253 Results

View 253 Winter Park Florida Homes for Sale

Pended $470,000

Bright dining room with hardwood floors and treadmill at 4444 Steed Ter, Winter Park, FL 32792
Spacious dining area with hardwood floors and ceiling fan at 4444 Steed Ter, Winter Park, FL 32792
Modern kitchen features stainless steel appliances and granite countertops at 4444 Steed Ter, Winter Park, FL 32792
On Market For 142 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1928

  • Year Built

    1989

  • $/SqFt

    $244

Schedule your Showing today or click Virtual Tour link to view a video tour. MULTI CHOICE REALTY LLC.

Home For Sale $1,495,000

Modern home nestled on a tree-lined street with a brick road at 1371 Lyndale Blvd, Winter Park, FL 32789
Top-down view of a home showcasing its layout and landscaped yard at 1371 Lyndale Blvd, Winter Park, FL 32789
Aerial view of a home showcasing the property and surrounding neighborhood at 1371 Lyndale Blvd, Winter Park, FL 32789
On Market For 149 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2739

  • Year Built

    1949

  • $/SqFt

    $546

Dixie Terrace - With every detail thoughtfully curated, this property is more than just a home—it's a lifestyle. COLDWELL BANKER RESIDENTIAL RE.

Home For Sale $535,000

Reduced By $80,000

Single-story house with a two-car garage and front yard at 4013 Quenita Dr, Winter Park, FL 32792
Ranch style home with mature trees and a spacious yard at 4013 Quenita Dr, Winter Park, FL 32792
Bright dining room with wood table and kitchen view at 4013 Quenita Dr, Winter Park, FL 32792
*POTENTIAL GREAT VALUE
On Market For 154 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2327

  • Year Built

    1977

  • $/SqFt

    $230

Lake Waunatta Woods - Also, you have the benefit of accessing nearby amenities. CHARLES RUTENBERG REALTY ORLANDO.

Pended $499,000

Reduced By $71,000

Inviting home exterior with a red door and landscaped lawn at 1008 Dupont Ave, Winter Park, FL 32789
Modern kitchen featuring granite countertops and stainless steel appliances at 1008 Dupont Ave, Winter Park, FL 32789
Spacious bedroom with wood flooring and a ceiling fan at 1008 Dupont Ave, Winter Park, FL 32789
*POTENTIAL GREAT VALUE
On Market For 145 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    1970

  • Year Built

    1956

  • $/SqFt

    $253

Albert Lee Ridge - Located in the desirable Winter Park area, you'll enjoy convenient access to Winter Park Village, Advent Health, Downtown Orlando, and major highways. ANDREWS REAL ESTATE & INVESTMENT SERVICES.

Pended $459,900

Reduced By $15,100

Home exterior with unique arched entryways and a walkway at 3455 Athena Dr, Winter Park, FL 32792
Bright entryway with light blue walls and coat hooks at 3455 Athena Dr, Winter Park, FL 32792
Home office with two workstations and ample storage at 3455 Athena Dr, Winter Park, FL 32792
*POTENTIAL GREAT VALUE
On Market For 162 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2161

  • Year Built

    1969

  • $/SqFt

    $213

Eastbrook - Roof-2014, A/C - 2018, Whole house water softener - 2021, pump for irrigation system on well water-2022 Come see for yourself how this home can be the perfect backdrop for your lifestyle! KELLER WILLIAMS ADVANTAGE REALTY.

Home For Sale $422,500

Reduced By $32,499

Ranch-style home with attached garage and well-manicured lawn at 5210 Poinsetta Ave, Winter Park, FL 32792
Ranch-style home with attached garage and well-manicured lawn at 5210 Poinsetta Ave, Winter Park, FL 32792
Spacious 3 bed, 2 bath home with large garage at 5210 Poinsetta Ave, Winter Park, FL 32792
On Market For 157 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1476

  • Year Built

    1974

  • $/SqFt

    $286

Wrenwood Heights - Don't miss this opportunity to own a stunning, remodeled home in beautiful Winter Park! MLSB THE BUREAU POWERED BY CAROM REALTY.

