194 Results

Winter Park Homes For Sale & Winter Park FL Real Estate

Home For Sale $3,295,000

View 2138 Lake Dr Winter Park FL
View Details 50 Photos
View 2138 Lake Dr Winter Park FL
View 2138 Lake Dr Winter Park FL
View 2138 Lake Dr Winter Park FL
On Market For 7 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    5100

  • Year Built

    1994

  • $/SqFt

    $646

Call today and schedule your private tour of this lakefront sanctuary! MLS#O6086964. WEMERT GROUP REALTY LLC.

Home For Sale $1,895,000

View 1531 Place Picardy Winter Park FL
View Details 47 Photos
View 1531 Place Picardy Winter Park FL
View 1531 Place Picardy Winter Park FL
View 1531 Place Picardy Winter Park FL
On Market For 4 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3964

  • Year Built

    2015

  • $/SqFt

    $478

Fontainebleau - This is a special street and one you will love. MLS#O6088081. PREMIER SOTHEBY'S INTL. REALTY.

Home For Sale $1,479,000

View 1016 Tuscany Pl Winter Park FL
View Details 41 Photos
View 1016 Tuscany Pl Winter Park FL
View 1016 Tuscany Pl Winter Park FL
View 1016 Tuscany Pl Winter Park FL
On Market For 6 Days

  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    3151

  • Year Built

    1978

  • $/SqFt

    $469

Close to Park Avenue, top-rated schools, Winter Park Racquet Club, Interlachen Country Club, parks, restaurants & more! MLS#O6087704. FANNIE HILLMAN & ASSOCIATES.

Home For Sale $1,250,000

View 1741 Palmer Ave Winter Park FL
View Details 47 Photos
View 1741 Palmer Ave Winter Park FL
View 1741 Palmer Ave Winter Park FL
View 1741 Palmer Ave Winter Park FL
On Market For 4 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2315

  • Year Built

    2013

  • $/SqFt

    $540

Jenkins - Don't miss this fantastic opportunity to own your dream home! Schedule a showing today. MLS#O6087736. ALIGN REAL ESTATE LLC.

Home For Sale $1,175,000

View Details 22 Photos
On Market For 4 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2829

  • Year Built

    2002

  • $/SqFt

    $415

Dixie Terrace - Quaint, southern charm with all the perks of living in convenient access neighborhood in Winter Park... note: newer roof... MLS#O6087928. PREMIER SOTHEBY'S INTL. REALTY.

Home For Sale $485,000

View Details 27 Photos
On Market For 4 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1437

  • Year Built

    1971

  • $/SqFt

    $338

Convenient location to downtown WP, Maitland, and downtown Orlando. MLS#O6088091. FANNIE HILLMAN & ASSOCIATES.

Home For Sale $1,625,000

View Details 68 Photos
On Market For 6 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    4625

  • Year Built

    2006

  • $/SqFt

    $351

This home is conveniently located near major highways and with retail shopping and a variety of eateries and groceries close by. Schedule your private showing today! MLS#O6087707. THE PROPERTY PROS REAL ESTATE INC.

Home For Sale $549,990

View Details 56 Photos
On Market For 5 Days

  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    1898

  • Year Built

    1984

  • $/SqFt

    $290

Garden Lake Estates - There is to much to list this house is a must see! MLS#T3425212. EVRON & MCCARTHY REALTY LLC.

Home For Sale $355,000

View Details 35 Photos
On Market For 5 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1114

  • Year Built

    1991

  • $/SqFt

    $319

Villas Of Casselberry - Located close to 436 and Aloma Ave which has tons of restaurants nearby plus UCF (8 miles), Full Sail (1.5 miles) and Rollins college (3.3 miles) MLS#A4559619. SANDS REALTY GROUP LLC.

Pended $749,999

View Details 72 Photos
On Market For 5 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1544

  • Year Built

    1925

  • $/SqFt

    $486

Call today for your private showing! MLS#O6087350. KELLER WILLIAMS REALTY AT THE PARKS.

