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View 298 Winter Park Florida Homes for Sale

Home For Sale $1,599,900

Two-story home with a modern design, dark brown garage doors, and landscaping at 1417 Miller Ave, Winter Park, FL 32789
View Details 4 Photos
Home with a pool, outdoor kitchen, and relaxing lounge area at 1417 Miller Ave, Winter Park, FL 32789
Ground floor plan showcasing an open layout with a large living room and kitchen at 1417 Miller Ave, Winter Park, FL 32789
Second floor plan featuring three bedrooms, two bathrooms and a loft at 1417 Miller Ave, Winter Park, FL 32789
On Market For 83 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3312

  • Year Built

    2025

  • $/SqFt

    $483

No HOA fees and just moments from Publix, Trader Joe’s, Park Avenue, Mills/50, the Science Center, Winter Park Events Center, Advent Health and a fantastic array of restaurants and coffee shops. CORCORAN PREMIER REALTY.

Pended $639,999

Reduced By $10,001

Stunning curb appeal! This home features a two-car garage and a beautifully landscaped yard at 1401 Lone Feather Trl, Winter Park, FL 32792
View Details 49 Photos
Modern kitchen with white cabinets, stainless steel appliances, and quartz countertops at 1401 Lone Feather Trl, Winter Park, FL 32792
Open concept kitchen boasts white cabinets, stainless steel appliances, and an island at 1401 Lone Feather Trl, Winter Park, FL 32792
Private backyard with a spacious patio and lush green lawn at 1401 Lone Feather Trl, Winter Park, FL 32792
On Market For 83 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1770

  • Year Built

    2022

  • $/SqFt

    $362

Convenience is at your doorstep with Park Maitland Preschool, Kelly’s Ice Cream and Foxtail Coffee right at the neighborhood’s entrance. PREMIER SOTHEBY'S INTL. REALTY.

Pended $599,900

Reduced By $49,100

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 For 82 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1807

  • Year Built

    1960

  • $/SqFt

    $332

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

Pended $549,900

Reduced By $39,100

Brick ranch house with red front door and landscaped yard at 2855 Cady Way, Winter Park, FL 32792
View Details 35 Photos
Brick ranch house with attached garage and landscaped lawn at 2855 Cady Way, Winter Park, FL 32792
One-story home with gray siding, landscaping, and a curved driveway at 2855 Cady Way, Winter Park, FL 32792
Modern kitchen with stainless steel appliances, granite counters, and white cabinets at 2855 Cady Way, Winter Park, FL 32792
On Market For 85 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1736

  • Year Built

    1964

  • $/SqFt

    $317

Seller Will Provide A Home Warranty For The Buyer At Closing. GLOBAL PROPERTIES SALES & MGMT.

Home For Sale $400,000

Reduced By $25,000

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 85 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1606

  • Year Built

    1984

  • $/SqFt

    $249

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 $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 8 Photos
New construction shows a brick home with an arched entryway under scaffolding at 702 Via Bella, Winter Park, FL 32789
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
On Market For 85 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 $429,900

Reduced By $10,000

One-story house with a gray exterior, attached garage, and well-maintained lawn at 5405 Justine Way, Winter Park, FL 32792
View Details 30 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 86 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1247

  • Year Built

    1981

  • $/SqFt

    $345

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.

Pended $995,000

Reduced By $185,000

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
On Market For 82 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3270

  • Year Built

    2020

  • $/SqFt

    $304

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

Home For Sale $680,000

Reduced By $19,000

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 87 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2082

  • Year Built

    1958

  • $/SqFt

    $327

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 $900,000

Reduced By $39,900

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 89 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2962

  • Year Built

    2010

  • $/SqFt

    $304

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

Pended $535,000

Reduced By $14,000

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
Open living room showcasing hardwood floors and access to kitchen 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 83 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1520

  • Year Built

    1955

  • $/SqFt

    $352

Kenilworth Shores - Take advantage of this great opportunity to make it your very own today! MARK SPAIN REAL ESTATE.

