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$285,000
2 Beds ⋅ 1 Baths ⋅ Shadow Lawn SubDv. ⋅ 34787 Zip Code
Step into a storybook setting with this Enchanting, Turnkey Bungalow nestled in the heart of Winter Garden—a true must-see that captures both charm and modern comfort. From the welcoming front porch to the beautiful luxury vinyl plank flooring and picturesque backyard, every detail invites you to slow down and feel at home. Thoughtfully and completely remodeled, this darling residence offers 2 bedrooms, 1 bathroom, and a bright, airy layout designed for easy living and is staged to absolute perfection. Beyond the front door, discover a lifestyle that’s simply unmatched. Take a short stroll to Plant Street or hop onto the scenic West Orange Trail, where the beauty of Winter Garden unfolds all around you. Winter Garden, Florida feels like a place where charm and sunshine quietly linger year-round. Brick-lined streets wind through a historic downtown filled with beautifully restored storefronts, local boutiques, and inviting cafés that spill out onto the sidewalks. Towering oak trees draped in Spanish moss provide shade as the West Orange Trail weaves its way through town, alive with cyclists, joggers, and families enjoying the breeze. Just steps away, the shimmering waters of Lake Apopka create a peaceful backdrop, where golden sunsets stretch across the horizon and birds glide effortlessly over the marshlands. The weekly farmers market brings the community together with fresh blooms, local flavors, and the kind of small-town warmth that’s hard to find elsewhere. Blending old Florida charm with thoughtful growth, Winter Garden offers a lifestyle that feels both relaxed and vibrant—where every corner seems to invite you to slow down, take it in, and stay awhile. Back at home, enjoy peace of mind with extensive updates including a new roof, AC, flooring, kitchen, bathroom, plumbing, and electrical—truly move-in ready. With NO HOA and NO CDD, this property is ideal for a first-time buyer, downsizer, or anyone seeking a slice of charm close to it all. Step outside into an absolutely stunning outdoor retreat, where a beautifully landscaped gravel backyard sets the stage for relaxation and connection. Your private patio invites you to grill, unwind, and gather with loved ones—sharing stories, laughter, and unforgettable memories under the open sky. Opportunities like this don’t come around often—schedule your private showing today before it’s gone.

345 Winter Street, Winter Garden
$450,000
2 Beds ⋅ 1 Baths ⋅ Showalter Park SubDv. ⋅ 34787 Zip Code
Calling all buyers, builders, and investors, this is a rare opportunity to secure land with no HOA in the heart of Downtown Winter Garden. Located within the highly sought after Golf Cart District, just 0.5 miles from the iconic Plant Street Market, seconds from the West Orange Trail, and with convenient access to the Florida's Turnpike, this spacious quarter acre lot offers the ultimate combination of freedom, location, and connectivity. Set on a private street, this property is the perfect canvas to build your custom dream home without restrictive guidelines or additional monthly fees. With an existing structure already on site, electricity, water, and essential utilities are already in place, making the building process significantly easier, faster, and more cost effective. Whether you envision a modern custom estate, a charming bungalow, or an investment opportunity, the flexibility here is unmatched. Enjoy the ability to walk, bike, or golf cart to everything downtown has to offer, while being positioned in an area experiencing exciting growth with new dining, retail, and commercial development continuing to expand throughout Winter Garden. Opportunities like this, a no HOA quarter acre lot in the Golf Cart District with prime access and growth around it, rarely come available. This is your chance to build exactly what you have been dreaming of in one of Central Florida’s most desirable and rapidly evolving communities.

236 Donald Drive, Winter Garden
$500,000
3 Beds ⋅ 2 Baths ⋅ Garden Heights Sub SubDv. ⋅ 34787 Zip Code
Welcome to 199 E Crest Ave, a recently updated residence featuring fresh interior paint and partial flooring replacement throughout. The kitchen includes all stainless steel appliances and an accent backsplash for a polished finish. This home also contains a cozy fireplace and a covered patio, providing space for relaxation. Experience modern updates and practical comfort in this prepared home. Included 100-Day Home Warranty with buyer activation

199 E Crest Avenue, Winter Garden
$860,990
4 Beds ⋅ 3 Baths ⋅ X SubDv. ⋅ 34787 Zip Code
SDEO only

4628 Golden Birch Avenue, Winter Garden
$635,000
4 Beds ⋅ 3 Baths ⋅ Westhaven/Ovation SubDv. ⋅ 34787 Zip Code
Sold entry only

13061 Tollcross Way, Winter Garden
$560,000
3 Beds ⋅ 2 Baths ⋅ Arrowhead Lakes SubDv. ⋅ 34787 Zip Code
Florida lake front charm. 11 minutes to Disney World. 14 minutes to Orange County National Golf Center and Lodge. Pristine spring fed lake. A2 zoning. A+ schools. No HOA. Nice layout inside out, established neighborhood. Major updates have been done within the last 10 years. Please see realtor remarks for details or call the listing agent. Move in ready, cosmetic updates would be the icing on the cake.

