL Homes for Sale
Move in ready. Recent AC, Water Heater & Roof. Waiting for you personal touches to make it your home. Close to State Capitol, Mall Shopping and FSU.

$182,000

2 beds2.5 baths1,024 sq ft

1575-B Jacks Dr Unit B, Tallahassee, FL 32301

7,840 sq ft lot • Car-dependent

$129,900

2 beds2 baths1,094 sq ft

2885 Par Ln Unit B, Tallahassee, FL 32301

1,306 sq ft lot • $200 HOA • Car-dependent

3D WALKTHROUGH

1640 Willow Bend Way Unit -, Tallahassee, FL 32301
1640 Willow Bend Way Unit -, Tallahassee, FL 32301
1640 Willow Bend Way Unit -, Tallahassee, FL 32301
ABOUT THIS HOME
Winewood, FL Homes for Sale
Well maintained quadraplex that is fully rented. New roof in 2024. All new HVAC in the last 4 years with the most recent one being this year. Units have been updated and with vinyl plank floors, paint and appliances and light fixtures. Units have private patios and are right next to Hilaman Golf Course.

$595,000

8 beds4 baths3,584 sq ft

1640 Willow Bend Way Unit -, Tallahassee, FL 32301

$250 HOA • Car-dependent

Property at 1800 Nicklaus Dr Unit A Building 6, Tallahassee, FL 32301, 2 beds, 2 baths

$175,000

2 beds2 baths1,198 sq ft

1800 Nicklaus Dr Unit A Building 6, Tallahassee, FL 32301

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NEW 17 HRS AGO3D WALKTHROUGH

$180,000

2 beds2.5 baths1,240 sq ft

1750 N Beechwood Cir, Tallahassee, FL 32301

1,742 sq ft lot • $33 HOA • Car-dependent

1797 Monday Ct, Tallahassee, FL 32301
1797 Monday Ct, Tallahassee, FL 32301
1797 Monday Ct, Tallahassee, FL 32301
ABOUT THIS HOME
Winewood, FL Homes for Sale
Discover this beautiful two-bedroom, two-bathroom home perfect for your first getting away from renting. This property located in the middle of Tallahassee, Florida. Boasting modern touches throughout, all appliances and just minutes from shopping and dining, this home has comfort and convenience.

$155,000

2 beds2 baths800 sq ft

1797 Monday Ct, Tallahassee, FL 32301

4,792 sq ft lot • Car-dependent

1603 Old St. Augustine Rd, Tallahassee, FL 32301
1603 Old St. Augustine Rd, Tallahassee, FL 32301
1603 Old St. Augustine Rd, Tallahassee, FL 32301
ABOUT THIS HOME
Winewood, FL Homes for Sale
Fully renovated 3 bedroom 2 bath, great location! Prime Acreage with so much potential! Don't miss out on this great investment!

$274,900

3 beds2 baths1,568 sq ft

1603 Old St. Augustine Rd, Tallahassee, FL 32301

1.2 acre lot • Somewhat walkable

1512 - 1514 Myrtle Dr Unit 1512 - 1514, Tallahassee, FL 32301
1512 - 1514 Myrtle Dr Unit 1512 - 1514, Tallahassee, FL 32301
1512 - 1514 Myrtle Dr Unit 1512 - 1514, Tallahassee, FL 32301
ABOUT THIS HOME
Winewood, FL Homes for Sale
Remodeled block duplex on a private street near downtown and state offices! This wont disappoint if you need a smaller space near downtown. Includes stainless appliances, newer cabinets, separate storage shed, lawn care, washer and dryer connections.

$239,900

2 beds2 baths1,296 sq ft

1512 - 1514 Myrtle Dr Unit 1512 - 1514, Tallahassee, FL 32301

Car-dependent

1516 - 1518 Myrtle Dr Unit 1516 - 1518, Tallahassee, FL 32301
1516 - 1518 Myrtle Dr Unit 1516 - 1518, Tallahassee, FL 32301
1516 - 1518 Myrtle Dr Unit 1516 - 1518, Tallahassee, FL 32301
ABOUT THIS HOME
Winewood, FL Homes for Sale
Remodeled block duplex on a private street near downtown and state offices! This wont disappoint if you need a smaller space near downtown. Includes stainless appliances, newer cabinets, separate storage shed, lawn care, washer and dryer connections.

$249,900

2 beds2 baths1,296 sq ft

1516 - 1518 Myrtle Dr Unit 1516 - 1518, Tallahassee, FL 32301

Car-dependent

1603 Old St. Augustine Rd Unit -, Tallahassee, FL 32301
1603 Old St. Augustine Rd Unit -, Tallahassee, FL 32301
1603 Old St. Augustine Rd Unit -, Tallahassee, FL 32301
ABOUT THIS HOME
Winewood, FL Homes for Sale
2+ acres! Prime assembled parcels ready for future development! Great income while you plan for new construction. All units stay rented! Many options here!

$895,000

9 beds5 baths4,935 sq ft

1603 Old St. Augustine Rd Unit -, Tallahassee, FL 32301

Somewhat walkable

Property at 1721 S Beechwood Cir, Tallahassee, FL 32301, 2 beds, 2.5 baths

$175,000

2 beds2.5 baths1,152 sq ft

1721 S Beechwood Cir, Tallahassee, FL 32301

Property at 2479 Sunburst Pl, Tallahassee, FL, 3 beds, 2 baths

$230,000

3 beds2 baths1,566 sq ft

2479 Sunburst Pl, Tallahassee, FL

Property at 1515 Paul Russell Rd #12, Tallahassee, FL 32301, 2 beds, 1.5 baths

$198,000

2 beds1.5 baths1,254 sq ft

1515 Paul Russell Rd #12, Tallahassee, FL 32301

Property at 3036 Blair Stone Ct, Tallahassee, FL 32301, 2 beds, 1.5 baths

$240,000

2 beds1.5 baths1,441 sq ft

3036 Blair Stone Ct, Tallahassee, FL 32301

Average home prices near Winewood, FL

Cities

Neighborhoods

Downtown Tallahassee homes for sale
$237,500
Southwood homes for sale
$499,000
Indian Head-Leigh homes for sale
$269,000
South Monroe homes for sale
$206,000
South City homes for sale
$255,000
Old Town homes for sale
$387,400
Franklin-Call Street homes for sale
$475,000
Buck Lake homes for sale
$405,000
Woodland Drives homes for sale
$497,500
Richland homes for sale
$210,000

Winewood, FL real estate trends

All Home Types trends in Winewood, FL

Median Sale Price
# of Homes Sold
Median Days on Market

All Home Types

Median Sale Price (All Home Types)

$168,500

-33.3% YoY | Jan 2025

1 year
3 year
5 year

Based on Redfin calculations of home data from MLS and/or public records.

Location

Data

Jan 2025

Growth

% YoY

Winewood, FL

$168,500

-33.3%

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