287 Results

View 287 Winter Park Florida Homes for Sale

Pended $365,000

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 20 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

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 69 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1000

  • Year Built

    1959

  • $/SqFt

    $359

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

Home For Sale $5,999,999

Reduced By $250,001

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 84 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    4725

  • Year Built

    2008

  • $/SqFt

    $1,270

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.

Home For Sale $435,000

Reduced By $30,000

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 85 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1653

  • Year Built

    1983

  • $/SqFt

    $263

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

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 86 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    3296

  • Year Built

    1928

  • $/SqFt

    $325

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

Home For Sale $520,000

Reduced By $15,000

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 88 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1827

  • Year Built

    1968

  • $/SqFt

    $285

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

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 89 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

Modern two-story house under construction, seen from an aerial perspective at 5255 Seminole Ave, Winter Park, FL 32792
New construction home, aerial view showing the roofline and backyard at 5255 Seminole Ave, Winter Park, FL 32792
High-angle view of a new house under construction in a wooded area at 5255 Seminole Ave, Winter Park, FL 32792
On Market For 90 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

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
*POTENTIAL GREAT VALUE
On Market For 91 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1568

  • Year Built

    1956

  • $/SqFt

    $255

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 $345,000

Reduced By $5,000

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 91 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1493

  • Year Built

    1981

  • $/SqFt

    $231

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 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 68 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 $895,000

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 99 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2589

  • Year Built

    2020

  • $/SqFt

    $346

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

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 101 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1807

  • Year Built

    1983

  • $/SqFt

    $268

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

Home For Sale $449,990

Reduced By $10,000

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 95 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1032

  • Year Built

    1950

  • $/SqFt

    $436

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 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 106 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3246

  • Year Built

    2025

  • $/SqFt

    $616

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

Pended $459,995

Reduced By $10,000

Single-story house with palm tree and well-maintained lawn at 1005 Carvell Dr, Winter Park, FL 32792
Ranch style home with lush green lawn and blue sky at 1005 Carvell Dr, Winter Park, FL 32792
One-story house with a large yard and shed at 1005 Carvell Dr, Winter Park, FL 32792
On Market For 105 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1932

  • Year Built

    1971

  • $/SqFt

    $238

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 $439,500

Reduced By $25,500

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 111 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1669

  • Year Built

    1973

  • $/SqFt

    $263

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

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 112 Days
  • Bedrooms

    5

  • Full Bath(s)

    6

  • Sq. Ft.

    6338

  • Year Built

    2023

  • $/SqFt

    $787

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

Home For Sale $1,150,000

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 114 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2786

  • Year Built

    1960

  • $/SqFt

    $413

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 $530,000

Reduced By $32,000

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 117 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2122

  • Year Built

    1979

  • $/SqFt

    $250

Don't miss out on this exceptional property. OPENDOOR BROKERAGE LLC.

Pended $399,900

Reduced By $10,000

Aerial view showcasing the house's position on a corner lot near a waterway at 3607 Datura Ct, Winter Park, FL 32792
Aerial view showing home's location near water, neighborhood context, and surrounding houses 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 118 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1600

  • Year Built

    1962

  • $/SqFt

    $250

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

Home For Sale $419,000

Reduced By $46,000

Gray house with blue garage door and red mulch at 1566 Lawndale Cir, Winter Park, FL 32792
House entrance with blue door and red mulch landscaping at 1566 Lawndale Cir, Winter Park, FL 32792
Blue front door with white sidelight and black hardware at 1566 Lawndale Cir, Winter Park, FL 32792
On Market For 118 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1592

  • Year Built

    1985

  • $/SqFt

    $263

Lovely walkable neighborhood with playground, tennis courts and lakefront dock for fishing. TERZA REAL ESTATE.

Home For Sale $2,949,999

Reduced By $50,000

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 122 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

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 124 Days
  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    1146

  • Year Built

    1925

  • $/SqFt

    $654

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 $8,799,000

Reduced By $2,200,999

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 125 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

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 130 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.

