253 Results

View 253 Winter Park Florida Homes for Sale

Home For Sale $449,900

Reduced By $10,000

Bright dining room features modern table, stylish chairs, wood floors, and neutral decor at 3425 Balsam Dr, Winter Park, FL 32792
Cozy living room features modern furniture, fireplace, TV, and plenty of natural light at 3425 Balsam Dr, Winter Park, FL 32792
Well-lit bedroom with large windows, modern decor, ceiling fan, and comfortable furnishings at 3425 Balsam Dr, Winter Park, FL 32792
On Market For 78 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1516

  • Year Built

    1966

  • $/SqFt

    $297

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

Home For Sale $540,000

Reduced By $22,000

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 80 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2122

  • Year Built

    1979

  • $/SqFt

    $254

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

Home For Sale $399,900

Reduced By $10,000

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 81 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1600

  • Year Built

    1962

  • $/SqFt

    $250

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

Home For Sale $444,000

Reduced By $21,000

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 81 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1592

  • Year Built

    1985

  • $/SqFt

    $279

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

Home For Sale $2,999,999

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 85 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.

Home For Sale $799,000

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 87 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 $460,000

Reduced By $39,999

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 87 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 $10,999,999

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 87 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 $660,000

Reduced By $15,000

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 92 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    1631

  • Year Built

    1954

  • $/SqFt

    $405

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.

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
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 93 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3161

  • Year Built

    2021

  • $/SqFt

    $441

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 $420,000

Reduced By $20,000

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 93 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.

Pended $639,900

Reduced By $10,000

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 92 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2086

  • Year Built

    1966

  • $/SqFt

    $307

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

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 96 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    4875

  • Year Built

    2008

  • $/SqFt

    $615

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

Pended $1,190,000

Reduced By $10,000

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 70 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.

Pended $1,775,000

Reduced By $175,000

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 96 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2701

  • Year Built

    2024

  • $/SqFt

    $657

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

Home For Sale $1,674,999

Reduced By $24,001

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 99 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3116

  • Year Built

    2014

  • $/SqFt

    $538

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 99 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 $825,000

Reduced By $10,000

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
*POTENTIAL GREAT VALUE
On Market For 99 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2823

  • Year Built

    2018

  • $/SqFt

    $292

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.

Pended $407,700

House exterior showcasing a gray-toned facade and well-maintained lawn at 924 Beard Ave, Winter Park, FL 32789
Charming front door with a stylish wreath, leading to a brick entryway at 924 Beard Ave, Winter Park, FL 32789
Bright living room featuring hardwood floors, stylish furniture, and large windows at 924 Beard Ave, Winter Park, FL 32789
On Market For 73 Days
  • Bedrooms

    3

  • Full Bath(s)

    1

  • Sq. Ft.

    1518

  • Year Built

    1956

  • $/SqFt

    $269

Albert Lee Ridge - Schedule your showing today—this gem won’t last! LPT REALTY.

Home For Sale $599,900

Reduced By $55,000

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
On Market For 101 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2205

  • Year Built

    1965

  • $/SqFt

    $272

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

Home For Sale $525,000

Reduced By $50,000

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 62 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2290

  • Year Built

    1987

  • $/SqFt

    $229

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

Home For Sale $474,900

Reduced By $24,100

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 102 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1773

  • Year Built

    1953

  • $/SqFt

    $268

Glencoe - 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 106 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 104 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.

Pended $770,000

Reduced By $999,237,000

Ranch home with a long driveway and mature landscaping at 640 Worthington Dr, Winter Park, FL 32789
House exterior showcasing landscaping and a brick walkway at 640 Worthington Dr, Winter Park, FL 32789
House exterior with lush landscaping and a spacious yard at 640 Worthington Dr, Winter Park, FL 32789
On Market For 101 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2012

  • Year Built

    1960

  • $/SqFt

    $383

This home is move in ready for a growing family. PALM PROPERTIES OF CF, INC..

