Search results for Winter Park Homes for sale page 5

Home For Sale $750,000

726 N Pennsylvania Ave, Winter Park, FL 32789

View Details 30 Photos

Aerial view of modern home adjacent to a lush golf course and featuring ample parking at 726 N Pennsylvania Ave, Winter Park, FL 32789

Modern kitchen featuring stainless steel appliances, a black marble backsplash and a stylish breakfast bar at 726 N Pennsylvania Ave, Winter Park, FL 32789

Contemporary kitchen with stainless steel appliances, sleek black cabinetry and tiled flooring at 726 N Pennsylvania Ave, Winter Park, FL 32789

On Market For 77 Days

Bedrooms
3
Full Bath(s)
2
Sq. Ft.
1167
Year Built
2015
$/SqFt
$643

Don’t miss this incredible opportunity in one of Winter Park’s most sought-after locations, Schedule your private showing today! RE/MAX TOWN & COUNTRY REALTY.

Home For Sale $550,000

720 N Pennsylvania Ave, Winter Park, FL 32789

Stylish modern home with a geometric design, white exterior, brick driveway, and manicured front yard hedge at 720 N Pennsylvania Ave, Winter Park, FL 32789

View Details 26 Photos

A scenic aerial view of a modern home with a golf course, railroad, and lush greenery in the neighborhood at 720 N Pennsylvania Ave, Winter Park, FL 32789

Open-concept living room with modern furniture, a ceiling fan, and an open view into the modern kitchen at 720 N Pennsylvania Ave, Winter Park, FL 32789

Bright living room with wood-look tile flooring, neutral sofa, pops of color, and contemporary decor at 720 N Pennsylvania Ave, Winter Park, FL 32789

On Market For 77 Days

Bedrooms
3
Full Bath(s)
2
Sq. Ft.
1115
Year Built
2015
$/SqFt
$493

Don’t miss this chance to own a modern, stylish home in the heart of Winter Park! Schedule your private showing today. RE/MAX TOWN & COUNTRY REALTY.

Home For Sale $749,000

5150 Old Howell Branch Rd, Winter Park, FL 32792

View Details 38 Photos

An aerial view showcases the home's location near a road and the surrounding neighborhood at 5150 Old Howell Branch Rd, Winter Park, FL 32792

Charming single-story brick home featuring an attached garage and well-maintained lawn at 5150 Old Howell Branch Rd, Winter Park, FL 32792

A bright, modern living room with stylish furniture, sleek flooring, and neutral decor at 5150 Old Howell Branch Rd, Winter Park, FL 32792

On Market For 78 Days

Bedrooms
3
Full Bath(s)
1
Sq. Ft.
2108
Year Built
1964
$/SqFt
$355

This property is perfect for businesses seeking high visibility and accessibility, with excellent potential for various uses and expansion. COMPASS FLORIDA, LLC.

Home For Sale $1,675,000

607 Ellen Dr, Winter Park, FL 32789

View Details 4 Photos

Waterfront homes featuring private docks and pools, situated on a picturesque lake at 607 Ellen Dr, Winter Park, FL 32789

Scenic lake view featuring a private dock and residents paddle boarding at 607 Ellen Dr, Winter Park, FL 32789

Elegant two-story house boasting contemporary design with a flat roof and vibrant landscaping at 607 Ellen Dr, Winter Park, FL 32789

On Market For 81 Days

Bedrooms
4
Full Bath(s)
3
Sq. Ft.
2812
Year Built
2025
$/SqFt
$596

Last home available in the neighborhood and is priced well as this home will not last long! ! COMMUNITY REALTY ASSOCIATES.

Home For Sale $1,295,000

1611 Chestnut Ave, Winter Park, FL 32789

Charming single-Gathering home featuring a light-colored exterior, wood-look garage door, and well-manicured landscaping at 1611 Chestnut Ave, Winter Park, FL 32789

View Details 84 Photos

Aerial view of the home showcasing its gray roof, backyard space, and proximity to surrounding neighborhood at 1611 Chestnut Ave, Winter Park, FL 32789

Property highlighted by boundary lines showing its location and surrounding homes and well-manicured lawns at 1611 Chestnut Ave, Winter Park, FL 32789

Overhead image of a neighborhood featuring well-maintained homes, private pools, and mature landscaping at 1611 Chestnut Ave, Winter Park, FL 32789

On Market For 81 Days

Bedrooms
4
Full Bath(s)
4
Sq. Ft.
2916
Year Built
1973
$/SqFt
$444

Lake Knowles Terrace - According to the owner backyard can accommodate a POOL! PARK AVENUE REALTY LLC.

