134 Results

32789 Homes For Sale & 32789 FL Real Estate

Home For Sale $1,895,000

View 1250 Via Capri Winter Park FL
View Details 35 Photos
View 1250 Via Capri Winter Park FL
View 1250 Via Capri Winter Park FL
View 1250 Via Capri Winter Park FL
On Market For 2 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    3217

  • Year Built

    1952

  • $/SqFt

    $589

Cloister Grove - An exclusive respite, this home represents the epitome of Winter Park living at its finest. MLS#O6202026. PREMIER SOTHEBY'S INTL. REALTY.

Home For Sale $1,850,000

View 1350 Lyndale Blvd Winter Park FL
View Details 72 Photos
View 1350 Lyndale Blvd Winter Park FL
View 1350 Lyndale Blvd Winter Park FL
View 1350 Lyndale Blvd Winter Park FL
On Market For 2 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3478

  • Year Built

    2003

  • $/SqFt

    $532

Dixie Terrace - Welcome to your new home in Winter Park, designed for those who desire the very best in life. MLS#O6200787. HOMEVEST REALTY.

Home For Sale $1,099,000

View 1880 Shiloh Ln Winter Park FL
View Details 35 Photos
View 1880 Shiloh Ln Winter Park FL
View 1880 Shiloh Ln Winter Park FL
View 1880 Shiloh Ln Winter Park FL
On Market For 2 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2169

  • Year Built

    1958

  • $/SqFt

    $507

With all these fabulous highlights combined, this home promises an exceptional living experience! MLS#O6200234. FANNIE HILLMAN & ASSOCIATES.

Home For Sale $2,650,000

View 1791 Taylor Ave Winter Park FL
View Details 26 Photos
View 1791 Taylor Ave Winter Park FL
View 1791 Taylor Ave Winter Park FL
View 1791 Taylor Ave Winter Park FL
On Market For 5 Days

  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    3731

  • Year Built

    2024

  • $/SqFt

    $710

View detailed design and inspiration deck at https://urbanperchhomes.com/1791-taylor-avenue-winter-park-fl-32789-custom-home/ MLS#O6202078. KELLER WILLIAMS WINTER PARK.

Home For Sale $915,000

View Details 53 Photos
On Market For 51 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2608

  • Year Built

    1940

  • $/SqFt

    $351

This home is centrally located, just a short drive to all major roadways, is in a great school district and is a short walk or bike ride to shops, restaurants and so much more! MLS#O6195868. MAINFRAME REAL ESTATE.

Home For Sale $600,000

View Details 40 Photos
On Market For 9 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1568

  • Year Built

    1950

  • $/SqFt

    $383

Glencoe - Don't miss out—schedule your showing today and seize the opportunity to make this dream home yours. MLS#O6202325. LA ROSA REALTY ORLANDO LLC.

Home For Sale $1,895,000

View Details 40 Photos
On Market For 6 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3361

  • Year Built

    2007

  • $/SqFt

    $564

Charmont - Discover the perfect blend of historic charm and modern luxury in this exquisite home—a true sanctuary in the heart of Winter Park. MLS#O6201554. PREMIER SOTHEBY'S INTL. REALTY.

Home For Sale $420,000

View Details 21 Photos
On Market For 6 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    987

  • Year Built

    1956

  • $/SqFt

    $426

Stansbury Estates - There were already offers on the home prior to it hitting the market! OPEN HOUSE SATURDAY 5/11 11a-2p! MLS#G5081725. REAL BROKER, LLC.

Home For Sale $1,649,000

View Details 78 Photos
On Market For 7 Days

  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    3028

  • Year Built

    2006

  • $/SqFt

    $545

Don't miss your chance to experience the epitome of gracious living in one of Florida's most coveted neighborhoods. MLS#O6200815. EXP REALTY LLC.

