Search results for Winter Park Homes for sale page 3

Pended $735,000

7945 Pleasant Pine Cir, Winter Park, FL 32792

View Details 43 Photos

Charming two-story home with a well-maintained lawn, mature trees, and a wide driveway at 7945 Pleasant Pine Cir, Winter Park, FL 32792

Inviting front porch with a decorative door, hanging light fixture, and a cozy seating area at 7945 Pleasant Pine Cir, Winter Park, FL 32792

Covered front porch with seating, a view of landscaped yard, and a charming neighborhood setting at 7945 Pleasant Pine Cir, Winter Park, FL 32792

*POTENTIAL GREAT VALUE

On Market For 29 Days

Bedrooms
5
Full Bath(s)
4
Sq. Ft.
3496
Year Built
2015
$/SqFt
$210

Enclave At Aloma - Don't miss your opportunity to own this great home. Schedule your private showing today! COLDWELL BANKER RESIDENTIAL RE.

Pended $660,000

2732 Lion Heart Rd, Winter Park, FL 32792

View Details 21 Photos

Close-up of the home's pink double front doors, brick entryway, and a lush green plant at 2732 Lion Heart Rd, Winter Park, FL 32792

Bright living room with a brown sectional couch, stylish decor, and an open layout at 2732 Lion Heart Rd, Winter Park, FL 32792

Spacious open-concept living area with a brown sectional couch, wooden accents, and views into other rooms at 2732 Lion Heart Rd, Winter Park, FL 32792

On Market For 28 Days

Bedrooms
3
Full Bath(s)
2
Sq. Ft.
1975
Year Built
1962
$/SqFt
$334

This is not just a home it’s a lifestyle. FANNIE HILLMAN & ASSOCIATES.

Pended $565,000

2012 Loch Berry Rd, Winter Park, FL 32792

Charming single-story home featuring a well-manicured lawn, a red front door, and mature trees providing shade at 2012 Loch Berry Rd, Winter Park, FL 32792

View Details 24 Photos

A close-up view of the front of the house, featuring a red front door and two chairs on the porch at 2012 Loch Berry Rd, Winter Park, FL 32792

Aerial view of a lovely home with mature trees, lush greenery, blue skies, and a well-maintained lawn at 2012 Loch Berry Rd, Winter Park, FL 32792

Bright, minimalist dining room showcasing tile flooring and a view into the kitchen at 2012 Loch Berry Rd, Winter Park, FL 32792

On Market For 26 Days

Bedrooms
3
Full Bath(s)
2
Sq. Ft.
1522
Year Built
1956
$/SqFt
$371

Kenilworth Shores - By marketing the property's potential for a tear-down and rebuild, this scenario attracts buyers interested in long-term investments that promise to uplift the neighborhood. PREMIER SOTHEBY'S INTL. REALTY.

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 24 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.

Home For Sale $439,000

3420 Arnel Dr, Winter Park, FL 32792

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 29 Days

Bedrooms
4
Full Bath(s)
2
Sq. Ft.
1998
Year Built
1967
$/SqFt
$220

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

Home For Sale $425,000

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

View Details 28 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 17 Days

Bedrooms
4
Full Bath(s)
2
Sq. Ft.
1598
Year Built
1990
$/SqFt
$266

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.

Pended $415,000

2259 Minnesota Ave, Winter Park, FL 32789

View Details 7 Photos

Aerial view showcases this home's proximity to a golf course, pond, and city skyline at 2259 Minnesota Ave, Winter Park, FL 32789

Charming blue home with well-maintained lawn, fenced backyard and access to paved street at 2259 Minnesota Ave, Winter Park, FL 32789

Inviting home showcasing lush front lawn, mature trees, and paved street access at 2259 Minnesota Ave, Winter Park, FL 32789

On Market For 29 Days

Bedrooms
2
Full Bath(s)
1
Sq. Ft.
1015
Year Built
1948
$/SqFt
$409

20k impact fee credit/verify exact when pulling new permit LPT REALTY, LLC.