Pended $405,000

Reduced By $35,000

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 128 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1200

  • Year Built

    1972

  • $/SqFt

    $338

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 $2,999,900

Reduced By $299,100

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 132 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    4875

  • Year Built

    2008

  • $/SqFt

    $615

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

Home For Sale $1,649,000

Reduced By $50,000

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 136 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

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
*POTENTIAL GREAT VALUE
On Market For 136 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.

Home For Sale $815,000

Reduced By $20,000

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 135 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.

Home For Sale $579,900

Reduced By $75,000

Brick ranch home with a two-car garage and a curved driveway at 2518 Sweetwater Trl, Winter Park, FL 32789
Ranch style brick home with a two-car garage and landscaped lawn at 2518 Sweetwater Trl, Winter Park, FL 32789
Brick ranch house with a two-car garage and lush green lawn at 2518 Sweetwater Trl, Winter Park, FL 32789
*POTENTIAL GREAT VALUE
On Market For 138 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2205

  • Year Built

    1965

  • $/SqFt

    $263

Do not miss out on the perfect blend of style, comfort, and location! BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY.

Home For Sale $500,000

Reduced By $75,000

Detailed floorplan showcasing the layout of the home's two floors with room dimensions and major features at 5240 N Lake Burkett Ln, Winter Park, FL 32792
Charming two-story home featuring a well-manicured lawn and a classic design with a two-car garage at 5240 N Lake Burkett Ln, Winter Park, FL 32792
Inviting front yard with lush green grass and a well-maintained exterior featuring a charming entryway and manicured landscaping at 5240 N Lake Burkett Ln, Winter Park, FL 32792
*POTENTIAL GREAT VALUE
On Market For 99 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2290

  • Year Built

    1987

  • $/SqFt

    $218

Come see all this amazing home has to offer. COLDWELL BANKER REALTY.

Home For Sale $450,000

Reduced By $49,000

Bright living room featuring light wood floors and a ceiling fan at 2341 Devon Ct, Winter Park, FL 32789
Spacious living room with light wood floors, open to kitchen at 2341 Devon Ct, Winter Park, FL 32789
Open concept living room with hardwood floors and a view to kitchen at 2341 Devon Ct, Winter Park, FL 32789
*POTENTIAL GREAT VALUE
On Market For 139 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1773

  • Year Built

    1953

  • $/SqFt

    $254

Schedule your appointment today to preview this Winter Park jem! UNITED REAL ESTATE PREFERRED.

Home For Sale $4,100,000

Two-story modern home with a black roof and paver driveway at 1751 Glencoe Rd, Winter Park, FL 32789
Modern two story home with a large pool and deck at 1751 Glencoe Rd, Winter Park, FL 32789
Spacious living room with a fireplace and built-in shelving at 1751 Glencoe Rd, Winter Park, FL 32789
On Market For 143 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    4520

  • Year Built

    2025

  • $/SqFt

    $907

Experience the epitome of refined living at 1751 Glencoe Road, where every detail has been crafted to perfection. COMPASS FLORIDA LLC.

Pended $2,650,000

Reduced By $150,000

Beautiful home at night with a gated entry and walkway leading to the front door at 1010 N Pennsylvania Ave, Winter Park, FL 32789
Elegant home entrance featuring a brick walkway and ornate double doors at 1010 N Pennsylvania Ave, Winter Park, FL 32789
Bright and spacious entryway with tile floors, double doors, and decorative accents at 1010 N Pennsylvania Ave, Winter Park, FL 32789
On Market For 95 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    4074

  • Year Built

    2017

  • $/SqFt

    $650

Feel free to request an upgrades and features sheet outlining all the wonderful aspects of this home! BHHS FLORIDA REALTY.

Home For Sale $432,000

Reduced By $16,800

Beautiful mid-century modern home with a well-manicured lawn at 627 Carvell Dr, Winter Park, FL 32792
Bright living room featuring light flooring and a sliding barn door at 627 Carvell Dr, Winter Park, FL 32792
Bright and airy living room with a barn door and hardwood floors at 627 Carvell Dr, Winter Park, FL 32792
On Market For 119 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1346

  • Year Built

    1957

  • $/SqFt

    $321

Don’t miss the opportunity to make this exceptional property your own! NO HOA! EXP REALTY LLC.

