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221 Results

View 221 Winter Park Florida Homes for Sale

Home For Sale $399,900

Reduced By $39,100

Charming ranch home with brick facade and a spacious yard at 565 Heritage Blvd, Winter Park, FL 32792
View Details 32 Photos
Lovely ranch home with brick accents and a mature tree in the front yard at 565 Heritage Blvd, Winter Park, FL 32792
Bright entryway with tiled floor, large mirror, and wood door at 565 Heritage Blvd, Winter Park, FL 32792
Dining area with white table and chairs, view into living room at 565 Heritage Blvd, Winter Park, FL 32792
On Market For 259 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1512

  • Year Built

    1967

  • $/SqFt

    $264

BEAR TEAM REAL ESTATE.

Home For Sale $335,000

Reduced By $85,000

Newly renovated home with pergola and brick pavers at 1921 Dartmouth Ave, Winter Park, FL 32789
View Details 34 Photos
Relaxing patio with pergola and comfortable seating at 1921 Dartmouth Ave, Winter Park, FL 32789
Relaxing patio with pergola and comfortable seating at 1921 Dartmouth Ave, Winter Park, FL 32789
Patio furniture under pergola with plants at 1921 Dartmouth Ave, Winter Park, FL 32789
On Market For 240 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    987

  • Year Built

    1956

  • $/SqFt

    $339

Stansbury Estates - Make this your dream home today! LPT REALTY.

Home For Sale $488,000

Reduced By $80,000

Single-story home with landscaped yard and driveway, offering curb appeal at 7320 Fieldcrest Ave, Winter Park, FL 32792
View Details 51 Photos
Ranch style home with landscaped yard and covered porch at 7320 Fieldcrest Ave, Winter Park, FL 32792
One-story home with green lawn and palm trees at 7320 Fieldcrest Ave, Winter Park, FL 32792
House with lush landscaping and large trees at 7320 Fieldcrest Ave, Winter Park, FL 32792
On Market For 261 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1919

  • Year Built

    1970

  • $/SqFt

    $254

Woodcrest - Fall In Love With The Tastfully Designs On The New Kitchen, Bathrooms, Inside Laundryroom With Workspace, Separate Living Room. No Details Are Left Behind! COLDWELL BANKER REALTY.

Home For Sale $549,000

Reduced By $190,000

Ranch style home with stone facade and landscaped lawn at 4041 Yacht Ct, Winter Park, FL 32792
View Details 22 Photos
Elegant entryway with a large wood door and sidelights at 4041 Yacht Ct, Winter Park, FL 32792
Open concept living space with a stone fireplace and kitchen island at 4041 Yacht Ct, Winter Park, FL 32792
Modern kitchen with white cabinetry, quartz countertops and island at 4041 Yacht Ct, Winter Park, FL 32792
*IS SHORT SALE
On Market For 281 Days

  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    2153

  • Year Built

    1977

  • $/SqFt

    $255

This incredible home also boasts an ideal location and with top-rated schools: Lakemont Elementary, Maitland Middle and Winter Park High. COLDWELL BANKER REALTY.

Home For Sale $356,000

Reduced By $29,000

Simple house front with yard at 5481 Park Vale Blvd, Winter Park, FL 32792
View Details 19 Photos
Spacious living room with light tile floors and sectional sofa at 5481 Park Vale Blvd, Winter Park, FL 32792
Spacious living room featuring travertine tile floors and sliding glass doors leading to backyard at 5481 Park Vale Blvd, Winter Park, FL 32792
Bright bedroom with ensuite bathroom and neutral color palette at 5481 Park Vale Blvd, Winter Park, FL 32792
On Market For 265 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1450

  • Year Built

    1980

  • $/SqFt

    $246

Oakcrest - Don't miss out on this fantastic opportunity to make this house your own! OPENDOOR BROKERAGE LLC.

