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Winter Park Homes For Sale & Winter Park FL Real Estate

Home For Sale $649,000

Mid-century ranch home with carport and well-manicured lawn at 2100 Suffield Dr, Winter Park, FL 32792
View Details 46 Photos
House with pool and large lot, desirable location at 2100 Suffield Dr, Winter Park, FL 32792
Inviting rectangular pool with patio and tropical landscaping at 2100 Suffield Dr, Winter Park, FL 32792
Spacious living room with brick fireplace and comfortable seating at 2100 Suffield Dr, Winter Park, FL 32792
On Market Today

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1807

  • Year Built

    1960

  • $/SqFt

    $359

Don't miss this chance to make this "Great Bones" home your own! RE/MAX 200 REALTY.

Home For Sale $589,000

Ranch-style home with a large yard and circular driveway at 2855 Cady Way, Winter Park, FL 32792
View Details 35 Photos
One-story home with a brick facade and attached garage at 2855 Cady Way, Winter Park, FL 32792
Spacious living area with hardwood floors, comfy seating, and a large TV at 2855 Cady Way, Winter Park, FL 32792
Bright living room featuring hardwood floors, comfortable sofas, and a stylish coffee table at 2855 Cady Way, Winter Park, FL 32792
On Market For 2 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1736

  • Year Built

    1964

  • $/SqFt

    $339

Call today to schedule your showing! GLOBAL PROPERTIES SALES & MGMT.

Home For Sale $425,000

Tan house with a two-car garage and mature landscaping at 1309 Paradise Ln, Winter Park, FL 32792
View Details 39 Photos
Bright living room with fireplace,tile flooring and view to kitchen and backyard at 1309 Paradise Ln, Winter Park, FL 32792
Spacious living room with tiled floors and neutral color palette at 1309 Paradise Ln, Winter Park, FL 32792
Spacious living room with tiled floors and neutral color palette at 1309 Paradise Ln, Winter Park, FL 32792
On Market For 2 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1606

  • Year Built

    1984

  • $/SqFt

    $265

Conveniently located, this home offers easy access to nearby shopping, dining and major roadways and is in the A Rated Lake Howell High school zone. COLDWELL BANKER REALTY.

Home For Sale $420,000

Newly renovated home with a modern exterior and landscaped lawn at 1025 Early Ave, Winter Park, FL 32789
View Details 29 Photos
Newly renovated home with a modern exterior and driveway at 1025 Early Ave, Winter Park, FL 32789
Modern front door with sleek black finish and sidelights at 1025 Early Ave, Winter Park, FL 32789
Open concept living area with modern furniture and hardwood floors at 1025 Early Ave, Winter Park, FL 32789
On Market Today

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1333

  • Year Built

    1956

  • $/SqFt

    $315

Albert Lee Ridge - With a fresh, move-in ready feel and a prime location, this is a must-see. Schedule your showing today! SAND DOLLAR REALTY GROUP INC.

Home For Sale $385,000

Single story home with well-maintained landscaping and a paved driveway at 2100 Shirewood Ct, Winter Park, FL 32792
View Details 19 Photos
Living room features a comfy sofa and a view into the dining area at 2100 Shirewood Ct, Winter Park, FL 32792
Living room with blue floral sofas and a view of the dining area at 2100 Shirewood Ct, Winter Park, FL 32792
Spacious living room with floral sofas and a wood coffee table at 2100 Shirewood Ct, Winter Park, FL 32792
On Market For 2 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1427

  • Year Built

    1986

  • $/SqFt

    $270

Cedar Ridge - This house is packed with potential —don’t miss this one! FANNIE HILLMAN & ASSOCIATES.

Home For Sale $4,500,000

Two-story brick home with dark brown accents, landscaping, and a two-car garage at 702 Via Bella, Winter Park, FL 32789
View Details 7 Photos
Brick home with herringbone driveway, landscaping, and a two-car garage at 702 Via Bella, Winter Park, FL 32789
Two-story home with a two-car garage and landscaped yard, showcasing a beautiful brick exterior at 702 Via Bella, Winter Park, FL 32789
Two-story brick home with dark brown accents, landscaping, and a two-car garage at 702 Via Bella, Winter Park, FL 32789
On Market For 2 Days

  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    3720

  • Year Built

    2025

  • $/SqFt

    $1,210

The perfect home for those seeking luxurious living and refined elegance. FLORIDIAN REALTY GROUP LLC.

Home For Sale $799,000

Two-story gray house with black shutters, landscaped yard, and a walkway at 1375 Suffolk Rd, Winter Park, FL 32789
View Details 29 Photos
Two-story gray house with black shutters, nicely landscaped front yard at 1375 Suffolk Rd, Winter Park, FL 32789
Two-story gray house with black shutters, landscaped yard, at dusk at 1375 Suffolk Rd, Winter Park, FL 32789
Two-story gray house with black shutters, landscaped yard, and driveway at 1375 Suffolk Rd, Winter Park, FL 32789
On Market For 2 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2548

  • Year Built

    1940

  • $/SqFt

    $314

Don’t miss your chance to see it - schedule your showing today! MAINFRAME REAL ESTATE.

