130 Results

View 130 32789 Florida Homes for Sale

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 145 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 146 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 $2,374,000

Reduced By $25,000

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 146 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3399

  • Year Built

    2022

  • $/SqFt

    $698

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 $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 154 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 157 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 156 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 $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 161 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.

Home For Sale $1,445,000

Reduced By $50,000

Modern home nestled on a tree-lined street with a brick road at 1371 Lyndale Blvd, Winter Park, FL 32789
Top-down view of a home showcasing its layout and landscaped yard at 1371 Lyndale Blvd, Winter Park, FL 32789
Aerial view of a home showcasing the property and surrounding neighborhood at 1371 Lyndale Blvd, Winter Park, FL 32789
On Market For 168 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2739

  • Year Built

    1949

  • $/SqFt

    $528

Dixie Terrace - With every detail thoughtfully curated, this property is more than just a home—it's a lifestyle. COLDWELL BANKER RESIDENTIAL RE.

Pended $1,420,000

Reduced By $230,000

Small front porch with modern design and seating at 840 W Comstock Ave, Winter Park, FL 32789
Modern staircase with metal railing and light wood at 840 W Comstock Ave, Winter Park, FL 32789
Modern light wood staircase with black metal railing at 840 W Comstock Ave, Winter Park, FL 32789
On Market For 181 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2350

  • Year Built

    2024

  • $/SqFt

    $604

Schedule your visit today and fall in love with this dreamy home! COLDWELL BANKER RESIDENTIAL RE.

Home For Sale $1,999,993

Reduced By $200,006

Home's side view, showcasing garage and landscaping at 1451 Lyndale Blvd, Winter Park, FL 32789
Inviting swimming pool with a spacious patio area at 1451 Lyndale Blvd, Winter Park, FL 32789
Two-story house with a double front door and landscaped yard at 1451 Lyndale Blvd, Winter Park, FL 32789
On Market For 191 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    3853

  • Year Built

    2012

  • $/SqFt

    $519

Dixie Terrace - Schedule your private showing today and discover what makes this Winter Park home truly exceptional. REALTY ONE GROUP MVP.

Home For Sale $630,000

Reduced By $65,000

Charming home with yellow front door and attached garage at 1848 Mizell Ave, Winter Park, FL 32789
Quaint home with brick facade, lush landscaping, and white fence at 1848 Mizell Ave, Winter Park, FL 32789
Bright living room with hardwood floors and a fireplace at 1848 Mizell Ave, Winter Park, FL 32789
On Market For 197 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1162

  • Year Built

    1953

  • $/SqFt

    $542

Ft. with single car garage 1,754 gross square feet Remodeled kitchen and large backyard Winter Park High School A grade school - Elementary and Middle Schools grade B BLUE LIGHTHOUSE REALTY INC.

Home For Sale $3,295,000

Covered outdoor space with a stone fireplace, wood plank ceiling, and large glass doors at 1730 Winchester Dr, Winter Park, FL 32789
Bright foyer featuring hardwood floors, modern light fixtures, and an elegant staircase at 1730 Winchester Dr, Winter Park, FL 32789
New kitchen with a large island, quartz countertops, and stainless steel appliances at 1730 Winchester Dr, Winter Park, FL 32789
On Market For 202 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    4080

  • Year Built

    2024

  • $/SqFt

    $808

Schedule your private tour today to see this stunning property in person! KELLER WILLIAMS WINTER PARK.

Home For Sale $799,900

Reduced By $150,100

Tan house with a garage and driveway at 731 Midget Dr, Winter Park, FL 32789
Aerial view showing a home's location on Midget Dr at 731 Midget Dr, Winter Park, FL 32789
Home with a brick driveway and lush landscaping at 731 Midget Dr, Winter Park, FL 32789
On Market For 208 Days
  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    960

  • Year Built

    1941

  • $/SqFt

    $833

Don’t miss this diamond in the rough – call today for your showing!! ! COLDWELL BANKER RESIDENTIAL RE.

Home For Sale $1,795,000

Single story home with brick driveway and rocking chairs on the porch at 279 Rippling Ln, Winter Park, FL 32789
Lakefront property with a spacious wooden dock at 279 Rippling Ln, Winter Park, FL 32789
Lakefront property offering breathtaking water views and lush landscaping at 279 Rippling Ln, Winter Park, FL 32789
On Market For 212 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3472

  • Year Built

    1961

  • $/SqFt

    $517

Don’t miss this rare opportunity to own a slice of paradise in one of Winter Park’s most sought-after locations. FANNIE HILLMAN & ASSOCIATES.

