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

8 Results

Winter Park Pines Winter Park Florida Homes For Sale

Winter Park Pines For Sale $275,000

Charming villa featuring a well-maintained exterior and two-car garage at 463 Warrenton Rd # 463, Winter Park, FL 32792
View Details 22 Photos
Beautiful walkway to front door with lush landscaping and mature trees at 463 Warrenton Rd # 463, Winter Park, FL 32792
Lovely villa with well maintained landscaping, patio, and beautiful trees at 463 Warrenton Rd # 463, Winter Park, FL 32792
Villa showing walkway to an outdoor storage building and surrounding trees at 463 Warrenton Rd # 463, Winter Park, FL 32792
On Market For 10 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1043

  • Year Built

    1986

  • $/SqFt

    $264

Located minutes from Full Sail University, Cady Way Trail and the 18-hole Winter Park Pines golf course. Welcome home! FANNIE HILLMAN & ASSOCIATES.

Winter Park Pines Pended $497,500

Charming single-story home with lush landscaping and mature trees lining the front yard at 2817 Fitzooth Dr, Winter Park, FL 32792
View Details 26 Photos
Private backyard pool surrounded by a spacious patio and lush greenery for relaxation at 2817 Fitzooth Dr, Winter Park, FL 32792
Inviting backyard pool featuring a white concrete surround and verdant landscaping at 2817 Fitzooth Dr, Winter Park, FL 32792
Functional kitchen with stainless steel refrigerator, black dishwasher, and bright cabinetry at 2817 Fitzooth Dr, Winter Park, FL 32792
On Market For 6 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1619

  • Year Built

    1965

  • $/SqFt

    $307

Pool equipment at the home, washer and dryer and 2nd refrigerator in garage is included. CHARLES RUTENBERG REALTY ORLANDO.

Winter Park Pines For Sale $525,000

Reduced By $50,000

Charming single-story home with a well-manicured lawn and mature landscaping at 715 Roughbeard Rd, Winter Park, FL 32792
View Details 21 Photos
Exterior view of the house showing the large tree, manicured lawn, and neutral color at 715 Roughbeard Rd, Winter Park, FL 32792
Spacious living room with carpet floors and a chandelier at 715 Roughbeard Rd, Winter Park, FL 32792
A well-lit living room featuring carpet floors at 715 Roughbeard Rd, Winter Park, FL 32792
On Market For 47 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2250

  • Year Built

    1968

  • $/SqFt

    $233

No offers will be accepted without viewing home, this includes investors. NEXTHOME DIAMOND PROPERTIES.

Winter Park Pines For Sale $628,900

Reduced By $21,000

Charming single-story home features an attached garage and well-maintained front yard with mature trees at 236 N Ranger Blvd, Winter Park, FL 32792
View Details 21 Photos
Charming home featuring light green siding, white trim, and a well-manicured lawn with beautiful, mature landscaping at 236 N Ranger Blvd, Winter Park, FL 32792
Inviting front porch features a seating area, stone flooring and wood ceiling at 236 N Ranger Blvd, Winter Park, FL 32792
Bright kitchen with oversized island, stainless appliances, and decorative lighting at 236 N Ranger Blvd, Winter Park, FL 32792
On Market For 58 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1844

  • Year Built

    1963

  • $/SqFt

    $341

**Seller incentive: credit available to lower your out-of-pocket costs** EXP REALTY LLC.

Winter Park Pines Pended $640,000

Reduced By $10,000

Charming single story home featuring manicured lawn and mature landscaping at 2855 Lion Heart Rd, Winter Park, FL 32792
View Details 33 Photos
Home exterior featuring an attached two car garage and manicured lawn at 2855 Lion Heart Rd, Winter Park, FL 32792
View of entryway with pendant lighting and decorative console table at 2855 Lion Heart Rd, Winter Park, FL 32792
Open floor plan with living room flowing into dining area and kitchen at 2855 Lion Heart Rd, Winter Park, FL 32792
On Market For 66 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1727

  • Year Built

    1963

  • $/SqFt

    $371

Located on a quiet, tree-lined street with sidewalks for walking or biking, zoned for highly rated Winter Park schools, and with an optional HOA, this property is a perfect choice for families, professionals, or investors alike. MY REALTY GROUP, LLC..