Home For Sale $599,000

Reduced By $50,000

Mid-century modern home with carport, large tree, and lawn at 220 Blossom Ln, Winter Park, FL 32789
View Details 31 Photos
Mid-century modern home with carport, large tree, and lawn at 220 Blossom Ln, Winter Park, FL 32789
Mid-century modern home with carport, large tree, and lawn at 220 Blossom Ln, Winter Park, FL 32789
Mid-century modern home with carport, large tree, and lawn at 220 Blossom Ln, Winter Park, FL 32789
On Market For 286 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2193

  • Year Built

    1954

  • $/SqFt

    $273

Schedule a private tour today and experience luxury living at its finest at 220 Blossom Lane. SUMMERHILL REALTY GROUP LLC.

Home For Sale $659,000

Reduced By $130,000

Modern home exterior with gray siding and landscaping at 336 Saint Dunstan Way, Winter Park, FL 32792
View Details 27 Photos
Newly renovated home exterior with gray siding at 336 Saint Dunstan Way, Winter Park, FL 32792
Light and airy living room with hardwood floors at 336 Saint Dunstan Way, Winter Park, FL 32792
Living room with hardwood floors and patio doors at 336 Saint Dunstan Way, Winter Park, FL 32792
On Market For 312 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1715

  • Year Built

    1964

  • $/SqFt

    $384

This home is one of a kind and will not last long. PARK TOWN REAL ESTATE LLC.

Home For Sale $749,900

Reduced By $150,099

Newly renovated home with gray exterior and stone accents at 2612 Lafayette Ave, Winter Park, FL 32789
View Details 41 Photos
Newly renovated home with gray exterior and stone accents, large tree in front at 2612 Lafayette Ave, Winter Park, FL 32789
Light and bright entryway with gray walls and wood floors at 2612 Lafayette Ave, Winter Park, FL 32789
Entryway with contemporary decor, hardwood floors, and view to living room at 2612 Lafayette Ave, Winter Park, FL 32789
On Market For 317 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2447

  • Year Built

    1956

  • $/SqFt

    $306

Winter Park Village - Discover refined elegance at 2612 Lafayette Avenue in Winter Park EXP REALTY LLC.

Pended $539,000

Reduced By $10,000

Mature trees shade the front yard of this property at 2313 Loch Lomond Dr, Winter Park, FL 32792
View Details 9 Photos
Large backyard with mature trees and privacy fence at 2313 Loch Lomond Dr, Winter Park, FL 32792
Residential lot with mature trees and open space at 2313 Loch Lomond Dr, Winter Park, FL 32792
Dated kitchen with dark cabinets and ample counter space at 2313 Loch Lomond Dr, Winter Park, FL 32792
On Market For 293 Days

  • Bedrooms

    1

  • Full Bath(s)

    1

  • Sq. Ft.

    1570

  • Year Built

    1948

  • $/SqFt

    $343

Buyer is responsible for doing any research and contacting the city of Winter Park on splits, zoning, building codes, permits, etc. RE/MAX 200 REALTY.

Home For Sale $1,977,000

Reduced By $623,000

Modern home exterior with white and black facade, showcasing sleek design at 1340 Chestnut Ave, Winter Park, FL 32789
View Details 33 Photos
Aerial view of a house near a lake in a quiet neighborhood at 1340 Chestnut Ave, Winter Park, FL 32789
Aerial view of a modern home with a flat roof and attached garage at 1340 Chestnut Ave, Winter Park, FL 32789
Bird's eye view of a contemporary house with a pool and lush landscaping at 1340 Chestnut Ave, Winter Park, FL 32789
On Market For 320 Days

  • Bedrooms

    6

  • Full Bath(s)

    5

  • Sq. Ft.

    4182

  • Year Built

    1963

  • $/SqFt

    $473

Lake Knowles Terrace - With its ideal blend of classic charm and modern updates, this fully remodeled residence is a rare find, offering an exceptional opportunity for those seeking a contemporary lifestyle in a sought-after WRA BUSINESS & REAL ESTATE.

