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14775 Field Daisy Drive, Winter Garden
$635,572
4 Beds ⋅ 5 Baths ⋅ O6449282 MLS ⋅ Taylor Morrison BLDG.
Under Construction. What's Special: Game Room | Balcony | Close to Amenities | Gas Range. New Construction - November Completion! Welcome to the Newberry at 14775 Field Daisy Drive in Harvest at Ovation! This inviting two-story home offers an open-concept design with a spacious great room that flows seamlessly into the casual dining area and kitchen, creating the perfect space for gathering and entertaining. A secondary bedroom with a nearby bathroom is conveniently located on the first floor, while upstairs features the private primary suite, two additional bedrooms, full bathroom, a game room, and laundry room. Relax outdoors on the lanai and enjoy the convenience of a detached two-car garage. Visit Harvest at Ovation in Winter Garden to enjoy one of the final new-construction opportunities in Horizon West. This charming community offers access to planned amenities including a pool and cabana, a Butterfly Garden, a Nature Play Space, a dog park, and walking trails, all in a highly coveted location. Additional Highlights Include: Wet bar at game room, whole house 8' interior doors, 42" upper kitchen cabinets, quartz counter tops and crown molding package at kitchen. Photos are for representative purposes only. MLS# O6449282

14775 Field Daisy Drive, Winter Garden

14779 Field Daisy Drive, Winter Garden
$625,000
4 Beds ⋅ 5 Baths ⋅ O6449273 MLS ⋅ Taylor Morrison BLDG.
Under Construction. What's Special: Game Room | Close to Amenities | 1st Floor Guest Suite. New Construction - November Completion! Welcome to the Newberry at 14779 Field Daisy Drive in Harvest at Ovation! Step into this thoughtfully designed four-bedroom home featuring flexible living spaces and inviting areas to gather. The open-concept main level showcases a bright kitchen with a large island overlooking the casual dining area and spacious great room, creating the perfect setting for everyday living and entertaining. A secondary bedroom and full bath on the main floor provide flexibility for guests, a home office, or multi-generational living. Upstairs, the private primary suite provides a relaxing retreat, while two additional bedrooms, a versatile game room, and convenient laundry room provide plenty of space to fit your lifestyle. Enjoy seamless indoor-outdoor living with a covered lanai that extends your living space year-round. Visit Harvest at Ovation in Winter Garden to enjoy one of the final new-construction opportunities in Horizon West. This charming community offers access to planned amenities including a pool and cabana, a Butterfly Garden, a Nature Play Space, a dog park, and walking trails—all in a highly coveted location. Additional Highlights Include: 8' interior doors, wet bar at game room, shower in place of tub at bath 2, luxury vinyl plank flooring and quartz countertops. Photos are for representative purposes only. MLS#O6449273

14779 Field Daisy Drive, Winter Garden

6270 Sunny Time Avenue, Winter Garden
$435,890
3 Beds ⋅ 3 Baths ⋅ O6449093 MLS ⋅ 21 BLDG.
Discover Silverleaf Oaks in Winter Garden! This new home community will feature a collection of single-family and townhomes in desirable Horizon West. Located in the heart of Orlando’s attractions, residents will enjoy an array of amenities, including a resort-style pool, cabana, and playground – without a CDD. Plus, minutes to shopping, dining, and entertaining! This FH townhome features 3 bedrooms, 2 full bathrooms, a powder room, and a rear-facing 2-car garage, all complemented by our Move-In Ready appliance and window blinds package. The first floor is designed with entertaining in mind, offering an open-concept kitchen, café, and gathering room that flow together effortlessly. The chef-inspired kitchen is a highlight, featuring a large center island, a spacious storage pantry, Tilden White cabinetry, a decorative tile backsplash, quartz countertops, and stainless-steel appliances, including a refrigerator and vented microwave. The first-floor powder room adds an extra layer of convenience for guests. The entire first floor, including the kitchen, café, gathering room, and powder room, is finished with elegant Shaw wood-look luxury vinyl plank for both style and easy maintenance. At the end of the day, retreat to your private oasis on the second floor. The Owner’s Suite offers a spacious walk-in closet and a luxurious en suite bathroom with a double-sink, quartz-topped vanity and a glass-enclosed shower. Two additional bedrooms, a secondary bathroom, and a linen closet for added storage are located on the opposite side of the floor, ensuring privacy and plenty of space. Soft, stain-resistant Shaw brand carpet adds comfort to the stairs and bedrooms, creating a cozy atmosphere throughout. In the bathrooms and laundry room, you’ll find beautiful tile. With thoughtful design, high-end finishes, and a focus on everyday convenience, the Dahlia townhome is a perfect blend of style and practicality, offering a truly elevated living experience.

