221 Results

Winter Park Homes For Sale & Winter Park FL Real Estate

Home For Sale $625,000

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
Open concept dining area with seating for four and modern light fixture at 7884 Broken Arrow Trl, Winter Park, FL 32792
On Market Today
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1906

  • Year Built

    1972

  • $/SqFt

    $328

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

Home For Sale $618,000

House nestled in a quiet neighborhood near a lake at 2127 Lake Dr, Winter Park, FL 32789
Bright living room with hardwood floors and comfy couches at 2127 Lake Dr, Winter Park, FL 32789
Living room featuring hardwood floors and a large window at 2127 Lake Dr, Winter Park, FL 32789
On Market Today
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1732

  • Year Built

    1955

  • $/SqFt

    $357

This home is truly a rare find in a quiet, sought-after neighborhood, NO HOA. Schedule your showing today! FANNIE HILLMAN & ASSOCIATES.

Home For Sale $549,000

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 Today
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1520

  • Year Built

    1955

  • $/SqFt

    $361

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

Home For Sale $310,000

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 Today
  • 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.

Home For Sale $2,375,000

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 Today
  • 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 $1,239,900

Inviting home exterior at dusk, showcasing landscaping and brick driveway at 370 E Lake Sue Ave, Winter Park, FL 32789
Aerial view of the property, highlighting its location near a lake at 370 E Lake Sue Ave, Winter Park, FL 32789
Welcoming entryway with brick flooring, blue shutters, and a charming door at 370 E Lake Sue Ave, Winter Park, FL 32789
On Market Today
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2462

  • Year Built

    1950

  • $/SqFt

    $504

Charmont - Don’t miss the chance to own a piece of Winter Park’s charm. REALTY HUB.

Home For Sale $715,000

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 Today
  • 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.

Home For Sale $640,000

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 Today
  • 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 $504,900

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 Today
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1664

  • Year Built

    1979

  • $/SqFt

    $303

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

Home For Sale $449,000

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 Today
  • 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.

Home For Sale $480,000

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 2 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1346

  • Year Built

    1984

  • $/SqFt

    $357

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

Home For Sale $599,900

Shows a spacious layout with multiple bedrooms and living areas at 1116 Fairway Dr, Winter Park, FL 32792
Charming single-story home with a spacious front yard at 1116 Fairway Dr, Winter Park, FL 32792
Single story home with mature landscaping and a mailbox at 1116 Fairway Dr, Winter Park, FL 32792
On Market For 5 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1738

  • Year Built

    1978

  • $/SqFt

    $345

You will surely LOVE to call this place your home! INNOVATIVE REALTY, LLC.

Pended $500,000

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 3 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.

Pended $249,900

*POTENTIAL GREAT VALUE
On Market For 3 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2130

  • Year Built

    1984

  • $/SqFt

    $117

Amberwood - With the right vision, this could be a stunning property! RE/MAX 200 REALTY.

Home For Sale $485,000

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 5 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1827

  • Year Built

    1969

  • $/SqFt

    $265

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

Home For Sale $960,000

Contemporary home with sleek design and spacious driveway at 830 W Canton Ave, Winter Park, FL 32789
Stylish white house with gray stone accents and manicured hedges at 830 W Canton Ave, Winter Park, FL 32789
Modern kitchen island with marble countertops and breakfast bar at 830 W Canton Ave, Winter Park, FL 32789
On Market For 5 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1965

  • Year Built

    2018

  • $/SqFt

    $489

From the expansive open spaces to the sleek, high-end finishes, this home offers the perfect blend of style and comfort, Truly elevated living experience. COLDWELL BANKER REALTY.

Pended $2,225,000

Elegant front entrance with a dark wood double door and landscaping at 2172 Temple Dr, Winter Park, FL 32789
Dark wood double front door with glass panels and metal accents at 2172 Temple Dr, Winter Park, FL 32789
Bright entryway with hardwood floors, double doors, and a view of home office at 2172 Temple Dr, Winter Park, FL 32789
On Market For 5 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3467

  • Year Built

    2024

  • $/SqFt

    $642

Fontainebleau - Contact us for a private tour and more information! CORCORAN PREMIER REALTY.