17005 Arrowhead Boulevard, Winter Garden
$249,000
2 Beds ⋅ 2 Baths ⋅ Grove Residence & Spa Hotel Condo Ii SubDv. ⋅ 34787 Zip Code
Experience resort-style living and income potential at its finest in this fully furnished, turnkey 2-bedroom, 2-bath condo-hotel residence located at The Grove Resort & Spa Orlando. UNIT 2615 features an open-concept floor plan with luxury vinyl plank flooring, a modern kitchen with quartz countertops and stainless-steel appliances, and a private balcony overlooking tranquil conservation and water views. The spacious primary suite offers a true retreat with a spa-inspired ensuite bathroom, while the thoughtfully designed layout comfortably sleeps up to 8 guests, making it ideal for personal use, vacation stays, or investment. Offered fully furnished, this residence is truly move-in or rent-ready. As a 4-star resort and Walt Disney World® Good Neighbor Hotel, the property boasts world-class amenities including three resort pools, two on-site restaurants, a full-service spa, state-of-the-art fitness center, arcade/game room, and private access to Lake Austin. Owners and guests enjoy FREE shuttle service to the theme parks, plus exclusive access to the on-site Surfari Water Park, featuring a lazy river, poolside restaurant and bar, and the exhilarating FLOWRIDER® double surf simulator. Conveniently located less than 5 miles from Walt Disney World® Resort and just 3.9 miles from Flamingo Crossings Town Center with over 40 shops and restaurants, this property delivers unbeatable proximity to Central Florida’s top attractions. This condo- hotel residence also includes access to an on-site, in-house rental management program, providing rental income when not in personal use, along with VIP owner check-in privileges. ALL utilities, cable, and internet are included in the monthly maintenance, offering exceptional convenience and value. An outstanding opportunity for a vacation home, second residence, or income-producing investment in the heart of Orlando’s premier resort corridor

14501 Grove Resort Avenue Unit 2615, Winter Garden
$299,000
2 Beds ⋅ 2 Baths ⋅ Grove Residence & Spa Hotel Condo Ii SubDv. ⋅ 34787 Zip Code
Experience resort-style living and income potential at its finest in this fully furnished, turnkey 2-bedroom, 2-bath condo-hotel residence located at The Grove Resort & Spa Orlando. UNIT 3524 features an open-concept floor plan with luxury vinyl plank flooring, a modern kitchen with quartz countertops and stainless-steel appliances, and a private balcony overlooking tranquil conservation and water views. The spacious primary suite offers a true retreat with a spa-inspired ensuite bathroom, while the thoughtfully designed layout comfortably sleeps up to 8 guests, making it ideal for personal use, vacation stays, or investment. Offered fully furnished, this residence is truly move-in or rent-ready. As a 4-star resort and Walt Disney World® Good Neighbor Hotel, the property boasts world-class amenities including three resort pools, two on-site restaurants, a full-service spa, state-of-the-art fitness center, arcade/game room, and private access to Lake Austin. Owners and guests enjoy FREE shuttle service to the theme parks, plus exclusive access to the on-site Surfari Water Park, featuring a lazy river, poolside restaurant and bar, and the exhilarating FLOWRIDER® double surf simulator. Conveniently located less than 5 miles from Walt Disney World® Resort and just 3.9 miles from Flamingo Crossings Town Center with over 40 shops and restaurants, this property delivers unbeatable proximity to Central Florida’s top attractions. This condo- hotel residence also includes access to an on-site, in-house rental management program, providing rental income when not in personal use, along with VIP owner check-in privileges. ALL utilities, cable, and internet are included in the monthly maintenance, offering exceptional convenience and value. An outstanding opportunity for a vacation home, second residence, or income-producing investment in the heart of Orlando’s premier resort corridor