6270 Sunny Time Avenue, Winter Garden

1481 Juniper Hammock Street, Winter Garden
$718,000
6 Beds ⋅ 4 Baths ⋅ S5158890 MLS
Come view this beautiful new Meritage home in McAllister Landing. Perfect opportunity for you to own and enjoy a beautiful energy-efficient home all year long. This home is a SIX -bedroom, four-bath, three-car garage p with lots of natural lighting.a The floor plan includes a gourmet kitchen, granite countertops, a huge walk-in pantry, The beautiful kitchen also includes stainless steel appliances and 42-inch designer cabinetry with crown molding. Also, on the first floor, you will find an oversized office/bonus room and a guest bedroom with a separate full bath. You will love the huge master suite located on the second floor, featuring granite vanities, a glass walk-in shower, garden tub, separate toilet room and a huge walk-in closet. On the second floor, you will love the other three bedrooms, each with huge walk-in closets, two large walk-in closets in the hallway, which gives you plenty of space for everything you own and a huge media room that will be great for family movie night. The possibilities in this home are endless, something you will not want to miss.cAllister Landing is Located just a few minutes from the shops, restaurants and entertainment in Historic Downtown Winter Garden, McAllister Landing offers lakeside living in large, beautiful homes. Community amenities will include a dock on Lake Apopka, parks and walking trails. it is short drive to winter garden village and 5 min to turnpike , at winter garden but without winter garden rush hour traffic 25 min from downtown , 20 min from Maitland come see it yourself

1481 Juniper Hammock Street, Winter Garden

17126 Quicksilver Avenue, Winter Garden
$518,000
4 Beds ⋅ 3 Baths ⋅ O6446188 MLS
Under contract-accepting backup offers. 1% INTEREST RATE BUYDOWN for the first year, or up to a $6,000 Lender Credit—available through our preferred lender! Welcome home to this beautifully cared-for 4-bedroom, 3-bathroom home in the welcoming Waterside community! Built in 2022, the thoughtfully designed floor plan, spacious backyard, and wonderful neighborhood amenities combine to create the perfect blend of comfort, functionality, and everyday family living. Inside, the OPEN-CONCEPT living space flows effortlessly into the kitchen, creating a comfortable gathering place for family time, entertaining, and everything in between. The kitchen features beautiful Silestone QUARTZ COUNTERTOPS, stylish gray cabinetry, and stainless steel appliances. The spacious primary suite offers a HUGE WALK-IN CLOSET, while the primary bathroom features a double-sink vanity and large WALK-IN TILED SHOWER. A bedroom conveniently located downstairs adds incredible flexibility and can easily serve as a guest room, home office, playroom, or a space for visiting family and friends. Throughout the home, you'll find thoughtful upgrades including plantation shutters, built-in features, 9-foot ceilings, and a beautiful wrought-iron stair railing. Situated on an OVERSIZED CORNER LOT, the property features a large fenced-in backyard with plenty of room to play, relax, or gather with friends. The back paver patio is perfect for weekend barbecues and outdoor entertaining, while the covered front porch provides a welcoming spot to enjoy your morning coffee or unwind at the end of the day. Waterside Residents enjoy access to a community clubhouse, pool, fitness center, playgrounds, park, and a dock on Johns Lake. With seasonal community events and monthly food truck nights, there are plenty of opportunities to get to know your neighbors and enjoy everything the community has to offer. Conveniently located near Downtown Winter Garden, Hamlin, and Walt Disney World, you'll be close to a fantastic selection of restaurants, shops, and entertainment. Easy access to FL-429 and the Florida Turnpike makes commuting and exploring Central Florida a breeze. Come see why this home and community are such a wonderful place to put down roots, make memories, and call home!

