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Craftsman Homes for Sale in Winter Garden, FL

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  • /31

    $485,000

    $15K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,705 Sq Ft

    16802 Oakboro St, Winter Garden, FL 34787

    Welcome to this beautifully maintained Laurel floor plan, featuring fresh professional exterior paint (2026), 3 bedrooms, 2 bathrooms, and an open-concept layout thoughtfully designed for comfortable everyday living and effortless entertaining.The spacious kitchen serves as the heart of the home, featuring stainless steel appliances, a breakfast bar, a walk-in pantry, and an adjoining

    Agent Photo

    Rick Brown

    KELLER WILLIAMS ADVANTAGE 2 REALTY

    16802 Oakboro St, Winter Garden, FL 34787
  • /56

    $548,000

    $17K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,216 Sq Ft

    15741 Fountain Springs Rd, Winter Garden, FL 34787

    Welcome to this beautifully maintained home in the master-planned community of Waterleigh community of Horizon West in Winter Garden. This popular Bellake floor plan offers over 2,200 square feet of beautifully maintained living space. Rare concrete block construction on both the first and second floors, thoughtful updates by the current owner, and a functional open-concept layout make this home

    Agent Photo

    Tiffany Pantozzi

    ALIGN REAL ESTATE LLC

    15741 Fountain Springs Rd, Winter Garden, FL 34787
  • /64

    $1,465,000

    New Construction $30K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 2,834 Sq Ft

    412 N Boyd St, Winter Garden, FL 34787

    Discover elevated living and the Winter Garden lifestyle in downtown's newest custom residence! Ideally positioned off the shores of Lake Apopka and within the beloved golf cart district, this exceptional home offers effortless access to Plant Street’s charming shops, restaurants, Farmers Market, Crooked Can Brewery, Plant Street Market, The Garden Theater & the West Orange Trail. Thoughtfully

    Agent Photo

    Karla Ryan

    WATSON REALTY CORP

    412 N Boyd St, Winter Garden, FL 34787
  • /55

    $650,000

    $140K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,931 Sq Ft

    18339 Oliver Twist Way, Winter Garden, FL 34787

    Short Sale. *Motivated Seller*This 2023 built home has only had One-owner, highly upgraded luxury 4-bedroom, 3-bathroom home with 2-car garage, fenced-in oversized yard, and overhead storage in the highly desirable Waterleigh community—just minutes from Walt Disney World in the Top-Rated School zone. No lawn mower needed - the HOA maintains all lawn care in this beautiful community! This

    Edward Guerrette HAMLIN REALTY

    18339 Oliver Twist Way, Winter Garden, FL 34787
  • /18

    $889,990

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 3,066 Sq Ft

    17937 Lake Star Rd, Winter Garden, FL 34787

    Under Construction. Welcome to this stunning new construction home by M/I Homes, located at Lake Star At Ovation in Winter Garden, Florida. This 2-story home offers 3,032 square feet of thoughtfully designed living space, featuring 4 bedrooms, 3 full bathrooms, and 1 half bathroom.Step inside to discover an open-concept living space that creates a seamless flow throughout the main level,

    Stacie Brown Kelly KELLER WILLIAMS ADVANTAGE REALTY

    17937 Lake Star Rd, Winter Garden, FL 34787
  • /58

    $825,000

    Open Sat 10AM - 1PM
    • 5 Beds
    • 4 Baths
    • 3,285 Sq Ft

    13112 Dendy Way, Winter Garden, FL 34787

    Welcome to luxury living in the heart of Horizon West! This stunning Santa Fe floorplan by K. Hovnanian Homes perfectly blends rustic charm with modern elegance, offering space, privacy, and an unbeatable location. Step inside to a bright, airy main living space featuring dramatic vaulted ceilings accented by rich wooden beams and seamless, carpet-free flooring—sleek tile flows throughout the

    Maureen Sossa Nguyen REAL BROKER, LLC

    13112 Dendy Way, Winter Garden, FL 34787
  • /57

    $834,000

    New Construction Open Thu 10AM - 6PM
    • 5 Beds
    • 4.5 Baths
    • 3,501 Sq Ft

    17428 Honeybell Tangelo Ct, Winter Garden, FL 34787

    Luxury new home 3501 SFT with oversized yard near Walt Disney World theme parks. Frost plan by RockWell Homes, a luxurious new home designed to meet all your needs. This stunning home features 5 bedrooms, 4.5 bathrooms, and a spacious layout that includes both a primary suite and a guest bedroom on the first floor, making it ideal for multi-generational living or hosting visitors. The Frost plan

