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243 Zachary Wade Street, Winter Garden
$1,150,000
5 Beds ⋅ 4 Baths ⋅ O6455223 MLS
RARE WATERFRONT OPPORTUNITY IN WINTER GARDEN | DIRECT LAKE APOPKA ACCESS | PRIVATE BOAT DOCK Welcome to Lakeview Reserve, one of Winter Garden's desirable gated communities, where waterfront living meets the charm and convenience of Historic Downtown Winter Garden. This impressive 5-bedroom, 3.5-bathroom home offers approximately 3,097 square feet of living space and a feature that is becoming increasingly hard to find: direct access to Lake Apopka with your own covered boat dock and boat lift. Inside, the home offers spacious living areas, a beautifully appointed gourmet kitchen with upgraded cabinetry, soft-close drawers, dual sinks, a large island with prep sink, and a pot filler. The home has been freshly painted throughout, and the bathrooms have been renovated, giving the interior a fresh, updated feel. Two ensuite bedrooms upstairs provide additional comfort and flexibility for family and guests. The outdoor space is just as special. Step into your backyard and enjoy the waterfront setting, complete with a covered private dock and boat lift, making it easy to enjoy boating, fishing, and everything Lake Apopka has to offer. The backyard also features an assortment of fruit-bearing trees, including mango, avocado, star fruit, and citrus, adding a special touch to this Florida retreat. Additional features include roof replaced in 2019, recently serviced HVAC system, an oversized three-car garage, tankless water heater, and whole-house water softener and purification system. Location is another highlight, with golf cart access to Historic Downtown Winter Garden, where you can enjoy local restaurants, boutique shopping, the popular farmers market, and year-round community events. A rare opportunity to enjoy the space, privacy, and convenience of a gated community with the added luxury of direct Lake Apopka access. Come experience what makes this Winter Garden property so special!

243 Zachary Wade Street, Winter Garden

1351 & 1359 Avalon Road, Winter Garden
$265,000
TB8565873 MLS
***2 PARCELS / 1 SALE – PRIME WINTER GARDEN LOCATION!*** Build your DREAM HOME OR INVESTMENT PROPERTY on this 0.46-ACRE residential property along Avalon Rd (CR 545)! Zoned R-2, these two parcels offer over 140 feet of ROAD FRONTAGE and approximately 140 feet of depth. Partially cleared with mature trees, FLOOD ZONE X, and ALL PUBLIC UTILITIES AVAILABLE NEARBY. The WETLAND DELINEATION has been COMPLETED (see survey). A previous home demolished in 2006 may qualify for impact fee credits (buyer to verify). Located in a rapidly growing area near Beazer Homes’ WINDHAM PARK community, and a SHORT WALK form the proposed COLONIAL GARDENS SHOPPING CENTER. Additional planned SR 50 retail developments and the approved OAKLAND VILLAGE shopping and dining destination are other exciting new projects nearby. Minutes from Florida’s Turnpike, Historic Downtown Winter Garden, and Winter Garden Village, these 2 parcels are a GREAT OPPORTUNITY TO BUILD OR INVEST! ~Both parcels are being sold together~

1351 & 1359 Avalon Road, Winter Garden

14501 Grove Resort Avenue Unit 3420, Winter Garden
$169,900
2 Beds ⋅ 2 Baths ⋅ O6455978 MLS ⋅ 3 BLDG.
This stunning 2-bedroom, 2-bathroom condo-hotel in Orlando, Florida, offers the perfect blend of luxury, comfort, and convenience. Located just minutes from the world-famous theme parks, this fully furnished unit is an excellent choice for both personal use and investment. The condo features a spacious open floor plan with modern finishes, a fully equipped kitchen with stainless steel appliances, and a private balcony with breathtaking views. The master suite boasts a luxurious en-suite bathroom, while the second bedroom and bath provide ample space for guests. Enjoy resort-style amenities, including a sparkling swimming pool, fitness center, full-service spa, on-site dining, concierge services, and a shuttle to major attractions. With its prime location near shopping, dining, and entertainment, this condo-hotel is an exceptional opportunity for those looking to experience the best of Orlando!