Home For Sale $697,000

Reduced By $18,000

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 90 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    1835

  • Year Built

    1957

  • $/SqFt

    $380

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

Home For Sale $495,000

Reduced By $9,900

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 89 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1664

  • Year Built

    1979

  • $/SqFt

    $297

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

Home For Sale $574,900

Reduced By $25,000

Single-story house with attached garage 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
Single-story house with attached garage and landscaping at 1116 Fairway Dr, Winter Park, FL 32792
Single-story house with attached garage and landscaping at 1116 Fairway Dr, Winter Park, FL 32792
On Market For 93 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1738

  • Year Built

    1978

  • $/SqFt

    $331

You will surely LOVE to call this place your home! TURN-KEY MOVES REALTY.

Home For Sale $464,900

Reduced By $20,100

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 93 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1827

  • Year Built

    1969

  • $/SqFt

    $254

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

Pended $475,000

Reduced By $50,000

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 48 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 94 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1647

  • Year Built

    1988

  • $/SqFt

    $288

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 97 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 $1,295,000

Reduced By $100,000

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 97 Days

  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    2700

  • Year Built

    2018

  • $/SqFt

    $480

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

Home For Sale $1,275,000

Reduced By $20,000

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
Spacious living room featuring high ceilings, large windows, and comfortable seating at 1611 Walnut Ave, Winter Park, FL 32789
On Market For 97 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2635

  • Year Built

    1951

  • $/SqFt

    $484

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

Pended $799,000

Reduced By $50,000

Charming single-story home features a red front door, patterned driveway, manicured lawn, and mature palm trees at 744 London Rd, Winter Park, FL 32792
View Details 85 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
Bright foyer with white tile floors, glass-paneled front door, and mirrors creates a welcoming entrance at 744 London Rd, Winter Park, FL 32792
*POTENTIAL GREAT VALUE
On Market For 86 Days

  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    2804

  • Year Built

    1968

  • $/SqFt

    $285

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 96 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.

Pended $365,000

Tan single-story house with a walkway and palm tree at 770 Carver St, Winter Park, FL 32789
View Details 6 Photos
Tan single-story house with a yard and palm tree at 770 Carver St, Winter Park, FL 32789
Tan single story house with a walkway and palm tree at 770 Carver St, Winter Park, FL 32789
Tan single-story house with a yard at 770 Carver St, Winter Park, FL 32789
On Market For 36 Days

  • Bedrooms

    4

  • Full Bath(s)

    1

  • Sq. Ft.

    1248

  • Year Built

    1954

  • $/SqFt

    $292

Schedule your private showing today and make your home dreams a reality! LEGENDS REALTY.

Pended $359,000

Mid-century modern home with landscaped yard, driveway, and updated exterior at 992 Carnation Dr, Winter Park, FL 32792
View Details 39 Photos
Inviting front porch with blue chairs and a black door at 992 Carnation Dr, Winter Park, FL 32792
Light and airy living room with wood-look floors and ceiling fan at 992 Carnation Dr, Winter Park, FL 32792
Living room with wood-look floors, and a view into the kitchen at 992 Carnation Dr, Winter Park, FL 32792
On Market For 85 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1000

  • Year Built

    1959

  • $/SqFt

    $359

Eastbrook - Don't miss out on this exceptional opportunity to own a piece of Winter Park paradise! RE/MAX ASSURED.

Home For Sale $5,800,000

Reduced By $450,000

Spanish style home with brick driveway, lush landscaping, and two-car garage at 541 Virginia Dr, Winter Park, FL 32789
View Details 57 Photos
Elegant Spanish-style home with a brick driveway and beautifully lit at night at 541 Virginia Dr, Winter Park, FL 32789
Stunning Spanish-style home with a brick driveway and lush landscaping at 541 Virginia Dr, Winter Park, FL 32789
Beautiful Spanish-style home with a large tree and brick driveway at 541 Virginia Dr, Winter Park, FL 32789
On Market For 100 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    4725

  • Year Built

    2008

  • $/SqFt

    $1,228

Experience luxury living at its finest with unparalleled lakefront views, exceptional amenities and convenience to all the restaurants and shopping that Winter Park has to offer. HOMEVEST REALTY.

Pended $435,000

Reduced By $30,000

Updated single-story home with a stone accent and a two-car garage at 1860 Gladiolas Dr, Winter Park, FL 32792
View Details 33 Photos
Bright living room with tile floors and an open floor plan at 1860 Gladiolas Dr, Winter Park, FL 32792
Spacious living area featuring neutral walls and tile flooring at 1860 Gladiolas Dr, Winter Park, FL 32792
Cozy dining area with tile floors and a chandelier at 1860 Gladiolas Dr, Winter Park, FL 32792
On Market For 100 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1653

  • Year Built

    1983

  • $/SqFt

    $263

Garden Lake Estates - Thoughtfully designed for comfort, privacy, and style, this home is an ideal retreat for families or those who love to entertain. WEICHERT REALTORS HALLMARK PRO.

