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View 251 Winter Park Florida Homes for Sale

Home For Sale $1,395,000

View 1681 Blue Ridge Rd Winter Park FL
View Details 52 Photos
View 1681 Blue Ridge Rd Winter Park FL
View 1681 Blue Ridge Rd Winter Park FL
View 1681 Blue Ridge Rd Winter Park FL
On Market For 27 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 $699,900

Reduced By $20,000

View 8077 Pleasant Pine Cir Winter Park FL
View Details 48 Photos
View 8077 Pleasant Pine Cir Winter Park FL
View 8077 Pleasant Pine Cir Winter Park FL
View 8077 Pleasant Pine Cir Winter Park FL
*POTENTIAL GREAT VALUE
On Market For 27 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3215

  • Year Built

    2013

  • $/SqFt

    $218

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

Home For Sale $795,000

Reduced By $70,000

View 2418 Euston Rd Winter Park FL
View Details 28 Photos
View 2418 Euston Rd Winter Park FL
View 2418 Euston Rd Winter Park FL
View 2418 Euston Rd Winter Park FL
On Market For 28 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2048

  • 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.

Pended $599,000

View 610 S Ranger Blvd Winter Park FL
View Details 35 Photos
View 610 S Ranger Blvd Winter Park FL
View 610 S Ranger Blvd Winter Park FL
View 610 S Ranger Blvd Winter Park FL
*POTENTIAL GREAT VALUE
On Market For 27 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 28 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 $405,900

Reduced By $14,000
View Details 68 Photos
On Market For 28 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1235

  • Year Built

    1959

  • $/SqFt

    $329

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 28 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 28 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 $649,900

View Details 25 Photos
On Market For 27 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.

Pended $600,000

View Details 87 Photos
On Market For 27 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 29 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1964

  • Year Built

    1968

  • $/SqFt

    $285

MLS#O6250720. STRICKLAND REALTY GROUP INC.

Home For Sale $890,000

View Details 11 Photos
On Market For 30 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1760

  • Year Built

    1953

  • $/SqFt

    $506

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

Pended $475,000

View Details 19 Photos
On Market For 22 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 $450,000

Reduced By $9,900
View Details 31 Photos
On Market For 30 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1703

  • Year Built

    1983

  • $/SqFt

    $264

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 31 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 $899,000

Reduced By $50,000
View Details 44 Photos
On Market For 33 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1898

  • Year Built

    1950

  • $/SqFt

    $474

Carver Town - Pool renderings are only showed as an illustration of what is possible and can be built for additional cost. MLS#O6250649. MILLENIUM REALTY GROUP.

Home For Sale $539,000

Reduced By $36,000
View Details 18 Photos
On Market For 33 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1440

  • Year Built

    1959

  • $/SqFt

    $374

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

Pended $379,000

Reduced By $5,000
View Details 26 Photos
On Market For 33 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1301

  • Year Built

    1990

  • $/SqFt

    $291

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 34 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 34 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 14 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.

Pended $425,000

View Details 35 Photos
On Market For 34 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 34 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 36 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 35 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 $700,000

View Details 28 Photos
On Market For 35 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 26 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 36 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.

Pended $494,900

View Details 34 Photos
On Market For 35 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.

Pended $360,000

View Details 18 Photos
On Market For 36 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.

Pended $430,000

View Details 21 Photos
On Market For 3 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.

Pended $485,000

View Details 29 Photos
On Market For 39 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.

Pended $550,000

View Details 20 Photos
On Market For 38 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 $530,000

Reduced By $95,000
View Details 34 Photos
On Market For 41 Days

  • Bedrooms

    3

  • Full Bath(s)

    1

  • Sq. Ft.

    1140

  • Year Built

    1959

  • $/SqFt

    $465

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

Home For Sale $477,000

Reduced By $18,000
View Details 87 Photos
On Market For 41 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2018

  • Year Built

    1986

  • $/SqFt

    $236

Hyde Park - Good school District Please CALL NOW! ! MLS#O6247920. FLORIDA REALTY INVESTMENTS.

