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View 253 Winter Park Florida Homes for Sale

Home For Sale $595,000

Reduced By $30,000

Ranch style home with white brick exterior, attached garage, and well-manicured lawn at 7884 Broken Arrow Trl, Winter Park, FL 32792
View Details 32 Photos
Inviting front entrance with light blue door and patterned tile flooring at 7884 Broken Arrow Trl, Winter Park, FL 32792
Bright living room featuring a neutral color palette and stylish decor at 7884 Broken Arrow Trl, Winter Park, FL 32792
Bright living room features a neutral color palette, stylish furniture, and a large window at 7884 Broken Arrow Trl, Winter Park, FL 32792
On Market For 34 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1906

  • Year Built

    1972

  • $/SqFt

    $312

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

Pended $559,900

Tan house with landscaped yard, palm tree, and two-car garage at 3084 Heartleaf Pl, Winter Park, FL 32792
View Details 46 Photos
Community entrance sign for Lost Creek with landscaping at 3084 Heartleaf Pl, Winter Park, FL 32792
Aerial view of house and neighborhood, showing cul-de-sac at 3084 Heartleaf Pl, Winter Park, FL 32792
Aerial view showcasing a lakefront property and neighborhood at 3084 Heartleaf Pl, Winter Park, FL 32792
*POTENTIAL GREAT VALUE
On Market For 25 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2439

  • Year Built

    1997

  • $/SqFt

    $230

Do NOT miss out, call for a tour of this gorgeous home... RE/MAX SIGNATURE.

Home For Sale $545,000

Reduced By $4,000

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
Bright living room featuring parquet floors and vintage furniture 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 37 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1520

  • Year Built

    1955

  • $/SqFt

    $359

Kenilworth Shores - Seize the opportunity to make it your own today! MARK SPAIN REAL ESTATE.

Pended $310,000

Cute bungalow with a covered porch and brick walkway at 2259 Minnesota Ave, Winter Park, FL 32789
View Details 14 Photos
House with a large backyard and paved driveway at 2259 Minnesota Ave, Winter Park, FL 32789
Bedroom with a double bed and ceiling fan at 2259 Minnesota Ave, Winter Park, FL 32789
Living room with a gray couch and wood floors at 2259 Minnesota Ave, Winter Park, FL 32789
On Market For 33 Days

  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    1015

  • Year Built

    1947

  • $/SqFt

    $305

Don’t miss this opportunity to own a piece of Winter Park charm. Schedule your private tour today! LPT REALTY.

Pended $2,375,000

Aerial view of a waterfront home with lush landscaping at 1522 Lake Knowles Cir, Winter Park, FL 32789
View Details 69 Photos
Two-story home exterior with manicured landscaping and brick driveway at 1522 Lake Knowles Cir, Winter Park, FL 32789
Stunning two-story home with a charming front entrance and manicured lawn at 1522 Lake Knowles Cir, Winter Park, FL 32789
Open french doors showcase a breathtaking lake view from inside the home at 1522 Lake Knowles Cir, Winter Park, FL 32789
On Market For 31 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    4144

  • Year Built

    2000

  • $/SqFt

    $573

Lake Knowles Terrace - Don’t miss the opportunity to have incredible sunsets from your very own private balcony - call today to set up your private showing. CENTRAL FLORIDA PRIME REAL ESTATE LLC.

Home For Sale $715,000

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 37 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    1835

  • Year Built

    1957

  • $/SqFt

    $390

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

Pended $640,000

Two-story house with a landscaped lawn and attached garage at 8073 Pleasant Pine Cir, Winter Park, FL 32792
View Details 34 Photos
Bright entryway with a console table, mirror, and view of a bathroom at 8073 Pleasant Pine Cir, Winter Park, FL 32792
Spacious entry with hardwood floors and staircase leading upstairs at 8073 Pleasant Pine Cir, Winter Park, FL 32792
Living room features a large sectional sofa and a built-in entertainment center at 8073 Pleasant Pine Cir, Winter Park, FL 32792
On Market For 26 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2319

  • Year Built

    2014

  • $/SqFt

    $276

Enclave At Aloma - Don’t miss the chance to call this exceptional property your home! EXP REALTY LLC.

