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Winter Park Homes For Sale & Winter Park FL Real Estate

Home For Sale $4,595,000

View 1231 Via Salerno Winter Park FL
View Details 36 Photos
View 1231 Via Salerno Winter Park FL
View 1231 Via Salerno Winter Park FL
View 1231 Via Salerno Winter Park FL
On Market Today

  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    5633

  • Year Built

    2005

  • $/SqFt

    $816

Cloister Grove - This is a rare opportunity to own a truly exceptional home in one of Winter Park's most desirable locations... MLS#O6234338. PREMIER SOTHEBY'S INTL. REALTY.

Home For Sale $1,650,000

View 840 W. Comstock Ave. Winter Park FL
View Details 39 Photos
View 840 W. Comstock Ave. Winter Park FL
View 840 W. Comstock Ave. Winter Park FL
View 840 W. Comstock Ave. Winter Park FL
On Market For 2 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2350

  • Year Built

    2024

  • $/SqFt

    $702

Schedule your visit today and fall in love with this dreamy home! MLS#O6238899. COLDWELL BANKER RESIDENTIAL RE.

Home For Sale $1,099,000

View 1718 Demetree Dr Winter Park FL
View Details 60 Photos
View 1718 Demetree Dr Winter Park FL
View 1718 Demetree Dr Winter Park FL
View 1718 Demetree Dr Winter Park FL
On Market For 2 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2752

  • Year Built

    1980

  • $/SqFt

    $399

Call today to schedule your private showing! MLS#O6236107. KELLER WILLIAMS WINTER PARK.

Home For Sale $569,999

View 2821 Eastern Pkwy Winter Park FL
View Details 21 Photos
View 2821 Eastern Pkwy Winter Park FL
View 2821 Eastern Pkwy Winter Park FL
View 2821 Eastern Pkwy Winter Park FL
On Market For 2 Days

  • Bedrooms

    3

  • Full Bath(s)

    1

  • Sq. Ft.

    1128

  • Year Built

    1954

  • $/SqFt

    $505

Orangewood Park - This home will not last long. MLS#O6238462. 407 PROPERTIES.

Home For Sale $405,000

View Details 39 Photos
On Market For 2 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1288

  • Year Built

    1984

  • $/SqFt

    $314

Howell Estates - It's VACANT and READY FOR IMMEDIATE MOVE-IN. WELCOME HOME. MLS#O6236172. GREATER ORLANDO REALTY, LLC.

Home For Sale $400,000

View Details 31 Photos
On Market For 2 Days

  • Bedrooms

    3

  • Full Bath(s)

    1

  • Sq. Ft.

    1188

  • Year Built

    1957

  • $/SqFt

    $337

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! MLS#O6238848. CREEGAN GROUP.

Pended $1,750,000

View Details 39 Photos
On Market For 3 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3620

  • Year Built

    2024

  • $/SqFt

    $483

Kenilworth Shores - the convenience of nearby parks, trails, and the cultural charm of Park Avenue, all while residing in a neighborhood that the luxury of Winter Park’s finest without the premium zip code. MLS#O6238423. BEYCOME OF FLORIDA LLC.

Home For Sale $579,000

View Details 12 Photos
On Market For 4 Days

  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    1000

  • Year Built

    1949

  • $/SqFt

    $579

Just minutes from top schools, shopping, and dining, this location offers both convenience and the chance to design your perfect oasis. MLS#O6237786. LAND & NESTS.

Home For Sale $420,000

View Details 32 Photos
On Market For 4 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1477

  • Year Built

    1961

  • $/SqFt

    $284

Temple Terrace - Don’t miss the opportunity to own this move-in-ready home where every detail has been carefully considered. Schedule your private tour today! MLS#O6238372. EQUITYPRO LLC.

Home For Sale $415,000

View Details 42 Photos
On Market For 4 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1560

  • Year Built

    1980

  • $/SqFt

    $266

Wrenwood Heights - Four point updates include: Roof 2021, HVAC 2015, Plumbing 2016 and new Electrical Panel in 2014. MLS#O6237439. MAINFRAME REAL ESTATE.