Pended $345,000

White house with carport, landscaping, and a spacious lawn at 1901 Magnolia Ave, Winter Park, FL 32792
Covered carport area adjacent to the house at 1901 Magnolia Ave, Winter Park, FL 32792
House exterior showcasing entryway and landscaping at 1901 Magnolia Ave, Winter Park, FL 32792
On Market For 89 Days
  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    920

  • Year Built

    1954

  • $/SqFt

    $375

Between its location, double lot, and move-in-ready interior, this property offers you the opportunity to step into an inviting space, ready for years of memories. BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY.

Home For Sale $1,420,000

Reduced By $230,000

Small front porch with modern design and seating at 840 W Comstock Ave, Winter Park, FL 32789
Modern staircase with metal railing and light wood at 840 W Comstock Ave, Winter Park, FL 32789
Modern light wood staircase with black metal railing at 840 W Comstock Ave, Winter Park, FL 32789
On Market For 169 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2350

  • Year Built

    2024

  • $/SqFt

    $604

Schedule your visit today and fall in love with this dreamy home! COLDWELL BANKER RESIDENTIAL RE.

Pended $369,900

Reduced By $30,100

Covered carport and walkway of a mid-century home at 2720 Ambergate Rd, Winter Park, FL 32792
Cozy living room with vinyl records and a leather armchair at 2720 Ambergate Rd, Winter Park, FL 32792
Open concept living room with a large leather sectional sofa at 2720 Ambergate Rd, Winter Park, FL 32792
On Market For 119 Days
  • Bedrooms

    3

  • Full Bath(s)

    1

  • Sq. Ft.

    1188

  • Year Built

    1957

  • $/SqFt

    $311

Winter Park Estates - Don't miss this opportunity to own a piece of one of Central Florida's most desirable neighborhoods! Schedule your tour today! CREEGAN GROUP.

Home For Sale $1,999,993

Reduced By $200,006

Home's side view, showcasing garage and landscaping at 1451 Lyndale Blvd, Winter Park, FL 32789
Inviting swimming pool with a spacious patio area at 1451 Lyndale Blvd, Winter Park, FL 32789
Two-story house with a double front door and landscaped yard at 1451 Lyndale Blvd, Winter Park, FL 32789
On Market For 172 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    3853

  • Year Built

    2012

  • $/SqFt

    $519

Dixie Terrace - Schedule your private showing today and discover what makes this Winter Park home truly exceptional. REALTY ONE GROUP MVP.

Home For Sale $630,000

Reduced By $65,000

Charming home with yellow front door and attached garage at 1848 Mizell Ave, Winter Park, FL 32789
Quaint home with brick facade, lush landscaping, and white fence at 1848 Mizell Ave, Winter Park, FL 32789
Bright living room with hardwood floors and a fireplace at 1848 Mizell Ave, Winter Park, FL 32789
On Market For 178 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1162

  • Year Built

    1953

  • $/SqFt

    $542

Ft. with single car garage 1,754 gross square feet Remodeled kitchen and large backyard Winter Park High School A grade school - Elementary and Middle Schools grade B BLUE LIGHTHOUSE REALTY INC.

Pended $450,000

Reduced By $50,000

Traditional home features a two-car garage, neat landscaping, and a light blue front door at 1663 Meadowgold Ct, Winter Park, FL 32792
Bright living room with a soaring ceiling, a cozy fireplace, and staircase at 1663 Meadowgold Ct, Winter Park, FL 32792
Spacious living area featuring a large sectional sofa, modern media center, and a barn door at 1663 Meadowgold Ct, Winter Park, FL 32792
On Market For 155 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1851

  • Year Built

    1987

  • $/SqFt

    $243

Autumn Glen - Situated on a generously sized corner lot, this home is zoned for the highly-rated Lake Howell High School and is centrally located to enjoy all that Winter Park has to offer. ORLANDO REALTY & PROPERTY MGNT.