Home For Sale $399,000

White single-story house with a two-car garage and well-manicured landscaping at 5427 Albert Dr, Winter Park, FL 32792
View Details 38 Photos
White single-story house with a two-car garage and neatly landscaped front yard at 5427 Albert Dr, Winter Park, FL 32792
White single-story house with a two-car garage and lush landscaping at 5427 Albert Dr, Winter Park, FL 32792
Bright entryway with a full-length mirror, bench, and coat rack at 5427 Albert Dr, Winter Park, FL 32792
On Market For 2 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1306

  • Year Built

    1978

  • $/SqFt

    $306

Howell Branch Woods - All disclosures and documentation will be provided transparently to ensure a smooth and professional process for buyers and their agents. CHARLES RUTENBERG REALTY ORLANDO.

Home For Sale $1,250,000

Large two-story house with a wrap-around porch and brick driveway at 567 Osceola Ave, Winter Park, FL 32789
View Details 39 Photos
Two-story home with a wrap-around porch, and manicured hedges at 567 Osceola Ave, Winter Park, FL 32789
Two-story house with a wrap-around porch and brick driveway at 567 Osceola Ave, Winter Park, FL 32789
Two-story house with a wrap-around porch and brick driveway at 567 Osceola Ave, Winter Park, FL 32789
On Market For 4 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2651

  • Year Built

    1916

  • $/SqFt

    $472

Osceola Court - The 2020 renovation added new AC, insulation, new impact and triple pane windows for efficiency and a 2-car garage with plenty of storage. Call today for an appointment! COLDWELL BANKER RESIDENTIAL RE.

Home For Sale $439,900

One-story house with a gray exterior, attached garage, and well-maintained lawn at 5405 Justine Way, Winter Park, FL 32792
View Details 32 Photos
Landscaped one story house with gray siding, attached garage, and spacious yard at 5405 Justine Way, Winter Park, FL 32792
Bright living room featuring hardwood floors and neutral walls at 5405 Justine Way, Winter Park, FL 32792
Spacious living area with hardwood floors and access to kitchen and backyard at 5405 Justine Way, Winter Park, FL 32792
On Market For 4 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1247

  • Year Built

    1981

  • $/SqFt

    $353

Wrenwood Heights - Don’t just take my word for it – come see how your life fits perfectly into this Winter Park wonder. TBRO REALTY LLC.

Home For Sale $400,000

Mid-century modern home with gray exterior, landscaping, and driveway at 5102 Lake Howell Rd, Winter Park, FL 32792
View Details 23 Photos
Inviting front entrance with a white door, and sidelights, a welcoming poinsettia plant at 5102 Lake Howell Rd, Winter Park, FL 32792
Open living room with tile floors, partial kitchen view, and access to backyard at 5102 Lake Howell Rd, Winter Park, FL 32792
Living room with tile floors, kitchen view, and access to backyard at 5102 Lake Howell Rd, Winter Park, FL 32792
On Market For 3 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1452

  • Year Built

    1957

  • $/SqFt

    $275

Tanglewood - You will want to call this one home. COLDWELL BANKER REALTY.

Home For Sale $1,180,000

Two-story house with a blue metal roof, attached garage, and basketball hoop at 1975 Biscayne Dr, Winter Park, FL 32789
View Details 37 Photos
Two-story house with a blue metal roof and attached garage at 1975 Biscayne Dr, Winter Park, FL 32789
Open concept living room and kitchen with white sofas and modern decor at 1975 Biscayne Dr, Winter Park, FL 32789
Living room features a white sectional sofa, fireplace, and Christmas tree at 1975 Biscayne Dr, Winter Park, FL 32789
*POTENTIAL GREAT VALUE
On Market For 5 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3270

  • Year Built

    2020

  • $/SqFt

    $361

Karolina On Killarney - Don’t miss your chance to own this property! SOGO REAL ESTATE SERVICES LLC.

Home For Sale $699,000

Charming ranch home with a two-car garage and well-manicured lawn at 1792 Killarney Dr, Winter Park, FL 32789
View Details 33 Photos
Inviting front porch with colorful seating and patterned tile at 1792 Killarney Dr, Winter Park, FL 32789
Spacious living room featuring a fireplace and mid-century modern furniture at 1792 Killarney Dr, Winter Park, FL 32789
Bright living room with a green sofa and hardwood floors at 1792 Killarney Dr, Winter Park, FL 32789
On Market For 5 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2082

  • Year Built

    1958

  • $/SqFt

    $336

Additionally, it is less than 1 mile to Trader Joe's and 1.5 miles to Park Ave. Don't miss out on this exceptional opportunity to own a piece of Winter Park paradise. THE AGENCY ORLANDO.

