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View 287 Winter Park Florida Homes for Sale

Pended $1,295,000

Inviting single-story home with a white exterior, well-manicured landscaping, and a large shade tree at 1932 Temple Dr, Winter Park, FL 32789
View Details 55 Photos
Inviting single-story home with a white exterior, well-manicured landscaping, and a large shade tree at 1932 Temple Dr, Winter Park, FL 32789
Charming single-story home with lush landscaping and a grand shade tree at twilight at 1932 Temple Dr, Winter Park, FL 32789
Bright and airy living room featuring a large white sectional, wood floors, and an open layout at 1932 Temple Dr, Winter Park, FL 32789
On Market For 50 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2432

  • Year Built

    1952

  • $/SqFt

    $532

A great investment opportunity to live among the finest homes in Winter Park and in well-established neighborhood providing a lifestyle like no other. PREMIER SOTHEBY'S INTL. REALTY.

Home For Sale $559,000

Reduced By $10,500

Modern two-story home with gray siding, manicured landscaping, and a welcoming walkway to the front door at 3901 Woodglade Cv, Winter Park, FL 32792
View Details 44 Photos
Charming two-story home with gray siding, three-car garage, and lush lawn at 3901 Woodglade Cv, Winter Park, FL 32792
First-floor floor plan showing primary bedroom, kitchen, living room, and bathroom layout at 3901 Woodglade Cv, Winter Park, FL 32792
Second-floor floor plan showcasing bedrooms, flex space, and bathroom at 3901 Woodglade Cv, Winter Park, FL 32792
On Market For 52 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2213

  • Year Built

    1984

  • $/SqFt

    $253

Don’t miss this opportunity for a one-of-a-kind gem at an unbeatable price—schedule your showing today! OLYMPUS EXECUTIVE REALTY INC.

Home For Sale $534,900

Charming two-story home features a manicured lawn, long driveway, and inviting front entrance at 1481 Harmon Ave, Winter Park, FL 32789
View Details 31 Photos
Inviting two-story home with a well-kept lawn and quaint pathway leading to the front porch at 1481 Harmon Ave, Winter Park, FL 32789
Welcoming front porch featuring fresh exterior paint and bright windows at 1481 Harmon Ave, Winter Park, FL 32789
Bright living room with hardwood floors, white walls, and decorative furnishings at 1481 Harmon Ave, Winter Park, FL 32789
On Market For 52 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    1900

  • Year Built

    1926

  • $/SqFt

    $282

Don’t miss out on this rare opportunity—schedule your private showing today! KELLER WILLIAMS WINTER PARK.

Home For Sale $409,000

Reduced By $21,000

Charming single-story home with a well-manicured lawn, solar panels and a one car garage at 927 Mare Bello Dr, Winter Park, FL 32792
View Details 22 Photos
Aerial view showcasing home with solar panels and a private pool nestled in a fenced backyard at 927 Mare Bello Dr, Winter Park, FL 32792
Charming one-story home featuring solar panels, an attached garage and a cozy front yard at 927 Mare Bello Dr, Winter Park, FL 32792
Aerial view showcasing the home's layout, solar panels, a private pool, and fenced yard at 927 Mare Bello Dr, Winter Park, FL 32792
On Market For 53 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1327

  • Year Built

    1965

  • $/SqFt

    $308

Experience the perfect blend of modern amenities and prime location at 927 Mare Bello Drive. LA ROSA REALTY KISSIMMEE.

Home For Sale $1,950,000

Two-story white house with a front yard and landscaping at 622 Penn Pl, Winter Park, FL 32789
View Details 26 Photos
Elegant entryway with hardwood floors, chandelier, and staircase at 622 Penn Pl, Winter Park, FL 32789
Spacious living room with hardwood floors, fireplace, and French doors at 622 Penn Pl, Winter Park, FL 32789
Open living room with hardwood floors and views into kitchen at 622 Penn Pl, Winter Park, FL 32789
On Market For 55 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2767

  • Year Built

    2001

  • $/SqFt

    $705

Don’t miss your chance to make this exceptional property your next home! COMMUNITY REALTY ASSOCIATES.

Home For Sale $489,900

Ranch-style home with attached garage and mature landscaping at 3458 Balsam Dr, Winter Park, FL 32792
View Details 12 Photos
Inviting rectangular pool with light-colored stone decking at 3458 Balsam Dr, Winter Park, FL 32792
Refreshing blue rectangular pool, surrounded by lush greenery at 3458 Balsam Dr, Winter Park, FL 32792
Relaxing blue rectangular pool with stone deck and surrounding trees at 3458 Balsam Dr, Winter Park, FL 32792
On Market For 54 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1910

  • Year Built

    1966

  • $/SqFt

    $256

Come see what this amazing community and home has to offer. CENTURY 21 BE3.