Home For Sale $605,000

Reduced By $45,000

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 180 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1420

  • Year Built

    1963

  • $/SqFt

    $426

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

Home For Sale $819,900

Reduced By $19,100

House exterior showcasing manicured lawn and driveway at 648 Brechin Dr, Winter Park, FL 32792
Front view of a renovated mid-century modern home at 648 Brechin Dr, Winter Park, FL 32792
Stylish blue front door and white brick facade at 648 Brechin Dr, Winter Park, FL 32792
On Market For 120 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1820

  • Year Built

    1961

  • $/SqFt

    $450

Kenilworth Shores - Transferable Sentracon system.Easy show and a must see! PRICED below appraised value! RAZZANI INTERNATIONAL REALTY.

Home For Sale $3,295,000

Covered outdoor space with a stone fireplace, wood plank ceiling, and large glass doors at 1730 Winchester Dr, Winter Park, FL 32789
Bright foyer featuring hardwood floors, modern light fixtures, and an elegant staircase at 1730 Winchester Dr, Winter Park, FL 32789
New kitchen with a large island, quartz countertops, and stainless steel appliances at 1730 Winchester Dr, Winter Park, FL 32789
On Market For 183 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    4080

  • Year Built

    2024

  • $/SqFt

    $808

Schedule your private tour today to see this stunning property in person! KELLER WILLIAMS WINTER PARK.

Home For Sale $995,000

Reduced By $55,000

Land plat showing property boundaries, setbacks, and buildable areas for multiple lots in a planned development at 2260 Hawick Ln, Winter Park, FL 32792
Charming artist rendering of two homes showcasing unique architectural styles and landscaping at 2260 Hawick Ln, Winter Park, FL 32792
Bird's eye architectural rendering of a 4-unit property floor plan, including gardens and parking spaces at 2260 Hawick Ln, Winter Park, FL 32792
On Market For 186 Days
  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    1374

  • Year Built

    1971

  • $/SqFt

    $724

(150ft street frontage by 140ft lot depth). DAVEN REAL ESTATE INC.

Pended $1,899,900

Reduced By $100,099

Two-story house with red tile roof, white stucco, and lush landscaping at sunset at 1764 Elizabeths Walk, Winter Park, FL 32789
Mediterranean-style home with a red tile roof and beautifully landscaped yard at 1764 Elizabeths Walk, Winter Park, FL 32789
Mediterranean style home with red tile roof, white stucco, and lush landscaping at 1764 Elizabeths Walk, Winter Park, FL 32789
On Market For 160 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3989

  • Year Built

    2012

  • $/SqFt

    $476

Windsong Elizabeths Walk - Make this exquisite sanctuary your own and indulge in the epitome of luxury living. COMPASS FLORIDA, LLC.

Home For Sale $799,900

Reduced By $150,100

Tan house with a garage and driveway at 731 Midget Dr, Winter Park, FL 32789
Aerial view showing a home's location on Midget Dr at 731 Midget Dr, Winter Park, FL 32789
Home with a brick driveway and lush landscaping at 731 Midget Dr, Winter Park, FL 32789
On Market For 189 Days
  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    960

  • Year Built

    1941

  • $/SqFt

    $833

Don’t miss this diamond in the rough – call today for your showing!! ! COLDWELL BANKER RESIDENTIAL RE.

Home For Sale $1,795,000

Single story home with brick driveway and rocking chairs on the porch at 279 Rippling Ln, Winter Park, FL 32789
Lakefront property with a spacious wooden dock at 279 Rippling Ln, Winter Park, FL 32789
Lakefront property offering breathtaking water views and lush landscaping at 279 Rippling Ln, Winter Park, FL 32789
On Market For 192 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3472

  • Year Built

    1961

  • $/SqFt

    $517

Don’t miss this rare opportunity to own a slice of paradise in one of Winter Park’s most sought-after locations. FANNIE HILLMAN & ASSOCIATES.