Home For Sale $400,000

View Details 21 Photos
On Market For 6 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1672

  • Year Built

    1987

  • $/SqFt

    $239

Autumn Glen - You will not want to miss out on this one! MLS#G5064603. KELLER WILLIAMS ELITE PARTNERS III REALTY.

Home For Sale $335,000

View Details 14 Photos
*POTENTIAL GREAT VALUE
On Market For 6 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1210

  • Year Built

    1955

  • $/SqFt

    $277

Fairbanks Shores - This house needs some TLC so bring us an offer! ! MLS#O6087624. FUTURE HOME REALTY INC.

Home For Sale $1,150,000

View Details 24 Photos
On Market For 7 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2420

  • Year Built

    1978

  • $/SqFt

    $475

The garage is at the rear of the property, with a private access road. MLS#O6087445. FANNIE HILLMAN & ASSOCIATES.

Home For Sale $599,900

View Details 28 Photos
On Market For 7 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1508

  • Year Built

    1955

  • $/SqFt

    $398

The Home Hs A Sprinkler System And Paver Driveway.The Home Is Conveniently Located As It Is Close To Downtown, Park Avenue And I-4. Shows Great! Easy Show! MLS#O6087353. RAZZANI INTERNATIONAL REALTY.

Pended $519,900

View Details 38 Photos
On Market For 2 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2019

  • Year Built

    1972

  • $/SqFt

    $258

Winter Woods - Unlock the doors to your dream home and make it a reality - schedule a viewing today! MLS#O6083992. COMPASS FLORIDA LLC.

Pended $1,250,000

View Details 34 Photos
On Market For 4 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2617

  • Year Built

    1992

  • $/SqFt

    $478

Zoned for “A” rated schools: Dommerich Elementary, Maitland Middle, and Winter Park High. MLS#O6086668. FANNIE HILLMAN & ASSOCIATES.

Pended $610,000

View Details 36 Photos
On Market For 3 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2356

  • Year Built

    1965

  • $/SqFt

    $259

The garage has ample storage, and a separate workshop are for the hobbyist or mechanic. MLS#A4557527. EXP REALTY LLC.

Home For Sale $330,000

View Details 14 Photos
*POTENTIAL GREAT VALUE
On Market For 13 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1482

  • Year Built

    1977

  • $/SqFt

    $223

Howell Branch Woods - This one will go fast so do not hesitate to make an appointment today! MLS#O6085907. COLDWELL BANKER REALTY.

Home For Sale $2,250,000

View Details 33 Photos
On Market For 10 Days

  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    4230

  • Year Built

    2003

  • $/SqFt

    $532

Ramp located at the bottom of Poinciana Lane. MLS#O6086002. PREMIER SOTHEBY'S INTL. REALTY.

Home For Sale $620,000

View Details 53 Photos
On Market For 10 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2183

  • Year Built

    1963

  • $/SqFt

    $284

Winter Park Pines - All of this and much more so close to downtown Winter Park with all of its shopping, restaurants, and art festivals, UCF, the expressways, and Full Sail University. Hurry! MLS#O6086294. EXP REALTY LLC.

Pended $2,100,000

View Details 18 Photos
On Market For 1 Day

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2451

  • Year Built

    1949

  • $/SqFt

    $857

Comstock Park - Rare opportunity to be on the areas most sought after location off Bonita Dr.in the Heart of Winter Park! MLS#O6086568. FANNIE HILLMAN & ASSOCIATES.

Pended $1,975,000

View Details 33 Photos
On Market For 4 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3412

  • Year Built

    2016

  • $/SqFt

    $579

Windsong Elizabeths Walk - Community amenities include a splash pad, two community pools, a playground and lake access to the Winter Park chain of lakes. MLS#O6086466. KELLER WILLIAMS WINTER PARK.

