225 Results

View 225 Winter Park Florida Homes for Sale

Pended $475,000

View 1670 Tremont Ln Winter Park FL
View 1670 Tremont Ln Winter Park FL
View 1670 Tremont Ln Winter Park FL
*POTENTIAL GREAT VALUE
On Market For 7 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1980

  • Year Built

    1985

  • $/SqFt

    $240

Don't miss out on this amazing opportunity to own a piece of paradise in Winter Park! ! MLS#O6186440. COLDWELL BANKER REALTY.

Pended $1,495,000

View 890 N Phelps Ave Winter Park FL
View 890 N Phelps Ave Winter Park FL
View 890 N Phelps Ave Winter Park FL
On Market For 4 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3630

  • Year Built

    2018

  • $/SqFt

    $412

Make this extraordinary Winter Park gem yours! MLS#O6186281. PALMANO GROUP RE BROKERAGE LLC.

Pended $2,575,000

View 1655 Barcelona Way Winter Park FL
View 1655 Barcelona Way Winter Park FL
View 1655 Barcelona Way Winter Park FL
*POTENTIAL GREAT VALUE
On Market For 37 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    5429

  • Year Built

    1983

  • $/SqFt

    $474

Sevilla - You will fall in love with this absolutely spectacular home! ! MLS#O6187903. BEYCOME OF FLORIDA LLC.

Home For Sale $2,245,000

Reduced By $150,000

View 1616 Hibiscus Ave Winter Park FL
View 1616 Hibiscus Ave Winter Park FL
View 1616 Hibiscus Ave Winter Park FL
On Market For 52 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3897

  • Year Built

    2015

  • $/SqFt

    $576

Flora Park - Located a short golf cart ride from Park Ave’s incredible restaurants and shopping, and walking distance to Phelps Park and the YMCA, the location is impossible to beat. MLS#O6180741. COMPASS FLORIDA, LLC.

Home For Sale $650,000

Reduced By $20,000

On Market For 119 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1638

  • Year Built

    1949

  • $/SqFt

    $397

Don’t miss the chance to experience the heartbeat of Winter Park living – schedule your tour today! MLS#O6185063. FANNIE HILLMAN & ASSOCIATES.

Home For Sale $635,000

Reduced By $14,000

On Market For 52 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2193

  • Year Built

    1954

  • $/SqFt

    $290

Schedule a private tour today and experience luxury living at its finest at 220 Blossom Lane. MLS#O6187877. SUMMERHILL REALTY GROUP LLC.

Home For Sale $520,000

Reduced By $15,000

On Market For 55 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1878

  • Year Built

    1979

  • $/SqFt

    $277

35 minutes from UNIVERSAL & DISNEY and only an hour from the BEACH, allowing you to enjoy the best of both worlds, luxury living and prime location. MLS#O6186883. RE/MAX 200 REALTY.

Home For Sale $450,000

Reduced By $10,000

On Market For 52 Days
  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    1192

  • Year Built

    1949

  • $/SqFt

    $378

Don't miss out on this promising investment opportunity! MLS#O6187138. COLDWELL BANKER REALTY.

Home For Sale $3,141,000

On Market For 53 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    4188

  • Year Built

    2024

  • $/SqFt

    $750

Charmont - Inquire with the listing agents for further details, and prepare to be captivated by a lifestyle beyond compare. MLS#O6187136. PREMIER SOTHEBY'S INTL. REALTY.

Home For Sale $2,890,000

On Market For 53 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    4770

  • Year Built

    2024

  • $/SqFt

    $606

Kenilworth Shores - Don’t miss your opportunity to own this stunning Winter Park home. MLS#O6185001. COMPASS FLORIDA, LLC.

Home For Sale $1,960,000

On Market For 53 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3499

  • Year Built

    2024

  • $/SqFt

    $560

Northwood Terrace - Please inquire with the listing agents for further details. MLS#O6187113. PREMIER SOTHEBY'S INTL. REALTY.

Pended $1,125,000

Reduced By $25,000

On Market For 45 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2507

  • Year Built

    1993

  • $/SqFt

    $449

Reach out today to schedule a tour on this one of a kind Winter Park charmer. MLS#O6187046. COMPASS FLORIDA LLC.

