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221 Results

View 221 Winter Park Florida Homes for Sale

Pended $425,000

Ranch style home with a two car garage and landscaped lawn at 5142 Tangerine Ave, Winter Park, FL 32792
View Details 23 Photos
Newly renovated home with a two car garage and driveway at 5142 Tangerine Ave, Winter Park, FL 32792
Newly renovated home with a two car garage and landscaped lawn at 5142 Tangerine Ave, Winter Park, FL 32792
Modern kitchen with an island, stainless steel appliances, and herringbone flooring at 5142 Tangerine Ave, Winter Park, FL 32792
On Market For 19 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1563

  • Year Built

    1973

  • $/SqFt

    $272

Wrenwood Heights - Don’t miss your chance to call this exceptional home yours! EXP REALTY LLC.

Home For Sale $895,000

Two-story home with a light-beige exterior, two-car garage, and landscaped lawn at 1263 Verdant Glade Pl, Winter Park, FL 32792
View Details 9 Photos
Two-story home with festive lights, two-car garage, and brick paver driveway at 1263 Verdant Glade Pl, Winter Park, FL 32792
Two-story home floor plan displays an open layout with gourmet kitchen option at 1263 Verdant Glade Pl, Winter Park, FL 32792
Two-story home floor plan shows a loft, three bedrooms, and two bathrooms upstairs at 1263 Verdant Glade Pl, Winter Park, FL 32792
On Market For 27 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2589

  • Year Built

    2020

  • $/SqFt

    $346

Meadows At Hawks Crest - 9month leaseback required. Pics to follow FLAT FEE MLS REALTY.

Home For Sale $1,999,999

Modern two-story home with landscaped lawn and palm trees at 1970 Laurel Rd, Winter Park, FL 32789
View Details 74 Photos
Modern home with a landscaped front yard and palm trees at 1970 Laurel Rd, Winter Park, FL 32789
Contemporary house with lush landscaping and a large lawn at 1970 Laurel Rd, Winter Park, FL 32789
Two-story home with landscaped yard and modern design at 1970 Laurel Rd, Winter Park, FL 32789
On Market For 28 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3440

  • Year Built

    2015

  • $/SqFt

    $581

Charmont - Conveniently located near Park Avenue, Baldwin Park, Audubon Park, and more. KELLY PRICE & COMPANY LLC.

Pended $300,000

Updated mid-century home with carport and landscaped yard at 5357 Orange Ave, Winter Park, FL 32792
View Details 59 Photos
Charming ranch home on a spacious lot with mature trees at 5357 Orange Ave, Winter Park, FL 32792
Renovated mid-century home with modern facade and landscaping at 5357 Orange Ave, Winter Park, FL 32792
Newly renovated home with private patio and fenced backyard at 5357 Orange Ave, Winter Park, FL 32792
On Market For 25 Days

  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    912

  • Year Built

    1962

  • $/SqFt

    $329

Close to shopping, local businesses, and more—this move-in-ready gem offers charm, space, and modern updates, making it the perfect place to call home! COLDWELL BANKER RESIDENTIAL RE.

Home For Sale $525,000

Cute ranch home with red door, gray siding, and nicely landscaped yard at 1608 Bomi Cir, Winter Park, FL 32792
View Details 33 Photos
Spacious living room with blue velvet couch and built-in bookcase at 1608 Bomi Cir, Winter Park, FL 32792
Bright living room with blue couch, Christmas tree, and view to backyard at 1608 Bomi Cir, Winter Park, FL 32792
Quaint dining room with wooden table and chairs, and view to kitchen at 1608 Bomi Cir, Winter Park, FL 32792
On Market For 29 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1807

  • Year Built

    1983

  • $/SqFt

    $291

Tamarak - Don’t miss the opportunity to make it yours! KELLER WILLIAMS ADVANTAGE III REALTY.

Pended $2,999,999

Brick home with a large front yard and circular driveway at 585 Via Lugano, Winter Park, FL 32789
View Details 14 Photos
House with pool, situated on a large lot with mature trees at 585 Via Lugano, Winter Park, FL 32789
Property overview showcasing location near the lake at 585 Via Lugano, Winter Park, FL 32789
Home's location shown relative to Lake Maitland at 585 Via Lugano, Winter Park, FL 32789
On Market For 28 Days

  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    4390

  • Year Built

    1961

  • $/SqFt

    $683

Sicilian Shores - The home is being sold as-is and offers a rare chance to build a custom home in an unparalleled location. FANNIE HILLMAN & ASSOCIATES.

