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View 310 Winter Park Florida Homes for Sale

Pended $485,000

Reduced By $30,000

Charming single-story home featuring a well-maintained lawn and a one-car garage at 1807 Yorkshire Dr, Winter Park, FL 32792
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 30 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.

Pended $359,900

Reduced By $20,000

Charming single-story home featuring a welcoming front porch, red door, and brick-lined pathway and garage at 1938 Eastbrook Blvd, Winter Park, FL 32792
View Details 31 Photos
Aerial view of a charming single-story home with a well-maintained lawn, red door and brick accents at 1938 Eastbrook Blvd, Winter Park, FL 32792
Charming single-story home with a well-manicured lawn, decorative shutters, and a welcoming front porch at 1938 Eastbrook Blvd, Winter Park, FL 32792
A single-story house with a two-car garage and brick-lined driveway, leading to the front door at 1938 Eastbrook Blvd, Winter Park, FL 32792
On Market For 32 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1253

  • Year Built

    1965

  • $/SqFt

    $287

Located in a prime Winter Park location near top-rated schools, shopping, and dining, this move-in-ready home is a must-see! INVESTOR'S REAL ESTATE LLC.

Pended $3,950,000

Charming home showcasing lush landscaping, a brick driveway, and a classic stucco exterior with a red tile roof at 851 Georgia Ave, Winter Park, FL 32789
View Details 46 Photos
Expansive aerial view of the house surrounded by lush greenery, mature trees, and featuring a pool and brick driveway at 851 Georgia Ave, Winter Park, FL 32789
Inviting entryway features a detailed wooden door, brick pathway, and decorative plants, creating a warm welcome at 851 Georgia Ave, Winter Park, FL 32789
Elegant foyer showcasing wood floors, arched doorways, a staircase, and a stylish console table with vibrant artwork at 851 Georgia Ave, Winter Park, FL 32789
On Market For 32 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    4314

  • Year Built

    1935

  • $/SqFt

    $916

This home offers the best of both worlds: a rare opportunity to own a piece of Winter Park history, yet lovingly maintained with modern updates and conveniences throughout. FANNIE HILLMAN & ASSOCIATES.

Pended $735,000

Beautiful two-story home with a well-manicured lawn, mature trees, and a spacious driveway at 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 32 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

Charming single-story home with a spacious driveway, green lawn, and a lovely pink front door at 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 31 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

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 29 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

Charming single-story home with a well-manicured lawn and beautiful blue shutters at 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 27 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

Charming home featuring a well-maintained lawn, mature landscaping and updated gray exterior paint at 3420 Arnel Dr, Winter Park, FL 32792
View Details 37 Photos
Charming home featuring a well-maintained lawn, mature landscaping and updated gray exterior paint at 3420 Arnel Dr, Winter Park, FL 32792
Well-kept home with a long driveway, healthy green lawn and mature landscaping at 3420 Arnel Dr, Winter Park, FL 32792
Residential neighborhood featuring mature trees and well-manicured lawns at 3420 Arnel Dr, Winter Park, FL 32792
*POTENTIAL GREAT VALUE
On Market For 32 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

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
Charming single-story home with a well-manicured lawn, lush landscaping, and an attached two-car garage at 5600 Revelwood Loop, Winter Park, FL 32792
Inviting single-story home with a two-car garage, mature landscaping, and a well-maintained lawn at 5600 Revelwood Loop, Winter Park, FL 32792
On Market For 20 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

Gorgeous aerial view of home's location on the golf course near a pond and lake at 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 15 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

Reduced By $50,000

Charming single-story home with a well-manicured lawn, palm trees, and attached two car garage at 4421 Steed Ter, Winter Park, FL 32792
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 33 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

Reduced By $10,000

Charming single-story home with a well-manicured lawn and inviting curb appeal and attached two-car garage at 2607 Verde Ln, Winter Park, FL 32792
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 34 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

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 34 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

Charming home featuring manicured landscaping, and a striking, modern front door entrance at 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 34 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.

Home For Sale $1,645,000

Reduced By $605,000

Gated driveway leads to an elegant home surrounded by mature landscaping at 7841 Georgeann St, Winter Park, FL 32792
View Details 64 Photos
Paved driveway leads to a spacious home surrounded by mature landscaping at 7841 Georgeann St, Winter Park, FL 32792
Beautiful home with a spacious, well-maintained front yard and circular driveway at 7841 Georgeann St, Winter Park, FL 32792
Beautiful home featuring lush tropical landscaping and a stone driveway at 7841 Georgeann St, Winter Park, FL 32792
On Market For 20 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    4000

  • Year Built

    1977

  • $/SqFt

    $411

Ideally situated minutes from the 417 and 408, this home provides easy access to downtown Orlando, the airport, and Central Florida’s renowned attractions, making it both a private sanctuary and a gateway to everything Central Florida offers. SPECTRUM GLOBAL REALTY, INC.