Home For Sale $525,000

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 7 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1647

  • Year Built

    1988

  • $/SqFt

    $319

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

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 9 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 $2,995,000

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 8 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 $1,495,000

Two-story house with a brick driveway and lush landscaping at 907 Moss Ln, Winter Park, FL 32789
Elegant entryway with dark wood door, hardwood floors, and staircase at 907 Moss Ln, Winter Park, FL 32789
Spacious living room with hardwood floors and French doors at 907 Moss Ln, Winter Park, FL 32789
On Market For 9 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2503

  • Year Built

    2003

  • $/SqFt

    $597

Maitland Shores - Also, easy access to major roadways for stress-free commutes and just minutes from the vibrant shopping and dining of downtown Winter Park, this home is a unique jewel box. PREMIER SOTHEBY'S INTL. REALTY.

Home For Sale $1,395,000

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 9 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

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
White house exterior with a driveway and tropical landscaping at 1611 Walnut Ave, Winter Park, FL 32789
On Market For 9 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 $849,000

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 9 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    2804

  • Year Built

    1968

  • $/SqFt

    $303

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

Home For Sale $649,900

Reduced By $100

Modern white kitchen with stainless steel appliances at 631 Callahan St, Winter Park, FL 32789
Bright dining room with farmhouse table and seating at 631 Callahan St, Winter Park, FL 32789
Open concept dining area with kitchen view at 631 Callahan St, Winter Park, FL 32789
On Market For 7 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1751

  • Year Built

    1950

  • $/SqFt

    $371

Carver Town - Walk to top rated restaurants, bars, library and more. Easy show!. HOUWZER LLC.

Home For Sale $600,000

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 9 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1735

  • Year Built

    1965

  • $/SqFt

    $346

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 $500,000

Charming ranch home with stone exterior, spacious yard, and a two-car driveway at 2842 Eastern Pkwy, Winter Park, FL 32789
Charming ranch home with stone exterior, spacious yard, and a two-car driveway at 2842 Eastern Pkwy, Winter Park, FL 32789
Charming ranch home with stone exterior, spacious yard, and a two-car driveway at 2842 Eastern Pkwy, Winter Park, FL 32789
On Market For 1 Day
  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    1048

  • Year Built

    1953

  • $/SqFt

    $477

Orangewood Park - Prime Winter Park location walking distance to Audubon Park. KELLY PRICE & COMPANY LLC.

Pended $430,000

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 7 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2208

  • Year Built

    1968

  • $/SqFt

    $195

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

Pended $365,000

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 7 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 $2,000,000

House with a large grassy yard at 1441 Grove Ter, Winter Park, FL 32789
Spacious backyard with a large grassy area at 1441 Grove Ter, Winter Park, FL 32789
Peaceful lake view from the backyard at 1441 Grove Ter, Winter Park, FL 32789
On Market For 6 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1721

  • Year Built

    1950

  • $/SqFt

    $1,162

Top rated schools, healthcare, restaurants and shopping are nearby and downtown Winter Park are just minutes away. FANNIE HILLMAN & ASSOCIATES.

Home For Sale $529,900

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 8 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1713

  • Year Built

    1981

  • $/SqFt

    $309

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.

Home For Sale $400,000

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 9 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.

Pended $550,000

Large backyard with a shed and plenty of green space at 1137 Oaks Blvd, Winter Park, FL 32789
Housetop view showing the house and surrounding area at 1137 Oaks Blvd, Winter Park, FL 32789
Aerial view of the house and neighborhood at 1137 Oaks Blvd, Winter Park, FL 32789
On Market For 9 Days
  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    1149

  • Year Built

    1958

  • $/SqFt

    $479

Dixie Terrace - Don’t miss the chance to make this rare property your own! RE/MAX TOWN & COUNTRY REALTY.

Home For Sale $359,000

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 10 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 $425,000

House with carport, landscaped yard, and fenced backyard at 5144 Orange Ave, Winter Park, FL 32792
Bright hallway with carpet flooring and sliding doors to closet at 5144 Orange Ave, Winter Park, FL 32792
Spacious living room with gray carpet and ceiling fan at 5144 Orange Ave, Winter Park, FL 32792
On Market For 11 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1274

  • Year Built

    1976

  • $/SqFt

    $334

With its combination of updates and ample space, this home is move-in ready and ideal for creating lasting memories. MARK SPAIN REAL ESTATE.

