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Below you can view all the homes for sale in the Oak Forest subdivision located in Winter Springs Florida. Listings in Oak Forest 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 Oak Forest, give us a call at 407-485-1814.

9 Results

Oak Forest Winter Springs Florida Homes For Sale

Oak Forest For Sale $575,000

Charming single-story home with a well-manicured lawn, lovely landscaping, and a two-car garage at 1172 Trotwood Blvd, Winter Springs, FL 32708
View Details 52 Photos
A high-angle view shows the home's roof, the driveway, palm trees, and lush green lawn at 1172 Trotwood Blvd, Winter Springs, FL 32708
Aerial view of the home featuring a screened pool, lush landscaping, and neighborhood streets at 1172 Trotwood Blvd, Winter Springs, FL 32708
Inviting front entrance with a brick walkway, painted door, and well-maintained landscaping at 1172 Trotwood Blvd, Winter Springs, FL 32708
On Market For 3 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2067

  • Year Built

    1987

  • $/SqFt

    $278

Zoned for top-rated Seminole County schools and close to shopping, dining, and major commuter routes, this is a rare opportunity to enjoy modern upgrades and small-town charm—all in one place! ! RE/MAX TOWN & COUNTRY REALTY.

Oak Forest For Sale $527,000

Charming single-story home featuring a well-manicured lawn and a two-car garage at 1100 Oday Dr, Winter Springs, FL 32708
View Details 25 Photos
Landscaped front yard featuring mature trees with a peek at the house and two-car garage at 1100 Oday Dr, Winter Springs, FL 32708
Beautiful aerial view of home with screened pool, lush greenery, and mature trees on a quiet street at 1100 Oday Dr, Winter Springs, FL 32708
Inviting living room with tile flooring, ceiling fans, natural light, and access to the pool area at 1100 Oday Dr, Winter Springs, FL 32708
On Market For 25 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2066

  • Year Built

    1990

  • $/SqFt

    $255

)...this home is a smart choice—whether you’re upsizing, rightsizing, or simply ready to jump into the Florida lifestyle. RE/MAX TOWN & COUNTRY REALTY.

Oak Forest Pended $475,000

Charming home featuring a well-maintained lawn, a two car garage, and enhanced curb appeal at 1005 Turkey Hollow Cir, Winter Springs, FL 32708
View Details 37 Photos
Charming home featuring a well-maintained lawn, a two car garage, and enhanced curb appeal at 1005 Turkey Hollow Cir, Winter Springs, FL 32708
Charming home featuring a well-maintained lawn, a two car garage, and enhanced curb appeal at 1005 Turkey Hollow Cir, Winter Springs, FL 32708
Inviting front entrance with a paved brick path leading to a stylish, paneled front door at 1005 Turkey Hollow Cir, Winter Springs, FL 32708
On Market For 27 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1914

  • Year Built

    1984

  • $/SqFt

    $248

Don't miss the opportunity to own this gem with beautiful curb appeal in a highly sought-after area. PRATT REALTY INC.

Oak Forest Pended $519,000

Charming single-story home with a well-manicured lawn, a long driveway, and an attached two-car garage at 659 N Endeavour Dr, Winter Springs, FL 32708
View Details 31 Photos
Spacious living room with modern furnishings, decorative shelving, and sliding glass doors that lead to an outdoor area at 659 N Endeavour Dr, Winter Springs, FL 32708
Cozy living room featuring a comfortable sofa, decorative shelving, and a mounted flat-screen television for entertainment at 659 N Endeavour Dr, Winter Springs, FL 32708
Open-concept living room with seamless access to a patio with a pool, ideal for indoor-outdoor living at 659 N Endeavour Dr, Winter Springs, FL 32708
On Market For 33 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2066

  • Year Built

    1989

  • $/SqFt

    $251

Call your agent to schedule your showing today! OPTIMA REAL ESTATE.

Oak Forest For Sale $600,000

Reduced By $35,000

Charming single-story home with well-manicured lawn and colorful landscaping at 677 Cheoy Lee Cir, Winter Springs, FL 32708
View Details 58 Photos
Inviting single-story house showcasing lush lawn and mature trees at 677 Cheoy Lee Cir, Winter Springs, FL 32708
Aerial view of a screened in pool with attached spa at 677 Cheoy Lee Cir, Winter Springs, FL 32708
Elegant bathroom featuring tiled walls, tub, shower, and vanity with dual sinks at 677 Cheoy Lee Cir, Winter Springs, FL 32708
On Market For 45 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2433

  • Year Built

    1989

  • $/SqFt

    $247

Don’t miss the opportunity to make this stunning property your own—schedule your private showing today! RE/MAX TOWN & COUNTRY REALTY.

Oak Forest For Sale $469,000

Reduced By $29,000

Charming two-story home with a well-maintained lawn, gray siding, and a vibrant pink front door at 1010 Chokecherry Dr, Winter Springs, FL 32708
View Details 46 Photos
Two-story house boasting a well-manicured lawn, gray siding, attached garage and colorful pink door at 1010 Chokecherry Dr, Winter Springs, FL 32708
Attractive two-story home featuring gray siding, green lawn, and a brightly colored pink front door at 1010 Chokecherry Dr, Winter Springs, FL 32708
Bright living room with hardwood floors, large windows, and a decorative aquarium, great for entertaining at 1010 Chokecherry Dr, Winter Springs, FL 32708
On Market For 45 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1984

  • Year Built

    1979

  • $/SqFt

    $236

Just minutes from top-rated Seminole County schools, shopping, dining, medical facilities and major highways, with easy access to Orlando and Sanford airports, this beautifully upgraded home offers the ideal blend of comfort, convenience and classic style in one of the area’s most established neighborhoods. PREMIER SOTHEBYS INT'L REALTY.

