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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 386-801-4854.

14 Results

Winter Park Pines Winter Park Florida Homes For Sale

Winter Park Pines For Sale $650,000

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 Today

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1727

  • Year Built

    1963

  • $/SqFt

    $376

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 For Sale $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 3 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 $749,900

Charming single-story home with a well-manicured lawn and mature trees offering shade and curb appeal at 2925 Banchory Rd, Winter Park, FL 32792
View Details 75 Photos
Inviting front entrance with arched entryway, updated landscaping, and a charming gate enhancing curb appeal at 2925 Banchory Rd, Winter Park, FL 32792
Close-up of the front porch showcasing the arched entryway, stylish light fixture, and well-maintained door at 2925 Banchory Rd, Winter Park, FL 32792
Bright living room featuring new flooring, large windows offering ample natural light, and a stylish front door at 2925 Banchory Rd, Winter Park, FL 32792
On Market For 13 Days

  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    2419

  • Year Built

    1970

  • $/SqFt

    $310

Don’t miss this opportunity—schedule your private showing today! BALDWIN PARK REALTY LLC.

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 17 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 23 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 For Sale $599,000

Reduced By $26,000

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 31 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2309

  • Year Built

    1963

  • $/SqFt

    $259

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

Winter Park Pines Pended $564,900

Charming single-story home featuring a manicured lawn, mature landscaping, and a two-car garage at 633 London Rd, Winter Park, FL 32792
View Details 50 Photos
Inviting front entrance with a blue door, red mulch landscaping and sidelights at 633 London Rd, Winter Park, FL 32792
Bright kitchen features tile floors, granite countertops, and stainless steel appliances at 633 London Rd, Winter Park, FL 32792
Open kitchen features a breakfast bar, stainless appliances, and tile flooring at 633 London Rd, Winter Park, FL 32792
On Market For 35 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1772

  • Year Built

    1966

  • $/SqFt

    $319

Buyer to verify schools and room measurements. CHARLES RUTENBERG REALTY ORLANDO.

Winter Park Pines Pended $519,900

Charming single-story home with well-manicured lawn, brick driveway and attached garage at 519 Cornwall Rd, Winter Park, FL 32792
View Details 42 Photos
Covered front porch with brick flooring and white columns offering a welcoming entrance at 519 Cornwall Rd, Winter Park, FL 32792
Foyer with tile flooring, decorative glass front door and view to dining room at 519 Cornwall Rd, Winter Park, FL 32792
Bright dining room featuring wood floors, wainscoting, crown molding and large window at 519 Cornwall Rd, Winter Park, FL 32792
On Market For 40 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1630

  • Year Built

    1965

  • $/SqFt

    $319

Easy access to Downtown Orlando, International Airport and 408 and 417. RE/MAX 200 REALTY.

Winter Park Pines Pended $569,000

Reduced By $6,000

White house with black garage door, landscaping, and long driveway at 2779 Prince John Rd, Winter Park, FL 32792
View Details 36 Photos
Teal front door and whitewashed brick exterior at 2779 Prince John Rd, Winter Park, FL 32792
Bright living room with hardwood floors and modern furniture at 2779 Prince John Rd, Winter Park, FL 32792
Cozy sitting area with two armchairs and a brown ottoman at 2779 Prince John Rd, Winter Park, FL 32792
On Market For 74 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1579

  • Year Built

    1962

  • $/SqFt

    $360

With its ideal blend of interior luxury and expansive outdoor living, it’s the perfect place to call home. HVAC - 2023, ROOF - 2022 KELLER WILLIAMS WINTER PARK.