Home For Sale $629,000

Charming single-story home with a landscaped front yard and festive holiday decorations at 2310 Cady Way, Winter Park, FL 32792
View Details 30 Photos
Single-story home with a gray roof, brick exterior, and attached garage at 2310 Cady Way, Winter Park, FL 32792
Dining area with tile flooring, chandelier lighting, and view to the adjacent kitchen at 2310 Cady Way, Winter Park, FL 32792
Dining room featuring a wooden table, chandelier, and large window with natural light at 2310 Cady Way, Winter Park, FL 32792
On Market For 30 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1856

  • Year Built

    1961

  • $/SqFt

    $339

Brookshire Heights - Less than a 10 minute drive to Park Ave shopping and dining experiences **SELLER IS OFFERING a $5,000 CLOSING COST Credit for RATE Buy Down or IMPROVEMENTS!! ** Make your Appointment Today... ROSANNA REAL ESTATE GROUP LLC.

Pended $449,000

Charming blue home with a lush green lawn, inviting front porch, and attached garage at 2112 Staunton Ave, Winter Park, FL 32789
View Details 28 Photos
Charming blue home with a lush green lawn, inviting front porch, and attached garage at 2112 Staunton Ave, Winter Park, FL 32789
Inviting living room with a blue sectional sofa, wood floors, and a view into the kitchen at 2112 Staunton Ave, Winter Park, FL 32789
Open living room with blue sectional sofa, Christmas tree, wood floors, and view to the kitchen at 2112 Staunton Ave, Winter Park, FL 32789
On Market For 31 Days

  • Bedrooms

    3

  • Full Bath(s)

    1

  • Sq. Ft.

    1438

  • Year Built

    1954

  • $/SqFt

    $312

Don't miss out on the opportunity to own this gem of a home in Winter Park! PREFERRED REAL ESTATE BROKERS.

Pended $349,900

Charming one-story home with a covered carport, driveway, and front yard at 3505 Balsam Dr, Winter Park, FL 32792
View Details 39 Photos
One-story house floor plan featuring multiple bedrooms, a bonus room, and a screened patio at 3505 Balsam Dr, Winter Park, FL 32792
An aerial view showcasing the home's roof, yard, and surrounding neighborhood at 3505 Balsam Dr, Winter Park, FL 32792
Top-down aerial view of the property and roof, highlighting its layout at 3505 Balsam Dr, Winter Park, FL 32792
On Market For 29 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1709

  • Year Built

    1965

  • $/SqFt

    $205

Eastbrook - Schedule your private showing today and experience all that 3505 Balsam Drive has to offer! GLORY INTL. REAL ESTATE CO.

Home For Sale $459,990

Charming light blue house with a white porch and landscaped yard at 1550 Indiana Ave, Winter Park, FL 32789
View Details 33 Photos
Quaint light blue house with a white porch and lush green lawn at 1550 Indiana Ave, Winter Park, FL 32789
Relaxing front porch with rocking chairs and a porch swing at 1550 Indiana Ave, Winter Park, FL 32789
Inviting front porch with rocking chairs and a porch swing at 1550 Indiana Ave, Winter Park, FL 32789
On Market For 23 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1032

  • Year Built

    1950

  • $/SqFt

    $446

Lawndale - Perfect as a cozy retreat or an exceptional investment opportunity in a prime location. TALENT REALTY SOLUTIONS.

Home For Sale $2,000,000

Two-story home with modern design, two-car garage, and palm trees at 2260 Mulbry Dr, Winter Park, FL 32789
View Details 4 Photos
Two-story home floor plan showcasing five bedrooms, a large gathering room, and a two-car garage at 2260 Mulbry Dr, Winter Park, FL 32789
First-floor plan with open concept kitchen, gathering room, and two-car garage at 2260 Mulbry Dr, Winter Park, FL 32789
Second floor plan featuring three bedrooms, a loft, and two bathrooms at 2260 Mulbry Dr, Winter Park, FL 32789
On Market For 34 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3246

  • Year Built

    2025

  • $/SqFt

    $616

Lake Forest Park - Zoned for top-rated schools, this is your opportunity to build your dream Oasis and enjoy the Florida lifestyle! KELLER WILLIAMS WINTER PARK.

Pended $390,000

Charming white house with landscaped yard and walkway at 830 Overspin Dr, Winter Park, FL 32789
View Details 32 Photos
Updated home with a driveway and well maintained lawn at 830 Overspin Dr, Winter Park, FL 32789
Renovated home featuring a wooden staircase and landscaping at 830 Overspin Dr, Winter Park, FL 32789
Bright living room with hardwood floors and large windows at 830 Overspin Dr, Winter Park, FL 32789
On Market For 35 Days

  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    1150

  • Year Built

    1952

  • $/SqFt

    $339

Dubsdread Heights - This home combines comfort and functionality in a prime Winter Park location—don’t miss out on the opportunity to make it yours! TOLARIS REALTY GROUP LLC.