Home For Sale $599,000

Reduced By $9,000

Charming single story home with landscaped yard and solar panels at 2809 Bower Rd, Winter Park, FL 32792
View Details 29 Photos
Single story home with gray brick and a nicely landscaped lawn at 2809 Bower Rd, Winter Park, FL 32792
Inviting front porch with teal door and potted plants at 2809 Bower Rd, Winter Park, FL 32792
Bright living room featuring a fireplace and comfortable seating at 2809 Bower Rd, Winter Park, FL 32792
On Market For 5 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1488

  • Year Built

    1965

  • $/SqFt

    $403

Winter Park Pines - *Solar power includes approximately to 667 Kwh of power use month. STRAWBERRY FIELDS FOREVER REALY LLC.

Home For Sale $699,000

Modern home exterior boasts a white and gray color scheme, attached garage, and well-manicured lawn at 1037 Fairway Dr, Winter Park, FL 32792
View Details 47 Photos
Aerial view showcases a remodeled home with a golf course view, and a large backyard at 1037 Fairway Dr, Winter Park, FL 32792
Newly remodeled home features a clean, modern exterior and a spacious driveway at 1037 Fairway Dr, Winter Park, FL 32792
Attractive home is situated on a golf course and features a large backyard at 1037 Fairway Dr, Winter Park, FL 32792
On Market For 7 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2145

  • Year Built

    1978

  • $/SqFt

    $326

This home offers the perfect combination of style, functionality, and comfort – a true gem on Winter Golfside Community! LEGACY REALTY & BROKERS LLC.

Home For Sale $499,900

Mid-century modern home with black and white exterior, updated landscaping, and a spacious deck at 1904 Houndslake Dr, Winter Park, FL 32792
View Details 44 Photos
Inviting kidney-shaped swimming pool with light-grey coping and a large surrounding patio at 1904 Houndslake Dr, Winter Park, FL 32792
Modern kitchen featuring white shaker cabinets, stainless steel appliances, and quartz countertops at 1904 Houndslake Dr, Winter Park, FL 32792
Modern kitchen with stainless steel appliances and white cabinets at 1904 Houndslake Dr, Winter Park, FL 32792
On Market For 6 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1840

  • Year Built

    1982

  • $/SqFt

    $272

Cedar Ridge - This home is ideally situated nearby by shopping, dining, and highways. Welcome Home! URBANISTA BROKERS.

Pended $2,599,000

Two-story house with a balcony, arched entryway, and manicured lawn at 1000 Via Tuscany Oaks Way, Winter Park, FL 32789
View Details 57 Photos
Two-story house with a balcony, arched entryway, and manicured lawn at 1000 Via Tuscany Oaks Way, Winter Park, FL 32789
Two-story house with a balcony, arched entryway, and manicured lawn at 1000 Via Tuscany Oaks Way, Winter Park, FL 32789
Two-story house with a balcony, arched entryway, and manicured lawn at 1000 Via Tuscany Oaks Way, Winter Park, FL 32789
On Market For 6 Days

  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    4002

  • Year Built

    2003

  • $/SqFt

    $649

Located just steps from the Winter Park Racquet Club and only a short stroll to the renowned Park Avenue, this home places you in the heart of everything Winter Park has to offer—award-winning dining, shopping, and cultural experiences. COMPASS FLORIDA LLC.

Pended $2,495,000

Two-story white farmhouse with black roof, two-car garage, and landscaped yard at 1506 Chestnut Ave., Winter Park, FL 32789
View Details 61 Photos
Two-story white farmhouse with black roof, two-car garage, and landscaped yard at 1506 Chestnut Ave., Winter Park, FL 32789
Inviting front porch with seating area, and lush green landscaping at 1506 Chestnut Ave., Winter Park, FL 32789
Open-concept living space with L-shaped sectional sofa, fireplace, and kitchen views at 1506 Chestnut Ave., Winter Park, FL 32789
On Market For 6 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3545

  • Year Built

    2021

  • $/SqFt

    $704

Lake Knowles Terrace - This home is a masterpiece, combining modern sophistication with comfort and practicality. PREMIER SOTHEBY'S INTL. REALTY.

Home For Sale $990,000

Aerial view of a beautiful house with a three-car garage and a well-manicured lawn at 1484 Via Sangro Pl, Winter Park, FL 32792
View Details 55 Photos
Exterior of a stunning house with a three-car garage and attractive landscaping at 1484 Via Sangro Pl, Winter Park, FL 32792
Elegant entryway with a rich wood door and tile flooring at 1484 Via Sangro Pl, Winter Park, FL 32792
Bright home office featuring a modern desk and large window at 1484 Via Sangro Pl, Winter Park, FL 32792
On Market For 7 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3063

  • Year Built

    2015

  • $/SqFt

    $323

Don't miss this opportunity to own your dream home in one of the most sought-after neighborhoods. Schedule your private tour today! COLDWELL BANKER RESIDENTIAL RE.

Home For Sale $939,900

Two-story house with a two-car garage and paved driveway at 675 Overspin Dr, Winter Park, FL 32789
View Details 37 Photos
Two-story house with a two-car garage and paved driveway at 675 Overspin Dr, Winter Park, FL 32789
Front entrance with arched entryway and walkway at 675 Overspin Dr, Winter Park, FL 32789
Spacious kitchen with island, stainless steel appliances, and wood cabinets at 675 Overspin Dr, Winter Park, FL 32789
On Market For 6 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2962

  • Year Built

    2010

  • $/SqFt

    $317

Dubsdread Heights - For golf enthusiasts, the prestigious Dubsdread golf course is located within a mile. COLDWELL BANKER RESIDENTIAL RE.