14501 Grove Resort Avenue Unit 3420, Winter Garden

14501 Grove Resort Avenue Unit 3221, Winter Garden
$169,900
2 Beds ⋅ 2 Baths ⋅ O6455961 MLS ⋅ 3 BLDG.
This stunning 2-bedroom, 2-bathroom condo-hotel in Orlando, Florida, offers the perfect blend of luxury, comfort, and convenience. Located just minutes from the world-famous theme parks, this fully furnished unit is an excellent choice for both personal use and investment. The condo features a spacious open floor plan with modern finishes, a fully equipped kitchen with stainless steel appliances, and a private balcony with breathtaking views. The master suite boasts a luxurious en-suite bathroom, while the second bedroom and bath provide ample space for guests. Enjoy resort-style amenities, including a sparkling swimming pool, fitness center, full-service spa, on-site dining, concierge services, and a shuttle to major attractions. With its prime location near shopping, dining, and entertainment, this condo-hotel is an exceptional opportunity for those looking to experience the best of Orlando!

14501 Grove Resort Avenue Unit 3221, Winter Garden

231 Tbd Drive, Winter Garden
$973,550
5 Beds ⋅ 5 Baths ⋅ O6455929 MLS ⋅ Toll Brothers BLDG.
Under Construction. Discover the Griffin by Toll Brothers at Westhaven at Ovation in Winter Garden, with estimated completion by the end of 2027! This beautifully designed home features an impressive foyer, formal dining room, and spacious kitchen overlooking the breakfast area and great room. The great room opens to a covered lanai, creating the perfect space for everyday living and entertaining. Upstairs, the primary suite offers a large walk-in closet and a private bath with a separate shower and private water closet. A spacious loft and generously sized secondary bedrooms provide additional flexibility. Experience the quality craftsmanship and thoughtful design of Toll Brothers. Model home available for walkthrough!

231 Tbd Drive, Winter Garden

645 Autumn Oaks Loop, Winter Garden
$599,900
4 Beds ⋅ 3 Baths ⋅ O6455873 MLS
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

15928 Citrus Knoll Drive, Winter Garden
$1,549,000
6 Beds ⋅ 6 Baths ⋅ G5119894 MLS
Virtually Staged. LUXURY LAKEFRONT LIVING AT ITS FINEST! Welcome to 15928 Citrus Knoll Drive, Winter Garden, FL 34787, an exceptional lakefront residence offering an impressive combination of elegance, space, and an extraordinary natural setting. Situated along the shores of Lake Burnett, a private conservation lake surrounded by majestic old oak trees draped in beautiful Spanish moss, this remarkable property offers a peaceful and picturesque backdrop for luxury living. Featuring 6 spacious bedrooms, and 5 1/2 bathrooms, this expansive home is thoughtfully designed for entertaining and comfortable everyday living. The interior showcases ceramic tile flooring throughout the entire first floor, elegant crown molding, and freshly painted walls in a neutral palette. The chef-inspired kitchen is sure to impress, featuring GE stainless steel appliances, a double oven, vent hood, and expansive counter space and storage, ideal for preparing meals and entertaining. Formal living and dining spaces provide an elegant setting for special occasions, while an additional butler's bar offers even more room to entertain. The luxurious primary suite offers a private retreat, complete with a screened-in balcony overlooking the majestic oak trees and serene waters of Lake Burnett. Enjoy your morning coffee or unwind in the evening while taking in the beautiful natural surroundings. The spacious primary bath features dual vanities, a large walk-in shower, and a relaxing soaking tub. The thoughtfully designed bedroom layout offers exceptional flexibility, including a convenient first-floor guest bedroom with en-suite bathroom access, ideal for visitors or multigenerational living. Two additional bedrooms feature private en-suite bathrooms and walk-in closets, providing comfort and privacy for family members and guests alike. The expansive bonus room, complete with its own bar area, creates the ultimate entertainment destination and offers endless possibilities as a game or media room. Beyond the home, enjoy an exceptional gated community lifestyle which Hickory Hammock offers, with amenities including a community fishing dock, tennis courts, clubhouse, and fitness center. The crown jewel of this property is undoubtedly its setting on Lake Burnett, where mature oak trees, graceful Spanish moss, and the peaceful conservation lake create a truly special Florida lifestyle. A rare opportunity to experience elegant lakefront living, generous entertaining spaces, and exceptional community amenities in desirable Winter Garden. This is more than a home—it's a lifestyle! (Roof 2015, A/C 2015/2025, Water Heaters 2023).