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 37 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1664

  • Year Built

    1979

  • $/SqFt

    $300

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

Pended $449,000

Charming ranch home with circular driveway and mature landscaping at 2007 Natalen Rd, Winter Park, FL 32792
View Details 28 Photos
Bright dining room featuring wood table and chairs, view to living room at 2007 Natalen Rd, Winter Park, FL 32792
Efficient kitchen with white cabinetry, built-in desk, and window at 2007 Natalen Rd, Winter Park, FL 32792
White kitchen with appliances, orange tile backsplash, and ample counter space at 2007 Natalen Rd, Winter Park, FL 32792
On Market For 36 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1760

  • Year Built

    1957

  • $/SqFt

    $255

Kenilworth Shores - With its spacious layout, sought-after location, and a generous 9,723-square-foot lot, this home is ready for your personal touch to make it your own. EXP REALTY LLC.

Pended $475,000

Reduced By $5,000

Updated home exterior boasts a modern design, fresh paint, and a landscaped yard at 1061 Lundy Ct, Winter Park, FL 32792
View Details 42 Photos
Modern front entrance with a sleek door and updated landscaping at 1061 Lundy Ct, Winter Park, FL 32792
Newly renovated home with a spacious yard and modern finishes at 1061 Lundy Ct, Winter Park, FL 32792
Attractive home exterior at dusk showcasing modern updates at 1061 Lundy Ct, Winter Park, FL 32792
On Market For 36 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1346

  • Year Built

    1984

  • $/SqFt

    $353

Howell Estates - Experience the perfect blend of luxury, convenience, and vibrant living. COMPASS FLORIDA LLC.

Home For Sale $597,500

Reduced By $2,400

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 40 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1738

  • Year Built

    1978

  • $/SqFt

    $344

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

Pended $500,000

Cute ranch home with a red door and nicely landscaped lawn at 1871 Linden Rd, Winter Park, FL 32792
View Details 29 Photos
Brick patio with red chairs and umbrella, great for outdoor dining at 1871 Linden Rd, Winter Park, FL 32792
Brick patio with red chairs and umbrella near the home entrance at 1871 Linden Rd, Winter Park, FL 32792
Brick front porch with red door and two comfy chairs at 1871 Linden Rd, Winter Park, FL 32792
On Market For 39 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1777

  • Year Built

    1957

  • $/SqFt

    $281

Conveniently located to Maitland, Downtown Park Avenue, UCF, Full Sail and so much more. FANNIE HILLMAN & ASSOCIATES.

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 40 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 $515,000

Reduced By $10,000

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 42 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1647

  • Year Built

    1988

  • $/SqFt

    $313

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 44 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.

Pended $2,995,000

Lakefront home with a large yard, private dock, and detached garage at 884 Audubon Ln, Winter Park, FL 32789
View Details 33 Photos
Lakefront home with landscaped yard and brick driveway at 884 Audubon Ln, Winter Park, FL 32789
Lakefront home with a private dock and beautiful landscaping at 884 Audubon Ln, Winter Park, FL 32789
Relaxing patio area with a table and chairs overlooking the lake at 884 Audubon Ln, Winter Park, FL 32789
On Market For 41 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    2995

  • Year Built

    1947

  • $/SqFt

    $1,000

Don’t miss the chance to make this slice of paradise your own — schedule your private showing today. PREMIER SOTHEBY'S INTL. REALTY.

Home For Sale $1,395,000

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 44 Days

  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    2700

  • Year Built

    2018

  • $/SqFt

    $517

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

Home For Sale $1,295,000

Inviting front entrance with lush landscaping and double doors at 1611 Walnut Ave, Winter Park, FL 32789
View Details 40 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 44 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2635

  • Year Built

    1951

  • $/SqFt

    $491

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

Home For Sale $799,000

Reduced By $50,000

Updated home exterior boasts a modern look with new paint, landscaping, and driveway at 744 London Rd, Winter Park, FL 32792
View Details 100 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
Spacious entryway with white doors and tile flooring at 744 London Rd, Winter Park, FL 32792
On Market For 43 Days

  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    2804

  • Year Built

    1968

  • $/SqFt

    $285

Winter Park Pines - 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 43 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2302

  • Year Built

    2008

  • $/SqFt

    $326

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

Home For Sale $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 44 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.

