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Below you can view all the homes for sale in the Winter Woods subdivision located in Winter Park Florida. Listings in Winter Woods are updated daily from data we receive from the Orlando multiple listing service.

To learn more about any of these homes or to receive custom notifications when a new property is listed for sale in Winter Woods, give us a call at 386 801 5417.

6 Results

Winter Woods Winter Park Florida Homes For Sale

Winter Woods For Sale $455,000

Charming single-story home featuring a well-maintained lawn, two-car garage, and inviting curb appeal at 2028 Sussex Rd, Winter Park, FL 32792
View Details 32 Photos
Well-kept single Gathering home with mature trees and manicured lawn at 2028 Sussex Rd, Winter Park, FL 32792
Single-story home featuring manicured landscaping and an attached two-car garage at 2028 Sussex Rd, Winter Park, FL 32792
Bright living room with large windows and tile flooring throughout at 2028 Sussex Rd, Winter Park, FL 32792
On Market For 4 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1674

  • Year Built

    1973

  • $/SqFt

    $272

With easy access to major roadways leading to the 417 and Orlando International Airport, this home is ideal for active families, professionals, and anyone looking for the perfect Winter Park place to call their own. KELLY PRICE & COMPANY LLC.

Winter Woods For Sale $450,000

Charming single-story home with manicured lawn, mature trees, and a welcoming two-car garage at 1604 Nottingham Dr, Winter Park, FL 32792
View Details 38 Photos
Detailed floorplan showcasing the layout of the home with labeled rooms and dimensions at 1604 Nottingham Dr, Winter Park, FL 32792
Charming single-story home with manicured lawn, mature trees, and a welcoming two-car garage at 1604 Nottingham Dr, Winter Park, FL 32792
Ariel view of a charming home with a private pool and well-maintained landscaping at 1604 Nottingham Dr, Winter Park, FL 32792
On Market For 6 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1562

  • Year Built

    1970

  • $/SqFt

    $288

Come and get your great deal, then make it your own inside and out. LPT REALTY, LLC.

Winter Woods For Sale $550,000

Two story home boasts a well manicured lawn and updated facade at 2227 Coventry Dr, Winter Park, FL 32792
View Details 61 Photos
Inviting two-story home with a beautiful lawn, showcasing the front facade at 2227 Coventry Dr, Winter Park, FL 32792
Charming two-story home with a lush lawn, complemented by mature landscaping at 2227 Coventry Dr, Winter Park, FL 32792
Beautiful two-story home featuring a well-kept lawn and neat landscaping at 2227 Coventry Dr, Winter Park, FL 32792
On Market For 20 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2076

  • Year Built

    1970

  • $/SqFt

    $265

Don’t miss the opportunity to own this exceptional property! LPT REALTY, LLC.

Winter Woods For Sale $439,999

Charming single-story home with a well-manicured lawn, a palm tree and a welcoming blue front door at 2259 King Johns Ct, Winter Park, FL 32792
View Details 20 Photos
Beautiful single-story home featuring a freshly painted exterior, a well-kept lawn, and an attached garage at 2259 King Johns Ct, Winter Park, FL 32792
Close-up view of the home's lovely blue front door adorned with a wreath and stylish exterior lighting at 2259 King Johns Ct, Winter Park, FL 32792
Inviting living room with a comfortable sectional sofa, a modern coffee table, and a stylish entertainment center at 2259 King Johns Ct, Winter Park, FL 32792
On Market For 21 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1551

  • Year Built

    1969

  • $/SqFt

    $284

This is a rare opportunity to own a move-in-ready home in one of Central Florida’s most sought-after neighborhoods. Schedule your showing today! ARK REALTY LLC.