Home For Sale $1,099,900

Reduced By $100,000

Bright and airy entryway with hardwood floors and stylish decor at 1840 Biscayne Dr, Winter Park, FL 32789
Modern home office featuring large windows and comfortable seating at 1840 Biscayne Dr, Winter Park, FL 32789
Spa-like bathroom with a glass shower and gray vanity at 1840 Biscayne Dr, Winter Park, FL 32789
On Market For 230 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    2641

  • Year Built

    2024

  • $/SqFt

    $416

Karolina On Killarney - Calling all medical professionals, this home is located 1.7 miles or 7 minutes to Advent Health and a mere 5.6 miles or 14 minutes to Orlando Health. COMPASS FLORIDA LLC.

Home For Sale $1,625,000

Reduced By $70,000

Inviting front porch entry to this beautiful brick home at 1650 Lakehurst Ave, Winter Park, FL 32789
Elegant entryway with hardwood floors and a chandelier at 1650 Lakehurst Ave, Winter Park, FL 32789
Light and bright staircase with hardwood floors at 1650 Lakehurst Ave, Winter Park, FL 32789
*POTENTIAL GREAT VALUE
On Market For 230 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3777

  • Year Built

    1992

  • $/SqFt

    $430

Comstock Park - Located minutes from Park Avenue, Rollins College, Advent Health, and more this home is conveniently located and zoned for the A-rated Lakemont/Maitland Middle/WPHS school district. KELLY PRICE & COMPANY LLC.

Home For Sale $4,200,000

Luxury two-story home with lake views at 571 Lake Front Blvd, Winter Park, FL 32789
Lakefront property with modern home at 571 Lake Front Blvd, Winter Park, FL 32789
Lakefront home nestled among trees at 571 Lake Front Blvd, Winter Park, FL 32789
*POTENTIAL GREAT VALUE
On Market For 240 Days
  • Bedrooms

    7

  • Full Bath(s)

    5

  • Sq. Ft.

    5500

  • Year Built

    1967

  • $/SqFt

    $764

From upscale dining and shopping to outdoor activities and renowned schools, this location balances convenience and exclusivity. PREMIER SOTHEBY'S INTL. REALTY.

Pended $1,575,000

Contemporary home with dark exterior, balcony, and attached garage at 627 Country Club Dr, Winter Park, FL 32789
Two-story modern home with wood and concrete accents, balcony, and attached garage at 627 Country Club Dr, Winter Park, FL 32789
Modern home with a balcony, attached garage, and landscaping at 627 Country Club Dr, Winter Park, FL 32789
On Market For 163 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2858

  • Year Built

    2024

  • $/SqFt

    $551

Lake Killarney Shores - Make an appointment today before this amazing home is gone. CLASSIC HOMES.

Pended $1,350,000

Reduced By $50,000

Modern front entrance with stone accents and landscaping at 858 Douglas Ave, Winter Park, FL 32789
Stylish front entrance with a gray door and modern light fixtures at 858 Douglas Ave, Winter Park, FL 32789
Bright dining room featuring hardwood floors and modern chandelier at 858 Douglas Ave, Winter Park, FL 32789
On Market For 271 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2334

  • Year Built

    2024

  • $/SqFt

    $578

Don't miss your chance to own this premier home in Winter Park! SUMMER WIND REALTY CENTRAL FL.

Home For Sale $849,000

Reduced By $151,000

Open concept kitchen with island and hardwood floors at 2955 Lolissa Ln, Winter Park, FL 32789
Open living room and kitchen with hardwood floors, island, and modern appliances at 2955 Lolissa Ln, Winter Park, FL 32789
Spacious living area with hardwood floors and open concept design at 2955 Lolissa Ln, Winter Park, FL 32789
*POTENTIAL GREAT VALUE
On Market For 307 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3902

  • Year Built

    1969

  • $/SqFt

    $218

Don't miss this opportunity to live, work and play in Winter Park just 4 miles away from downtown Park Avenue shops, restaurants and recreation. COLDWELL BANKER REALTY.

Home For Sale $1,750,000

Reduced By $100,000

Inviting pool area with covered patio at 1350 Lyndale Blvd, Winter Park, FL 32789
Two-story house with gray accents, a paved driveway, and landscaping at 1350 Lyndale Blvd, Winter Park, FL 32789
Formal dining room with hardwood floors, chandelier, and large window at 1350 Lyndale Blvd, Winter Park, FL 32789
On Market For 309 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3478

  • Year Built

    2003

  • $/SqFt

    $503

Dixie Terrace -

HOMEVEST REALTY.

Home For Sale $335,000

Reduced By $85,000

Relaxing patio with pergola and comfortable seating at 1921 Dartmouth Ave, Winter Park, FL 32789
Relaxing patio with pergola and comfortable seating at 1921 Dartmouth Ave, Winter Park, FL 32789
Patio furniture under pergola with plants at 1921 Dartmouth Ave, Winter Park, FL 32789
On Market For 295 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    987

  • Year Built

    1956

  • $/SqFt

    $339

Stansbury Estates - Make this your dream home today! LPT REALTY.

