215 Results

Winter Park Homes For Sale & Winter Park FL Real Estate

Pended $1,595,000

View 810 Bonita Dr Winter Park FL
View 810 Bonita Dr Winter Park FL
View 810 Bonita Dr Winter Park FL
On Market For 2 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3501

  • Year Built

    1948

  • $/SqFt

    $456

Comstock Park - Surrounded by multi-million dollar homes, this property embodies exclusivity and prestige, inviting you to become part of this distinguished neighborhood... MLS#O6186624. PREMIER SOTHEBY'S INTL. REALTY.

Home For Sale $2,395,000

View 1616 Hibiscus Ave Winter Park FL
View 1616 Hibiscus Ave Winter Park FL
View 1616 Hibiscus Ave Winter Park FL
On Market For 4 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3897

  • Year Built

    2015

  • $/SqFt

    $615

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 $670,000

View 1035 Minnesota Ave Winter Park FL
View 1035 Minnesota Ave Winter Park FL
View 1035 Minnesota Ave Winter Park FL
On Market For 71 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1638

  • Year Built

    1949

  • $/SqFt

    $409

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 $649,000

View 220 Blossom Ln Winter Park FL
View 220 Blossom Ln Winter Park FL
View 220 Blossom Ln Winter Park FL
On Market For 4 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2193

  • Year Built

    1954

  • $/SqFt

    $296

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 $535,000

On Market For 7 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1878

  • Year Built

    1979

  • $/SqFt

    $285

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 $460,000

On Market For 4 Days
  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    1192

  • Year Built

    1949

  • $/SqFt

    $386

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

Home For Sale $375,000

*POTENTIAL GREAT VALUE
On Market For 4 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    1492

  • Year Built

    1954

  • $/SqFt

    $251

Seller responds to most offers in 24 hours but please allow up to 72 hours for a response. MLS#S5101379. GRP.

Home For Sale $4,950,000

On Market For 5 Days
  • Bedrooms

    6

  • Full Bath(s)

    5

  • Sq. Ft.

    4442

  • Year Built

    2024

  • $/SqFt

    $1,114

Sylvan Lake Shores - Welcome home to luxury living at its finest. MLS#O6187383. THE HOPE GROUP.

Home For Sale $3,141,000

On Market For 5 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 5 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 5 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.

Home For Sale $1,150,000

On Market For 6 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2507

  • Year Built

    1993

  • $/SqFt

    $459

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

Home For Sale $540,000

*POTENTIAL GREAT VALUE
On Market For 5 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.

Home For Sale $1,125,000

On Market For 6 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2907

  • Year Built

    2007

  • $/SqFt

    $387

Hamilton Place - Everything else you could imagine along Orlando Ave in Winter Park. MLS#O6186557. MOFFATT.

Pended $975,000

On Market For 3 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2609

  • Year Built

    2018

  • $/SqFt

    $374

Don't miss the opportunity to make it yours - schedule a private showing today! MLS#O6186323. KELLER WILLIAMS WINTER PARK.

Home For Sale $485,000

On Market For 6 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1582

  • Year Built

    1964

  • $/SqFt

    $307

Don’t miss out on this timeless home - come and see it before it’s gone! MLS#O6183261. PALMANO GROUP RE BROKERAGE LLC.

Pended $995,000

On Market For 9 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2331

  • Year Built

    1969

  • $/SqFt

    $427

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

Home For Sale $789,000

On Market For 8 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1715

  • Year Built

    1964

  • $/SqFt

    $460

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

Home For Sale $659,900

On Market For 8 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2130

  • Year Built

    1957

  • $/SqFt

    $310

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

Home For Sale $7,370,000

*POTENTIAL GREAT VALUE
On Market For 11 Days
  • Bedrooms

    5

  • 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.

Home For Sale $397,000

Reduced By $3,000

On Market For 13 Days
  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    744

  • Year Built

    1950

  • $/SqFt

    $534

Golfview - Don't miss the opportunity to make this lovely home yours! Schedule a viewing today! MLS#O6185688. KELLER WILLIAMS ADVANTAGE REALTY.

Home For Sale $2,395,000

On Market For 11 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3910

  • Year Built

    1998

  • $/SqFt

    $613

Osceola Shores - You will feel like you are at a five-star resort! This is a gem! MLS#O6185665. PREMIER SOTHEBY'S INTL. REALTY.

Pended $1,430,000

On Market For 4 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3249

  • Year Built

    2012

  • $/SqFt

    $440

Green Terrace - Schedule to see this home today! MLS#O6185644. COLDWELL BANKER REALTY.

Pended $699,700

On Market For 5 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1830

  • Year Built

    1955

  • $/SqFt

    $382

Turn your Dream into a reality, contact us today for a private showing! MLS#O6182947. SHAWFIELD REALTY GROUP.

Pended $525,000

On Market For 6 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 $439,900

Reduced By $15,000

On Market For 11 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1226

  • Year Built

    1960

  • $/SqFt

    $359

Howell Heights - Expect to be impressed by this beautiful Winter Park Charmer full of Character and ready for you! ! MLS#O6185824. GATE PROPERTIES & MANAGEMENT INC.