Pended $430,000

Single-story house with a paved driveway, landscaping, and a two-car garage at 2206 Winter Woods Blvd, Winter Park, FL 32792
View Details 30 Photos
House exterior showcasing a stone facade, landscaped yard, and a paved driveway at 2206 Winter Woods Blvd, Winter Park, FL 32792
Bright living room featuring hardwood floors, a ceiling fan, and large windows at 2206 Winter Woods Blvd, Winter Park, FL 32792
Spacious living room with hardwood floors, a stone accent wall, and large windows at 2206 Winter Woods Blvd, Winter Park, FL 32792
*POTENTIAL GREAT VALUE
On Market For 22 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2208

  • Year Built

    1968

  • $/SqFt

    $195

Winter Woods - Hvac - 2021 Roof - 2017 Electrical - 2025 Plumbing - 2025 Water Heater - 2017 KELLER WILLIAMS WINTER PARK.

Pended $365,000

Tan single-story house with a walkway and palm tree at 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 walkway 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 16 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.

Home For Sale $515,000

Reduced By $14,900

Updated single story home with a landscaped lawn and driveway at 5400 Ferrol Dr, Winter Park, FL 32792
View Details 39 Photos
Single story home with a two-car garage and well-maintained lawn at 5400 Ferrol Dr, Winter Park, FL 32792
View of the home's backyard, including a large grassy area at 5400 Ferrol Dr, Winter Park, FL 32792
House with a spacious backyard, driveway, and basketball court at 5400 Ferrol Dr, Winter Park, FL 32792
On Market For 37 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1713

  • Year Built

    1981

  • $/SqFt

    $301

Wrenwood Heights - Don't miss the opportunity to invest in not just a gorgeous home, but also the lifestyle of this charming town! ! EXP REALTY LLC.

Pended $400,000

Brick ranch house with attached garage and well-maintained lawn at 7276 Abbey Ln, Winter Park, FL 32792
View Details 46 Photos
Bright living room featuring hardwood floors and built-in shelving at 7276 Abbey Ln, Winter Park, FL 32792
Living room with hardwood floors, red accent wall, and comfy seating at 7276 Abbey Ln, Winter Park, FL 32792
Living room, hardwood floors, and view into dining area and kitchen at 7276 Abbey Ln, Winter Park, FL 32792
On Market For 32 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1321

  • Year Built

    1984

  • $/SqFt

    $303

With no HOA, you’ll enjoy the freedom to make this property truly your own. Schedule a private tour today! KELLER WILLIAMS ADVANTAGE REAL.

Home For Sale $359,000

Mid-century modern home with landscaped yard, driveway, and updated exterior at 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 45 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 $6,100,000

Reduced By $150,000

Spanish style home with brick driveway, lush landscaping, and two-car garage at 541 Virginia Dr, Winter Park, FL 32789
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 47 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    4725

  • Year Built

    2008

  • $/SqFt

    $1,291

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 $445,000

Reduced By $20,000

Updated single-story home with a stone accent and a two-car garage at 1860 Gladiolas Dr, Winter Park, FL 32792
View Details 33 Photos
Bright living room with tile floors and an open floor plan at 1860 Gladiolas Dr, Winter Park, FL 32792
Spacious living area featuring neutral walls and tile flooring at 1860 Gladiolas Dr, Winter Park, FL 32792
Cozy dining area with tile floors and a chandelier at 1860 Gladiolas Dr, Winter Park, FL 32792
On Market For 47 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1653

  • Year Built

    1983

  • $/SqFt

    $269

Garden Lake Estates - Thoughtfully designed for comfort, privacy, and style, this home is an ideal retreat for families or those who love to entertain. WEICHERT REALTORS HALLMARK PRO.

Home For Sale $1,100,000

Charming ranch home with mature landscaping and a two-car garage at 2330 Westminster Ct, Winter Park, FL 32789
View Details 49 Photos
White brick home with a wood front porch and a charming bench at 2330 Westminster Ct, Winter Park, FL 32789
Relaxing front porch with wooden rocking chairs and brick steps at 2330 Westminster Ct, Winter Park, FL 32789
Wood front door accented with lanterns and a brick walkway at 2330 Westminster Ct, Winter Park, FL 32789
*POTENTIAL GREAT VALUE
On Market For 49 Days

  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    3296

  • Year Built

    1928

  • $/SqFt

    $334

Glencoe - Schedule your private showing today and experience the charm of Winter Park living! COMPASS FLORIDA LLC.