    Abigail Belchick OLYMPUS EXECUTIVE REALTY INC

    17428 Honeybell Tangelo Ct, Winter Garden, FL 34787
  • /72

    $1,200,000

    • 5 Beds
    • 5 Baths
    • 4,396 Sq Ft

    4817 Fair Winds Ct, Winter Garden, FL 34787

    This is a rare opportunity to find a popular Roseland floorplan loaded with upgrades, perfectly located on a quiet cul-de-sac on a private lot with no rear neighbors and extra space on this oversized lot! Best of all, you can enjoy picturesque views of Johns Lake right from the front yard! Inside, you are greeted with a beautiful double glass door entry, soaring dramatic ceilings, and elevated

    Maureen Sossa Nguyen REAL BROKER, LLC

    4817 Fair Winds Ct, Winter Garden, FL 34787
  • /10

    $789,990

    New Construction
    • 4 Beds
    • 3 Baths
    • 2,908 Sq Ft

    17431 Water Hemlock Rd, Winter Garden, FL 34787

    Under Construction. Welcome to this stunning new construction home located at Lake Star At Ovation in Winter Garden, FL. Built by M/I Homes, this 2-story home offers 2,343 square feet of thoughtfully designed living space with 4 bedrooms and 3 bathrooms.Step inside to discover an open-concept living space that creates a seamless flow between the main gathering areas, perfect for everyday

    Stacie Brown Kelly KELLER WILLIAMS ADVANTAGE REALTY

    17431 Water Hemlock Rd, Winter Garden, FL 34787
  • /51

    $550,000

    New Construction
    • 4 Beds
    • 3 Baths
    • 2,163 Sq Ft

    Lot 312 - Field Daisy Dr, Winter Garden, FL 34787

    Luxury new townhome by RockWell Homes with 4 bedrooms, 3 bathrooms, covered patio, covered front porch, covered balcony and two car garage. Kitchen is complete with island, upgraded solid surface flooring, stainless steel appliances, oven, vent hood, microwave, dishwasher, upgraded cabinets, Delta faucets, walk in pantry, undermount sink, lighting package, ceramic tile backsplash, 42-inch

    RockWell Homes Builder
    Lot 312 - Field Daisy Dr, Winter Garden, FL 34787
  • /60

    $685,000

    • 4 Beds
    • 3 Baths
    • 2,214 Sq Ft

    9202 Merlon Dr, Winter Garden, FL 34787

    Every single night, you'll have a front-row seat to the magic. Tucked into the coveted Latham Park community of Winter Garden, your new home will be just two miles from Disney's Magic Kingdom! This pristine 2020-built home pairs peaceful waterfront living with an unbeatable, nightly display of Disney’s fireworks right from your welcoming front porch and front yard. Surrounded by updated curb

    Gavin Hatch SERHANT

    9202 Merlon Dr, Winter Garden, FL 34787
  • /29

    $515,000

    New Construction
    • 3 Beds
    • 3 Baths
    • 2,164 Sq Ft

    Lot 310 - Field Daisy Dr, Winter Garden, FL 34787

    Experience luxury living in this stunning new townhome by RockWell Homes, featuring 3 bedrooms, 3 bathrooms and 2-car garage. With a covered lanai, charming front porch, and private covered balcony, this home is designed for both relaxation and entertaining. The chef's kitchen is a highlight, featuring an island, upgraded solid surface flooring, and high-end stainless steel appliances, including

    RockWell Homes Builder
    Lot 310 - Field Daisy Dr, Winter Garden, FL 34787
  • /63

    $990,000

    $60K PRICE DROP
    • 6 Beds
    • 5.5 Baths
    • 4,124 Sq Ft

    9240 Bradleigh Dr, Winter Garden, FL 34787

    Welcome to this exceptional home in the highly sought-after Latham Park community, where luxury, space, and privacy come together. Situated on a premium conservation lot with no rear or front neighbors, this beautifully upgraded residence offers the perfect blend of elegance, comfort, and functionality.Featuring 6 bedrooms, 5 full bathrooms, and 1 half bathroom, this thoughtfully designed

