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248 Results

Winter Park Homes For Sale & Winter Park FL Real Estate

Home For Sale $775,000

View 1166 Wildmeadow Run Winter Park FL
View Details 57 Photos
View 1166 Wildmeadow Run Winter Park FL
View 1166 Wildmeadow Run Winter Park FL
View 1166 Wildmeadow Run Winter Park FL
On Market Today

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2589

  • Year Built

    2021

  • $/SqFt

    $299

Meadows At Hawks Crest - Designed to elevate daily living, it awaits its new owners to enjoy its perfect blend of style, functionality, and modern convenience. MLS#O6253049. MAINFRAME REAL ESTATE.

Home For Sale $975,000

View 870 Carver St Winter Park FL
View Details 4 Photos
View 870 Carver St Winter Park FL
View 870 Carver St Winter Park FL
View 870 Carver St Winter Park FL
On Market For 2 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1844

  • Year Built

    1954

  • $/SqFt

    $529

Don’t miss this rare chance to partner with one of Winter Park’s most respected custom builders and make this exceptional property your own. MLS#O6250529. PREMIER SOTHEBY'S INTL. REALTY.

Home For Sale $1,450,000

View 632 Country Club Dr Winter Park FL
View Details 38 Photos
View 632 Country Club Dr Winter Park FL
View 632 Country Club Dr Winter Park FL
View 632 Country Club Dr Winter Park FL
On Market For 5 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2342

  • Year Built

    1952

  • $/SqFt

    $619

632 Country Club is approximately 1.5 miles from luxurious Park Avenue and 5 miles from downtown Orlando. MLS#O6250417. KELLER WILLIAMS ADVANTAGE REALTY.

Home For Sale $3,575,000

View 1900 W Fawsett Rd Winter Park FL
View Details 93 Photos
View 1900 W Fawsett Rd Winter Park FL
View 1900 W Fawsett Rd Winter Park FL
View 1900 W Fawsett Rd Winter Park FL
On Market For 5 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    4600

  • Year Built

    1969

  • $/SqFt

    $777

Don’t miss the opportunity to make this stunning lakefront home your own! MLS#O6251960. KELLY PRICE & COMPANY LLC.

Home For Sale $1,395,000

View Details 52 Photos
On Market For 6 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2762

  • Year Built

    1960

  • $/SqFt

    $505

You don’t want to miss this one! MLS#O6251187. CENTRAL FLORIDA PRIME REAL ESTATE LLC.

Home For Sale $719,900

View Details 48 Photos
*POTENTIAL GREAT VALUE
On Market For 5 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3215

  • Year Built

    2013

  • $/SqFt

    $224

Enclave At Aloma - Move in Ready – You can be in for the Holidays! ! MLS#O6252394. KELLER WILLIAMS ADVANTAGE III REALTY.

Pended $3,199,000

View Details 33 Photos
On Market For 1 Day

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    4030

  • Year Built

    2017

  • $/SqFt

    $794

Tuscania - This home, which has too many features to list, offers the best of luxury and convenience. MLS#O6246205. PREMIER SOTHEBY'S INTL. REALTY.

Home For Sale $865,000

View Details 28 Photos
On Market For 7 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2228

  • Year Built

    1950

  • $/SqFt

    $388

Glencoe - Don’t miss your chance to call this stunning property home—schedule your showing today! MLS#O6250903. TOLARIS REALTY GROUP LLC.

Home For Sale $599,000

View Details 35 Photos
*POTENTIAL GREAT VALUE
On Market For 7 Days

  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    2774

  • Year Built

    1966

  • $/SqFt

    $216

Situated in the sought-after Winter Park Pines neighborhood, you're just minutes away from Winter Park Pines Golf Course, Orlando International Airport, Advent Winter Park Hospital, Rollins College, University of Central Florida, Full Sail University, local parks, and the shopping and dining of Park Avenue. MLS#O6250133. EXP REALTY LLC.

Home For Sale $557,000

View Details 32 Photos
On Market For 7 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1899

  • Year Built

    1958

  • $/SqFt

    $293

Fairbanks Shores - Don't miss the chance to make this Winter Park gem your own! MLS#O6250674. REAL PROPERTY INTERNATIONAL.

Home For Sale $419,900

View Details 68 Photos
On Market For 7 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1235

  • Year Built

    1959

  • $/SqFt

    $340

Eastbrook - Don’t miss your chance to own this move-in-ready property, where modern upgrades meet income-generating potential in a desirable Winter Park location. MLS#O6249574. ORLANDO HOME DEALER LLC.

Home For Sale $399,900

View Details 30 Photos
On Market For 7 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1301

  • Year Built

    1991

  • $/SqFt

    $307

Bridgewater - Schedule your showing today and submit your offers—don’t miss out on this beautiful home! MLS#O6251052. EXP REALTY LLC.