Pended $1,895,000

White two-story house with gray accents, lush landscaping, and a stone walkway at 2612 Parkland Dr, Winter Park, FL 32789
View Details 60 Photos
Modern white house with palm trees, stone walkway, and a lush green lawn at 2612 Parkland Dr, Winter Park, FL 32789
Inviting front entrance with a wooden door, porch, and tropical landscaping at 2612 Parkland Dr, Winter Park, FL 32789
Bright and airy living room with hardwood floors, and a high ceiling at 2612 Parkland Dr, Winter Park, FL 32789
On Market For 24 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3282

  • Year Built

    2006

  • $/SqFt

    $577

Conveniently located just minutes away from the vibrant shops and restaurants and within the highly sought-after Winter Park school district. COLDWELL BANKER RESIDENTIAL RE.

Home For Sale $889,000

Reduced By $36,000

Aerial view showing home's location near a lake at 411 Sylvan Dr, Winter Park, FL 32789
View Details 21 Photos
Aerial view of property, showcasing its sizable lot at 411 Sylvan Dr, Winter Park, FL 32789
Property aerial view highlighting its spacious lot and surroundings at 411 Sylvan Dr, Winter Park, FL 32789
Home's backyard features a large grassy area and sunroom at 411 Sylvan Dr, Winter Park, FL 32789
On Market For 38 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2270

  • Year Built

    1950

  • $/SqFt

    $392

See it in person to take in all of it's appeal! RE/MAX 200 REALTY.

Pended $435,000

Ranch-style home with a white garage door and well-manicured lawn at 3324 Alena Ct, Winter Park, FL 32792
View Details 35 Photos
House exterior showcasing a white garage door and landscaping at 3324 Alena Ct, Winter Park, FL 32792
Light blue home with a spacious yard and modern wooden fence at 3324 Alena Ct, Winter Park, FL 32792
Entryway with a wooden door, hardwood floors, and a view of the living room at 3324 Alena Ct, Winter Park, FL 32792
*POTENTIAL GREAT VALUE
On Market For 38 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1873

  • Year Built

    1971

  • $/SqFt

    $232

Eastbrook - Don’t miss your chance to make this exceptional home yours! COLDWELL BANKER REALTY.

Home For Sale $469,995

Newly renovated single story home with brown garage door and well-maintained lawn at 1005 Carvell Dr, Winter Park, FL 32792
View Details 38 Photos
Bright living room featuring a comfy sofa and large window at 1005 Carvell Dr, Winter Park, FL 32792
Bright living room featuring a comfy sofa and large window at 1005 Carvell Dr, Winter Park, FL 32792
Bright living room featuring a comfy sofa and large window at 1005 Carvell Dr, Winter Park, FL 32792
On Market For 39 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1932

  • Year Built

    1971

  • $/SqFt

    $243

Don’t miss your opportunity to own this incredible home; schedule a showing today and make your dream of Winter Park living a reality! EXP REALTY LLC.

Home For Sale $465,000

Single-story home with driveway, landscaping, and a truck parked in front at 2158 Sussex Rd, Winter Park, FL 32792
View Details 17 Photos
Spacious living room with hardwood floors and large windows at 2158 Sussex Rd, Winter Park, FL 32792
Laundry room with tile floors, shelving, and hookups at 2158 Sussex Rd, Winter Park, FL 32792
Modern kitchen with granite countertops and stainless steel appliances at 2158 Sussex Rd, Winter Park, FL 32792
On Market For 39 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1669

  • Year Built

    1973

  • $/SqFt

    $279

Winter Woods - Convenient to 426/Aloma, 417, 50/Colonial, Park Ave., airport, shopping and restaurants. MUST SEE! KELLER WILLIAMS REALTY AT THE PARKS.

Home For Sale $4,985,000

Modern two-story home with white exterior, gray accents, and a paved driveway at 2161 Sharon Rd, Winter Park, FL 32789
View Details 90 Photos
Luxury home with gray and white exterior, landscaping, and a spacious driveway at 2161 Sharon Rd, Winter Park, FL 32789
Stunning two-story home, white exterior, lush landscaping, and a large driveway at 2161 Sharon Rd, Winter Park, FL 32789
Modern home with white exterior, gray accents, and a two-car garage at 2161 Sharon Rd, Winter Park, FL 32789
On Market For 40 Days

  • Bedrooms

    5

  • Full Bath(s)

    6

  • Sq. Ft.

    6338

  • Year Built

    2023

  • $/SqFt

    $787

Tuscania - Get one step closer to owning the realization of your dream dwelling experience! LA ROSA REALTY HORIZONS LLC.

