20

Ranch Style Homes for Sale in Winter Park, FL

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  • /40

    $594,500

    • 3 Beds
    • 2 Baths
    • 1,889 Sq Ft

    2010 Summerfield Rd, Winter Park, FL 32792

    Living in the City of Winter Park is quite afforadable with this beautifully maintained property that offers the perfect blend of comfort and convenience. Cathedral ceiling add to the spacious feeling of this floor plan with luxury vinyl flooring and ceramic tile. The new stainless steel appliance package in kitchen stands out next to the white cabinetry and granite counter tops. Separate family

    Barry Sanford PA CHARLES RUTENBERG REALTY ORLANDO

    2010 Summerfield Rd, Winter Park, FL 32792
  • /59

    $675,000

    $75K 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
  • /31

    $419,000

    Open Sat 11AM - 2PM $10K PRICE DROP
    • 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
  • /41

    $650,000

    $49K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,467 Sq Ft

    1009 Lake Bell Dr, Winter Park, FL 32789

    Rarely does a property offer this combination of waterfront living, privacy, and walkable convenience in the heart of Winter Park. Situated on nearly half an acre at the end of a quiet dead-end street, this unique property features approximately 133 feet of waterfront frontage with direct access to private Lake Bell. The existing 3-bedroom, 2-bath home is comfortable and move-in ready, offering

    Padgett McCormick KELLY PRICE & COMPANY LLC

    1009 Lake Bell Dr, Winter Park, FL 32789
  • /32

    $579,000

    • 4 Beds
    • 2 Baths
    • 1,660 Sq Ft

    333 Cornwall Rd, Winter Park, FL 32792

    Located in the heart of Winter Park, Winter Park Pines is a well-established neighborhood known for its convenience, school zoning, and access to outdoor living. A place to slow down, where evening walks feel like something out of a storybook, and the Cady Way Trail is just steps from your back door for morning runs, bike rides, and everything in between. One of the standout features is having

    Melissa Johnson EXP REALTY LLC

    333 Cornwall Rd, Winter Park, FL 32792
  • /44

    $1,045,000

    • 4 Beds
    • 4.5 Baths
    • 2,638 Sq Ft

    616 Brechin Dr, Winter Park, FL 32792

    Welcome to your fully reimagined Florida home. Among tree-canopied streets in the desired Kenilworth Shores neighborhood, this mid-century modern ranch home was completely transformed in 2005. The redesign added substantial square footage and created a completely unique, functional floor plan that separates it from any other home in the area. Spanning 2,638 square feet of seamless indoor-outdoor

    Alison Mosley PREMIER SOTHEBY'S INTL. REALTY

    616 Brechin Dr, Winter Park, FL 32792
  • /44

    $850,000

    $125K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,003 Sq Ft

    1507 Golfside Dr, Winter Park, FL 32792

    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 Wood & porcelain tile flooring

    Catherine D'Amico FANNIE HILLMAN & ASSOCIATES

    1507 Golfside Dr, Winter Park, FL 32792
  • /34

    $599,000

    • 3 Beds
    • 2 Baths
    • 1,723 Sq Ft

    2361 Roxbury Rd, Winter Park, FL 32789

    Nested on a spacious, tree lined lot just steps from Lake Killarney, 2361 Roxbury Road offers a rare opportunity to create your dream home in one of Winter Park’s most convenient locations. Ideally situated just off Fairbanks Avenue with quick access to I-4 , this 3 bedroom, 2 bath residence features 1723 square feet of living space, solid plaster walls and mid century character. Built in 1951,

    Arden Magee ANNE ROGERS REALTY GROUP INC

    2361 Roxbury Rd, Winter Park, FL 32789
  • /45

    $630,000

    • 3 Beds
    • 2 Baths
    • 1,915 Sq Ft

    2504 Forfarshire Dr, Winter Park, FL 32792

    RARE TWO-OWNER MID-CENTURY MODERN HOME IN WINTER PARK PROPER!! You will fall in love as the canopy of trees along Forfarshire Drive leads you to the door of this desirable Winter Park address.A fresh exterior re-envisioning brings a modern curb appeal, complete with a beautifully tiled covered front porch, glass entry door, Zen fountain and low architectural awnings provide an immediate sense

    Bill Miller RE/MAX CENTRAL REALTY

    2504 Forfarshire Dr, Winter Park, FL 32792
  • /63

    $624,900

    Open Wed 4AM - 7PM
    • 4 Beds
    • 2 Baths
    • 1,933 Sq Ft

    216 Blossom Ln, Winter Park, FL 32789

    Completely updated and move-in ready, this stunning Winter Park home offers the perfect blend of timeless charm and modern comfort! Located in the desirable Shores of Lake Killarney, this 4-bedroom, 2-bath home features 1,933 square feet of thoughtfully updated living space, deeded access to Lake Killarney, and NO HOA! As you step inside, an open layout creates a seamless flow between the