Home For Sale $288,000

Reduced By $27,000

Modern kitchen featuring stainless steel appliances and white cabinetry at 1811 Winter Green Blvd, Winter Park, FL 32792
Spacious bedroom with neutral carpeting and an arched window at 1811 Winter Green Blvd, Winter Park, FL 32792
Bright living area with tile flooring and access to the backyard at 1811 Winter Green Blvd, Winter Park, FL 32792
On Market For 191 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1187

  • Year Built

    1994

  • $/SqFt

    $243

Winter Green - With these features, this property is more than just a house—it's a place you can truly home. OPENDOOR BROKERAGE LLC.

Home For Sale $1,129,000

Reduced By $70,900

Bright and airy entryway with hardwood floors and stylish decor at 1840 Biscayne Dr, Winter Park, FL 32789
Modern home office featuring large windows and comfortable seating at 1840 Biscayne Dr, Winter Park, FL 32789
Spa-like bathroom with a glass shower and gray vanity at 1840 Biscayne Dr, Winter Park, FL 32789
On Market For 211 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    2641

  • Year Built

    2024

  • $/SqFt

    $427

Karolina On Killarney - Calling all medical professionals, this home is located 1.7 miles or 7 minutes to Advent Health and a mere 5.6 miles or 14 minutes to Orlando Health. COMPASS FLORIDA, LLC.

Home For Sale $1,625,000

Reduced By $70,000

Inviting front porch entry to this beautiful brick home at 1650 Lakehurst Ave, Winter Park, FL 32789
Elegant entryway with hardwood floors and a chandelier at 1650 Lakehurst Ave, Winter Park, FL 32789
Light and bright staircase with hardwood floors at 1650 Lakehurst Ave, Winter Park, FL 32789
*POTENTIAL GREAT VALUE
On Market For 211 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3777

  • Year Built

    1992

  • $/SqFt

    $430

Comstock Park - Located minutes from Park Avenue, Rollins College, Advent Health, and more this home is conveniently located and zoned for the A-rated Lakemont/Maitland Middle/WPHS school district. KELLY PRICE & COMPANY LLC.

Home For Sale $4,200,000

Luxury two-story home with lake views at 571 Lake Front Blvd, Winter Park, FL 32789
Lakefront property with modern home at 571 Lake Front Blvd, Winter Park, FL 32789
Lakefront home nestled among trees at 571 Lake Front Blvd, Winter Park, FL 32789
*POTENTIAL GREAT VALUE
On Market For 221 Days
  • Bedrooms

    7

  • Full Bath(s)

    5

  • Sq. Ft.

    5500

  • Year Built

    1967

  • $/SqFt

    $764

From upscale dining and shopping to outdoor activities and renowned schools, this location balances convenience and exclusivity. PREMIER SOTHEBY'S INTL. REALTY.

Pended $799,900

Reduced By $50,000

Mature landscaping, stone fountain, and a relaxing garden setting at 2804 Dike Rd, Winter Park, FL 32792
Aerial view showing home, pool, dock, and pond; large lot size at 2804 Dike Rd, Winter Park, FL 32792
Wooden dock extending over a serene pond at 2804 Dike Rd, Winter Park, FL 32792
On Market For 233 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2503

  • Year Built

    1980

  • $/SqFt

    $320

Schedule your showing today and experience the tranquility and luxury of this unique home! KELLER WILLIAMS ADVANTAGE REALTY.

Pended $1,575,000

Contemporary home with dark exterior, balcony, and attached garage at 627 Country Club Dr, Winter Park, FL 32789
Two-story modern home with wood and concrete accents, balcony, and attached garage at 627 Country Club Dr, Winter Park, FL 32789
Modern home with a balcony, attached garage, and landscaping at 627 Country Club Dr, Winter Park, FL 32789
On Market For 144 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2858

  • Year Built

    2024

  • $/SqFt

    $551

Lake Killarney Shores - Make an appointment today before this amazing home is gone. CLASSIC HOMES.

