227 Results

View 227 Winter Park Florida Homes for Sale

Pended $465,000

Reduced By $160,000

Inviting mid-century home exterior with landscaped walkway and charming entryway at 1926 Natalen Rd, Winter Park, FL 32792
Bright entryway with hardwood floors and a unique diamond-shaped door at 1926 Natalen Rd, Winter Park, FL 32792
Spacious living room featuring large windows, wall mirror and ceiling fan at 1926 Natalen Rd, Winter Park, FL 32792
On Market For 106 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1369

  • Year Built

    1957

  • $/SqFt

    $340

Kenilworth Shores - Home has been and should be about your Family gatherings as it will accommodate them Perfectly !!!!!!!!!!!!!!!!!!!!!!!!!!!!!! ! FRANK G CANTY REALTY.

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 115 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 120 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 $675,000

Reduced By $50,000

Inviting front porch with rocking chairs and brick columns at 417 Gilbert Rd, Winter Park, FL 32792
Bright entryway with built-in bench and view into kitchen at 417 Gilbert Rd, Winter Park, FL 32792
Spacious living room with brick fireplace, built-in shelving and large window at 417 Gilbert Rd, Winter Park, FL 32792
On Market For 122 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2231

  • Year Built

    1964

  • $/SqFt

    $303

This home is perfectly situated near Winter Park Pines Golf Course, highly rated schools, shopping, and dining options, offering the best of Winter Park living. FANNIE HILLMAN & ASSOCIATES.

Pended $1,500,000

Reduced By $150,000

Charming yellow home with manicured hedges and brick walkway at 1458 Aloma Ave, Winter Park, FL 32789
Landscaped front yard with brick path and lush greenery at 1458 Aloma Ave, Winter Park, FL 32789
Landscaped side yard with manicured hedges and grass at 1458 Aloma Ave, Winter Park, FL 32789
On Market For 123 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3446

  • Year Built

    1950

  • $/SqFt

    $435

Sylvan Lake Shores - Conveniently located to shopping and restaurants of Park Ave, Winter Park Advent Health, Winter Park YMCA, and Rollins College. Welcome home! FANNIE HILLMAN & ASSOCIATES.

Pended $6,975,000

Elegant two-story home with a classic facade and manicured lawn at 654 W Morse Blvd, Winter Park, FL 32789
Luxury home with light-colored stone exterior and lush landscaping at 654 W Morse Blvd, Winter Park, FL 32789
Modern home with large windows, a grand entrance, and stylish lighting at 654 W Morse Blvd, Winter Park, FL 32789
On Market For 125 Days
  • Bedrooms

    5

  • Full Bath(s)

    7

  • Sq. Ft.

    8752

  • Year Built

    2022

  • $/SqFt

    $797

In this haven of opulent serenity, you may live the life you want, where you want. KELLY PRICE & COMPANY LLC.

Home For Sale $805,000

Reduced By $44,995

Ranch-style home with a large tree and driveway at 607 Dunblane Dr, Winter Park, FL 32792
House exterior showcasing landscaping and a large tree at 607 Dunblane Dr, Winter Park, FL 32792
Aerial view of the house and surrounding neighborhood at 607 Dunblane Dr, Winter Park, FL 32792
On Market For 128 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2046

  • Year Built

    1964

  • $/SqFt

    $393

Kenilworth Shores - Don’t miss your chance to own this beautiful home located in a quiet neighborhood of Winter Park surrounded by well-maintained homes and is only minutes to Downtown Orlando, Shopping, Dining and Entertainment! LEGACY REALTY & BROKERS LLC.

Home For Sale $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 128 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.

Home For Sale $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 128 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 $1,500,000

Modern home entrance with gray stone accents at 2015 Summerfield Rd, Winter Park, FL 32792
Modern kitchen with a large island and stainless steel appliances at 2015 Summerfield Rd, Winter Park, FL 32792
Modern kitchen with large island and stainless steel appliances at 2015 Summerfield Rd, Winter Park, FL 32792
On Market For 127 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    2958

  • Year Built

    1957

  • $/SqFt

    $507

Kenilworth Shores - Don’t miss your chance to own a piece of the American Dream—schedule your private tour today. REAL BROKER, LLC.