Home For Sale $1,489,000

View Details 36 Photos
On Market For 7 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2812

  • Year Built

    2001

  • $/SqFt

    $530

Experience the epitome of lakeside living and make this dream home yours today. MLS#O6199613. SOTERA LIVING.

Home For Sale $1,650,000

View Details 61 Photos
On Market For 8 Days

  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    3233

  • Year Built

    1953

  • $/SqFt

    $510

Maitland Shores - Experience the allure of Winter Park living at 940 Moss Lane, where each day unfolds with the promise of new adventures and endless possibilities. Schedule your private visit today. MLS#O6200641. MAINFRAME REAL ESTATE.

Home For Sale $1,950,000

View Details 3 Photos
On Market For 10 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2701

  • Year Built

    2024

  • $/SqFt

    $722

Sylvan Heights - Completing this house is the clean outdoor living space with a custom detailed ceiling and flooring creating a seamless transition from the living space to the pool entertainment space. MLS#O6199494. THE HOPE GROUP.

Home For Sale $11,795,000

View Details 48 Photos
*POTENTIAL GREAT VALUE
On Market For 13 Days

  • Bedrooms

    5

  • Full Bath(s)

    6

  • Sq. Ft.

    8188

  • Year Built

    2021

  • $/SqFt

    $1,441

Don't miss the opportunity to make this your own private paradise. MLS#O6199109. PREMIER SOTHEBY'S INTL. REALTY.

Home For Sale $4,150,000

View Details 59 Photos
*POTENTIAL GREAT VALUE
On Market For 13 Days

  • Bedrooms

    6

  • Full Bath(s)

    6

  • Sq. Ft.

    6939

  • Year Built

    1999

  • $/SqFt

    $598

Comstock Park - With its timeless elegance and modern amenities, this home offers a unique lifestyle of comfort and sophistication in the heart of Winter Park. MLS#O6199396. PALMANO GROUP RE BROKERAGE LLC.

Home For Sale $1,690,000

View Details 57 Photos
On Market For 13 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3518

  • Year Built

    1964

  • $/SqFt

    $480

Green Oaks - Schedule your private tour today and discover the luxury and sophistication of 1801 Legion Dr. MLS#O6199755. FANNIE HILLMAN & ASSOCIATES.

Home For Sale $675,000

Reduced By $20,000
View Details 29 Photos
On Market For 14 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1275

  • Year Built

    1960

  • $/SqFt

    $529

Lake Knowles Terrace - Don't miss out on this fantastic opportunity! MLS#O6199975. FANNIE HILLMAN & ASSOCIATES.

Home For Sale $4,500,000

View Details 67 Photos
On Market For 16 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    5320

  • Year Built

    2002

  • $/SqFt

    $846

Close to the charming boutiques and restaurants on Park Avenue. MLS#O6199601. FANNIE HILLMAN & ASSOCIATES.

Pended $2,100,000

View Details 82 Photos
On Market For 2 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3300

  • Year Built

    1987

  • $/SqFt

    $636

Sylvan Lake Shores - Don't miss the opportunity to experience the captivating charm and natural beauty of this Winter Park gem.

MLS#O6199085. KELLY PRICE & COMPANY LLC.

Home For Sale $2,790,000

View Details 40 Photos
On Market For 16 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    4905

  • Year Built

    1986

  • $/SqFt

    $569

Virginia Heights - *Walk-through video filmed before kitchen, bathrooms, and whole house repainted in 2022. MLS#U8240071. WWW.HOMEZU.COM.

Home For Sale $2,495,000

View Details 48 Photos
On Market For 17 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3154

  • Year Built

    1951

  • $/SqFt

    $791

Schedule you're showing today and experience the epitome of luxury living at 1161 Lincoln Circle." MLS#O6198338. FANNIE HILLMAN & ASSOCIATES.