Home For Sale $1,070,000

Reduced By $30,000

Charming ranch home with mature landscaping and a two-car garage at 2330 Westminster Ct, Winter Park, FL 32789
View Details 49 Photos
White brick home with a wood front porch and a charming bench at 2330 Westminster Ct, Winter Park, FL 32789
Relaxing front porch with wooden rocking chairs and brick steps at 2330 Westminster Ct, Winter Park, FL 32789
Wood front door accented with lanterns and a brick walkway at 2330 Westminster Ct, Winter Park, FL 32789
*POTENTIAL GREAT VALUE
On Market For 101 Days

  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    3296

  • Year Built

    1928

  • $/SqFt

    $325

Glencoe - Schedule your private showing today and experience the charm of Winter Park living! COMPASS FLORIDA LLC.

Home For Sale $515,000

Reduced By $20,000

House exterior showcasing a well-maintained lawn and attached garage at 1422 Tierra Cir, Winter Park, FL 32792
View Details 20 Photos
Ranch-style home with attached garage and well-manicured lawn at 1422 Tierra Cir, Winter Park, FL 32792
Bright living room showcasing a comfortable sectional sofa and stylish decor at 1422 Tierra Cir, Winter Park, FL 32792
Spacious living area with sectional sofa, TV, and access to the bathroom at 1422 Tierra Cir, Winter Park, FL 32792
On Market For 104 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1827

  • Year Built

    1968

  • $/SqFt

    $282

Come take a tour of this immaculate 4 bedrooms, 2 bathrooms pool home today! CHARLES RUTENBERG REALTY ORLANDO.

Pended $365,000

Reduced By $60,000

Brick house with a two-car garage and a well-maintained lawn at 1397 Hyde Park Dr, Winter Park, FL 32792
View Details 25 Photos
Charming one-story home with a spacious front yard at 1397 Hyde Park Dr, Winter Park, FL 32792
Brick home with a white garage door and neat landscaping at 1397 Hyde Park Dr, Winter Park, FL 32792
Large backyard with a white fence and grassy area at 1397 Hyde Park Dr, Winter Park, FL 32792
On Market For 105 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1518

  • Year Built

    1987

  • $/SqFt

    $240

Take advantage of Seminole county schools and convenient location, making this property an enticing opportunity. REALTY HUB.

Home For Sale $595,000

Reduced By $35,000

Contemporary two-story home with a black roof and white stucco exterior at 5255 Seminole Ave, Winter Park, FL 32792
View Details 67 Photos
Bright entryway with marble floors, modern lighting and white painted door at 5255 Seminole Ave, Winter Park, FL 32792
Open concept living room featuring marble floors and modern lighting at 5255 Seminole Ave, Winter Park, FL 32792
Bright living room with a ceiling fan, fireplace, and white walls at 5255 Seminole Ave, Winter Park, FL 32792
On Market For 105 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2170

  • Year Built

    1957

  • $/SqFt

    $274

Don’t wait—schedule your showing today and take the first step toward living in your dream home! COLDWELL BANKER RESIDENTIAL RE.

Home For Sale $400,000

Reduced By $25,000

Charming house with a spacious front yard and walkway at 2827 Euston Rd, Winter Park, FL 32789
View Details 30 Photos
Front porch entry with a unique swing and landscaping at 2827 Euston Rd, Winter Park, FL 32789
Bright and airy living room with hardwood floors and neutral decor at 2827 Euston Rd, Winter Park, FL 32789
Open concept living room featuring hardwood floors and ample natural light at 2827 Euston Rd, Winter Park, FL 32789
On Market For 107 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1568

  • Year Built

    1956

  • $/SqFt

    $255

Fairbanks Shores - Conveniently located just minutes from I-4, this home offers easy access to downtown Orlando, nearby attractions, and top-rated schools. Schedule your private showing today! REGENCY REAL ESTATE LLC.