Home For Sale $2,199,999

View Details 89 Photos
On Market For 5 Days

  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    3853

  • Year Built

    2012

  • $/SqFt

    $571

Dixie Terrace - Schedule your private showing today and discover what makes this Winter Park home truly exceptional. MLS#O6237975. REALTY ONE GROUP MVP.

Home For Sale $1,795,000

View Details 27 Photos
On Market For 5 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3228

  • Year Built

    2015

  • $/SqFt

    $556

Villa View Park - Enjoy the perfect blend of elegance, comfort, and convenience in this beautiful Winter Park home. MLS#O6238244. PREMIER SOTHEBY'S INTL. REALTY.

Home For Sale $1,395,000

View Details 40 Photos
On Market For 5 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2550

  • Year Built

    1958

  • $/SqFt

    $547

Kronenberger - * Please ask for a floor plan, list of improvements, and click on the Matterport link for a virtual tour! MLS#O6237992. FANNIE HILLMAN & ASSOCIATES.

Home For Sale $489,000

View Details 39 Photos
On Market For 5 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1720

  • Year Built

    1982

  • $/SqFt

    $284

Wrenwood Heights - Don’t miss this opportunity to own a beautifully updated home in a sought-after neighborhood! MLS#O6238364. RE/MAX PRIME PROPERTIES.

Pended $699,999

View Details 27 Photos
On Market For 9 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1184

  • Year Built

    1947

  • $/SqFt

    $591

Glencoe - Schedule your private showing today and step into a world of elegance and modern luxury. MLS#O6236999. NOBSKA REAL ESTATE LLC.

Home For Sale $535,000

View Details 23 Photos
On Market For 8 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1692

  • Year Built

    1955

  • $/SqFt

    $316

Fairbanks Shores - No HOA and priced below appraisal! MLS#T3552787. COMMUNITY REALTY ASSOCIATES.

Pended $509,500

View Details 32 Photos
On Market For 9 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1734

  • Year Built

    1953

  • $/SqFt

    $294

Lakemont Heights - Don't miss out on this cozy haven! MLS#O6237348. FANNIE HILLMAN & ASSOCIATES.

Home For Sale $379,000

View Details 21 Photos
On Market For 9 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1516

  • Year Built

    1966

  • $/SqFt

    $250

Schedule your showing today and discover all the opportunity this wonderful property has! MLS#O6236348. ALL REAL ESTATE & INVESTMENTS.

Home For Sale $835,000

View Details 15 Photos
On Market For 9 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2449

  • Year Built

    1958

  • $/SqFt

    $341

Embrace the convenience of urban amenities in this fabulous neighborhood, enriched by top-rated schools! MLS#O6237228. FANNIE HILLMAN & ASSOCIATES.

Home For Sale $659,900

View Details 48 Photos
On Market For 10 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2366

  • Year Built

    1994

  • $/SqFt

    $279

This exquisite home is a rare find and won’t last long, schedule your private showing today! MLS#O6236970. FANNIE HILLMAN & ASSOCIATES.

Home For Sale $379,900

View Details 43 Photos
*POTENTIAL GREAT VALUE
On Market For 9 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1878

  • Year Built

    1954

  • $/SqFt

    $202

Temple Terrace - Unbelievable value for a home of this size in a premium location! MLS#S5111370. ORLANDO PREMIUM PROPERTIES LLC.

Pended $359,000

View Details 58 Photos
On Market For 8 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1300

  • Year Built

    1954

  • $/SqFt

    $276

Temple Terrace - Opportunities at this price simply do not come on the market often! Book your private showing today! ! MLS#O6236646. YOUNG REAL ESTATE.

Home For Sale $4,150,000

View Details 38 Photos
On Market For 11 Days

  • Bedrooms

    3

  • Full Bath(s)

    5

  • Sq. Ft.