Pended $899,900

Reduced By $50,100

Spacious living room with hardwood floors, sectional sofa, and large windows at 439 N Capen Ave, Winter Park, FL 32789
Modern kitchen with stainless steel appliances and granite countertops at 439 N Capen Ave, Winter Park, FL 32789
Modern kitchen with white cabinets, a farmhouse sink, and granite countertops at 439 N Capen Ave, Winter Park, FL 32789
On Market For 129 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1861

  • Year Built

    2017

  • $/SqFt

    $484

Built for both beauty and energy efficiency, the home includes double-pane low-E windows, R-38 insulation, and a tankless water heater..This move-in-ready masterpiece offers not just a home but an elevated lifestyle in one of Winter Park’s most sought-after locations. Schedule your private tour today! EXP REALTY LLC.

Pended $750,000

Reduced By $75,000

Elegant entryway with hardwood floors and a stained glass door at 2235 Coldstream Dr, Winter Park, FL 32792
Bright entryway with hardwood floors and a mosaic tile insert at 2235 Coldstream Dr, Winter Park, FL 32792
Spacious dining room with hardwood floors and a large window at 2235 Coldstream Dr, Winter Park, FL 32792
On Market For 113 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2347

  • Year Built

    2003

  • $/SqFt

    $320

Roof - 2024, Hvac - 2021, Plumbing - 2003, Electric - 2003, New Interior Paint 9/2024, New Exterior Paint 9/2024. KELLER WILLIAMS WINTER PARK.

Home For Sale $424,999

Reduced By $30,000

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 129 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1476

  • Year Built

    1974

  • $/SqFt

    $288

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

Home For Sale $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 57 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 $1,549,000

Reduced By $101,000

Open living and dining area with large windows overlooking backyard at 660 Arjay Way, Winter Park, FL 32789
Open concept dining area and living room at 660 Arjay Way, Winter Park, FL 32789
Spacious living room with access to backyard patio at 660 Arjay Way, Winter Park, FL 32789
On Market For 130 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3237

  • Year Built

    1957

  • $/SqFt

    $479

Timberlane Shores - Don’t wait to elevate your lifestyle with this stunning Winter Park property! STOCKWORTH REALTY GROUP.

Pended $1,075,000

Reduced By $75,000

Home exterior showcasing brick driveway and garage at 345 Sylvan Blvd, Winter Park, FL 32789
Brick driveway, leads to garage and home, nicely landscaped at 345 Sylvan Blvd, Winter Park, FL 32789
Paved driveway, surrounded by lush greenery, leads to home at 345 Sylvan Blvd, Winter Park, FL 32789
On Market For 101 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2011

  • Year Built

    1988

  • $/SqFt

    $535

Schedule your private showing today and discover the perfect blend of comfort, luxury, and outdoor living! EXP REALTY LLC.

Pended $4,275,000

Reduced By $320,000

Luxury home with manicured landscaping and brick driveway at 1231 Via Salerno, Winter Park, FL 32789
Bright and airy foyer with gray doors and a stylish rug at 1231 Via Salerno, Winter Park, FL 32789
Spacious living area featuring a curved sofa and large windows at 1231 Via Salerno, Winter Park, FL 32789
*POTENTIAL GREAT VALUE
On Market For 65 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    5633

  • Year Built

    2005

  • $/SqFt

    $759

Cloister Grove - This is a rare opportunity to own a truly exceptional home in one of Winter Park's most desirable locations. PREMIER SOTHEBY'S INTL. REALTY.

Home For Sale $1,470,000

Reduced By $180,000

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 135 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2350

  • Year Built

    2024

  • $/SqFt

    $626

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

Home For Sale $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 91 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 138 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 $3,950,000

Reduced By $200,000

Brick driveway leading to a beautiful home at 850 Georgia Ave, Winter Park, FL 32789
Luxury home exterior with a large driveway and landscaping at 850 Georgia Ave, Winter Park, FL 32789
Grand entryway with hardwood floors, statement doors, and a staircase at 850 Georgia Ave, Winter Park, FL 32789
On Market For 132 Days
  • Bedrooms

    3

  • Full Bath(s)

    5

  • Sq. Ft.

    4627

  • Year Built

    1987

  • $/SqFt

    $854

Situated in a top-notch location, just a short distance from vibrant shopping and restaurants on Park Avenue and the iconic Winter Park Golf Course, this home is a rare opportunity to experience the epitome of luxury living in Winter Park. PREMIER SOTHEBY'S INTL. REALTY.