Pended $429,990

7427 Houston E Ct, Winter Park, FL 32792

Reduced By $20,000

View Details 24 Photos

Inviting front entry with decorative door, adjacent window, and clean landscaping at 7427 Houston E Ct, Winter Park, FL 32792

On Market For 78 Days

Bedrooms
3
Full Bath(s)
2
Sq. Ft.
1326
Year Built
1971
$/SqFt
$324

Woodcrest - Schedule your visit today and come see why this should be your next home. FUTURE HOME REALTY INC.

Home For Sale $1,125,000

1690 Oneco Ave, Winter Park, FL 32789

Reduced By $70,000

View Details 30 Photos

Inviting single-story home with a brick driveway, lush lawn, and a charming terracotta-tiled roof at 1690 Oneco Ave, Winter Park, FL 32789

Beautiful single-story home featuring a well-manicured lawn, brick driveway, and a classic terracotta tile roof at 1690 Oneco Ave, Winter Park, FL 32789

Bright foyer with dark wood door, travertine floors, white pillars, arches and natural light from black-framed windows at 1690 Oneco Ave, Winter Park, FL 32789

On Market For 82 Days

Bedrooms
4
Full Bath(s)
3
Sq. Ft.
2703
Year Built
1967
$/SqFt
$416

Winter Park Heights - “Included in price” the seller has ordered and is replacing all countertops in the kitchen, butler pantry, office and laundry areas with an off white/neutral color solid-product (please see photos at end of group)… PREMIER SOTHEBY'S INTL. REALTY.

Home For Sale $795,000

625 Brechin Dr, Winter Park, FL 32792

Reduced By $24,000

View Details 42 Photos

Inviting home showcasing a brick driveway leading to an attached garage and landscaped front yard at 625 Brechin Dr, Winter Park, FL 32792

Close-up of the brick-paved entryway with decorative columns and trimmed hedges at 625 Brechin Dr, Winter Park, FL 32792

Bright and airy living room featuring hardwood floors and a doorway to another room at 625 Brechin Dr, Winter Park, FL 32792

On Market For 82 Days

Bedrooms
3
Full Bath(s)
2
Sq. Ft.
1827
Year Built
1961
$/SqFt
$435

Located in one of Winter Park’s most adored communities, residences of Kenilworth Shores are zoned for the highly desirable Brookshire Elementary/Glenridge Middle/Winter Park High school district and are just a few minutes away from the Park Avenue shopping and dining district, Rollins College, Advent Health, Baldwin Park, and more. KELLY PRICE & COMPANY LLC.

Home For Sale $449,900

5359 Lanyard Ct, Winter Park, FL 32792

Reduced By $30,100

View Details 31 Photos

Well-manicured lawn and lush landscaping surround this single story home with an attached garage at 5359 Lanyard Ct, Winter Park, FL 32792

Warm and inviting foyer with neutral tile flooring, red accent wall, and decorative touches at 5359 Lanyard Ct, Winter Park, FL 32792

On Market For 82 Days

Bedrooms
3
Full Bath(s)
2
Sq. Ft.
1572
Year Built
1973
$/SqFt
$286

Woodcrest - This home is a rare gem for first-time buyers or anyone looking for a stress-free, move-in-ready home. REDFIN CORPORATION.

Home For Sale $400,000

7331 Blue Jacket W Pl, Winter Park, FL 32792

Reduced By $30,000

View Details 44 Photos

Bright, open-concept kitchen with white cabinets, stainless steel appliances, and a breakfast bar overlooking the living area at 7331 Blue Jacket W Pl, Winter Park, FL 32792

Open-concept living area with stylish flooring, modern lighting, and an abundance of natural light at 7331 Blue Jacket W Pl, Winter Park, FL 32792

Modern kitchen featuring stainless steel appliances, a sleek backsplash, and a breakfast bar with pendant lighting at 7331 Blue Jacket W Pl, Winter Park, FL 32792

On Market For 82 Days

Bedrooms
3
Full Bath(s)
2
Sq. Ft.
1581
Year Built
1970
$/SqFt
$253

Woodcrest - Don’t miss your chance to make this move-in ready gem your new home! NETWORTH REALTY OF ORLANDO, LLC.