17126 Quicksilver Avenue, Winter Garden

3335 Hanging Tide Street, Winter Garden
$715,000
4 Beds ⋅ 5 Baths ⋅ O6448188 MLS
Welcome to this beautifully upgraded home in the desirable gated community of Lakeview Preserve, where thoughtful design, quality finishes, and generous living spaces come together to create an exceptional Central Florida home. Step inside to an inviting, open-concept floor plan featuring tile flooring throughout the home. There are four spacious bedrooms, each with an ensuite bath! In addition there is an over-sized den/flex space, that provides the versatility, today's buyers are looking for—whether for a home office, study, media room, or additional gathering space. At the heart of the home is the impressive gourmet kitchen, beautifully appointed with quartz countertops, upgraded appliances, upgraded soft-close cabinetry, and a convenient pot-filler faucet over the stove. Designed for both everyday living and entertaining, the kitchen opens seamlessly to the dining and main living areas, creating a spacious and welcoming setting for family and guests. The attention to detail continues throughout the home with quartz countertops and upgraded cabinetry in the bathrooms, adding a polished, cohesive look. Even the laundry room has been thoughtfully upgraded with full cabinetry and a utility sink, providing excellent storage and functionality. Enjoy Florida living year-round from the screened lanai, perfect for morning coffee, relaxing evenings, or entertaining outdoors. A three-car garage provides additional space for vehicles, storage, recreational equipment, or hobbies. Located within Lakeview Preserve, residents enjoy a gated community with resort-style amenities including a community pool, clubhouse, fitness center, splash pad, and playground, along with convenient access to the best of Winter Garden and Clermont. To top it off, you have a boardwalk and Kayak Launch, giving you access to beautiful John's Lake! With its extensive upgrades, flexible floor plan, gourmet kitchen, four bedroom layout, a half bath, screened lanai, and three-car garage, this home offers an outstanding combination of style, space, and functionality.

3335 Hanging Tide Street, Winter Garden

24 W Garden Avenue, Winter Garden
$698,800
4 Beds ⋅ 4 Baths ⋅ O6446518 MLS
Under contract-accepting backup offers. 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

16387 Taliesin Street, Winter Garden
$620,000
3 Beds ⋅ 3 Baths ⋅ O6445800 MLS
Under contract-accepting backup offers. Located in the heart of Winter Garden’s desirable Hawksmoor community, this beautifully appointed one-story Derby floor plan offers 3 bedrooms, 2.5 baths, and a 2-car garage, thoughtfully designed for comfortable everyday living and effortless entertaining. A welcoming foyer leads into the bright, open-concept main living area, where the dining room, gathering room, and kitchen come together to create a warm and connected space for family and guests. The kitchen features upgraded white cabinetry, contrasting countertops, upgraded flooring, along with a huge walk-in pantry offering exceptional storage. Tray ceilings and double crown molding reflect the upgraded finishes you will see throughout the home. The spacious owner’s suite provides a private retreat, complete with a generous walk-in closet and a versatile sitting room. Whether used as a home office, workout area, reading nook, or nursery, this flexible space adds a level of functionality that is hard to find in many one-story homes. Two generously sized secondary bedrooms are located at the front of the home and share a dedicated full bathroom, while a separate powder room provides added convenience for guests without requiring access to the private bedroom areas. A large laundry room and convenient owner’s entry from the garage with a practical stop and drop zone make daily routines even easier. At the rear of the home, beautiful sliding glass doors open to a spacious lanai, seamlessly extending the living space and POOL outdoors and creating an inviting setting for morning coffee, relaxing evenings, or entertaining friends and family. Beyond the home itself, Hawksmoor offers an exceptional community lifestyle. Residents can enjoy a large playground, expansive green spaces, a community park, walking trails, a resort-style pool, fitness center, and clubhouse—providing plenty of opportunities to stay active, unwind, and connect with neighbors. Thoughtfully designed from front to back, this home brings together stylish upgrades, exceptional functionality, flexible living spaces, and an inviting community atmosphere in the heart of Winter Garden. WELCOME HOME!