Pended $397,500

View Details 28 Photos
On Market For 7 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1322

  • Year Built

    1965

  • $/SqFt

    $301

Georgetown Estates - Don’t miss the chance to make this lovely property your own—schedule a showing today and experience the warmth and beauty of this delightful home! MLS#S5114441. EXP REALTY LLC.

Pended $325,000

View Details 46 Photos
*POTENTIAL GREAT VALUE
On Market For 7 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2076

  • Year Built

    1970

  • $/SqFt

    $157

** Do Not Submit Offers Site Unseen! MLS#O6251861. CORBELO LLC.

Home For Sale $649,900

View Details 25 Photos
On Market For 7 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1642

  • Year Built

    1956

  • $/SqFt

    $396

SELLER IS OFFERING BUYER CONCESSIONS with a competitive offer! MLS#O6251337. FANNIE HILLMAN & ASSOCIATES.

Home For Sale $600,000

View Details 87 Photos
On Market For 8 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1962

  • Year Built

    1977

  • $/SqFt

    $306

Make the first step to better living and start your new life now! MLS#O6250926. RE/MAX 200 REALTY.

Home For Sale $559,000

View Details 56 Photos
On Market For 7 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1964

  • Year Built

    1968

  • $/SqFt

    $285

MLS#O6250720. STRICKLAND REALTY GROUP INC.

Home For Sale $888,888

View Details 11 Photos
On Market For 9 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1760

  • Year Built

    1953

  • $/SqFt

    $505

Northwood Terrace - Contact me for more details or to schedule a showing! MLS#L4948316. EXP REALTY LLC.

Home For Sale $475,000

View Details 19 Photos
On Market For 9 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1900

  • Year Built

    1971

  • $/SqFt

    $250

Located just minutes from downtown Winter Park, you'll enjoy easy access to the best dining, boutique shops, and parks the area has to offer. MLS#TB8311367. REALNET FLORIDA REAL ESTATE.

Home For Sale $459,900

View Details 31 Photos
On Market For 8 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1703

  • Year Built

    1983

  • $/SqFt

    $270

Don’t miss out on this exceptional opportunity in Winter Park! MLS#O6251266. COLDWELL BANKER RESIDENTIAL RE.

Home For Sale $1,190,000

View Details 38 Photos
On Market For 10 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2510

  • Year Built

    2009

  • $/SqFt

    $474

Lake Knowles Terrace - This charming home won't last so schedule your showing today. MLS#O6250954. KELLY PRICE & COMPANY LLC.

Home For Sale $949,000

View Details 38 Photos
On Market For 12 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1898

  • Year Built

    1950

  • $/SqFt

    $500

Carver Town - Call today to schedule your private showing and make this dream home yours! MLS#O6250649. MILLENIUM REALTY GROUP.

Home For Sale $575,000

View Details 18 Photos
On Market For 12 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1440

  • Year Built

    1959

  • $/SqFt

    $399

Winter Park Manor - Extras include: updated electric panel, 2017 AC, updated plumbing & 24x12 backyard shed. WELCOME HOME! MLS#O6249965. FANNIE HILLMAN & ASSOCIATES.

Home For Sale $384,000

View Details 26 Photos
On Market For 12 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1301

  • Year Built

    1990

  • $/SqFt

    $295

Bridgewater - This charming home is move in ready! MLS#O6249518. BHHS FLORIDA REALTY.

Home For Sale $5,400,000

View Details 34 Photos
On Market For 13 Days

  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    5072

  • Year Built

    2008

  • $/SqFt

    $1,065

Maitland Shores - The property is zoned for Dommerich Elementary, Maitland Middle School, and Winter Park High School. MLS#O6250411. COMPASS FLORIDA LLC.

Home For Sale $2,399,000

View Details 55 Photos
On Market For 13 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3399

  • Year Built

    2022

  • $/SqFt

    $706

Winter Park Village - The mature and pristine landscape surrounding this gem accentuates the LUXURIOUS ARCHITECTURAL PERFECTION! MLS#O6250342. COLDWELL BANKER RESIDENTIAL RE.

Pended $430,000

View Details 41 Photos
On Market For 12 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1627

  • Year Built

    1970

  • $/SqFt

    $264

Don’t miss out on the chance to own this well maintained, move-in ready home that’s waiting for you to make it your own! MLS#O6249959. EXP REALTY LLC.

Home For Sale $425,000

View Details 35 Photos
On Market For 12 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1365

  • Year Built

    1957

  • $/SqFt

    $311

Albert Lee Ridge - Request a floorplan and list of recent updates! MLS#O6249948. FANNIE HILLMAN & ASSOCIATES.