Home For Sale $1,895,000

Reduced By $100,000

Charming two-story coral home with landscaped front yard and brick pathway at 817 Antonette Ave, Winter Park, FL 32789
View Details 60 Photos
Elegant entryway with checkered floor and unique decor at 817 Antonette Ave, Winter Park, FL 32789
Green striped sitting room with French doors opening to sunroom at 817 Antonette Ave, Winter Park, FL 32789
Green striped sitting room with ample natural light and unique decor at 817 Antonette Ave, Winter Park, FL 32789
On Market For 55 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3971

  • Year Built

    1990

  • $/SqFt

    $477

Don't miss the opportunity to schedule a private viewing of this unique, one-of-a-kind treasure! FANNIE HILLMAN & ASSOCIATES.

Home For Sale $2,279,000

Charming two-story home featuring a tile roof, a pergola over the garage, and a lush landscaped yard at 141 Oakwood Way, Winter Park, FL 32789
View Details 58 Photos
View of house featuring a tile roof, well-manicured lawn, mature trees, and a paved driveway leading to the garage at 141 Oakwood Way, Winter Park, FL 32789
Close up of home's entry featuring a blue double door, manicured bushes, walkway, and exterior accent lighting at 141 Oakwood Way, Winter Park, FL 32789
Bright dining room with hardwood floors and chandelier at 141 Oakwood Way, Winter Park, FL 32789
On Market For 58 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3909

  • Year Built

    2015

  • $/SqFt

    $583

This is more than a home—it’s an expression of refined living and timeless design. Schedule your private tour today! MAINFRAME REAL ESTATE.

Home For Sale $2,119,000

Two-story modern home with light-colored facade, wood garage doors, and landscaping at 785 N Phelps Ave, Winter Park, FL 32789
View Details 11 Photos
New home construction featuring concrete block walls and open floor plan at 785 N Phelps Ave, Winter Park, FL 32789
Modern kitchen with white cabinets, a large island, and stainless steel appliances at 785 N Phelps Ave, Winter Park, FL 32789
Concrete block wall with window opening showcases backyard greenery and bamboo at 785 N Phelps Ave, Winter Park, FL 32789
On Market For 58 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    2964

  • Year Built

    2025

  • $/SqFt

    $715

Don’t miss the chance to make this stunning property your own — call today for more details and secure your dream home, ready by September 2025! COMPASS FLORIDA LLC.

Home For Sale $1,795,000

Reduced By $155,000

Two-story house with white exterior, gray roof, and landscaped lawn at 1470 Place Picardy, Winter Park, FL 32789
View Details 27 Photos
Elegant two-story house with white exterior, gray roof, and a manicured lawn at 1470 Place Picardy, Winter Park, FL 32789
Bright entryway with hardwood floors and a classic white door at 1470 Place Picardy, Winter Park, FL 32789
Spacious Gathering room with hardwood floors, built-in shelving, and fireplace at 1470 Place Picardy, Winter Park, FL 32789
*POTENTIAL GREAT VALUE
On Market For 58 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    4227

  • Year Built

    2003

  • $/SqFt

    $425

Please see attachments for the full list of improvements. PREMIER SOTHEBY'S INTL. REALTY.

Home For Sale $389,900

Reduced By $9,100

Light blue house with palm trees, walkway, and driveway at 1930 Albert Lee Pkwy, Winter Park, FL 32789
View Details 76 Photos
Cute light blue house with a walkway leading to the front door at 1930 Albert Lee Pkwy, Winter Park, FL 32789
Ranch style home with a light blue exterior and landscaped yard at 1930 Albert Lee Pkwy, Winter Park, FL 32789
Light blue house with a white garage and a mailbox at 1930 Albert Lee Pkwy, Winter Park, FL 32789
On Market For 53 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1262

  • Year Built

    1955

  • $/SqFt

    $309

Don’t miss out on this opportunity to own in one of Central Florida’s most desirable neighborhoods. FLORIDA ONE REAL ESTATE LLC.

Pended $385,000

Reduced By $14,000

Cute one-story home with a red door and well-manicured lawn at 3377 Hamlet Loop, Winter Park, FL 32792
View Details 28 Photos
Idyllic lake view with wooden dock and gazebo in a lush green landscape at 3377 Hamlet Loop, Winter Park, FL 32792
Sparkling community pool surrounded by lounge chairs and lush landscaping at 3377 Hamlet Loop, Winter Park, FL 32792
Cozy living room featuring a fireplace, vaulted ceilings, and comfortable seating at 3377 Hamlet Loop, Winter Park, FL 32792
On Market For 59 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1397

  • Year Built

    1994

  • $/SqFt

    $276

Brand New Roof - 2024, Hvac - 2024, Water Heater - 2017. KELLER WILLIAMS WINTER PARK.

