323 Results

View 323 Winter Park Florida Homes for Sale

Home For Sale $600,000

Reduced By $75,000

Covered carport area, offering protection from the elements and decorated with potted plants and grilling area at 3019 Northwood Blvd, Winter Park, FL 32789
Inviting entryway with classic furnishings and art, leading to the home's interior spaces at 3019 Northwood Blvd, Winter Park, FL 32789
Comfortable living area featuring retro furniture and decor, offering a cozy and inviting space at 3019 Northwood Blvd, Winter Park, FL 32789
On Market For 47 Days
  • Bedrooms

    3

  • Full Bath(s)

    1

  • Sq. Ft.

    1662

  • Year Built

    1953

  • $/SqFt

    $361

Northwood Terrace - 3/1.5 Bath with large Florida Room. 2 Car Carport. SAND DOLLAR REALTY GROUP INC.

Home For Sale $559,000

Reduced By $20,500

Charming single-story home with well-manicured lawn and inviting curb appeal at 3131 Lowndes Dr, Winter Park, FL 32792
Bright living room with ceiling fan, stylish decor, and lots of natural light at 3131 Lowndes Dr, Winter Park, FL 32792
Modern eat-in kitchen with white cabinets, stainless steel appliances, and updated countertops at 3131 Lowndes Dr, Winter Park, FL 32792
On Market For 46 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2126

  • Year Built

    1967

  • $/SqFt

    $263

Georgetown Estates - Schedule your private tour today and step into the home that defines Winter Park living! A +ROI PROPERTY.

Home For Sale $4,100,000

Charming home with a well-manicured lawn and a classic facade, perfect for suburban living at 1782 Pine Ave, Winter Park, FL 32789
Backyard featuring a refreshing pool, lush lawn, perfect for relaxation and entertainment at 1782 Pine Ave, Winter Park, FL 32789
Detailed floor plan showcasing spacious layout with multiple bedrooms, living areas, and garages at 1782 Pine Ave, Winter Park, FL 32789
On Market For 55 Days
  • Bedrooms

    5

  • Full Bath(s)

    6

  • Sq. Ft.

    4782

  • Year Built

    2025

  • $/SqFt

    $857

Conwill Estates - Interlachen Golf community less than 5 min, Park Ave 10 min and restaurant and retail minutes away. Schedule your private tour today. EXP REALTY LLC.

Home For Sale $1,349,000

Spacious home featuring a three-car garage and manicured landscaping at 1077 Minnesota Ave, Winter Park, FL 32789
Three-car garage featuring white doors at 1077 Minnesota Ave, Winter Park, FL 32789
Two-story home featuring classic white siding, complemented by mature trees providing shade and natural beauty at 1077 Minnesota Ave, Winter Park, FL 32789
On Market For 55 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3046

  • Year Built

    2025

  • $/SqFt

    $443

Don’t miss your opportunity to own a statement home that offers both sophistication and lifestyle. Private tours available by appointment. SHORES REAL ESTATE.

Pended $2,199,000

Charming one-story home with dormer windows, covered entryway, and manicured landscaping at 1394 Stewart St, Winter Park, FL 32789
Well-maintained single-story home with lush landscaping and mature trees on an expansive lawn at 1394 Stewart St, Winter Park, FL 32789
Spacious living room with brick fireplace, hardwood floors, and natural light at 1394 Stewart St, Winter Park, FL 32789
On Market For 56 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    3907

  • Year Built

    1961

  • $/SqFt

    $563

Residents feel a deep sense of pride and belonging, while visitors are drawn to the charm and warmth that define our town. REALTY ONE GROUP INSPIRATION.

Pended $799,999

On Market For 52 Days
  • Bedrooms

    3

  • Full Bath(s)

    1

  • Sq. Ft.

    1128

  • Year Built

    1952

  • $/SqFt

    $709

Lake Forest Park - Demo cost to be included in the purchase price. BALDWIN PARK REALTY LLC.

Home For Sale $359,000

Reduced By $16,000

Two-story tan home with a single car garage and mature shade trees at 156 Oak Grove Rd, Winter Park, FL 32789
Aerial view of a home with fenced backyard and mature trees at 156 Oak Grove Rd, Winter Park, FL 32789
Open concept Living Room with ceiling fan and tile floors at 156 Oak Grove Rd, Winter Park, FL 32789
*POTENTIAL GREAT VALUE
On Market For 51 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1456

  • Year Built

    1995

  • $/SqFt

    $247

Don’t miss this exceptional opportunity—schedule your private showing today! EVERLANE REALTY LLC.

