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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 407 718 3706.

11 Results

Winter Park Pines Winter Park Florida Homes For Sale

Winter Park Pines For Sale $575,000

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 8 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2250

  • Year Built

    1968

  • $/SqFt

    $256

This quaint home is less than 1 mile from WINTER PARK HIGH SCHOOL, less than 4 miles to PARK AVE AND ROLLINS COLLEGE, as well as under 10 miles from the Orlando Airport. Come take a look today. NEXTHOME DIAMOND PROPERTIES.

Winter Park Pines For Sale $649,900

Charming single-story home featuring light green siding, white trim, a well-manicured lawn, and a driveway leading to the garage at 236 N Ranger Blvd, Winter Park, FL 32792
View Details 23 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
Modern kitchen boasting an expansive island with seating, stainless steel appliances, and stylish backsplash at 236 N Ranger Blvd, Winter Park, FL 32792
Open kitchen featuring a large island with seating, stainless steel appliances, and a stunning backsplash at 236 N Ranger Blvd, Winter Park, FL 32792
On Market For 15 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1844

  • Year Built

    1963

  • $/SqFt

    $352

This is your opportunity to live in a thoughtfully renovated home in a community that offers both serenity and vibrant activity, right outside your doorstep. EXP REALTY LLC.

Winter Park Pines Pended $679,000

Reduced By $20,900

Charming single Gathering home featuring a well manicured lawn and modern driveway at 2817 Prince John Rd, Winter Park, FL 32792
View Details 59 Photos
Inviting entrance with meticulously maintained landscaping, creating a warm, secure entry at 2817 Prince John Rd, Winter Park, FL 32792
Bright kitchen featuring white cabinets, stainless steel appliances, and central island at 2817 Prince John Rd, Winter Park, FL 32792
Open-concept living area featuring a modern kitchen, dining area, and wood-look tile flooring at 2817 Prince John Rd, Winter Park, FL 32792
On Market For 22 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2183

  • Year Built

    1963

  • $/SqFt

    $311

Come visit this amazing, warm and friendly Winter Park neighborhood because you are sure to want to stay forever! LORI GILMORE REAL ESTATE LLC.

Winter Park Pines For Sale $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 22 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 $625,000

Charming one-story home with a well-manicured lawn and inviting curb appeal at 2707 Prince John Rd, Winter Park, FL 32792
View Details 30 Photos
Inviting backyard pool featuring ample patio space, landscaping, and a storage shed at 2707 Prince John Rd, Winter Park, FL 32792
Open-concept kitchen with stainless steel appliances and hardwood flooring at 2707 Prince John Rd, Winter Park, FL 32792
Modern kitchen featuring white cabinets, stainless steel appliances, and a kitchen island at 2707 Prince John Rd, Winter Park, FL 32792
On Market For 29 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1670

  • Year Built

    1962

  • $/SqFt

    $374

Roof - 2022 Hvac - 2022 Plumbing - 2016 Water Heater - 2023 KELLER WILLIAMS WINTER PARK.

Winter Park Pines Pended $625,000

Charming single-story home with an orange front door and beautiful landscaping at 2712 Cady Way, Winter Park, FL 32792
View Details 39 Photos
Comfortable living room featuring a leather sofa, colorful rug, and bright decor at 2712 Cady Way, Winter Park, FL 32792
Open concept living room with hardwood floors, ceiling fans, and a view of the kitchen at 2712 Cady Way, Winter Park, FL 32792
Spacious living room with french doors, hardwood floors, and comfortable seating at 2712 Cady Way, Winter Park, FL 32792
On Market For 43 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2197

  • Year Built

    1964

  • $/SqFt

    $284

Roof - 2016 Hvac - 2015 Electrical - 2010 KELLER WILLIAMS WINTER PARK.

Winter Park Pines Pended $660,000

Charming single-story home with a spacious driveway, green lawn, and a lovely pink front door at 2732 Lion Heart Rd, Winter Park, FL 32792
View Details 21 Photos
Close-up of the home's pink double front doors, brick entryway, and a lush green plant at 2732 Lion Heart Rd, Winter Park, FL 32792
Bright living room with a brown sectional couch, stylish decor, and an open layout at 2732 Lion Heart Rd, Winter Park, FL 32792
Spacious open-concept living area with a brown sectional couch, wooden accents, and views into other rooms at 2732 Lion Heart Rd, Winter Park, FL 32792
On Market For 49 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1975

  • Year Built

    1962

  • $/SqFt

    $334

This is not just a home it’s a lifestyle. FANNIE HILLMAN & ASSOCIATES.

