Winter Garden Homes with Fireplace

Winter Garden Homes with Fireplace

Welcome to Winter Garden, Florida, a charming city nestled in the heart of Orange County. Known for its picturesque landscapes, vibrant downtown, and rich history, Winter Garden offers a unique blend of small-town charm and modern conveniences. With its lush parks, scenic lakes, and a lively community atmosphere, it’s no wonder that Winter Garden has become one of Central Florida’s most sought-after places to live.

One of the standout features of homes in this delightful city is the presence of cozy fireplaces. Imagine curling up with a good book or enjoying a warm cup of cocoa by the crackling fire on a cool winter evening. Homes with fireplaces in Winter Garden not only provide a sense of warmth and comfort but also serve as a stunning focal point in your living space. Whether you prefer a rustic stone hearth or a sleek modern design, these fireplaces add character and charm to any home.

Winter Garden is more than just beautiful homes; it boasts a vibrant community with year-round events, farmers' markets, and outdoor festivals. The historic downtown area is lined with quaint shops, delightful eateries, and art galleries, ensuring there’s always something to explore. Plus, with easy access to major highways and attractions like Disney World, residents enjoy both tranquility and convenience.

If you’re looking for a home that combines warmth, character, and a welcoming community, Winter Garden, FL, with its inviting homes featuring fireplaces, might just be the perfect place for you to call home. Come experience the magic of Winter Garden, where every day feels like a cozy retreat!

Newest Winter Garden Homes with Fireplace

1539 Hawkesbury Court, Winter Garden
$560,000
3 Beds ⋅ 2 Baths ⋅ O6447692 MLS
Welcome to 1539 Hawkesbury Court, located in the desirable Winter Garden area of Central Florida! This single-family home offers an excellent opportunity to enjoy the convenience, amenities, and lifestyle that make Winter Garden a sought-after place to call home. Conveniently located near shopping centers, restaurants, grocery stores, parks, and everyday essentials, residents can enjoy easy access to a variety of local conveniences. Explore the charm of historic Downtown Winter Garden, known for its unique shops, local restaurants, cafés, and welcoming atmosphere. The popular West Orange Trail is nearby, offering miles of scenic paths for walking, jogging, and cycling. Winter Garden Village provides an array of retail stores, dining options, and entertainment for added convenience. The property's location also offers access to major roadways, including Florida's Turnpike and State Road 429, making travel throughout the greater Orlando area convenient. Enjoy proximity to recreational opportunities, golf courses, and outdoor activities, while remaining within reach of Orlando's employment centers, attractions, and entertainment destinations. Whether you're looking for a place to call home or exploring real estate opportunities in the growing Central Florida market, this property presents an opportunity to enjoy the many benefits of the Winter Garden lifestyle.

1539 Hawkesbury Court, Winter Garden
24 W Garden Avenue, Winter Garden
$698,800
4 Beds ⋅ 4 Baths ⋅ O6446518 MLS
Pro pics coming soon.RARE OPPORTUNITY IN THE HEART OF WINTER GARDEN’S HIGHLY SOUGHT-AFTER GOLF CART DISTRICT! Completely remodeled and move-in ready, this impressive 4-bedroom, 4-bath, single-story home sits on an oversized lot directly across from Tanner Hall, Newton Park and the public boat ramp to Lake Apopka—and best of all, there is NO HOA! Extensive renovations have transformed this home with a beautiful new kitchen ( NATURAL GAS RANGE! ), remodeled bathrooms, new flooring, fresh interior and exterior paint, and updated windows, creating a fresh, modern feel throughout. The roof was replaced in 2017 and the water heater in 2013. The spacious open great room floor plan is ideal for both everyday living and entertaining, while the oversized owner’s suite provides a private retreat. Two additional bedrooms feature true ensuite baths, offering exceptional flexibility for family, guests, multigenerational living or a private home office. Step outside to the huge covered and screened rear patio overlooking the expansive backyard with plenty of room to relax, entertain and enjoy the Florida lifestyle. The location is truly hard to beat. Walk across the street to Newton Park, Tanner Hall, the Lake Apopka fishing pier and public boat launch, or hop in your golf cart for a short ride to historic Downtown Winter Garden and everything Plant Street has to offer. Enjoy an incredible collection of restaurants, breweries, coffee shops, boutiques and entertainment, along with year-round festivals, community events and the famous Saturday Winter Garden Farmers Market. Outdoor enthusiasts will love being just a quick bike ride from the popular West Orange Trail and minutes from Lake Apopka. Located in a sought-after K-12 school district with convenient access to SR 429, this location provides an outstanding combination of small-town charm, recreation and accessibility to the greater Orlando area. With four bedrooms, four full baths, extensive renovations, an oversized lot, NO HOA and an exceptional location in the Downtown Winter Garden golf cart district, opportunities like this are increasingly difficult to find. Exceptional value, incredible lifestyle and truly move-in ready—this one is PRICED TO SELL!