Home For Sale $625,000

Ranch style home with white brick exterior, attached garage, and well-manicured lawn at 7884 Broken Arrow Trl, Winter Park, FL 32792
View Details 32 Photos
Inviting front entrance with light blue door and patterned tile flooring at 7884 Broken Arrow Trl, Winter Park, FL 32792
Bright living room featuring a neutral color palette and stylish decor at 7884 Broken Arrow Trl, Winter Park, FL 32792
Bright living room features a neutral color palette, stylish furniture, and a large window at 7884 Broken Arrow Trl, Winter Park, FL 32792
On Market For 7 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1906

  • Year Built

    1972

  • $/SqFt

    $328

Arrowhead Cove - Reach out with any questions and to schedule a private tour! CHARLES RUTENBERG REALTY ORLANDO.

Home For Sale $618,000

Charming ranch home with red door, brick facade, and spacious lawn at 2127 Lake Dr, Winter Park, FL 32789
View Details 34 Photos
House nestled in a quiet neighborhood near a lake at 2127 Lake Dr, Winter Park, FL 32789
Bright living room with hardwood floors and comfy couches at 2127 Lake Dr, Winter Park, FL 32789
Living room featuring hardwood floors and a large window at 2127 Lake Dr, Winter Park, FL 32789
On Market For 8 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1732

  • Year Built

    1955

  • $/SqFt

    $357

This home is truly a rare find in a quiet, sought-after neighborhood, NO HOA. Schedule your showing today! FANNIE HILLMAN & ASSOCIATES.

Home For Sale $559,900

Tan house with landscaped yard, palm tree, and two-car garage at 3084 Heartleaf Pl, Winter Park, FL 32792
View Details 46 Photos
Community entrance sign for Lost Creek with landscaping at 3084 Heartleaf Pl, Winter Park, FL 32792
Aerial view of house and neighborhood, showing cul-de-sac at 3084 Heartleaf Pl, Winter Park, FL 32792
Aerial view showcasing a lakefront property and neighborhood at 3084 Heartleaf Pl, Winter Park, FL 32792
*POTENTIAL GREAT VALUE
On Market For 7 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2439

  • Year Built

    1997

  • $/SqFt

    $230

Do NOT miss out, call for a tour of this gorgeous home... RE/MAX SIGNATURE.

Home For Sale $549,000

Charming ranch home with red door and well-manicured lawn at 525 S Lakemont Ave, Winter Park, FL 32792
View Details 27 Photos
Spacious living room with parquet floors and comfy seating at 525 S Lakemont Ave, Winter Park, FL 32792
Bright living room featuring parquet floors and vintage furniture at 525 S Lakemont Ave, Winter Park, FL 32792
Cozy living room with hardwood floors and a view into the kitchen at 525 S Lakemont Ave, Winter Park, FL 32792
On Market For 8 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1520

  • Year Built

    1955

  • $/SqFt

    $361

Kenilworth Shores - Seize the opportunity to make it your own today! MARK SPAIN REAL ESTATE.

Pended $340,000

Ranch-style home with a well-manicured lawn and driveway at 5134 Lake Howell Rd, Winter Park, FL 32792
View Details 26 Photos
House with a large concrete driveway and mature trees at 5134 Lake Howell Rd, Winter Park, FL 32792
Living room features a light beige couch and wood accent wall at 5134 Lake Howell Rd, Winter Park, FL 32792
Open concept living and dining area with a modern aesthetic at 5134 Lake Howell Rd, Winter Park, FL 32792
On Market For 5 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1399

  • Year Built

    1957

  • $/SqFt

    $243

Tanglewood - Don’t miss out on this fantastic opportunity to own a home with so much character and potential. Schedule your private tour today! KELLER WILLIAMS WINTER PARK.

Pended $310,000

Cute bungalow with a covered porch and brick walkway at 2259 Minnesota Ave, Winter Park, FL 32789
View Details 14 Photos
House with a large backyard and paved driveway at 2259 Minnesota Ave, Winter Park, FL 32789
Bedroom with a double bed and ceiling fan at 2259 Minnesota Ave, Winter Park, FL 32789
Living room with a gray couch and wood floors at 2259 Minnesota Ave, Winter Park, FL 32789
On Market For 3 Days

  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    1015

  • Year Built

    1947

  • $/SqFt

    $305

Don’t miss this opportunity to own a piece of Winter Park charm. Schedule your private tour today! LPT REALTY.

