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Ranch Style Homes for Sale in Winter Park, FL

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  • /59

    $715,000

    • 4 Beds
    • 2 Baths
    • 1,968 Sq Ft

    744 Cornwall Rd, Winter Park, FL 32792

    Welcome to your dream home! This exceptional 4-bedroom residence features a desirable split floor plan, offering both privacy and functionality. Nestled on a quiet corner lot in the serene Winter Park Pines community, this property is just a few steps away from the scenic Cady Way Trail, perfect for outdoor enthusiasts.This home is surrounded by recreational opportunities, including a refreshing

    Tammy Cuddy VERSALIS REALTY POWERED BY SELLSTATE

    744 Cornwall Rd, Winter Park, FL 32792
  • /35

    $750,000

    • 3 Beds
    • 2 Baths
    • 1,827 Sq Ft

    676 Dunblane Dr, Winter Park, FL 32792

    This meticulously maintained POOL HOME located in the highly desirable Kenilworth Shores community could be YOURS! 3 Beds | 2 Baths | Bonus Room | This classic ranch-style residence offers a spacious and functional layout with three well-appointed bedrooms, two full bathrooms, a formal living room, dining area, and a bright breakfast nook. An additional bonus room provides flexible use — ideal as

    Emma Kaplan BALDWIN PARK REALTY LLC

    676 Dunblane Dr, Winter Park, FL 32792
  • /2

    $389,900

    • 3 Beds
    • 2 Baths
    • 1,529 Sq Ft

    3245 Coleus Ct, Winter Park, FL 32792

    This home sits at the end of a cul-de-sac with an attractive courtyard entry to the 2 car garage. The Kitchen has been updated with new cabinets and tile flooring and the baths all have been remodeled and have tile flooring. The remodeled Primary Bedroom has Luxury Vinyl Flooring. The house has had all the windows and front door replaced. The screened porch overlooks a spacious fenced backyard

    Diane Gerry PA RE/MAX 200 REALTY

    3245 Coleus Ct, Winter Park, FL 32792
  • /29

    $499,999

    • 4 Beds
    • 3 Baths
    • 1,826 Sq Ft

    731 Bongart Rd, Winter Park, FL 32792

    Experience luxury living in this stunning, fully remodeled single-family home located in the heart of Winter Park, where modern sophistication meets exceptional functionality. This spectacular residence features a total of 4 spacious bedrooms and 3 modern bathrooms, boasting sleek laminate flooring throughout and a chef-inspired kitchen fully equipped with premium stainless steel appliances. A

    Maria Gomez Arevalo MY REALTY GROUP, LLC.

    731 Bongart Rd, Winter Park, FL 32792
  • /26

    $370,000

    • 3 Beds
    • 2 Baths
    • 1,283 Sq Ft

    780 Baffie Ave, Winter Park, FL 32789

    Great opportunity to live in Winter Park in the Dubsdread Golf Community. This 3 bedroom, 2 bath home is situated on a deep lot (50 x 140) with 1283 sq. ft., Bamboo hardwood floors in several rooms, split bedroom floor plan, large kitchen with tile floors, and oak cabinets, and the dining room has a tongue and groove wood ceiling. The primary bedroom has Bamboo floors, tongue and groove wood

    Melissa Woodman FANNIE HILLMAN & ASSOCIATES

    780 Baffie Ave, Winter Park, FL 32789
  • /28

    $600,000

    • 3 Beds
    • 2 Baths
    • 1,618 Sq Ft

    218 Orange Terrace Dr, Winter Park, FL 32789

    Come see this charming pool home on a desirable corner lot near Lake Killarney in Winter Park. This beautifully maintained mid-century residence features 3 bedrooms and 2 baths with warm wood floors and timeless character throughout. The private, fully fenced backyard is turfed for low maintenance and perfect for relaxing and entertaining. Major updates provide peace of mind, including new

    Arden Magee ANNE ROGERS REALTY GROUP INC

    218 Orange Terrace Dr, Winter Park, FL 32789
  • /34

    $725,000

    • 4 Beds
    • 2 Baths
    • 1,008 Sq Ft

    770 W Webster Ave, Winter Park, FL 32789

    Stop the car! Develop your dream project on this hard to find R-3 lot! Adjacent 75x100 R-3 vacant lot (TAX ID 06-22-30-1168-02-023) on the south side to be purchased simultaneously, for a total of 75x200 or 15,000sq/ft. Next to the proposed Winter Park Commons project, walk to Winter Park Village, Hannibal Square, WP9 and Park Ave for top shopping, dining and entertainment. Don’t miss this unique

    Lisa Gould KELLER WILLIAMS WINTER PARK

    770 W Webster Ave, Winter Park, FL 32789
  • /36

    $384,900

    • 4 Beds
    • 2 Baths
    • 1,988 Sq Ft

    3330 Coleus Ct, Winter Park, FL 32792

    Situated in an established Winter Park neighborhood, this single-family residence offers a functional layout with generous living space designed for everyday comfort. The home features multiple living areas that provide flexibility for daily living, entertaining, or work-from-home needs. Conveniently located near major roadways, public transit, shopping, dining, and surrounding Central Florida