Pended $3,000,000

Two-story house with a charming front porch and well-manicured landscaping at 425 Alberta Dr, Winter Park, FL 32789
View Details 6 Photos
Lakefront boathouse with a dock, offering convenient water access at 425 Alberta Dr, Winter Park, FL 32789
Lake view home with a spacious backyard and lush green grass at 425 Alberta Dr, Winter Park, FL 32789
Serene backyard with lake view, lush lawn, and mature trees at 425 Alberta Dr, Winter Park, FL 32789
On Market For 40 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2310

  • Year Built

    1938

  • $/SqFt

    $1,299

Close to downtown Park Avenue with all the shops and dining. PREMIER SOTHEBY'S INTL. REALTY.

Pended $1,379,900

Two-story farmhouse-style home with a blue front door, white garage door and landscaped yard at 26 Stymie Pl, Winter Park, FL 32789
View Details 1 Photo
On Market For 43 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3252

  • Year Built

    2025

  • $/SqFt

    $424

Make an appointment to see this beautiful home today. RE/MAX EXCLUSIVE COLLECTION.

Home For Sale $1,150,000

Brick ranch home with blue accents and a pink door, landscaped lawn and walkway at 708 Balmoral Rd, Winter Park, FL 32789
View Details 45 Photos
Ranch style home with a walkway leading to the entrance. Features brick exterior and blue accents at 708 Balmoral Rd, Winter Park, FL 32789
Front entrance with pink door and brick steps, blue siding, and landscaping at 708 Balmoral Rd, Winter Park, FL 32789
Bright entryway with tiled floor, a small table, and a view to the hardwood living area at 708 Balmoral Rd, Winter Park, FL 32789
On Market For 43 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2786

  • Year Built

    1960

  • $/SqFt

    $413

Kenilworth Shores - This fantastic location provides easy access to shopping, dining, and the popular Park Avenue with its boutique shopping and great restaurants. FANNIE HILLMAN & ASSOCIATES.

Home For Sale $459,900

Updated single story home with a two-car garage and mature landscaping at 3425 Balsam Dr, Winter Park, FL 32792
View Details 29 Photos
Aerial view showcasing the home's private backyard and neighborhood setting at 3425 Balsam Dr, Winter Park, FL 32792
Modern kitchen featuring white cabinetry, quartz countertops, and stainless steel appliances at 3425 Balsam Dr, Winter Park, FL 32792
Modern kitchen with white cabinets, quartz countertops, and stainless steel appliances at 3425 Balsam Dr, Winter Park, FL 32792
On Market For 42 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1516

  • Year Built

    1966

  • $/SqFt

    $303

This home will not last long! COAST TO COAST REAL ESTATE PRO.

Pended $1,995,000

Two-story home with gray siding, white trim, and a paved driveway at 1660 Oneco Avenue, Winter Park, FL 32789
View Details 37 Photos
Bright entryway with dark hardwood floors, a console table, and a large mirror at 1660 Oneco Avenue, Winter Park, FL 32789
Open dining room with a rustic wooden table and view into the kitchen at 1660 Oneco Avenue, Winter Park, FL 32789
Formal dining room features a wood table, six chairs, and hardwood floors at 1660 Oneco Avenue, Winter Park, FL 32789
On Market For 44 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3101

  • Year Built

    2016

  • $/SqFt

    $643

Winter Park Heights - Located just minutes from iconic Park Avenue's shopping and dining district, this home offers a prime location in Winter Park’s highly desirable "Tree Streets” neighborhood near top-rated schools. FANNIE HILLMAN & ASSOCIATES.

Home For Sale $1,200,000

Charming 2-story home with brick walkway, and landscaped yard at 193 Overlook Rd, Winter Park, FL 32789
View Details 55 Photos
Cute house with a brick pathway and well-maintained lawn at 193 Overlook Rd, Winter Park, FL 32789
Light gray house with a lush green lawn and red brick walkway at 193 Overlook Rd, Winter Park, FL 32789
Quaint house with a red brick driveway and manicured lawn at 193 Overlook Rd, Winter Park, FL 32789
On Market For 43 Days

  • Bedrooms

    3

  • Full Bath(s)

    1

  • Sq. Ft.

    2201

  • Year Built

    1925

  • $/SqFt

    $545

Sylvan Lake Shores - With its warm character, beautifully maintained landscaping, brick driveway and unbeatable location, this delightful property captures the essence of Winter Park living at its finest. BALDWIN PARK REALTY LLC.

Pended $950,000

Charming white house with black accents, a paved driveway, and lush landscaping at 241 W Lake Sue Ave, Winter Park, FL 32789
View Details 57 Photos
Aerial view showing home's location, lot size, and neighborhood at 241 W Lake Sue Ave, Winter Park, FL 32789
Stone patio with French doors leading into the home and ivy covering the walls at 241 W Lake Sue Ave, Winter Park, FL 32789
Aerial view showcasing the home, pool, and backyard oasis at 241 W Lake Sue Ave, Winter Park, FL 32789
On Market For 38 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2304

  • Year Built

    1950

  • $/SqFt

    $412

Virginia Heights - Don’t miss your chance to own a piece of Winter Park—schedule a private tour today! LOKATION.