16387 Taliesin Street, Winter Garden

15223 Evergreen Oak Loop, Winter Garden
$500,000
4 Beds ⋅ 4 Baths ⋅ G5118492 MLS
Under contract-accepting backup offers. Welcome to the highly sought-after Independence community in Winter Garden! This spacious 4-bedroom, 3.5-bath home offers 2,502 square feet with a versatile layout that includes two primary suites—one conveniently located downstairs and a second upstairs. The open main living area features tile flooring and brings together the living room, dining area, and kitchen, creating plenty of space for everyday living and entertaining. The kitchen is equipped with granite countertops, stainless steel appliances, a center island, and pantry for additional storage. The downstairs primary suite offers the convenience of first-floor living, with an en suite bath featuring a double vanity, walk-in shower, and soaking tub. A separate half bath is also located downstairs for guests. Upstairs, you'll find a versatile loft, the second primary suite plus two additional bedrooms connected by a Jack-and-Jill bathroom. A 2-car rear-entry garage completes the home. Independence offers an impressive lineup of community amenities, including two clubhouses, two community pools, fitness centers, parks, and miles of walking and biking trails. Enjoy a prime Winter Garden location near A-rated schools, shopping, dining, entertainment, medical facilities, and major roadways. Don’t miss your chance to make this spacious Winter Garden home your own! *Aerial photo property lines are an estimate and to be verified by buyer.

15223 Evergreen Oak Loop, Winter Garden

5983 Flowering Cherry Bend, Winter Garden
$850,000
5 Beds ⋅ 3 Baths ⋅ G5118528 MLS
Virtually Staged. Under Construction. Opportunity in Avalon Woods! Discover the newest community in highly sought-after Hamlin, Winter Garden. Welcome to the Tidewater, a spacious single-story, open-concept home designed for modern living and effortless entertaining. This brand-new home offers 5 bedrooms and 3 bathrooms, providing flexibility for families, guests, or multi-generational living. The layout flows seamlessly from the great room to the dining and kitchen areas, creating a bright and welcoming space for everyday life and entertaining. A wet bar in one of the rooms adds style and convenience for hosting guests. The owner’s suite and additional bedrooms are thoughtfully placed to maximize privacy and comfort, and a door connecting the laundry room directly to the owner’s suite closet adds an extra layer of convenience. Located in the brand-new Avalon Woods community, residents enjoy boutique-style charm just minutes from top-rated schools, Hamlin Town Center, Hwy 429, and Disney.

5983 Flowering Cherry Bend, Winter Garden

1442 Coluso Drive, Winter Garden
$579,000
3 Beds ⋅ 2 Baths ⋅ V4951594 MLS
Under contract-accepting backup offers. 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

15515 Campden Street, Winter Garden
$359,900
3 Beds ⋅ 3 Baths ⋅ O6444349 MLS ⋅ 15515 BLDG.
Under contract-accepting backup offers. Virtually Staged. Welcome to this Gorgeous Home, where CONVENIENCE, and LOW-MAINTENANCE LIVING come together in a fantastic Winter Garden location making it easy to enjoy the vibrant Winter Garden lifestyle!! Step inside this to FRESHLY PAINTED 3 bedroom, 2.5 bath home. Featuring highly desirable WOOD-LOOK CERAMIC TILE throughout the main living areas, including the spacious living room, dining area, and kitchen.The kitchen features a NEW REFRIGERATOR and NEW STOVE while a convenient downstairs half bath and large storage closet add to the home’s functionality. Upstairs, the VERSATILE LOFT adds valuable additional living space and is perfect for a home office, media room, playroom, fitness area, or cozy second family room. Plus the convenience of an UPSTAIRS LAUNDRY ROOM. The SPACIOUS Primary suite has 2 WALK-INCLOSETS and an ensuite bathroom with DUAL SINKS. The secondary bedrooms are also spacious and the 2nd bedroom also has a WALK-IN CLOSET as well. Enjoy added peace of mind with a NEW A/C installed in 2022, ROOF approximately 3 years NEW, gutters, and fresh exterior paint completed in 2025. Enjoy Florida living with access to the COMMUNITY POOL, perfect for cooling off, relaxing, and enjoying sunny Central Florida days without the maintenance of a private pool. The HOA provides exceptional value and low-maintenance living, including pest control, lawn, exterior maintenance, roof replacement approximately every 10 years, exterior painting, community pool, and tot lot. And then there's the LOCATION! Enjoy convenient access to the charm and energy of HISTORIC DOWNTOWN Winter Garden, where brick-lined streets are filled with locally loved restaurants, cafés, boutique shops, entertainment, and the popular Farmers Market. Grab a coffee, meet friends for dinner, spend an afternoon browsing the shops, or simply enjoy the welcoming small-town atmosphere. Outdoor enthusiasts will love the 22-mile West Orange Trail, which travels directly through the heart of Downtown Winter Garden. Whether you enjoy biking, running, walking, or simply getting outside, the trail offers miles of recreation and is one of the area's signature lifestyle amenities. This is more than just a home, it’s a lifestyle!