Home For Sale $339,900

Reduced By $10,100

Updated house exterior boasts a fresh coat of paint and landscaping at 2762 Hilda Cv, Winter Park, FL 32792
View Details 24 Photos
Newly painted house exterior with well-maintained lawn at 2762 Hilda Cv, Winter Park, FL 32792
Spacious bonus room with tile floors and ample closet space at 2762 Hilda Cv, Winter Park, FL 32792
Bright bonus room featuring tile flooring and multiple closets at 2762 Hilda Cv, Winter Park, FL 32792
On Market For 107 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1493

  • Year Built

    1981

  • $/SqFt

    $228

Slovak Village - Walking distance to Orlando’s famous Donut King, Kelly’s Homemade Ice Cream, and Foxtail Coffee! Submit your offer today! THE REALTY MEDICS.

Pended $2,300,000

Luxury home with pool and lakefront access at 1032 Early Ave, Winter Park, FL 32789
View Details 73 Photos
Luxury lakefront home nestled amongst lush trees at 1032 Early Ave, Winter Park, FL 32789
Stone driveway leading to a beautiful home at 1032 Early Ave, Winter Park, FL 32789
Lakefront property with expansive wooded area at 1032 Early Ave, Winter Park, FL 32789
On Market For 84 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2894

  • Year Built

    1999

  • $/SqFt

    $795

Buyers And Their Agents Must Verify All Information That Is Important To Them. KINCAID REALTY.

Home For Sale $885,000

Reduced By $10,000

Beige two-car garage door in the front of a gray two-story home with a paved brick driveway and walkway at 1263 Verdant Glade Pl, Winter Park, FL 32792
View Details 15 Photos
Two-story home with a light-beige exterior, two-car garage, and landscaped lawn at 1263 Verdant Glade Pl, Winter Park, FL 32792
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 with light-beige exterior, two-car garage, and gabled roof at 1263 Verdant Glade Pl, Winter Park, FL 32792
On Market For 115 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2589

  • Year Built

    2020

  • $/SqFt

    $342

Meadows At Hawks Crest - 20 foot ceilings, tile roof, too much to describe. Pics to follow FLAT FEE MLS REALTY.

Home For Sale $485,000

Reduced By $40,000

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 117 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1807

  • Year Built

    1983

  • $/SqFt

    $268

Tamarak - Call to schedule your private showing today! KELLER WILLIAMS ADVANTAGE III REALTY.

Pended $449,990

Reduced By $10,000

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 109 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1032

  • Year Built

    1950

  • $/SqFt

    $436

Lawndale - all the information is intended to be accurate and must be verified by buyers / realtor agent. 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 122 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.

Home For Sale $439,500

Reduced By $25,500

Charming single-story home featuring a well-maintained lawn, mature landscaping, and a long private driveway 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 127 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1669

  • Year Built

    1973

  • $/SqFt

    $263

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 128 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.

Home For Sale $1,100,000

Reduced By $50,000

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 131 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2786

  • Year Built

    1960

  • $/SqFt

    $395

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 $527,000

Reduced By $35,000

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 132 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2122

  • Year Built

    1979

  • $/SqFt

    $248

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

Home For Sale $2,949,999

Reduced By $50,000

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 138 Days

  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    3898

  • Year Built

    1954

  • $/SqFt

    $757

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.

Home For Sale $749,000

Reduced By $50,000

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 140 Days

  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    1146

  • Year Built

    1925

  • $/SqFt

    $654

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 $460,000

Reduced By $39,999

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 124 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1765

  • Year Built

    1963

  • $/SqFt

    $261

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

Home For Sale $8,799,000

Reduced By $2,200,999

Modern home with sleek design, light color, and a landscaped lawn at 2661 Via Tuscany, Winter Park, FL 32789
View Details 100 Photos
Grand foyer with wood door, cowhide rug, and view into the living room with high ceilings and natural light at 2661 Via Tuscany, Winter Park, FL 32789
Bright living room with modern decor, floor-to-ceiling windows, and an open layout for seamless entertaining at 2661 Via Tuscany, Winter Park, FL 32789
Modern kitchen featuring an island with seating, sleek cabinetry, and high-end stainless steel appliances at 2661 Via Tuscany, Winter Park, FL 32789
*POTENTIAL GREAT VALUE
On Market For 141 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    4564

  • Year Built

    2024

  • $/SqFt

    $1,928

Experience the pinnacle of luxury living—schedule a private tour today. PV LUXURY GROUP PA.