Home For Sale $338,000

Reduced By $37,000

Charming bungalow with a well-maintained lawn at 1908 Carrigan Ave, Winter Park, FL 32792
View Details 29 Photos
Living room featuring modern furniture and hardwood floors at 1908 Carrigan Ave, Winter Park, FL 32792
Bright living room with hardwood floors at 1908 Carrigan Ave, Winter Park, FL 32792
Spacious main bedroom with a comfortable bed and hardwood floors at 1908 Carrigan Ave, Winter Park, FL 32792
On Market For 276 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1122

  • Year Built

    1954

  • $/SqFt

    $301

Temple Terrace - Don't miss the chance to make this your dream home! OPENDOOR BROKERAGE LLC.

Home For Sale $1,525,000

Reduced By $350,000

Modern farmhouse style home with black trim and landscaping at 1101 Kenwood Ave, Winter Park, FL 32789
View Details 58 Photos
Modern farmhouse style home with black trim and landscaping at 1101 Kenwood Ave, Winter Park, FL 32789
Stylish front entrance with black double doors and gray tile at 1101 Kenwood Ave, Winter Park, FL 32789
Bright and airy entryway with light hardwood floors at 1101 Kenwood Ave, Winter Park, FL 32789
On Market For 341 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2955

  • Year Built

    2024

  • $/SqFt

    $516

Dixie Terrace - Schedule your private showing today and be among the first to experience the charm and luxury of this exceptional residence! CORCORAN PREMIER REALTY.

Pended $850,000

Reduced By $145,000

Two-story home with terracotta tile roof and brick paver driveway at 1310 Aloma Ave, Winter Park, FL 32789
View Details 28 Photos
Front view of two-story home with terracotta tile roof and brick driveway at 1310 Aloma Ave, Winter Park, FL 32789
Two-story home showcasing terracotta tile roof and landscaping at 1310 Aloma Ave, Winter Park, FL 32789
Bright living room with hardwood floors, fireplace, and French doors at 1310 Aloma Ave, Winter Park, FL 32789
On Market For 359 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2533

  • Year Built

    1926

  • $/SqFt

    $336

Sylvan Lake Shores - Centrally located to Rollins College and Park Avenue. KELLY PRICE & COMPANY LLC.

Pended $1,499,000

Reduced By $451,000

Mediterranean style home with a three-car garage and lush landscaping at 513 Worthington Dr, Winter Park, FL 32789
View Details 54 Photos
Mediterranean style home with a three-car garage and lush landscaping at 513 Worthington Dr, Winter Park, FL 32789
Entryway with a wooden door, brick pavers, and a green hedge at 513 Worthington Dr, Winter Park, FL 32789
Pool area with a fountain, patio furniture, and a grill at 513 Worthington Dr, Winter Park, FL 32789
On Market For 411 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    3112

  • Year Built

    2005

  • $/SqFt

    $482

This home shows well and is turn key ready due to recent renovations. COLONIALTOWN REALTY.

Pended $4,500,000

Reduced By $995,000

Luxury home with circular driveway and two-car garage at 421 Lakewood Dr, Winter Park, FL 32789
View Details 41 Photos
Luxury home with circular driveway and two-car garage at 421 Lakewood Dr, Winter Park, FL 32789
Luxury home with pool and lake view at 421 Lakewood Dr, Winter Park, FL 32789
Resort-style pool with spa and expansive patio at 421 Lakewood Dr, Winter Park, FL 32789
On Market For 290 Days

  • Bedrooms

    5

  • Full Bath(s)

    7

  • Sq. Ft.

    5847

  • Year Built

    1957

  • $/SqFt

    $770

Osceola Shores - All within walking distance to downtown Winter Park and famed Park Avenue… PREMIER SOTHEBY'S INTL. REALTY.