24 W Garden Avenue, Winter Garden
923 Colie Alley, Winter Garden
$610,000
3 Beds ⋅ 3 Baths ⋅ O6445624 MLS
Short Sale. ~ IT IS WORTH THE WAIT! Discover the opportunity to own a nearly new David Weekley home in the highly desirable Oakland Park community of Winter Garden. Built in 2022, this SUMMERTON MODEL in McKinnon Square offers the style, space and location buyers are looking for — all within a community known for its beautiful streetscapes and exceptional amenities. The charming FRONT PORCH gives the home a welcoming personality, while inside, soaring ceilings, generous windows and an open layout create an easy sense of space. The kitchen serves as the natural gathering point, with a well-appointed design that connects seamlessly to the dining and living areas — a comfortable setup for both everyday life and entertaining. Upstairs, all of the bedrooms are conveniently grouped together, along with a FLEXIBLE LOFT AREA that can evolve with your needs. Use it as a home office, media room, play space, reading area or simply enjoy the extra room to spread out. Life here extends well beyond the home itself. OAKLAND PARK IS A GOLF-CART-FRIENDLY COMMUNITY with pools, clubhouse facilities, parks, playgrounds, a dog park and plenty of opportunities to enjoy the outdoors. The WEST ORANGE TRAIL AND LAKE APOPKA are nearby, while Historic Downtown Winter Garden is just a golf-cart ride away, putting restaurants, local shops, breweries, coffee spots, entertainment and the popular Farmers Market within easy reach. Location is another standout. Schools are conveniently nearby, including the elementary school approximately .5 miles away, middle school 1.1 miles and high school 3 miles. Orlando Health Hospital is approximately 1.8 miles away, while Hamlin Town Center, SR-429, SR-50 and Florida’s Turnpike provide easy access throughout Central Florida — including Disney and the area’s major attractions. NEARLY NEW, MOVE-IN READY AND SET IN ONE OF WINTER GARDEN’S MOST SOUGHT-AFTER COMMUNITIES, this short-sale opportunity is one you’ll want to see before it’s gone! Buyer and buyer agent to verify all data and measurements.