Home For Sale $1,395,000

Reduced By $55,000

Two-story farmhouse style home with white siding, landscaping, and a two-car garage at dusk at 777 Halifax Ave, Winter Park, FL 32792
View Details 49 Photos
Bright, open kitchen with island and modern appliances flows into a living area with soaring ceilings at 777 Halifax Ave, Winter Park, FL 32792
Bright living room features high ceilings and large windows overlooking the backyard at 777 Halifax Ave, Winter Park, FL 32792
A spacious main bedroom features tray ceilings and large windows at 777 Halifax Ave, Winter Park, FL 32792
On Market For 146 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3161

  • Year Built

    2021

  • $/SqFt

    $441

Don’t miss the opportunity to make this exceptional home yours—schedule a private showing today! EXP REALTY LLC.

Home For Sale $405,000

Reduced By $35,000

Ranch-style home with a two-car garage and a spacious driveway at 3076 Crane Strand Dr, Winter Park, FL 32792
View Details 36 Photos
Newly renovated home with a large front yard and mature trees at 3076 Crane Strand Dr, Winter Park, FL 32792
Charming neighborhood street view with mature trees and well-maintained lawns creates a welcoming atmosphere at 3076 Crane Strand Dr, Winter Park, FL 32792
A quaint single-Gathering home with a well-kept lawn and a two-car garage at 3076 Crane Strand Dr, Winter Park, FL 32792
On Market For 138 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1200

  • Year Built

    1972

  • $/SqFt

    $338

Laurel Springs - Don’t miss this incredible opportunity to enjoy all the perks of Winter Park living in a tranquil and welcoming community. KELLER WILLIAMS LEGACY REALTY.

Home For Sale $2,850,000

Reduced By $449,000

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 149 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    4875

  • Year Built

    2008

  • $/SqFt

    $585

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

Home For Sale $1,649,000

Reduced By $50,000

Modern two-story house with stone accents at 1429 Chapman Cir, Winter Park, FL 32789
View Details 36 Photos
Elegant entryway with blue doors and stone pillars at 1429 Chapman Cir, Winter Park, FL 32789
Open living area with stone wall and backyard access at 1429 Chapman Cir, Winter Park, FL 32789
Bright living room with white sofas and large windows at 1429 Chapman Cir, Winter Park, FL 32789
On Market For 152 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3116

  • Year Built

    2014

  • $/SqFt

    $529

This masterfully designed residence offers the perfect balance of sophisticated style, modern convenience, and prime location. CORCORAN PREMIER REALTY.

Home For Sale $1,299,000

Two-story Mediterranean home with tile roof and attached garage at 7440 Aloma Ave, Winter Park, FL 32792
View Details 39 Photos
Luxury two-story home with tile roof and large driveway at 7440 Aloma Ave, Winter Park, FL 32792
Grand living room with ornate furnishings and a sweeping staircase at 7440 Aloma Ave, Winter Park, FL 32792
Elegant living room showcasing a dramatic staircase and high ceilings at 7440 Aloma Ave, Winter Park, FL 32792
On Market For 151 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    4435

  • Year Built

    1950

  • $/SqFt

    $293

The possibilities are endless—don’t miss out on this incredible opportunity! MARZUCCO REAL ESTATE.

Pended $815,000

Reduced By $20,000

Two-story house with three-car garage, landscaped yard, and stone accents at 1316 Fountain Hills Ct, Winter Park, FL 32792
View Details 33 Photos
Inviting front entrance with stone columns and a charming welcome sign at 1316 Fountain Hills Ct, Winter Park, FL 32792
Relaxing backyard oasis featuring a refreshing pool and fire pit at 1316 Fountain Hills Ct, Winter Park, FL 32792
Bright and airy entryway with staircase, built-in storage and tile flooring at 1316 Fountain Hills Ct, Winter Park, FL 32792
On Market For 152 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2823

  • Year Built

    2018

  • $/SqFt

    $289

This home is a one of a kind find in Winter Park with its location close to Winter Springs Oviedo, UCF, Orlando downtown, Winter Park shopping, the airport, 417 & major roadways. Schedule a Showing Today! EMPIRE NETWORK REALTY.

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