Winter Park Pines Pended $515,000

Charming single-story home featuring a well-manicured lawn and mature trees at 2819 Scarlet Rd, Winter Park, FL 32792
View Details 37 Photos
Open kitchen featuring wood cabinets, granite countertops, and stainless steel appliances at 2819 Scarlet Rd, Winter Park, FL 32792
Spacious kitchen featuring tiled floors, wood cabinets, and granite countertops at 2819 Scarlet Rd, Winter Park, FL 32792
Bright kitchen featuring wood cabinets, a breakfast nook, and modern appliances at 2819 Scarlet Rd, Winter Park, FL 32792
On Market For 22 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2197

  • Year Built

    1963

  • $/SqFt

    $234

Hvac - 2013, New Roof - 2024, Plumbing - 1997, New Electrical Panel -2025, New Hot Water Heater - 2025 KELLER WILLIAMS WINTER PARK.

Winter Park Pines Pended $498,000

Reduced By $87,000

Ranch style home with gray exterior, landscaped lawn, and attached garage at 2823 Cady Way, Winter Park, FL 32792
View Details 25 Photos
Charming home featuring a gray brick exterior, a welcoming front door, and professional landscaping at 2823 Cady Way, Winter Park, FL 32792
Bright living room featuring modern decor, a comfortable sofa and chairs, and stylish shelving at 2823 Cady Way, Winter Park, FL 32792
Cozy living room showcasing a sliding glass door and built-in shelving, inviting natural light and outdoor views at 2823 Cady Way, Winter Park, FL 32792
On Market For 134 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1688

  • Year Built

    1965

  • $/SqFt

    $295

Easy access to Winter Park shopping, dining and restaurants as well as the Orlando International airport, UCF and Rollins college. Schedule your showing today! COLDWELL BANKER RESIDENTIAL RE.

Winter Park Pines For Sale $565,000

Reduced By $85,000

Newly renovated brick and stucco ranch home with a well-maintained lawn at 274 N Ranger Blvd, Winter Park, FL 32792
View Details 40 Photos
Open concept living room with modern furniture and a view of the kitchen at 274 N Ranger Blvd, Winter Park, FL 32792
Open concept living room, featuring modern decor and a view into the kitchen at 274 N Ranger Blvd, Winter Park, FL 32792
Living Room with modern furniture, an open floor plan, and natural light at 274 N Ranger Blvd, Winter Park, FL 32792
On Market For 288 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1420

  • Year Built

    1963

  • $/SqFt

    $398

Don’t miss the chance to make this your new home – schedule a tour today! NETWORTH REALTY OF ORLANDO, LLC.

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Viewing HOMES 1 to 8 of 8

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
$502,942
$437,500
148
1.4%
56.8%
88

Apopka
$531,825
$480,000
582
1.0%
50.9%
86

Belle Isle
$799,490
$659,900
21
4.8%
47.6%
60

Casselberry
$417,852
$402,500
98
2.0%
54.1%
69

Celebration
$1,276,982
$996,495
52
0.0%
46.2%
91

Champions Gate
$692,382
$700,000
17
0.0%
41.2%
300

Chuluota
$929,472
$800,000
25
0.0%
36.0%
42

Clermont
$578,229
$495,000
755
0.5%
54.2%
76

Gotha
$832,677
$644,000
13
0.0%
38.5%
54

Groveland
$476,121
$405,000
287
1.0%
61.3%
85

Harmony
$432,652
$419,900
80
0.0%
36.2%
92

Kissimmee
$516,452
$440,000
2425
1.8%
51.6%
105

Longwood
$753,541
$558,777
217
0.9%
53.9%
72

Maitland
$976,045
$627,450
106
1.9%
56.6%
78

Minneola
$562,371
$541,050
153
0.0%
45.8%
76

Montverde
$1,521,830
$1,097,971
50
0.0%
54.0%
120

Ocoee
$524,219
$480,000
177
1.1%
46.3%
74

Orlando
$678,406
$499,900
3149
1.7%
51.3%
80

Oviedo
$703,064
$600,000
241
0.8%
52.3%
70

Poinciana
$322,146
$310,490
275
1.8%
52.7%
127

Reunion
$1,791,180
$1,050,000
111
2.7%
51.4%
150

Saint Cloud
$713,442
$507,000
30
3.3%
60.0%
313

Sanford
$518,698
$419,990
413
1.2%
51.3%
90

Sorrento
$608,421
$459,662
106
0.9%
50.0%
92

Windermere
$2,123,616
$1,349,950
282
0.0%
44.7%
94

Winter Garden
$871,536
$720,000
616
0.5%
51.3%
87

Winter Springs
$605,786
$494,900
151
0.7%
51.0%
72

EasyStreet

Call to Schedule a Showing

(407) 485-1814

(407) 485-1814