Search results for Winter Park Homes for sale page 5

Pended $1,349,000

1077 Minnesota Ave, Winter Park, FL 32789

Charming two-story home with a covered front porch, white siding, and black trim, set amidst lush landscaping at 1077 Minnesota Ave, Winter Park, FL 32789

View Details 10 Photos

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 83 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

1394 Stewart St, Winter Park, FL 32789

Charming single-story home featuring dormer windows, stone walkway, manicured lawn, and professional landscaping at 1394 Stewart St, Winter Park, FL 32789

View Details 59 Photos

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 85 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.

Home For Sale $349,000

156 Oak Grove Rd, Winter Park, FL 32789

Reduced By $26,000

View Details 21 Photos

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 80 Days

Bedrooms
3
Full Bath(s)
2
Sq. Ft.
1456
Year Built
1995
$/SqFt
$240

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

Pended $635,000

843 W Swoope Ave, Winter Park, FL 32789

Reduced By $40,000

View Details 36 Photos

Inviting home exterior featuring a manicured lawn and a covered carport with a paved driveway at 843 W Swoope Ave, Winter Park, FL 32789

Inviting front entrance with manicured lawn and stone walkway leading to a stylish front door at 843 W Swoope Ave, Winter Park, FL 32789

Quaint home exterior with dark trim and convenient carport in a lush, green setting at 843 W Swoope Ave, Winter Park, FL 32789

On Market For 77 Days

Bedrooms
3
Full Bath(s)
2
Sq. Ft.
1232
Year Built
1962
$/SqFt
$515

Request your private showing today and make the move to Winter Park. COLDWELL BANKER RESIDENTIAL RE.

Home For Sale $550,000

2007 Strathaven Road, Winter Park, FL 32792

Reduced By $25,000

View Details 30 Photos

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 89 Days

Bedrooms
4
Full Bath(s)
2
Sq. Ft.
1699
Year Built
1957
$/SqFt
$324

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

Home For Sale $375,000

5144 Orange Ave, Winter Park, FL 32792

Reduced By $24,000

View Details 20 Photos

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 82 Days

Bedrooms
3
Full Bath(s)
2
Sq. Ft.
1274
Year Built
1976
$/SqFt
$294

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.

Home For Sale $399,900

3214 Lowndes Dr, Winter Park, FL 32792

Reduced By $15,100

View Details 29 Photos

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 78 Days

Bedrooms
3
Full Bath(s)
2
Sq. Ft.
1200
Year Built
1965
$/SqFt
$333

With major systems already upgraded, this move-in-ready home is perfect for relaxing, entertaining, or simply enjoying the Florida lifestyle. MARK SPAIN REAL ESTATE.

Pended $450,000

1430 Hyde Park Dr, Winter Park, FL 32792

Reduced By $125,000

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 90 Days

Bedrooms
2
Full Bath(s)
2
Sq. Ft.
1947
Year Built
1987
$/SqFt
$231

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

On Market For 92 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 $380,000

1041 Manchester Cir, Winter Park, FL 32792

Reduced By $40,000

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 89 Days

Bedrooms
4
Full Bath(s)
2
Sq. Ft.
1678
Year Built
1977
$/SqFt
$226

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

Home For Sale $579,000

701 Denton Rd, Winter Park, FL 32792

Reduced By $20,000

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 93 Days

Bedrooms
3
Full Bath(s)
2
Sq. Ft.
2268
Year Built
1961
$/SqFt
$255

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

Home For Sale $1,490,000

2408 Lafayette Ave, Winter Park, FL 32789

Reduced By $160,000

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 94 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 $1,195,000

7706 Waunatta Ct, Winter Park, FL 32792

Reduced By $200,000

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 96 Days

Bedrooms
5
Full Bath(s)
3
Sq. Ft.
3858
Year Built
1978
$/SqFt
$310

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 $390,000

7602 Glenmoor Ln, Winter Park, FL 32792

Reduced By $60,000

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 97 Days

Bedrooms
3
Full Bath(s)
2
Sq. Ft.
1687
Year Built
1984
$/SqFt
$231

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 97 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 $1,899,000

4469 Old Bear Run, Winter Park, FL 32792

Reduced By $301,000

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 71 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 97 Days

Bedrooms
5
Full Bath(s)
4
Sq. Ft.
4288
Year Built
1978
$/SqFt
$443

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

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 88 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.