Pended $540,000

*POTENTIAL GREAT VALUE
On Market For 11 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    2917

  • Year Built

    1984

  • $/SqFt

    $185

Amberwood - Recent Updates: New Roof (2021), New Hvac Systems (2022), Repipe (2021), Pool Motor (2024), De Pool Filter (2021), Garage Door Opener (2023). MLS#O6186685. RE/MAX TOWN & COUNTRY REALTY.

Pended $979,000

Reduced By $16,000

On Market For 56 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2331

  • Year Built

    1969

  • $/SqFt

    $420

Zoned for top-rated schools. Welcome home! MLS#O6186647. FANNIE HILLMAN & ASSOCIATES.

Home For Sale $769,000

Reduced By $20,000

On Market For 56 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1715

  • Year Built

    1964

  • $/SqFt

    $448

This home is one of a kind and will not last long. MLS#O6185776. PARK TOWN REAL ESTATE LLC.

Home For Sale $599,900

Reduced By $60,000

On Market For 56 Days
  • Bedrooms

    3

  • Full Bath(s)

    1

  • Sq. Ft.

    2130

  • Year Built

    1957

  • $/SqFt

    $282

Kenilworth Shores - This gem won't last long...come see it today! MLS#O6185836. SAND DOLLAR REALTY GROUP INC.

Pended $275,000

Reduced By $50,000

*POTENTIAL GREAT VALUE
On Market For 29 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1554

  • Year Built

    1959

  • $/SqFt

    $177

Zoned for Tuskawillla Middle and Lake Howell High School. MLS#O6186482. KELLER WILLIAMS CLASSIC.

Home For Sale $7,370,000

*POTENTIAL GREAT VALUE
On Market For 59 Days
  • Bedrooms

    6

  • Full Bath(s)

    6

  • Sq. Ft.

    6774

  • Year Built

    2024

  • $/SqFt

    $1,088

Cloister Grove - Please inquire with the list agent for further details. MLS#O6183317. PREMIER SOTHEBY'S INTL. REALTY.

Pended $525,000

On Market For 14 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1620

  • Year Built

    1963

  • $/SqFt

    $324

Zoned for Brookshire Elementary, Glenridge Middle, and Winter Park High, this home offers a practical and comfortable Winter Park lifestyle opportunity. MLS#O6185671. FANNIE HILLMAN & ASSOCIATES.

Home For Sale $315,000

Reduced By $34,000

On Market For 62 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1090

  • Year Built

    1994

  • $/SqFt

    $289

It's minutes away from Advent Health Winter Park, Baldwin Park, Lake Eola, Downtown Orlando, and much more. Schedule your showing today! MLS#O6184137. MADISON INTERNATIONAL REALTY LLC.

Home For Sale $999,000

Reduced By $196,000

On Market For 61 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2472

  • Year Built

    1947

  • $/SqFt

    $404

Virginia Heights - Includes deeded access to Dinky Dock near Rollins College. MLS#O6179037. CHARLES RUTENBERG REALTY ORLANDO.

Pended $574,000

Reduced By $25,000

On Market For 12 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2332

  • Year Built

    1970

  • $/SqFt

    $246

Schedule your showing today and make this dream home yours! MLS#O6184974. RE/MAX TOWN & COUNTRY REALTY.

Home For Sale $825,000

Reduced By $74,999

On Market For 61 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2447

  • Year Built

    1956

  • $/SqFt

    $337

Winter Park Village - Experience refined living at 2612 Lafayette Avenue — your dream home awaits. MLS#O6183345. EXP REALTY LLC.

Home For Sale $525,000

Reduced By $24,000

*POTENTIAL GREAT VALUE
On Market For 61 Days
  • Bedrooms

    5

  • Full Bath(s)

    2

  • Sq. Ft.

    2188

  • Year Built

    1972

  • $/SqFt

    $240

Arrowhead Cove - Please see MLS for full list of upgrades. MLS#O6185134. AFFINITY REALTY LLC.