Home For Sale $550,000

Reduced By $25,000

Inviting single-story home featuring lush landscaping, a curved driveway, and mature trees at 2007 Strathaven Road, Winter Park, FL 32792
Carport entrance showcasing updated exterior features including fresh paint, and new windows at 2007 Strathaven Road, Winter Park, FL 32792
Open-concept living room with modern flooring, connecting seamlessly to a bright, updated kitchen at 2007 Strathaven Road, Winter Park, FL 32792
On Market For 60 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1699

  • Year Built

    1957

  • $/SqFt

    $324

You’ll be glad you did! EXP REALTY LLC.

Pended $485,900

Reduced By $14,000

Charming single-story home with a well-manicured lawn and attached two-car garage at 4887 Seminole Ave, Winter Park, FL 32792
Cozy home featuring a mature shade tree and a fenced yard at 4887 Seminole Ave, Winter Park, FL 32792
Well-maintained home featuring a classic white front door and a two-car garage at 4887 Seminole Ave, Winter Park, FL 32792
*POTENTIAL GREAT VALUE
On Market For 60 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2256

  • Year Built

    1954

  • $/SqFt

    $215

Minutes to the 417 Toll Road and Hwy 436 for quick access to Orlando International Airport, University of Central Florida and the surrounding areas. CHARLES RUTENBERG REALTY ORLANDO.

Pended $395,000

Inviting single-story home with landscaped front yard and long, curving driveway at 2100 Shirewood Ct, Winter Park, FL 32792
Bright living room featuring a high ceiling, unique wall colors and a mix of flooring types at 2100 Shirewood Ct, Winter Park, FL 32792
Spacious living room with high ceiling, glass sliders and unique combination of flooring types at 2100 Shirewood Ct, Winter Park, FL 32792
On Market For 60 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1427

  • Year Built

    1982

  • $/SqFt

    $277

Cedar Ridge - Do not miss the opportunity to make this lovely corner lot residence your own and enjoy the best of quiet neighborhood living. WEICHERT REALTORS HALLMARK PRO.

Home For Sale $385,000

Reduced By $14,000

Charming single-story home with a carport and manicured lawn, complemented by a vibrant blue sky at 5144 Orange Ave, Winter Park, FL 32792
Modern kitchen features stainless steel appliances, granite countertops, and white cabinets, creating a sleek and functional space at 5144 Orange Ave, Winter Park, FL 32792
Bright dining room with a modern ceiling fan, elegant table setting, and sliding glass doors at 5144 Orange Ave, Winter Park, FL 32792
On Market For 53 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1274

  • Year Built

    1976

  • $/SqFt

    $302

With modern upgrades, abundant outdoor space, and a fantastic location, this move-in-ready gem is ready for you to call it home! WEMERT GROUP REALTY LLC.

Pended $434,900

Inviting backyard pool with lounge chairs, screened-in lanai, and lush landscaping at 5441 Justine Way, Winter Park, FL 32792
Charming home featuring stone accents, a well-manicured lawn, and mature landscaping at 5441 Justine Way, Winter Park, FL 32792
Inviting front porch with seating area and decorative planters at 5441 Justine Way, Winter Park, FL 32792
On Market For 61 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1366

  • Year Built

    1978

  • $/SqFt

    $318

Howell Branch Woods - Updates include 2024 attic insulation; 2023 solar; 2022 pool pump; 2021 painted kitchen cabinets; 2017 pool resurface; 2016 washer, dryer, replace two front windows. REDFIN CORPORATION.

Home For Sale $405,000

Reduced By $10,000

A gray single-story home with well-maintained lawn, sidewalk, and mature shade trees at 3214 Lowndes Dr, Winter Park, FL 32792
View of the house from the street highlighting the long driveway and a well-kept front yard at 3214 Lowndes Dr, Winter Park, FL 32792
The front of this home has a covered porch with a chair, stone landscaping, and brick exterior at 3214 Lowndes Dr, Winter Park, FL 32792
On Market For 49 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1200

  • Year Built

    1965

  • $/SqFt

    $338

Don’t miss your chance to make this spectacular property yours! MARK SPAIN REAL ESTATE.