Home For Sale $479,000

1564 Cavendish Rd, Winter Park, FL 32789

Reduced By $36,000

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 100 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

2829 Aloma Ave, Winter Park, FL 32792

Reduced By $70,000

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

Charming single-story home featuring a garage and a driveway for additional parking 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

On Market For 100 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 $539,000

2381 Roxbury Rd, Winter Park, FL 32789

Reduced By $26,000

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 98 Days

Bedrooms
3
Full Bath(s)
2
Sq. Ft.
1645
Year Built
1949
$/SqFt
$328

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

Pended $405,000

5600 Revelwood Loop, Winter Park, FL 32792

Reduced By $20,000

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 90 Days

Bedrooms
4
Full Bath(s)
2
Sq. Ft.
1598
Year Built
1990
$/SqFt
$253

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

On Market For 104 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 $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 91 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 69 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

Stylish outdoor lounge space features seating and a decorative water feature, perfect for relaxation and entertaining at 1701 Palmer Ave, Winter Park, FL 32789

On Market For 104 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.

Pended $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 106 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.

Pended $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 81 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.

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

On Market For 107 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 $2,650,000

1630 Lasbury Ave, Winter Park, FL 32789

Reduced By $245,000

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 46 Photos

Beautiful backyard pool with travertine tile and white pergola surrounded by lush greenery at 1630 Lasbury Ave, Winter Park, FL 32789

Stunning aerial view of the property showcasing the house, pool, and landscaped yard at 1630 Lasbury Ave, Winter Park, FL 32789

Elegant home with a red tile roof, white exterior, circular driveway, and manicured landscaping at 1630 Lasbury Ave, Winter Park, FL 32789

On Market For 111 Days

Bedrooms
5
Full Bath(s)
3
Sq. Ft.
4912
Year Built
2003
$/SqFt
$539

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

Pended $1,275,000

2536 Brookshire Ave, Winter Park, FL 32792

Reduced By $120,000

View Details 51 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 109 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 $1,000,000

250 Cortland Ave, Winter Park, FL 32789

Reduced By $70,000

Inviting arched entryway with a vibrant purple front door adorned with a wreath and decorative elements at 250 Cortland Ave, Winter Park, FL 32789

View Details 68 Photos

Charming single-story home featuring a well-maintained lawn, a two-car garage, and freshly manicured landscaping at 250 Cortland Ave, Winter Park, FL 32789

Aerial view of a private backyard oasis featuring a sparkling pool, lush greenery, and patio area at 250 Cortland Ave, Winter Park, FL 32789

Bright living room with hardwood floors, vaulted ceiling, comfortable seating, and sliding doors to the pool at 250 Cortland Ave, Winter Park, FL 32789

On Market For 110 Days

Bedrooms
3
Full Bath(s)
2
Sq. Ft.
2114
Year Built
1981
$/SqFt
$473

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.

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 110 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 $729,000

607 Dunblane Dr, Winter Park, FL 32792

Reduced By $21,000

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 107 Days

Bedrooms
4
Full Bath(s)
2
Sq. Ft.
2046
Year Built
1964
$/SqFt
$356

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

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 52 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

On Market For 111 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 $360,000

1612 Eastbrook Blvd, Winter Park, FL 32792

Reduced By $10,000

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 80 Days

Bedrooms
3
Full Bath(s)
2
Sq. Ft.
1240
Year Built
1961
$/SqFt
$290

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

View Details 49 Photos

Stunning two-story home with manicured lawn, covered front porch, balcony, and elegant design at 1840 W Fawsett Rd, Winter Park, FL 32789

Inviting covered porch featuring comfortable seating, ceiling fans, and beautiful lake views at 1840 W Fawsett Rd, Winter Park, FL 32789

Cozy living room with a fireplace, high ceilings, large windows, and stylish furnishings at 1840 W Fawsett Rd, Winter Park, FL 32789

On Market For 112 Days

Bedrooms
5
Full Bath(s)
5
Sq. Ft.
4129
Year Built
1998
$/SqFt
$1,064

Showings are by appointment only – schedule yours today. KELLY PRICE & COMPANY LLC.

Home For Sale $1,070,000

1444 Pelican Bay Trl, Winter Park, FL 32792

Reduced By $25,000

Charming single-story home featuring an attached two-car garage, brick chimney, and beautifully landscaped front yard at 1444 Pelican Bay Trl, Winter Park, FL 32792

View Details 57 Photos

An aerial view showcases the home's proximity to a tranquil lake surrounded by verdant trees at 1444 Pelican Bay Trl, Winter Park, FL 32792

Charming single-Gathering home with a two-car garage and a brick chimney framed by lush landscaping at 1444 Pelican Bay Trl, Winter Park, FL 32792

Home featuring a two-car garage and mature landscaping along with a large tree at 1444 Pelican Bay Trl, Winter Park, FL 32792

On Market For 104 Days

Bedrooms
4
Full Bath(s)
2
Sq. Ft.
3121
Year Built
1984
$/SqFt
$343

Don’t miss out—schedule a tour today! TRANSCEND REALTY.

