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Welcome to Winter Oaks, one of Winter Garden’s most desirable communities, just minutes from the charm, dining, shopping, and entertainment of historic Downtown Winter Garden. Tucked away at the end of a quiet cul-de-sac and situated on one of the community’s largest lots, this beautifully maintained 4-bedroom, 3-bath home offers an exceptional combination of space, character, and location. Step inside to an impressive 20-foot foyer that creates a dramatic first impression and opens to spacious living areas designed for both everyday comfort and entertaining. Thoughtful architectural details are found throughout the home, including 9'4" ceilings, hardwood flooring, Craftsman-style trim, tall baseboards, crown molding, wainscoting, oak stairs, custom built-ins, and detailed window trim. The inviting kitchen features 42-inch cabinetry, Quartz countertops, stainless steel appliances, generous prep and storage space, and a charming built-in banquette for casual dining. Sliding glass doors extend the living space to a screened patio overlooking the expansive backyard. A full laundry room with utility sink is conveniently located nearby. The first floor also features an elegant formal dining room accented with beautiful wainscoting, along with a bedroom that can easily serve as a private home office or guest suite and an adjacent full bathroom. Upstairs, the spacious Owner’s Suite provides a peaceful retreat with tray ceilings, crown molding, and a private balcony. The en-suite Fully Remodeled bathroom offers dual vanities, a beautiful super shower, and an impressive oversized walk-in closet. Two additional bedrooms and an upgraded full bathroom complete the second floor. Outside, enjoy the privacy and possibilities of the oversized fenced yard, offering plenty of room for outdoor entertaining, recreation, or creating your own backyard retreat. The home has been lovingly maintained and thoughtfully improved over the years, including a new roof in 2020, A/C Air Handler in 2023, energy efficient replacement windows throughout most of the home. With its generous homesite, cul-de-sac location, distinctive architectural details, and convenient access to Downtown Winter Garden by foot or bike, this home offers a wonderful opportunity to enjoy one of Central Florida’s most sought-after communities.

4 Beds ⋅ 3 Baths ⋅ Winter Oaks SubDv. ⋅ 34787 Zip Code

Welcome to Winter Oaks, one of Winter Garden’s most desirable communities, just minutes from the charm, dining, shopping, and entertainment of historic Downtown Winter Garden. Tucked away at the end of a quiet cul-de-sac and situated on one of the community’s largest lots, this beautifully maintained 4-bedroom, 3-bath home offers an exceptional combination of space, character, and location. Step inside to an impressive 20-foot foyer that creates a dramatic first impression and opens to spacious living areas designed for both everyday comfort and entertaining. Thoughtful architectural details are found throughout the home, including 9'4" ceilings, hardwood flooring, Craftsman-style trim, tall baseboards, crown molding, wainscoting, oak stairs, custom built-ins, and detailed window trim. The inviting kitchen features 42-inch cabinetry, Quartz countertops, stainless steel appliances, generous prep and storage space, and a charming built-in banquette for casual dining. Sliding glass doors extend the living space to a screened patio overlooking the expansive backyard. A full laundry room with utility sink is conveniently located nearby. The first floor also features an elegant formal dining room accented with beautiful wainscoting, along with a bedroom that can easily serve as a private home office or guest suite and an adjacent full bathroom. Upstairs, the spacious Owner’s Suite provides a peaceful retreat with tray ceilings, crown molding, and a private balcony. The en-suite Fully Remodeled bathroom offers dual vanities, a beautiful super shower, and an impressive oversized walk-in closet. Two additional bedrooms and an upgraded full bathroom complete the second floor. Outside, enjoy the privacy and possibilities of the oversized fenced yard, offering plenty of room for outdoor entertaining, recreation, or creating your own backyard retreat. The home has been lovingly maintained and thoughtfully improved over the years, including a new roof in 2020, A/C Air Handler in 2023, energy efficient replacement windows throughout most of the home. With its generous homesite, cul-de-sac location, distinctive architectural details, and convenient access to Downtown Winter Garden by foot or bike, this home offers a wonderful opportunity to enjoy one of Central Florida’s most sought-after communities.