Home For Sale $3,850,000

Elegant two-story home with a tile roof, arched entryway, balcony, lush landscaping, and a circular driveway at 861 Bonita Dr, Winter Park, FL 32789
Gorgeous two-story house showcasing manicured landscaping, a tile roof, arched entryway, and a brick-paved driveway at 861 Bonita Dr, Winter Park, FL 32789
Aerial view of a magnificent home surrounded by trees, showcasing the tile roof and circular driveway at 861 Bonita Dr, Winter Park, FL 32789
On Market For 25 Days
  • Bedrooms

    6

  • Full Bath(s)

    6

  • Sq. Ft.

    6939

  • Year Built

    1999

  • $/SqFt

    $555

Comstock Park - Situated in the heart of Winter Park, this exquisite property offers the perfect blend of sophistication, comfort, privacy, and location. PREMIER SOTHEBY'S INTL. REALTY.

Home For Sale $515,000

Reduced By $60,000

Expansive aerial view showcases a serene lake surrounded by lush greenery and beautiful houses at 1430 Hyde Park Dr, Winter Park, FL 32792
Inviting single-Gathering home with brick accents, a two-car garage, and freshly landscaped front yard at 1430 Hyde Park Dr, Winter Park, FL 32792
Attractive single-level home featuring a two-car garage, lovely landscaping, and a welcoming front yard at 1430 Hyde Park Dr, Winter Park, FL 32792
On Market For 62 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1947

  • Year Built

    1987

  • $/SqFt

    $265

Hyde Park - The Roof is only 4 years and the AC was replaced in 2013! KELLER WILLIAMS ADVANTAGE REALTY.

Home For Sale $1,590,000

Reduced By $100,000

Stunning aerial view of a home with private lake access, dock, and inviting backyard pool at 8041 Lake Waunatta Dr, Winter Park, FL 32792
The backyard features a modern pool and outdoor seating area with a view of the lake at 8041 Lake Waunatta Dr, Winter Park, FL 32792
Beautiful backyard with private lake access and dock at 8041 Lake Waunatta Dr, Winter Park, FL 32792
On Market For 63 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    5329

  • Year Built

    1984

  • $/SqFt

    $298

Schedule your private tour today! KELLER WILLIAMS REALTY AT THE PARKS.

Pended $1,385,000

Reduced By $15,000

Close up of the home's beautiful arched doorway, trimmed with columns, and surrounding well maintained landscaping at 1370 Alberta Dr, Winter Park, FL 32789
Bright living room with hardwood floors, natural light, and a serene garden view at 1370 Alberta Dr, Winter Park, FL 32789
Spacious living room boasts hardwood floors, fireplace, and detailed glass front doors at 1370 Alberta Dr, Winter Park, FL 32789
*POTENTIAL GREAT VALUE
On Market For 45 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    3483

  • Year Built

    1957

  • $/SqFt

    $398

Located in Winter Park's prestigious school district, this home represents the perfect combination of luxury, convenience, and long-term value. FANNIE HILLMAN & ASSOCIATES.

Home For Sale $525,000

Reduced By $10,000

Charming single-Gathering home with a well-maintained lawn, mature landscaping, and an attached two-car garage at 7619 Georgeann St, Winter Park, FL 32792
Charming single-Gathering home with a well-maintained lawn, mature landscaping, and an attached two-car garage at 7619 Georgeann St, Winter Park, FL 32792
Charming single-Gathering home with a well-maintained lawn, mature landscaping, and an attached two-car garage at 7619 Georgeann St, Winter Park, FL 32792
On Market For 56 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2053

  • Year Built

    2003

  • $/SqFt

    $256

CALL TODAY to schedule your private tour! APEXPRO PROPERTY SOLUTIONS LLC.

Home For Sale $400,000

Reduced By $20,000

Well-maintained single-Gathering home with a two-car garage, manicured lawn, and mature trees at 1041 Manchester Cir, Winter Park, FL 32792
Inviting backyard pool surrounded by a spacious patio, perfect for entertaining at 1041 Manchester Cir, Winter Park, FL 32792
Backyard featuring a refreshing pool, screened-in lanai, and well-maintained landscaping at 1041 Manchester Cir, Winter Park, FL 32792
On Market For 62 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1678

  • Year Built

    1977

  • $/SqFt

    $238

Howell Estates - Don't miss out on this amazing opportunity in Winter Park! COLDWELL BANKER RESIDENTIAL RE.