Pended $2,375,000

Aerial view of a waterfront home with lush landscaping at 1522 Lake Knowles Cir, Winter Park, FL 32789
View Details 69 Photos
Two-story home exterior with manicured landscaping and brick driveway at 1522 Lake Knowles Cir, Winter Park, FL 32789
Stunning two-story home with a charming front entrance and manicured lawn at 1522 Lake Knowles Cir, Winter Park, FL 32789
Open french doors showcase a breathtaking lake view from inside the home at 1522 Lake Knowles Cir, Winter Park, FL 32789
On Market For 6 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    4144

  • Year Built

    2000

  • $/SqFt

    $573

Lake Knowles Terrace - Don’t miss the opportunity to have incredible sunsets from your very own private balcony - call today to set up your private showing. CENTRAL FLORIDA PRIME REAL ESTATE LLC.

Home For Sale $1,239,900

Beautiful yellow house with a brick driveway, lush landscaping, and a large oak tree at 370 E Lake Sue Ave, Winter Park, FL 32789
View Details 44 Photos
Inviting home exterior at dusk, showcasing landscaping and brick driveway at 370 E Lake Sue Ave, Winter Park, FL 32789
Aerial view of the property, highlighting its location near a lake at 370 E Lake Sue Ave, Winter Park, FL 32789
Welcoming entryway with brick flooring, blue shutters, and a charming door at 370 E Lake Sue Ave, Winter Park, FL 32789
On Market For 8 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2462

  • Year Built

    1989

  • $/SqFt

    $504

Charmont - Don’t miss the chance to own a piece of Winter Park’s charm. REALTY HUB.

Home For Sale $715,000

Attractive ranch home with circular driveway and mature landscaping at 958 Dunraven Dr, Winter Park, FL 32792
View Details 36 Photos
Updated kitchen featuring wood cabinets, stainless steel appliances, and quartz countertops at 958 Dunraven Dr, Winter Park, FL 32792
Updated kitchen with stainless steel appliances and wood cabinets at 958 Dunraven Dr, Winter Park, FL 32792
Bright kitchen boasts modern appliances and ample cabinet space at 958 Dunraven Dr, Winter Park, FL 32792
On Market For 8 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    1835

  • Year Built

    1957

  • $/SqFt

    $390

Kenilworth Shores - All of this and Much, Much More! WELCOME HOME !! ! COLDWELL BANKER RESIDENTIAL RE.

Home For Sale $640,000

Two-story house with a landscaped lawn and attached garage at 8073 Pleasant Pine Cir, Winter Park, FL 32792
View Details 34 Photos
Bright entryway with a console table, mirror, and view of a bathroom at 8073 Pleasant Pine Cir, Winter Park, FL 32792
Spacious entry with hardwood floors and staircase leading upstairs at 8073 Pleasant Pine Cir, Winter Park, FL 32792
Living room features a large sectional sofa and a built-in entertainment center at 8073 Pleasant Pine Cir, Winter Park, FL 32792
On Market For 8 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2319

  • Year Built

    2014

  • $/SqFt

    $276

Enclave At Aloma - Don’t miss the chance to call this exceptional property your home! EXP REALTY LLC.

Home For Sale $504,900

Updated single-story home with a stone facade and a two-car garage at 1710 Aster Dr, Winter Park, FL 32792
View Details 30 Photos
Inviting front entry with stone pillars and a double door at 1710 Aster Dr, Winter Park, FL 32792
Bright entryway with hardwood floors and a console table at 1710 Aster Dr, Winter Park, FL 32792
Spacious living room featuring a stone fireplace and hardwood floors at 1710 Aster Dr, Winter Park, FL 32792
On Market For 8 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1664

  • Year Built

    1979

  • $/SqFt

    $303

Garden Lake Estates - Highly desirable area with easy access to shopping & main roads. FOLIO REALTY LLC.

Pended $449,000

Charming ranch home with circular driveway and mature landscaping at 2007 Natalen Rd, Winter Park, FL 32792
View Details 28 Photos
Bright dining room featuring wood table and chairs, view to living room at 2007 Natalen Rd, Winter Park, FL 32792
Efficient kitchen with white cabinetry, built-in desk, and window at 2007 Natalen Rd, Winter Park, FL 32792
White kitchen with appliances, orange tile backsplash, and ample counter space at 2007 Natalen Rd, Winter Park, FL 32792
On Market For 7 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1760

  • Year Built

    1957

  • $/SqFt

    $255

Kenilworth Shores - With its spacious layout, sought-after location, and a generous 9,723-square-foot lot, this home is ready for your personal touch to make it your own. EXP REALTY LLC.

Home For Sale $480,000

Updated home exterior boasts a modern design, fresh paint, and a landscaped yard at 1061 Lundy Ct, Winter Park, FL 32792
View Details 42 Photos
Modern front entrance with a sleek door and updated landscaping at 1061 Lundy Ct, Winter Park, FL 32792
Newly renovated home with a spacious yard and modern finishes at 1061 Lundy Ct, Winter Park, FL 32792
Attractive home exterior at dusk showcasing modern updates at 1061 Lundy Ct, Winter Park, FL 32792
On Market For 8 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1346

  • Year Built

    1984

  • $/SqFt

    $357

Howell Estates - Experience the perfect blend of luxury, convenience, and vibrant living. COMPASS FLORIDA LLC.