Pended $639,000

View Details 28 Photos
On Market For 3 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2542

  • Year Built

    1965

  • $/SqFt

    $251

Close to Baldwin Park, Cady Way Trail, dining and shopping on Park Ave, and located in sought after school zones of Winter Park High, Glenridge Middle and Aloma Elementary, this house is ready for you to call it your NEW HOME. MLS#O6086276. KELLER WILLIAMS WINTER PARK.

Home For Sale $599,999

View Details 33 Photos
On Market For 12 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1754

  • Year Built

    1957

  • $/SqFt

    $342

Kenilworth Shores - This Home is close to Baldwin Park, Ward Park, Blue Jacket Park, Cady Way Pool & Lake Berry. MLS#O6081088. EXP REALTY LLC.

Home For Sale $450,000

View Details 21 Photos
On Market For 34 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1491

  • Year Built

    1957

  • $/SqFt

    $302

Eastgate - This home won't be on the market long - make an appointment to see it today. MLS#O6085870. KELLER WILLIAMS WINTER PARK.

Home For Sale $399,900

View Details 25 Photos
On Market For 12 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1627

  • Year Built

    1961

  • $/SqFt

    $246

Eastbrook - NO HOA! Schedule your private showing today! MLS#O6086292. FLOBELLA REALTY LLC.

Pended $325,000

View Details 32 Photos
On Market For 5 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1353

  • Year Built

    1967

  • $/SqFt

    $240

Eastbrook - Please call for your private showing today! MLS#O6085789. RE/MAX TOWN & COUNTRY REALTY.

Home For Sale $3,999,777

View Details 73 Photos
*POTENTIAL GREAT VALUE
On Market For 14 Days

  • Bedrooms

    4

  • Full Bath(s)

    5

  • Sq. Ft.

    7226

  • Year Built

    2007

  • $/SqFt

    $554

There is more than enough storage & very well thought out in every way.Every bedroom has a private bathroom,walk-in closet & balcony access overlooking the lake.The bonus/flex space room has a full bathroom.Mudroom/Drop zone has Subzero Refrig/Freezer & huge Laundry room (sink,craft desk,tv,plumbed for gas).The oversized three-car garage has epoxy floor,5 storage closets that spans the entire wall,& a step-in closet that you can store large items.Paver driveway to accommodate 2 vehicles.The paver walkway leads to your fully equipped TREX dock including boat and dual jet ski lifts, water, storage, swing, and 137 acre lake to play on.Professionally landscaped,lake-fed sprinkler and LED lighting including dock.Call today for your exclusive showing and be ready to say WOW! MLS#O6084698. ROYALTY R E BOUTIQUE INC.

Pended $698,500

View Details 24 Photos
On Market For 12 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1388

  • Year Built

    1925

  • $/SqFt

    $503

Enjoy everything the Florida weather has to offer on the 400+ sqft deck off the kitchen. MLS#A4558339. KEYS REALTY REDEFINED LLC.

Home For Sale $519,900

View Details 53 Photos
On Market For 14 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1769

  • Year Built

    1963

  • $/SqFt

    $294

Kenilworth Shores - Two car integral garage with a cozy front porch. MLS#O6085458. COLDWELL BANKER REALTY.

Home For Sale $395,000

View Details 9 Photos
On Market For 14 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1430

  • Year Built

    1956

  • $/SqFt

    $276

Tanglewood - *All information is intended to be accurate but is not guaranteed. MLS#O6085015. COLDWELL BANKER REALTY.

Home For Sale $669,900

View Details 23 Photos
*POTENTIAL GREAT VALUE
On Market For 15 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2378

  • Year Built

    1959

  • $/SqFt

    $282

This property is in the sought after Kenilworth Shores community featuring A rated schools, elite shopping, and world class dining minutes away. MLS#O6085213. VINTAGE REALTY SOLUTIONS.

Pended $409,000

View Details 25 Photos
On Market For 4 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1746

  • Year Built

    1974

  • $/SqFt

    $234

This home truly offers a perfect balance of live, work and play! 2020 roof. MLS#O6084746. PREMIER SOTHEBY'S INTL. REALTY.