Home For Sale $599,000

Charming single-story home featuring mature landscaping and inviting curb appeal at 701 Denton Rd, Winter Park, FL 32792
Charming single-story home featuring mature landscaping and inviting curb appeal at 701 Denton Rd, Winter Park, FL 32792
Charming single-story home featuring mature landscaping at 701 Denton Rd, Winter Park, FL 32792
On Market For 64 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2268

  • Year Built

    1961

  • $/SqFt

    $264

Don’t miss out on this incredible opportunity—schedule your showing today! CHARLES RUTENBERG REALTY ORLANDO.

Pended $2,499,900

Reduced By $190,100

Home with a well-maintained yard, stone accents, a side-entry two-car garage and a covered porch entrance at 7849 Georgeann St, Winter Park, FL 32792
Beautiful lake view from a dock, complete with Adirondack chairs and a paddleboard at 7849 Georgeann St, Winter Park, FL 32792
Inviting lake view with chairs, dock, and American flag for relaxing waterside living at 7849 Georgeann St, Winter Park, FL 32792
*POTENTIAL GREAT VALUE
On Market For 36 Days
  • Bedrooms

    6

  • Full Bath(s)

    6

  • Sq. Ft.

    4860

  • Year Built

    2012

  • $/SqFt

    $514

Be sure to preview the video https://bit.ly/423Mrok and the 3D Matterport Showcase https://bit.ly/3XFly8W KELLER WILLIAMS REALTY AT THE PARKS.

Home For Sale $1,490,000

Reduced By $160,000

Beautiful home showcasing modern design with grey brick, a driveway, and a well-kept lawn at 2408 Lafayette Ave, Winter Park, FL 32789
Open-concept living and dining area featuring hardwood floors, modern decor, and ample natural light at 2408 Lafayette Ave, Winter Park, FL 32789
Cozy sitting room with modern chairs, stylish decor, and a large window with natural light at 2408 Lafayette Ave, Winter Park, FL 32789
On Market For 67 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2838

  • Year Built

    2024

  • $/SqFt

    $525

Winter Park Village - This home is a true gem that combines thoughtful details with sophisticated style. CORCORAN PREMIER REALTY.

Home For Sale $1,245,000

Reduced By $150,000

Aerial view of a lakefront property featuring a covered boat dock and lush green trees at 7706 Waunatta Ct, Winter Park, FL 32792
Aerial view of the home showcasing its lakeside location and spacious lawn at 7706 Waunatta Ct, Winter Park, FL 32792
Well-maintained home with a spacious front yard and attached two-car garage at 7706 Waunatta Ct, Winter Park, FL 32792
On Market For 67 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    3858

  • Year Built

    1978

  • $/SqFt

    $323

Complete with a spacious two-car garage, this home is the ideal blend of comfort, elegance and waterfront charm. PREMIER SOTHEBY'S INTL. REALTY.

Home For Sale $400,000

Reduced By $50,000

View of single Gathering home on a sunny day showcasing brick accents, manicured lawn and a two car garage at 7602 Glenmoor Ln, Winter Park, FL 32792
Charming single Gathering home showcasing brick accents, a well manicured lawn and a two car garage at 7602 Glenmoor Ln, Winter Park, FL 32792
View of single Gathering home showcasing brick accents, a manicured lawn, and a two-car garage at 7602 Glenmoor Ln, Winter Park, FL 32792
On Market For 68 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1687

  • Year Built

    1984

  • $/SqFt

    $237

Glenmoor - Don’t miss this incredible opportunity—schedule your showing today! KELLER WILLIAMS REALTY AT THE PARKS.

Home For Sale $2,150,000

Inviting home with a metal roof, manicured landscaping, and front porch at 1560 Woodland Ave, Winter Park, FL 32789
Charming home featuring a circular driveway, mature trees, and a well-manicured lawn at 1560 Woodland Ave, Winter Park, FL 32789
Beautifully landscaped home with a circular driveway, stone accents, and a welcoming front porch at 1560 Woodland Ave, Winter Park, FL 32789
On Market For 68 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3851

  • Year Built

    1990

  • $/SqFt

    $558

Comstock Park - A must see for those seeking the tranquil and exquisite Winter Park standard of living. LOKATION.