15928 Citrus Knoll Drive, Winter Garden

1076 Sadler Oaks Way, Winter Garden
$1,570,000
4 Beds ⋅ 4 Baths ⋅ O6455257 MLS
*** A RARE Offering in Oakland Park | Custom-Built Luxury | ONE-STORY Living *** An exceptional opportunity to own a custom-built residence in the highly sought-after community of Oakland Park, where timeless architectural details, refined finishes, and an extraordinary setting come together. This beautifully appointed 4 bedroom, 3.5 bath home with mudroom and OVERSIZED garage (2.5), with more than 700 square feet of space, offers a highly desirable feature rarely found in Oakland Park: a thoughtfully designed, single-story floor plan with TWO spacious PRIMARY suites. Situated on a premium corner lot, nearly a QUARTER acre, the property enjoys an exceptional sense of privacy, with mature oak trees, no rear neighbors, and a neighboring park, providing additional open space and lasting privacy. Inside, soaring vaulted ceilings, stunning WOOD flooring, elegant crown molding, a cozy FIREPLACE, and an impressive collection of custom millwork, including shiplap accents and exposed timber details, establish a warm yet sophisticated aesthetic appearance. The heart of the home is an expansive, open-concept kitchen and great room designed for both everyday living and effortless entertaining. The beautifully appointed kitchen features custom-panel THERMADOR appliances, including a 6 burner GAS cooktop, built-in oven and microwave, a walk-in pantry, and a coffee bar conveniently connected to the formal dining room. A charming breakfast nook completes this exceptional gathering space. One of the home’s most distinctive features is the expansive screened-in courtyard, creating a seamless extension of the indoor living areas. Finished with elegant travertine pavers, this private outdoor retreat features a kitchen complete with a grill and sink, making it ideal for entertaining or simply enjoying the Florida lifestyle. The generous courtyard also presents an exciting opportunity for a future swimming POOL, allowing the next owner to further customize the space. A separate covered rear porch and welcoming front porch provide additional opportunities to enjoy the home’s beautiful surroundings. The primary suite toward the back of the home includes a comfortable sitting area and an oversized eight-foot sliding glass door opening directly to the courtyard. The luxurious en-suite bath offers a quartz-topped vanity, walk-in shower, and garden tub. The second primary suite features an adjacent full bath and its own courtyard access, ideal for multigenerational living, visiting guests, or an extended-stay retreat. Two additional bedrooms with walk-in closets are towards the back of the home along with a full bath. A conveniently located half bath serves the main living areas and has access to the courtyard. The home is a short GOLF-CART ride to Historic Downtown Winter Garden's award-winning restaurants, shopping, farmers market, and events. This golf-cart-friendly waterfront community offers two pools (one resort styled pool), a clubhouse, parks, playgrounds, dog park, lake-side walking trails, and access to the 22-mile West Orange Trail, with easy reach to interstate travels, golf, and world-renowned theme parks. More than a home, it is the Winter Garden lifestyle. A rare combination of one story custom craftsmanship, privacy, exceptional outdoor living, and an irreplaceable location along the West Orange Trail, this remarkable Oakland Park residence offers a lifestyle that is increasingly hard to find.

1076 Sadler Oaks Way, Winter Garden

12834 Sunset Walk Drive, Winter Garden
$636,947
4 Beds ⋅ 4 Baths ⋅ O6455809 MLS ⋅ Toll Brothers BLDG.
Under Construction. Under Construction – Estimated Completion Early 2027! Welcome to the beautiful Autumn townhome, offering 2,447 square feet, 4 bedrooms, 4 bathrooms, and a versatile flex room and loft. The open concept main living area features a spacious kitchen with designer backsplash, modern cabinetry, and upgraded countertops, flowing seamlessly into the great room and casual dining area. Upstairs, the private primary suite includes a spacious walk-in closet, along with two additional bedrooms. A fourth bedroom and full bathroom are located on the first floor along with a loft and bathroom above the detached two-car garage. This provides additional flexibility and privacy. Enjoy a private rear courtyard and future resort-style community amenities. Closing cost assistance available! Schedule your appointment today!

