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Ranch Style Homes for Sale in Winter Park, FL

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  • /31

    $419,000

    $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
  • /28

    $475,000

    • 2 Beds
    • 2 Baths
    • 1,438 Sq Ft

    2824 Prince John Rd, Winter Park, FL 32792

    Welcome to this charming 2 bedroom, 2 bath home, with light and bright open floor plan, spacious rooms and many updates and upgrades. Roof was replaced (2019), new A/C (8/26), fully renovated kitchen with quartz counters, cabinetry, and stainless appliances. Pella double pane windows (2020), new French doors and interior doors, and new soffits and gutters in 2025. Enjoy outdoor living in the

    Joan Cross BHHS FLORIDA REALTY

    2824 Prince John Rd, Winter Park, FL 32792
  • /19

    $425,000

    $14K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,494 Sq Ft

    1955 Eland Ave, Winter Park, FL 32789

    Nestled in Winter Park's Lake Bell Terrace neighborhood, this 3 bedroom, 2 bathroom home is located close to everything that makes Winter Park special, Park Avenue's shops and restaurants, Winter Park Village, Mead Botanical Garden, the Winter Park golf course, and more.Inside, an open, light-filled living area flows effortlessly into the kitchen and dining room, with wood and tile

    Shelby Kirsch REAL PROPERTY MANAGEMENT AND REALTY

    1955 Eland Ave, Winter Park, FL 32789
  • /38

    $600,000

    Open Sun 1PM - 3PM
    • 4 Beds
    • 2 Baths
    • 1,936 Sq Ft

    7525 Lodge Pole Trail, Winter Park, FL 32792

    Welcome to this fully renovated four-bedroom, two-bathroom pool home offering close to 2,000 square feet of beautifully updated living space on an expansive .36-acre pie-shaped lot in the established Arrowhead Cove neighborhood. Thoughtfully renovated throughout, this move-in-ready residence combines modern finishes, an ideal split floor plan and exceptional outdoor living with a location zoned

    Amy Turner KELLER WILLIAMS WINTER PARK

    7525 Lodge Pole Trail, Winter Park, FL 32792
  • /44

    $999,000

    $46K PRICE DROP
    • 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
  • /42

    $830,000

    $145K 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
  • /26

    $360,000

    • 4 Beds
    • 2.5 Baths
    • 1,664 Sq Ft

    2122 Ridge Dr, Winter Park, FL 32792

    Great investment opportunity in Winter Park. 4 bedroom 2.5 bathroom. Large covered patio overlooks huge completely fenced back yard. New roof 2025, HVAC system 2020, water heater 2024 and upgraded electric panel re-piping of water system with Pex in 2010. Terrazzo flooring through most of the home. Excellent Seminole County neighborhood located just minutes to Downtown Winter Park, City of

    David Vobo ABSOLUTE REALTY GROUP, LLC

    2122 Ridge Dr, Winter Park, FL 32792
  • /51

    $1,100,000

    • 3 Beds
    • 2.5 Baths
    • 2,196 Sq Ft

    2227 Howard Dr, Winter Park, FL 32789

    A rare corner lot in one of Winter Park's most established, increasingly in-demand Lake Forest Park neighborhood. This mid-century home has been meticulously maintained. With beautiful hardwood floors and updated systems throughout, there's nothing left to do but move in.The lot is the story here. A stunning mature oak anchors the front yard, and the corner position with no north-facing

    Julian Correa THE SIMON SIMAAN GROUP

    2227 Howard Dr, Winter Park, FL 32789
  • /18

    $400,000

    $20K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,310 Sq Ft

    5588 Garden Grove Cir, Winter Park, FL 32792

    Completely renovated 3bed/2bath, split floorplan, single family home in the heart of Winter Park. With brand new roof, updated kitchen and bath, brand new stainless steel appliances, new interior and exterior paint, new porcelain tiling in all wet areas, and new laminate flooring in all bedrooms. Other highlights include a brand new front storm door, tiled screened patio and garage floors, brand

    Victor Nguyen CHARLES RUTENBERG REALTY ORLANDO

    5588 Garden Grove Cir, Winter Park, FL 32792
  • /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

    $549,900

    $30K PRICE DROP
    • 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 $550,000!. 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
  • /65

    $778,999

    $46K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,164 Sq Ft

    722 S Ranger Blvd, Winter Park, FL 32792

    “PRICE REDUCED,” “TURN-KEY,” “PRIVATE POOL,” “NO HOA,” “RENOVATED,” and “POSSIBLE ADUWelcome to this beautifully renovated 4-bedroom, 3-bathroom home where modern updates, exceptional outdoor living, and true pride of ownership come together. Move-in ready and designed for effortless Florida living, this home offers an incredible combination of style, comfort, and flexibility.Inside,

    Karen Gore CHARLES RUTENBERG REALTY ORLANDO

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

    $449,900

    $16K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,248 Sq Ft

    259 Orange Terrace Dr, Winter Park, FL 32789

    WOW! NEW PRICE! $10,000 SAVINGS!! RENOVATED AND MOVE IN READY! Make this beautiful three-bedroom, two-bath home in desirable Winter Park 32789 your next place to call home! Extensively updated throughout, this home offers the perfect blend of modern style, comfort and convenience. Filled with natural light, this home features a beautifully renovated kitchen with an open pass-through breakfast bar

    Jo-Ann Lamar PREMIER SOTHEBY'S INTL. REALTY

    259 Orange Terrace Dr, Winter Park, FL 32789
  • /38

    $575,000

    • 4 Beds
    • 2 Baths
    • 2,126 Sq Ft

    2641 Carvell Ct, Winter Park, FL 32792

    Modern Ranch Gem on a Corner Lot | 4 Bed | 2 Bath | 2,126 Sq Ft | Screened Pool | No HOA | Winter Park, FLWelcome to this beautiful 4-bedroom, 2-bathroom ranch-style home in Winter Park Estates! Situated on a desirable corner lot with no HOA, this spacious 2,126-square-foot home offers flexibility, comfort, and plenty of room to enjoy Florida living.The inviting floor plan

    Christina Perez CHAMBERLAIN REALTY LLC

    2641 Carvell Ct, 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
  • /35

    $479,900

    • 3 Beds
    • 2 Baths
    • 1,561 Sq Ft

    5334 Lanyard Ct, Winter Park, FL 32792

    Welcome to this incredible 3-bedroom, 2-bath home offering thoughtful updates, modern finishes, and an outdoor escape designed for relaxed Florida living. Situated on an oversized lot, this property features a stunning backyard retreat complete with a newly resurfaced PebbleTec pool, water features, gazebo, paver patio, and saltwater system.Inside, enjoy luxury vinyl flooring throughout, new

    Shirley Welch BHHS FLORIDA REALTY

    5334 Lanyard Ct, Winter Park, FL 32792
  • /34

    $799,890

    Open Sun 12AM - 2PM $35K PRICE DROP
    • 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 EXP REALTY LLC

    2624 Tuscarora Trail, Maitland, FL 32751
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