15515 Campden Street, Winter Garden

1021 Huntspoint Street, Winter Garden
$849,000
4 Beds ⋅ 4 Baths ⋅ O6445538 MLS
Under contract-accepting backup offers. *** Seller MOTIVATED - Moving Out of State *** RARE opportunity in Oakland Park, a Parade of Homes-winning community: a 2018 home with approximately $145K in owner upgrades that YOU and your family can enjoy at the Seller’s expense, including a premium SOLAR plus whole-home battery system (paid off at closing). This home is PRICED to MOVE. Offering 4 bedrooms, 3 EN-SUITE baths, half bath, and just under 2500 square feet, with a flexible main-floor suite, loft, dining space, tile flooring, newer AC (2024), and a screened balcony, it is built for everyday living, entertaining, and working from home, and is fully fenced for privacy. The main-floor suite is framed by statement doors, with a built-in MURPHY BED and private patio. It works as a 4th bedroom, guest suite, or home office, ideal for multigenerational living. Upstairs, each bedroom enjoys its own en-suite bath, and one opens to the screened balcony. The PRIMARY SUITE includes dual sinks, ample counter space, a soaking TUB, tiled shower, and walk-in closet. The stylish, highly functional kitchen features QUARTZ counters, tile backsplash, custom wood-trim island, and a water filtration system, with APPLIANCES UPDATED in recent years (Bosch dishwasher, LG ThinQ refrigerator, built-in oven and microwave). Just off the kitchen are two pantries, a built-in desk, and extra under-stair storage. CUSTOM finishes add warmth throughout: an electric FIREPLACE with shiplap in the living area, board-and-batten in the primary bedroom, a shiplap accent wall in the secondary bedroom, custom staircase wall, plantation shutters, updated lighting, and a remodeled half bath. Custom closet systems in every bedroom, two linen closets, multiple pantry closets, and added laundry-room cabinetry with a drying rack keep everything organized. The standout garage offers a dedicated mini-split AC, EV charger, epoxy flooring, and abundant built-in storage with an overhead lift system, and connects to the home by a covered walkway, a rarity in the neighborhood. The crown jewel: a premium 12.64 kW solar and whole-home battery system (installed 2024, an approximately $86K value paid off at closing) with 32 Mission Solar panels and four Enphase IQ Battery 5P units (~20 kWh storage) that can power virtually the entire home during outages. Enjoy a monthly energy bill of about $35. A short GOLF-CART ride from Historic Downtown Winter Garden's award-winning restaurants, shopping, farmers market, and events. This golf-cart-friendly waterfront community offers two pools, a clubhouse, parks, playgrounds, a dog park, and access to the 22-mile West Orange Trail, with easy reach to interstates, golf, and world-renowned theme parks. More than a home, it is the Winter Garden lifestyle.

1021 Huntspoint Street, Winter Garden

402 E Maple Street, Winter Garden
$825,000
6 Beds ⋅ 6 Baths ⋅ G5117768 MLS
Rare dual-income opportunity with no HOA, located minutes from historic Downtown Winter Garden. Built in 2021 on an oversized corner lot, this high return opportunity, turn-key property offers two complete, self-contained residences designed for optimal rental income, multi-generational living, or an effortless house hack where the neighboring tenant covers your mortgage. Each residence features its own street frontage, private entrance, separate driveway, and dedicated two-car attached garage for complete tenant privacy and independence—four garage bays total. Across both mirrored units, the home encompasses 2,876 heated square feet, totaling six bedrooms, four full bathrooms, and two powder baths, offering three bedrooms and two and a half bathrooms on each side. The main levels highlight spacious open-concept living and dining areas, well-appointed kitchens, and convenient half baths for guests. Upstairs, each unit features a private primary suite with a walk-in closet and en suite bath, alongside two generous guest bedrooms, a second full bathroom, and dedicated laundry space. Durable hard-surface flooring throughout ensures low turnover costs and easy maintenance. Tenants and owners alike will love being within walking and golf cart distance of Plant Street dining, boutique shopping, local breweries, the West Orange Trail, and the Saturday Farmers Market, while enjoying quick commuter access to SR-429, SR-50, and the Florida Turnpike. Modern, high-cash-flow multi-door assets in this prime Winter Garden corridor are exceptionally rare. Schedule your private showing today.