Home For Sale $349,000

On Market For 14 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1090

  • Year Built

    1994

  • $/SqFt

    $320

This is the perfect place to call home -- schedule your showing today! MLS#O6184137. MADISON INTERNATIONAL REALTY LLC.

Home For Sale $1,095,000

Reduced By $100,000

On Market For 13 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2472

  • Year Built

    1947

  • $/SqFt

    $443

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

Pended $950,000

On Market For 3 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2426

  • Year Built

    1938

  • $/SqFt

    $392

Don't miss the chance to make this your dream home! MLS#O6184834. LPT REALTY.

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.

Pended $499,900

On Market For 10 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1659

  • Year Built

    1953

  • $/SqFt

    $301

Elizabeth Heights - Don't miss out on this unique opportunity to live moments away from the best Winter Park has to offer. MLS#O6183260. EXP REALTY LLC.

Pended $439,000

On Market For 9 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1630

  • Year Built

    1967

  • $/SqFt

    $269

See remarks for showing instructions today MLS#O6185109. LANDMIA REALTY GROUP, LLC.

Home For Sale $899,999

On Market For 13 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2447

  • Year Built

    1956

  • $/SqFt

    $368

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

Home For Sale $549,000

On Market For 13 Days
  • Bedrooms

    5

  • Full Bath(s)

    2

  • Sq. Ft.

    2188

  • Year Built

    1972

  • $/SqFt

    $251

Arrowhead Cove - Please see 3D Matterport Tour and MLS for full list of upgrades. MLS#O6185134. AFFINITY REALTY LLC.

Pended $675,000

On Market For 7 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2328

  • Year Built

    1968

  • $/SqFt

    $290

Hvac - 2021, Roof - 2009, Plumbing - 2023, Electrical - 2015. MLS#O6182467. KELLER WILLIAMS WINTER PARK.

Pended $589,900

On Market For 4 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1788

  • Year Built

    1964

  • $/SqFt

    $330

Start packing your bags, cause your gonna love this one! MLS#O6184679. J. SCOTT JONES, REALTOR.

Pended $3,250,000

On Market For 7 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    4961

  • Year Built

    1979

  • $/SqFt

    $655

This home was completely remodeled in 2018 -2019 By E2 Homes, the roof was replaced in 2018, the ACs in 2018, the doors, windows, and sliders were replaced in 2018, the plumbing was repiped in 2018, new electrical was in 2018, the pool was completed in 2022. MLS#O6183964. BALDWIN PARK REALTY LLC.

Home For Sale $499,900

On Market For 15 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1878

  • Year Built

    1979

  • $/SqFt

    $266

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 17 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 17 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 19 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 $2,495,000

On Market For 18 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    2925

  • Year Built

    1925

  • $/SqFt

    $853

Virginia Heights - Some of the photos used are virutally staged. MLS#G5077473. POTOMAC LAND COMPANY.

Pended $539,000

On Market For 45 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2062

  • Year Built

    1990

  • $/SqFt

    $261

Buyers are responsible to verify school assignment. MLS#O6183433. COLDWELL BANKER REALTY.

Pended $399,900

On Market For 2 Days
  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    1195

  • Year Built

    1969

  • $/SqFt

    $335

Dixie Terrace - Don’t miss out on this great location. MLS#O6182822. FANNIE HILLMAN & ASSOCIATES.

Pended $860,000

On Market For 11 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2051

  • Year Built

    1963

  • $/SqFt

    $419

Conwill Estates - The skylight and flat roof is 2016. Main roof is 2003. MLS#O6183341. KELLER WILLIAMS ELITE PARTNERS III REALTY.

Pended $650,000

On Market For 9 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1436

  • Year Built

    1951

  • $/SqFt

    $453

Campo Bello - Lakemont Elementary, Maitland Middle, and Winter Park High. MLS#O6181777. CHARLES RUTENBERG REALTY ORLANDO.

Pended $625,000

On Market For 6 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1656

  • Year Built

    1963

  • $/SqFt

    $377

Schedule your private showing today so you don’t miss out! MLS#O6182422. KELLER WILLIAMS WINTER PARK.

Pended $515,000

On Market For 1 Day
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1483

  • Year Built

    1956

  • $/SqFt

    $347

Eastgate - Additional Updates include; New Roof (2021), New HVAC & Duct Work (2023), New Insulation, Newer Double Paned Windows, New Thermostat, Ring Cameras, New Well & Sprinkler System, New Vinyl Fencing around backyard, Re-piped & Updated Electrical. MLS#O6182565. FANNIE HILLMAN & ASSOCIATES.

Home For Sale $3,150,000

On Market For 20 Days
  • Bedrooms

    6

  • Full Bath(s)

    3

  • Sq. Ft.

    4522

  • Year Built

    2009

  • $/SqFt

    $697

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 $485,000

On Market For 12 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1550

  • Year Built

    1980

  • $/SqFt

    $313

The HOA is only $100 per year, making this property even more appealing for potential buyers. MLS#O6182771. HYSER LLC.

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.

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