Home For Sale $425,000

Reduced By $24,000

Two-story house with gray siding and attached garage at 1820 Blaine Ter, Winter Park, FL 32792
Two-story house with gray siding, a two-car garage, and a well-manicured lawn at 1820 Blaine Ter, Winter Park, FL 32792
Two-story house with gray siding, a two-car garage, and a landscaped front yard at 1820 Blaine Ter, Winter Park, FL 32792
On Market For 146 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1725

  • Year Built

    1990

  • $/SqFt

    $246

Don't miss your chance to make this exceptional house your home! LPT REALTY.

Home For Sale $829,000

Reduced By $140,000

Modern kitchen with white cabinets, quartz countertops, and gold accents at 1795 Walker Ave, Winter Park, FL 32789
Bright dining room with wood table and mustard yellow chairs at 1795 Walker Ave, Winter Park, FL 32789
Modern kitchen with a breakfast bar, white cabinets and gold fixtures at 1795 Walker Ave, Winter Park, FL 32789
On Market For 147 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    1813

  • Year Built

    1958

  • $/SqFt

    $457

Don't miss out on this opportunity—act quickly! ALIGN REAL ESTATE LLC.

Home For Sale $699,000

Reduced By $50,999

Freeform swimming pool with a screened enclosure at 3136 Heartleaf Pl, Winter Park, FL 32792
Relaxing living room with large TV and hardwood floors at 3136 Heartleaf Pl, Winter Park, FL 32792
Well maintained green two story home with landscaped front yard and matching green driveway at 3136 Heartleaf Pl, Winter Park, FL 32792
On Market For 151 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2717

  • Year Built

    1995

  • $/SqFt

    $257

Situated on almost a quarter-acre corner lot in a beautiful, well-cared-for neighborhood with Seminole County Schools, this well-maintained home offers easy access to 417, is less than 20 minutes from the famous Park Avenue with some of the best shops and restaurants in the city, and 25 minutes from the airport. Schedule your showing today! ALL REAL ESTATE & INVESTMENTS.

Home For Sale $995,000

Contemporary two-story house with a sleek design and wood accents at 870 Carver St, Winter Park, FL 32789
Contemporary design with wood accents, stone walkway, and lush landscaping at 870 Carver St, Winter Park, FL 32789
Modern home with a large deck, and open floor plan visible through large window at 870 Carver St, Winter Park, FL 32789
On Market For 152 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1844

  • Year Built

    1954

  • $/SqFt

    $540

Don’t miss the chance to partner with a premier builder to create a home that meets your unique needs. PREMIER SOTHEBY'S INTL. REALTY.

Home For Sale $1,350,000

Reduced By $100,000

Ranch-style house with a landscaped yard at 632 Country Club Dr, Winter Park, FL 32789
Aerial view of a waterfront home with a lake view and city skyline in the background at 632 Country Club Dr, Winter Park, FL 32789
Lakefront property with a large wooden dock and gazebo at 632 Country Club Dr, Winter Park, FL 32789
On Market For 156 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2342

  • Year Built

    1952

  • $/SqFt

    $576

632 Country Club is approximately 1.5 miles from luxurious Park Avenue and 5 miles from downtown Orlando. KELLER WILLIAMS ADVANTAGE REALTY.

Pended $3,250,000

Reduced By $325,000

Aerial of waterfront home with boat dock at 1900 W Fawsett Rd, Winter Park, FL 32789
Aerial of waterfront property with boathouse at 1900 W Fawsett Rd, Winter Park, FL 32789
Aerial view of waterfront homes and boat docks at 1900 W Fawsett Rd, Winter Park, FL 32789
On Market For 154 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    4600

  • Year Built

    1969

  • $/SqFt

    $707

Don’t miss the opportunity to make this stunning lakefront home your own! KELLY PRICE & COMPANY LLC.