Home For Sale $6,250,000

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 12 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    4725

  • Year Built

    2008

  • $/SqFt

    $1,323

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 $1,200,000

Luxury home with gray metal roof and circular driveway at 5049 Lake Howell Rd, Winter Park, FL 32792
Detailed floor plan showcasing a spacious layout at 5049 Lake Howell Rd, Winter Park, FL 32792
Two-story home floor plan with multiple bedrooms and baths at 5049 Lake Howell Rd, Winter Park, FL 32792
*POTENTIAL GREAT VALUE
On Market For 12 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    4462

  • Year Built

    2014

  • $/SqFt

    $269

Tanglewood - A great opportunity to own a home of this quality so close to all that Winter Park has to offer. FANNIE HILLMAN & ASSOCIATES.

Home For Sale $465,000

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 13 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1653

  • Year Built

    1983

  • $/SqFt

    $281

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

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 14 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.

Pended $3,499,000

Stunning two-story home with a three-car garage and a beautiful lawn at 2810 Lake Howell Ln, Winter Park, FL 32792
Estate property with a main house, guesthouse, and lake views at 2810 Lake Howell Ln, Winter Park, FL 32792
Bright and airy foyer with double doors and a modern chandelier at 2810 Lake Howell Ln, Winter Park, FL 32792
On Market For 14 Days
  • Bedrooms

    7

  • Full Bath(s)

    5

  • Sq. Ft.

    4900

  • Year Built

    1996

  • $/SqFt

    $714

Note, additional features sheet, floor plans and survey available upon request! PREMIER SOTHEBY'S INTL. REALTY.

Home For Sale $950,000

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 14 Days
  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    1134

  • Year Built

    1955

  • $/SqFt

    $838

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 $535,000

Well-maintained ranch house featuring a spacious yard and driveway 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 16 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1827

  • Year Built

    1968

  • $/SqFt

    $293

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

Home For Sale $425,000

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 17 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 $630,000

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 18 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2170

  • Year Built

    1957

  • $/SqFt

    $290

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

Home For Sale $699,495

Reduced By $25,505

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
Curved driveway leading to a charming ranch house with well-manicured lawn at 1860 Linden Rd, Winter Park, FL 32792
On Market For 19 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1820

  • Year Built

    1957

  • $/SqFt

    $384

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 $420,000

Reduced By $5,000

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
On Market For 19 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1568

  • Year Built

    1956

  • $/SqFt

    $268

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 $350,000

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
On Market For 18 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1493

  • Year Built

    1981

  • $/SqFt

    $234

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 $2,599,000

White house with lush landscaping and long driveway at 1215 Via Salerno, Winter Park, FL 32789
Stunning pool and spa area with spacious patio, perfect for relaxation at 1215 Via Salerno, Winter Park, FL 32789
Spacious living room with hardwood floors, comfortable seating, and access to outdoor patio at 1215 Via Salerno, Winter Park, FL 32789
On Market For 20 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3648

  • Year Built

    1991

  • $/SqFt

    $712

Cloister Grove - It’s perfect for those who appreciate the single-story style, ample space, and the ability to entertain year-round! FANNIE HILLMAN & ASSOCIATES.

Home For Sale $2,300,000

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 21 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 $466,000

Simple kitchen featuring white cabinets and appliances at 2309 Dunbury Ct, Winter Park, FL 32792
Bright living room with tile floors and sliding glass door at 2309 Dunbury Ct, Winter Park, FL 32792
Spacious living room with tile floors and ample natural light at 2309 Dunbury Ct, Winter Park, FL 32792
*POTENTIAL GREAT VALUE
On Market For 22 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2470

  • Year Built

    1981

  • $/SqFt

    $189

Cedar Ridge - NO HOA HIGH AND DRY Block Home in Winter Park Walk to 711 restaurant's ect public transport bus with Huge Shady Lot perfect for pets with sunroom Great Location Cul De Sac NO HOA, DO YOUR THING< HUGE SHADY LOT SIDE PARKING FOR RV BOAT Rents $3000/m CUL DE SAC QUIET FAMILY HOME IN WINTER PARK OTTERSEN REALTY CORP.

Area Stats

These statistics are updated daily from the My Florida Regional MLS. For further analysis or to obtain statistics not shown below please call EasyStreet Realty at 407 718 3706 and speak with one of our real estate consultants.

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