12834 Sunset Walk Drive, Winter Garden

17152 Arrowhead Boulevard, Winter Garden
$449,000
4 Beds ⋅ 2 Baths ⋅ O6454938 MLS
Spectacular fully renovated Mother-in-Law suite in 2026, with lake views! 4 bedrooms, 2 bathrooms total, completely independent from each other. Full renovation: brand new walls, floors, ceilings and bathrooms. All plans completed by a certified engineer and all inspections approved by Orange County, including the final inspection, move-in ready with zero worries! The property is divided into two units: each with 2 bedrooms, 1 bathroom, its own kitchen, laundry, A/C and individual water heater. Both units feature a private entrance, independent access to the backyard and their own driveway. No HOA, no restrictions, total freedom. Park your trailer, boat or work vehicle without asking anyone for permission. Perfect for a large or extended family, multi-generational living, or investors looking for a turnkey property with flexible use potential. Located in Winter Garden, just 11 minutes from Walt Disney World and with easy access to SR-429 and I-4, the best of peaceful lakeside living, with everything nearby. An opportunity that won't come around again!

17152 Arrowhead Boulevard, Winter Garden

12922 Canopy Woods Way, Winter Garden
$1,525,000
5 Beds ⋅ 5 Baths ⋅ S5160455 MLS
EXQUISITE MODEL SHOW HOME | 5 BEDROOMS | 4.5 BATHROOMS | TWO PRIMARY SUITES | POOL | 3-CAR GARAGE | GATED COMMUNITY Welcome to an exceptional residence where timeless Mediterranean architecture meets refined Florida living. Located within the exclusive gated community of Canopy Oaks, an intimate enclave of only 49 residences, this stunning former model show home represents the finest in architectural design, craftsmanship, and luxurious indoor-outdoor living. From the impressive grand entrance, this residence immediately makes a statement. The thoughtfully designed floor plan features 5 bedrooms, 4.5 full bathrooms, a private first-floor primary suite with wet bar, and a spectacular second-floor primary retreat, offering an unparalleled level of flexibility and privacy. The heart of the home is an impressive chef's kitchen, beautifully appointed with premium KitchenAid appliances, a 5-burner natural gas cooktop, abundant cabinetry, generous workspace, and an oversized walk-in pantry. The kitchen opens seamlessly to the expansive living, dining and custom wine cellar, creating an ideal setting for intimate dinners or entertaining. The first floor also features a dedicated den/office, elegant dining area, wine cellar, laundry room, and convenient half-bath powder room. A beautiful wood staircase leads to the second level, where luxury and entertainment continue. The expansive gathering room provides an inviting space for family and guests, while the fully equipped theater room creates an exceptional private cinema experience, complete with its own private beverage station. The upstairs primary suite is a private sanctuary, featuring a beautiful garden tub, private balcony, and its own refreshment bar—an indulgent retreat designed for comfort and relaxation. Three additional upstairs bedrooms provide generous accommodations, including one bedroom with its own adjacent full bathroom and two bedrooms connected by a convenient Jack-and-Jill bath. The home's extraordinary outdoor living spaces are equally impressive. The expansive screened-in lanai features custom wood ceilings, creating a beautiful extension of the interior living space. Beyond the lanai, a sparkling private pool is surrounded by elegant travertine decking and complemented by a spectacular custom summer kitchen, creating the ultimate setting for Florida entertaining, dining, and relaxation. Additional features include a Rampart security system, Generac Generator, Central vacuum, exceptional storage, and the quality and attention to detail expected of a showcase model residence. The Canopy Oaks models were recognized with three awards in the Parade of Homes, highlighting the exceptional design and craftsmanship found throughout this exclusive community. Perfectly positioned just minutes from Winter Garden Village and Historic Downtown Winter Garden, this home also offers convenient access to the Florida Turnpike, SR 429, and SR 408, providing an easy connection throughout Central Florida. 12922 Canopy Woods Way is more than a home—it is a statement of refined living. With its timeless Mediterranean architecture, two extraordinary primary suites, resort-style pool and outdoor living, premium entertaining spaces, and exclusive gated setting, this is a truly remarkable opportunity to own one of Winter Garden's exceptional residences. Call today to schedule your showing and experience its distinctive luxury and elegance firsthand.