Home For Sale $875,000

Reduced By $75,000

Single story home with driveway, surrounded by lush trees and other houses at 1655 N Park Ave, Winter Park, FL 32789
View Details 13 Photos
Single-story home with a yard, viewed from above, surrounded by houses and trees at 1655 N Park Ave, Winter Park, FL 32789
Single story home with a large yard, viewed from above at 1655 N Park Ave, Winter Park, FL 32789
Single story home with driveway and yard, aerial view at 1655 N Park Ave, Winter Park, FL 32789
On Market For 48 Days

  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    1134

  • Year Built

    1955

  • $/SqFt

    $772

Villa View Park - The 14,290 SF lot is zoned for Lakemont Elementary, Maitland Middle and Winter Park High schools in the heart of Winter Park! COLDWELL BANKER RESIDENTIAL RE.

Home For Sale $529,900

Reduced By $5,100

Ranch-style home with attached garage and well-manicured lawn at 1422 Tierra Cir, Winter Park, FL 32792
View Details 20 Photos
House exterior showcasing a well-maintained lawn and attached garage at 1422 Tierra Cir, Winter Park, FL 32792
Bright living room showcasing a comfortable sectional sofa and stylish decor at 1422 Tierra Cir, Winter Park, FL 32792
Spacious living area with sectional sofa, TV, and access to the bathroom at 1422 Tierra Cir, Winter Park, FL 32792
On Market For 51 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1827

  • Year Built

    1968

  • $/SqFt

    $290

Come take a tour of this immaculate pool home today! CHARLES RUTENBERG REALTY ORLANDO.

Home For Sale $425,000

Brick house with a two-car garage and a well-maintained lawn at 1397 Hyde Park Dr, Winter Park, FL 32792
View Details 25 Photos
Charming one-story home with a spacious front yard at 1397 Hyde Park Dr, Winter Park, FL 32792
Brick home with a white garage door and neat landscaping at 1397 Hyde Park Dr, Winter Park, FL 32792
Large backyard with a white fence and grassy area at 1397 Hyde Park Dr, Winter Park, FL 32792
On Market For 52 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1518

  • Year Built

    1987

  • $/SqFt

    $280

Take advantage of Seminole county schools and convenient location, making this property an enticing opportunity. REALTY HUB.

Home For Sale $615,000

Reduced By $15,000

New construction home aerial view, showcasing the modern design and spacious layout at 5255 Seminole Ave, Winter Park, FL 32792
View Details 34 Photos
Modern two-story house under construction, seen from an aerial perspective at 5255 Seminole Ave, Winter Park, FL 32792
New construction home, aerial view showing the roofline and backyard at 5255 Seminole Ave, Winter Park, FL 32792
High-angle view of a new house under construction in a wooded area at 5255 Seminole Ave, Winter Park, FL 32792
On Market For 53 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2170

  • Year Built

    1957

  • $/SqFt

    $283

Don’t wait—schedule your showing today and take the first step toward living in your dream home! COLDWELL BANKER RESIDENTIAL RE.

Pended $668,900

Reduced By $56,100

Ranch style home with a large front yard, driveway, and mature landscaping at 1860 Linden Rd, Winter Park, FL 32792
View Details 47 Photos
White ranch house with circular driveway, landscaped lawn, and attached garage at 1860 Linden Rd, Winter Park, FL 32792
Charming ranch home with a spacious lawn and palm trees at 1860 Linden Rd, Winter Park, FL 32792
White brick ranch house with a long driveway and lush green lawn at 1860 Linden Rd, Winter Park, FL 32792
On Market For 51 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1820

  • Year Built

    1957

  • $/SqFt

    $368

Tanglewood - This PRIME LOCATION is close to all of the amazing shopping and dining that Downtown Orlando and Winter Park offer. Schedule your showing soon! COMPASS FLORIDA LLC.