Home For Sale $544,000

Reduced By $18,000

House exterior featuring a light-grey facade, white garage door, and a well-maintained lawn at 4026 Tenita Dr, Winter Park, FL 32792
View Details 33 Photos
Spacious living room with a stone fireplace, tiled floors, and comfortable seating at 4026 Tenita Dr, Winter Park, FL 32792
Living room with a stone fireplace and brown tiled floors at 4026 Tenita Dr, Winter Park, FL 32792
Bright bedroom with large bed, modern nightstands, and ample closet space at 4026 Tenita Dr, Winter Park, FL 32792
On Market For 45 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2122

  • Year Built

    1979

  • $/SqFt

    $256

Lake Waunatta Woods - Don't miss out on this exceptional property. OPENDOOR BROKERAGE LLC.

Pended $425,000

Ranch style home with red door, landscaping, and a spacious lawn at 1944 Bering Ave, Winter Park, FL 32789
View Details 29 Photos
Charming ranch home with red front door and well-manicured lawn at 1944 Bering Ave, Winter Park, FL 32789
Single story home with red door and lush green lawn at 1944 Bering Ave, Winter Park, FL 32789
Inviting front porch with red door and brick walkway at 1944 Bering Ave, Winter Park, FL 32789
*POTENTIAL GREAT VALUE
On Market For 46 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    1956

  • Year Built

    1958

  • $/SqFt

    $217

Lake Bell Terrace - Call today to schedule your private tour! FANNIE HILLMAN & ASSOCIATES.

Home For Sale $409,900

Newly renovated house with gray exterior, covered porch, and well-manicured lawn at 3607 Datura Ct, Winter Park, FL 32792
View Details 65 Photos
Aerial view showing home's location near water, neighborhood context, and surrounding houses at 3607 Datura Ct, Winter Park, FL 32792
Aerial view showcasing the house's position on a corner lot near a waterway at 3607 Datura Ct, Winter Park, FL 32792
Gray house with a covered porch, freshly mulched landscaping, and a neatly kept lawn at 3607 Datura Ct, Winter Park, FL 32792
On Market For 45 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1380

  • Year Built

    1962

  • $/SqFt

    $297

Eastbrook - Ready for immediate move in. Schedule your showing today! PREMIUM PROPERTIES R.E SERVICE.

Home For Sale $465,000

Newly painted light gray house with a white garage door and a palm tree in the front yard at 1566 Lawndale Cir, Winter Park, FL 32792
View Details 1 Photo
On Market For 47 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1592

  • Year Built

    1985

  • $/SqFt

    $292

Country Lane - Lovely walkable neighborhood with playground, tennis courts and lakefront dock for fishing. More photos on the way! TERZA REAL ESTATE.

Pended $799,000

Aerial view of house and surrounding neighborhood, near lake at 1520 Palmer Ave, Winter Park, FL 32789
View Details 28 Photos
Aerial view showing house location and surrounding neighborhood at 1520 Palmer Ave, Winter Park, FL 32789
Wide aerial view showcasing the property's location in a residential area at 1520 Palmer Ave, Winter Park, FL 32789
Aerial view showing home's location and surrounding neighborhood at 1520 Palmer Ave, Winter Park, FL 32789
On Market For 14 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1542

  • Year Built

    1949

  • $/SqFt

    $518

Comstock Park - Opportunities like this don't come often—schedule your private tour today and take the first step toward bringing your dream home to life! RE/MAX 200 REALTY.

Home For Sale $2,999,999

Relaxing deck overlooking lake with fire pit and seating at 2652 Lake Howell Ln, Winter Park, FL 32792
View Details 38 Photos
Aerial view of waterfront property with lush landscaping at 2652 Lake Howell Ln, Winter Park, FL 32792
Two-car garage and boat parking at 2652 Lake Howell Ln, Winter Park, FL 32792
Elegant front entry with columns and brick steps at 2652 Lake Howell Ln, Winter Park, FL 32792
On Market For 50 Days

  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    3898

  • Year Built

    1954

  • $/SqFt

    $770

Whether you're looking for a vacation getaway or a forever home, this is a rare opportunity you won't want to miss. Schedule your private showing today! COLDWELL BANKER RESIDENTIAL RE.