Home For Sale $1,100,000

1585 Chestnut Ave, Winter Park, FL 32789

Reduced By $150,000

View Details 45 Photos

Inviting single-story home with lush landscaping, brick driveway, and a cozy front yard at 1585 Chestnut Ave, Winter Park, FL 32789

Attractive home showcasing neat landscaping, a gray garage door, and a clay tile roof at 1585 Chestnut Ave, Winter Park, FL 32789

Bright dining room featuring a ceiling fan, large windows, and unique tile flooring at 1585 Chestnut Ave, Winter Park, FL 32789

On Market For 81 Days

Bedrooms
4
Full Bath(s)
2
Sq. Ft.
2220
Year Built
1959
$/SqFt
$495

Lake Knowles Terrace - Don’t miss your chance to own a piece of Winter Parks most desirable neighborhood! KELLER WILLIAMS WINTER PARK.

Pended $284,000

1727 Winter Green Blvd, Winter Park, FL 32792

Reduced By $9,000

View Details 18 Photos

Bright living room with large arched window, neutral decor, and wood-look floors showcasing a comfortable and inviting space at 1727 Winter Green Blvd, Winter Park, FL 32792

Spacious living room with a large window, plenty of sunlight, and wood floors at 1727 Winter Green Blvd, Winter Park, FL 32792

Well-lit kitchen featuring granite countertops, stainless steel appliances, and white cabinetry at 1727 Winter Green Blvd, Winter Park, FL 32792

On Market For 69 Days

Bedrooms
3
Full Bath(s)
2
Sq. Ft.
1187
Year Built
1994
$/SqFt
$239

Winter Green - Like what you hear? Come see it for yourself! OPENDOOR BROKERAGE LLC.

Pended $675,000

1219 Verdant Glade Pl, Winter Park, FL 32792

Reduced By $15,000

Charming two-story home featuring a well-manicured front yard, brick driveway and attached two car garage at 1219 Verdant Glade Pl, Winter Park, FL 32792

View Details 45 Photos

A beautiful home with a brick driveway, two-car garage, and landscaped front yard is seen on a bright sunny day at 1219 Verdant Glade Pl, Winter Park, FL 32792

Inviting front entrance with a brick walkway, lush landscaping, and a welcoming covered porch at 1219 Verdant Glade Pl, Winter Park, FL 32792

Bright foyer featuring tile floors, staircase with iron railing, and an open doorway to the outside at 1219 Verdant Glade Pl, Winter Park, FL 32792

On Market For 85 Days

Bedrooms
3
Full Bath(s)
3
Sq. Ft.
2002
Year Built
2019
$/SqFt
$337

Meadows At Hawks Crest - Don't miss out on this exceptional Winter Park home offering luxury, convenience, and a serene setting. FORTUNE INTERNATIONAL REALTY.

Home For Sale $549,000

3901 Woodglade Cv, Winter Park, FL 32792

Reduced By $20,500

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 89 Days

Bedrooms
4
Full Bath(s)
2
Sq. Ft.
2213
Year Built
1984
$/SqFt
$248

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

Pended $409,000

927 Mare Bello Dr, Winter Park, FL 32792

Reduced By $21,000

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 89 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

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 92 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 $450,000

3458 Balsam Dr, Winter Park, FL 32792

Reduced By $39,900

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 91 Days

Bedrooms
3
Full Bath(s)
2
Sq. Ft.
1910
Year Built
1966
$/SqFt
$236

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

Home For Sale $1,825,000

817 Antonette Ave, Winter Park, FL 32789

Reduced By $170,000

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 93 Days

Bedrooms
4
Full Bath(s)
3
Sq. Ft.
3971
Year Built
1990
$/SqFt
$460

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

Home For Sale $2,254,000

141 Oakwood Way, Winter Park, FL 32789

Reduced By $25,000

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 95 Days

Bedrooms
5
Full Bath(s)
4
Sq. Ft.
3909
Year Built
2015
$/SqFt
$577

Charmont - 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

785 N Phelps Ave, Winter Park, FL 32789

View Details 10 Photos

Two story home under construction with zip system sheathing and a dumpster in the driveway 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