Pended $940,000

Landscaped street view of a charming home at 2050 Temple Dr, Winter Park, FL 32789
White house with red tile patio and mature trees at 2050 Temple Dr, Winter Park, FL 32789
Large backyard with a pool and a wooden fence at 2050 Temple Dr, Winter Park, FL 32789
On Market For 16 Days
  • Bedrooms

    3

  • Full Bath(s)

    1

  • Sq. Ft.

    1449

  • Year Built

    1950

  • $/SqFt

    $649

Builders welcome to walk the lot with notice to owner. LISTING AGENT IS OWNER. CHARLES RUTENBERG REALTY ORLANDO.

Home For Sale $438,800

Reduced By $10,000

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 88 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1346

  • Year Built

    1957

  • $/SqFt

    $326

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

Home For Sale $439,000

Reduced By $10,000

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 109 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1725

  • Year Built

    1990

  • $/SqFt

    $254

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

Home For Sale $869,000

Reduced By $100,000

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 110 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    1813

  • Year Built

    1958

  • $/SqFt

    $479

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

Pended $1,599,999

Reduced By $145,001

A renovated home with a driveway, landscaping, and palm trees at 1716 Palmer Ave, Winter Park, FL 32789
A newly renovated home with a beautiful lawn and walkway at 1716 Palmer Ave, Winter Park, FL 32789
Spacious living room with hardwood floors, comfy seating, and large art at 1716 Palmer Ave, Winter Park, FL 32789
On Market For 98 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3270

  • Year Built

    1951

  • $/SqFt

    $489

Jenkins - Don't miss your chance to make this truly breathtaking home yours! HOMECOIN.COM.

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 114 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2717

  • Year Built

    1995

  • $/SqFt

    $257

Lost Creek - 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.

Pended $339,000

Reduced By $40,900

Galley kitchen with stainless steel appliances and wood cabinets at 764 Baffie Ave, Winter Park, FL 32789
Bright living room with ceiling fan, large window, and stylish furniture at 764 Baffie Ave, Winter Park, FL 32789
Open-concept living and dining area with ceiling fan and access to the kitchen at 764 Baffie Ave, Winter Park, FL 32789
On Market For 114 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1080

  • Year Built

    1954

  • $/SqFt

    $314

Dubsdread Heights - 2020 roof and newer water heater, this home is move-in ready and waiting for you! WEMERT GROUP REALTY LLC.

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 115 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 119 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.

Home For Sale $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 119 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.

Pended $1,275,000

Reduced By $120,000

Light grey home with double garage and paver driveway at 1681 Blue Ridge Rd, Winter Park, FL 32789
Updated ranch home with paver driveway and lush landscaping at 1681 Blue Ridge Rd, Winter Park, FL 32789
Double garage with paver driveway and landscaping at 1681 Blue Ridge Rd, Winter Park, FL 32789
On Market For 120 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2762

  • Year Built

    1960

  • $/SqFt

    $462

You don’t want to miss this one! CENTRAL FLORIDA PRIME REAL ESTATE 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
Kitchen with granite countertops and white cabinets at 5418 S Bracken Ct, Winter Park, FL 32792
On Market For 121 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1301

  • Year Built

    1991

  • $/SqFt

    $307

Bridgewater - 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 123 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1760

  • Year Built

    1953

  • $/SqFt

    $497

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

Pended $899,000

Reduced By $50,000

Modern two-story home with stone driveway and landscaping at 648 Callahan St, Winter Park, FL 32789
Modern kitchen with light wood cabinets, a large island, and black appliances at 648 Callahan St, Winter Park, FL 32789
Modern kitchen with light wood cabinets, island, and black appliances at 648 Callahan St, Winter Park, FL 32789
On Market For 99 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1898

  • Year Built

    1950

  • $/SqFt

    $474

Carver Town - Pool renderings are only showed as an illustration of what is possible and can be built for additional cost. MILLENIUM REALTY GROUP.