Home For Sale $399,900

Kidney shaped swimming pool in backyard at 5418 S Bracken Ct, Winter Park, FL 32792
Living room with comfy seating and large TV at 5418 S Bracken Ct, Winter Park, FL 32792
Spacious living room with tile floors, ceiling fan, and sliding glass doors leading to a pool at 5418 S Bracken Ct, Winter Park, FL 32792
On Market For 158 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1301

  • Year Built

    1991

  • $/SqFt

    $307

Schedule your showing today and submit your offers—don’t miss out on this beautiful home! EXP REALTY LLC.

Home For Sale $875,555

Reduced By $13,333

Mid-century modern home with white exterior, black accents, and a spacious lawn at 2128 Sycamore Dr, Winter Park, FL 32789
Mid-century modern home with white exterior, black accents, and a spacious lawn at 2128 Sycamore Dr, Winter Park, FL 32789
White mid-century modern home with a large backyard at 2128 Sycamore Dr, Winter Park, FL 32789
On Market For 160 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1760

  • Year Built

    1953

  • $/SqFt

    $497

Act fast—opportunities like this don’t last long! EXP REALTY LLC.

Home For Sale $525,000

Reduced By $50,000

Aerial view showing home's location near a pond at 2821 Chantilly Ave, Winter Park, FL 32789
Detailed survey map of the property and surrounding area at 2821 Chantilly Ave, Winter Park, FL 32789
Bright dining area with hardwood floors and kitchen view at 2821 Chantilly Ave, Winter Park, FL 32789
On Market For 163 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1440

  • Year Built

    1959

  • $/SqFt

    $365

Extras include: updated electric panel, 2017 AC, updated plumbing & 24x12 backyard shed. WELCOME HOME! FANNIE HILLMAN & ASSOCIATES.

Home For Sale $5,400,000

Elegant home entrance with a pink door, arched entryway, and potted plants at 2228 Azalea Pl, Winter Park, FL 32789
House exterior showcasing a classic design with a green lawn at 2228 Azalea Pl, Winter Park, FL 32789
Vibrant living room with bold colors, unique artwork, and comfortable seating at 2228 Azalea Pl, Winter Park, FL 32789
On Market For 164 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    5072

  • Year Built

    2008

  • $/SqFt

    $1,065

The property is zoned for Dommerich Elementary, Maitland Middle School, and Winter Park High School. COMPASS FLORIDA LLC.

Home For Sale $2,290,000

Reduced By $109,000

Contemporary home with gray and white exterior, showcasing a stylish and modern design at 2522 Lafayette Ave, Winter Park, FL 32789
Modern two-story home with a rooftop deck and attached garage, offering city views at 2522 Lafayette Ave, Winter Park, FL 32789
Stylish home with large windows and a modern facade, creating a welcoming curb appeal at 2522 Lafayette Ave, Winter Park, FL 32789
On Market For 164 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3399

  • Year Built

    2022

  • $/SqFt

    $674

Truly photos and words do not begin to describe this Architectural Brilliance, come out and explore this gem where you will be greeted by Astro the Robot. COLDWELL BANKER RESIDENTIAL RE.

Home For Sale $338,000

Reduced By $7,000

Spacious backyard with lush green grass at 5080 Seminole Ave, Winter Park, FL 32792
Large backyard perfect for outdoor activities at 5080 Seminole Ave, Winter Park, FL 32792
Spacious backyard with a long driveway at 5080 Seminole Ave, Winter Park, FL 32792
On Market For 123 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1078

  • Year Built

    1924

  • $/SqFt

    $314

Don’t miss out on this fantastic home in a highly desirable area! SERHANT.

Home For Sale $435,000

House exterior showcasing a lush garden and inviting front entrance at 920 Gloriosa Ave, Winter Park, FL 32789
Living Room with white sectional sofa and area rug at 920 Gloriosa Ave, Winter Park, FL 32789
Dining room with a table, chairs, and built-in shelving at 920 Gloriosa Ave, Winter Park, FL 32789
On Market For 172 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1540

  • Year Built

    1956

  • $/SqFt

    $282

Come take a look before it's gone! CHARLES RUTENBERG REALTY ORLANDO.

EasyStreet

Call to Schedule a Showing

(407) 485-1814

(407) 485-1814