Home For Sale $479,900

Reduced By $20,000

On Market For 63 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1878

  • Year Built

    1979

  • $/SqFt

    $256

Garden Lake Estates - Schedule a viewing today and embark on the journey to finding your dream home – but act fast, as this gem won't stay on the market for long! MLS#O6182759. GRANDE REALTY GROUP LLC.

Home For Sale $649,900

On Market For 65 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1553

  • Year Built

    1965

  • $/SqFt

    $418

Howell Heights - Enjoy outdoor entertainment in your Spacious patio and lounge area. Welcome in and be impressed! MLS#O6183727. EMPIRE NETWORK REALTY.

Home For Sale $549,900

Reduced By $15,000

On Market For 65 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2188

  • Year Built

    1993

  • $/SqFt

    $251

Enjoy easy access to conveniences in every direction.Homes in this community are rare to come by – seize the opportunity to call this place home! MLS#O6183732. FANNIE HILLMAN & ASSOCIATES.

Home For Sale $3,499,000

On Market For 67 Days
  • Bedrooms

    6

  • Full Bath(s)

    5

  • Sq. Ft.

    4551

  • Year Built

    1990

  • $/SqFt

    $769

Lugano Terrace - New Windows, both New Water Heaters, New Plumbing and many more. MLS#O6183188. CASTLE REALTY PROFESSIONAL GROUP LLC.

Home For Sale $2,199,000

Reduced By $296,000

On Market For 66 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    2925

  • Year Built

    1925

  • $/SqFt

    $752

Virginia Heights - This is the perfect family or forever home. MLS#G5077473. POTOMAC LAND COMPANY.

Home For Sale $434,900

Reduced By $25,000

On Market For 67 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1792

  • Year Built

    1957

  • $/SqFt

    $243

Eastgate - This is the perfect space for both families and investors and is conveniently located walking distance to Lakemont Elementary School and the YMCA. MLS#O6181229. LOKATION.

Home For Sale $2,975,000

Reduced By $175,000

On Market For 68 Days
  • Bedrooms

    6

  • Full Bath(s)

    3

  • Sq. Ft.

    4522

  • Year Built

    2009

  • $/SqFt

    $658

Windsong - Your dream of owning a luxurious retreat in Winter Park awaits—schedule your private viewing today and elevate your lifestyle to new heights of splendor and distinction. MLS#O6182544. TRUVISION REAL ESTATE LLC.

Pended $549,000

On Market For 59 Days
  • Bedrooms

    1

  • Full Bath(s)

    1

  • Sq. Ft.

    1570

  • Year Built

    1948

  • $/SqFt

    $350

Buyer is responsible for doing any research and contacting the city of Winter Park on splits, zoning, building codes, permits, etc. MLS#O6182627. RE/MAX 200 REALTY.

Pended $399,900

On Market For 35 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1605

  • Year Built

    1959

  • $/SqFt

    $249

Eastbrook - Schedule your private showing today before this home is SOLD! MLS#O6182187. RE/MAX DOWNTOWN.

Pended $425,000

Reduced By $50,999

On Market For 73 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1694

  • Year Built

    1980

  • $/SqFt

    $251

Minutes to 417, UCF, Full Sail, shopping, dining and entertainment! MLS#S5100154. EXP REALTY LLC.

Pended $1,299,999

Reduced By $25,001

On Market For 67 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2100

  • Year Built

    1958

  • $/SqFt

    $619

Sells Terrace - This is a one of a kind property, you have to see to believe! MLS#O6181408. EXP REALTY LLC.

Home For Sale $1,980,000

On Market For 74 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2857

  • Year Built

    2024

  • $/SqFt

    $693

Lake Killarney Shores - Experience the epitome of luxury living in Winter Park with this exceptional home. MLS#O6181258. SOTERA LIVING.

Home For Sale $1,699,900

Reduced By $50,100

On Market For 74 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    4173

  • Year Built

    2019

  • $/SqFt

    $407

Roof - 2018, Hvac (2) - 2018, Plumbing - 2018, Electric - 2018. MLS#O6180799. KELLER WILLIAMS WINTER PARK.