Pended $1,695,000

Exterior of a modern two-story house with a gray metal roof and a paved driveway at 1321 Lakeview Dr, Winter Park, FL 32789
View Details 29 Photos
House exterior showcasing a gray modern home with landscaping and a brick driveway at 1321 Lakeview Dr, Winter Park, FL 32789
Inviting front entrance with a lime green door and a brick patio area at 1321 Lakeview Dr, Winter Park, FL 32789
Front porch with a lime green door, tiled floor, and potted plants at 1321 Lakeview Dr, Winter Park, FL 32789
*POTENTIAL GREAT VALUE
On Market For 48 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    4287

  • Year Built

    1986

  • $/SqFt

    $395

Virginia Heights - Additionally, well located only 10-15 minutes to downtown Orlando, hospitals and major roadways, this home offers luxury and convenience in one of Winter Park’s most sought-after neighborhoods. PREMIER SOTHEBY'S INTL. REALTY.

Home For Sale $799,000

Charming yellow bungalow with screened porch, mature trees, and a landscaped yard at 786 Antonette Ave, Winter Park, FL 32789
View Details 31 Photos
Aerial view showing home's location in a vibrant, tree-lined neighborhood near the water at 786 Antonette Ave, Winter Park, FL 32789
Spacious backyard with lush grass, tropical plants, and a fire pit area at 786 Antonette Ave, Winter Park, FL 32789
Inviting front porch with blue door, wicker furniture, and a tranquil atmosphere at 786 Antonette Ave, Winter Park, FL 32789
On Market For 52 Days

  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    1146

  • Year Built

    1925

  • $/SqFt

    $697

College Place - Sure to attract a lot of attention (as homes in this area don’t come up for sale often) seize the opportunity to make it your own! RE/MAX 200 REALTY.

Home For Sale $485,000

Reduced By $14,999

Ranch-style home with mature landscaping and driveway at 1621 Puritan Ave, Winter Park, FL 32792
View Details 34 Photos
House exterior with basketball hoop and driveway at 1621 Puritan Ave, Winter Park, FL 32792
Single-story house with large yard and neighborhood view at 1621 Puritan Ave, Winter Park, FL 32792
Home exterior featuring a large yard and basketball court at 1621 Puritan Ave, Winter Park, FL 32792
On Market For 52 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1765

  • Year Built

    1963

  • $/SqFt

    $275

Eastbrook - Don’t miss this opportunity to enjoy peaceful living while staying close to everything in Winter Park. PREFERRED REAL ESTATE BROKERS.

Pended $425,000

Reduced By $25,000

Updated home exterior boasts a modern design, paved driveway, and manicured lawn at 5201 Lake Howell Rd, Winter Park, FL 32792
View Details 17 Photos
Inviting kidney-shaped pool with patio and backyard space at 5201 Lake Howell Rd, Winter Park, FL 32792
Open living area with hardwood floors and view into kitchen at 5201 Lake Howell Rd, Winter Park, FL 32792
Light-filled living room with hardwood floors and access to the backyard at 5201 Lake Howell Rd, Winter Park, FL 32792
On Market For 52 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1346

  • Year Built

    1957

  • $/SqFt

    $316

Call today to schedule your tour and make this mid century modern charmer your new HOME SWEET HOME! WEMERT GROUP REALTY LLC.

Home For Sale $10,999,999

Modern home with sleek design, light color, and a landscaped lawn at 2661 Via Tuscany, Winter Park, FL 32789
View Details 70 Photos
Contemporary home showcasing a clean design and manicured landscaping at 2661 Via Tuscany, Winter Park, FL 32789
Elegant entryway with a stunning wood staircase and feature wall at 2661 Via Tuscany, Winter Park, FL 32789
Modern entryway featuring a large wood door and a sleek staircase at 2661 Via Tuscany, Winter Park, FL 32789
*POTENTIAL GREAT VALUE
On Market For 53 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    4564

  • Year Built

    2024

  • $/SqFt

    $2,410

Don’t miss out on this exceptional opportunity! schedule your private showing today! ! PV LUXURY GROUP PA.

Pended $347,000

Tan house with white garage door, landscaping, and large tree in front yard at 5229 N Woodcrest Dr, Winter Park, FL 32792
View Details 24 Photos
Tan house with white garage door and wooden fence, side yard view at 5229 N Woodcrest Dr, Winter Park, FL 32792
Bright living room with hardwood floors and large window at 5229 N Woodcrest Dr, Winter Park, FL 32792
Kitchen with stainless steel appliances and granite countertops at 5229 N Woodcrest Dr, Winter Park, FL 32792
On Market For 19 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1242

  • Year Built

    1972

  • $/SqFt

    $279

Woodcrest - Let me know if you'd like any further tweaks! FLORIDA REALTY INVESTMENTS.

