Search results for Winter Park Homes for sale page 4

Home For Sale $3,850,000

861 Bonita Dr, Winter Park, FL 32789

View Details 59 Photos

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 17 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 $550,000

1430 Hyde Park Dr, Winter Park, FL 32792

Reduced By $25,000

View Details 35 Photos

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 54 Days

Bedrooms
2
Full Bath(s)
2
Sq. Ft.
1947
Year Built
1987
$/SqFt
$282

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

8041 Lake Waunatta Dr, Winter Park, FL 32792

Reduced By $100,000

View Details 85 Photos

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

*POTENTIAL GREAT VALUE

On Market For 54 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

1370 Alberta Dr, Winter Park, FL 32789

Reduced By $15,000

View Details 41 Photos

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 37 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

7619 Georgeann St, Winter Park, FL 32792

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

View Details 49 Photos

On Market For 48 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

1041 Manchester Cir, Winter Park, FL 32792

Reduced By $20,000

View Details 28 Photos

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 55 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

701 Denton Rd, Winter Park, FL 32792

View Details 32 Photos

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 56 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 $415,000

1840 Maywood Rd, Winter Park, FL 32792

View Details 23 Photos

Cozy single-Gathering home with mature trees, white trim windows, and well-maintained landscaping at 1840 Maywood Rd, Winter Park, FL 32792

A covered carport with a decorative block wall and well-maintained concrete flooring at 1840 Maywood Rd, Winter Park, FL 32792

On Market For 55 Days

Bedrooms
4
Full Bath(s)
2
Sq. Ft.
1570
Year Built
1957
$/SqFt
$264

Tanglewood - This home is move-in ready so schedule your tour today! PREMIER SOTHEBY'S INTL. REALTY.

Pended $1,290,000

1201 Wading Waters Cir, Winter Park, FL 32792

View Details 50 Photos

Beautiful two-story home with a well-manicured lawn and a two car garage at 1201 Wading Waters Cir, Winter Park, FL 32792

Inviting front entrance with a glass door, stone accents, and a cozy seating area at 1201 Wading Waters Cir, Winter Park, FL 32792

Charming front porch with brick pavers, stone columns, and cozy seating area at 1201 Wading Waters Cir, Winter Park, FL 32792

On Market For 55 Days

Bedrooms
5
Full Bath(s)
4
Sq. Ft.
4266
Year Built
2020
$/SqFt
$302

Waters Edge At Hawks Crest - This home is the perfect blend of luxury, comfort, and convenience—don’t miss the opportunity to make it yours COLDWELL BANKER RESIDENTIAL RE.

Home For Sale $2,499,900

7849 Georgeann St, Winter Park, FL 32792

Reduced By $190,100

Beautifully landscaped home exterior with mature trees, paver driveway and a two-car garage, perfect curb appeal at 7849 Georgeann St, Winter Park, FL 32792

View Details 64 Photos

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 28 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 $1,550,000

2408 Lafayette Ave, Winter Park, FL 32789

Reduced By $100,000

View Details 31 Photos

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 59 Days

Bedrooms
4
Full Bath(s)
3
Sq. Ft.
2838
Year Built
2024
$/SqFt
$546

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

7706 Waunatta Ct, Winter Park, FL 32792

Reduced By $150,000

View Details 52 Photos

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 59 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

7602 Glenmoor Ln, Winter Park, FL 32792

Reduced By $50,000

View Details 48 Photos

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

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 59 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

1560 Woodland Ave, Winter Park, FL 32789

View Details 48 Photos

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 60 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

4469 Old Bear Run, Winter Park, FL 32792

Reduced By $204,000

Stunning aerial view of estate home with large brick driveway and beautiful landscaping close to the water at 4469 Old Bear Run, Winter Park, FL 32792

View Details 74 Photos

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 60 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

2680 Oglesby Ave, Winter Park, FL 32789

Charming two-story home boasts a modern design with a well-manicured lawn and a brick-paved driveway leading to a two-car garage at 2680 Oglesby Ave, Winter Park, FL 32789

View Details 44 Photos

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 60 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 $685,000

690 S Lakemont Ave, Winter Park, FL 32792

Reduced By $14,000

View Details 34 Photos

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 50 Days

Bedrooms
4
Full Bath(s)
3
Sq. Ft.
1897
Year Built
1965
$/SqFt
$361

Kenilworth Shores - The seller is offering a $10,000 credit to buyer. MARK SPAIN REAL ESTATE.