Home For Sale $374,900

Reduced By $25,000

House exterior with a two car garage and landscaping at 3131 Ash Park Loop, Winter Park, FL 32792
View Details 72 Photos
Aerial view of a house and surrounding neighborhood at 3131 Ash Park Loop, Winter Park, FL 32792
House exterior featuring a two-car garage and landscaping at 3131 Ash Park Loop, Winter Park, FL 32792
Brick home with a red front door and covered porch at 3131 Ash Park Loop, Winter Park, FL 32792
On Market For 60 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1408

  • Year Built

    1986

  • $/SqFt

    $266

With its superb location and promising features, 3131 Ash Park Loop is an ideal choice for anyone looking to invest in a property with both immediate appeal and long-term value. STRICKLAND REALTY GROUP INC.

Home For Sale $1,350,000

Reduced By $30,000

Beautiful home with a large front yard, paved driveway and lush landscaping at 1400 S Pennsylvania Ave, Winter Park, FL 32789
View Details 50 Photos
Bright entryway with a large, black curio cabinet and white door at 1400 S Pennsylvania Ave, Winter Park, FL 32789
Open concept dining room with a view of the kitchen and living room at 1400 S Pennsylvania Ave, Winter Park, FL 32789
Modern dining room features an oval table, rattan light, and neutral decor at 1400 S Pennsylvania Ave, Winter Park, FL 32789
On Market For 60 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2060

  • Year Built

    1962

  • $/SqFt

    $655

Be sure and schedule a viewing. JACK KELLER INC.

Pended $569,000

Reduced By $6,000

White house with black garage door, landscaping, and long driveway at 2779 Prince John Rd, Winter Park, FL 32792
View Details 36 Photos
Teal front door and whitewashed brick exterior at 2779 Prince John Rd, Winter Park, FL 32792
Bright living room with hardwood floors and modern furniture at 2779 Prince John Rd, Winter Park, FL 32792
Cozy sitting area with two armchairs and a brown ottoman at 2779 Prince John Rd, Winter Park, FL 32792
On Market For 60 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1579

  • Year Built

    1962

  • $/SqFt

    $360

With its ideal blend of interior luxury and expansive outdoor living, it’s the perfect place to call home. HVAC - 2023, ROOF - 2022 KELLER WILLIAMS WINTER PARK.

Home For Sale $525,000

Reduced By $60,000

Ranch style home with gray exterior, landscaped lawn, and attached garage at 2823 Cady Way, Winter Park, FL 32792
View Details 26 Photos
Living room with hardwood floors, leather couches, and a large piece of art at 2823 Cady Way, Winter Park, FL 32792
Bright living room with hardwood floors, leather furniture, and view into dining room at 2823 Cady Way, Winter Park, FL 32792
Living room with hardwood floors, access to screened patio, and built-in shelving at 2823 Cady Way, Winter Park, FL 32792
On Market For 59 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1688

  • Year Built

    1965

  • $/SqFt

    $311

Easy access to Winter Park shopping, dining and restaurants as well as the Orlando International airport, UCF and Rollins college. Schedule your showing today! COLDWELL BANKER RESIDENTIAL RE.

Home For Sale $383,500

Reduced By $35,000

Charming single-story home with a brick accent, green lawn, and a long, inviting driveway at 942 Hanover Ave, Winter Park, FL 32789
View Details 32 Photos
Quaint single-story home showcasing a brick facade, green lawn, and mature trees at 942 Hanover Ave, Winter Park, FL 32789
Bright, open living room featuring hardwood floors, neutral walls, and large windows overlooking the lush yard at 942 Hanover Ave, Winter Park, FL 32789
Bright bedroom features hardwood floors, a ceiling fan, and multiple windows offering natural light at 942 Hanover Ave, Winter Park, FL 32789
On Market For 60 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1345

  • Year Built

    1956

  • $/SqFt

    $285

Room dimensions are: Living Room — 19'x12' Kitchen — 10'x6 1/2' Master BR — 16'x11' 2nd BR — 13'x11' Sunroom — 12'x12 1/2' Dining — 10x9 1/2' HOME SOLD REALTY LLC.

Home For Sale $459,900

Reduced By $19,100

Charming single-story home featuring a well-manicured lawn and a welcoming front porch with brick accents at 2207 Winter Woods Blvd, Winter Park, FL 32792
View Details 40 Photos
Attractive home exterior showcases a brick pathway leading to the front door, complemented by green landscaping at 2207 Winter Woods Blvd, Winter Park, FL 32792
Bird's eye view of single-Gathering home and neighborhood at 2207 Winter Woods Blvd, Winter Park, FL 32792
Charming front door with decorative details and a welcoming porch light at 2207 Winter Woods Blvd, Winter Park, FL 32792
On Market For 60 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1710

  • Year Built

    1969

  • $/SqFt

    $269

The perfect blend of space, convenience, and flexibility—a true must-see. Schedule your private showing today! COLDWELL BANKER REALTY.