Pended $599,000

Reduced By $50,000

Mid-century modern home with carport, large tree, and lawn at 220 Blossom Ln, Winter Park, FL 32789
Mid-century modern home with carport, large tree, and lawn at 220 Blossom Ln, Winter Park, FL 32789
Mid-century modern home with carport, large tree, and lawn at 220 Blossom Ln, Winter Park, FL 32789
On Market For 340 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2193

  • Year Built

    1954

  • $/SqFt

    $273

Schedule a private tour today and experience luxury living at its finest at 220 Blossom Lane. SUMMERHILL REALTY GROUP LLC.

Home For Sale $749,900

Reduced By $150,099

Newly renovated home with gray exterior and stone accents, large tree in front at 2612 Lafayette Ave, Winter Park, FL 32789
Light and bright entryway with gray walls and wood floors at 2612 Lafayette Ave, Winter Park, FL 32789
Entryway with contemporary decor, hardwood floors, and view to living room at 2612 Lafayette Ave, Winter Park, FL 32789
On Market For 371 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2447

  • Year Built

    1956

  • $/SqFt

    $306

Winter Park Village - Discover refined elegance at 2612 Lafayette Avenue in Winter Park EXP REALTY LLC.

Pended $850,000

Reduced By $145,000

Front view of two-story home with terracotta tile roof and brick driveway at 1310 Aloma Ave, Winter Park, FL 32789
Two-story home showcasing terracotta tile roof and landscaping at 1310 Aloma Ave, Winter Park, FL 32789
Bright living room with hardwood floors, fireplace, and French doors at 1310 Aloma Ave, Winter Park, FL 32789
On Market For 314 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2533

  • Year Built

    1926

  • $/SqFt

    $336

Sylvan Lake Shores - Centrally located to Rollins College and Park Avenue. KELLY PRICE & COMPANY LLC.

Pended $4,500,000

Reduced By $995,000

Luxury home with circular driveway and two-car garage at 421 Lakewood Dr, Winter Park, FL 32789
Luxury home with pool and lake view at 421 Lakewood Dr, Winter Park, FL 32789
Resort-style pool with spa and expansive patio at 421 Lakewood Dr, Winter Park, FL 32789
On Market For 344 Days
  • Bedrooms

    5

  • Full Bath(s)

    7

  • Sq. Ft.

    5847

  • Year Built

    1957

  • $/SqFt

    $770

Osceola Shores - All within walking distance to downtown Winter Park and famed Park Avenue… PREMIER SOTHEBY'S INTL. REALTY.

Pended $1,550,000

Reduced By $375,000

Two-story modern home with two-car garage and landscaped yard at 1871 Taylor Ave, Winter Park, FL 32789
Covered front porch with stone facade, blue door, and seating area at 1871 Taylor Ave, Winter Park, FL 32789
Bright entryway with stone accent wall and modern console table at 1871 Taylor Ave, Winter Park, FL 32789
On Market For 306 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3401

  • Year Built

    2016

  • $/SqFt

    $456

Contact us today for more information on the assumable mortgage or to schedule a private showing. CORCORAN PREMIER REALTY.

Home For Sale $750,000

Charming house with white picket fence and brick mailbox at 2009 Oglesby Ave, Winter Park, FL 32789
On Market For 592 Days
  • Bedrooms

    3

  • Full Bath(s)

    1

  • Sq. Ft.

    1318

  • Year Built

    1948

  • $/SqFt

    $569

Located on the same block as the new 222-unit Seven41 apartment complex, this is a great development opportunity in an ideal Winter Park location. CORCORAN PREMIER REALTY.

Pended $824,900

Reduced By $99,100

Modern home with sleek design, wood garage door, and landscaped lawn at 737 N Capen Ave, Winter Park, FL 32789
Contemporary house with gray roof, wood garage door, and manicured lawn at 737 N Capen Ave, Winter Park, FL 32789
Stylish home, gray roof, wood garage door, and lush green surroundings at 737 N Capen Ave, Winter Park, FL 32789
On Market For 199 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1930

  • Year Built

    2021

  • $/SqFt

    $427

Room Feature: Linen Closet In Bath (Primary Bedroom). LPT REALTY, LLC.

Pended $1,600,000

Reduced By $300,000

Modern two-story home with gray paver driveway and landscaped entry at 281 Brewer Ave, Winter Park, FL 32789
Contemporary house with metal roof, paver driveway, and landscaping at 281 Brewer Ave, Winter Park, FL 32789
Two-story home showcasing a metal roof and paver driveway at 281 Brewer Ave, Winter Park, FL 32789
*POTENTIAL GREAT VALUE
On Market For 445 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    4029

  • Year Built

    2022

  • $/SqFt

    $397

Home comes with a ONE-YEAR BUILDERS WARRANTY! Schedule a private tour today! KELLER WILLIAMS REALTY AT THE PARKS.

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