Home For Sale $345,000

View Details 35 Photos
On Market For 13 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1078

  • Year Built

    1924

  • $/SqFt

    $320

Don’t miss out on this fantastic home in a highly desirable area! MLS#O6249839. SERHANT.

Home For Sale $9,995,000

View Details 56 Photos
On Market For 15 Days

  • Bedrooms

    6

  • Full Bath(s)

    7

  • Sq. Ft.

    8082

  • Year Built

    2002

  • $/SqFt

    $1,237

Maitland Shores - Schedule a private viewing and experience the ultimate Winter Park lifestyle. MLS#O6249727. COLDWELL BANKER RESIDENTIAL RE.

Home For Sale $2,200,000

View Details 50 Photos
On Market For 14 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3276

  • Year Built

    1995

  • $/SqFt

    $672

Don't miss your chance to make this exquisite property your own and enjoy the epitome of Florida luxury living. MLS#O6249844. KELLER WILLIAMS WINTER PARK.

Home For Sale $735,000

View Details 48 Photos
On Market For 14 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1784

  • Year Built

    1964

  • $/SqFt

    $412

Brookshire Heights - Highly sought after schools- Brookshire, Glenridge, and walk to Winter Park High School! MLS#O6249747. KELLY PRICE & COMPANY LLC.

Home For Sale $700,000

View Details 28 Photos
On Market For 14 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    1940

  • Year Built

    1952

  • $/SqFt

    $361

Carver Town - Schedule your private showing today! HVAC - 2017 ROOF - 2021 MLS#O6247628. KELLER WILLIAMS WINTER PARK.

Pended $1,875,000

View Details 58 Photos
On Market For 9 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2505

  • Year Built

    1940

  • $/SqFt

    $749

Cloister Grove - This exquisite mid-century modern retreat offers the perfect balance of charm, functionality, and modern amenities in an A+ location.

MLS#O6249730. KELLY PRICE & COMPANY LLC.

Home For Sale $695,000

View Details 71 Photos
On Market For 15 Days

  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    2990

  • Year Built

    1991

  • $/SqFt

    $232

In rear it has enclosed screened patio to enjoy outdoors and pond view in the front. MLS#O6249859. RE/MAX INNOVATION.

Home For Sale $494,900

View Details 34 Photos
On Market For 15 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1815

  • Year Built

    1977

  • $/SqFt

    $273

Howell Branch Woods - Prime location, close to ample shoping, dining, UCF, Park Avenu and Orlando International Airport. Move in Ready MLS#O6249661. SAND DOLLAR REALTY GROUP INC.

Home For Sale $360,000

View Details 18 Photos
On Market For 16 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1147

  • Year Built

    1977

  • $/SqFt

    $314

Woodcrest - Conveniently near Howell Branch Road and just minutes from shopping, diverse dining options and major freeways, this home offers the ideal blend of comfort and convenience for your lifestyle. MLS#O6244088. PREMIER SOTHEBY'S INTL. REALTY.

Home For Sale $799,000

Reduced By $26,000
View Details 1 Photo
On Market For 17 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2220

  • Year Built

    1956

  • $/SqFt

    $360

Lake Forest Park - City allows up to 4,071 sq feet that includes garage. MLS#O6248856. REALCOM REAL ESTATE SERVICES INC.

Pended $724,900

View Details 42 Photos
On Market For 10 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1508

  • Year Built

    1955

  • $/SqFt

    $481

Don’t miss your chance to make sweet Suffolk yours. MLS#O6248729. PREMIER SOTHEBY'S INTL. REALTY.

Pended $430,000

View Details 21 Photos
On Market For 17 Days

  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    897

  • Year Built

    1958

  • $/SqFt

    $479

Call today to see this property. MLS#O6248955. KARICK PRICE & ASSOCIATES.

Home For Sale $485,000

View Details 29 Photos
On Market For 18 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2004

  • Year Built

    1969

  • $/SqFt

    $242

Casa Aloma - Enjoy the best of Winter Park in an affordable home where convenient living is guaranteed, allowing you to focus on enjoying the comforts of your dream home. MLS#O6248874. PREMIER SOTHEBY'S INTL. REALTY.

Home For Sale $625,000

View Details 34 Photos
On Market For 20 Days

  • Bedrooms

    3

  • Full Bath(s)

    1

  • Sq. Ft.

    1040

  • Year Built

    1959

  • $/SqFt

    $601

Come and see for yourself before its gone! Act Now! MLS#O6248290. CHARLES RUTENBERG REALTY ORLANDO.

Home For Sale $550,000

View Details 20 Photos
On Market For 20 Days

  • Bedrooms

    3

  • Full Bath(s)

    1

  • Sq. Ft.