    Flavia Cabral FLORIDA SCANDI REALTY LLC

    9240 Bradleigh Dr, Winter Garden, FL 34787
  • /50

    $1,725,000

    $84K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 3,784 Sq Ft

    906 Allendale Ln, Winter Garden, FL 34787

    Welcome home to calm, light-filled luxury on a peaceful pond in the sought-after golf cart district—just steps from the West Orange Trail and 3 miles to historic Downtown Winter Garden.This 4-bed, 3-bath custom home sits on a large lot and features an open, airy floor plan with upscale laminate flooring throughout. The gourmet kitchen is built to entertain: commercial-grade hood, gas range,

    Jurgita Blake CENTURY 21 CARIOTI

    906 Allendale Ln, Winter Garden, FL 34787
  • /32

    $585,000

    $34K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,608 Sq Ft

    6316 Manuscript St, Winter Garden, FL 34787

    Such a Charming, Family-Friendly 4 Bedroom 2.5 Bath Home in Beautiful Winter Garden. The bungalow-style porch is extremely inviting as you enter the home. Arched doorways, recessed lighting, French doors, transom windows, and a separate office on the first floor. Tons of natural lighting. The kitchen includes solid granite countertops, solid wood cabinetry, custom tile backsplash, and an island

    Sean Flatley KELLER WILLIAMS REALTY AT THE PARKS

    6316 Manuscript St, Winter Garden, FL 34787
  • /35

    $472,000

    New Construction
    • 3 Beds
    • 3 Baths
    • 1,785 Sq Ft

    Lot 315 - Field Daisy Dr, Winter Garden, FL 34787

    Luxurious New Townhome by RockWell Homes. Discover the perfect blend of luxury and convenience in this stunning new townhome. Designed with modern living in mind, this townhome boasts an elegant exterior and an array of high-end features. Enjoy a covered front lanai, a private covered balcony, and a spacious covered back lanai – ideal for relaxing or entertaining. Inside, you'll find two spacious

    RockWell Homes Builder
    Lot 315 - Field Daisy Dr, Winter Garden, FL 34787
  • /54

    $669,500

    • 4 Beds
    • 3 Baths
    • 2,117 Sq Ft

    9717 Waterway Passage Dr, Winter Garden, FL 34787

    Welcome to the home you've been waiting for! This stunning 4-bedroom, 3-bathroom residence offers the perfect combination of modern design, thoughtful upgrades, and everyday comfort. From the moment you arrive, you'll appreciate the charming front patio and inviting curb appeal that make this home stand out from the rest. Step inside and be greeted by gorgeous custom wainscoting in the entryway,

    Fanny Stollmeyer LIFESTYLE INTERNATIONAL REALTY

    9717 Waterway Passage Dr, Winter Garden, FL 34787
  • /27

    $510,000

    • 3 Beds
    • 2.5 Baths
    • 2,193 Sq Ft

    7921 Iceland Gull St, Winter Garden, FL 34787

    Welcome home to this freshly painted, charming Craftsman- inspired residence offering 2193 square feet of thoughtfully designed living space in one of Winter Garden's most desirable communities! This beautifully maintained home features 3 spacious bedrooms, 2 1/2 baths and a versatile loft/bonus room- perfect for a home office, media room or play area. The heart of the home is the open-concept

    Char Sibiga, PA C & S REALTY

    7921 Iceland Gull St, Winter Garden, FL 34787
  • /65

    $859,000

    $6K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,252 Sq Ft

    907 Easley Ave, Winter Garden, FL 34787

    OAKLAND PARK---a PARADE of HOMES winning community! Nestled beneath a canopy of mature trees and perfectly positioned across from a PARK, this charming home welcomes you with a spacious covered front porch where you can relax and enjoy nature and the peaceful surroundings. Thoughtfully designed with warmth and character throughout, the home features rich WOOD flooring, beautiful custom ACCENT

    Ashley Boyd BHHS FLORIDA REALTY

    907 Easley Ave, Winter Garden, FL 34787
  • /45

    $849,900

    $10K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,840 Sq Ft

    9572 Waterway Passage Dr, Winter Garden, FL 34787

    Your private Florida retreat awaits in the highly sought-after Waterleigh community of Winter Garden! This beautifully upgraded and move-in-ready D.R. Horton Cresswell offers the perfect combination of style, comfortable living and exceptional outdoor entertaining.From the moment you arrive, thoughtful upgrades and elevated finishes set this home apart. Inside, laminate flooring flows

    Temika Kindred FLORIDA REAL ESTATE & LAND CO.