Home For Sale $765,000

2418 Whitehall Cir, Winter Park, FL 32792

Reduced By $130,000

View Details 36 Photos

Inviting single-story home featuring a well-manicured lawn and classic curb appeal at 2418 Whitehall Cir, Winter Park, FL 32792

Modern kitchen features white cabinetry, stainless steel appliances, and a dark island with quartz countertop and pendant lighting at 2418 Whitehall Cir, Winter Park, FL 32792

Bright kitchen showcasing white cabinets, a stainless steel refrigerator, and an island with a quartz countertop and stylish light fixture at 2418 Whitehall Cir, Winter Park, FL 32792

On Market For 112 Days

Bedrooms
3
Full Bath(s)
2
Sq. Ft.
2134
Year Built
1962
$/SqFt
$358

DON’T MISS OUT, see the 3D tour, video or schedule your private showing today! CORCORAN PREMIER REALTY.

Pended $1,800,000

1682 Arbor Park Dr, Winter Park, FL 32789

Stunning two-story home with a modern design, two-car garage, stone accents, and meticulously landscaped yard at 1682 Arbor Park Dr, Winter Park, FL 32789

View Details 7 Photos

Bright, spacious kitchen with a large island, pendant lighting, modern appliances, and an adjacent dining area at 1682 Arbor Park Dr, Winter Park, FL 32789

Elegant living room with a modern fireplace, hardwood floors, ample seating, and natural light from the large sliding glass doors at 1682 Arbor Park Dr, Winter Park, FL 32789

Serene main bedroom with large windows, modern lighting, and a comfortable seating area, perfect for relaxation at 1682 Arbor Park Dr, Winter Park, FL 32789

On Market For 115 Days

Bedrooms
4
Full Bath(s)
3
Sq. Ft.
2950
Year Built
2025
$/SqFt
$610

Conwill Estates - Final construction details, finishes, and features may vary. COMPASS FLORIDA LLC.

Home For Sale $1,775,000

1702 Arbor Park Dr, Winter Park, FL 32789

View Details 8 Photos

Modern kitchen features a marble island with bar seating, pendant lighting, and stainless steel appliances at 1702 Arbor Park Dr, Winter Park, FL 32789

Bright living room boasts a modern fireplace and light hardwood floors with sliding doors to the pool at 1702 Arbor Park Dr, Winter Park, FL 32789

Stylish primary bedroom features a king bed, hardwood floors, modern lighting, and windows at 1702 Arbor Park Dr, Winter Park, FL 32789

On Market For 115 Days

Bedrooms
4
Full Bath(s)
3
Sq. Ft.
2950
Year Built
2025
$/SqFt
$602

Conwill Estates - Final construction details, finishes, and features may vary. COMPASS FLORIDA LLC.

Pended $557,900

4029 Cool Water Ct, Winter Park, FL 32792

Reduced By $11,100

View Details 38 Photos

Bright living room featuring neutral paint, laminate flooring, a ceiling fan, and a large bay window at 4029 Cool Water Ct, Winter Park, FL 32792

*POTENTIAL GREAT VALUE

On Market For 113 Days

Bedrooms
5
Full Bath(s)
3
Sq. Ft.
2733
Year Built
1979
$/SqFt
$204

Lake Waunatta Woods - Don’t miss the opportunity to make this your dream home in this fantastic location! Schedule a showing today! MAGNUS REALTY GROUP LLC.

Home For Sale $539,500

5073 Lake Howell Rd, Winter Park, FL 32792

Reduced By $40,000

View Details 72 Photos

Inviting front porch area with colorful chairs, a small table and decorative plants at 5073 Lake Howell Rd, Winter Park, FL 32792

A well-maintained single-story home with attached garage and a long driveway at 5073 Lake Howell Rd, Winter Park, FL 32792

Refreshing in-ground pool surrounded by a concrete patio and a screened-in lanai at 5073 Lake Howell Rd, Winter Park, FL 32792

On Market For 118 Days

Bedrooms
5
Full Bath(s)
2
Sq. Ft.
2272
Year Built
1956
$/SqFt
$237

Tanglewood - Located in the highly rated Seminole County School District, this home is a must-see. Schedule your showing today! CHARLES RUTENBERG REALTY ORLANDO.