923 Colie Alley, Winter Garden
204 Harbor Drive, Winter Garden
$579,000
3 Beds ⋅ 2 Baths ⋅ O6445377 MLS
GOLF CART LIVING IN DOWNTOWN WINTER GARDEN! Welcome to 204 Harbor Drive, a single-story pool home in Winter Garden's sought-after Golf Cart District. Hop in your cart and head to historic Plant Street for dinner, the Saturday Farmers Market, or a morning ride on the West Orange Trail, and leave the car in the garage. This home boasts vaulted ceilings, a skylight, and ceiling fans give the open living area a bright, airy feel. A corner slate-tile fireplace with a wood mantel anchors the room, and a custom built-in wood bookcase wall adds warmth and storage. French doors open to the pool, so indoor and outdoor living flow together. The kitchen features rich wood cabinetry, countertops updated in 2016, a tile backsplash, stainless steel appliances, and a pantry, and it opens to the main living area for easy entertaining. Easy-care tile flooring runs throughout the main living spaces. The screened pool and spa are the centerpiece of the backyard, resurfaced and retiled in 2021, with cafe lighting for evening swims and gatherings. The larger backyard is fully fenced with a 6' white vinyl privacy fence (2020), a double swing gate on one side, and a pedestrian gate on the other. Mature trees and plenty of green space make room for pets, play, or a garden. The two-car garage has a newer door (2018), and the wide driveway offers ample parking. PEACE OF MIND, MAJOR UPDATES DONE: - Whole-home automatic standby generator (2023) with new interior and exterior electrical panels and automatic transfer capability, powered by a buried 500-gallon propane tank - Brand-new HVAC system (2025), a complete replacement with new ductwork and added return air vents - Architectural shingle roof (2016) - Whole-home repipe (2014) LOCATION: Tucked into a quiet neighborhood with green space and a pond nearby, with Lake Apopka visible on the horizon. Winter Garden has grown from a sleepy citrus town into one of Central Florida's most livable communities: - Plant Street and Historic Downtown: brick-paved main street with shops, restaurants, breweries, and the Garden Theatre - Plant Street Market: air-conditioned food hall open seven days a week with 20+ vendors and a craft brewery - Saturday Farmers Market: a beloved weekly tradition - West Orange Trail: 22 miles of flat, shaded, paved trail through downtown - Lake Apopka and Newton Park: a short golf cart ride away - Winter Garden Village: open-air shopping and dining just south of downtown - About 20 minutes to downtown Orlando, with convenient routes to Walt Disney World and major highways A downtown location, golf cart access, a screened pool and spa, a new A/C, and a whole-home generator rarely come together in one home. Schedule your private showing today!

204 Harbor Drive, Winter Garden
517 Garden Heights Drive, Winter Garden
$589,900
4 Beds ⋅ 2 Baths ⋅ O6446560 MLS
Welcome home to 517 Garden Heights Drive, right in the heart of Winter Garden's golf cart district. This fully renovated 4-bedroom, 2-bath modern farmhouse sits on a third of an acre, about a mile from the shops, restaurants, and events on Plant Street, with Lake Apopka views right from your driveway. The big-ticket items are already taken care of: a brand-new roof (July 2025), new water heater (2025), and HVAC replaced in 2021. Inside, nearly 2,000 square feet has been completely refreshed with new tile flooring, fresh paint and texture, and modern wood accent paneling. The open floor plan centers around a shiplap fireplace, with new ceiling fans and light fixtures throughout. The kitchen is the true showpiece, featuring quartz countertops, shaker cabinets, gold hardware, stainless steel appliances, and statement pendant lighting. Both bathrooms were redesigned with custom tile and dual vanities, and the primary suite adds a sliding barn door and a spa-style bathroom. Step out to the screened-in porch with its own wet bar, overlooking a huge backyard made for weekend gatherings or slow mornings with coffee. A 2-car garage gives you plenty of room for storage, tools, and the golf cart. And no HOA! Move-in ready, beautifully updated, and minutes from everything that makes Winter Garden such a special place to call home. Come see it for yourself.

517 Garden Heights Drive, Winter Garden
1442 Coluso Drive, Winter Garden
$585,000
3 Beds ⋅ 2 Baths ⋅ V4951594 MLS
Welcome to this beautifully maintained home in a desirable golf cart community, just 2 miles from historic Downtown Winter Garden! This home offers LVP and tile flooring, double-pane windows, a cozy wood-burning fireplace, a 6-year-old AC system, and a spacious Florida room with sliders for enjoying Florida living. The saltwater pool features a 5-year-old pump and heater, while recent exterior paint adds to the home's appeal. Outdoor amenities include an RV-ready setup with RV connection and a dedicated pad for your boat or RV, plus an oversized shed for additional storage. A whole-home generator, approximately 3 years old, with a 500-gallon propane tank provides added peace of mind. The beautifully landscaped property also features an impressive variety of fruit trees, including 5 peach, 2 plum, 2 nectarine, 1 apple, starfruit, small and large banana, pineapple, and lemon trees. Located in a golf cart-friendly community and minutes from Downtown Winter Garden's shopping, dining, and entertainment, this home offers a wonderful blend of convenience, comfort, and Florida lifestyle.