Pended $625,000

2712 Cady Way, Winter Park, FL 32792

View Details 39 Photos

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 59 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

2310 Cady Way, Winter Park, FL 32792

Reduced By $15,000

Charming single-story home with brick facade, manicured landscaping, and a driveway leading to an attached garage at 2310 Cady Way, Winter Park, FL 32792

View Details 37 Photos

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 60 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

426 S Lakemont Ave, Winter Park, FL 32792

Reduced By $20,000

View Details 23 Photos

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 51 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

2819 Scarlet Rd, Winter Park, FL 32792

View Details 37 Photos

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 14 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 $489,000

1564 Cavendish Rd, Winter Park, FL 32789

Reduced By $26,000

View Details 35 Photos

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 63 Days

Bedrooms
3
Full Bath(s)
1
Sq. Ft.
1140
Year Built
1953
$/SqFt
$429

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

Home For Sale $479,000

2829 Aloma Ave, Winter Park, FL 32792

Reduced By $31,000

View Details 44 Photos

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 63 Days

Bedrooms
4
Full Bath(s)
2
Sq. Ft.
1821
Year Built
1963
$/SqFt
$263

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

Pended $485,000

1807 Yorkshire Dr, Winter Park, FL 32792

Reduced By $30,000

View Details 46 Photos

Close up of the home's front exterior with a garage and walkway to the front door at 1807 Yorkshire Dr, Winter Park, FL 32792

A cozy front porch with stone steps leads to the entryway at 1807 Yorkshire Dr, Winter Park, FL 32792

A covered front porch with ornate metal supports and a pathway to the side door at 1807 Yorkshire Dr, Winter Park, FL 32792

On Market For 64 Days

Bedrooms
4
Full Bath(s)
2
Sq. Ft.
1672
Year Built
1956
$/SqFt
$290

This is a rare opportunity to get into Central Florida's most prized location and make a home YOUR OWN! MAINFRAME REAL ESTATE.

Home For Sale $565,000

2381 Roxbury Rd, Winter Park, FL 32789

View Details 22 Photos

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 61 Days

Bedrooms
3
Full Bath(s)
2
Sq. Ft.
1645
Year Built
1949
$/SqFt
$343

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

Pended $438,500

3420 Arnel Dr, Winter Park, FL 32792

Reduced By $500

View Details 37 Photos

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 66 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

5600 Revelwood Loop, Winter Park, FL 32792

Reduced By $10,000

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

View Details 29 Photos

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

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 54 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

4421 Steed Ter, Winter Park, FL 32792

Reduced By $50,000

View Details 47 Photos

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

*POTENTIAL GREAT VALUE

On Market For 67 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.

Home For Sale $529,900

2607 Verde Ln, Winter Park, FL 32792

Reduced By $20,000

View Details 46 Photos

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 68 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

7841 Georgeann St, Winter Park, FL 32792

Reduced By $605,000

View Details 63 Photos

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 54 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

1701 Palmer Ave, Winter Park, FL 32789

Reduced By $255,000

View Details 58 Photos

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 67 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

1776 E Cheryl Dr, Winter Park, FL 32792

Reduced By $17,000

View Details 14 Photos

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 68 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

1911 Stonehurst Rd, Winter Park, FL 32789

Reduced By $205,000

Charming traditional home with a manicured lawn, mature trees, and a welcoming front porch with columns at 1911 Stonehurst Rd, Winter Park, FL 32789

View Details 37 Photos

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 44 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

1832 Magnolia Ave, Winter Park, FL 32789

View Details 31 Photos

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 68 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.

