15

Ranch Style Homes for Sale in Winter Park, FL

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  • /59

    $695,000

    $55K PRICE DROP
    • 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

    $699,000

    $51K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,827 Sq Ft

    676 Dunblane Dr, Winter Park, FL 32792

    !! PRICE IMPROVEMENT!! 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

    Emma Kaplan BALDWIN PARK REALTY LLC

    676 Dunblane Dr, Winter Park, FL 32792
  • /44

    $899,000

    $76K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,003 Sq Ft

    1507 Golfside Dr, Winter Park, FL 32792

    One or more photo(s) has been virtually staged. OUTSTANDING RENOVATION in a FANTASTIC LOCATION! Peace, Quiet & GOLF COURSE LIVING! This rare opportunity places you along the 13TH tee & offers tranquil backyard views of the 16TH fairway of the Winter Park Pines Golf Course (WP18)! Tree-lined street welcomes you to this completely renovated Floor to Ceiling ONE STORY beauty offers Serendipity LW

    Catherine D'Amico FANNIE HILLMAN & ASSOCIATES

    1507 Golfside Dr, Winter Park, FL 32792
  • /36

    $899,000

    • 4 Beds
    • 3 Baths
    • 2,086 Sq Ft

    627 Dunblane Dr, Winter Park, FL 32792

    Set on a beautiful tree lined Winter Park neighborhood street with sidewalks and manicured lawns is this fully updated, move-in ready, 4 bed, 3 full bath abode with pool and cabana. Paver drive and walkway lead to the front porch and into the spacious great room, where beautifully refinished original hardwood floors run throughout. A freshly updated bar and serving area opens into the light and

    Steven Ritz KELLER WILLIAMS WINTER PARK

    627 Dunblane Dr, 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. This is your final opportunity to build a custom home in one of Winter Park’s most sought-after pockets. Set on a 6,748 sq ft lot, this brand-new 4-bedroom, 3.5-bath residence offers 2,662 sq ft of thoughtfully designed living space, blending clean modern architecture with the comfort and functionality today’s buyers expect. Crisp lines, open-concept living, and

    Vinny Lay COMPASS FLORIDA LLC

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

    $775,000

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

    350 Cornwall Rd, Winter Park, FL 32792

    Fully reimagined and COMPLETELY RENOVATED AND DESIGNED BY HGTV DESIGNER, 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

    Kelly Butterfield RE/MAX TOWN & COUNTRY REALTY

    350 Cornwall Rd, Winter Park, FL 32792
  • /17

    $238,900

    $1K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,068 Sq Ft

    7794 Country Place Unit 2, Winter Park, FL 32792

    Winter Park Clean, UPDATED and in Move In Condition - The newest condo's year built are located on the last street in the complex where this unit is located which features a more contemporary open floor plan and high ceilings. Enjoy the One story living with no steps. No apartment living with noisy neighbors. Another BONUS is *** NO condo neighbors across the street from you - private!!** This

    Tom Bercini CHARLES RUTENBERG REALTY ORLANDO

    7794 Country Place Unit 2, Winter Park, FL 32792
  • /18

    $379,900

    $10K PRICE DROP
    • 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 tile flooring. The Primary Bedroom has Luxury Vinyl Flooring. The screened porch overlooks a spacious fenced backyard that includes a block building (summer cottage) with electric and plumbing that is currently

    Diane Gerry PA RE/MAX 200 REALTY

    3245 Coleus Ct, Winter Park, FL 32792
  • /31

    $429,000

    • 4 Beds
    • 2 Baths
    • 1,836 Sq Ft

    1842 Puritan Ave, Winter Park, FL 32792

    Modern design , open concept layout , sleek quartz counter top , all new appliances, new luxury vinyl plank flooring, new lanai upgrade. This beautiful 4 bedroom and 2 full bath is situated on a 8,250 square feet lot, which was newly fenced in 2024 which gives a sense of privacy and spaciousness. As you exit the interior through the French door into the lanai . There is two detached shed for your

    Karan Jodha MOBED REALTY, P.A

    1842 Puritan Ave, 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
  • /25

    $1,750,000

    • 3 Beds
    • 3 Baths
    • 2,488 Sq Ft

    1110 Alabama Dr, Winter Park, FL 32789

    Come home to this stunning 3 Bed/3 Bath Winter Park residence, fully renovated down to the studs in 2020 and perfectly positioned on a premier corner lot at Alabama Drive and Palmer Avenue. Set among historic estate homes and the iconic tree-lined brick streets of the Chain of Lakes district, this home offers one of Winter Park’s most coveted addresses. Enjoy an unmatched lifestyle just moments

    Vanessa Pierce Coldwell Banker Realty

    1110 Alabama Dr, Winter Park, FL 32789
  • /30

    $595,000

    • 3 Beds
    • 2 Baths
    • 1,396 Sq Ft

    616 Fitzwalter Dr, Winter Park, FL 32792

    This is the kind of place that feels easy the moment you arrive, tucked into one of the most loved pockets of Winter Park, Florida. A place where mornings are quiet, afternoons stretch a little longer, and the backyard becomes your favorite place to unwind. This well-maintained single-story home offers 1,396 square feet of comfortable living across three bedrooms and two bathrooms, with a layout

    Melissa Johnson EXP REALTY LLC

    616 Fitzwalter Dr, Winter Park, FL 32792
  • /10

    $399,500

    • 3 Beds
    • 2 Baths
    • 1,144 Sq Ft

    2889 Rouen Ave, Winter Park, FL 32789

    Welcome to 2889 Rouen Avenue, Fresh exterior paint and move-in-ready 3-bedroom, 2-bath residence offering approximately 1,140 square feet of comfortable living space. This home features a bright and functional layout, well-sized bedrooms, and a large fenced yard with plenty of room to enjoy the outdoors. Brand New water heater. Brand new Roof is underway. Conveniently located near Rollins

    Dan Farber HELLOSOLD LLC

    2889 Rouen Ave, Winter Park, FL 32789
  • /36

    $525,000

    • 3 Beds
    • 2 Baths
    • 1,627 Sq Ft

    1438 Tierra Cir, Winter Park, FL 32792

    Charming, Fully Renovated Pool Home in Sought-After Winter Park. Welcome to this beautifully updated pool home, ideally located in desirable Winter Park—just minutes from premier shopping, dining, and entertainment, with easy access to major roadways for a seamless commute.From the moment you step inside, you’re greeted by a warm, modern aesthetic that blends comfort with style. To the right,

    Tony Nicolas COLDWELL BANKER REALTY

    1438 Tierra Cir, 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

Home Trends in Winter Park, FL

Housing Trends

Median Sale Price
$477,500
Median Single Family Sale Price
$624,000
Median Townhouse Sale Price
$452,500
Median 2 Bedroom Sale Price
$199,450
Median 1 Bedroom Sale Price
$149,500
Average Price Per Sq Ft
$368
Number of Homes for Sale
305
Last 12 months Home Sales
981
Months of Supply
3.70
Median List Price
$530,000
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
0%
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