Home For Sale $1,996,000

Reduced By $204,000

An aerial view showcasing the home's waterfront location and surrounding neighborhood, complete with a private pool at 4469 Old Bear Run, Winter Park, FL 32792
Scenic water view featuring a beautiful sunset with bright oranges and yellows and peaceful reflections on the water at 4469 Old Bear Run, Winter Park, FL 32792
Scenic water view featuring a sunset with bright oranges and yellows and peaceful reflections on the water at 4469 Old Bear Run, Winter Park, FL 32792
On Market For 68 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    4288

  • Year Built

    1978

  • $/SqFt

    $465

Don't miss your chance to own a one-of-a-kind lakefront home, call today! HOME WISE REALTY GROUP, INC..

Pended $1,050,000

The bright, sunny home has a two-car garage and a brick-paved driveway, and is surrounded by manicured landscaping at 2680 Oglesby Ave, Winter Park, FL 32789
The front entrance features a modern blue door with glass panes, complemented by well-maintained landscaping at 2680 Oglesby Ave, Winter Park, FL 32789
Bright, open foyer with hardwood floors leads to the living area, showcasing the home's modern design at 2680 Oglesby Ave, Winter Park, FL 32789
On Market For 68 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2546

  • Year Built

    2019

  • $/SqFt

    $412

Dubsdread Heights - There is no HOA in this community. This home is available immediately. COMPASS FLORIDA LLC.

Home For Sale $665,000

Reduced By $34,000

Charming single-story home with solar panels, a stone facade, two-car garage, and a curved driveway at 690 S Lakemont Ave, Winter Park, FL 32792
Inviting single-story home featuring solar panels, a stone facade, a two-car garage and a curved driveway at 690 S Lakemont Ave, Winter Park, FL 32792
Comfortable living room with hardwood floors, bookshelves, and sliding glass doors to the pool area at 690 S Lakemont Ave, Winter Park, FL 32792
On Market For 58 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    1897

  • Year Built

    1965

  • $/SqFt

    $351

Kenilworth Shores - The 2024 total electric bill with this system in place, including charging an EV, was a $360 credit! MARK SPAIN REAL ESTATE.

Pended $625,000

Comfortable living room featuring a leather sofa, colorful rug, and bright decor at 2712 Cady Way, Winter Park, FL 32792
Open concept living room with hardwood floors, ceiling fans, and a view of the kitchen at 2712 Cady Way, Winter Park, FL 32792
Spacious living room with french doors, hardwood floors, and comfortable seating at 2712 Cady Way, Winter Park, FL 32792
On Market For 67 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2197

  • Year Built

    1964

  • $/SqFt

    $284

Roof - 2016 Hvac - 2015 Electrical - 2010 KELLER WILLIAMS WINTER PARK.

Home For Sale $585,000

Reduced By $15,000

Inviting living room with neutral tones, tile flooring, ceiling fan, and sliding doors to outdoor space at 2310 Cady Way, Winter Park, FL 32792
Bright living room featuring tile floors, comfortable seating, and a sliding glass door leading to the backyard at 2310 Cady Way, Winter Park, FL 32792
Spacious living and dining area with tile floors, plush seating, and a chandelier over the dining table at 2310 Cady Way, Winter Park, FL 32792
On Market For 67 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1856

  • Year Built

    1961

  • $/SqFt

    $315

ROOF - 2012 HVAC - 2015 PLUMBING - 2013(re-piped) ELECTRICAL - 2012(new panel) KELLER WILLIAMS WINTER PARK.

Home For Sale $549,000

Reduced By $20,000

Relaxing backyard pool with mature trees and privacy fence is perfect for outdoor enjoyment at 426 S Lakemont Ave, Winter Park, FL 32792
Open kitchen with stainless appliances, breakfast bar, and cozy living area with fireplace at 426 S Lakemont Ave, Winter Park, FL 32792
Dining area features a wooden table set with kitchen view and ample natural light at 426 S Lakemont Ave, Winter Park, FL 32792
On Market For 59 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1656

  • Year Built

    1955

  • $/SqFt

    $332

Move in Ready Hurry! Won't Last! KELLER WILLIAMS HERITAGE REALTY.

Pended $515,000

Open kitchen featuring wood cabinets, granite countertops, and stainless steel appliances at 2819 Scarlet Rd, Winter Park, FL 32792
Spacious kitchen featuring tiled floors, wood cabinets, and granite countertops at 2819 Scarlet Rd, Winter Park, FL 32792
Bright kitchen featuring wood cabinets, a breakfast nook, and modern appliances at 2819 Scarlet Rd, Winter Park, FL 32792
On Market For 22 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2197

  • Year Built

    1963

  • $/SqFt

    $234

Hvac - 2013, New Roof - 2024, Plumbing - 1997, New Electrical Panel -2025, New Hot Water Heater - 2025 KELLER WILLIAMS WINTER PARK.