Home For Sale $1,759,000

Two-story home with modern design, three-car garage, and landscaped front yard at 1660 Walnut Ave, Winter Park, FL 32789
View Details 11 Photos
Spacious living room with large windows, comfortable seating, and a modern aesthetic at 1660 Walnut Ave, Winter Park, FL 32789
Modern kitchen with gray cabinetry, center island, and stainless steel appliances at 1660 Walnut Ave, Winter Park, FL 32789
Bright bedroom with a ceiling fan, neutral color palette, and stylish decor at 1660 Walnut Ave, Winter Park, FL 32789
On Market For 62 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2172

  • Year Built

    2025

  • $/SqFt

    $810

Don’t miss the opportunity to make this stunning Winter Park home yours. COMPASS FLORIDA LLC.

Pended $1,500,000

Inviting front porch with blue door and screened enclosure at 747 Mcintyre Ave, Winter Park, FL 32789
View Details 44 Photos
Cute one-story house with a spacious lawn at 747 Mcintyre Ave, Winter Park, FL 32789
Cute one-story house with a spacious lawn at 747 Mcintyre Ave, Winter Park, FL 32789
Cute one-story house with a spacious lawn at 747 Mcintyre Ave, Winter Park, FL 32789
On Market For 28 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1457

  • Year Built

    1950

  • $/SqFt

    $1,030

Opportunities like this are a rare find in Winter Park! FANNIE HILLMAN & ASSOCIATES.

Home For Sale $2,995,000

A charming two-story home with light blue shutters and manicured lawn at 1400 Place Picardy, Winter Park, FL 32789
View Details 48 Photos
Elegant front entry with a wood door, flanked by light blue shutters at 1400 Place Picardy, Winter Park, FL 32789
Bright and spacious entryway with hardwood floors and blue patterned wallpaper at 1400 Place Picardy, Winter Park, FL 32789
Open dining room with hardwood floors, blue accents and chandelier at 1400 Place Picardy, Winter Park, FL 32789
On Market For 66 Days

  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    4411

  • Year Built

    2008

  • $/SqFt

    $679

Call today to schedule your private showing. You will Love living here! PREMIER SOTHEBY'S INTL. REALTY.

Pended $599,900

Reduced By $50,100

Modern two-story house with gray siding, paver driveway, and landscaped lawn at 1875 Staunton Ave, Winter Park, FL 32789
View Details 24 Photos
Modern two-story house with gray siding, paver driveway, and landscaped lawn at 1875 Staunton Ave, Winter Park, FL 32789
Modern two-story house with gray siding, paver driveway, and landscaped lawn at 1875 Staunton Ave, Winter Park, FL 32789
Inviting front entrance with gray siding, paver walkway, and potted plants at 1875 Staunton Ave, Winter Park, FL 32789
On Market For 65 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2036

  • Year Built

    1954

  • $/SqFt

    $295

You are less than 2 miles from Park Avenue. THE AGENCY ORLANDO.

Pended $579,000

Reduced By $10,000

Inviting front porch with patterned tile, wooden post, and a charming wreath at 1424 Cavendish Rd, Winter Park, FL 32789
View Details 47 Photos
Relaxing backyard oasis featuring a refreshing pool with patio furniture at 1424 Cavendish Rd, Winter Park, FL 32789
Charming bungalow with lush landscaping, driveway, and a green exterior at 1424 Cavendish Rd, Winter Park, FL 32789
House exterior with a green facade, black garage door, and manicured lawn at 1424 Cavendish Rd, Winter Park, FL 32789
On Market For 66 Days

  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    1132

  • Year Built

    1949

  • $/SqFt

    $511

Don’t miss the opportunity to make this Gem your new home! KEYSEEKERS REAL ESTATE.

Pended $414,000

Reduced By $17,000

Charming yellow house with a brick driveway and well-manicured lawn at 2111 Staunton Ave, Winter Park, FL 32789
View Details 23 Photos
Bright living room with hardwood floors, comfy seating, and modern decor at 2111 Staunton Ave, Winter Park, FL 32789
Spacious living area showcasing hardwood floors and ample natural light at 2111 Staunton Ave, Winter Park, FL 32789
Spacious bedroom with light walls, hardwood floors, and built-in storage at 2111 Staunton Ave, Winter Park, FL 32789
On Market For 66 Days

  • Bedrooms

    3

  • Full Bath(s)

    1

  • Sq. Ft.

    1292

  • Year Built

    1954

  • $/SqFt

    $320

This property is a true gem, offering comfort and sophistication. OPENDOOR BROKERAGE LLC.