1442 Coluso Drive, Winter Garden
8836 Lakeshore Pointe Drive, Winter Garden
$1,175,000
4 Beds ⋅ 4 Baths ⋅ O6421088 MLS
Turnkey, Vacation Property in Lakeshore Preserve Winter Garden. Toll Brothers Model home. Professional interior designed for the model. The property occupies one of Lakeshore Preserve’s most open and airy homesites next to the park. The park's open green space extends along the entire south side of the home, creating a valuable advantage. No next-door neighbor on the home’s south side—the dining room, great room, kitchen and outdoor living areas face open park space, offering green views, abundant natural light and added privacy. Additional green space behind the property extends the sense of openness. A dramatic two-story foyer upon entering. Key design and home features: Smart home technology, shiplap wall detailing, dramatic and rich wood beam trim ceilings. Plantation shutters throughout. The kitchen features a massive center island, farmhouse sink, custom backsplash, abundant cabinetry to include deep drawers and natural-gas cooking. Triple sliding glass doors connect the great room to expansive outdoor living, featuring: a fully equipped, built in summer kitchen. Outdoor dining and lounge spaces enclosed on all sides by luxury motorized retractable screens. Beyond the retractable screens, the backyard expands to feature an outdoor putting green, more lounge area and a built-in stone fireplace with modern glass-rock insert. Positioned at the rear of the first floor, the primary suite includes a custom walk-in closet and a striking primary bath with opposing vanities, a private water closet and a dramatic walk-through shower. Custom tile extends from the floor up the shower walls, with opposing shower systems, multiple shower heads and built-in bench seating. The second floor features a true second living room, three furnished bedrooms and two full baths. One bedroom includes ensuite bath and walk-in closet, while the other two share a hall bath. When not occupied by guests, the second living room serves as a private lounge, media room, or office space. Turnkey includes: all living area furniture, décor, artwork, rugs, kitchen equipment, dinnerware, glassware and utensils. Utility features to this home: tankless water heater, low-E windows, smart-home technology, in-wall pest system and HOA-maintained grounds around the home and inside the fenced in back yard. Lakeshore Preserve amenities include a clubhouse, fitness center, resort-style pool, playgrounds, sand volleyball court. All surrounded by lake. Cable, one-gig internet and ground maintenance are included in the HOA fee. This executive collection home sits on one of the most unique homesites within Lakeshore Preserve. Privacy and sun-drenched light, Toll Brothers coveted upgrades, and this transitional design style fully finished by an interior designer for this model home.