402 E Maple Street, Winter Garden

206 N Highland Avenue, Winter Garden
$999,999
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

1012 Glensprings Ave, Winter Garden
$425,000
3 Beds ⋅ 2 Baths ⋅ O6445159 MLS
Under contract-accepting backup offers. Welcome home to this exceptional 3-bedroom, 2-bath ranch-style home in sought-after east Winter Garden. This bright and spacious great room features vaulted ceilings, tile flooring, and a signature brick wood-burning fireplace. Large windows fill the room with natural light, creating an open and inviting environment. The functional floor plan offers ample living and entertaining space, complemented by neutral finishes and a ceiling fan for added comfort. The heart of the home is a bright and functional kitchen offering abundant cabinet and countertop space in a classic U-shaped layout designed for everyday convenience, plus an adjacent family dining room. Crisp white cabinetry is complemented by stainless steel appliances and durable tile flooring, while a large window above the sink fills the space with light and provides a pleasant backyard view. Retreat to the spacious primary suite, designed for comfort and relaxation. This inviting bedroom features warm wood-look flooring, a large window, and generous wall space for flexible furniture arrangements. A private ensuite bath with an extended vanity offers convenience and functionality. Two adjacent bedrooms are on the opposite side of the residence. No HOA, 2 blocks from the West Orange Trail's Chapin Station stop, short drive to SR 429, essential shopping and all the dining venues in downtown Winter Garden. Roof replaced in 2015.

1012 Glensprings Ave, Winter Garden

12074 Shine View Lane, Winter Garden
$459,500
3 Beds ⋅ 3 Baths ⋅ O6445322 MLS ⋅ 0643 BLDG.
Under Construction. Waterleigh presents the Ibis. This spacious townhome features 3 bedrooms and 2.5 baths. As you enter the foyer you are welcomed with an open concept a spacious kitchen with bar seating, dining area and a living room overlooking a covered patio. This popular townhome features a single car garage and powder room at the rear of the home. This community has upgraded stainless steel appliances and quartz countertops making cooking and cleaning a breeze. As you head up to the second floor you are greeted with all 3 bedrooms and 2 bathrooms. The bedroom one suite impresses with double bowl vanity, walk in closet and spacious shower space. The second floor is complete with two guest bedrooms, an additional bathroom, along with laundry room. Like all homes in Waterleigh, the Ibis includes a Smart home technology package which allows you to control your home with your smart device while near or away. Your new townhome will always have fantastic curb appeal while allowing you time to do the activities your family enjoys most. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

12074 Shine View Lane, Winter Garden

15066 Canopy Cover Drive, Winter Garden
$967,500
3 Beds ⋅ 4 Baths ⋅ O6445249 MLS
Under contract-accepting backup offers. Luxury single-level living awaits at 15066 Canopy Cover Drive in Del Webb Oasis, a premier gated Active 55+ community near Orlando's world-class attractions. Built in 2023, this highly upgraded Renown floor plan - the community's largest single-story design - offers 2,955 square feet, 3 bedrooms, 3.5 baths, tons of closet space, office with custom built-ins, an extended gathering room and an extended 3-car garage. Set on a premium conservation lot with approximately 70 feet of frontage, a fenced backyard and no rear neighbor, the home offers exceptional privacy, space and tranquility. Inside, 8-foot doors and Italian porcelain tile flooring create an elegant, open feel. The gourmet kitchen features quartz countertops, ceiling-height upgraded cabinetry, select glass-front display cabinets with accent lighting, two ovens, a cooktop, microwave, refrigerator and wine/beverage refrigerator. Custom built-ins with accent lighting enhance the office/study, while custom closet systems organize both primary-suite closets and the pantry. Upgraded lighting, ceiling fans, window treatments and UV- and glare-reducing window film add comfort and style throughout. Electric Car charging port in garage. Designed for year-round Florida living, oversized screened lanai 14'.5" x 54'/2" features custom Limestone Galala Tumbled Pavers, a screened enclosure, ceiling fans, a mounted outdoor TV and an Aqua Living Spa hot tub. The fenced backyard includes two access gates. Additional features include an EcoWater whole-home water softener, roof gutters, a whole-home surge protector and an ADT alarm system. All appliances convey, including the washer and dryer, as well as the mounted lanai and garage TVs. Enjoy convenient access: minutes to Walt Disney World, Flamingo Crossings Town Center, groceries, shopping, dining and Orlando-area attractions. Orlando International Airport is approximately 30 minutes away, with hospitals and medical facilities nearby. Port Canaveral is approximately one hour away, and Florida's east- and west-coast beaches are within about 90 minutes.