Home For Sale $1,599,900

Two-story home with a modern design, dark brown garage doors, and landscaping at 1417 Miller Ave, Winter Park, FL 32789
View Details 4 Photos
Home with a pool, outdoor kitchen, and relaxing lounge area at 1417 Miller Ave, Winter Park, FL 32789
Ground floor plan showcasing an open layout with a large living room and kitchen at 1417 Miller Ave, Winter Park, FL 32789
Second floor plan featuring three bedrooms, two bathrooms and a loft at 1417 Miller Ave, Winter Park, FL 32789
On Market For 67 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3312

  • Year Built

    2025

  • $/SqFt

    $483

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

Home For Sale $639,999

Reduced By $10,001

Stunning curb appeal! This home features a two-car garage and a beautifully landscaped yard at 1401 Lone Feather Trl, Winter Park, FL 32792
View Details 49 Photos
Modern kitchen with white cabinets, stainless steel appliances, and quartz countertops at 1401 Lone Feather Trl, Winter Park, FL 32792
Open concept kitchen boasts white cabinets, stainless steel appliances, and an island at 1401 Lone Feather Trl, Winter Park, FL 32792
Private backyard with a spacious patio and lush green lawn at 1401 Lone Feather Trl, Winter Park, FL 32792
On Market For 67 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1770

  • Year Built

    2022

  • $/SqFt

    $362

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

Pended $610,000

Reduced By $39,000

Charming remodeled home with modern exterior and landscaped lawn at 631 Callahan St, Winter Park, FL 32789
View Details 37 Photos
Modern house exterior featuring a white facade, black accents, and a landscaped front yard at 631 Callahan St, Winter Park, FL 32789
Updated home with modern exterior and beautiful landscaping at 631 Callahan St, Winter Park, FL 32789
Charming house exterior with a lush green lawn and beautiful landscaping at 631 Callahan St, Winter Park, FL 32789
On Market For 67 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1751

  • Year Built

    1950

  • $/SqFt

    $348

Come see it for yourself – this is luxury living at its finest. CORCORAN PREMIER REALTY.

Home For Sale $599,900

Reduced By $49,100

Mid-century ranch home with carport and well-manicured lawn at 2100 Suffield Dr, Winter Park, FL 32792
View Details 46 Photos
House with pool and large lot, desirable location at 2100 Suffield Dr, Winter Park, FL 32792
Inviting rectangular pool with patio and tropical landscaping at 2100 Suffield Dr, Winter Park, FL 32792
Spacious living room with brick fireplace and comfortable seating at 2100 Suffield Dr, Winter Park, FL 32792
On Market For 68 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1807

  • Year Built

    1960

  • $/SqFt

    $332

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

Home For Sale $549,900

Reduced By $39,100

Brick ranch house with red front door and landscaped yard at 2855 Cady Way, Winter Park, FL 32792
View Details 35 Photos
Brick ranch house with attached garage and landscaped lawn at 2855 Cady Way, Winter Park, FL 32792
One-story home with gray siding, landscaping, and a curved driveway at 2855 Cady Way, Winter Park, FL 32792
Modern kitchen with stainless steel appliances, granite counters, and white cabinets at 2855 Cady Way, Winter Park, FL 32792
On Market For 69 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1736

  • Year Built

    1964

  • $/SqFt

    $317

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

Home For Sale $425,000

Tan house with a two-car garage and mature landscaping at 1309 Paradise Ln, Winter Park, FL 32792
View Details 39 Photos
Bright living room with fireplace,tile flooring and view to kitchen and backyard at 1309 Paradise Ln, Winter Park, FL 32792
Spacious living room with tiled floors and neutral color palette at 1309 Paradise Ln, Winter Park, FL 32792
Spacious living room with tiled floors and neutral color palette at 1309 Paradise Ln, Winter Park, FL 32792
On Market For 69 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1606

  • Year Built

    1984

  • $/SqFt

    $265

Conveniently located, this home offers easy access to nearby shopping, dining and major roadways and is in the A Rated Lake Howell High school zone. COLDWELL BANKER REALTY.

Home For Sale $4,500,000

Two-story brick home with dark brown accents, landscaping, and a two-car garage at 702 Via Bella, Winter Park, FL 32789
View Details 7 Photos
Brick home with herringbone driveway, landscaping, and a two-car garage at 702 Via Bella, Winter Park, FL 32789
Two-story home with a two-car garage and landscaped yard, showcasing a beautiful brick exterior at 702 Via Bella, Winter Park, FL 32789
Two-story brick home with dark brown accents, landscaping, and a two-car garage at 702 Via Bella, Winter Park, FL 32789
On Market For 69 Days

  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    3720

  • Year Built

    2025

  • $/SqFt

    $1,210

The perfect home for those seeking luxurious living and refined elegance. FLORIDIAN REALTY GROUP LLC.