    9572 Waterway Passage Dr, Winter Garden, FL 34787
  • /41

    $702,500

    $27K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 3,395 Sq Ft

    552 Egret Place Dr, Winter Garden, FL 34787

    Welcome to 552 Egret Place in beautiful Winter Garden, Florida—an exceptional Meritage Homes residence thoughtfully designed to combine modern style, everyday comfort, and outstanding energy efficiency.From the moment you arrive, you'll appreciate the quality craftsmanship and attention to detail that Meritage Homes is known for. Inside, an open and inviting floor plan creates the perfect

    Jim Kernohan SOUTHERN HERITAGE REALTY, INC

    552 Egret Place Dr, Winter Garden, FL 34787
  • /54

    $674,999

    $30K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,571 Sq Ft

    15725 Sweet Limetta Dr, Winter Garden, FL 34787

    Spacious single-story living in the heart of Horizon West! Offering 2,571 square feet, this beautifully upgraded 3-bedroom, 2.5-bath home features an oversized dedicated office and a thoughtfully designed open floor plan with impressive space for both everyday living and entertaining. From the covered front porch and brick-paver driveway to the 10-foot ceilings, 8-foot doors, and crown molding

    Lily Lassalle EXP REALTY LLC

    15725 Sweet Limetta Dr, Winter Garden, FL 34787
  • /45

    $1,100,000

    • 4 Beds
    • 3 Baths
    • 2,929 Sq Ft

    17854 Hither Hills Cir, Winter Garden, FL 34787

    Move in ready home with remarkable sunsets, breathtaking panoramic views of Lake Apopka, and calming bird watching right from the backyard. Highlights of this home from outside to inside are wide paver driveway with parking pad, spacious 3 car garage, covered front and rear porches, fully fenced in backyard, extended rear concrete patio, large flex room, mother in law suite with private entrance

    Danny Nguyen CHARLES RUTENBERG REALTY ORLANDO

    17854 Hither Hills Cir, Winter Garden, FL 34787
  • /49

    $775,000

    New Construction Open Thu 10AM - 6PM
    • 5 Beds
    • 4 Baths
    • 2,700 Sq Ft

    17422 Honeybell Tangelo Ct, Winter Garden, FL 34787

    Luxury New Home by RockWell Homes near Walt Disney World theme parks. T he Faulkner Plan on Homesite #267. Experience the ultimate in modern luxury with this stunning new home minutes to Walt Disney World theme parks. Spacious 5 bedroom, 4-bathroom design offers the perfect combination of style, functionality, and comfort. The home features a 3-car garage, a covered front porch and a covered

    RockWell Homes Builder
    17422 Honeybell Tangelo Ct, Winter Garden, FL 34787
  • /63

    $699,000

    $131K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 3,663 Sq Ft

    3262 Hanging Tide St, Winter Garden, FL 34787

    Welcome to the Lakeview Community! This stunning single-family residence features 5 spacious bedrooms, 4 full bathrooms, and a convenient half bath. The open-concept kitchen and living area, equipped with stainless steel appliances and modern touches, seamlessly connect to the backyard through full retractable sliding doors. The first floor includes a comfortable mother-in-law suite with a

    Franklin Adrianza AGENT TRUST REALTY CORPORATION

    3262 Hanging Tide St, Winter Garden, FL 34787
  • /48

    $925,000

    $20K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,588 Sq Ft

    14897 Ellingsworth Ln, Winter Garden, FL 34787

    Welcome to 14897 Ellingsworth Lane where the sellers welcome reasonable offers – A Spacious Retreat in Gated Oxford Chase tucked away on a quiet cul-de-sac in the sought-after gated community of Oxford Chase, this stunning 4-bedroom, 3 1/2-bathroom home with a flex space ideal for a home office offers the perfect balance of elegance, function, and location. Built in 2018, the home features an

    Soraya Tamaddon EMPIRE NETWORK REALTY

    14897 Ellingsworth Ln, Winter Garden, FL 34787
  • /38

    $490,000

    New Construction
    • 3 Beds
    • 3 Baths
    • 1,955 Sq Ft

    Lot 311 - Field Daisy Dr, Winter Garden, FL 34787

    New Luxurious Townhome by RockWell Homes. Welcome to this exquisite new townhome where luxury meets convenience. This spacious home offers 3 bedrooms, 3 bathrooms, and a versatile loft, perfect for your lifestyle needs. The townhome also includes a 2-car garage, a covered front lanai, a private second-floor balcony, and a covered back yard lanai, providing abundant outdoor living space for