8836 Lakeshore Pointe Drive, Winter Garden
1021 Huntspoint Street, Winter Garden
$865,000
4 Beds ⋅ 4 Baths ⋅ O6445538 MLS
Welcome to exceptional living in OAKLAND PARK, a Parade of Homes-winning community, where thoughtful design, extensive upgrades (~145K), & modern conveniences come together in this beautifully enhanced home. This FENCED home features 4 bedrooms, 3 en-suite baths, a remodeled half bath, dining space, loft, a screened-in balcony, TILE flooring, & a newer AC (2024), offering an ideal layout for everyday living & entertaining. The downstairs room is especially impressive, enhanced with stunning doors that beautifully frame the space, a Murphy bed with built-in storage, & its own private patio—perfect for guests, multigenerational living, or home office. The thoughtfully designed kitchen is both stylish & highly functional, with all kitchen appliances updated within the last few years with the exception of the cooktop & hood. Kitchen features a Bosch dishwasher, LG ThinQ refrigerator, built-in oven & microwave, QUARTZ counters, tile backsplash, a water filtration system, and an enhanced island customized with wood trim. Adjacent to the kitchen, you'll find two pantries, a built-in desk, & additional storage beneath the staircase. An electric FIREPLACE accented by custom shiplap creates a warm & inviting focal point in the living area. Custom walls add character & sophistication, including a striking board & batten design in the primary bedroom, a shiplap wall in the spare bedroom, & a custom wall along the staircase. PLANTATION SHUTTERS & updated lighting add both style & functionality. Custom closet systems are featured in all three bedrooms, along with two linen closets, the pantry, & the closet opposite the pantry. Additional cabinetry has been added to the laundry room, complete with a convenient drying rack. The upstairs bedrooms each feature their own en-suite bath, providing privacy & convenience, while one bedroom enjoys access to a screened-in balcony. The garage is a standout feature of its own, offering a dedicated mini-split AC, EV charger, epoxy flooring, abundant storage, & overhead storage that lowers for easy access. The house & garage are connected by a covered walkway, a rarity to the neighborhood. A truly exceptional bonus is the premium SOLAR & whole-home battery backup system (installed 2024), representing an 86K investment that will be PAID OFF at CLOSING. The 12.64 kW system includes 32 Mission Solar panels & four Enphase IQ Battery 5P units, providing approximately 20 kWh of battery storage. The system is designed to provide substantial backup power during outages & can keep virtually the entire home powered under normal household use. Enjoy a low monthly energy bill of ~$35! Just a short GOLF CART ride away, you’ll find the charm and vibrancy of Historic Downtown Winter Garden, known for its award-winning restaurants, boutique shopping, outdoor dining, farmers market, & events. This is more than a home — it’s a lifestyle defined by luxury, walkability, connection, & the unmatched charm of Winter Garden living. This golf-cart friendly WATERFRONT community offers year-round activities, from golf cart parades to book clubs & social gatherings, making it an extraordinary place to call home. The community features parks, playgrounds, two pools, a clubhouse, dog park, & trails, including access to the 22 mile long WEST ORANGE TRAIL. Don’t miss this opportunity to live in one of the area's most sought-after neighborhoods, with easy access to interstate travel, shops, restaurants, golf courses, & world-renowned theme parks!

1021 Huntspoint Street, Winter Garden
15614 Espalier Way, Winter Garden
$4,300,000
6 Beds ⋅ 7 Baths ⋅ O6445414 MLS
Welcome to an exceptional lakefront estate in the highly desirable Independence community of Winter Garden. Set on approximately 2.19 acres along the shores of Lake Hancock, this 2022-built residence offers approximately 6,601 square feet of living space, 6 bedrooms, and 6.5 baths, providing an expansive setting for both everyday living and entertaining. The property combines generous indoor and outdoor spaces with a private waterfront setting and an impressive collection of amenities. Features include a dedicated fitness room, private dog kennel, and a beach tennis court scheduled to be completed prior to closing. The expansive grounds provide ample space for recreation, gatherings, and enjoying the lakefront surroundings. The spacious residence and substantial homesite provides flexibility for a variety of lifestyles, while the Lake Hancock frontage provides a distinctive waterfront setting within the community. Located in Winter Garden's Independence community, with convenient access to shopping, dining, entertainment, schools, and major roadways. A rare opportunity to own a spacious lakefront estate on approximately 2.19 acres in one of Winter Garden's sought-after communities.