Home For Sale $410,000

Reduced By $15,000

Charming house with a spacious front yard and walkway at 2827 Euston Rd, Winter Park, FL 32789
View Details 30 Photos
Front porch entry with a unique swing and landscaping at 2827 Euston Rd, Winter Park, FL 32789
Bright and airy living room with hardwood floors and neutral decor at 2827 Euston Rd, Winter Park, FL 32789
Open concept living room featuring hardwood floors and ample natural light at 2827 Euston Rd, Winter Park, FL 32789
*POTENTIAL GREAT VALUE
On Market For 54 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1568

  • Year Built

    1956

  • $/SqFt

    $261

Fairbanks Shores - Conveniently located just minutes from I-4, this home offers easy access to downtown Orlando, nearby attractions, and top-rated schools. Schedule your private showing today! REGENCY REAL ESTATE LLC.

Home For Sale $345,000

Reduced By $5,000

Updated house exterior boasts a fresh coat of paint and landscaping at 2762 Hilda Cv, Winter Park, FL 32792
View Details 24 Photos
Newly painted house exterior with well-maintained lawn at 2762 Hilda Cv, Winter Park, FL 32792
Spacious bonus room with tile floors and ample closet space at 2762 Hilda Cv, Winter Park, FL 32792
Bright bonus room featuring tile flooring and multiple closets at 2762 Hilda Cv, Winter Park, FL 32792
*POTENTIAL GREAT VALUE
On Market For 54 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1493

  • Year Built

    1981

  • $/SqFt

    $231

Slovak Village - Walking distance to Orlando’s famous Donut King, Kelly’s Homemade Ice Cream, and Foxtail Coffee! Submit your offer today! THE REALTY MEDICS.

Pended $2,300,000

Luxury home with pool and lakefront access at 1032 Early Ave, Winter Park, FL 32789
View Details 73 Photos
Luxury lakefront home nestled amongst lush trees at 1032 Early Ave, Winter Park, FL 32789
Stone driveway leading to a beautiful home at 1032 Early Ave, Winter Park, FL 32789
Lakefront property with expansive wooded area at 1032 Early Ave, Winter Park, FL 32789
On Market For 55 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2894

  • Year Built

    1999

  • $/SqFt

    $795

Buyers And Their Agents Must Verify All Information That Is Important To Them. KINCAID REALTY.

Home For Sale $895,000

Two-story home with a light-beige exterior, two-car garage, and landscaped lawn at 1263 Verdant Glade Pl, Winter Park, FL 32792
View Details 9 Photos
Two-story home with festive lights, two-car garage, and brick paver driveway at 1263 Verdant Glade Pl, Winter Park, FL 32792
Two-story home floor plan displays an open layout with gourmet kitchen option at 1263 Verdant Glade Pl, Winter Park, FL 32792
Two-story home floor plan shows a loft, three bedrooms, and two bathrooms upstairs at 1263 Verdant Glade Pl, Winter Park, FL 32792
On Market For 62 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2589

  • Year Built

    2020

  • $/SqFt

    $346

Meadows At Hawks Crest - 20 foot ceilings, tile roof, too much to describe. Pics to follow FLAT FEE MLS REALTY.

Home For Sale $510,000

Reduced By $15,000

Cute ranch home with red door, gray siding, and nicely landscaped yard at 1608 Bomi Cir, Winter Park, FL 32792
View Details 33 Photos
Spacious living room with blue velvet couch and built-in bookcase at 1608 Bomi Cir, Winter Park, FL 32792
Bright living room with blue couch, Christmas tree, and view to backyard at 1608 Bomi Cir, Winter Park, FL 32792
Quaint dining room with wooden table and chairs, and view to kitchen at 1608 Bomi Cir, Winter Park, FL 32792
On Market For 64 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1807

  • Year Built

    1983

  • $/SqFt

    $282

Tamarak - Call to schedule your private showing today! KELLER WILLIAMS ADVANTAGE III REALTY.