    RockWell Homes Builder
    Lot 311 - Field Daisy Dr, Winter Garden, FL 34787
  • /44

    $839,000

    $86K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 3,657 Sq Ft

    15652 Gentle Rain Dr, Winter Garden, FL 34787

    One or more photo(s) has been virtually staged. Welcome to one of the most beautifully designed homes in Horizon West, nearly 3700 square feet of luxury living space, and only 4 minutes from Disney World, Firework views nightly. This house is a MUST SEE. The open-concept floor plan includes an expansive great room that flows seamlessly to the covered lanai and spacious backyard. Perfectly

    Susana Wight REAL BROKER, LLC

    15652 Gentle Rain Dr, Winter Garden, FL 34787
  • /54

    $754,900

    $20K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,976 Sq Ft

    14735 Snowy Egret St, Winter Garden, FL 34787

    Experience elevated Florida living in this stunning 3-bedroom, 3-full-bathroom residence boasting 2,976 square feet of beautifully designed living space, plus a dedicated office, spacious loft, and versatile bonus room. Perfectly positioned on a premium lakeview homesite, this exceptional property offers tranquil water views and the spectacular bonus of enjoying Disney fireworks from your own

    Kevin Sullivan LAKESIDE REALTY WINDERMERE INC

    14735 Snowy Egret St, Winter Garden, FL 34787
  • /24

    $812,285

    New Construction
    • 4 Beds
    • 4.5 Baths
    • 2,837 Sq Ft

    12940 Harvest Rain Ave, Winter Garden, FL 34787

    Under Construction. What's Special: Corner Lot | Dedicated Study | Oversized Garage | Gourmet Kitchen. New Construction – December Completion! Built by America's Most Trusted Home Builder. Welcome to the Saint Clair at 12940 Harvest Rain Avenue in Harvest at Ovation! This single-story home offers a thoughtfully designed open-concept layout centered around an impressive great room that flows

    Michelle Campbell TAYLOR MORRISON REALTY OF FLORIDA INC

    12940 Harvest Rain Ave, Winter Garden, FL 34787
  • /32

    $560,000

    New Construction $30K PRICE INCREASE
    • 3 Beds
    • 3.5 Baths
    • 2,461 Sq Ft

    16050 Honey Harvest St, Winter Garden, FL 34787

    Under Construction. What's Special: Flat Lot | 3 Full Baths | Bonus Room. New Construction – November Completion! Welcome to the Ashwood at 16050 Honey Harvest Street in Harvest at Ovation! This warm and inviting two-story home blends comfort, flexibility, and effortless everyday living. A charming front porch opens to a bright foyer with a private study, while the heart of the home features a

    Michelle Campbell TAYLOR MORRISON REALTY OF FLORIDA INC

    16050 Honey Harvest St, Winter Garden, FL 34787
  • /16

    $814,990

    New Construction
    • 4 Beds
    • 3 Baths
    • 2,869 Sq Ft

    17425 Water Hemlock Rd, Winter Garden, FL 34787

    Under Construction. Welcome to this stunning new construction home at Lake Star At Ovation in Winter Garden, FL. Built by M/I Homes, this 2-story home offers 2,753 square feet of thoughtfully designed living space with 4 bedrooms and 3 bathrooms.Step inside to discover an open-concept living space that creates a seamless flow between the main gathering areas, perfect for everyday living

    Stacie Brown Kelly KELLER WILLIAMS ADVANTAGE REALTY

    17425 Water Hemlock Rd, Winter Garden, FL 34787
  • /40

    $560,000

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 2,461 Sq Ft

    14751 Field Daisy Dr, Winter Garden, FL 34787

    Under Construction. What's Special: Close to Amenities | Flat Lot | Dedicated Home Office | Low HOA Dues. New Construction - November Completion! Welcome to the Ashwood at 14751 Field Daisy Drive in Harvest at Ovation! Welcome to this thoughtfully designed two-story home! Just off the foyer, a private study provides the perfect space for working from home or pursuing hobbies. The open-concept

    Michelle Campbell TAYLOR MORRISON REALTY OF FLORIDA INC

    14751 Field Daisy Dr, Winter Garden, FL 34787
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