Pended $1,775,000

View Details 54 Photos
On Market For 11 Days

  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    3159

  • Year Built

    2000

  • $/SqFt

    $562

Temple Heights - This ideal location is just a few blocks from the WP YMCA, grocery stores, restaurants and shopping off Aloma, and a mile or so from Park Ave! MLS#O6194759. FANNIE HILLMAN & ASSOCIATES.

Home For Sale $4,250,000

View Details 19 Photos
On Market For 20 Days

  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    3660

  • Year Built

    2024

  • $/SqFt

    $1,161

Call now to schedule your meeting with the Builder and get started on your new home! MLS#O6193386. UNITED REAL ESTATE PREFERRED.

Pended $1,895,000

View Details 52 Photos
On Market For 5 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3504

  • Year Built

    1999

  • $/SqFt

    $541

Osceola Shores - 160 Trismen Terrace is truly a home for those who appreciate entertaining. MLS#O6197555. OLDE TOWN BROKERS INC.

Pended $1,800,000

View Details 55 Photos
On Market For 3 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3404

  • Year Built

    1990

  • $/SqFt

    $529

Lugano Terrace - Bedroom Closet Type: Walk-in Closet (Primary Bedroom). MLS#O6197726. FANNIE HILLMAN & ASSOCIATES.

Home For Sale $3,095,000

View Details 61 Photos
On Market For 21 Days

  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    4216

  • Year Built

    2020

  • $/SqFt

    $734

Comstock Park - Don't miss your opportunity to own a piece of Winter Park's finest. Schedule your private showing today! MLS#O6196961. PREMIER SOTHEBY'S INTL. REALTY.

Home For Sale $749,900

View Details 48 Photos
On Market For 43 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1370

  • Year Built

    1952

  • $/SqFt

    $547

MLS#O6196093. RE/MAX 200 REALTY.

Home For Sale $625,000

View Details 29 Photos
On Market For 21 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    1946

  • Year Built

    1950

  • $/SqFt

    $321

MLS#S5103315. EXP REALTY LLC.

Home For Sale $610,000

Reduced By $25,000
View Details 18 Photos
On Market For 24 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1376

  • Year Built

    1954

  • $/SqFt

    $443

Orangewood Park - Extra features and updates include: new HVAC 2018, re-piped interior, no cast iron (rare), Roof 2017, replaced well pump for irrigation (low waste water and sewer bills), renovated patio, updated landscape, and renovated guest bathroom. MLS#O6196291. THE KEY REALTY GROUP.

Pended $1,117,500

Reduced By $57,500
View Details 25 Photos
On Market For 21 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2797

  • Year Built

    1980

  • $/SqFt

    $400

Plus, with sought-after Winter Park schools just a stone's throw away, you'll enjoy peace of mind knowing your family is in a top-notch educational environment. MLS#O6195768. PREMIER SOTHEBY'S INTL. REALTY.

Home For Sale $999,900

View Details 9 Photos
On Market For 29 Days

  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    962

  • Year Built

    1952

  • $/SqFt

    $1,039

Parklando - This home is near Lake Sue, Leu Gardens, Mead Botanical Gardens and many more gems of Winter Park. MLS#V4935714. GREENE REALTY OF FLORIDA LLC.

Home For Sale $1,400,000

View Details 11 Photos
On Market For 29 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1440

  • Year Built

    1947

  • $/SqFt

    $972

Charmont - The last time a house sold on this street was four years ago. MLS#V4935671. GREENE REALTY OF FLORIDA LLC.

Home For Sale $6,995,000

View Details 52 Photos
On Market For 33 Days

  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    4792

  • Year Built

    1998

  • $/SqFt

    $1,460

Sicilian Shores - Roof and boathouse roof updated 2022. MLS#O6195529. CHARLES RUTENBERG REALTY ORLANDO.

Home For Sale $750,000

View Details 36 Photos
On Market For 33 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1669

  • Year Built

    1927

  • $/SqFt

    $449

Lawndale - Welcome to your dream home, where history and modernity live in perfect harmony. MLS#O6195037. BISON REALTY.

