131 Results

View 131 32789 Florida Homes for Sale

Pended $1,899,900

Reduced By $100,099

Two-story house with red tile roof, white stucco, and lush landscaping at sunset at 1764 Elizabeths Walk, Winter Park, FL 32789
Mediterranean-style home with a red tile roof and beautifully landscaped yard at 1764 Elizabeths Walk, Winter Park, FL 32789
Mediterranean style home with red tile roof, white stucco, and lush landscaping at 1764 Elizabeths Walk, Winter Park, FL 32789
On Market For 154 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3989

  • Year Built

    2012

  • $/SqFt

    $476

Windsong Elizabeths Walk - Make this exquisite sanctuary your own and indulge in the epitome of luxury living. COMPASS FLORIDA, LLC.

Pended $334,900

Reduced By $30,100

Ranch-style home with carport and lawn at 2886 Roxbury Rd, Winter Park, FL 32789
Ranch-style home with carport and lawn at 2886 Roxbury Rd, Winter Park, FL 32789
Backyard with deck and pergola at 2886 Roxbury Rd, Winter Park, FL 32789
On Market For 167 Days
  • Bedrooms

    3

  • Full Bath(s)

    1

  • Sq. Ft.

    1162

  • Year Built

    1954

  • $/SqFt

    $288

Fairbanks Shores - Seller will contribute $5000 toward buyer's closing costs and/or rate buydown. COLDWELL BANKER RESIDENTIAL RE.

Home For Sale $850,000

Reduced By $100,000

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 169 Days
  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    960

  • Year Built

    1941

  • $/SqFt

    $885

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 171 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.

Pended $340,000

Simple living room with hardwood floors and neutral walls at 821 Carver St, Winter Park, FL 32789
Bright living room with hardwood floors and multiple entryways at 821 Carver St, Winter Park, FL 32789
Living room with hardwood floors and access to other rooms at 821 Carver St, Winter Park, FL 32789
On Market For 114 Days
  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    904

  • Year Built

    1949

  • $/SqFt

    $376

This home has easy access to I4, shopping, dining, entertainment, and more! *Photos are from 8-5-2020. INNOVATIVE REALTY, LLC.

Home For Sale $1,149,000

Reduced By $50,900

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 189 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    2641

  • Year Built

    2024

  • $/SqFt

    $435

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 $1,695,000

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
On Market For 190 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3777

  • Year Built

    1992

  • $/SqFt

    $449

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.

Pended $1,130,000

Reduced By $120,000

Beautiful home exterior with a large paved driveway and lush lawn at 363 N Phelps Ave, Winter Park, FL 32789
Bright and spacious game room with a pool table and hardwood floors at 363 N Phelps Ave, Winter Park, FL 32789
Elegant dining area with hardwood floors and a large chandelier at 363 N Phelps Ave, Winter Park, FL 32789
On Market For 196 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2871

  • Year Built

    1950

  • $/SqFt

    $394

Sylvan Park - Located just one and a half miles from the notable retail stores and restaurants of Park Avenue and within a well-graded public school zone, there is nothing you won’t love about this home or its location. 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
On Market For 199 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 $3,225,000

Reduced By $265,000

Spacious living room with hardwood floors, stone wall, and exposed beams at 1618 Holts Grove Cir, Winter Park, FL 32789
Open dining area with hardwood floors and a view of the kitchen at 1618 Holts Grove Cir, Winter Park, FL 32789
Elegant dining room features a chandelier and hardwood floors at 1618 Holts Grove Cir, Winter Park, FL 32789
On Market For 212 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    4807

  • Year Built

    2014

  • $/SqFt

    $671

Windsong Lakeside - Alarm system w/ motion sensors, Loewen windows throughout house, wood beams and coffered ceilings on main floor and master bedroom, Rheem dual tankless natural gas, “continuous on” hot water system, tongue and groove ceilings on front porch and back covered summer kitchen/fireplace area, M & S intercom system throughout, Hidden storage room at entry, keyless Schlage entry system. One-owner custom home - Cahill Builders. FANNIE HILLMAN & ASSOCIATES.

Pended $2,795,000

Reduced By $305,000

Brick two-story home with circular driveway, landscaping, and basketball court at 1450 Mizell Ave, Winter Park, FL 32789
Brick two-story home with circular driveway, landscaping, and basketball court at 1450 Mizell Ave, Winter Park, FL 32789
Brick two-story home with circular driveway, landscaping, and basketball court at 1450 Mizell Ave, Winter Park, FL 32789
On Market For 173 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    4487

  • Year Built

    2001

  • $/SqFt

    $623

Windsong Lakeside - Contact us today to schedule your private tour and experience luxury living at its finest. KELLY PRICE & COMPANY LLC.

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 122 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.