Home For Sale $429,900

Reduced By $10,000

One-story house with a gray exterior, attached garage, and well-maintained lawn at 5405 Justine Way, Winter Park, FL 32792
View Details 30 Photos
Landscaped one story house with gray siding, attached garage, and spacious yard at 5405 Justine Way, Winter Park, FL 32792
Bright living room featuring hardwood floors and neutral walls at 5405 Justine Way, Winter Park, FL 32792
Spacious living area with hardwood floors and access to kitchen and backyard at 5405 Justine Way, Winter Park, FL 32792
On Market For 70 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1247

  • Year Built

    1981

  • $/SqFt

    $345

Don’t just take my word for it – come see how your life fits perfectly into this Winter Park wonder. TBRO REALTY LLC.

Pended $385,000

Reduced By $15,000

Mid-century modern home with gray exterior, landscaping, and driveway at 5102 Lake Howell Rd, Winter Park, FL 32792
View Details 23 Photos
Inviting front entrance with a white door, and sidelights, a welcoming poinsettia plant at 5102 Lake Howell Rd, Winter Park, FL 32792
Open living room with tile floors, partial kitchen view, and access to backyard at 5102 Lake Howell Rd, Winter Park, FL 32792
Living room with tile floors, kitchen view, and access to backyard at 5102 Lake Howell Rd, Winter Park, FL 32792
On Market For 53 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1452

  • Year Built

    1957

  • $/SqFt

    $265

You will want to call this one home. COLDWELL BANKER REALTY.

Home For Sale $995,000

Reduced By $185,000

Two-story house with a blue metal roof, attached garage, and basketball hoop at 1975 Biscayne Dr, Winter Park, FL 32789
View Details 37 Photos
Two-story house with a blue metal roof and attached garage at 1975 Biscayne Dr, Winter Park, FL 32789
Open concept living room and kitchen with white sofas and modern decor at 1975 Biscayne Dr, Winter Park, FL 32789
Living room features a white sectional sofa, fireplace, and Christmas tree at 1975 Biscayne Dr, Winter Park, FL 32789
On Market For 70 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3270

  • Year Built

    2020

  • $/SqFt

    $304

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

Home For Sale $680,000

Reduced By $19,000

Charming ranch home with a two-car garage and well-manicured lawn at 1792 Killarney Dr, Winter Park, FL 32789
View Details 33 Photos
Inviting front porch with colorful seating and patterned tile at 1792 Killarney Dr, Winter Park, FL 32789
Spacious living room featuring a fireplace and mid-century modern furniture at 1792 Killarney Dr, Winter Park, FL 32789
Bright living room with a green sofa and hardwood floors at 1792 Killarney Dr, Winter Park, FL 32789
On Market For 71 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2082

  • Year Built

    1958

  • $/SqFt

    $327

Additionally, it is less than 1 mile to Trader Joe's and 1.5 miles to Park Ave. Don't miss out on this exceptional opportunity to own a piece of Winter Park paradise. THE AGENCY ORLANDO.

Pended $675,000

Reduced By $24,000

Modern home exterior boasts a white and gray color scheme, attached garage, and well-manicured lawn at 1037 Fairway Dr, Winter Park, FL 32792
View Details 47 Photos
Aerial view showcases a remodeled home with a golf course view, and a large backyard at 1037 Fairway Dr, Winter Park, FL 32792
Newly remodeled home features a clean, modern exterior and a spacious driveway at 1037 Fairway Dr, Winter Park, FL 32792
Attractive home is situated on a golf course and features a large backyard at 1037 Fairway Dr, Winter Park, FL 32792
On Market For 30 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2145

  • Year Built

    1978

  • $/SqFt

    $315

This home offers the perfect combination of style, functionality, and comfort – a true gem on Winter Golfside Community! LEGACY REALTY & BROKERS LLC.

Home For Sale $900,000

Reduced By $39,900

Two-story house with a two-car garage and paved driveway at 675 Overspin Dr, Winter Park, FL 32789
View Details 37 Photos
Two-story house with a two-car garage and paved driveway at 675 Overspin Dr, Winter Park, FL 32789
Front entrance with arched entryway and walkway at 675 Overspin Dr, Winter Park, FL 32789
Spacious kitchen with island, stainless steel appliances, and wood cabinets at 675 Overspin Dr, Winter Park, FL 32789
On Market For 73 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2962

  • Year Built

    2010

  • $/SqFt

    $304

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

Pended $587,000

Reduced By $38,000

Charming single story home with a manicured lawn, beautiful trees, a 2-car garage, and freshly painted brick at 7884 Broken Arrow Trl, Winter Park, FL 32792
View Details 33 Photos
Charming single story home with a manicured lawn, beautiful trees, a 2-car garage, and freshly painted brick at 7884 Broken Arrow Trl, Winter Park, FL 32792
View of the front porch with a unique painted brick facade, decorative plants, and newly tiled patio at 7884 Broken Arrow Trl, Winter Park, FL 32792
Inviting foyer leading to the dining and living areas with updated flooring and decorative lighting at 7884 Broken Arrow Trl, Winter Park, FL 32792
On Market For 71 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1906

  • Year Built

    1972

  • $/SqFt

    $308

Reach out with any questions and to schedule a private tour! CHARLES RUTENBERG REALTY ORLANDO.