Pended $299,000

View Details 18 Photos
On Market For 12 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1156

  • Year Built

    1995

  • $/SqFt

    $259

Winter Park Oaks - Schedule a viewing today and start envisioning your dream lifestyle. MLS#O6195212. LA ROSA REALTY CENTRAL FLORIDA.

Home For Sale $1,899,700

Reduced By $89,000
View Details 26 Photos
On Market For 33 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2859

  • Year Built

    1948

  • $/SqFt

    $664

Kronenberger - Bedroom Closet Type: Walk-in Closet (Primary Bedroom). MLS#O6193303. FLORIDA PROPERTY LLC.

Home For Sale $1,360,000

Reduced By $135,000
View Details 56 Photos
On Market For 31 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3074

  • Year Built

    2017

  • $/SqFt

    $442

Ideally situated near Lakemont Elementary, Publix, Advent Health, and mere minutes from Park Avenue. MLS#O6194226. THE HOPE GROUP.

Home For Sale $1,995,000

View Details 22 Photos
On Market For 35 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    4738

  • Year Built

    1948

  • $/SqFt

    $421

Woodmere Terrace - Experience the essence of timeless elegance and modern comfort at this remarkable address. MLS#O6193348. PREMIER SOTHEBY'S INTL. REALTY.

Home For Sale $1,695,000

View Details 71 Photos
On Market For 34 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3150

  • Year Built

    2006

  • $/SqFt

    $538

Charmont - Schedule your private showing today before it's SOLD! MLS#O6193582. VOSS REALTY INC.

Pended $1,325,000

View Details 66 Photos
On Market For 3 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2942

  • Year Built

    2006

  • $/SqFt

    $450

Windsong Elizabeths Walk - Central Florida living at its best in one of Winter Park's most sought-after communities. MLS#O6192936. KELLER WILLIAMS REALTY AT THE PARKS.

Home For Sale $2,199,999

View Details 67 Photos
On Market For 37 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3971

  • Year Built

    1990

  • $/SqFt

    $554

College Place - With its architectural integrity, handcrafted details, central location, enchanting central skylight, and minutes’ walk to Lake Virginia and Park Avenue, it is a rare find that epitomizes the art of living in sunny Florida. MLS#O6190102. NEXTHOME MY WAY.

Pended $1,374,900

View Details 89 Photos
On Market For 15 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3252

  • Year Built

    2024

  • $/SqFt

    $423

Golfview - Make an appointment to see this beautiful home today. MLS#O6193452. RE/MAX EXCLUSIVE COLLECTION.

Home For Sale $3,890,000

View Details 3 Photos
On Market For 36 Days

  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    4055

  • Year Built

    2025

  • $/SqFt

    $959

Room Feature: Linen Closet In Bath (Primary Bedroom). MLS#O6191966. CORCORAN PREMIER REALTY.

Home For Sale $2,250,000

View Details 54 Photos
On Market For 36 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3276

  • Year Built

    1995

  • $/SqFt

    $687

Don't miss your chance to make this exquisite property your own and enjoy the epitome of Florida luxury living. MLS#O6192372. KELLER WILLIAMS WINTER PARK.

Pended $775,000

View Details 40 Photos
On Market For 7 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2406

  • Year Built

    1980

  • $/SqFt

    $322

Enjoy beautiful walks through the neighborhood and 2 private tennis courts which are owned by the association. Great Winter Park Schools! -- MLS#O6192070. FANNIE HILLMAN & ASSOCIATES.

Pended $2,200,000

View Details 100 Photos
On Market For 19 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    4176

  • Year Built

    2004

  • $/SqFt

    $527

Windsong Lookout Landing - Schedule your showing today and envision your lifestyle in this remarkable sanctuary.

MLS#O6181952. KELLY PRICE & COMPANY LLC.