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 30 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 $539,900

2607 Verde Ln, Winter Park, FL 32792

Reduced By $10,000

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 31 Days

Bedrooms
4
Full Bath(s)
2
Sq. Ft.
1953
Year Built
1968
$/SqFt
$276

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

Pended $2,695,000

254 Sylvan Blvd, Winter Park, FL 32789

Stunning exterior view of home featuring a three-car garage and meticulously landscaped front yard with paver driveway at 254 Sylvan Blvd, Winter Park, FL 32789

View Details 66 Photos

An elevated aerial view of the luxury home featuring a beautifully landscaped yard, mature trees, and a brick driveway at 254 Sylvan Blvd, Winter Park, FL 32789

Panoramic aerial view of the property showcasing its expansive layout, lush landscaping, and proximity to a lake at 254 Sylvan Blvd, Winter Park, FL 32789

Beautiful facade with palm trees, well-manicured landscaping, and paver driveway leading to the garage and front entrance at 254 Sylvan Blvd, Winter Park, FL 32789

On Market For 31 Days

Bedrooms
3
Full Bath(s)
3
Sq. Ft.
3653
Year Built
2000
$/SqFt
$738

Sylvan Lake Shores - Don’t miss the opportunity to make this lake front home yours. Schedule your private showing today! KELLER WILLIAMS WINTER PARK.

Home For Sale $1,650,000

1701 Palmer Ave, Winter Park, FL 32789

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 31 Days

Bedrooms
4
Full Bath(s)
3
Sq. Ft.
2841
Year Built
1953
$/SqFt
$581

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 $459,999

3132 Nicholson Dr, Winter Park, FL 32792

View Details 21 Photos

Inviting foyer features luxury vinyl plank flooring, a grandfather clock, and a dining table at 3132 Nicholson Dr, Winter Park, FL 32792

Cozy living room featuring a stone fireplace, vaulted ceilings, and access to the lanai at 3132 Nicholson Dr, Winter Park, FL 32792

On Market For 31 Days

Bedrooms
3
Full Bath(s)
2
Sq. Ft.
1537
Year Built
1977
$/SqFt
$299

Howell Branch Woods - Don’t miss your chance to own a slice of paradise—schedule your showing today! LIVE FLORIDA NOW LLC.

Home For Sale $487,700

1776 E Cheryl Dr, Winter Park, FL 32792

Reduced By $8,000

View Details 14 Photos

Bright living room showcasing wood floors, a stone fireplace, and contemporary lighting at 1776 E Cheryl Dr, Winter Park, FL 32792

Modern kitchen boasts white cabinets, stainless steel appliances, and an eye-catching backsplash at 1776 E Cheryl Dr, Winter Park, FL 32792

Relaxing screened-in patio area with a private pool, perfect for outdoor entertaining at 1776 E Cheryl Dr, Winter Park, FL 32792

On Market For 32 Days

Bedrooms
4
Full Bath(s)
2
Sq. Ft.
2014
Year Built
1982
$/SqFt
$242

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

Pended $3,400,000

1911 Stonehurst Rd, Winter Park, FL 32789

Stunning brick home with a charming front porch, featuring white columns, black shutters, and inviting curb appeal at 1911 Stonehurst Rd, Winter Park, FL 32789

View Details 37 Photos

Spacious backyard features a brick patio, manicured hedges, and a cozy fire pit area at 1911 Stonehurst Rd, Winter Park, FL 32789

Aerial view of a luxury home showcasing its manicured backyard and sparkling swimming pool at 1911 Stonehurst Rd, Winter Park, FL 32789

Inviting front porch with rocking chairs, a decorative rug, and classic brick facade at 1911 Stonehurst Rd, Winter Park, FL 32789

On Market For 33 Days

Bedrooms
4
Full Bath(s)
4
Sq. Ft.
5097
Year Built
2001
$/SqFt
$667

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 31 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 33 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 61 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 34 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 $2,895,000

1630 Lasbury Ave, Winter Park, FL 32789

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 37 Days

Bedrooms
5
Full Bath(s)
3
Sq. Ft.
4912
Year Built
2003
$/SqFt
$589

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

Home For Sale $1,395,000

2536 Brookshire Ave, Winter Park, FL 32792

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 36 Days

Bedrooms
4
Full Bath(s)
3
Sq. Ft.
3140
Year Built
2018
$/SqFt
$444

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 36 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.