Pended $3,490,000

Two-story farmhouse with a gray roof, brick accents, and a landscaped lawn at 1821 Summerland Ave, Winter Park, FL 32789
View Details 47 Photos
Stunning two-story farmhouse illuminated at night, showcasing curb appeal at 1821 Summerland Ave, Winter Park, FL 32789
Inviting front porch with a wooden door and brick columns at 1821 Summerland Ave, Winter Park, FL 32789
Bright living room features hardwood floors and a cozy sitting area at 1821 Summerland Ave, Winter Park, FL 32789
On Market For 53 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    5097

  • Year Built

    2014

  • $/SqFt

    $685

Green Oaks - Under contract-accepting backup offers. Stunning Winter Park residence. COMPASS FLORIDA, LLC.

Home For Sale $675,000

Charming light green house with white trim, landscaping, and a gravel driveway at 1333 Orchid Ave, Winter Park, FL 32789
View Details 53 Photos
Charming light green house with a well-manicured lawn at 1333 Orchid Ave, Winter Park, FL 32789
Charming light green house with white trim, landscaping, and a gravel driveway at 1333 Orchid Ave, Winter Park, FL 32789
Bright living room featuring a comfortable sofa and stylish decor at 1333 Orchid Ave, Winter Park, FL 32789
On Market For 56 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    1631

  • Year Built

    1954

  • $/SqFt

    $414

Don’t miss this rare opportunity to own a move-in-ready masterpiece in one of Central Florida’s most desirable locations. RESIDENTIAL WEALTH PARTNERS.

Pended $475,000

White house with a well-manicured lawn and a two-car garage at 3304 Ellwood Ct, Winter Park, FL 32792
View Details 37 Photos
Modern kitchen with white cabinets, quartz countertops, and stainless steel appliances at 3304 Ellwood Ct, Winter Park, FL 32792
Bright dining room features a wood table, white chairs, and an adjacent living area with fireplace at 3304 Ellwood Ct, Winter Park, FL 32792
Living room with white brick fireplace and wood-look flooring at 3304 Ellwood Ct, Winter Park, FL 32792
On Market For 51 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1629

  • Year Built

    1968

  • $/SqFt

    $292

Eastbrook - Schedule your private tour today and make it yours! EXP REALTY LLC.

Home For Sale $1,450,000

Two-story farmhouse style home with white siding, landscaping, and a two-car garage at 777 Halifax Ave, Winter Park, FL 32792
View Details 49 Photos
Two-story farmhouse style home with white siding, landscaping, and a two-car garage at dusk at 777 Halifax Ave, Winter Park, FL 32792
Spacious kitchen with a large island, white cabinets, and modern light fixtures at 777 Halifax Ave, Winter Park, FL 32792
Modern kitchen with white cabinets, a large island, and gold hardware at 777 Halifax Ave, Winter Park, FL 32792
On Market For 58 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3161

  • Year Built

    2021

  • $/SqFt

    $459

Located in the heart of Winter Park, known for its tree-lined streets, excellent schools, and vibrant dining and shopping scene, this home is just minutes from everything the area has to offer. EXP REALTY LLC.

Home For Sale $729,900

Reduced By $40,000

Ranch-style home with a spacious lawn and a long driveway at 648 Worthington Dr, Winter Park, FL 32789
View Details 37 Photos
House exterior showcasing a curved driveway and well-manicured lawn at 648 Worthington Dr, Winter Park, FL 32789
Bright entryway with a built-in brick planter and wood flooring at 648 Worthington Dr, Winter Park, FL 32789
Spacious living room featuring a built-in cabinet and carpet flooring at 648 Worthington Dr, Winter Park, FL 32789
On Market For 41 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2139

  • Year Built

    1958

  • $/SqFt

    $341

Kenilworth Shores - Don’t miss the opportunity to make it yours! OLDE TOWN BROKERS INC.

Home For Sale $420,000

Reduced By $20,000

Ranch-style home with a two-car garage and a spacious driveway at 3076 Crane Strand Dr, Winter Park, FL 32792
View Details 37 Photos
Newly renovated home with a large front yard and mature trees at 3076 Crane Strand Dr, Winter Park, FL 32792
Inviting front entry with a brick walkway and charming decor at 3076 Crane Strand Dr, Winter Park, FL 32792
Spacious bedroom with a comfortable bed, a desk, and a TV at 3076 Crane Strand Dr, Winter Park, FL 32792
On Market For 56 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1200

  • Year Built

    1972

  • $/SqFt

    $350

Come and tour before it’s gone! ! KELLER WILLIAMS LEGACY REALTY.

Home For Sale $649,000

Charming mid-century modern home with a newly landscaped lawn and updated facade at 344 Starling Rd, Winter Park, FL 32789
View Details 64 Photos
House with driveway and spacious backyard, located in a quiet neighborhood at 344 Starling Rd, Winter Park, FL 32789
Updated mid-century home with modern garage door and landscaping at 344 Starling Rd, Winter Park, FL 32789
Stylish black front door with a welcoming porch and modern tile at 344 Starling Rd, Winter Park, FL 32789
On Market For 59 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1345

  • Year Built

    1953

  • $/SqFt

    $483

Your New Dream home awaits. SCHEDULE NOW! HANCOCK REALTY GROUP.