    1334

  • Year Built

    1959

  • $/SqFt

    $412

Surrounded by custom homes, this property offers the perfect opportunity to live comfortably now and build your dream home in the future. MLS#O6248775. EXECUTIVE PROPERTIES.

Home For Sale $495,000

View Details 81 Photos
On Market For 20 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2018

  • Year Built

    1986

  • $/SqFt

    $245

Hyde Park - it's sold As-Is condition. Please call Now! ! MLS#O6247920. FLORIDA REALTY INVESTMENTS.

Home For Sale $435,000

View Details 15 Photos
On Market For 21 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1540

  • Year Built

    1956

  • $/SqFt

    $282

Come take a look before it's gone! MLS#G5088048. CHARLES RUTENBERG REALTY ORLANDO.

Home For Sale $487,500

View Details 38 Photos
On Market For 23 Days

  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    1012

  • Year Built

    1952

  • $/SqFt

    $482

Orwin Manor - Located minutes from I4 and within walking distance to Orange Avenues restaurants, shops, and parks this home effortlessly combines convenience and modern charm. MLS#O6248164. SAND DOLLAR REALTY GROUP INC.

Home For Sale $3,892,000

View Details 66 Photos
On Market For 24 Days

  • Bedrooms

    4

  • Full Bath(s)

    5

  • Sq. Ft.

    4635

  • Year Built

    2001

  • $/SqFt

    $840

Virginia Heights - Celebrate nature’s wildlife which range from owls, great white egrets, blue herons, hawks, bunnies, and otters in your private sanctuary minutes to Winter Park’s premier dining, upscale shopping, Mead Botanical Garden, and the highly coveted Audubon K-8, and Winter Park High! MLS#O6246352. STOCKWORTH REALTY GROUP.

Home For Sale $425,000

View Details 30 Photos
On Market For 24 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1645

  • Year Built

    1980

  • $/SqFt

    $258

Wrenwood Heights - Schedule your private showing today and discover the opportunity to add your signature style to this charming pool home. MLS#O6246287. COLDWELL BANKER RESIDENTIAL RE.

Home For Sale $569,900

Reduced By $10,000
View Details 36 Photos
On Market For 26 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1689

  • Year Built

    1970

  • $/SqFt

    $337

Winter Woods - It is close to downtown Winter Park, shopping, entertainment and award-winning restaurants, etc. MLS#O6245011. MORRIS WILLIAMS REALTY.

Home For Sale $5,695,000

View Details 97 Photos
On Market For 27 Days

  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    5264

  • Year Built

    2024

  • $/SqFt

    $1,082

A standing seam metal roof and lush landscaping adds the final aesthetic touch on this FG Schaub masterpiece. MLS#O6239351. CORCORAN PREMIER REALTY.

Viewing HOMES 1 to 50 of 248

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
$583,143
$458,000
121
0.8%
48.8%
89

Apopka
$517,777
$475,745
570
1.6%
42.3%
76

Belle Isle
$692,246
$540,500
26
0.0%
61.5%
78

Casselberry
$438,458
$410,000
72
4.2%
50.0%
72

Celebration
$1,235,596
$989,000
53
0.0%
49.1%
117

Champions Gate
$654,187
$699,990
25
0.0%
60.0%
206

Chuluota
$748,066
$554,000
32
0.0%
53.1%
67

Clermont
$570,098
$499,990
645
0.3%
53.0%
82

Gotha
$1,113,703
$700,000
21
0.0%
38.1%
68

Groveland
$484,820
$409,990
199
1.0%
57.3%
84

Harmony
$434,753
$417,450
56
0.0%
39.3%
99

Kissimmee
$509,760
$439,900
2129
1.3%
49.9%
101

Longwood
$763,291
$589,000
185
1.1%
61.6%
87

Maitland
$873,784
$725,000
81
0.0%
56.8%
87

Minneola
$568,379
$533,610
145
0.0%
29.7%
95

Montverde
$1,466,156
$1,090,741
85
0.0%
47.1%
122

Ocoee
$555,445
$500,000
153
1.3%
49.0%
76

Orlando
$664,498
$489,000
2498
1.4%
49.1%
78

Oviedo
$719,881
$620,000
183
1.1%
57.9%
75

Poinciana
$335,926
$324,945
282
1.1%
56.4%
141

Reunion
$1,570,112
$1,175,000
87
3.4%
46.0%
136

Saint Cloud
$536,991
$459,990
1003
0.3%
52.3%
92

Sanford
$514,605
$409,900
409
1.0%
53.1%
84

Sorrento
$574,501
$437,115
108
0.9%
44.4%
72

Windermere
$2,130,317
$1,250,000
233
0.4%
48.5%
108

Winter Garden
$810,898
$698,450
596
0.3%
46.0%
91

Winter Springs
$565,926
$474,000
122
0.8%
58.2%
74

EasyStreet

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