Home For Sale $2,190,000

Reduced By $60,000

Elegant living room with high ceilings, fireplace, and access to the pool area at 2234 Via Luna, Winter Park, FL 32789
Two story house with white brick exterior, manicured lawn, and walkway at 2234 Via Luna, Winter Park, FL 32789
Expansive backyard with fire pit and seating area under lush trees at 2234 Via Luna, Winter Park, FL 32789
On Market For 245 Days
  • Bedrooms

    6

  • Full Bath(s)

    3

  • Sq. Ft.

    3554

  • Year Built

    1998

  • $/SqFt

    $616

Tuscany Terrace - This home is being sold with all the furniture but can be removed if Buyer does not want it. Some pictures are "Virtually Staged." LOKATION.

Home For Sale $649,999

Reduced By $100,001

Single story home with a red door and neatly landscaped yard at 230 S Ranger Blvd, Winter Park, FL 32792
Living room with hardwood floors and comfortable seating at 230 S Ranger Blvd, Winter Park, FL 32792
Spacious living room with hardwood floors, comfortable seating, and large TV at 230 S Ranger Blvd, Winter Park, FL 32792
On Market For 244 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2309

  • Year Built

    1963

  • $/SqFt

    $282

Winter Park Pines - Great investment option as well for parents with a student at Rollins! COLDWELL BANKER RESIDENTIAL RE.

Pended $875,000

Reduced By $325,000

Ranch-style home features a brick facade, lush landscaping, and a large tree at 1223 Formosa Ave, Winter Park, FL 32789
Renovated home has a welcoming front porch with black door and landscaping at 1223 Formosa Ave, Winter Park, FL 32789
The home's entrance features a black door, landscaping, and brick columns at 1223 Formosa Ave, Winter Park, FL 32789
*POTENTIAL GREAT VALUE
On Market For 246 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3834

  • Year Built

    1940

  • $/SqFt

    $228

Golfview - Schedule your private tour today and make this dream home yours! KELLER WILLIAMS WINTER PARK.

Home For Sale $1,350,000

Reduced By $50,000

Modern front entrance with stone accents and landscaping at 858 Douglas Ave, Winter Park, FL 32789
Stylish front entrance with a gray door and modern light fixtures at 858 Douglas Ave, Winter Park, FL 32789
Bright dining room featuring hardwood floors and modern chandelier at 858 Douglas Ave, Winter Park, FL 32789
On Market For 252 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2334

  • Year Built

    2024

  • $/SqFt

    $578

Don't miss your chance to own this premier home in Winter Park! SUMMER WIND REALTY CENTRAL FL.

Pended $549,000

Reduced By $100,000

Mid century ranch home with driveway and yard at 1955 Dundee Dr, Winter Park, FL 32792
Aerial view of home showing lot dimensions at 1955 Dundee Dr, Winter Park, FL 32792
Aerial view showing home and street location at 1955 Dundee Dr, Winter Park, FL 32792
On Market For 249 Days
  • Bedrooms

    3

  • Full Bath(s)

    1

  • Sq. Ft.

    1144

  • Year Built

    1955

  • $/SqFt

    $480

Buyer will be responsible for confirming room measurements. CHARLES RUTENBERG REALTY ORLANDO.

Home For Sale $6,950,000

Reduced By $1,049,999

Elegant home featuring meticulous landscaping, palm trees, a stone facade, and a charming circular driveway at 1400 Alabama Dr, Winter Park, FL 32789
Close up featuring front door flanked by columned, arched entryway, lanterns, & manicured landscaping at 1400 Alabama Dr, Winter Park, FL 32789
An aerial view of a luxurious estate showcasing a tile roof, lush landscaping and a sparkling swimming pool at 1400 Alabama Dr, Winter Park, FL 32789
On Market For 260 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    7916

  • Year Built

    1996

  • $/SqFt

    $878

Kronenberger - This estate is a must see! IRON VALLEY REAL ESTATE CENTRAL FLORIDA.