Home For Sale $479,000

Reduced By $36,000

Inviting one-story home boasts lush landscaping and an attached garage at 1564 Cavendish Rd, Winter Park, FL 32789
A charming one-story home features a lush lawn and an attached garage at 1564 Cavendish Rd, Winter Park, FL 32789
Cozy front porch with white columns and a seating area at 1564 Cavendish Rd, Winter Park, FL 32789
On Market For 71 Days
  • Bedrooms

    3

  • Full Bath(s)

    1

  • Sq. Ft.

    1140

  • Year Built

    1953

  • $/SqFt

    $420

This community is in the heart of Winter Park, close to Park Ave, museums, restaurants and shoppes. CHARLES RUTENBERG REALTY ORLANDO.

Home For Sale $440,000

Reduced By $70,000

Refreshing pool with steps for easy access, surrounded by a patio and backyard at 2829 Aloma Ave, Winter Park, FL 32792
Cozy living room featuring a fireplace, wood floors, and a relaxed atmosphere at 2829 Aloma Ave, Winter Park, FL 32792
Functional kitchen with stainless steel appliances and ample counter space at 2829 Aloma Ave, Winter Park, FL 32792
On Market For 71 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1821

  • Year Built

    1963

  • $/SqFt

    $242

Winter Park Estates - Homes in this prestigious community sell fast—schedule your showing today before it’s gone! KELLER WILLIAMS CLASSIC.

Home For Sale $548,000

Reduced By $17,000

Bright living room featuring hardwood floors, cozy furniture, and ample natural light at 2381 Roxbury Rd, Winter Park, FL 32789
Inviting living area with fireplace, hardwood floors, and a ceiling fan at 2381 Roxbury Rd, Winter Park, FL 32789
Spacious open-concept living area featuring a fireplace, hardwood floors, and lots of windows at 2381 Roxbury Rd, Winter Park, FL 32789
On Market For 69 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1645

  • Year Built

    1949

  • $/SqFt

    $333

Glencoe - Highly Sought after- Move in Ready ! HURRY! Won't Last! ! KELLER WILLIAMS HERITAGE REALTY.

Pended $438,500

Reduced By $500

Charming home featuring a well-maintained lawn, mature landscaping and updated gray exterior paint at 3420 Arnel Dr, Winter Park, FL 32792
Well-kept home with a long driveway, healthy green lawn and mature landscaping at 3420 Arnel Dr, Winter Park, FL 32792
Residential neighborhood featuring mature trees and well-manicured lawns at 3420 Arnel Dr, Winter Park, FL 32792
*POTENTIAL GREAT VALUE
On Market For 74 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1998

  • Year Built

    1967

  • $/SqFt

    $219

Don’t miss this incredible opportunity—schedule your private showing today! NEXTHOME NEIGHBORHOOD REALTY.

Home For Sale $415,000

Reduced By $10,000

Inviting single-story home with a two-car garage and a well-maintained lawn in a suburban neighborhood at 5600 Revelwood Loop, Winter Park, FL 32792
Charming single-story home with a well-manicured lawn, lush landscaping, and an attached two-car garage at 5600 Revelwood Loop, Winter Park, FL 32792
Inviting single-story home with a two-car garage, mature landscaping, and a well-maintained lawn at 5600 Revelwood Loop, Winter Park, FL 32792
On Market For 62 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1598

  • Year Built

    1990

  • $/SqFt

    $260

Easy access to 417 and conveniently located to public am d private schools, shopping, restaurants and entertainment! Don't miss this BEAUTY! REAL ESTATE PROS.

Home For Sale $399,900

Reduced By $50,000

Well-maintained single-story home featuring a two car garage, manicured lawn, and covered entryway at 4421 Steed Ter, Winter Park, FL 32792
Relaxing screened-in pool area with a spacious deck, perfect for outdoor enjoyment and entertaining at 4421 Steed Ter, Winter Park, FL 32792
Inviting screened-in pool area with a generous patio, ideal for relaxation and recreation at 4421 Steed Ter, Winter Park, FL 32792
On Market For 75 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1788

  • Year Built

    1989

  • $/SqFt

    $224

Kings Cove - The location offers easy access to major highways for a quick commute to downtown Orlando and beyond. THIS IS AN AMAZING DEAL! BUSTAMANTE REAL ESTATE INC.