12922 Canopy Woods Way, Winter Garden

17706 Marsh Road, Winter Garden
$1,300,000
3 Beds ⋅ 2 Baths ⋅ S5160667 MLS
LOCATION, ACREAGE, AND ENDLESS POSSIBILITIES! Discover an exceptional opportunity to own 4.98 acres (approximately 216,929 square feet) of prime real estate in the highly desirable and growing Winter Garden area! Whether you are looking for a private residential estate, an agricultural property, an equestrian retreat, or land with future development potential, this unique property offers tremendous possibilities for homeowners, investors, builders, and developers. EXCELLENT POTENTIAL FOR FUTURE DEVELOPMENT! Currently zoned A-1 Agricultural, this expansive parcel offers the opportunity to explore subdivision into up to three individual parcels, subject to Orange County review and approval. Buyers may also investigate the possibility of rezoning for commercial, residential, or other permitted uses through the appropriate application and approval process with Orange County. This flexibility makes the property especially attractive to investors and developers seeking land for future projects in Central Florida. AN ADDED BONUS – AN EXISTING HOME ON THE PROPERTY! The property features a charming single-story residence offering 3 bedrooms, 2 bathrooms, and approximately 1,440 square feet of living space. The home includes tile flooring throughout, granite kitchen countertops, a tile roof, and comfortable living areas. The property also features a pole barn, additional outbuildings, storage sheds, fenced pasture areas, and beautiful mature trees, creating an inviting country atmosphere with plenty of room to enjoy. Retreat to the inviting primary bedroom, featuring elegant marble-look tile flooring, abundant natural light, recessed lighting, and a contemporary ceiling fan. The spacious layout offers room for a desk or sitting area, while generous closet space provides convenient storage. The adjoining bathroom showcases striking marble-look wall and floor tile, a double-sink vanity with cabinetry, gold-tone faucets, and an illuminated mirror. A soaking tub and separate glass-enclosed shower with a rainfall showerhead create a relaxing retreat, complemented by dramatic dark tile accents. THE BEST OF BOTH WORLDS – COUNTRY LIVING WITH CITY CONVENIENCE! Enjoy the privacy, space, and freedom of acreage living while remaining conveniently located near Winter Garden's expanding residential communities, shopping, dining, major roadways, and Central Florida attractions, including Walt Disney World. LIVE, INVEST, OR EXPLORE FUTURE DEVELOPMENT! The existing residence provides immediate residential utility while the surrounding acreage offers opportunities for agricultural activities, equestrian use, a private estate, or potential future development. DON'T MISS THIS OPPORTUNITY TO OWN NEARLY FIVE ACRES IN WINTER GARDEN! Large parcels with an existing home and multiple potential uses are worth exploring. Bring your vision and discover what this exceptional property could become!

17706 Marsh Road, Winter Garden

226 Charlotte Street, Winter Garden
$449,999
3 Beds ⋅ 2 Baths ⋅ O6455798 MLS
UNIQUE PROPERTY OPPORTUNITY!! Nearly of an 1/4 ACRE with NO HOA!! Welcome to this charming 3-bedroom, 2-bathroom home in the heart of Winter Garden! Situated on an oversized lot, this property offers added space and flexibility rarely found in many communities. Inside, enjoy a cozy fireplace, a unique wood accent wall, and an updated kitchen featuring custom cabinetry and convenient hidden storage. Ceramic tile and bamboo flooring, double-pane windows, and a screened front porch add to the home's appeal. The spacious backyard offers two storage sheds, offering plenty of room for outdoor enjoyment, hobbies, and additional storage. Hot water tank 2 years old. Conveniently located walking distance to Downtown Winter Garden, the West Orange Trail. This home combines charm, functionality, and the freedom of homeownership without HOA restrictions!