Pended $459,999

Charming single-story home boasts a well-manicured lawn, gray exterior, and lovely curb appeal at 3132 Nicholson Dr, Winter Park, FL 32792
View Details 21 Photos
Charming single-story home boasts a well-manicured lawn, gray exterior, and lovely curb appeal at 3132 Nicholson Dr, Winter Park, FL 32792
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 34 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

Reduced By $8,000

Beautiful single-Gathering home featuring stone accents, a large driveway, and a well-maintained lawn at 1776 E Cheryl Dr, Winter Park, FL 32792
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 35 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

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 36 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

Charming single-story home featuring a well-manicured lawn, covered porch, and inviting curb appeal at 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 34 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

Charming home with a blue metal roof, stone accents, and well-maintained landscaping at 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

Inviting two-story home boasting a manicured lawn, lush landscaping, and a paver driveway at 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 37 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

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 40 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

Beautiful two-story home featuring a basketball hoop and lush landscaping at 2536 Brookshire Ave, Winter Park, FL 32792
View Details 49 Photos
Beautiful two-story home featuring a basketball hoop and lush landscaping at 2536 Brookshire Ave, Winter Park, FL 32792
Charming two-story home with a well-manicured front lawn and basketball court at 2536 Brookshire Ave, Winter Park, FL 32792
Stately two-story house featuring an attached two-car garage and welcoming entrance at 2536 Brookshire Ave, Winter Park, FL 32792
On Market For 39 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

Charming single-story home with a well-manicured lawn, lush landscaping, and a spacious two-car garage at 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 39 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

Charming two-story home with a modern design, manicured lawn, and brick paver driveway at 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 23 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

Reduced By $26,000

Charming single-story home featuring a bright red front door and lush green lawn at 230 S Ranger Blvd, Winter Park, FL 32792
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 39 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

Stunning two-story home with modern design, manicured landscaping, and a welcoming circular driveway at 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 34 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

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
Charming brick home with manicured lawn, brick pathway, and lush landscaping, creating inviting curb appeal at 1600 Barcelona Way, Winter Park, FL 32789
Charming brick home with manicured lawn, brick pathway, and lush landscaping, creating inviting curb appeal at 1600 Barcelona Way, Winter Park, FL 32789
Charming brick home with manicured lawn, brick pathway, and lush landscaping, creating inviting curb appeal at 1600 Barcelona Way, Winter Park, FL 32789
On Market For 40 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

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 40 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

Charming single story home featuring a gravel driveway, covered entryway, and well maintained lawn at 3006 Northwood Blvd, Winter Park, FL 32789
View Details 44 Photos
Charming single story home featuring a gravel driveway, covered entryway, and well maintained lawn at 3006 Northwood Blvd, Winter Park, FL 32789
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 40 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

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 38 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

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 32 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

Reduced By $15,000

Landscaped front yard of light blue home with palm tree and mature tree providing curb appeal at 3121 Heartwood Ave, Winter Park, FL 32792
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 39 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

Charming single-story home with a well-maintained lawn and mature trees in a desirable neighborhood at 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 19 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

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 40 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

Reduced By $20,000

Charming single-story home with brick facade, walkway, and landscaped front yard under a clear, blue sky at 2805 Bongart Rd, Winter Park, FL 32792
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 30 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

Charming single-story home featuring a brick facade, covered porch, and a bright blue front door at 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 29 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

Lush backyard with mature trees, a walkway, and a waterfront view with a private dock at 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 41 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

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 41 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

Reduced By $45,001

Charming single-story home nestled among mature trees, perfect for peaceful living at 2418 Whitehall Cir, Winter Park, FL 32792
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 41 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

Reduced By $25,000

Charming single-story home with well-manicured lawn and lush landscaping in a desirable neighborhood at 1312 Golfside Dr, Winter Park, FL 32792
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 41 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

Charming home featuring lush green lawn, vibrant landscaping, and warm lighting at 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 41 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

Charming front patio with seating area, perfect for relaxing and enjoying the outdoors at 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
Well-maintained kitchen with stainless steel appliances and granite countertops at 2463 Brookshire Ave, Winter Park, FL 32792
On Market For 37 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

Charming two-story home with stone accents, a well-manicured lawn, and a bright blue front door at 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 43 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

Charming single-story home featuring a manicured lawn, mature landscaping, and a two-car garage at 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 43 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

Charming home featuring mature trees, a brick accent wall, and a long driveway at 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 43 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

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 44 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

Elegant exterior showcases a modern two-story home with a two car garage and manicured lawn at 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 44 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

Reduced By $76,000

Large two-car garage featuring an extended driveway and lush landscaping at 1213 Richmond Rd, Winter Park, FL 32789
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 47 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

Charming two-story home with lush palm trees and a brick paved driveway offers curb appeal at 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 47 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.

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