Pended $1,595,000

Reduced By $135,000

On Market For 44 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    3151

  • Year Built

    1978

  • $/SqFt

    $506

Recognized design firm PHIL KEAN has produce an Architectural design for this property that would increase the value of the property, current owner are including the drawings as part of the package. SEE RENDERINGS ATTACHED. MLS#O6178427. FORTUNE INTERNATIONAL REALTY.

Home For Sale $875,000

*POTENTIAL GREAT VALUE
On Market For 74 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2861

  • Year Built

    1925

  • $/SqFt

    $306

Fairbanks Park - It’s truly the best of the best! ! MLS#O6180386. IAD FLORIDA LLC.

Pended $415,000

Reduced By $9,800

On Market For 36 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1236

  • Year Built

    1984

  • $/SqFt

    $336

Karolina On Killarney - Don't miss this opportunity for peaceful living in a prime location. Schedule a showing today. MLS#O6181146. MARK SPAIN REAL ESTATE.

Home For Sale $1,500,000

Reduced By $99,000

*POTENTIAL GREAT VALUE
On Market For 75 Days
  • Bedrooms

    6

  • Full Bath(s)

    5

  • Sq. Ft.

    6252

  • Year Built

    1994

  • $/SqFt

    $240

You will want to show this beauty to your most discriminating Buyers. MLS#O6180611. KELLER WILLIAMS ADVANTAGE REALTY.

Pended $399,900

Reduced By $10,100

*POTENTIAL GREAT VALUE
On Market For 55 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1668

  • Year Built

    1978

  • $/SqFt

    $240

Garden Lake Estates - No CDD and NOT in Flood Zone. Excellent location! MLS#O6181106. HOME SOLD NETWORK LLC.

Home For Sale $2,250,000

Reduced By $50,000

On Market For 80 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    4312

  • Year Built

    2004

  • $/SqFt

    $522

Sylvan Park - Ideal for family living, walkability and entertaining. MLS#O6179257. PREMIER SOTHEBY'S INTL. REALTY.

Pended $1,349,000

Reduced By $51,000

On Market For 50 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2894

  • Year Built

    1998

  • $/SqFt

    $466

Enjoy peace, serenity, and the ultimate feeling of old Winter Park in this stately home, located in the Audubon K-8 school district and minutes away from the best Orlando has to offer. MLS#O6179374. FANNIE HILLMAN & ASSOCIATES.

Home For Sale $2,950,000

Reduced By $200,000

On Market For 81 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3924

  • Year Built

    2020

  • $/SqFt

    $752

Tuscany Terrace - Bedroom Closet Type: Walk-in Closet (Primary Bedroom). MLS#O6178928. PREMIER SOTHEBY'S INTL. REALTY.

Pended $1,299,990

Reduced By $100,000

On Market For 43 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    4309

  • Year Built

    2020

  • $/SqFt

    $302

Waters Edge At Hawks Crest - Schedule your private tour today and elevate your lifestyle with this extraordinary home. MLS#O6177814. MVP REALTY ASSOCIATES LLC.

Home For Sale $750,000

Reduced By $50,000

On Market For 81 Days
  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    1242

  • Year Built

    1949

  • $/SqFt

    $604

Dixie Terrace - This property is being sold as-is. MLS#O6179073. THE HOPE GROUP.

Home For Sale $825,000

Reduced By $74,000

On Market For 82 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1628

  • Year Built

    1950

  • $/SqFt

    $507

Lake Knowles Terrace - ft. lot. The possibilities are endless! MLS#O6178648. FANNIE HILLMAN & ASSOCIATES.

Home For Sale $945,000

Reduced By $50,000

On Market For 83 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1829

  • Year Built

    1948

  • $/SqFt

    $517

Zoned R-2 there is no shortage of opportunity for this unique property. MLS#O6178122. KELLY PRICE & COMPANY LLC.

Home For Sale $525,000

On Market For 90 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1509

  • Year Built

    1958

  • $/SqFt

    $348

Photographs are representative of the property with no furnishings. MLS#O6177655. COLDWELL BANKER REALTY.

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