226 Charlotte Street, Winter Garden

15530 Sunquat Dr, Winter Garden
$599,999
4 Beds ⋅ 4 Baths ⋅ O6455496 MLS
Virtually Staged. Welcome to this stunning 4-bedroom, 3.5-bath home located in the highly desirable Hamlin Reserve community in Horizon West, Winter Garden! Thoughtfully designed with spacious living areas, modern finishes, and a versatile floor plan, this home offers the perfect setting for comfortable everyday living and effortless entertaining. Upon entering, you are greeted by an inviting foyer featuring soaring volume ceilings and stylish vinyl flooring throughout the entire first floor. A versatile flex room just off the entry provides endless possibilities and can be customized to suit your needs as a home office, den, formal living room, or additional dining space. The open-concept layout seamlessly connects the spacious family room, kitchen, and dining area, creating a warm and welcoming atmosphere. The well-appointed kitchen is sure to impress with its oversized island with seating, granite countertops, solid wood cabinetry, gas range, stainless steel appliances, and beautiful decorative backsplash. Conveniently located nearby are a half bath, a dedicated mudroom area with access to the garage, and sliding glass doors that open to the covered rear patio, offering the perfect spot to unwind or enjoy outdoor gatherings. Upstairs, you'll discover a spacious loft that provides additional flexible living space, ideal for a media room, playroom, or secondary family gathering area. The thoughtfully designed split-bedroom floor plan offers added privacy and functionality. The generously sized primary suite serves as a peaceful retreat, featuring a private en-suite bathroom with dual sinks, a standalone shower, and a walk-in closet. The second floor is completed by a conveniently located laundry room just off the loft, a private en-suite bedroom with its own standalone shower, two additional spacious bedrooms, and a full bathroom. For added convenience and modern appeal, all four bathrooms feature smart toilets. Residents of Hamlin Reserve enjoy wonderful community amenities, including a community pool, playground, and clubhouse. Ideally situated in the heart of Horizon West, this home is within walking distance of local dining and everyday conveniences, with Cinepolis, PopStroke, an exciting variety of restaurants, breweries, shopping, and entertainment just minutes away. Experience the best of the Horizon West lifestyle with this beautiful home offering space, comfort, community amenities, and an unbeatable location. Schedule your private showing today!

15530 Sunquat Dr, Winter Garden

925 Butter Oaks Court, Winter Garden
$619,000
3 Beds ⋅ 3 Baths ⋅ O6455077 MLS
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

505 N Boyd Street, Winter Garden
$618,000
3 Beds ⋅ 2 Baths ⋅ O6450850 MLS
CHARMING VINTAGE HOME IN DOWNTOWN WINTER GARDEN — NO HOA! Huge DOUBLE LOT offers more space for all your dreams! Welcome to the heart of Downtown Winter Garden! This well-maintained, classic Florida style 3-bedroom, 2-bath home offers timeless character, a cozy atmosphere, and an incredible location in Winter Garden’s highly desirable Golf Cart District. Inside, you’ll find a warm and inviting living room featuring a real wood-burning brick fireplace, a comfortable living and dining combination, and a convenient pass-through to the kitchen. The spacious, covered, screened-in room provides the perfect setting for entertaining guests, enjoying your morning coffee, or relaxing from the Florida sunshine. There are actually two primary suite bedrooms and a large home office or third bedroom. The home is situated on a corner, double lot so there is room for growth. The home is being offered for purchase AS IS. Enjoy the best of downtown living, where you can stroll or hop on your golf cart to explore the popular Plant Street Market, local restaurants, charming boutiques, cozy cafés, and the beloved Winter Garden Farmers Market. Take a short ride to Veterans Memorial Park for a game of pickleball, enjoy a swim at Farnsworth community pool, stroll or bike along the scenic West Orange Trail, or discover the natural beauty of nearby Lake Apopka and Newton Park. Historic downtown Winter Garden is an official Hallmark Christmas Town for 2026! Come experience the beauty of this friendly town. With NO HOA, a sought-after downtown location, and easy access to major highways, this home offers a wonderful opportunity to enjoy the unique blend of small-town charm and modern convenience that makes Winter Garden so special. Orlando’s attractions, including Walt Disney World, Universal, SeaWorld and multiple water parks are also within convenient driving distance. Only 30 minutes to Orlando airport (MCO). Don’t miss your opportunity to own a home in one of Central Florida’s most loved downtown communities! Schedule your private showing today and experience the charm and lifestyle of Downtown Winter Garden!

505 N Boyd Street, Winter Garden

14253 Country Estate Drive, Winter Garden
$1,675,000
5 Beds ⋅ 5 Baths ⋅ O6453112 MLS
Lakefront living with room to spread out. Welcome to 14253 Country Estate Drive. Set on nearly three acres along Black Lake, this two-story brick pool home pairs timeless character with expansive water views in an established community of custom homes. Mature oaks frame the circular driveway, creating a welcoming arrival to a residence offering approximately 5,504 square feet, five bedrooms, four full baths, and one half bath. Lake views greet you from the foyer and draw you into the soaring great room, where a wood-burning stone fireplace, tall windows, and French doors create an inviting setting for everyday living and entertaining. The spacious kitchen features a generous center island, extensive cabinetry, and adjoining casual dining, while a separate formal dining room provides space for larger gatherings. The main-floor primary suite offers its own screened lanai, a quiet place to start the day overlooking the grounds. An office with a closet provides flexibility for a potential fifth bedroom, and two upstairs bonus rooms offer additional space for recreation, hobbies, or working from home. Outside, the pool, lanai, and expansive backyard make the waterfront setting the centerpiece of the home. Enjoy afternoons by the water, outdoor dining, or time on Black Lake boating, fishing, paddleboarding, and jet skiing. A side-entry three-car garage completes the property. Conveniently located near the shopping and dining at Winter Garden Village at Fowler Groves, with access to SR 429, SR 408, and Florida’s Turnpike, this home brings together spacious interiors, generous grounds, and the Florida lakefront lifestyle.