Winter Woods Pended $455,000

Reduced By $24,000

Charming single-story home featuring a well-manicured lawn and a welcoming front porch with brick accents at 2207 Winter Woods Blvd, Winter Park, FL 32792
View Details 40 Photos
An aerial view showcases the home's roof, landscaping, and position on a corner lot at 2207 Winter Woods Blvd, Winter Park, FL 32792
Charming home featuring arched entryway, brick accents, and well-maintained lawn at 2207 Winter Woods Blvd, Winter Park, FL 32792
A view of home's front entry, featuring arched column and green front door at 2207 Winter Woods Blvd, Winter Park, FL 32792
On Market For 95 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1710

  • Year Built

    1969

  • $/SqFt

    $266

A perfect blend of space, location, and flexibility—don’t miss out! Schedule your private showing today! COLDWELL BANKER REALTY.

Winter Woods For Sale $439,500

Reduced By $25,500

Charming single-story home featuring a well-maintained lawn, mature landscaping, and a long private driveway at 2158 Sussex Rd, Winter Park, FL 32792
View Details 19 Photos
Spacious living room featuring hardwood floors, natural light, and neutral walls at 2158 Sussex Rd, Winter Park, FL 32792
Updated kitchen featuring stainless steel appliances and granite countertops at 2158 Sussex Rd, Winter Park, FL 32792
Eat-in dining area featuring decorative light fixtures and natural light at 2158 Sussex Rd, Winter Park, FL 32792
On Market For 147 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1669

  • Year Built

    1973

  • $/SqFt

    $263

Convenient to 426/Aloma, 417, 50/Colonial, Park Ave., airport, shopping and restaurants. MUST SEE! KELLER WILLIAMS REALTY AT THE PARKS.

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Viewing HOMES 1 to 6 of 6

Area Stats

These statistics are updated daily from the My Florida Regional MLS. For further analysis or to obtain statistics not shown below please call EasyStreet Realty at 386 801 5417 and speak with one of our real estate consultants.

Popular Homes

City
Avg Price
Median Price
Available
Distressed
Reduced
Avg DOM
Altamonte Springs
$515,996
$440,000
142
1.4%
44.4%
79

Apopka
$537,349
$479,000
547
1.6%
45.0%
88

Belle Isle
$860,723
$649,993
21
0.0%
42.9%
62

Casselberry
$442,939
$422,500
108
1.9%
47.2%
66

Celebration
$1,335,939
$1,070,000
49
0.0%
40.8%
95

Champions Gate
$703,916
$712,498
18
0.0%
44.4%
285

Chuluota
$931,520
$704,450
30
0.0%
30.0%
42

Clermont
$581,505
$496,070
722
0.6%
49.7%
77

Gotha
$1,078,262
$689,945
14
0.0%
71.4%
70

Groveland
$490,881
$408,000
260
1.9%
58.5%
88

Harmony
$446,230
$423,900
75
0.0%
32.0%
93

Kissimmee
$515,989
$445,900
2387
1.7%
49.2%
102

Longwood
$754,778
$554,950
228
1.3%
44.3%
68

Maitland
$888,969
$589,450
86
2.3%
53.5%
81

Minneola
$556,150
$533,918
130
0.8%
39.2%
80

Montverde
$1,468,724
$1,095,240
52
0.0%
46.2%
125

Ocoee
$529,663
$490,000
181
1.7%
55.2%
80

Orlando
$692,653
$499,900
3016
1.5%
48.7%
78

Oviedo
$732,791
$649,900
200
0.5%
44.5%
67

Poinciana
$326,786
$314,990
284
1.4%
55.6%
121

Reunion
$1,909,534
$1,125,000
102
1.0%
55.9%
160

Saint Cloud
$646,562
$475,000
129
1.6%
62.8%
217

Sanford
$527,662
$417,990
382
0.8%
50.5%
96

Sorrento
$604,515
$459,333
113
0.9%
47.8%
77

Windermere
$2,065,865
$1,259,000
283
0.4%
48.4%
101

Winter Garden
$869,737
$710,805
631
0.6%
48.5%
84

Winter Springs
$669,707
$519,500
144
0.7%
50.7%
70

EasyStreet

Call to Schedule a Showing

(386) 801-5417

(386) 801-5417