Home For Sale $649,000

Reduced By $46,000

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 144 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1162

  • Year Built

    1953

  • $/SqFt

    $559

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.

Home For Sale $450,000

Reduced By $50,000

Two-story house with attached garage and lawn at 1663 Meadowgold Ct, Winter Park, FL 32792
Front door with screen door and small patio at 1663 Meadowgold Ct, Winter Park, FL 32792
Spacious living room with vaulted ceiling, fireplace, and L-shaped sofa at 1663 Meadowgold Ct, Winter Park, FL 32792
On Market For 124 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 $615,000

Reduced By $35,000

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 146 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1420

  • Year Built

    1963

  • $/SqFt

    $433

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

Home For Sale $3,295,000

Modern two-story house under construction, showcasing the rear elevation at 1730 Winchester Dr, Winter Park, FL 32789
Unfinished staircase in a new home under construction at 1730 Winchester Dr, Winter Park, FL 32789
Open living room with large windows and exposed framing, under construction at 1730 Winchester Dr, Winter Park, FL 32789
On Market For 149 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

Two story homes with unique architectural details and lush landscaping at 2260 Hawick Ln, Winter Park, FL 32792
Four-unit development with individual garages and shared courtyard at 2260 Hawick Ln, Winter Park, FL 32792
Four-unit townhome development with front parking and rear porches at 2260 Hawick Ln, Winter Park, FL 32792
On Market For 152 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.

Home For Sale $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 144 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.

Pended $334,900

Reduced By $30,100

Ranch-style home with carport and lawn at 2886 Roxbury Rd, Winter Park, FL 32789
Ranch-style home with carport and lawn at 2886 Roxbury Rd, Winter Park, FL 32789
Backyard with deck and pergola at 2886 Roxbury Rd, Winter Park, FL 32789
On Market For 154 Days
  • Bedrooms

    3

  • Full Bath(s)

    1

  • Sq. Ft.

    1162

  • Year Built

    1954

  • $/SqFt

    $288

Fairbanks Shores - Seller will contribute $5000 toward buyer's closing costs and/or rate buydown. COLDWELL BANKER RESIDENTIAL RE.

Home For Sale $850,000

Reduced By $100,000

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 157 Days
  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    960

  • Year Built

    1941

  • $/SqFt

    $885

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 159 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 $439,000

Open concept kitchen and living area with modern appliances and a stylish fireplace at 2189 Sussex Rd, Winter Park, FL 32792
Spacious living room featuring a comfortable sectional sofa and plenty of natural light at 2189 Sussex Rd, Winter Park, FL 32792
Bright bedroom with plush carpeting and access to a private balcony at 2189 Sussex Rd, Winter Park, FL 32792
On Market For 163 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1776

  • Year Built

    1968

  • $/SqFt

    $247

Winter Woods - Property is conveniently located to shopping and entertainment centers. ALIGN RIGHT REALTY SRQ OPULENCE.

Home For Sale $296,000

Reduced By $19,000

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 157 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1187

  • Year Built

    1994

  • $/SqFt

    $249

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 $340,000

Simple living room with hardwood floors and neutral walls at 821 Carver St, Winter Park, FL 32789
Bright living room with hardwood floors and multiple entryways at 821 Carver St, Winter Park, FL 32789
Living room with hardwood floors and access to other rooms at 821 Carver St, Winter Park, FL 32789
On Market For 103 Days
  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    904

  • Year Built

    1949

  • $/SqFt

    $376

This home has easy access to I4, shopping, dining, entertainment, and more! *Photos are from 8-5-2020. INNOVATIVE REALTY, LLC.

Pended $370,000

Ranch home with light blue door and shutters at 1656 Peruvian Ln, Winter Park, FL 32792
Side view of ranch home with light blue accents and landscaping at 1656 Peruvian Ln, Winter Park, FL 32792
Rear view of ranch home with light blue accents at 1656 Peruvian Ln, Winter Park, FL 32792
On Market For 171 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1227

  • Year Built

    1961

  • $/SqFt

    $302

Shopping, entertainment, dining, and other amenities are also available just outside the Eastbrook. PR REAL ESTATE SERVICES.