15066 Canopy Cover Drive, Winter Garden

6117 Flowering Cherry Bend, Winter Garden
$754,990
4 Beds ⋅ 3 Baths ⋅ G5118331 MLS
Virtually Staged. Under Construction. Welcome to 6117 Flowering Cherry Bend, a beautifully designed new construction home located in the desirable Avalon Woods community of Winter Garden. The Anna Maria floor plan offers 2,235 square feet of thoughtfully designed single-story living with 4 bedrooms and 3 full bathrooms. Step inside to an inviting open-concept layout featuring a spacious great room that flows seamlessly into the kitchen and dining areas—perfect for both everyday living and entertaining. The private primary suite provides a relaxing retreat with a well-appointed ensuite bath and generous closet space, while three additional bedrooms provide flexibility for family, guests, or a home office. Located in Avalon Woods, residents can enjoy community amenities including a park, playground, and walking trails.

6117 Flowering Cherry Bend, Winter Garden

11232 Carding Mill Lane, Winter Garden
$690,000
3 Beds ⋅ 3 Baths ⋅ O6445005 MLS
Under Construction. What's Special: Close to Amenities | Close to Park | Covered Lanai. New Construction - November Completion! Welcome to the Sereno at 11232 Carding Mill Lane in Esplanade at McKinnon Groves! This thoughtfully designed single-story home offers the perfect balance of comfort and connection, with an open-concept gourmet kitchen, dining area, and great room that create a bright and inviting gathering space. The spacious primary suite is tucked away for added privacy and features a luxurious bath and generous walk-in closet. Two secondary bedrooms are located near a full bath, making it easy to host guests or create a home office. A covered lanai and private courtyard extend your living space outdoors, while the convenient laundry room, powder bath, and two-car garage add everyday functionality. This home is designed for effortless living with stylish spaces that feel welcoming from the moment you arrive. Additional Highlights Include: 8' doors, blinds, and Cafe Advantage appliances. Photos are for representative purposes only. MLS#O6445005 Esplanade at McKinnon Groves offers resort-style living in a gated Winter Garden community surrounded by natural beauty. Planned amenities include a fitness center, movement studio, resort pool and spa, Bahama Bar, pickleball, tennis, and bocce courts. Residents will also enjoy yoga lawns, a Bark Park, rose garden, scenic trails, concierge services, and year-round events. Zoned for Lake County schools, it blends everyday convenience with an active lifestyle.

11232 Carding Mill Lane, Winter Garden

11935 Shine View Lane, Winter Garden
$927,666
5 Beds ⋅ 5 Baths ⋅ O6444950 MLS
Waterleigh presents the Torrey. This two-story all concrete block construction single-family home features 4 bedrooms and 3.5 bathrooms optimizing living space with an open concept feel. A beautiful porch welcomes you to this home, as you enter the foyer, you are greeted with a formal dining room and butler’s pantry. The well-appointed gourmet kitchen overlooks the casual dining area, family room and outdoor lanai. This home features a spacious kitchen island with built in sink and dishwasher to optimize counter space, and walk-in pantry for extra storage. All homes in this community will have stainless steel appliances, making cooking a piece of cake. Located off the family room is a den with French doors perfect for work or play and a powder room. Customize this area to meet your needs with an optional bedroom and full bathroom. As we head up to the second floor, we are greeted with a loft area and all four bedrooms. Bedroom one is located just off the loft space and includes a spacious walk-in closet as well as ensuite bathroom with double vanity and separate toilet area. Two additional bedrooms share a second upstairs bathroom and linen closet for extra storage. While a fourth bedroom is complete with ensuite bathroom. Your laundry room is located on the second floor for convenience. Like all homes in Waterleigh, the Torrey includes Smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