Pended $420,000

1189 Lazy Hollow Pl, Winter Park, FL 32792

View Details 27 Photos

Beautiful exterior view with a well-manicured lawn and metal roof at 1189 Lazy Hollow Pl, Winter Park, FL 32792

Aerial view of home showcasing backyard pool, patio, and fenced yard at 1189 Lazy Hollow Pl, Winter Park, FL 32792

Bright living room with tile flooring, neutral walls, and ample natural light at 1189 Lazy Hollow Pl, Winter Park, FL 32792

On Market For 36 Days

Bedrooms
3
Full Bath(s)
2
Sq. Ft.
1525
Year Built
1984
$/SqFt
$275

Springview - Don’t miss your chance to make this exceptional property yours, schedule your private tour today! ORLANDO EXPERT REALTY LLC.

Home For Sale $950,000

5325 Cypress Reserve Pl, Winter Park, FL 32792

View Details 65 Photos

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 71 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

1630 Lasbury Ave, Winter Park, FL 32789

Reduced By $100,000

Beautiful two-story home featuring a red tile roof, white stucco and meticulously landscaped front yard with tropical palm trees at 1630 Lasbury Ave, Winter Park, FL 32789

View Details 51 Photos

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 74 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

2536 Brookshire Ave, Winter Park, FL 32792

Reduced By $120,000

View Details 49 Photos

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 73 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 $1,070,000

250 Cortland Ave, Winter Park, FL 32789

View Details 68 Photos

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 73 Days

Bedrooms
3
Full Bath(s)
2
Sq. Ft.
2114
Year Built
1981
$/SqFt
$506

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

705 Baffie Ave, Winter Park, FL 32789

Reduced By $14,100

View Details 40 Photos

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 56 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.

Pended $565,000

230 S Ranger Blvd, Winter Park, FL 32792

Reduced By $60,000

View Details 47 Photos

A beautifully landscaped home with a circular driveway and an attached two-car garage at 230 S Ranger Blvd, Winter Park, FL 32792

A charming front porch is adorned with a bright red door and manicured landscaping at 230 S Ranger Blvd, Winter Park, FL 32792

A bright open-concept living room flows into a stylish kitchen and dining area at 230 S Ranger Blvd, Winter Park, FL 32792

On Market For 71 Days

Bedrooms
3
Full Bath(s)
2
Sq. Ft.
2309
Year Built
1963
$/SqFt
$245

Enjoy mature, green trees, sidewalks for biking and walking in this charming and sought-after neighborhood. KELLY PRICE & COMPANY LLC.

Home For Sale $1,475,000

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

View Details 65 Photos

On Market For 74 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.

Home For Sale $739,000

607 Dunblane Dr, Winter Park, FL 32792

Reduced By $11,000

Charming single-story home featuring a modern design, dark trim, two car garage, and a well-manicured front yard at 607 Dunblane Dr, Winter Park, FL 32792

View Details 44 Photos

Inviting front entrance featuring a decorative glass door, contemporary lighting, and manicured landscaping at 607 Dunblane Dr, Winter Park, FL 32792

Bright foyer showcasing a modern wood slat accent wall, leading into an open-concept kitchen at 607 Dunblane Dr, Winter Park, FL 32792

Modern bathroom with stylish black tile, sleek fixtures, and minimalist design at 607 Dunblane Dr, Winter Park, FL 32792

On Market For 74 Days

Bedrooms
4
Full Bath(s)
2
Sq. Ft.
2046
Year Built
1964
$/SqFt
$361

Kenilworth Shores - Don’t miss your chance to experience Winter Park living at its best—schedule your showing today! CHARLES RUTENBERG REALTY ORLANDO.

Pended $450,000

4991 Tangerine Ave, Winter Park, FL 32792

Charming single-story home featuring a well-maintained lawn and an attached two-car garage with a screen door at 4991 Tangerine Ave, Winter Park, FL 32792

View Details 26 Photos

Single-story home with a well-manicured lawn, driveway, mature trees, and an attached two-car garage with a screen door at 4991 Tangerine Ave, Winter Park, FL 32792

This single-story home features a well-manicured lawn, mature trees, and a charming exterior at 4991 Tangerine Ave, Winter Park, FL 32792

Inviting front entrance with a well-lit porch, decorative stone accents, a flower bush, and the house number displayed at 4991 Tangerine Ave, Winter Park, FL 32792

*POTENTIAL GREAT VALUE

On Market For 65 Days

Bedrooms
4
Full Bath(s)
2
Sq. Ft.
2124
Year Built
1972
$/SqFt
$212

Wrenwood Heights - Don’t miss this incredible opportunity! KELLER WILLIAMS ADVANTAGE REALTY.