Home For Sale $849,000

705 Baffie Ave, Winter Park, FL 32789

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 20 Days

Bedrooms
4
Full Bath(s)
2
Sq. Ft.
2563
Year Built
2020
$/SqFt
$331

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

Home For Sale $599,000

230 S Ranger Blvd, Winter Park, FL 32792

Reduced By $26,000

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 36 Days

Bedrooms
3
Full Bath(s)
2
Sq. Ft.
2309
Year Built
1963
$/SqFt
$259

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

Pended $3,250,000

1833 Loch Berry Rd, Winter Park, FL 32789

View Details 48 Photos

Beautiful two-story home showcasing modern architecture, a well-maintained lawn, and a spacious driveway at 1833 Loch Berry Rd, Winter Park, FL 32789

Elegant home entrance featuring a striking arched doorway, meticulous landscaping, and stone walkway at 1833 Loch Berry Rd, Winter Park, FL 32789

Bright foyer with herringbone wood floors, designer lighting, and an arched entryway, offering a grand welcome at 1833 Loch Berry Rd, Winter Park, FL 32789

On Market For 31 Days

Bedrooms
5
Full Bath(s)
5
Sq. Ft.
4770
Year Built
2025
$/SqFt
$681

Kenilworth Shores - Don’t miss your opportunity to own this stunning Winter Park home crafted by renowned builder Vimaro Homes. COMPASS FLORIDA 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 37 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 $749,000

607 Dunblane Dr, Winter Park, FL 32792

Reduced By $1,000

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 37 Days

Bedrooms
4
Full Bath(s)
2
Sq. Ft.
2046
Year Built
1964
$/SqFt
$366

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

Pended $589,000

3006 Northwood Blvd, Winter Park, FL 32789

View Details 44 Photos

A close up of the front door, shows the house number, covered parking, and clean well kept yard at 3006 Northwood Blvd, Winter Park, FL 32789

Well manicured yard with healthy plants and flowers, featuring a short retaining wall around the landscaped area at 3006 Northwood Blvd, Winter Park, FL 32789

On Market For 37 Days

Bedrooms
4
Full Bath(s)
2
Sq. Ft.
1710
Year Built
1953
$/SqFt
$344

Northwood Terrace - Don't miss out and schedule your private tour today! CREEGAN GROUP.

Pended $457,900

4442 Glenview Ln, Winter Park, FL 32792

Reduced By $7,100

Charming single-Gathering home featuring well-manicured landscaping and a brick-accented facade with attached garage at 4442 Glenview Ln, Winter Park, FL 32792

View Details 46 Photos

Sunset view of a charming single-Gathering home with a brick-accented facade and well-manicured front lawn at 4442 Glenview Ln, Winter Park, FL 32792

Inviting front porch with red door, brick columns, house number and colorful landscaping at 4442 Glenview Ln, Winter Park, FL 32792

Bright living room showcasing tile floors, stylish furnishings, and an open concept layout to the kitchen at 4442 Glenview Ln, Winter Park, FL 32792

On Market For 35 Days

Bedrooms
3
Full Bath(s)
2
Sq. Ft.
1387
Year Built
1984
$/SqFt
$330

Glenmoor - This home comes with a timed SPRINKLER SYSTEM. Schedule your private showing today! REPETTO REALTY GROUP LLC.

Home For Sale $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 28 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.

Pended $425,000

3121 Heartwood Ave, Winter Park, FL 32792

Reduced By $15,000

View Details 32 Photos

Well-maintained home exterior features a charming front porch with a white garage door at 3121 Heartwood Ave, Winter Park, FL 32792

Spacious living room with tile floors, a modern ceiling fan, and a large TV at 3121 Heartwood Ave, Winter Park, FL 32792

Open living room features a large TV and sliding doors to the backyard at 3121 Heartwood Ave, Winter Park, FL 32792

On Market For 36 Days

Bedrooms
3
Full Bath(s)
2
Sq. Ft.
1627
Year Built
1981
$/SqFt
$261

Bel Aire Pines - Zoned for winter Park High School, this amazing location offers amazing dining and shopping being close to Downtown Winter Park and Orlando and easy access to major highways. Schedule your private showing today! KELLER WILLIAMS REALTY AT THE PARKS.