    Raquel Littlejohn MAINSTAY BROKERAGE LLC

    3330 Coleus Ct, Winter Park, FL 32792
  • /9

    $944,890 New Construction

    • 4 Beds
    • 3.5 Baths
    • 2,662 Sq Ft

    Lot #21 Karolina Ave, Winter Park, FL 32789

    Pre-Construction. To be built. Step into a life where charm meets convenience in the heart of Winter Park. This brand-new 4-bedroom, 3.5-bath residence offers 2,662 square feet of thoughtfully designed living space and sits on a 6,748 square foot lot. The home showcases modern architecture with clean lines and the comfort and functionality today’s homeowners desire. This is the final opportunity

    Vinny Lay COMPASS FLORIDA LLC

    Lot #21 Karolina Ave, Winter Park, FL 32789
  • /36

    $484,000

    • 4 Beds
    • 3 Baths
    • 2,878 Sq Ft

    3312 Heartwood Ave, Winter Park, FL 32792

    One or more photo(s) has been virtually staged. A family home with a private entrance to a large In-Law suite upstairs and private entrance to spacious downstairs living. The downstairs has three (3) bedrooms and two (2) baths on a split floor plan with plenty of room to entertain. This home is move-in ready and recently had a new roof installed which comes with a five (5) year warranty which

    Stacy Morano MID-STATE PROPERTIES PSL LLC

    3312 Heartwood Ave, Winter Park, FL 32792
  • /33

    $439,000

    • 4 Beds
    • 2 Baths
    • 1,771 Sq Ft

    837 Appalachee Ave, Winter Park, FL 32792

    MAY I TEMPT YOU WITH A POOL? Summer’s delight is yours daily with your own pool! Discover a new dimension of living with this terrific classic ranch style home in desirable Winter Park. Great layout home with tons of potential, wonderful split plan with 4 beds/2 baths and almost 1800sf. Entry leads to living and dining combined space to left and straight ahead to large family room and kitchen.

    Teresa Jones-Cintron KELLY PRICE & COMPANY LLC

    837 Appalachee Ave, Winter Park, FL 32792
  • /43

    $500,000

    • 3 Beds
    • 2 Baths
    • 1,413 Sq Ft

    512 N Lakemont Ave, Winter Park, FL 32792

    Set on an oversized corner lot in one of the most desirable pockets of Winter Park, this 3-bedroom, 2-bath pool home blends character, location, and opportunity.The backyard is a standout feature, with a resurfaced pool finished in Tahoe Blue PebbleTec and positioned for open sky views, a rare find in a neighborhood known for its mature tree canopy. It creates a bright, inviting outdoor space

    David Plasencia COLDWELL BANKER REALTY

    512 N Lakemont Ave, Winter Park, FL 32792
  • /35

    $775,000

    • 4 Beds
    • 3 Baths
    • 2,038 Sq Ft

    350 Cornwall Rd, Winter Park, FL 32792

    Fully reimagined and COMPLETELY RENOVATED with Custom features, this stunning 4-br, 3-ba home in desirable Winter Park Pines sits proudly on a spacious corner lot and offers Modern Luxury with thoughtful, HIGH END UPGRADES throughout. The interior showcases all-new cabinetry and countertops, highlighted by a dramatic waterfall kitchen island, brand-new appliances including a built-in microwave

    Kelly Butterfield RE/MAX TOWN & COUNTRY REALTY

    350 Cornwall Rd, Winter Park, FL 32792
  • /27

    $1,100,000

    • 4 Beds
    • 2.5 Baths
    • 2,470 Sq Ft

    1420 Lyndale Blvd, Maitland, FL 32751

    LOOK NO FURTHER! This completely remodeled POOL home boast a spacious 4 bedroom's and 2.5 bathroom's that are situated on an oversized corner lot (.26 acre). NEW plumbing, NEW fixtures, NEW kitchen, NEW bathrooms and more! From the moment you enter the front door, you can notice the large new tile floors, complimented by all custom cabinetry, high end light fixtures and a spacious floorplan. A

    Jason Zinno RE/MAX ASSURED

    1420 Lyndale Blvd, Maitland, FL 32751
  • /59

    $1,100,000

    • 4 Beds
    • 2.5 Baths
    • 2,116 Sq Ft

    1421 Sunnyside Dr, Maitland, FL 32751

    One or more photo(s) has been virtually staged. HUGE PRICE IMPROVEMENT Welcome to 1421 Sunnyside Drive, Maitland, FL, a beautifully maintained 4-bedroom, 2.5-bath single-family home with a pool, located on a corner lot directly adjacent to Winter Park. While this home carries a Maitland address, it sits just steps from Winter Park homes, offering the best of both locations. This move-in-ready

    Amanda Binns STRICKLAND REALTY GROUP INC

    1421 Sunnyside Dr, Maitland, FL 32751

Home Trends in Winter Park, FL

Housing Trends

Median Sale Price
$480,000
Median Single Family Sale Price
$600,000
Median Townhouse Sale Price
$459,000
Median 2 Bedroom Sale Price
$205,000
Median 1 Bedroom Sale Price
$154,000
Average Price Per Sq Ft
$370
Number of Homes for Sale
308
Last 12 months Home Sales
1,015
Months of Supply
3.60
Median List Price
$530,000
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
1%
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