Pended $639,900

Reduced By $10,000

Newly renovated home with a landscaped lawn and a modern facade at 326 S Ranger Blvd, Winter Park, FL 32792
View Details 50 Photos
Newly renovated single-story home with a gray garage door and landscaped lawn at 326 S Ranger Blvd, Winter Park, FL 32792
Charming ranch-style house with a lush green lawn and a two-car garage at 326 S Ranger Blvd, Winter Park, FL 32792
Updated home with a large driveway, and a spacious front yard at 326 S Ranger Blvd, Winter Park, FL 32792
On Market For 56 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2086

  • Year Built

    1966

  • $/SqFt

    $307

**virtual Showing With Drone Pictures Available!! ! FOUNDERS REALTY GROUP.

Pended $745,000

Two-story house with attached garage and manicured lawn at 800 Greens Ave, Winter Park, FL 32789
View Details 39 Photos
A home nestled among lush greenery with a walkway leading to the entrance at 800 Greens Ave, Winter Park, FL 32789
View of the home's unique architectural details and landscaping at 800 Greens Ave, Winter Park, FL 32789
Front entrance with a walkway, stone path, and mature landscaping at 800 Greens Ave, Winter Park, FL 32789
On Market For 60 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2218

  • Year Built

    1992

  • $/SqFt

    $336

Dubsdread Heights - Property appraised in November 2024 and available upon request. KELLER WILLIAMS REALTY AT THE PARKS.

Home For Sale $3,299,000

Beautiful two-story home with a lush green lawn at 2550 Venetian Way, Winter Park, FL 32789
View Details 41 Photos
Elegant entryway with high ceilings and wood door at 2550 Venetian Way, Winter Park, FL 32789
Stunning entryway with a unique architectural design at 2550 Venetian Way, Winter Park, FL 32789
Dramatic entryway with a circular staircase and high ceilings at 2550 Venetian Way, Winter Park, FL 32789
On Market For 61 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    4875

  • Year Built

    2008

  • $/SqFt

    $677

Maitland Shores - Relaxation and a renewed sense of self await! COMPASS FLORIDA LLC.

Home For Sale $1,190,000

Reduced By $10,000

Beautiful two-story home with mature landscaping and brick driveway at 1885 Temple Dr, Winter Park, FL 32789
View Details 58 Photos
Welcoming entryway with brick facade and lush landscaping at 1885 Temple Dr, Winter Park, FL 32789
Bright and airy entryway with white door and wood floors at 1885 Temple Dr, Winter Park, FL 32789
Spacious living room with fireplace, hardwood floors, and large windows at 1885 Temple Dr, Winter Park, FL 32789
*POTENTIAL GREAT VALUE
On Market For 48 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3691

  • Year Built

    1963

  • $/SqFt

    $322

With its blend of classic design and modern updates, this home is an unforgettable opportunity in one of Winter Park's most coveted neighborhoods. KELLY PRICE & COMPANY LLC.

Home For Sale $3,995,000

Reduced By $255,000

Two-story house with stone accents and a paved driveway at 1341 College Pt, Winter Park, FL 32789
View Details 36 Photos
Private pool with stone deck and lake view at 1341 College Pt, Winter Park, FL 32789
Bright and spacious entryway with tile flooring at 1341 College Pt, Winter Park, FL 32789
Comfortable living room with fireplace and water views at 1341 College Pt, Winter Park, FL 32789
On Market For 64 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    4279

  • Year Built

    2005

  • $/SqFt

    $934

Improvements include new roof/2023, whole-house generator/2021, boathouse deck replaced with Trex decking and new roof/2021. FANNIE HILLMAN & ASSOCIATES.

Home For Sale $1,800,000

Reduced By $150,000

Two-story house with white walls, gray roof, and a two-car garage at 1781 Goodrich Ave, Winter Park, FL 32789
View Details 49 Photos
Two-story house with white walls, gray roof, and a two-car garage at 1781 Goodrich Ave, Winter Park, FL 32789
Front porch detail of a two-story house at 1781 Goodrich Ave, Winter Park, FL 32789
Side view of two-story house with a three-car garage at 1781 Goodrich Ave, Winter Park, FL 32789
On Market For 64 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2701

  • Year Built

    2024

  • $/SqFt

    $666

Sylvan Heights - Completing this house is a seamless transition from the indoor living space to the outdoor pool and entertainment space. COMPASS FLORIDA, LLC.

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