14501 Grove Resort Avenue Unit 3524, Winter Garden
$230,000
4 Beds ⋅ 2 Baths ⋅ Burchshire SubDv. ⋅ 34787 Zip Code
Location! Location! Investor Alert! This 4 bedroom 1 1/2 bath Winter Garden home is a block away from Veterans Memorial Park, and close to Downtown Historic Winter Garden. Home appears larger than records indicate, and has 4 full bedrooms and 1 1/2 baths. Almost 1/4 Acre Lot (.22). NEWER ROOF (2021), NEWER A/C, NEWER KITCHEN with Wood Cabinets, Granite, and SS Appliances. Tile floors in Great Room, and wood laminate floors in bedrooms. Large 544 Sq Ft 2 Car Garage with Work Shop Area. Large partially fenced lot. REDUCED FOR QUICK SALE. BUYER MAY OBTAIN FINANCING, BUT OFFERS SHOULD NOT BE CONTINGENT UPON FINANCING. INSPECTIONS BEST PRIOR TO PRESENTING CONTRACT, OR LIMIT INSPECTION PERIOD TO 2 CALENDAR DAYS.

636 S Park Avenue, Winter Garden
$339,000
2 Beds ⋅ 2 Baths ⋅ East Garden Manor Add 03 SubDv. ⋅ 34787 Zip Code
Seller its offering $6,000 for buyers closing costs. Move in ready, completed renovated, property offers two bedrooms and 2 bathrooms, brand new bathrooms, brand new kitchen, new appliances, new windows, ceramic trough the house, new roof, new plumbing, close to major roads, schools, minutes to Winter Garden dawn town.

483 Pennsylvania Avenue, Winter Garden
$299,000
34787 Zip Code
Developer alert! Secure this rare residential lot that has plans for the construction of FOUR (4) RESIDENTIAL UNITS. Incredible opportunity to secure a multi-family development site complete with fully drafted architectural plans for a 4-unit building. Skip months of initial design work and the associated architectural expenses because these plans are completed and ready for submission to the city for permitting. The property features a flat and clear lot located in a high-demand area with strong rental and resale potential. Ideal project for a builder or investor looking to streamline their timeline and maximize returns. Buyer to verify all utilities, zoning requirements, and city permitting processes. Sold as-is with plans included.

9th Street, Winter Garden
$381,000
3 Beds ⋅ 2 Baths ⋅ Westchester Place SubDv. ⋅ 34787 Zip Code
Situated just two blocks outside the Golf Cart District and directly across from Veterans Memorial Park, this property offers a lifestyle that blends convenience, privacy, and outdoor living. BRAND NEW ROOF JUST INSTALLED! (April 2026, 10-yr warranty) Set on a rare double lot, the home welcomes you with mature landscaping, an orchid tree in the front yard, stylish Bermuda hurricane shutters, and a covered front porch that provides a charming place to relax and enjoy the neighborhood. Inside, the spacious layout features durable porcelain wood-grain tile flooring installed in 2017, a bright living area, and a generous kitchen designed for everyday functionality and gathering. Major updates provide peace of mind, including all new double-pane windows installed in 2021, a water heater replaced in 2020, HVAC from 2019 (installed 2021) under warranty with American Air & Heat, and upgraded WiFi. Outside is where the property truly shines. The fully fenced backyard offers exceptional privacy with mature landscaping, fruit trees including kumquat, green apple, mango, and pineapple, along with bananas, plantains, pecan, and raised herb beds featuring aloe, basil, spearmint, and Italian oregano. Entertain or unwind on the recently resealed paver patio or under the pergola, while the powered shed with custom shelving and ramp provides flexible space for hobbies or storage. Additional features include a large private driveway, gutters, double weather-stripped front doors, and a chicken coop. With extensive updates, functional living space, and a backyard designed for gardening, relaxing, and entertaining, this home offers a unique opportunity to enjoy both comfort and outdoor lifestyle.

604 Foster Avenue, Winter Garden
$1,199,999
4 Beds ⋅ 2 Baths ⋅ Mt Park Orange Grove SubDv. ⋅ 34787 Zip Code
Rare opportunity to own 6.8 acres in the heart of Horizon West! Zoned A1 with NO HOA. Zoned for top rated schools. Bring your horses, goats, chickens and build your dream home. The property is located at the end of a dead end street. Very private and isolated. One side of the property is flanked by retention ponds, the other side is the future home of a community park, and far in the backyard is Hamlin Elementary and Middle Schools. The home has been gutted and ready to customize your ideal floor plan. Plenty of room on the land to add a barn, ADU, or workshop. The lot contains wetland so a pond ebbs and flows on the property bringing all sorts of life to the land. Enjoy the tranquil ranch life with beautiful sunsets while remaining within minutes of shopping, restaurants, Disney, and access to the 429. Refer to Orange County Land Use Table for property use. Check with county to verify all current and future use.