Home For Sale $1,149,000

Reduced By $50,900

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 177 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    2641

  • Year Built

    2024

  • $/SqFt

    $435

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 $1,695,000

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
On Market For 178 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3777

  • Year Built

    1992

  • $/SqFt

    $449

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.

Pended $419,000

Reduced By $60,000

Mid-century modern home with a blue exterior, red accents, and landscaping at 1055 Cherokee Ave, Winter Park, FL 32789
Ranch style home with blue exterior, landscaping, and a walkway at 1055 Cherokee Ave, Winter Park, FL 32789
Detached garage with white doors and blue exterior at 1055 Cherokee Ave, Winter Park, FL 32789
On Market For 165 Days
  • Bedrooms

    3

  • Full Bath(s)

    1

  • Sq. Ft.

    1560

  • Year Built

    1959

  • $/SqFt

    $269

Don’t miss out on this exceptional opportunity! KELLER WILLIAMS WINTER PARK.

Pended $1,130,000

Reduced By $120,000

Beautiful home exterior with a large paved driveway and lush lawn at 363 N Phelps Ave, Winter Park, FL 32789
Bright and spacious game room with a pool table and hardwood floors at 363 N Phelps Ave, Winter Park, FL 32789
Elegant dining area with hardwood floors and a large chandelier at 363 N Phelps Ave, Winter Park, FL 32789
On Market For 183 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2871

  • Year Built

    1950

  • $/SqFt

    $394

Sylvan Park - Located just one and a half miles from the notable retail stores and restaurants of Park Avenue and within a well-graded public school zone, there is nothing you won’t love about this home or its location. 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
On Market For 187 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 $420,000

Reduced By $30,000

Bright kitchen with stainless steel appliances and granite countertops at 1190 Village Forest Pl, Winter Park, FL 32792
Kitchen features stainless steel appliances and tile flooring at 1190 Village Forest Pl, Winter Park, FL 32792
Dining area with dark wood table and access to the pool at 1190 Village Forest Pl, Winter Park, FL 32792
On Market For 145 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1525

  • Year Built

    1985

  • $/SqFt

    $275

Springview - The home is located on over a quarter acre with a fenced in yard. YOUR HOME SOLD GUARANTEED REALTY.

Home For Sale $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 200 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 $3,225,000

Reduced By $265,000

Spacious living room with hardwood floors, stone wall, and exposed beams at 1618 Holts Grove Cir, Winter Park, FL 32789
Open dining area with hardwood floors and a view of the kitchen at 1618 Holts Grove Cir, Winter Park, FL 32789
Elegant dining room features a chandelier and hardwood floors at 1618 Holts Grove Cir, Winter Park, FL 32789
On Market For 200 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    4807

  • Year Built

    2014

  • $/SqFt

    $671

Windsong Lakeside - Alarm system w/ motion sensors, Loewen windows throughout house, wood beams and coffered ceilings on main floor and master bedroom, Rheem dual tankless natural gas, “continuous on” hot water system, tongue and groove ceilings on front porch and back covered summer kitchen/fireplace area, M & S intercom system throughout, Hidden storage room at entry, keyless Schlage entry system. One-owner custom home - Cahill Builders. FANNIE HILLMAN & ASSOCIATES.

Pended $2,795,000

Reduced By $305,000

Brick two-story home with circular driveway, landscaping, and basketball court at 1450 Mizell Ave, Winter Park, FL 32789
Brick two-story home with circular driveway, landscaping, and basketball court at 1450 Mizell Ave, Winter Park, FL 32789
Brick two-story home with circular driveway, landscaping, and basketball court at 1450 Mizell Ave, Winter Park, FL 32789
On Market For 161 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    4487

  • Year Built

    2001

  • $/SqFt

    $623

Windsong Lakeside - Contact us today to schedule your private tour and experience luxury living at its finest. KELLY PRICE & COMPANY LLC.

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 110 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 211 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 212 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.

Home For Sale $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 213 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 218 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.

Home For Sale $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 215 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 entryway with a large wood door and stone columns at 1400 Alabama Dr, Winter Park, FL 32789
Aerial view of a luxurious estate with a pool and lush landscaping at 1400 Alabama Dr, Winter Park, FL 32789
Inviting pool and spa area with lush landscaping and palm trees at 1400 Alabama Dr, Winter Park, FL 32789
On Market For 226 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.

EasyStreet

Call to Schedule a Showing

(407) 967-1435

(407) 967-1435