Pended $535,000

Reduced By $14,000

Charming ranch home with red door and well-manicured lawn at 525 S Lakemont Ave, Winter Park, FL 32792
View Details 27 Photos
Spacious living room with parquet floors and comfy seating at 525 S Lakemont Ave, Winter Park, FL 32792
Open living room showcasing hardwood floors and access to kitchen at 525 S Lakemont Ave, Winter Park, FL 32792
Cozy living room with hardwood floors and a view into the kitchen at 525 S Lakemont Ave, Winter Park, FL 32792
On Market For 67 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1520

  • Year Built

    1955

  • $/SqFt

    $352

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

Home For Sale $697,000

Reduced By $18,000

Attractive ranch home with circular driveway and mature landscaping at 958 Dunraven Dr, Winter Park, FL 32792
View Details 36 Photos
Updated kitchen featuring wood cabinets, stainless steel appliances, and quartz countertops at 958 Dunraven Dr, Winter Park, FL 32792
Updated kitchen with stainless steel appliances and wood cabinets at 958 Dunraven Dr, Winter Park, FL 32792
Bright kitchen boasts modern appliances and ample cabinet space at 958 Dunraven Dr, Winter Park, FL 32792
On Market For 74 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    1835

  • Year Built

    1957

  • $/SqFt

    $380

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

Home For Sale $499,900

Reduced By $5,000

Updated single-story home with a stone facade and a two-car garage at 1710 Aster Dr, Winter Park, FL 32792
View Details 30 Photos
Inviting front entry with stone pillars and a double door at 1710 Aster Dr, Winter Park, FL 32792
Bright entryway with hardwood floors and a console table at 1710 Aster Dr, Winter Park, FL 32792
Spacious living room featuring a stone fireplace and hardwood floors at 1710 Aster Dr, Winter Park, FL 32792
On Market For 74 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1664

  • Year Built

    1979

  • $/SqFt

    $300

Highly desirable area with easy access to shopping & main roads. FOLIO REALTY LLC.

Home For Sale $589,900

Reduced By $10,000

Single-story house with attached garage and landscaping at 1116 Fairway Dr, Winter Park, FL 32792
View Details 34 Photos
Shows a spacious layout with multiple bedrooms and living areas at 1116 Fairway Dr, Winter Park, FL 32792
Single-story house with attached garage and landscaping at 1116 Fairway Dr, Winter Park, FL 32792
Single-story house with attached garage and landscaping at 1116 Fairway Dr, Winter Park, FL 32792
On Market For 77 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1738

  • Year Built

    1978

  • $/SqFt

    $339

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

Home For Sale $475,000

Reduced By $10,000

Single-story home with a white garage door and palm trees in the front yard at 1354 Tierra Cir, Winter Park, FL 32792
View Details 31 Photos
Home entryway with dark gray door and terracotta tile floor at 1354 Tierra Cir, Winter Park, FL 32792
Living room with hardwood floors, a large TV, and comfortable seating at 1354 Tierra Cir, Winter Park, FL 32792
Living room with hardwood floors, a large TV, and comfortable seating at 1354 Tierra Cir, Winter Park, FL 32792
On Market For 77 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1827

  • Year Built

    1969

  • $/SqFt

    $260

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

Home For Sale $475,000

Reduced By $50,000

Aerial view of single-story house with a two-car garage, landscaped yard, and pond in the background at 2073 Shadyhill Ter, Winter Park, FL 32792
View Details 48 Photos
House with a large backyard, a pond, and surrounding houses visible in the distance at 2073 Shadyhill Ter, Winter Park, FL 32792
Single-story house with a white garage door and landscaping. It has a yellow exterior with a gray roof at 2073 Shadyhill Ter, Winter Park, FL 32792
Single-story house with a white garage door, lush landscaping, and a brick walkway at 2073 Shadyhill Ter, Winter Park, FL 32792
On Market For 79 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1647

  • Year Built

    1988

  • $/SqFt

    $288

This is your opportunity to own your dream home that includes tranquility along with convenience, while offering access to top-rated Seminole County schools, and perfectly located near plenty of dining and shopping options. KROLL REALTY GROUP.