Winter Park Pines Pended $565,000

Reduced By $60,000

Charming single-story home featuring a bright red front door and lush green lawn at 230 S Ranger Blvd, Winter Park, FL 32792
View Details 47 Photos
A beautifully landscaped home with a circular driveway and an attached two-car garage at 230 S Ranger Blvd, Winter Park, FL 32792
A charming front porch is adorned with a bright red door and manicured landscaping at 230 S Ranger Blvd, Winter Park, FL 32792
A bright open-concept living room flows into a stylish kitchen and dining area at 230 S Ranger Blvd, Winter Park, FL 32792
On Market For 55 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2309

  • Year Built

    1963

  • $/SqFt

    $245

Enjoy mature, green trees, sidewalks for biking and walking in this charming and sought-after neighborhood. KELLY PRICE & COMPANY LLC.

Winter Park Pines For Sale $525,000

Reduced By $60,000

Charming home featuring a gray brick exterior, a welcoming front door, and professional landscaping at 2823 Cady Way, Winter Park, FL 32792
View Details 27 Photos
Bright living room with natural light, wood floors, and access to a bedroom at 2823 Cady Way, Winter Park, FL 32792
Bright living room with wood floors, a large window, and views to the bedroom at 2823 Cady Way, Winter Park, FL 32792
Bright and airy living room featuring wood flooring and light neutral paint at 2823 Cady Way, Winter Park, FL 32792
On Market For 91 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1688

  • Year Built

    1965

  • $/SqFt

    $311

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 Pended $549,900

Reduced By $39,100

Brick ranch house with red front door and landscaped yard at 2855 Cady Way, Winter Park, FL 32792
View Details 35 Photos
Brick ranch house with attached garage and landscaped lawn at 2855 Cady Way, Winter Park, FL 32792
One-story home with gray siding, landscaping, and a curved driveway at 2855 Cady Way, Winter Park, FL 32792
Modern kitchen with stainless steel appliances, granite counters, and white cabinets at 2855 Cady Way, Winter Park, FL 32792
On Market For 109 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1736

  • Year Built

    1964

  • $/SqFt

    $317

Seller Will Provide A Home Warranty For The Buyer At Closing. GLOBAL PROPERTIES SALES & MGMT.

Winter Park Pines For Sale $580,000

Reduced By $70,000

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 247 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1420

  • Year Built

    1963

  • $/SqFt

    $408

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 11 of 11

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 407 718 3706 and speak with one of our real estate consultants.

Popular Homes

City
Avg Price
Median Price
Available
Distressed
Reduced
Avg DOM
Altamonte Springs
$521,759
$444,900
137
1.5%
44.5%
80

Apopka
$528,892
$470,000
553
1.6%
44.1%
88

Belle Isle
$859,752
$649,993
21
0.0%
47.6%
66

Casselberry
$446,619
$425,000
109
1.8%
47.7%
65

Celebration
$1,346,768
$1,015,000
49
0.0%
44.9%
95

Champions Gate
$721,732
$712,498
18
0.0%
50.0%
281

Chuluota
$936,990
$719,900
29
0.0%
31.0%
41

Clermont
$582,828
$498,775
722
0.6%
50.3%
77

Gotha
$1,076,476
$689,945
14
0.0%
71.4%
74

Groveland
$492,431
$409,495
256
2.0%
58.6%
89

Harmony
$442,822
$421,650
78
0.0%
34.6%
90

Kissimmee
$520,172
$445,000
2405
1.7%
49.4%
101

Longwood
$735,045
$549,000
227
1.3%
48.5%
68

Maitland
$891,036
$589,450
86
2.3%
53.5%
82

Minneola
$552,076
$531,142
130
0.8%
39.2%
81

Montverde
$1,494,827
$1,095,471
52
0.0%
51.9%
131

Ocoee
$535,888
$496,000
174
1.7%
55.7%
81

Orlando
$694,842
$499,999
3030
1.7%
48.6%
78

Oviedo
$718,458
$632,400
210
0.5%
45.7%
67

Poinciana
$326,064
$314,945
294
1.0%
54.8%
120

Reunion
$1,899,092
$1,125,000
103
1.0%
57.3%
162

Saint Cloud
$660,881
$479,495
110
1.8%
62.7%
226

Sanford
$529,443
$420,000
389
0.8%
49.4%
95

Sorrento
$587,551
$450,565
114
0.9%
46.5%
77

Windermere
$2,070,956
$1,285,000
285
0.4%
48.8%
102

Winter Garden
$862,458
$709,000
623
0.6%
49.8%
83

Winter Springs
$658,370
$510,000
152
0.7%
50.0%
68

EasyStreet

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(407) 718-3706

(407) 718-3706