View of unfinished home interior with wood framing, block walls, and an unfinished concrete floor at 785 N Phelps Ave, Winter Park, FL 32789

On Market For 95 Days

Bedrooms
5
Full Bath(s)
4
Sq. Ft.
2964
Year Built
2025
$/SqFt
$715

Comstock Park - 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 $1,770,000

1470 Place Picardy, Winter Park, FL 32789

Reduced By $180,000

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 96 Days

Bedrooms
5
Full Bath(s)
4
Sq. Ft.
4227
Year Built
2003
$/SqFt
$419

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

Home For Sale $389,900

1930 Albert Lee Pkwy, Winter Park, FL 32789

Reduced By $9,100

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 90 Days

Bedrooms
2
Full Bath(s)
2
Sq. Ft.
1262
Year Built
1955
$/SqFt
$309

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

Home For Sale $374,900

3131 Ash Park Loop, Winter Park, FL 32792

Reduced By $25,000

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 97 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 $1,300,000

1400 S Pennsylvania Ave, Winter Park, FL 32789

Reduced By $80,000

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 97 Days

Bedrooms
4
Full Bath(s)
3
Sq. Ft.
2060
Year Built
1962
$/SqFt
$631

Banks Colonial Estates - Be sure and schedule a viewing. JACK KELLER INC.

Home For Sale $525,000

2823 Cady Way, Winter Park, FL 32792

Reduced By $60,000

View Details 27 Photos

Bright living room with natural light, wood floors, and access to a bedroom at 2823 Cady Way, Winter Park, FL 32792

Bright living room with wood floors, a large window, and views to the bedroom at 2823 Cady Way, Winter Park, FL 32792

Bright and airy living room featuring wood flooring and light neutral paint at 2823 Cady Way, Winter Park, FL 32792

On Market For 88 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.

Pended $455,000

2207 Winter Woods Blvd, Winter Park, FL 32792

Reduced By $24,000

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

An aerial view showcases the home's roof, landscaping, and position on a corner lot at 2207 Winter Woods Blvd, Winter Park, FL 32792

Charming home featuring arched entryway, brick accents, and well-maintained lawn at 2207 Winter Woods Blvd, Winter Park, FL 32792

A view of home's front entry, featuring arched column and green front door at 2207 Winter Woods Blvd, Winter Park, FL 32792

On Market For 96 Days

Bedrooms
4
Full Bath(s)
2
Sq. Ft.
1710
Year Built
1969
$/SqFt
$266

Winter Woods - A perfect blend of space, location, and flexibility—don’t miss out! Schedule your private showing today! COLDWELL BANKER REALTY.

Home For Sale $1,759,000

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 99 Days

Bedrooms
4
Full Bath(s)
3
Sq. Ft.
2172
Year Built
2025
$/SqFt
$810

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

Pended $1,500,000

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

On Market For 65 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 $1,599,900

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 104 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.

Pended $639,999

1401 Lone Feather Trl, Winter Park, FL 32792

Reduced By $10,001

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 81 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 $599,900

2100 Suffield Dr, Winter Park, FL 32792

Reduced By $49,100

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 72 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.

Pended $549,900

2855 Cady Way, Winter Park, FL 32792

Reduced By $39,100

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 106 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 $398,000

1309 Paradise Ln, Winter Park, FL 32792

Reduced By $27,000

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

On Market For 105 Days

Bedrooms
3
Full Bath(s)
2
Sq. Ft.
1606
Year Built
1984
$/SqFt
$248

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

702 Via Bella, Winter Park, FL 32789

View Details 8 Photos

New construction shows a brick home with an arched entryway under scaffolding at 702 Via Bella, Winter Park, FL 32789