Pended $1,775,000

Reduced By $210,000

Modern kitchen with large island and stainless steel appliances at 508 W Swoope Ave, Winter Park, FL 32789
Open living room with light hardwood floors and modern furniture at 508 W Swoope Ave, Winter Park, FL 32789
Modern kitchen with a large island and dark brown cabinets at 508 W Swoope Ave, Winter Park, FL 32789
*POTENTIAL GREAT VALUE
On Market For 259 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    4133

  • Year Built

    2021

  • $/SqFt

    $429

Schedule a private viewing today and experience the epitome of luxury living near Park Ave. COLDWELL BANKER REALTY.

Home For Sale $849,000

Reduced By $151,000

Open concept kitchen with island and hardwood floors at 2955 Lolissa Ln, Winter Park, FL 32789
Open living room and kitchen with hardwood floors, island, and modern appliances at 2955 Lolissa Ln, Winter Park, FL 32789
Spacious living area with hardwood floors and open concept design at 2955 Lolissa Ln, Winter Park, FL 32789
*POTENTIAL GREAT VALUE
On Market For 288 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3902

  • Year Built

    1969

  • $/SqFt

    $218

Don't miss this opportunity to live, work and play in Winter Park just 4 miles away from downtown Park Avenue shops, restaurants and recreation. COLDWELL BANKER REALTY.

Home For Sale $1,750,000

Reduced By $100,000

Inviting pool area with covered patio at 1350 Lyndale Blvd, Winter Park, FL 32789
Two-story house with gray accents, a paved driveway, and landscaping at 1350 Lyndale Blvd, Winter Park, FL 32789
Formal dining room with hardwood floors, chandelier, and large window at 1350 Lyndale Blvd, Winter Park, FL 32789
On Market For 290 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3478

  • Year Built

    2003

  • $/SqFt

    $503

Dixie Terrace -

HOMEVEST REALTY.

Pended $370,000

Reduced By $28,990

Newly renovated Ranch style home with a white exterior and landscaped yard at 5118 Lake Howell Rd, Winter Park, FL 32792
Bright and airy entryway with tile flooring, leading to other rooms at 5118 Lake Howell Rd, Winter Park, FL 32792
Spacious bedroom with grey tile flooring and ample closet space at 5118 Lake Howell Rd, Winter Park, FL 32792
*IS SHORT SALE
On Market For 291 Days
  • Bedrooms

    3

  • Full Bath(s)

    1

  • Sq. Ft.

    1160

  • Year Built

    1957

  • $/SqFt

    $319

Tanglewood - (Some pictures are one year old) LA ROSA REALTY KISSIMMEE.

Home For Sale $384,900

Reduced By $54,100

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 295 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1512

  • Year Built

    1967

  • $/SqFt

    $255

BEAR TEAM REAL ESTATE.

Home For Sale $335,000

Reduced By $85,000

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 276 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 $549,000

Reduced By $190,000

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 317 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 $350,000

Reduced By $35,000

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 300 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1450

  • Year Built

    1980

  • $/SqFt

    $241

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

Pended $599,000

Reduced By $50,000

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 321 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.

Pended $659,000

Reduced By $130,000

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 345 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, 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 353 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.

Home For Sale $1,977,000

Reduced By $623,000

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 353 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 $330,000

Reduced By $45,000

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 310 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1122

  • Year Built

    1954

  • $/SqFt

    $294

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

Pended $1,495,000

Reduced By $380,000

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 377 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2955

  • Year Built

    2024

  • $/SqFt

    $506

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

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 295 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 $4,500,000

Reduced By $995,000

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 325 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

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 489 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
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 286 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

Charming house with white picket fence and brick mailbox at 2009 Oglesby Ave, Winter Park, FL 32789
On Market For 573 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.

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Call to Schedule a Showing

(386) 801-5417

(386) 801-5417