Home For Sale $2,190,000

Reduced By $60,000

Elegant living room with high ceilings, fireplace, and access to the pool area at 2234 Via Luna, Winter Park, FL 32789
Two story house with white brick exterior, manicured lawn, and walkway at 2234 Via Luna, Winter Park, FL 32789
Expansive backyard with fire pit and seating area under lush trees at 2234 Via Luna, Winter Park, FL 32789
On Market For 223 Days
  • Bedrooms

    6

  • Full Bath(s)

    3

  • Sq. Ft.

    3554

  • Year Built

    1998

  • $/SqFt

    $616

Tuscany Terrace - This home is being sold with all the furniture but can be removed if Buyer does not want it. Some pictures are "Virtually Staged." LOKATION.

Home For Sale $875,000

Reduced By $325,000

Ranch-style home features a brick facade, lush landscaping, and a large tree at 1223 Formosa Ave, Winter Park, FL 32789
Renovated home has a welcoming front porch with black door and landscaping at 1223 Formosa Ave, Winter Park, FL 32789
The home's entrance features a black door, landscaping, and brick columns at 1223 Formosa Ave, Winter Park, FL 32789
*POTENTIAL GREAT VALUE
On Market For 225 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3834

  • Year Built

    1940

  • $/SqFt

    $228

Golfview - Schedule your private tour today and make this dream home yours! KELLER WILLIAMS WINTER PARK.

Home For Sale $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 230 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 $6,950,000

Reduced By $1,049,999

Elegant entryway with a large wood door and stone columns at 1400 Alabama Dr, Winter Park, FL 32789
Aerial view of a luxurious estate with a pool and lush landscaping at 1400 Alabama Dr, Winter Park, FL 32789
Inviting pool and spa area with lush landscaping and palm trees at 1400 Alabama Dr, Winter Park, FL 32789
On Market For 238 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    7916

  • Year Built

    1996

  • $/SqFt

    $878

Kronenberger - This estate is a must see! IRON VALLEY REAL ESTATE CENTRAL FLORIDA.

Home For Sale $1,775,000

Reduced By $210,000

Modern kitchen with large island and stainless steel appliances at 508 W Swoope Ave, Winter Park, FL 32789
Open living room with light hardwood floors and modern furniture at 508 W Swoope Ave, Winter Park, FL 32789
Modern kitchen with a large island and dark brown cabinets at 508 W Swoope Ave, Winter Park, FL 32789
*POTENTIAL GREAT VALUE
On Market For 240 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    4133

  • Year Built

    2021

  • $/SqFt

    $429

Schedule a private viewing today and experience the epitome of luxury living near Park Ave. COLDWELL BANKER REALTY.

Home For Sale $2,495,000

Reduced By $300,000

Modern two-story home with gray and white exterior, two-car garage, and landscaped front yard at dusk at 2412 Chantilly Ave, Winter Park, FL 32789
Modern home exterior featuring gray and white siding, a two-car garage, and a stylish entryway at 2412 Chantilly Ave, Winter Park, FL 32789
Two-car garage with gray doors and gravel driveway at 2412 Chantilly Ave, Winter Park, FL 32789
On Market For 259 Days
  • Bedrooms

    5

  • Full Bath(s)

    6

  • Sq. Ft.

    4500

  • Year Built

    2024

  • $/SqFt

    $554

Winter Park Village - Experience the pinnacle of luxury living with this exceptional new construction home.
Brought to you by https://my.matterport.com/show/?m=hii6iJs7gyG COMPASS FLORIDA LLC.

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 265 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 268 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 254 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.

Home For Sale $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 299 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
*POTENTIAL GREAT VALUE
On Market For 330 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.

Home For Sale $1,977,000

Reduced By $623,000

Aerial view of a house near a lake in a quiet neighborhood at 1340 Chestnut Ave, Winter Park, FL 32789
Aerial view of a modern home with a flat roof and attached garage at 1340 Chestnut Ave, Winter Park, FL 32789
Bird's eye view of a contemporary house with a pool and lush landscaping at 1340 Chestnut Ave, Winter Park, FL 32789
On Market For 333 Days
  • Bedrooms

    6

  • Full Bath(s)

    5

  • Sq. Ft.

    4182

  • Year Built

    1963

  • $/SqFt

    $473

Lake Knowles Terrace - With its ideal blend of classic charm and modern updates, this fully remodeled residence is a rare find, offering an exceptional opportunity for those seeking a contemporary lifestyle in a sought-after WRA BUSINESS & REAL ESTATE.

Pended $1,495,000

Reduced By $380,000

Modern farmhouse style home with black trim and landscaping at 1101 Kenwood Ave, Winter Park, FL 32789
Stylish front entrance with black double doors and gray tile at 1101 Kenwood Ave, Winter Park, FL 32789
Bright and airy entryway with light hardwood floors at 1101 Kenwood Ave, Winter Park, FL 32789
On Market For 355 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2955

  • Year Built

    2024

  • $/SqFt

    $506

Dixie Terrace - Schedule your private showing today and be among the first to experience the charm and luxury of this exceptional residence! CORCORAN PREMIER REALTY.

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 372 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 303 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 265 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 551 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 158 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 404 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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