Pended $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 16 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 $395,000

1021 Mare Bello Dr, Winter Park, FL 32792

Reduced By $15,000

Charming single-story home featuring a spacious driveway, well-maintained lawn, and mature landscaping at 1021 Mare Bello Dr, Winter Park, FL 32792

View Details 37 Photos

Charming single-story home with a spacious driveway, manicured lawn, and vibrant landscaping during sunset at 1021 Mare Bello Dr, Winter Park, FL 32792

Charming single-story home boasting an oversized driveway, a lush lawn, and vibrant landscaping 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 37 Days

Bedrooms
4
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 27 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.

Pended $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 35 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

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 38 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 $1,095,000

1444 Pelican Bay Trl, Winter Park, FL 32792

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 38 Days

Bedrooms
4
Full Bath(s)
2
Sq. Ft.
3121
Year Built
1984
$/SqFt
$351

Find the rental unit you are interested in on the list and click "Apply Now”. TRANSCEND REALTY.

Home For Sale $849,999

2418 Whitehall Cir, Winter Park, FL 32792

Reduced By $45,001

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 38 Days

Bedrooms
3
Full Bath(s)
2
Sq. Ft.
2134
Year Built
1962
$/SqFt
$398

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

Home For Sale $760,000

1312 Golfside Dr, Winter Park, FL 32792

Reduced By $25,000

View Details 27 Photos

Inviting front entrance with a decorative glass door, sconces, and beautiful stone accents at 1312 Golfside Dr, Winter Park, FL 32792

Elegant entryway with decorative door, leading to a living space with a built in workspace at 1312 Golfside Dr, Winter Park, FL 32792

Open-concept living space featuring a rustic sliding barn door, stylish floors, and modern kitchen at 1312 Golfside Dr, Winter Park, FL 32792

On Market For 37 Days

Bedrooms
3
Full Bath(s)
2
Sq. Ft.
1867
Year Built
1979
$/SqFt
$407

Greenview Winter Pines - Don’t miss this exceptional opportunity—schedule your private tour today! HOPKEY REALTY.

Pended $699,000

2368 Summerfield Rd, Winter Park, FL 32792

View Details 35 Photos

Sparkling pool area, perfect for relaxation and entertaining, surrounded by lush greenery at 2368 Summerfield Rd, Winter Park, FL 32792

Well-maintained home featuring lush landscaping and a welcoming front yard at 2368 Summerfield Rd, Winter Park, FL 32792

Charming home featuring lush landscaping, and a welcoming front yard at 2368 Summerfield Rd, Winter Park, FL 32792

On Market For 38 Days

Bedrooms
3
Full Bath(s)
2
Sq. Ft.
1904
Year Built
1966
$/SqFt
$367

This home’s prime location provides convenient access to I-4, Downtown Orlando, OIA and area attractions. COLDWELL BANKER RESIDENTIAL RE.

Pended $525,000

2463 Brookshire Ave, Winter Park, FL 32792

View Details 24 Photos

Dining area with modern chandelier, tile floors and view to back porch at 2463 Brookshire Ave, Winter Park, FL 32792

Well-maintained kitchen with stainless steel appliances and granite countertops at 2463 Brookshire Ave, Winter Park, FL 32792

On Market For 34 Days

Bedrooms
3
Full Bath(s)
1
Sq. Ft.
1050
Year Built
1959
$/SqFt
$500

This home won't last long. HOME WISE REALTY GROUP, INC..

Pended $1,500,000

1741 Pine Ave, Winter Park, FL 32789

View Details 43 Photos

Inviting covered porch with stone accents, decorative columns, and cozy seating area with a blue front door at 1741 Pine Ave, Winter Park, FL 32789

Bright foyer featuring hardwood floors, an elegant chandelier, and a glimpse into the open-concept living space at 1741 Pine Ave, Winter Park, FL 32789

Elegant dining room with hardwood floors and decoratively appointed furniture adjacent to the living area at 1741 Pine Ave, Winter Park, FL 32789

On Market For 40 Days

Bedrooms
4
Full Bath(s)
3
Sq. Ft.
3297
Year Built
2002
$/SqFt
$455

Conwill Estates - Plus, with top-rated Winter Park Schools, this home offers everything you need! FANNIE HILLMAN & ASSOCIATES.