Pended $529,900

Reduced By $20,000

Inviting single-story home featuring a pristine driveway, lush lawn, and a convenient two-car garage at 2607 Verde Ln, Winter Park, FL 32792
Attractive single-story home boasts a well-kept lawn, a spacious driveway, and attached two-car garage at 2607 Verde Ln, Winter Park, FL 32792
Welcoming front entrance featuring arched openings, providing a unique architectural charm and curb appeal at 2607 Verde Ln, Winter Park, FL 32792
On Market For 74 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1953

  • Year Built

    1968

  • $/SqFt

    $271

One or more photo(s) have been virtually staged FOUNDERS REALTY GROUP.

Home For Sale $1,645,000

Reduced By $605,000

Gated driveway leads to an elegant home surrounded by mature landscaping at 7841 Georgeann St, Winter Park, FL 32792
Long, gated brick driveway leading to a modern two-story home with mature trees and manicured landscaping at 7841 Georgeann St, Winter Park, FL 32792
Lush landscaping and a circular driveway complement the modern exterior of this two-story home with a grey brick driveway at 7841 Georgeann St, Winter Park, FL 32792
On Market For 62 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    4000

  • Year Built

    1977

  • $/SqFt

    $411

Lakefront luxury meets privacy and convenience—schedule your private tour today! SPECTRUM GLOBAL REALTY, INC.

Home For Sale $1,395,000

Reduced By $255,000

A picturesque home with lush landscaping and mature trees adding natural beauty at 1701 Palmer Ave, Winter Park, FL 32789
Private courtyard area featuring tiled flooring and a charming decorative water feature at 1701 Palmer Ave, Winter Park, FL 32789
Outdoor kitchen area boasting a stainless steel grill and counter space at 1701 Palmer Ave, Winter Park, FL 32789
On Market For 75 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2841

  • Year Built

    1953

  • $/SqFt

    $491

Jenkins - Whether you're looking to move in and make it your own or renovate to create your dream home, this is a chance you don’t want to miss! Schedule your showing today! TRUST EQUITY GROUP LLC.

Home For Sale $478,700

Reduced By $17,000

View of the home featuring stone accents and a long driveway leading to a two-car garage at 1776 E Cheryl Dr, Winter Park, FL 32792
Bright living room featuring a wooden fireplace, hardwood floors, and lots of natural light at 1776 E Cheryl Dr, Winter Park, FL 32792
Modern kitchen with white cabinets, stainless steel appliances, and a view to the pool at 1776 E Cheryl Dr, Winter Park, FL 32792
On Market For 77 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2014

  • Year Built

    1982

  • $/SqFt

    $238

Don't miss out on the chance to make this lovely property your own!. MINK REALTY.

Home For Sale $3,195,000

Reduced By $205,000

Charming brick home featuring a welcoming front porch with classic columns and a beautifully landscaped front yard at 1911 Stonehurst Rd, Winter Park, FL 32789
Expansive backyard showcasing the pool, patio, and meticulously maintained landscaping of the estate at 1911 Stonehurst Rd, Winter Park, FL 32789
An aerial view of a backyard with a pool, patio, fountain, and beautiful landscaping and mature trees at 1911 Stonehurst Rd, Winter Park, FL 32789
On Market For 52 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    5097

  • Year Built

    2001

  • $/SqFt

    $627

Stonehurst Estates - *Ask for a list of improvements, the floorplan and click on the virtual tour! FANNIE HILLMAN & ASSOCIATES.

Pended $875,000

Charming single-story home at dusk, featuring a well-manicured lawn and inviting curb appeal at 1832 Magnolia Ave, Winter Park, FL 32789
Inviting entryway showcasing wood floors, a decorative front door, and neutral wall paint at 1832 Magnolia Ave, Winter Park, FL 32789
Bright living room with stylish decor, wood flooring, modern lighting, and a comfortable sectional sofa at 1832 Magnolia Ave, Winter Park, FL 32789
*POTENTIAL GREAT VALUE
On Market For 76 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    2910

  • Year Built

    1954

  • $/SqFt

    $301

Temple Terrace - Don't miss the opportunity to make this unique Winter Park home yours! COMPASS FLORIDA LLC.