707 Chase Oaks Court, Winter Garden

$619,000

Timeless Craftsman Charm Meets the Best of Winter Garden Living! Welcome to this inviting Craftsman-style home in the highly desirable Winter Oaks community, where small-town charm meets the convenience of modern Florida living. Located in a golf-cart-friendly neighborhood and within minutes of Historic Downtown Winter Garden, this home provides an opportunity to enjoy everything this sought-after area has to offer and more! From the welcoming double front porches to the spacious, thoughtfully designed interior, this home combines character, comfort, and functionality. The kitchen features beautiful quartz countertops, wood cabinetry, stainless steel appliances, a gas range, and a versatile island with additional storage and seating. Absolutely perfect for everyday living and entertaining! The first-floor's open concept, high ceilings and abundant natural light is an ideal way to be welcomed inside. The primary suite, also located on the first floor, is a private retreat, complete with a walk-in closet and an en-suite bathroom featuring dual vanities, a jetted soaking tub, and a separate shower. The second story, also full of character and charm, is an amazing space for loved ones and/or valued guest. Step outside to enjoy the screened lanai, fenced backyard, and separate patio ideal for friends and family gatherings, weekend barbecues or simply relaxing in the Florida sun. Residents of Winter Oaks enjoy community activities & amenities including a swimming pool, cabana, and playground. The location is equally impressive, offering convenient access to the West Orange Trail, shopping, dining, and the unique shops, restaurants, and year-round activities of Historic Downtown Winter Garden. Hurry, as this opportunity has too many amenities to list! Call today before it's gone tomorrow!

3 Beds ⋅ 3 Baths ⋅ Winter Oaks SubDv. ⋅ 34787 Zip Code

Timeless Craftsman Charm Meets the Best of Winter Garden Living! Welcome to this inviting Craftsman-style home in the highly desirable Winter Oaks community, where small-town charm meets the convenience of modern Florida living. Located in a golf-cart-friendly neighborhood and within minutes of Historic Downtown Winter Garden, this home provides an opportunity to enjoy everything this sought-after area has to offer and more! From the welcoming double front porches to the spacious, thoughtfully designed interior, this home combines character, comfort, and functionality. The kitchen features beautiful quartz countertops, wood cabinetry, stainless steel appliances, a gas range, and a versatile island with additional storage and seating. Absolutely perfect for everyday living and entertaining! The first-floor's open concept, high ceilings and abundant natural light is an ideal way to be welcomed inside. The primary suite, also located on the first floor, is a private retreat, complete with a walk-in closet and an en-suite bathroom featuring dual vanities, a jetted soaking tub, and a separate shower. The second story, also full of character and charm, is an amazing space for loved ones and/or valued guest. Step outside to enjoy the screened lanai, fenced backyard, and separate patio ideal for friends and family gatherings, weekend barbecues or simply relaxing in the Florida sun. Residents of Winter Oaks enjoy community activities & amenities including a swimming pool, cabana, and playground. The location is equally impressive, offering convenient access to the West Orange Trail, shopping, dining, and the unique shops, restaurants, and year-round activities of Historic Downtown Winter Garden. Hurry, as this opportunity has too many amenities to list! Call today before it's gone tomorrow!

925 Butter Oaks Court, Winter Garden

$599,900

Enjoy a spacious backyard and two covered porches at this Craftsman-style home in the Winter Oaks community of Winter Garden. This two-story home features 4 bedrooms, 2.5 bathrooms, solar panels, and a rear-entry two-car garage. The covered front porch opens to a formal living and dining area with hardwood floors and a vaulted ceiling. The eat-in kitchen features granite countertops, 42-inch cabinets, stainless steel appliances, and a pantry. The adjoining family room leads to a screened back porch overlooking the backyard. The first-floor primary suite includes a walk-in closet and a private bath with dual sinks, a soaking tub, and a separate shower. A half bath and laundry room are also on the main level. Upstairs, three additional bedrooms, a full bath with dual sinks, and an open loft offer plenty of space for a home office, playroom, or media area. Winter Oaks offers a community pool, cabana, playground, and scenic pond. Enjoy easy access to historic downtown Winter Garden, the Plant Street Market, local restaurants and shops, and the West Orange Trail. Schedule your private showing today!The seller is motivated and is offering $10,000 toward closing costs.

4 Beds ⋅ 3 Baths ⋅ Winter Oaks SubDv. ⋅ 34787 Zip Code

Enjoy a spacious backyard and two covered porches at this Craftsman-style home in the Winter Oaks community of Winter Garden. This two-story home features 4 bedrooms, 2.5 bathrooms, solar panels, and a rear-entry two-car garage. The covered front porch opens to a formal living and dining area with hardwood floors and a vaulted ceiling. The eat-in kitchen features granite countertops, 42-inch cabinets, stainless steel appliances, and a pantry. The adjoining family room leads to a screened back porch overlooking the backyard. The first-floor primary suite includes a walk-in closet and a private bath with dual sinks, a soaking tub, and a separate shower. A half bath and laundry room are also on the main level. Upstairs, three additional bedrooms, a full bath with dual sinks, and an open loft offer plenty of space for a home office, playroom, or media area. Winter Oaks offers a community pool, cabana, playground, and scenic pond. Enjoy easy access to historic downtown Winter Garden, the Plant Street Market, local restaurants and shops, and the West Orange Trail. Schedule your private showing today!The seller is motivated and is offering $10,000 toward closing costs.

645 Autumn Oaks Loop, Winter Garden

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