Home For Sale $617,500

Reduced By $11,500

Charming single-story home with a brick and stucco exterior, red front door, and lush front yard landscaping at 2310 Cady Way, Winter Park, FL 32792
View Details 28 Photos
Bright dining area with chandelier, fruit painting, four-chair wooden dining set, and ceramic tile flooring at 2310 Cady Way, Winter Park, FL 32792
Dining room featuring a wooden table, chandelier, and large window with natural light at 2310 Cady Way, Winter Park, FL 32792
Comfortable living room with ceiling fan, couches, decorative tree, and access to the patio area at 2310 Cady Way, Winter Park, FL 32792
On Market For 65 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1856

  • Year Built

    1961

  • $/SqFt

    $333

Brookshire Heights - Less than a 10 minute drive to Park Ave shopping and dining experiences **SELLER IS OFFERING a $2,000 CLOSING COST Credit for RATE Buy Down or IMPROVEMENTS!! ** Make your Appointment Today... ROSANNA REAL ESTATE GROUP LLC.

Pended $349,900

Charming one-story home with a covered carport, driveway, and front yard at 3505 Balsam Dr, Winter Park, FL 32792
View Details 39 Photos
One-story house floor plan featuring multiple bedrooms, a bonus room, and a screened patio at 3505 Balsam Dr, Winter Park, FL 32792
An aerial view showcasing the home's roof, yard, and surrounding neighborhood at 3505 Balsam Dr, Winter Park, FL 32792
Top-down aerial view of the property and roof, highlighting its layout at 3505 Balsam Dr, Winter Park, FL 32792
On Market For 64 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1709

  • Year Built

    1965

  • $/SqFt

    $205

Eastbrook - Schedule your private showing today and experience all that 3505 Balsam Drive has to offer! GLORY INTL. REAL ESTATE CO.

Home For Sale $449,990

Reduced By $10,000

Charming light blue house with a white porch and landscaped yard at 1550 Indiana Ave, Winter Park, FL 32789
View Details 33 Photos
Quaint light blue house with a white porch and lush green lawn at 1550 Indiana Ave, Winter Park, FL 32789
Relaxing front porch with rocking chairs and a porch swing at 1550 Indiana Ave, Winter Park, FL 32789
Inviting front porch with rocking chairs and a porch swing at 1550 Indiana Ave, Winter Park, FL 32789
On Market For 58 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1032

  • Year Built

    1950

  • $/SqFt

    $436

Lawndale - Perfect as a cozy retreat or an exceptional investment opportunity in a prime location. TALENT REALTY SOLUTIONS.

Home For Sale $2,000,000

Two-story home with modern design, two-car garage, and palm trees at 2260 Mulbry Dr, Winter Park, FL 32789
View Details 4 Photos
Two-story home floor plan showcasing five bedrooms, a large gathering room, and a two-car garage at 2260 Mulbry Dr, Winter Park, FL 32789
First-floor plan with open concept kitchen, gathering room, and two-car garage at 2260 Mulbry Dr, Winter Park, FL 32789
Second floor plan featuring three bedrooms, a loft, and two bathrooms at 2260 Mulbry Dr, Winter Park, FL 32789
On Market For 69 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3246

  • Year Built

    2025

  • $/SqFt

    $616

Lake Forest Park - Zoned for top-rated schools, this is your opportunity to build your dream Oasis and enjoy the Florida lifestyle! KELLER WILLIAMS WINTER PARK.

Pended $390,000

Charming white house with landscaped yard and walkway at 830 Overspin Dr, Winter Park, FL 32789
View Details 32 Photos
Updated home with a driveway and well maintained lawn at 830 Overspin Dr, Winter Park, FL 32789
Renovated home featuring a wooden staircase and landscaping at 830 Overspin Dr, Winter Park, FL 32789
Bright living room with hardwood floors and large windows at 830 Overspin Dr, Winter Park, FL 32789
On Market For 31 Days

  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    1150

  • Year Built

    1952

  • $/SqFt

    $339

Dubsdread Heights - This home combines comfort and functionality in a prime Winter Park location—don’t miss out on the opportunity to make it yours! TOLARIS REALTY GROUP LLC.

Home For Sale $849,000

Reduced By $76,000

Aerial view showing home's location near a lake at 411 Sylvan Dr, Winter Park, FL 32789
View Details 21 Photos
Aerial view of property, showcasing its sizable lot at 411 Sylvan Dr, Winter Park, FL 32789
Property aerial view highlighting its spacious lot and surroundings at 411 Sylvan Dr, Winter Park, FL 32789
Home's backyard features a large grassy area and sunroom at 411 Sylvan Dr, Winter Park, FL 32789
On Market For 73 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2270

  • Year Built

    1950

  • $/SqFt

    $374

See it in person to take in all of it's appeal! RE/MAX 200 REALTY.