Winter Park Pines For Sale $525,000

Reduced By $60,000

Ranch style home with gray exterior, landscaped lawn, and attached garage at 2823 Cady Way, Winter Park, FL 32792
View Details 26 Photos
Living room with hardwood floors, leather couches, and a large piece of art at 2823 Cady Way, Winter Park, FL 32792
Bright living room with hardwood floors, leather furniture, and view into dining room at 2823 Cady Way, Winter Park, FL 32792
Living room with hardwood floors, access to screened patio, and built-in shelving at 2823 Cady Way, Winter Park, FL 32792
On Market For 74 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 83 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 Pended $799,000

Reduced By $50,000

Charming single-story home features a red front door, patterned driveway, manicured lawn, and mature palm trees at 744 London Rd, Winter Park, FL 32792
View Details 85 Photos
Updated mid-century home with red front door and paver driveway at 744 London Rd, Winter Park, FL 32792
Bright red front door entry with paver walkway at 744 London Rd, Winter Park, FL 32792
Bright foyer with white tile floors, glass-paneled front door, and mirrors creates a welcoming entrance at 744 London Rd, Winter Park, FL 32792
*POTENTIAL GREAT VALUE
On Market For 84 Days

  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    2804

  • Year Built

    1968

  • $/SqFt

    $285

Don’t miss the opportunity to make it yours! CHARLES RUTENBERG REALTY ORLANDO.

Winter Park Pines Pended $298,888

Reduced By $20,000

Charming home featuring an attached two-car garage and surrounded by mature trees and landscaping at 543 Warrenton Rd # 543, Winter Park, FL 32792
View Details 33 Photos
A street view of several homes surrounded by mature trees and lush landscaping on a sunny day at 543 Warrenton Rd # 543, Winter Park, FL 32792
Charming home featuring an attached two-car garage, mature trees, and lush landscaping at sunset at 543 Warrenton Rd # 543, Winter Park, FL 32792
Map highlighting the property's proximity to local amenities and attractions at 543 Warrenton Rd # 543, Winter Park, FL 32792
On Market For 145 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1374

  • Year Built

    1986

  • $/SqFt

    $218

Don't let this amazing opportunity pass you by! LA ROSA REALTY ORLANDO LLC.

Winter Park Pines For Sale $599,000

Reduced By $51,000

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 221 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1420

  • Year Built

    1963

  • $/SqFt

    $422

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 14 of 14

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 386-801-4854 and speak with one of our real estate consultants.

Popular Homes

City
Avg Price
Median Price
Available
Distressed
Reduced
Avg DOM
Altamonte Springs
$514,812
$439,950
138
2.2%
50.7%
83

Apopka
$526,218
$470,000
551
1.3%
47.4%
90

Belle Isle
$867,598
$639,746
24
0.0%
54.2%
70

Casselberry
$446,494
$429,450
102
2.0%
47.1%
64

Celebration
$1,346,895
$1,059,362
52
0.0%
44.2%
98

Champions Gate
$682,426
$687,495
22
0.0%
50.0%
265

Chuluota
$877,584
$689,000
25
0.0%
28.0%
39

Clermont
$578,711
$499,000
711
0.6%
49.5%
80

Gotha
$1,020,229
$649,990
15
0.0%
46.7%
60

Groveland
$481,758
$407,000
263
1.1%
52.1%
85

Harmony
$447,359
$419,900
69
0.0%
34.8%
91

Kissimmee
$518,501
$445,000
2401
1.5%
47.0%
101

Longwood
$746,941
$567,500
216
1.4%
46.3%
72

Maitland
$834,371
$624,495
80
2.5%
48.8%
75

Minneola
$559,225
$538,995
144
0.7%
38.2%
84

Montverde
$1,464,596
$1,090,370
58
0.0%
36.2%
116

Ocoee
$533,306
$489,900
189
1.6%
51.9%
76

Orlando
$682,982
$499,000
2948
1.6%
47.9%
79

Oviedo
$730,679
$649,000
194
1.0%
41.2%
72

Poinciana
$328,133
$314,445
272
0.4%
54.0%
120

Reunion
$1,804,721
$1,125,000
111
0.9%
49.5%
147

Saint Cloud
$561,505
$466,990
371
0.8%
72.0%
180

Sanford
$532,711
$415,990
372
0.8%
53.8%
99

Sorrento
$618,757
$479,990
107
0.9%
52.3%
84

Windermere
$2,145,184
$1,324,500
288
0.3%
45.5%
98

Winter Garden
$871,729
$710,000
605
0.5%
48.9%
84

Winter Springs
$644,991
$489,500
130
0.0%
44.6%
73

EasyStreet

Call to Schedule a Showing

(386) 801-4854

(386) 801-4854