14253 Country Estate Drive, Winter Garden

15579 Hamlin Blossom Avenue, Winter Garden
$995,000
5 Beds ⋅ 4 Baths ⋅ O6455492 MLS
Virtually Staged. Welcome to this beautiful two-story residence in Hickory Hammock at Johns Lake, a gated community in Winter Garden offering an exceptional blend of comfort, space, and Florida lifestyle. Featuring 5 bedrooms, 4 full bathrooms, a spacious loft, and a versatile game room, this home offers approximately 3,585 square feet of living space designed to accommodate a variety of needs. The thoughtfully designed interior features an open-concept living area, an oversized kitchen with a large T-shaped island, 42-inch upgraded cabinetry, built-in double wall ovens, a cooktop, and elegant solid-surface countertops. The spacious layout provides multiple areas for entertaining, relaxing, and spending time together. Step outside to enjoy your private pool and spa, creating the perfect setting for outdoor gatherings and year-round Florida enjoyment. The fenced backyard adds privacy and functionality to the outdoor space. Residents of Hickory Hammock enjoy an impressive selection of community amenities, including a resort-style zero-entry pool, clubhouse, fitness center, tennis courts, sand volleyball court, playgrounds, dog park, walking trails, and community access to the beautiful Johns Lake area. Conveniently located near Winter Garden Village, Hamlin Town Center, shopping, dining, entertainment, major roadways, and the attractions of Central Florida, this property offers an excellent opportunity to enjoy the Winter Garden lifestyle. Whether you are looking for a spacious primary residence or an investment opportunity, this home is worth exploring! Schedule your showing today

15579 Hamlin Blossom Avenue, Winter Garden

17316 Melogold Way, Winter Garden
$530,047
3 Beds ⋅ 3 Baths ⋅ TB8565503 MLS ⋅ 19 BLDG.
Under Construction. Enjoy convenient, low-maintenance living in this two-story townhome featuring a two-car garage, perfectly located in the heart of Winter Garden. Designed for both comfort and functionality, this home offers a smart layout ideal for everyday living and entertaining. This popular Walden plans features finishes from the AW Collection Milan with clean, modern touches. The kitchen boards 42" cabinets, quartz countertops and tiled backsplash. Additional highlights include a detached two-car garage with private fenced courtyard space and upgraded 8' doors. Ideally situated, you’re just 37 minutes from Orlando International Airport, 20 minutes from world-famous Disney theme parks, and 30 minutes from Celebration. The community is also zoned for great schools and is minutes from downtown Winter Garden, where charming streets, local history, shopping, dining, and community events create a vibrant lifestyle. With its prime location and practical design, this townhome delivers the perfect blend of convenience, comfort, and Central Florida living. *Representation images and renderings are for illustrative purposes. Actual options and design finishes of home may vary.