Pended $404,900

1109 Denton Rd, Winter Park, FL 32792

Reduced By $5,099

View Details 39 Photos

Single-story home with covered parking, red brick accents and mature landscaping at 1109 Denton Rd, Winter Park, FL 32792

Bright kitchen with stainless steel appliances and a large center island at 1109 Denton Rd, Winter Park, FL 32792

On Market For 109 Days

Bedrooms
3
Full Bath(s)
2
Sq. Ft.
1236
Year Built
1963
$/SqFt
$328

Come experience Winter Park living at its finest! KELLER WILLIAMS REALTY AT THE PARKS.

Home For Sale $399,900

1975 Staunton Ave, Winter Park, FL 32789

Reduced By $30,000

View Details 36 Photos

Bright living room with hardwood floors, a ceiling fan and stylish furniture; perfect for relaxing and entertaining at 1975 Staunton Ave, Winter Park, FL 32789

Bright living room featuring hardwood floors, a ceiling fan and plenty of natural light at 1975 Staunton Ave, Winter Park, FL 32789

On Market For 121 Days

Bedrooms
3
Full Bath(s)
2
Sq. Ft.
1200
Year Built
1949
$/SqFt
$333

Karolina On Killarney - Conveniently located near I-4, Park Avenue, Winter Park Village, Dubsdread Golf Course, restaurants and shopping and downtown Orlando. ABSOLUTE REALTY GROUP, LLC.

Home For Sale $6,500,000

1400 Alabama Dr, Winter Park, FL 32789

Reduced By $450,000

Stunning two-story yellow home featuring an elegant stone facade, private balcony, and meticulously landscaped front yard at 1400 Alabama Dr, Winter Park, FL 32789

View Details 96 Photos

Elegant stone entryway featuring a dark wood door with decorative glass and stylish outdoor lighting at 1400 Alabama Dr, Winter Park, FL 32789

Aerial view of the luxurious home features a tile roof, mature landscaping, and a stunning backyard pool and spa at 1400 Alabama Dr, Winter Park, FL 32789

Waterfront home with private boat docks surrounded by lush greenery and clear lake views at 1400 Alabama Dr, Winter Park, FL 32789

On Market For 106 Days

Bedrooms
5
Full Bath(s)
5
Sq. Ft.
7916
Year Built
1996
$/SqFt
$821

Kronenberger - Experience quintessential Winter Park living in this one-of-a-kind estate that is the epitome of opulence and grandeur. THE AGENCY ORLANDO.

Pended $1,425,000

1750 Winchester Dr, Winter Park, FL 32789

Reduced By $155,000

View Details 30 Photos

Close up of the front porch with seating, charming décor, and a beautifully crafted wood door at 1750 Winchester Dr, Winter Park, FL 32789

Open-concept kitchen featuring a blue island, bar seating, and modern finishes at 1750 Winchester Dr, Winter Park, FL 32789

Modern kitchen design with wood cabinets, a stainless-steel range, and ample natural light at 1750 Winchester Dr, Winter Park, FL 32789

On Market For 124 Days

Bedrooms
4
Full Bath(s)
3
Sq. Ft.
2637
Year Built
1960
$/SqFt
$540

This is more than a house - it's an invitation to experience the refined Winter Park lifestyle you've been dreaming of. FANNIE HILLMAN & ASSOCIATES.

Home For Sale $1,485,000

2015 Summerfield Rd, Winter Park, FL 32792

Reduced By $15,000

View Details 35 Photos

Landscaped modern home with a stone driveway and striking architectural details at 2015 Summerfield Rd, Winter Park, FL 32792

Bright hallway with recessed lighting and artwork, leading to the living areas at 2015 Summerfield Rd, Winter Park, FL 32792

Elegant living room featuring stylish furniture and a seamless view of the pool at 2015 Summerfield Rd, Winter Park, FL 32792

On Market For 125 Days

Bedrooms
4
Full Bath(s)
4
Sq. Ft.
2958
Year Built
1957
$/SqFt
$502

Kenilworth Shores - This home is located just minutes from Downtown Baldwin Park, Winter Park, Rollins College, and a variety of restaurants and shopping venues. BEYCOME OF FLORIDA LLC.

Home For Sale $784,000

5618 Winterbrook Way, Winter Park, FL 32792

Reduced By $66,000