    4627

  • Year Built

    1987

  • $/SqFt

    $897

Experience the epitome of luxury living in this remarkable Winter Park home, where every detail has been meticulously crafted for an unparalleled lifestyle. MLS#O6236795. PREMIER SOTHEBY'S INTL. REALTY.

Home For Sale $695,000

View Details 29 Photos
On Market For 11 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1162

  • Year Built

    1953

  • $/SqFt

    $598

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 MLS#O6236639. BLUE LIGHTHOUSE REALTY INC.

Pended $515,000

View Details 30 Photos
On Market For 10 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1560

  • Year Built

    1966

  • $/SqFt

    $330

Convenient to the 417, fantastic shopping, dining, top rated Orange County schools and steps away from the Cady Way Trail. MLS#O6231321. KELLER WILLIAMS ADVANTAGE REALTY.

Home For Sale $500,000

View Details 29 Photos
On Market For 11 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1794

  • Year Built

    1987

  • $/SqFt

    $279

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. MLS#O6236929. ORLANDO REALTY & PROPERTY MGNT.

Home For Sale $394,400

View Details 28 Photos
On Market For 11 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1263

  • Year Built

    1966

  • $/SqFt

    $312

NO HOA & oversized lot provide the perfect opportunity to call 2042 Cocos Court HOME! MLS#O6235801. FANNIE HILLMAN & ASSOCIATES.

Pended $799,000

View Details 1 Photo
*POTENTIAL GREAT VALUE
On Market For 5 Days

  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    2747

  • Year Built

    1953

  • $/SqFt

    $291

Northwood Terrace - This neighborhood is truly a gem zoned for Audubon K-8 and Winter Park High school in an area undergoing rapid transition due to the location and the quality of schools. MLS#O6224470. FANNIE HILLMAN & ASSOCIATES.

Home For Sale $439,900

View Details 15 Photos
On Market For 12 Days

  • Bedrooms

    3

  • Full Bath(s)

    1

  • Sq. Ft.

    1350

  • Year Built

    1958

  • $/SqFt

    $326

Winter Park Estates - Whether you're enjoying a stroll through the neighborhood or unwinding in your private backyard oasis, you'll love coming home to this peaceful paradise. MLS#O6236250. AAA GLOBAL VENTURES PA.

Home For Sale $650,000

View Details 40 Photos
On Market For 12 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1420

  • Year Built

    1963

  • $/SqFt

    $458

Don’t miss the chance to make this your new home – schedule a tour today! MLS#O6222908. NETWORTH REALTY OF ORLANDO, LLC.

Home For Sale $4,350,000

View Details 37 Photos
*POTENTIAL GREAT VALUE
On Market For 14 Days

  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    5527

  • Year Built

    1997

  • $/SqFt

    $787

Tuscania - This magnificent residence is just footsteps from the Winter Park Racquet Club and 5 minutes from Interlachen Country Club as well as the upscale shops and restaurants of Park Avenue… This is truly a unique opportunity to purchase a like-new, current design “like new” home offering an unparalleled lifestyle in one of Winter Park's most desirable addresses! ! MLS#O6235491. PREMIER SOTHEBY'S INTL. REALTY.

Home For Sale $839,000

View Details 58 Photos
On Market For 15 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1820

  • Year Built

    1961

  • $/SqFt

    $461

Kenilworth Shores - Transferable Sentracon system.Easy show and a must see! MLS#O6235113. RAZZANI INTERNATIONAL REALTY.

Home For Sale $3,295,000

View Details 18 Photos
On Market For 16 Days

  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    4080

  • Year Built

    1958

  • $/SqFt

    $808

Schedule your private tour today to see this stunning property in person! MLS#O6235073. KELLER WILLIAMS WINTER PARK.

Home For Sale $1,075,000

View Details 43 Photos
On Market For 16 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1366

  • Year Built

    1958

  • $/SqFt

    $787

South Lakemont Shores - A 500sqft screened-in, tiled patio also makes this home for entertaining guests while enjoying water skiing, great bass fishing and other freshwater sports on this scenic, private, spring fed lake in the highly desired Winter Park School Zone. Don't miss out. MLS#O6234514. FLORIDA REALTY INVESTMENTS.