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

On Market For 106 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

5405 Justine Way, Winter Park, FL 32792

Reduced By $10,000

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 107 Days

Bedrooms
4
Full Bath(s)
2
Sq. Ft.
1247
Year Built
1981
$/SqFt
$345

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

Pended $995,000

1975 Biscayne Dr, Winter Park, FL 32789

Reduced By $185,000

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 103 Days

Bedrooms
5
Full Bath(s)
4
Sq. Ft.
3270
Year Built
2020
$/SqFt
$304

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

Home For Sale $849,900

675 Overspin Dr, Winter Park, FL 32789

Reduced By $90,000

View Details 37 Photos

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

*POTENTIAL GREAT VALUE

On Market For 110 Days

Bedrooms
4
Full Bath(s)
3
Sq. Ft.
2962
Year Built
2010
$/SqFt
$287

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

Home For Sale $679,000

958 Dunraven Dr, Winter Park, FL 32792

Reduced By $36,000

View Details 35 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 111 Days

Bedrooms
4
Full Bath(s)
3
Sq. Ft.
1835
Year Built
1957
$/SqFt
$370

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

Home For Sale $489,900

1710 Aster Dr, Winter Park, FL 32792

Reduced By $15,000

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 110 Days

Bedrooms
3
Full Bath(s)
2
Sq. Ft.
1664
Year Built
1979
$/SqFt
$294

Garden Lake Estates - Highly desirable area with easy access to shopping & main roads. FOLIO REALTY LLC.

Home For Sale $569,900

1116 Fairway Dr, Winter Park, FL 32792

Reduced By $30,000

View Details 34 Photos

Shows a spacious layout with multiple bedrooms and living areas at 1116 Fairway Dr, Winter Park, FL 32792

On Market For 114 Days

Bedrooms
3
Full Bath(s)
2
Sq. Ft.
1738
Year Built
1978
$/SqFt
$328

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

Home For Sale $464,900

1354 Tierra Cir, Winter Park, FL 32792

Reduced By $20,100

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

On Market For 114 Days

Bedrooms
4
Full Bath(s)
2
Sq. Ft.
1827
Year Built
1969
$/SqFt
$254

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

Home For Sale $11,900,000

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 118 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

433 Carolina Ave, Winter Park, FL 32789

Reduced By $100,000

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 118 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

1611 Walnut Ave, Winter Park, FL 32789

Reduced By $20,000

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 118 Days

Bedrooms
4
Full Bath(s)
3
Sq. Ft.
2635
Year Built
1951
$/SqFt
$484

Lake Knowles Terrace - Come see what could be Your next home! COLDWELL BANKER RESIDENTIAL RE.

Pended $365,000

770 Carver St, Winter Park, FL 32789

View Details 6 Photos

Tan single-story house with a yard and palm tree at 770 Carver St, Winter Park, FL 32789

Tan single-story house with a yard at 770 Carver St, Winter Park, FL 32789

On Market For 14 Days

Bedrooms
4
Full Bath(s)
1
Sq. Ft.
1248
Year Built
1954
$/SqFt
$292

Schedule your private showing today and make your home dreams a reality! LEGENDS REALTY.

Pended $359,000

992 Carnation Dr, Winter Park, FL 32792

View Details 39 Photos

Inviting front porch with blue chairs and a black door at 992 Carnation Dr, Winter Park, FL 32792

Light and airy living room with wood-look floors and ceiling fan at 992 Carnation Dr, Winter Park, FL 32792

Living room with wood-look floors, and a view into the kitchen at 992 Carnation Dr, Winter Park, FL 32792

On Market For 58 Days

Bedrooms
3
Full Bath(s)
2
Sq. Ft.
1000
Year Built
1959
$/SqFt
$359

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

Home For Sale $5,800,000

541 Virginia Dr, Winter Park, FL 32789

Reduced By $450,000

View Details 57 Photos

Elegant Spanish-style home with a brick driveway and beautifully lit at night at 541 Virginia Dr, Winter Park, FL 32789

Stunning Spanish-style home with a brick driveway and lush landscaping at 541 Virginia Dr, Winter Park, FL 32789

Beautiful Spanish-style home with a large tree and brick driveway at 541 Virginia Dr, Winter Park, FL 32789

On Market For 121 Days

Bedrooms
4
Full Bath(s)
3
Sq. Ft.
4725
Year Built
2008
$/SqFt
$1,228

Experience luxury living at its finest with unparalleled lakefront views, exceptional amenities and convenience to all the restaurants and shopping that Winter Park has to offer. HOMEVEST REALTY.

Home For Sale $1,070,000

2330 Westminster Ct, Winter Park, FL 32789

Reduced By $30,000