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 126 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1440

  • Year Built

    1959

  • $/SqFt

    $365

Winter Park Manor - 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 127 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    5072

  • Year Built

    2008

  • $/SqFt

    $1,065

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

Home For Sale $2,399,000

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 126 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3399

  • Year Built

    2022

  • $/SqFt

    $706

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 85 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 $465,000

Reduced By $30,000

Brick home with a covered porch and landscaped yard at 1409 Hyde Park Dr, Winter Park, FL 32792
Residential street view showing similar homes in neighborhood at 1409 Hyde Park Dr, Winter Park, FL 32792
Home with two car garage and nicely landscaped yard at 1409 Hyde Park Dr, Winter Park, FL 32792
*POTENTIAL GREAT VALUE
On Market For 126 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2018

  • Year Built

    1986

  • $/SqFt

    $230

Hyde Park - Good school District Please CALL NOW!! ! FLORIDA REALTY INVESTMENTS.

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 135 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.

Home For Sale $3,892,000

Grand two-story brick home with a circular driveway at 1391 Richmond Rd, Winter Park, FL 32789
Brick home nestled in lush landscaping, large driveway at 1391 Richmond Rd, Winter Park, FL 32789
Mature trees and landscaped gardens surround the home at 1391 Richmond Rd, Winter Park, FL 32789
On Market For 137 Days
  • Bedrooms

    4

  • Full Bath(s)

    5

  • Sq. Ft.

    4635

  • Year Built

    2001

  • $/SqFt

    $840

Virginia Heights - Celebrate nature’s wildlife which range from owls, great white egrets, blue herons, hawks, bunnies, and otters in your private sanctuary minutes to Winter Park’s premier dining, upscale shopping, Mead Botanical Garden, and the highly coveted Audubon K-8, and Winter Park High! STOCKWORTH REALTY GROUP.

Pended $5,695,000

Landscaped entry with walkway to modern home at 210 Chelton Cir, Winter Park, FL 32789
Modern home with attached garage and manicured lawn at 210 Chelton Cir, Winter Park, FL 32789
Stunning modern home at sunset with landscaped yard at 210 Chelton Cir, Winter Park, FL 32789
On Market For 137 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    5264

  • Year Built

    2024

  • $/SqFt

    $1,082

Welcome home to one of the most exceptional properties on the market! CORCORAN PREMIER REALTY.

Pended $360,000

Reduced By $15,000

Bright and airy living room with hardwood floors and stylish furniture at 1880 Viburnum Ln, Winter Park, FL 32792
Open concept living and dining area with hardwood floors at 1880 Viburnum Ln, Winter Park, FL 32792
Well-equipped kitchen with wood cabinets and stainless steel appliances at 1880 Viburnum Ln, Winter Park, FL 32792
On Market For 140 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1152

  • Year Built

    1961

  • $/SqFt

    $313

Live, work & play in close proximity to everything you need - call today to schedule a tour! WEMERT GROUP REALTY LLC.

Home For Sale $400,000

Reduced By $12,000

Single story home with a large front yard and driveway at 2140 Ridge Dr, Winter Park, FL 32792
Single story home with a large front yard and driveway at 2140 Ridge Dr, Winter Park, FL 32792
Single story home with a large front yard and driveway at 2140 Ridge Dr, Winter Park, FL 32792
On Market For 123 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1554

  • Year Built

    1959

  • $/SqFt

    $257

Don’t miss out on the chance to own this fully renovated gem that’s move-in ready and waiting for you to make it your own! REAL BROKER, LLC.

Home For Sale $1,069,000

Reduced By $206,000

White front door with sidelights and a landscaped walkway at 1001 Tuscany Pl, Winter Park, FL 32789
Spacious backyard with a detached garage and lush greenery at 1001 Tuscany Pl, Winter Park, FL 32789
Landscaped side yard with mature trees and lush greenery at 1001 Tuscany Pl, Winter Park, FL 32789
On Market For 143 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2458

  • Year Built

    1978

  • $/SqFt

    $435

Being sold AS IS, please see Realtor Remarks for comments. FANNIE HILLMAN & ASSOCIATES.

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(386) 801-5417

(386) 801-5417