Home For Sale $599,900

Beautiful ranch home with a well-manicured lawn and landscaping at 1116 Fairway Dr, Winter Park, FL 32792
View Details 34 Photos
Shows a spacious layout with multiple bedrooms and living areas at 1116 Fairway Dr, Winter Park, FL 32792
Charming single-story home with a spacious front yard at 1116 Fairway Dr, Winter Park, FL 32792
Single story home with mature landscaping and a mailbox at 1116 Fairway Dr, Winter Park, FL 32792
On Market For 11 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1738

  • Year Built

    1978

  • $/SqFt

    $345

You will surely LOVE to call this place your home! INNOVATIVE REALTY, LLC.

Pended $500,000

Cute ranch home with a red door and nicely landscaped lawn at 1871 Linden Rd, Winter Park, FL 32792
View Details 29 Photos
Brick patio with red chairs and umbrella, great for outdoor dining at 1871 Linden Rd, Winter Park, FL 32792
Brick patio with red chairs and umbrella near the home entrance at 1871 Linden Rd, Winter Park, FL 32792
Brick front porch with red door and two comfy chairs at 1871 Linden Rd, Winter Park, FL 32792
On Market For 10 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1777

  • Year Built

    1957

  • $/SqFt

    $281

Conveniently located to Maitland, Downtown Park Avenue, UCF, Full Sail and so much more. FANNIE HILLMAN & ASSOCIATES.

Pended $249,900

Two-story house with brick facade and large windows, nestled among mature trees at 1542 Sugarwood Cir, Winter Park, FL 32792
View Details 1 Photo
*POTENTIAL GREAT VALUE
On Market For 9 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2130

  • Year Built

    1984

  • $/SqFt

    $117

Amberwood - With the right vision, this could be a stunning property! RE/MAX 200 REALTY.

Home For Sale $485,000

Single-story home with a white garage door and palm trees in the front yard at 1354 Tierra Cir, Winter Park, FL 32792
View Details 31 Photos
Home entryway with dark gray door and terracotta tile floor at 1354 Tierra Cir, Winter Park, FL 32792
Living room with hardwood floors, a large TV, and comfortable seating at 1354 Tierra Cir, Winter Park, FL 32792
Living room with hardwood floors, a large TV, and comfortable seating at 1354 Tierra Cir, Winter Park, FL 32792
On Market For 11 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1827

  • Year Built

    1969

  • $/SqFt

    $265

Schedule your showing today and make this beautiful home yours! REAL ESTATE FIRM OF ORLANDO.

Home For Sale $960,000

Modern two-story home with gray stone accents and landscaped lawn at 830 W Canton Ave, Winter Park, FL 32789
View Details 66 Photos
Contemporary home with sleek design and spacious driveway at 830 W Canton Ave, Winter Park, FL 32789
Stylish white house with gray stone accents and manicured hedges at 830 W Canton Ave, Winter Park, FL 32789
Modern kitchen island with marble countertops and breakfast bar at 830 W Canton Ave, Winter Park, FL 32789
On Market For 12 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1965

  • Year Built

    2018

  • $/SqFt

    $489

From the expansive open spaces to the sleek, high-end finishes, this home offers the perfect blend of style and comfort, Truly elevated living experience. COLDWELL BANKER REALTY.

Pended $2,225,000

Two-story home with white exterior, dark brown accents, and a paved driveway at 2172 Temple Dr, Winter Park, FL 32789
View Details 65 Photos
Elegant front entrance with a dark wood double door and landscaping at 2172 Temple Dr, Winter Park, FL 32789
Dark wood double front door with glass panels and metal accents at 2172 Temple Dr, Winter Park, FL 32789
Bright entryway with hardwood floors, double doors, and a view of home office at 2172 Temple Dr, Winter Park, FL 32789
On Market For 11 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3467

  • Year Built

    2024

  • $/SqFt

    $642

Fontainebleau - Contact us for a private tour and more information! CORCORAN PREMIER REALTY.

Home For Sale $525,000

Aerial view of single-story house with a two-car garage, landscaped yard, and pond in the background at 2073 Shadyhill Ter, Winter Park, FL 32792
View Details 47 Photos
House with a large backyard, a pond, and surrounding houses visible in the distance at 2073 Shadyhill Ter, Winter Park, FL 32792
Single-story house with a white garage door and landscaping. It has a yellow exterior with a gray roof at 2073 Shadyhill Ter, Winter Park, FL 32792
Single-story house with a white garage door, lush landscaping, and a brick walkway at 2073 Shadyhill Ter, Winter Park, FL 32792
On Market For 13 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1647

  • Year Built

    1988

  • $/SqFt

    $319

This is your opportunity to own your dream home that includes tranquility along with convenience, while offering access to top-rated Seminole County schools, and perfectly located near plenty of dining and shopping options. KROLL REALTY GROUP.