Home For Sale $410,000

1921 Taylor Ave, Winter Park, FL 32792

View Details 14 Photos

An aerial view showcasing the home's roof, driveway, and surrounding mature trees at 1921 Taylor Ave, Winter Park, FL 32792

Detailed floor plan of a single-story home showing the layout of rooms and measurements at 1921 Taylor Ave, Winter Park, FL 32792

An overhead view of the property, illustrating its location in a residential neighborhood with mature trees at 1921 Taylor Ave, Winter Park, FL 32792

On Market For 15 Days

Bedrooms
3
Full Bath(s)
2
Sq. Ft.
1322
Year Built
1956
$/SqFt
$310

Eastgate - Don't miss taking advantage of this opportunity to invest in a prime lot in the highly desirable Winter Park area with easy access to everything the area has to offer. The possibilities are endless! EXP REALTY LLC.

Home For Sale $394,500

1021 Mare Bello Dr, Winter Park, FL 32792

Reduced By $15,500

View Details 37 Photos

Bright and airy living room with large windows, modern furniture, and a neutral color palette at 1021 Mare Bello Dr, Winter Park, FL 32792

Spacious living room featuring hardwood floors, large windows and an ornate chandelier at 1021 Mare Bello Dr, Winter Park, FL 32792

Open-concept living area featuring new floors, neutral paint, and seamless flow into the kitchen at 1021 Mare Bello Dr, Winter Park, FL 32792

*POTENTIAL GREAT VALUE

On Market For 74 Days

Bedrooms
3
Full Bath(s)
2
Sq. Ft.
1730
Year Built
1965
$/SqFt
$228

Eastbrook - This is a prime location and close to everything - restaurants, shopping, Full Sail, UCF and a short distance to attractions and beaches. THE WILKINS WAY LLC.

Pended $389,000

2805 Bongart Rd, Winter Park, FL 32792

Reduced By $20,000

View Details 23 Photos

Expansive front yard of a brick single story home with mature landscaping and blue skies at 2805 Bongart Rd, Winter Park, FL 32792

Single story home with brick accents, symmetrical windows, and a lush green lawn on a sunny day at 2805 Bongart Rd, Winter Park, FL 32792

Open-concept living room featuring hardwood floors, brick accent wall, and seamless access to the dining area at 2805 Bongart Rd, Winter Park, FL 32792

On Market For 64 Days

Bedrooms
3
Full Bath(s)
2
Sq. Ft.
1409
Year Built
1958
$/SqFt
$276

Winter Park Estates - This home offers an incredible opportunity in one of Winter Park's most desirable locations—schedule your showing today! CENTURY 21 CARIOTI.

Home For Sale $370,000

1612 Eastbrook Blvd, Winter Park, FL 32792

View Details 30 Photos

Cozy living room with modern decor, plush seating, stylish rug, and view into the dining area at 1612 Eastbrook Blvd, Winter Park, FL 32792

Bright living room featuring stylish decor, wood-look floors, and an open layout into the dining area at 1612 Eastbrook Blvd, Winter Park, FL 32792

Inviting living room with modern decor, ample natural light, wood-look floors, and a cozy atmosphere at 1612 Eastbrook Blvd, Winter Park, FL 32792

On Market For 43 Days

Bedrooms
3
Full Bath(s)
2
Sq. Ft.
1240
Year Built
1961
$/SqFt
$298

Move-in ready and well-maintained, this home offers both comfort and convenience in a desirable Winter Park location. Schedule your showing today! EXP REALTY LLC.

Home For Sale $4,395,000

1840 W Fawsett Rd, Winter Park, FL 32789