Oak Forest Pended $449,500

Reduced By $5,000

Charming one-story home with a blue front door, landscaped yard, and mature trees creating a welcoming curb appeal at 1025 Winter Springs Blvd, Winter Springs, FL 32708
View Details 44 Photos
Open-concept living area with wood floors, flowing into a bright kitchen with stainless appliances and white cabinets at 1025 Winter Springs Blvd, Winter Springs, FL 32708
Spacious living room featuring light wood floors, brick fireplace, ceiling fans, and natural light at 1025 Winter Springs Blvd, Winter Springs, FL 32708
Bright living room featuring light wood floors, brick fireplace, and stylish furniture at 1025 Winter Springs Blvd, Winter Springs, FL 32708
On Market For 53 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1764

  • Year Built

    1982

  • $/SqFt

    $255



The recent renovations include:

  • New window installation
  • Roof replacement
  • New air-conditioning system installation
  • Complete new kitchen
  • Renovated bathrooms

Call for a showing today!
FLORIDA ONE REAL ESTATE LLC.

Oak Forest For Sale $530,000

Reduced By $5,000

Brick house with solar panels, well-manicured lawn, and a two-car garage at 1107 Seafarer Ln, Winter Springs, FL 32708
View Details 41 Photos
Front view of charming brick home with lush landscaping and a welcoming entrance at 1107 Seafarer Ln, Winter Springs, FL 32708
Spacious living room with vaulted ceiling, fireplace, and comfortable seating at 1107 Seafarer Ln, Winter Springs, FL 32708
Bright living room featuring hardwood floors, two sofas, and sliding doors to a patio at 1107 Seafarer Ln, Winter Springs, FL 32708
On Market For 109 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2066

  • Year Built

    1990

  • $/SqFt

    $257

Close to shopping, grocery stores, restaurants, the 417, UCF, Research Park, Siemens, Lockheed, Lake Mary Business district and Downtown Orlando, less than an hour to the theme parks and beautiful Florida Beaches. Schedule your private showing today! KELLER WILLIAMS REALTY AT THE PARKS.

Oak Forest Pended $500,000

Reduced By $90,000

Charming single-story home featuring a brick facade, neutral stucco, an attached two car garage and manicured landscaping at 1121 Trotwood Blvd, Winter Springs, FL 32708
View Details 32 Photos
Inviting single-story home with a brick and stucco facade, featuring a two-car garage and well-maintained landscaping at 1121 Trotwood Blvd, Winter Springs, FL 32708
Bright living room featuring tile floors, a fireplace, and sliding glass doors leading to an outdoor space at 1121 Trotwood Blvd, Winter Springs, FL 32708
Inviting living room with neutral decor, tile flooring, and sliding glass doors offering pool views and natural light at 1121 Trotwood Blvd, Winter Springs, FL 32708
*POTENTIAL GREAT VALUE
On Market For 299 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2293

  • Year Built

    1992

  • $/SqFt

    $218

Located in an area with excellent schools, this home offers both comfort and convenience for families looking to settle into a quiet neighborhood. CHARLES RUTENBERG REALTY ORLANDO.

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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 407-485-1814 and speak with one of our real estate consultants.

Popular Homes

City
Avg Price
Median Price
Available
Distressed
Reduced
Avg DOM
Altamonte Springs
$491,591
$437,700
146
2.1%
55.5%
82

Apopka
$527,569
$470,000
562
1.6%
47.3%
88

Belle Isle
$866,169
$654,946
20
0.0%
35.0%
66

Casselberry
$435,319
$420,000
101
2.0%
55.4%
68

Celebration
$1,331,938
$1,015,000
49
0.0%
53.1%
103

Champions Gate
$724,328
$719,000
17
0.0%
47.1%
300

Chuluota
$804,438
$684,900
29
0.0%
44.8%
48

Clermont
$574,445
$490,410
753
0.7%
49.7%
76

Gotha
$1,055,980
$629,945
12
0.0%
66.7%
81

Groveland
$483,033
$409,990
279
1.1%
57.7%
88

Harmony
$439,332
$419,900
76
0.0%
42.1%
98

Kissimmee
$519,931
$445,000
2425
1.8%
49.4%
102

Longwood
$750,529
$547,000
226
1.3%
52.2%
71

Maitland
$1,018,271
$596,950
96
2.1%
51.0%
79

Minneola
$560,496
$541,050
135
0.7%
39.3%
79

Montverde
$1,551,170
$1,090,942
49
0.0%
46.9%
120

Ocoee
$535,829
$489,999
179
1.1%
52.0%
77

Orlando
$692,834
$500,000
3083
1.7%
49.9%
79

Oviedo
$710,896
$615,000
227
0.4%
51.5%
68

Poinciana
$325,200
$314,900
291
1.4%
52.2%
122

Reunion
$1,870,834
$1,100,000
107
2.8%
57.0%
165

Saint Cloud
$649,306
$503,363
66
3.0%
57.6%
254

Sanford
$527,241
$427,000
392
0.8%
49.7%
96

Sorrento
$597,440
$450,920
108
0.9%
50.9%
83

Windermere
$2,108,888
$1,280,000
286
0.3%
46.9%
100

Winter Garden
$867,307
$725,000
623
0.5%
48.3%
82

Winter Park
$1,260,532
$749,000
325
0.3%
51.1%
87

EasyStreet

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(407) 485-1814