15614 Espalier Way, Winter Garden
206 N Highland Avenue, Winter Garden
$1,100,000
3 Beds ⋅ 3 Baths ⋅ O6444632 MLS
Welcome to a beautifully renovated Historic Craftsman in the highly desired Golf Cart District of Downtown Winter Garden! ??his charming Winter Garden historic home offers the character, craftsmanship, and timeless details of a classic home with the peace of mind of extensive modern updates. The roof was replaced in 2024, and the home features all-new electrical, plumbing, HVAC, and thoughtful renovations throughout while preserving the charm that makes historic homes so special. inside, you'll find a dedicated home office, inviting living spaces, and original character blended seamlessly with modern finishes and everyday functionality. Outside, two charming porches provide the perfect spots to enjoy your morning coffee, relax with friends, or take in the character of this established neighborhood. Location is everything, and this home puts you right in the heart of the Downtown Winter Garden lifestyle. Located within the highly sought-after Golf Cart District and in close proximity to Downtown Winter Garden, you can easily enjoy the weekly farmers market, seasonal festivals, local restaurants, boutique shops, entertainment, and community events. If you've been searching for a historic home in Winter Garden, a renovated Craftsman, a move-in-ready home with major systems already updated, a golf-cart-friendly property, or a home close to Downtown Winter Garden, this is a rare opportunity to enjoy historic charm without sacrificing modern comfort.

206 N Highland Avenue, Winter Garden
745 Cascading Creek Lane, Winter Garden
$700,000
3 Beds ⋅ 3 Baths ⋅ O6444131 MLS
Some homes just have a way of making everyday life feel a little easier—and this is one of them. Located in a gated Winter Garden community, this 3-bedroom, 2.5-bath pool home offers the kind of space and flexibility that works for real life. From the moment you step inside, the home feels open, bright, and remarkably spacious, with plenty of room to gather, unwind, work from home, or simply spread out. A DEDICATED OFFICE adds even more flexibility without sacrificing any of the three bedrooms. Out back, the SCREENED-IN POOL creates your own private Florida retreat. Start the morning with coffee by the water, spend an afternoon cooling off in the pool, or settle in for an evening outside without ever leaving home. The pool pump and heater have both been replaced recently, adding to a list of important updates that includes a BRAND NEW ROOF in 2026 and an A/C system that's just four years old. And the lifestyle extends well beyond the backyard. The GATED COMMUNITY features its own pool, basketball courts, tennis courts, and a dock with access to the lake—giving you plenty of ways to enjoy the outdoors close to home. Then there's the location. You're less than 10 minutes from Downtown Winter Garden, where weekends can mean grabbing breakfast, exploring the shops, visiting the farmers market, or meeting friends for dinner. Shopping, everyday conveniences, and highway access are also nearby, making it easy to get around Central Florida while still coming home to a neighborhood that feels tucked away from it all. If you've been searching for a Winter Garden pool home with a dedicated office, gated-community amenities, lake access, major recent updates, and a location close to Downtown Winter Garden, 745 Cascading Creek brings all of it together—with the space to make it your own.

745 Cascading Creek Lane, Winter Garden
1032 Galston Alley, Winter Garden
$1,650,000
6 Beds ⋅ 5 Baths ⋅ O6441542 MLS
Built by RCB Custom Homes as the builder’s personal residence, this exceptional 5-bedroom, 5-bath residence offers 3,506 square feet of thoughtfully designed luxury in the highly desirable Oakland Park neighborhood. Completely remodeled within the past two years, no detail was overlooked in creating a home that is as refined as it is comfortable. Beautiful new hardwood flooring, custom wood beams, designer wallpaper, upscale tile selections, custom cabinetry, premium appliances, and an antique barn wood fireplace treatment create distinctive character throughout. Custom automated blinds and a complete repaint add the finishing touches to this beautifully curated home. Designed for both everyday living and entertaining, the home features inviting screened front and side porches, with an outdoor kitchen. The premium lot faces a long green park with views of Lake Apopka, adjacent to the community clubhouse & amenities . Beyond the beautiful finishes are the exceptional behind-the-scenes upgrades that truly set this home apart, including a whole-home generator, spray foam insulation for impressive energy efficiency, an expansive climate-controlled attic offering valuable conditioned storage, and wiring in place for a future water treatment system. Enjoy all that Oakland Park has to offer, including two community pools and a prime location within the golf cart district. A complete list of upgrades and improvements is available upon request. This is a rare opportunity to own a meticulously remodeled custom residence where luxury, craftsmanship, comfort, and thoughtful design come together.

1032 Galston Alley, Winter Garden
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