Pended $564,900

633 London Rd, Winter Park, FL 32792

View Details 50 Photos

Inviting front entrance with a blue door, red mulch landscaping and sidelights at 633 London Rd, Winter Park, FL 32792

Bright kitchen features tile floors, granite countertops, and stainless steel appliances at 633 London Rd, Winter Park, FL 32792

Open kitchen features a breakfast bar, stainless appliances, and tile flooring at 633 London Rd, Winter Park, FL 32792

On Market For 40 Days

Bedrooms
3
Full Bath(s)
2
Sq. Ft.
1772
Year Built
1966
$/SqFt
$319

Buyer to verify schools and room measurements. CHARLES RUTENBERG REALTY ORLANDO.

Pended $525,000

1307 Lindenwood Ln, Winter Park, FL 32792

View Details 40 Photos

Beautiful home exterior with a two-car garage and a long driveway at 1307 Lindenwood Ln, Winter Park, FL 32792

Spacious two-car garage offering ample parking and storage space at 1307 Lindenwood Ln, Winter Park, FL 32792

Bright dining room featuring hardwood floors, and stylish chandelier at 1307 Lindenwood Ln, Winter Park, FL 32792

On Market For 40 Days

Bedrooms
3
Full Bath(s)
2
Sq. Ft.
1612
Year Built
1960
$/SqFt
$326

Don’t miss out on this opportunity to live in the heart of it all. CENTRAL FLORIDA PRIME REAL ESTATE LLC.

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 41 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 7 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 41 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.

Home For Sale $1,299,000

1213 Richmond Rd, Winter Park, FL 32789

Reduced By $76,000

View Details 27 Photos

An eye-level shot of the home's front exterior with the garage on the left at 1213 Richmond Rd, Winter Park, FL 32789

Welcoming foyer featuring hardwood floors, decorative sconces, and beautiful wrought iron railing at 1213 Richmond Rd, Winter Park, FL 32789

Kitchen with stainless appliances, modern cabinetry, and granite countertops at 1213 Richmond Rd, Winter Park, FL 32789

On Market For 44 Days

Bedrooms
4
Full Bath(s)
3
Sq. Ft.
3204
Year Built
1925
$/SqFt
$405

This is the rare chance to live in an exceptional location that blends luxury, convenience, and tranquility. KELLY PRICE & COMPANY LLC.

Home For Sale $795,000

1344 Blue Stem Lane, Winter Park, FL 32792

View Details 26 Photos

Close up of the front door with decorative glass, brick patio, and stucco exterior at 1344 Blue Stem Lane, Winter Park, FL 32792

Bright kitchen with white cabinets, stainless steel appliances, and stone countertops at 1344 Blue Stem Lane, Winter Park, FL 32792

Spacious living room with neutral carpeting, high ceilings, and sliding glass doors to backyard at 1344 Blue Stem Lane, Winter Park, FL 32792

On Market For 44 Days

Bedrooms
4
Full Bath(s)
3
Sq. Ft.
2589
Year Built
2022
$/SqFt
$307

Hawks Crest - Don’t miss your chance to own your dream home, schedule your tour today and experience the lifestyle you have been looking for! Welcome home. CASTLE & COTTAGE REALTY LLC.

Home For Sale $579,500

5073 Lake Howell Rd, Winter Park, FL 32792

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 44 Days

Bedrooms
5
Full Bath(s)
2
Sq. Ft.
2272
Year Built
1956
$/SqFt
$255

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

Home For Sale $569,000

4029 Cool Water Ct, Winter Park, FL 32792

Charming single-story home with a well-maintained lawn and mature trees in a quiet residential neighborhood at 4029 Cool Water Ct, Winter Park, FL 32792

View Details 38 Photos

A well-maintained single-story home features a two-car garage and a neatly landscaped front yard with mature trees at 4029 Cool Water Ct, Winter Park, FL 32792

Charming single-story home featuring a blue front door, complemented by mature trees and a well-manicured lawn at 4029 Cool Water Ct, Winter Park, FL 32792

Bright living room boasts wood floors, a ceiling fan, and a bay window that floods the space with natural light at 4029 Cool Water Ct, Winter Park, FL 32792

*POTENTIAL GREAT VALUE

On Market For 44 Days

Bedrooms
5
Full Bath(s)
3
Sq. Ft.
2733
Year Built
1979
$/SqFt
$208

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 $399,900

1109 Denton Rd, Winter Park, FL 32792

Reduced By $10,099