Home For Sale $469,995

White single-story home with brown roof and garage at 1005 Carvell Dr, Winter Park, FL 32792
View Details 45 Photos
Single-story house with palm tree and well-maintained lawn at 1005 Carvell Dr, Winter Park, FL 32792
Ranch style home with lush green lawn and blue sky at 1005 Carvell Dr, Winter Park, FL 32792
One-story house with a large yard and shed at 1005 Carvell Dr, Winter Park, FL 32792
On Market For 74 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1932

  • Year Built

    1971

  • $/SqFt

    $243

Don’t miss your opportunity to own this incredible home; schedule a showing today and make your dream of Winter Park living a reality! EXP REALTY LLC.

Home For Sale $450,000

Reduced By $15,000

Single-story home with driveway, landscaping, and a truck parked in front at 2158 Sussex Rd, Winter Park, FL 32792
View Details 17 Photos
Spacious living room with hardwood floors and large windows at 2158 Sussex Rd, Winter Park, FL 32792
Laundry room with tile floors, shelving, and hookups at 2158 Sussex Rd, Winter Park, FL 32792
Modern kitchen with granite countertops and stainless steel appliances at 2158 Sussex Rd, Winter Park, FL 32792
On Market For 74 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1669

  • Year Built

    1973

  • $/SqFt

    $270

Winter Woods - Convenient to 426/Aloma, 417, 50/Colonial, Park Ave., airport, shopping and restaurants. MUST SEE! KELLER WILLIAMS REALTY AT THE PARKS.

Home For Sale $4,985,000

Modern two-story home with white exterior, gray accents, and a paved driveway at 2161 Sharon Rd, Winter Park, FL 32789
View Details 90 Photos
Luxury home with gray and white exterior, landscaping, and a spacious driveway at 2161 Sharon Rd, Winter Park, FL 32789
Stunning two-story home, white exterior, lush landscaping, and a large driveway at 2161 Sharon Rd, Winter Park, FL 32789
Modern home with white exterior, gray accents, and a two-car garage at 2161 Sharon Rd, Winter Park, FL 32789
On Market For 75 Days

  • Bedrooms

    5

  • Full Bath(s)

    6

  • Sq. Ft.

    6338

  • Year Built

    2023

  • $/SqFt

    $787

Tuscania - Get one step closer to owning the realization of your dream dwelling experience! LA ROSA REALTY HORIZONS LLC.

Pended $3,000,000

Two-story house with a charming front porch and well-manicured landscaping at 425 Alberta Dr, Winter Park, FL 32789
View Details 6 Photos
Lakefront boathouse with a dock, offering convenient water access at 425 Alberta Dr, Winter Park, FL 32789
Lake view home with a spacious backyard and lush green grass at 425 Alberta Dr, Winter Park, FL 32789
Serene backyard with lake view, lush lawn, and mature trees at 425 Alberta Dr, Winter Park, FL 32789
On Market For 58 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2310

  • Year Built

    1938

  • $/SqFt

    $1,299

Close to downtown Park Avenue with all the shops and dining. PREMIER SOTHEBY'S INTL. REALTY.

Home For Sale $1,150,000

Brick ranch home with blue accents and a pink door, landscaped lawn and walkway at 708 Balmoral Rd, Winter Park, FL 32789
View Details 45 Photos
Ranch style home with a walkway leading to the entrance. Features brick exterior and blue accents at 708 Balmoral Rd, Winter Park, FL 32789
Front entrance with pink door and brick steps, blue siding, and landscaping at 708 Balmoral Rd, Winter Park, FL 32789
Bright entryway with tiled floor, a small table, and a view to the hardwood living area at 708 Balmoral Rd, Winter Park, FL 32789
On Market For 78 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2786

  • Year Built

    1960

  • $/SqFt

    $413

Kenilworth Shores - This fantastic location provides easy access to shopping, dining, and the popular Park Avenue with its boutique shopping and great restaurants. FANNIE HILLMAN & ASSOCIATES.

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