Pended $562,000

Reduced By $88,000

Inviting rectangular swimming pool in a backyard oasis at 5233 Lake Howell Rd, Winter Park, FL 32792
View Details 45 Photos
Charming single story home with manicured lawn at 5233 Lake Howell Rd, Winter Park, FL 32792
Welcoming porch with blue rocking chairs and a blue front door at 5233 Lake Howell Rd, Winter Park, FL 32792
Bright living room with comfy sofas, a fireplace, and hardwood floors at 5233 Lake Howell Rd, Winter Park, FL 32792
On Market For 454 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    1778

  • Year Built

    1956

  • $/SqFt

    $316

Tanglewood - Refreshing. Peaceful. Happy. Inviting. Private. Convenient. CADENCE LIFESTYLE REAL ESTATE.

Pended $1,550,000

Reduced By $375,000

Two-story modern home with two-car garage and landscaped yard at 1871 Taylor Ave, Winter Park, FL 32789
View Details 41 Photos
Two-story modern home with two-car garage and landscaped yard at 1871 Taylor Ave, Winter Park, FL 32789
Covered front porch with stone facade, blue door, and seating area at 1871 Taylor Ave, Winter Park, FL 32789
Bright entryway with stone accent wall and modern console table at 1871 Taylor Ave, Winter Park, FL 32789
On Market For 252 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3401

  • Year Built

    2016

  • $/SqFt

    $456

Contact us today for more information on the assumable mortgage or to schedule a private showing. CORCORAN PREMIER REALTY.

Home For Sale $750,000

Aerial view showing property lines and lot size at 2009 Oglesby Ave, Winter Park, FL 32789
View Details 2 Photos
Charming house with white picket fence and brick mailbox at 2009 Oglesby Ave, Winter Park, FL 32789
On Market For 538 Days

  • Bedrooms

    3

  • Full Bath(s)

    1

  • Sq. Ft.

    1318

  • Year Built

    1948

  • $/SqFt

    $569

Located on the same block as the new 222-unit Seven41 apartment complex, this is a great development opportunity in an ideal Winter Park location. CORCORAN PREMIER REALTY.

Pended $824,900

Reduced By $99,100

Contemporary home with a sleek design and modern garage at 737 N Capen Ave, Winter Park, FL 32789
View Details 37 Photos
Modern home with sleek design, wood garage door, and landscaped lawn at 737 N Capen Ave, Winter Park, FL 32789
Contemporary house with gray roof, wood garage door, and manicured lawn at 737 N Capen Ave, Winter Park, FL 32789
Stylish home, gray roof, wood garage door, and lush green surroundings at 737 N Capen Ave, Winter Park, FL 32789
On Market For 145 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1930

  • Year Built

    2021

  • $/SqFt

    $427

Room Feature: Linen Closet In Bath (Primary Bedroom). LPT REALTY, LLC.

Home For Sale $550,000

Reduced By $49,000

Modern single story home with black garage door at 2627 Ambergate Rd, Winter Park, FL 32792
View Details 19 Photos
Modern kitchen with granite island and stainless steel appliances at 2627 Ambergate Rd, Winter Park, FL 32792
Updated kitchen with granite countertops and island at 2627 Ambergate Rd, Winter Park, FL 32792
Living room with gray sectional sofa and blue chair at 2627 Ambergate Rd, Winter Park, FL 32792
On Market For 676 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    1805

  • Year Built

    1959

  • $/SqFt

    $305

Winter Park Estates - *All information is intended to be accurate but is not guaranteed. COLDWELL BANKER REALTY.

Pended $1,600,000

Reduced By $300,000

Two-story light blue modern home with a metal roof and driveway at 281 Brewer Ave, Winter Park, FL 32789
View Details 60 Photos
Modern two-story home with gray paver driveway and landscaped entry at 281 Brewer Ave, Winter Park, FL 32789
Contemporary house with metal roof, paver driveway, and landscaping at 281 Brewer Ave, Winter Park, FL 32789
Two-story home showcasing a metal roof and paver driveway at 281 Brewer Ave, Winter Park, FL 32789
*POTENTIAL GREAT VALUE
On Market For 391 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    4029

  • Year Built

    2022

  • $/SqFt

    $397

Home comes with a ONE-YEAR BUILDERS WARRANTY! Schedule a private tour today! KELLER WILLIAMS REALTY AT THE PARKS.

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