Home For Sale $11,900,000

Grand two-story home with gated entry and lush landscaping at 1120 Preserve Point Dr, Winter Park, FL 32789
View Details 85 Photos
Elegant home at sunset, gated entrance, palm trees at 1120 Preserve Point Dr, Winter Park, FL 32789
Stunning home with gated entry and manicured landscaping at 1120 Preserve Point Dr, Winter Park, FL 32789
Beautiful home with gated entry and manicured landscaping at 1120 Preserve Point Dr, Winter Park, FL 32789
*POTENTIAL GREAT VALUE
On Market For 15 Days

  • Bedrooms

    7

  • Full Bath(s)

    9

  • Sq. Ft.

    11255

  • Year Built

    2009

  • $/SqFt

    $1,057

With its own private gated entrance, this home is a one-of-a-kind opportunity to enjoy all of the amenities that Winter Park and Windsong have to offer. PREMIER SOTHEBY'S INTL. REALTY.

Home For Sale $2,995,000

Lakefront home with a large yard, private dock, and detached garage at 884 Audubon Ln, Winter Park, FL 32789
View Details 33 Photos
Lakefront home with landscaped yard and brick driveway at 884 Audubon Ln, Winter Park, FL 32789
Lakefront home with a private dock and beautiful landscaping at 884 Audubon Ln, Winter Park, FL 32789
Relaxing patio area with a table and chairs overlooking the lake at 884 Audubon Ln, Winter Park, FL 32789
On Market For 15 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    2995

  • Year Built

    1947

  • $/SqFt

    $1,000

Don’t miss the chance to make this slice of paradise your own — schedule your private showing today. PREMIER SOTHEBY'S INTL. REALTY.

Pended $1,495,000

Two-story house with brick driveway, landscaping, and palm tree at 907 Moss Ln, Winter Park, FL 32789
View Details 27 Photos
Two-story house with a brick driveway and lush landscaping at 907 Moss Ln, Winter Park, FL 32789
Elegant entryway with dark wood door, hardwood floors, and staircase at 907 Moss Ln, Winter Park, FL 32789
Spacious living room with hardwood floors and French doors at 907 Moss Ln, Winter Park, FL 32789
On Market For 15 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2503

  • Year Built

    2003

  • $/SqFt

    $597

Maitland Shores - Also, easy access to major roadways for stress-free commutes and just minutes from the vibrant shopping and dining of downtown Winter Park, this home is a unique jewel box. PREMIER SOTHEBY'S INTL. REALTY.

Home For Sale $1,395,000

Modern two-story house with a landscaped lawn and walkway at 433 Carolina Ave, Winter Park, FL 32789
View Details 22 Photos
Spacious kitchen featuring a large island and stainless steel appliances at 433 Carolina Ave, Winter Park, FL 32789
Bright kitchen with white cabinets, quartz countertops, and a farmhouse sink at 433 Carolina Ave, Winter Park, FL 32789
Open concept kitchen with island seating and dark hardwood floors at 433 Carolina Ave, Winter Park, FL 32789
On Market For 15 Days

  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    2700

  • Year Built

    2018

  • $/SqFt

    $517

Come and visit us. Welcome Home! COLDWELL BANKER RESIDENTIAL RE.

Home For Sale $1,295,000

Inviting front entrance with lush landscaping and double doors at 1611 Walnut Ave, Winter Park, FL 32789
View Details 41 Photos
Charming house exterior with mature trees and a brick driveway at 1611 Walnut Ave, Winter Park, FL 32789
White house exterior with lush landscaping and a stone pathway at 1611 Walnut Ave, Winter Park, FL 32789
White house exterior with a driveway and tropical landscaping at 1611 Walnut Ave, Winter Park, FL 32789
On Market For 15 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2635

  • Year Built

    1951

  • $/SqFt

    $491

Lake Knowles Terrace - Come see what could be Your next home! COLDWELL BANKER RESIDENTIAL RE.

Home For Sale $849,000

Updated home exterior boasts a modern look with new paint, landscaping, and driveway at 744 London Rd, Winter Park, FL 32792
View Details 97 Photos
Updated mid-century home with red front door and paver driveway at 744 London Rd, Winter Park, FL 32792
Bright red front door entry with paver walkway at 744 London Rd, Winter Park, FL 32792
Spacious entryway with white doors and tile flooring at 744 London Rd, Winter Park, FL 32792
On Market For 15 Days

  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    2804

  • Year Built

    1968

  • $/SqFt

    $303

Winter Park Pines - Don’t miss the opportunity to make it yours! CHARLES RUTENBERG REALTY ORLANDO.

Home For Sale $749,900

Two-story light blue house with gray accents, a fenced yard, and a brick walkway at 1521 Harmon Ave, Winter Park, FL 32789
View Details 31 Photos
Two-story light blue house with gray accents, a fenced yard, and a brick walkway at 1521 Harmon Ave, Winter Park, FL 32789
Two-story light blue house with gray accents, a fenced yard, and a brick walkway at 1521 Harmon Ave, Winter Park, FL 32789
Spacious living room with hardwood floors, a large sectional sofa, and a wooden staircase at 1521 Harmon Ave, Winter Park, FL 32789
On Market For 14 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2302

  • Year Built

    2008

  • $/SqFt

    $326

Lawndale - This exceptional home combines style, functionality, and location in one perfect package! ALL REAL ESTATE & INVESTMENTS.