17316 Melogold Way, Winter Garden

13151 Calming Breeze Way, Winter Garden
$489,900
3 Beds ⋅ 3 Baths ⋅ O6455019 MLS
NEWER CONSTRUCTION. SHOWS LIKE A MODEL HOME + BUILT IN 2024 + SCREENED LANAI + FULLY FENCED BACKYARD + MINUTES FROM DISNEY! Welcome to 13151 Calming Breeze Way, a beautifully maintained 3-BEDROOM, 2.5-BATH HOME offering 2,096 SQ FT of stylish living space in the desirable SERENADE AT OVATION community of Horizon West in Winter Garden! With its modern finishes, thoughtfully designed OPEN-CONCEPT FLOOR PLAN, and exceptional attention to detail, this home offers the appeal of newer construction with valuable upgrades already completed by the current owners! Inside, experience the bright, inviting atmosphere created by HIGH CEILINGS, LUXURY VINYL FLOORING, and spacious living areas designed for both everyday comfort and entertaining. The beautiful GOURMET-STYLE KITCHEN is the heart of the home, featuring STONE COUNTERTOPS, A LARGE CENTER ISLAND, generous cabinetry, and an effortless connection to the dining and gathering areas. The open bungalow-style layout creates a welcoming space for hosting friends or simply relaxing at home. Upstairs, the spacious PRIMARY SUITE offers a comfortable private retreat with a walk-in closet and en-suite bathroom. Two additional generously sized bedrooms provide flexibility for guests, a HOME OFFICE, or additional living space. One of this home's standout features is its beautifully enhanced outdoor living area! Unlike many newer homes where these improvements are still on the wish list, the current owners have already invested in a SCREENED-IN COVERED LANAI AND PRIVACY FENCING, creating an inviting backyard retreat. Enjoy morning coffee, outdoor dining, or relaxing evenings in your own private space. Additional upgrades include WINDOW BLINDS AND CEILING FANS, adding comfort and convenience from day one. LOCATION, LOCATION, LOCATION! Situated in the thriving HORIZON WEST / WINTER GARDEN area, this home offers exceptional convenience to WALT DISNEY WORLD, with Disney's theme parks, resorts, dining, and entertainment just a short drive away. Enjoy easy access to FL-429, nearby shopping, restaurants, and everyday essentials, along with the charm of Historic Downtown Winter Garden. Even better, SERENADE AT OVATION OFFERS A LOW HOA AND NO CDD FEE, making this an attractive opportunity for buyers seeking newer construction in one of Central Florida's most desirable and growing locations. Why wait for new construction when you can enjoy a beautifully finished, MOVE-IN READY HOME with the outdoor upgrades already in place? SELLER OFFERING $10,000 TOWARDS BUYERS CLOSING COSTS. Schedule your private showing and see for yourself why this home truly shows like a model! Mortgage savings may be available for buyers of this listing. Ask for details.

13151 Calming Breeze Way, Winter Garden

215 S Woodland Street, Winter Garden
$425,000
4 Beds ⋅ 2 Baths ⋅ O6455445 MLS
Virtually Staged. LOCATION, LOCATION, LOCATION! Just ONE BLOCK SOUTH OF PLANT STREET in the heart of historic Downtown Winter Garden, this is the kind of opportunity that doesn’t come around every day! With a 6,933-square-foot lot, an existing four-bedroom, two-bathroom home, and a mother-in-law suite, this property offers something increasingly difficult to find: a prime downtown address with incredible possibilities for the future. In real estate, you can change almost anything about a property, but you can never change its location. And this one is exceptional! Situated just steps from the charm, character, and energy of Downtown Winter Garden, you’ll find yourself surrounded by some of Central Florida’s most beloved restaurants, coffee shops, boutiques, breweries, and community gathering spots. Spend your Saturday mornings exploring the award-winning Winter Garden Farmers Market, enjoy an afternoon along the West Orange Trail, or take an evening stroll down Plant Street for dinner and live entertainment. This is the walkable, golf-cart-friendly downtown lifestyle so many buyers dream about! The existing residence offers 1,685 square feet of living space with four bedrooms, two bathrooms, and the added flexibility of a mother-in-law suite. Whether you’re looking for a home with room for extended family, a property to personalize, or a place to establish your roots in one of Central Florida’s most desirable communities, there’s plenty of opportunity to make this address your own. But perhaps the most exciting feature isn’t just what’s standing on the property today. It’s the LAND and the LOCATION! With approximately 6,933 square feet just one block from Plant Street, this parcel presents a compelling opportunity for buyers who recognize the long-term appeal of owning property in the heart of Downtown Winter Garden. Bring your creativity, explore renovation possibilities, or investigate future improvements and redevelopment options, subject to city zoning and approval requirements. As Downtown Winter Garden continues to attract buyers seeking character, convenience, and a true sense of community, opportunities to secure property this close to the center of it all are especially appealing. Whether you’re a homeowner with a vision, an investor seeking a desirable location, or someone who’s always dreamed of living steps from Plant Street, this property deserves your attention. THE LOCATION IS ALREADY PERFECT. THE POSSIBILITIES ARE YOURS TO EXPLORE. Don’t miss your opportunity to own a piece of Downtown Winter Garden!

215 S Woodland Street, Winter Garden

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