11935 Shine View Lane, Winter Garden

15199 Lake Claire Overlook Drive, Winter Garden
$924,900
3 Beds ⋅ 4 Baths ⋅ O6443038 MLS
Under contract-accepting backup offers. Set along the water with peaceful views woven into everyday living, this beautifully maintained home offers an inviting blend of comfort, space, and relaxed waterfront living. An open, thoughtfully designed layout creates an effortless flow for daily life and entertaining, while abundant natural light, warm finishes, and colorful landscaping add to the home’s welcoming feel. The main living areas are enhanced by quality vinyl plank flooring, quartz countertops, Pottery Barn light fixtures, and a spacious kitchen with white cabinetry, stainless appliances, a large island with seating, and direct sightlines to the dining and living spaces. A Sonos whole-house audio system adds integrated sound throughout the home, while concealed living-room TV wiring keeps the installation clean and streamlined. Additional upgrades include higher ceilings, a tray ceiling in the primary bedroom, upgraded window treatments, whole-house water filtration, irrigation, and HVAC air-quality enhancements with a UV/blacklight component. The primary suite offers a relaxing retreat with peaceful water views, dual vanities, a soaking tub, walk-in closet, and an upgraded walk-in shower with dual shower heads/spouts, including a rain shower. Upstairs, a generous bonus/loft area provides flexible space for a media room, home office, playroom, or additional lounge. Outdoor living is equally inviting, with a screened lanai overlooking the water, a fenced backyard, and upgraded electrical capacity designed to support the higher-output requirements of a large hot tub or spa. The setting is ideal for enjoying morning coffee, evening sunsets, and the quiet rhythm of waterfront living. Located within gated Hickory Hammock at Johns Lake, the community is surrounded by Johns Lake, Lake Burnett, and Lake Claire. Johns Lake spans approximately 2,500 acres and is known for bass fishing and water recreation. Community amenities include a resort-style pool with beach entry, clubhouse, fitness center, tennis courts, sand volleyball/multipurpose court, playgrounds, kids’ soccer area, public fishing pier, dog park, and nature trails through wooded areas and native Florida vegetation. With water views from multiple living spaces, thoughtful interior upgrades, flexible living areas, a screened lanai, fenced backyard, and a wide range of community amenities, this home offers a polished and comfortable waterfront lifestyle in a setting designed for both everyday living and leisure.

15199 Lake Claire Overlook Drive, Winter Garden

1630 Chandelle Lane, Winter Garden
$529,900
4 Beds ⋅ 4 Baths ⋅ O6442689 MLS
Motivated seller... Welcome to this beautiful home in the desirable gated community of Belle Meade in Winter Garden. Offering four bedrooms, four full bathrooms, and a spacious upstairs bonus room. This thoughtfully designed floor plan provides plenty of room for family, guests, and entertaining. The main living areas feature beautiful tile flooring and an open, inviting feel. The well-appointed kitchen showcases 42-inch mahogany cabinetry, granite countertops, a double oven, and stainless steel appliances, creating a functional and attractive space for everyday living and entertaining. The split-bedroom layout provides privacy and flexibility. Two bedrooms and a full bathroom are conveniently located just off the family room, while additional bedrooms and a full bath are situated toward the rear of the home. Upstairs, a large bonus room with its own full bathroom offers a versatile space that can be used as a media room, office, playroom, guest area, or private retreat. The spacious primary suite is located on the opposite side of the first floor and features two walk-in closets along with a primary bathroom complete with a garden tub and enclosed shower. Outside, you’ll appreciate the paver driveway, three-car garage, and the added convenience of being directly across from a neighborhood park. Belle Meade is a gated Winter Garden community convenient located near highly rated schools, downtown Winter Garden, Fowler’s Grove shopping, and major highways.

1630 Chandelle Lane, Winter Garden

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