Pended $1,200,000

View Details 8 Photos
On Market For 23 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1824

  • Year Built

    1953

  • $/SqFt

    $658

Maitland Shores - Drive by this lovely street and see the potential to build and appreciate its close proximity to top rated Winter Park Schools, Winter Park Racquet Club, Interlachen Country Club, parks and shopping. MLS#O6083816. FANNIE HILLMAN & ASSOCIATES.

Home For Sale $575,000

View Details 53 Photos
On Market For 18 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2275

  • Year Built

    1989

  • $/SqFt

    $253

Located just 1.5 miles from the 417 and 5 miles from exclusive Winter Park shops and dining, don’t wait to schedule your private tour! MLS#O6083697. CORE GROUP REAL ESTATE LLC.

Pended $395,000

View Details 26 Photos
On Market For 6 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1407

  • Year Built

    1964

  • $/SqFt

    $281

Don't wait, a little will go a long way in this special home. MLS#O6085083. PREMIER SOTHEBY'S INTL. REALTY.

Home For Sale $1,495,000

View Details 40 Photos
On Market For 19 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2812

  • Year Built

    2001

  • $/SqFt

    $532

Set your sights on a lifestyle relaxing in your pool, paddle boarding, boating to Hillstone, entertaining your family and friends in your new dream home! MLS#O6084616. SOTERA LIVING.

Home For Sale $550,000

View Details 18 Photos
On Market For 22 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1553

  • Year Built

    1965

  • $/SqFt

    $354

Howell Heights - Enjoy outdoor entertainment in your Spacious patio and lounge area. Welcome in and be impressed! MLS#O6083616. EMPIRE NETWORK REALTY.

Home For Sale $399,000

View Details 45 Photos
On Market For 19 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1100

  • Year Built

    1971

  • $/SqFt

    $363

This type of backyard is hard to find in the area, perfect for your fur friends. MLS#O6084732. NOVA REAL ESTATE SERVICES INC.

Pended $320,000

View Details 22 Photos
On Market For 6 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1179

  • Year Built

    1981

  • $/SqFt

    $271

Cedar Ridge - Don't miss out on this incredible opportunity at 1957 Nottingdale Lane! MLS#T3423936. EXP REALTY LLC.

Home For Sale $2,500,000

View Details 45 Photos
On Market For 51 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    3286

  • Year Built

    2021

  • $/SqFt

    $761

Owner is open to selling the property with the current period mid-century furnishings. MLS#O6084405. HOME PRO REALTY CORP..

Pended $685,000

View Details 39 Photos
On Market For 3 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2105

  • Year Built

    1973

  • $/SqFt

    $325

This home is ready for its new family! MLS#O6084008. COLDWELL BANKER REALTY.

Home For Sale $489,000

View Details 49 Photos
On Market For 25 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1740

  • Year Built

    1973

  • $/SqFt

    $281

Woodcrest - One or more photo(s) has been virtually staged. MLS#O6081195. RE/MAX CENTRAL REALTY.

Home For Sale $369,900

View Details 16 Photos
On Market For 20 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1120

  • Year Built

    1986

  • $/SqFt

    $330

Garden Grove - Ready to show priced to sell. MLS#T3421670. EXP REALTY LLC.

Home For Sale $293,900

Reduced By $6,090
View Details 13 Photos
On Market For 20 Days

  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    704

  • Year Built

    1950

  • $/SqFt

    $417

Dubsdread Heights - Either way it's a win-win!! ! MLS#O6083749. LOVELAND PROPERTIES.

Pended $3,250,000

View Details 48 Photos
On Market For 5 Days

  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    5317

  • Year Built

    2017

  • $/SqFt

    $611

Located in a coveted neighborhood, across from Blue Jacket Park, down from East End Market, and downtown Winter Park, this home has many more bells and whistles to discover, like a 3-car garage with storage closets and a designated AC system, a 4-zone security camera system, surround sound, a Sonos music system, structured wiring package, and more… This home is must-see! MLS#O6081012. FANNIE HILLMAN & ASSOCIATES.