Home For Sale $600,000

Ranch style home with a spacious yard and attached garage at 513 Cornwall Rd, Winter Park, FL 32792
View Details 60 Photos
Bright entryway with built-in shelving and home office at 513 Cornwall Rd, Winter Park, FL 32792
Living room featuring a brick accent wall and stylish furniture at 513 Cornwall Rd, Winter Park, FL 32792
Living room with built-in shelving and comfortable seating at 513 Cornwall Rd, Winter Park, FL 32792
On Market For 15 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1735

  • Year Built

    1965

  • $/SqFt

    $346

The optional $60 per year ensures the upkeep of the community signage and common area landscaping, the distribution of the bi-monthly "Needles from the Pines" newsletter, special neighborhood events, and more. BHHS FLORIDA REALTY.

Pended $500,000

Charming ranch home with stone exterior, spacious yard, and a two-car driveway at 2842 Eastern Pkwy, Winter Park, FL 32789
View Details 43 Photos
Charming ranch home with stone exterior, spacious yard, and a two-car driveway at 2842 Eastern Pkwy, Winter Park, FL 32789
Charming ranch home with stone exterior, spacious yard, and a two-car driveway at 2842 Eastern Pkwy, Winter Park, FL 32789
Charming ranch home with stone exterior, spacious yard, and a two-car driveway at 2842 Eastern Pkwy, Winter Park, FL 32789
On Market For 8 Days

  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    1048

  • Year Built

    1953

  • $/SqFt

    $477

Orangewood Park - Prime Winter Park location walking distance to Audubon Park. KELLY PRICE & COMPANY LLC.

Pended $430,000

Single-story house with a paved driveway, landscaping, and a two-car garage at 2206 Winter Woods Blvd, Winter Park, FL 32792
View Details 30 Photos
House exterior showcasing a stone facade, landscaped yard, and a paved driveway at 2206 Winter Woods Blvd, Winter Park, FL 32792
Bright living room featuring hardwood floors, a ceiling fan, and large windows at 2206 Winter Woods Blvd, Winter Park, FL 32792
Spacious living room with hardwood floors, a stone accent wall, and large windows at 2206 Winter Woods Blvd, Winter Park, FL 32792
*POTENTIAL GREAT VALUE
On Market For 14 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2208

  • Year Built

    1968

  • $/SqFt

    $195

Winter Woods - Hvac - 2021 Roof - 2017 Water Heater - 2017 KELLER WILLIAMS WINTER PARK.

Viewing HOMES 1 to 50 of 234

Area Stats

These statistics are updated daily from the My Florida Regional MLS. For further analysis or to obtain statistics not shown below please call EasyStreet Realty at 386-801-4854 and speak with one of our real estate consultants.

Popular Homes

City
Avg Price
Median Price
Available
Distressed
Reduced
Avg DOM
Altamonte Springs
$515,679
$434,990
124
1.6%
54.8%
93

Apopka
$535,071
$472,990
527
1.3%
47.8%
91

Belle Isle
$868,250
$717,000
24
0.0%
29.2%
72

Casselberry
$437,611
$425,000
85
1.2%
48.2%
85

Celebration
$1,356,685
$1,177,000
44
0.0%
52.3%
147

Champions Gate
$717,456
$724,995
21
0.0%
47.6%
230

Chuluota
$788,606
$585,000
16
0.0%
43.8%
76

Clermont
$565,527
$495,000
580
0.3%
49.1%
93

Gotha
$1,371,707
$1,217,500
14
0.0%
21.4%
78

Groveland
$480,451
$418,500
210
1.0%
52.4%
100

Harmony
$434,051
$411,200
60
0.0%
41.7%
99

Kissimmee
$515,490
$442,000
2111
1.5%
46.3%
108

Longwood
$732,748
$569,900
175
1.1%
58.9%
96

Maitland
$707,230
$596,000
65
0.0%
56.9%
108

Minneola
$572,366
$539,950
132
0.8%
29.5%
93

Montverde
$1,572,054
$1,107,931
50
0.0%
58.0%
161

Ocoee
$531,618
$468,000
163
0.6%
46.0%
78

Orlando
$688,104
$490,000
2422
1.6%
49.1%
88

Oviedo
$701,342
$599,000
171
2.3%
48.5%
84

Poinciana
$337,455
$325,000
256
0.8%
59.4%
145

Reunion
$1,756,901
$1,262,500
88
3.4%
40.9%
162

Saint Cloud
$538,882
$464,845
860
0.9%
57.1%
111

Sanford
$511,179
$410,000
380
1.3%
52.6%
98

Sorrento
$590,407
$450,740
103
1.9%
53.4%
79

Windermere
$2,183,836
$1,285,970
233
0.4%
41.6%
118

Winter Garden
$864,678
$690,000
484
0.4%
45.9%
98

Winter Springs
$541,049
$470,000
118
0.8%
57.6%
89

EasyStreet

Call to Schedule a Showing

(386) 801-4854

(386) 801-4854