    Katie Tedesco COLDWELL BANKER REALTY

    216 Blossom Ln, Winter Park, FL 32789
  • /9

    $918,000

    New Construction $27K PRICE DROP
    • 4 Beds
    • 2.5 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
  • /30

    $579,900

    • 3 Beds
    • 2 Baths
    • 1,837 Sq Ft

    1003 Lake Bell Dr, Winter Park, FL 32789

    Rare Waterfront Opportunity in Winter Park! Discover your own slice of Florida paradise with this waterfront gem offering 94 feet of direct canal frontage on Lake Bell for under $600,000. Tucked away in a peaceful, private setting, yet just minutes from Winter Park’s famed Park Ave, Winter Park Village, College Park and Downtown Orlando with numerous shopping and dining options making this

    Bryan Douglas KELLER WILLIAMS REALTY AT THE PARKS

    1003 Lake Bell Dr, Winter Park, FL 32789
  • /36

    $514,900

    $10K PRICE DROP
    • 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
  • /67

    $825,000

    • 4 Beds
    • 3 Baths
    • 2,164 Sq Ft

    722 S Ranger Blvd, Winter Park, FL 32792

    Impeccably Renovated Turn-Key Oasis with a Resort-Style Backyard! No HOA with yard large enough for possible ADU.Welcome home to this meticulously updated 4-bedroom, 3-bathroom residence where true pride of ownership shines through every detail. Absolutely turn-key and loaded with premium updates throughout, such as new electrical panel, newer water heater, new pool pavers, upgraded

    Karen Gore CHARLES RUTENBERG REALTY ORLANDO

    722 S Ranger Blvd, Winter Park, FL 32792
  • /26

    $465,500

    • 3 Beds
    • 2 Baths
    • 1,248 Sq Ft

    259 Orange Terrace Dr, Winter Park, FL 32789

    Beautifully renovated three-bedroom, two-bath home in desirable Winter Park 32789. Extensively updated throughout, this move-in-ready home offers the perfect blend of modern style, comfort and convenience. Filled with natural light, this home features a stunning renovated kitchen with an open pass-through breakfast bar and seating, ideal for entertaining and everyday living, a large stainless

    Jo-Ann Lamar PREMIER SOTHEBY'S INTL. REALTY

    259 Orange Terrace Dr, Winter Park, FL 32789
  • /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
  • /48

    $695,000

    • 4 Beds
    • 3 Baths
    • 2,312 Sq Ft

    715 S Ranger Blvd, Winter Park, FL 32792

    Welcome to your dream home in the highly sought-after community of Winter Park Pines! This beautifully maintained 4-bedroom, 3-bathroom residence offers 2,312 square feet of comfortable and stylish living space ideally designed for modern and multigenerational lifestyles.The recently remodeled primary suite is a true retreat, featuring new carpeting and tile flooring, dual granite vanities,

    Chuck Tolfa DAHLIA REALTY GROUP

    715 S Ranger Blvd, Winter Park, FL 32792
  • /45

    $1,449,000

    • 4 Beds
    • 2.5 Baths
    • 2,625 Sq Ft

    1460 Lyndale Blvd, Maitland, FL 32751

    Welcome to 1460 Lyndale Boulevard, a beautifully renovated 4-bedroom, 2.5-bath pool home where timeless design meets everyday functionality. Perfectly situated just minutes from Park Avenue, the Enzian Theater, top-rated schools, and everything that makes this area one of Central Florida's most desirable places to call home, this move-in-ready residence has been thoughtfully updated with quality

    Cara Edwards ALL REAL ESTATE & INVESTMENTS

    1460 Lyndale Blvd, Maitland, FL 32751
  • /21

    $834,900

    • 3 Beds
    • 2 Baths
    • 1,959 Sq Ft

    2624 Tuscarora Trail, Maitland, FL 32751

    Discover a rare waterfront, pool-home in the desirable Dommerich Hills neighborhood. This exceptional property offers the ideal combination of family-friendly living, modern convenience, and breathtaking natural beauty.The open floor plan welcomes you with vaulted ceilings and natural light in the living room, dining room, kitchen, and family room. Bamboo flooring enhances the bedrooms and

    Lori Wall EPIC FLORIDA REALTY LLC

    2624 Tuscarora Trail, Maitland, FL 32751
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