Home For Sale $435,000

View Details 15 Photos
On Market For 42 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 $475,000

Reduced By $12,500
View Details 38 Photos
On Market For 44 Days

  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    1012

  • Year Built

    1952

  • $/SqFt

    $469

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 45 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 45 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.

Pended $559,990

Reduced By $19,910
View Details 36 Photos
On Market For 45 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1689

  • Year Built

    1970

  • $/SqFt

    $332

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 48 Days

  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    5264

  • Year Built

    2024

  • $/SqFt

    $1,082

Welcome home to one of the most exceptional properties on the market! MLS#O6239351. CORCORAN PREMIER REALTY.

Home For Sale $745,000

View Details 73 Photos
*POTENTIAL GREAT VALUE
On Market For 48 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3496

  • Year Built

    2015

  • $/SqFt

    $213

Don’t miss the opportunity to make this dream home yours! MLS#O6246849. KELLER WILLIAMS ADVANTAGE REALTY.

Home For Sale $360,000

Reduced By $15,000
View Details 21 Photos
On Market For 48 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1152

  • Year Built

    1961

  • $/SqFt

    $313

Live, work & play in close proximity to everything you need - call today to schedule a tour! MLS#O6245383. WEMERT GROUP REALTY LLC.

Pended $7,000,000

View Details 100 Photos
*POTENTIAL GREAT VALUE
On Market For 47 Days

  • Bedrooms

    7

  • Full Bath(s)

    5

  • Sq. Ft.

    6540

  • Year Built

    1989

  • $/SqFt

    $1,070

This is truly a remarkable "one of a kind" offering in the enchanting town of Winter Park, Florida. Schedule your private tour today? MLS#O6247174. FANNIE HILLMAN & ASSOCIATES.

Home For Sale $624,900

Reduced By $19,100
View Details 45 Photos
On Market For 49 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2040

  • Year Built

    1972

  • $/SqFt

    $306

Don’t miss out on this exceptional property! MLS#O6246791. COLDWELL BANKER REALTY.

Home For Sale $504,900

Reduced By $5,000
View Details 31 Photos
On Market For 48 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1664

  • Year Built

    1979

  • $/SqFt

    $303

Garden Lake Estates - Highly desirable area with easy access to shopping & main roads. MLS#O6246271. FOLIO REALTY LLC.

Home For Sale $410,000

Reduced By $2,000
View Details 38 Photos
On Market For 49 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1554

  • Year Built

    1959

  • $/SqFt

    $264

Don’t miss out on the chance to own this fully renovated gem that’s move-in ready and waiting for you to make it your own! MLS#O6244737. REAL BROKER, LLC.

Home For Sale $360,000

Reduced By $49,999
View Details 27 Photos
On Market For 38 Days

  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    864

  • Year Built

    1949

  • $/SqFt

    $417

Golfview - HVAC: Replaced in 2014 and outdoor unit is rebuilt in 2023 (new compressor) PLUMBING Completely re plumbed in 2009 ROOF- Replaced in 2019 ELECTRICAL replaced in 2009/ Main panel upgraded in 2017 Back Porch built in 2019/ Front Windows replaced in 2018 Exterior Completely repainted: Sept. 2024 MLS#O6246133. LIFESTYLE INTERNATIONAL REALTY.

Home For Sale $1,168,000

Reduced By $107,000
View Details 23 Photos
On Market For 50 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2458

  • Year Built

    1978

  • $/SqFt

    $475

Being sold AS IS, please see Realtor Remarks for comments. MLS#O6245474. FANNIE HILLMAN & ASSOCIATES.

Pended $749,000

View Details 50 Photos
On Market For 47 Days

  • Bedrooms

    3

  • Full Bath(s)

    1

  • Sq. Ft.

    1243

  • Year Built

    1955

  • $/SqFt

    $603

MLS#O6245884. KELLY PRICE & COMPANY LLC.

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