Home For Sale $11,900,000

Grand two-story home with gated entry and lush landscaping at 1120 Preserve Point Dr, Winter Park, FL 32789
View Details 85 Photos
Elegant home at sunset, gated entrance, palm trees at 1120 Preserve Point Dr, Winter Park, FL 32789
Stunning home with gated entry and manicured landscaping at 1120 Preserve Point Dr, Winter Park, FL 32789
Beautiful home with gated entry and manicured landscaping at 1120 Preserve Point Dr, Winter Park, FL 32789
*POTENTIAL GREAT VALUE
On Market For 81 Days

  • Bedrooms

    7

  • Full Bath(s)

    9

  • Sq. Ft.

    11255

  • Year Built

    2009

  • $/SqFt

    $1,057

With its own private gated entrance, this home is a one-of-a-kind opportunity to enjoy all of the amenities that Winter Park and Windsong have to offer. PREMIER SOTHEBY'S INTL. REALTY.

Home For Sale $1,295,000

Reduced By $100,000

Modern two-story house with a landscaped lawn and walkway at 433 Carolina Ave, Winter Park, FL 32789
View Details 22 Photos
Spacious kitchen featuring a large island and stainless steel appliances at 433 Carolina Ave, Winter Park, FL 32789
Bright kitchen with white cabinets, quartz countertops, and a farmhouse sink at 433 Carolina Ave, Winter Park, FL 32789
Open concept kitchen with island seating and dark hardwood floors at 433 Carolina Ave, Winter Park, FL 32789
On Market For 81 Days

  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    2700

  • Year Built

    2018

  • $/SqFt

    $480

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

Home For Sale $1,275,000

Reduced By $20,000

Inviting front entrance with lush landscaping and double doors at 1611 Walnut Ave, Winter Park, FL 32789
View Details 41 Photos
Charming house exterior with mature trees and a brick driveway at 1611 Walnut Ave, Winter Park, FL 32789
White house exterior with lush landscaping and a stone pathway at 1611 Walnut Ave, Winter Park, FL 32789
Spacious living room featuring high ceilings, large windows, and comfortable seating at 1611 Walnut Ave, Winter Park, FL 32789
On Market For 81 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2635

  • Year Built

    1951

  • $/SqFt

    $484

Come see what could be Your next home! COLDWELL BANKER RESIDENTIAL RE.

Pended $799,000

Reduced By $50,000

Charming single-story home features a red front door, patterned driveway, manicured lawn, and mature palm trees at 744 London Rd, Winter Park, FL 32792
View Details 85 Photos
Updated mid-century home with red front door and paver driveway at 744 London Rd, Winter Park, FL 32792
Bright red front door entry with paver walkway at 744 London Rd, Winter Park, FL 32792
Bright foyer with white tile floors, glass-paneled front door, and mirrors creates a welcoming entrance at 744 London Rd, Winter Park, FL 32792
On Market For 81 Days

  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    2804

  • Year Built

    1968

  • $/SqFt

    $285

Don’t miss the opportunity to make it yours! CHARLES RUTENBERG REALTY ORLANDO.

Home For Sale $749,900

Two-story light blue house with gray accents, a fenced yard, and a brick walkway at 1521 Harmon Ave, Winter Park, FL 32789
View Details 31 Photos
Two-story light blue house with gray accents, a fenced yard, and a brick walkway at 1521 Harmon Ave, Winter Park, FL 32789
Two-story light blue house with gray accents, a fenced yard, and a brick walkway at 1521 Harmon Ave, Winter Park, FL 32789
Spacious living room with hardwood floors, a large sectional sofa, and a wooden staircase at 1521 Harmon Ave, Winter Park, FL 32789
On Market For 80 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2302

  • Year Built

    2008

  • $/SqFt

    $326

This exceptional home combines style, functionality, and location in one perfect package! ALL REAL ESTATE & INVESTMENTS.

Pended $575,000

Reduced By $25,000

Ranch style home with a spacious yard and attached garage at 513 Cornwall Rd, Winter Park, FL 32792
View Details 60 Photos
Bright entryway with built-in shelving and home office at 513 Cornwall Rd, Winter Park, FL 32792
Living room featuring a brick accent wall and stylish furniture at 513 Cornwall Rd, Winter Park, FL 32792
Living room with built-in shelving and comfortable seating at 513 Cornwall Rd, Winter Park, FL 32792
On Market For 81 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1735

  • Year Built

    1965

  • $/SqFt

    $331

The optional $60 per year ensures the upkeep of the community signage and common area landscaping, the distribution of the bi-monthly "Needles from the Pines" newsletter, special neighborhood events, and more. BHHS FLORIDA REALTY.

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