Home For Sale $589,000

View Details 28 Photos
On Market For 16 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1874

  • Year Built

    1957

  • $/SqFt

    $314

Kenilworth Shores - Don't miss out—schedule your showing today! MLS#L4946832. PAIGE WAGNER HOMES REALTY.

Home For Sale $550,000

View Details 20 Photos
On Market For 16 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1920

  • Year Built

    1981

  • $/SqFt

    $286

It can also be used as a duplex for 1 bedroom 1 bathroom with living room at downstairs and 2 bed 2 bath with family room at upstairs and kitchen at outside porch. MLS#O6235531. AAA GLOBAL VENTURES PA.

Home For Sale $349,900

View Details 24 Photos
On Market For 16 Days

  • Bedrooms

    3

  • Full Bath(s)

    1

  • Sq. Ft.

    1114

  • Year Built

    1956

  • $/SqFt

    $314

Embrace the charm of yesteryear while enjoying the lifestyle of today at 7102 Easter St. MLS#O6235629. CHARLES RUTENBERG REALTY ORLANDO.

Home For Sale $1,349,000

View Details 73 Photos
On Market For 17 Days

  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    4468

  • Year Built

    2021

  • $/SqFt

    $302

Waters Edge At Hawks Crest - Put in your paddle board, kayak or just enjoy the wonderful sunsets from the fishing dock. MLS#S5110981. HAMILTON REALTY.

Pended $1,178,000

View Details 55 Photos
On Market For 14 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3381

  • Year Built

    1992

  • $/SqFt

    $348

& Sanford Airports & easy access to SR417. MLS#O6233722. COLDWELL BANKER RESIDENTIAL RE.

Home For Sale $749,900

View Details 27 Photos
On Market For 17 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1610

  • Year Built

    1950

  • $/SqFt

    $466

Lake Knowles Terrace - Whether you enjoy hosting guests or simply relaxing in your own oasis, this home provides you with a comfortable and stylish lifestyle in one of Winter Park's most desirable neighborhoods. MLS#O6234898. FANNIE HILLMAN & ASSOCIATES.

Pended $619,000

View Details 29 Photos
On Market For 16 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1773

  • Year Built

    1952

  • $/SqFt

    $349

This home is ready for you to make it your own—schedule a tour today and see all it has to offer! MLS#O6234937. FANNIE HILLMAN & ASSOCIATES.

Home For Sale $1,575,000

Reduced By $25,000
View Details 91 Photos
On Market For 18 Days

  • Bedrooms

    7

  • Full Bath(s)

    5

  • Sq. Ft.

    5111

  • Year Built

    2015

  • $/SqFt

    $308

This home exudes luxury, style, and comfort, all conveniently located near Winter Park, Oviedo, UCF, and top-rated schools like Trinity Prep, with shopping and dining just a short distance away. MLS#O6234041. ORLANDO REGIONAL REALTY.

Home For Sale $1,250,000

View Details 42 Photos
On Market For 19 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    2998

  • Year Built

    2023

  • $/SqFt

    $417

Elizabeth Heights - Don’t miss this rare opportunity to own a one-of-a-kind residence in Winter Park! MLS#O6233766. EXP REALTY LLC.

Home For Sale $1,050,000

View Details 5 Photos
On Market For 19 Days

  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    1374

  • Year Built

    1971

  • $/SqFt

    $764

(150ft street frontage by 140ft lot depth). MLS#O6232951. DAVEN REAL ESTATE INC.

Home For Sale $1,999,999

View Details 87 Photos
On Market For 20 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3989

  • Year Built

    2012

  • $/SqFt

    $501

Windsong Elizabeths Walk - Make this exquisite sanctuary your own and indulge in the epitome of luxury living. MLS#O6234031. COMPASS FLORIDA, LLC.