Home For Sale $950,000

Charming two-story home featuring a brick paver driveway, lush landscaping, and a side-entry garage at 5325 Cypress Reserve Pl, Winter Park, FL 32792
A beautifully landscaped two-story home with mature palm trees, lush shrubbery, and vibrant green lawn at 5325 Cypress Reserve Pl, Winter Park, FL 32792
Two-story home boasting a brick paver driveway, mature trees, manicured landscaping, and a side-entry garage at 5325 Cypress Reserve Pl, Winter Park, FL 32792
*POTENTIAL GREAT VALUE
On Market For 78 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    3598

  • Year Built

    1998

  • $/SqFt

    $264

Homes in Cypress Reserve rarely become available—don’t miss this one! LPT REALTY, LLC.

Home For Sale $2,795,000

Reduced By $100,000

Elegant stucco home with a red tile roof, framed by palm trees and a circular driveway offering ample parking space at 1630 Lasbury Ave, Winter Park, FL 32789
Long brick paver driveway and lush landscaping leading to beautiful homes; palm tree shadows dappling the walkway at 1630 Lasbury Ave, Winter Park, FL 32789
Bright living room with hardwood floors, a piano, French doors to a pool, and neutral-toned furniture at 1630 Lasbury Ave, Winter Park, FL 32789
On Market For 82 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    4912

  • Year Built

    2003

  • $/SqFt

    $569

Comstock Park - It’s a rare find in one of Winter Park’s most desirable neighborhoods. FANNIE HILLMAN & ASSOCIATES.

Home For Sale $1,275,000

Reduced By $120,000

Beautiful two-story home featuring a basketball hoop and lush landscaping at 2536 Brookshire Ave, Winter Park, FL 32792
Charming two-story home with a well-manicured front lawn and basketball court at 2536 Brookshire Ave, Winter Park, FL 32792
Stately two-story house featuring an attached two-car garage and welcoming entrance at 2536 Brookshire Ave, Winter Park, FL 32792
On Market For 80 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3140

  • Year Built

    2018

  • $/SqFt

    $406

Brookshire Heights - Enjoy nearby outdoor recreation at Ward Park, as well as wellness amenities at the Center for Health & Wellbeing. PALMANO GROUP RE BROKERAGE LLC.

Home For Sale $1,030,000

Reduced By $40,000

Aerial view of a home with a private pool, lush greenery, and neatly fenced yard providing a serene retreat at 250 Cortland Ave, Winter Park, FL 32789
Bright living room features vaulted ceiling, hardwood floors, sliding glass doors to a pool, and neutral decor at 250 Cortland Ave, Winter Park, FL 32789
Spacious game room with a pool table, drum set, hardwood floors, and skylights, perfect for entertaining and leisure at 250 Cortland Ave, Winter Park, FL 32789
On Market For 81 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2114

  • Year Built

    1981

  • $/SqFt

    $487

Cortland Park - Don't miss the opportunity to own this true neighborhood gem in Winter Park, where luxury living and convenience meet. EXP REALTY LLC.

Pended $834,900

Reduced By $14,100

Inviting front entrance showcasing a dark-colored front door, brick paver walkway, and attached garage at 705 Baffie Ave, Winter Park, FL 32789
Bright kitchen features a large center island, stainless steel appliances, and modern pendant lighting at 705 Baffie Ave, Winter Park, FL 32789
Spacious kitchen with a long island featuring stainless steel appliances, hardwood floors, and pendant lighting at 705 Baffie Ave, Winter Park, FL 32789
On Market For 64 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2563

  • Year Built

    2020

  • $/SqFt

    $326

Dubsdread Heights - Don’t miss your chance to make it yours, schedule your showing today. PREMIER SOTHEBY'S INTL. REALTY.

Home For Sale $1,475,000

Charming brick home with manicured lawn, brick pathway, and lush landscaping, creating inviting curb appeal at 1600 Barcelona Way, Winter Park, FL 32789
Charming brick home with manicured lawn, brick pathway, and lush landscaping, creating inviting curb appeal at 1600 Barcelona Way, Winter Park, FL 32789
Charming brick home with manicured lawn, brick pathway, and lush landscaping, creating inviting curb appeal at 1600 Barcelona Way, Winter Park, FL 32789
On Market For 82 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3014

  • Year Built

    1972

  • $/SqFt

    $489

Don't miss your chance to own a piece of Winter Park's rich heritage! LPT REALTY, LLC.

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Call to Schedule a Showing

(386) 801-4854

(386) 801-4854