Pended $464,900

View Details 45 Photos
On Market For 5 Days

  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    1223

  • Year Built

    1947

  • $/SqFt

    $380

Minutes from Winter Park’s historic Park Avenue with Shopping and Restaurants galore, Orlando Museum of Art, The Orlando Science Center, Mead Gardens, AdventHealth Orlando Hospital, Downtown and the Sun Rail Station as well as easy access to the Interstate. MLS#T3513193. ARRICO REALTY & PROPERTY MGMT..

Pended $399,500

View Details 31 Photos
On Market For 26 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1477

  • Year Built

    1955

  • $/SqFt

    $270

Fairbanks Shores - Don't miss this unparalleled opportunity to own a piece of Winter Park, where such remarkable offerings are a rare find. MLS#O6191192. COMPASS FLORIDA LLC.

Home For Sale $2,749,000

View Details 61 Photos
On Market For 43 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    4692

  • Year Built

    2007

  • $/SqFt

    $586

Zoned for Audubon K-8 and WP High School. MLS#O6190641. PREMIER SOTHEBY'S INTL. REALTY.

Home For Sale $2,150,000

Reduced By $100,000
View Details 48 Photos
On Market For 45 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3102

  • Year Built

    1989

  • $/SqFt

    $693

Kronenberger - WELCOME HOME to the the Winter Park lifestyle at its finest! MLS#O6181050. FANNIE HILLMAN & ASSOCIATES.

Home For Sale $402,000

Reduced By $23,000
View Details 20 Photos
On Market For 48 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1030

  • Year Built

    1955

  • $/SqFt

    $390

Fairbanks Shores - Don't miss your chance to experience the epitome of Florida living—schedule your showing today! MLS#S5101905. REALTY ONE GROUP INSPIRATION.

Viewing HOMES 1 to 50 of 134

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
$577,446
$439,900
99
2.0%
38.4%
81

Apopka
$511,944
$465,000
471
1.7%
42.5%
79

Belle Isle
$989,332
$799,900
25
4.0%
60.0%
68

Casselberry
$441,955
$422,450
74
4.1%
41.9%
72

Celebration
$1,397,224
$1,199,000
51
0.0%
49.0%
105

Champions Gate
$665,800
$692,500
26
0.0%
46.2%
181

Chuluota
$1,309,175
$573,750
20
0.0%
50.0%
66

Clermont
$585,524
$499,900
573
0.5%
43.1%
90

Gotha
$943,200
$562,450
18
0.0%
50.0%
51

Groveland
$461,292
$415,000
199
1.5%
43.7%
74

Harmony
$447,853
$429,990
53
0.0%
50.9%
93

Kissimmee
$535,290
$460,000
1869
0.7%
45.1%
100

Longwood
$795,520
$619,900
174
1.1%
40.8%
64

Maitland
$1,172,801
$643,000
65
0.0%
43.1%
90

Minneola
$543,171
$522,495
114
0.0%
23.7%
80

Montverde
$1,559,882
$1,145,260
57
0.0%
33.3%
135

Ocoee
$558,117
$499,900
119
1.7%
42.0%
70

Orlando
$683,692
$499,000
2277
1.6%
41.2%
88

Oviedo
$700,465
$604,500
164
0.0%
34.1%
54

Poinciana
$332,565
$319,900
451
0.7%
53.2%
122

Reunion
$1,661,920
$1,249,000
89
0.0%
56.2%
171

Saint Cloud
$528,627
$460,000
831
0.1%
43.7%
97

Sanford
$518,671
$424,995
362
0.8%
53.0%
92

Sorrento
$654,733
$510,888
89
0.0%
51.7%
79

Windermere
$2,359,542
$1,495,000
229
0.9%
46.7%
95

Winter Garden
$847,111
$700,000
542
0.0%
37.5%
79

Winter Springs
$554,158
$499,999
117
0.9%
45.3%
63

EasyStreet

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