Home For Sale $484,990

View Details 37 Photos
*POTENTIAL GREAT VALUE
On Market For 20 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2300

  • Year Built

    1962

  • $/SqFt

    $211

Eastbrook - Plenty of extra space for storage, large enclosed patio, Great for Entertaining! Lots more extras! MLS#O6233928. LPT REALTY, LLC.

Home For Sale $1,495,000

View Details 22 Photos
On Market For 23 Days

  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    2700

  • Year Built

    2018

  • $/SqFt

    $554

Come and visit us. Welcome Home! MLS#O6233330. COLDWELL BANKER RESIDENTIAL RE.

Home For Sale $825,000

View Details 31 Photos
On Market For 23 Days

  • Bedrooms

    5

  • Full Bath(s)

    2

  • Sq. Ft.

    2441

  • Year Built

    1967

  • $/SqFt

    $338

Don’t miss your chance to own this exceptional Winter Park Hills home where comfort, style and practicality come together in harmony. MLS#O6232937. PREMIER SOTHEBY'S INTL. REALTY.

Home For Sale $635,000

Reduced By $14,900
View Details 41 Photos
On Market For 24 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1716

  • Year Built

    1932

  • $/SqFt

    $370

Lawndale - Don't miss your opportunity to own your piece of Winter Park. Schedule your private showing today. MLS#O6233039. COLDWELL BANKER RESIDENTIAL RE.

Home For Sale $389,000

Reduced By $6,000
View Details 28 Photos
On Market For 23 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1258

  • Year Built

    1984

  • $/SqFt

    $309

Springview - Don't pass up on this one, schedule a showing today. MLS#O6233516. ONE45 REALTY LLC.

Viewing HOMES 1 to 50 of 245

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 407-967-1435 and speak with one of our real estate consultants.

Popular Homes

City
Avg Price
Median Price
Available
Distressed
Reduced
Avg DOM
Altamonte Springs
$575,323
$449,950
128
0.0%
47.7%
72

Apopka
$517,070
$484,990
509
1.2%
40.1%
64

Belle Isle
$844,720
$569,950
33
0.0%
57.6%
68

Casselberry
$435,307
$423,000
84
4.8%
42.9%
59

Celebration
$1,388,361
$1,220,000
51
0.0%
51.0%
107

Champions Gate
$626,810
$639,500
28
0.0%
60.7%
164

Chuluota
$751,784
$535,000
31
3.2%
64.5%
66

Clermont
$578,923
$499,945
660
0.6%
53.9%
70

Gotha
$1,180,725
$715,000
19
0.0%
36.8%
53

Groveland
$478,824
$419,495
196
1.0%
52.6%
74

Harmony
$442,334
$427,900
45
2.2%
46.7%
92

Kissimmee
$521,820
$448,900
2052
1.3%
50.9%
93

Longwood
$728,988
$575,000
208
0.5%
52.9%
64

Maitland
$905,962
$725,900
75
0.0%
54.7%
74

Minneola
$557,848
$529,388
150
0.0%
22.0%
74

Montverde
$1,483,389
$1,110,662
74
0.0%
47.3%
119

Ocoee
$563,712
$509,990
143
1.4%
51.0%
61

Orlando
$672,441
$497,990
2435
1.6%
47.9%
68

Oviedo
$743,161
$635,450
190
1.1%
55.3%
58

Poinciana
$334,391
$322,900
289
1.0%
60.2%
137

Reunion
$1,578,065
$1,150,000
81
0.0%
53.1%
132

Saint Cloud
$552,030
$450,000
969
0.3%
52.3%
82

Sanford
$510,457
$413,990
409
0.5%
46.7%
74

Sorrento
$562,823
$447,570
98
1.0%
55.1%
79

Windermere
$2,303,696
$1,325,000
237
0.4%
46.8%
101

Winter Garden
$815,927
$699,945
622
0.5%
47.6%
77

Winter Springs
$554,154
$475,000
126
0.8%
50.8%
53

EasyStreet

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