Home For Sale $2,800,000

View Details 7 Photos
On Market For 26 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    4288

  • Year Built

    2023

  • $/SqFt

    $653

Green Terrace - This house is near completion and ready for you to call home. MLS#O6081597. THE HOPE GROUP.

Home For Sale $523,500

View Details 25 Photos
On Market For 24 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1606

  • Year Built

    2005

  • $/SqFt

    $326

Enjoy the space of the rare two-car attached garage with great storage room and a new resealed/painted floor. MLS#O6082382. FLORIDA PROPERTY LLC.

Home For Sale $4,575,000

Reduced By $375,000
View Details 44 Photos
On Market For 26 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3823

  • Year Built

    1930

  • $/SqFt

    $1,197

An extremely rare opportunity not only to own a part of Winter Park history, but to thoroughly enjoy the character & charm of one of Winter Park’s landmark special homes with the added bonus for those seeking to enjoy the quintessential Central Florida chain of lakes lifestyle… MLS#O6082393. PREMIER SOTHEBY'S INTL. REALTY.

Home For Sale $1,100,000

View Details 38 Photos
*POTENTIAL GREAT VALUE
On Market For 26 Days

  • Bedrooms

    6

  • Full Bath(s)

    5

  • Sq. Ft.

    5021

  • Year Built

    2015

  • $/SqFt

    $219

The entire backyard is fenced and the extra yard space on either side of the pool provides the perfect space for a playset for your little ones or room for your pets to run around. MLS#O6082646. KELLER WILLIAMS ADVANTAGE REALTY.

Viewing HOMES 1 to 50 of 194

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 407-278-2057 and speak with one of our real estate consultants.

Popular Homes

City
Avg Price
Median Price
Available
Distressed
Reduced
Avg DOM
Altamonte Springs
$703,548
$425,000
79
3.8%
43.0%
80

Apopka
$470,374
$440,770
348
1.7%
45.4%
95

Belle Isle
$646,094
$579,950
18
0.0%
50.0%
74

Casselberry
$403,606
$375,000
67
1.5%
50.7%
83

Celebration
$1,205,309
$955,494
46
0.0%
32.6%
120

Champions Gate
$745,010
$798,000
20
0.0%
40.0%
126

Chuluota
$1,020,387
$775,000
15
0.0%
26.7%
132

Clermont
$524,662
$489,575
574
0.7%
45.8%
123

Gotha
$949,971
$590,000
7
14.3%
57.1%
149

Groveland
$481,344
$404,753
182
0.0%
48.9%
101

Harmony
$524,372
$473,500
22
0.0%
54.5%
101

Kissimmee
$519,133
$435,000
1395
0.4%
49.0%
99

Longwood
$630,872
$489,900
149
1.3%
54.4%
92

Maitland
$756,277
$599,990
57
3.5%
38.6%
92

Minneola
$502,919
$475,900
70
1.4%
41.4%
76

Montverde
$1,480,286
$977,323
57
0.0%
24.6%
152

Ocoee
$475,878
$465,000
80
0.0%
45.0%
83

Orlando
$604,093
$449,945
1982
1.4%
43.4%
104

Oviedo
$593,469
$525,000
130
1.5%
43.1%
93

Poinciana
$347,472
$322,850
433
0.9%
50.8%
124

Reunion
$1,757,685
$1,100,000
95
0.0%
40.0%
144

Saint Cloud
$514,229
$449,000
786
0.5%
46.6%
117

Sanford
$470,953
$399,900
304
2.3%
47.0%
111

Sorrento
$639,652
$497,495
42
2.4%
40.5%
67

Windermere
$2,090,451
$1,112,500
156
1.9%
41.0%
114

Winter Garden
$761,704
$626,200
382
0.5%
40.3%
100

Winter Springs
$482,729
$429,900
103
1.9%
35.9%
65

EasyStreet

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