17425 Lake Ingram Road, Winter Garden
$2,400,000
34787 Zip Code
Rarely does a "blank canvas" of this magnitude become available in the heart of Winter Garden’s most sought-after corridor. This sprawling 5.02-acre estate site offers the ultimate sanctuary for those seeking to escape the restrictions of an HOA without sacrificing modern convenience. Boasting a grand 166-foot frontage on Stoneybrook West Parkway and tranquil views of Lake Roberts, the land is perfectly suited for a multi-generational custom estate, a private equestrian retreat, or a sprawling "hobby farm" compound. Under its versatile ORG-A-1 (Citrus Rural) zoning, you have the freedom to build not just a luxury residence, but the lifestyle amenities that nearby communities forbid—including private stables, massive, detached workshops, collector’s garages, and ample space for RV or boat storage. Positioned just minutes from the 429 and Winter Garden Village, this property represents a vanishing opportunity to own significant acreage with unparalleled autonomy and serene water vistas in the 34787 zip code.

12714 Stoneybrook West Parkway, Winter Garden
$650,000
3 Beds ⋅ 2 Baths ⋅ 0000 SubDv. ⋅ 34787 Zip Code
Rare opportunity in Winter Garden! This property sits on approximately one acre with no HOA, offering exceptional space, flexibility, and privacy in a highly desirable location. Conveniently located just minutes from Downtown Winter Garden), with easy access to major roadways, shopping, dining, and top-rated schools—and even the option to ride your golf cart into downtown to enjoy everything the area has. The expansive lot provides ample room for RVs, boats, recreational vehicles, and more, making it ideal for those seeking additional space and versatility. The home features generous living areas and a functional layout with great potential for customization or renovation. Outdoor amenities include a private pool, hot tub, and an extended driveway with plenty of parking space. Located approximately 2 miles from Lake Apopka and about 3 miles from Downtown Winter Garden. Properties with this amount of land and no HOA in this area are rare—schedule your showing today!

1261 E Fullers Cross Road, Winter Garden
$333,000
3 Beds ⋅ 3 Baths ⋅ Tucker Oaks SubDv. ⋅ 34787 Zip Code
Welcome to your new dream home! Located in the gated community of Tucker Oaks, this 2-story townhome offers 3 bedrooms, 2.5 bathrooms, and 1,544 square feet of comfortable, thoughtfully designed living space. As a corner unit backing to a peaceful conservation area, you’ll enjoy added privacy and tranquil views with no rear neighbors! Step inside to an open-concept first floor where high ceilings, recessed lighting, and natural light create a warm and inviting atmosphere. The layout is ideal for both everyday living and entertaining, with a seamless flow between the living, dining, and kitchen spaces. A conveniently located half bath downstairs adds ease and privacy when hosting guests. The kitchen is designed for functionality and style, featuring stainless steel appliances, crown-molded cabinetry, ample counter space, and a breakfast bar that’s perfect for quick meals or morning coffee. Upstairs, all bedrooms and full bathrooms are tucked away for optimal privacy. The primary suite offers a spacious retreat with a large closet and a private en suite bath complete with a generous vanity and a roomy shower, making it perfect for starting your day or winding down in the evening. Additional bedrooms provide comfortable space for family, guests, or a home office setup. Beyond the home, Tucker Oaks offers amenities including a community pool, playground, dog park, and sidewalks for enjoying the outdoors. The location places you just minutes from major highways, making commuting simple, while also being close to downtown Winter Garden where you can explore local farmers markets, community events, and boutique shopping. The nearby West Orange Trail offers even more ways to stay active and enjoy the Florida sunshine. With theme parks like Walt Disney World and Universal Studios just 25 minutes away, this home combines convenience, comfort, and lifestyle all in one. Don't wait on this amazing opportunity, schedule your private showing TODAY!!!

15316 Oak Apple Court Unit B, Winter Garden
$155,000
Overstreet Crate SubDv. ⋅ 34787 Zip Code
Prime opportunity in Golf Cart District in Winter Garden! This property is being offered for land value only and presents a rare chance to build your dream home or invest in one of Central Florida’s most sought-after locations. Situated just a couple blocks from the vibrant, historic Downtown Winter Garden district, you’ll love the charm, community feel, and walkability this area is known for. Hop on your Golf Cart to enjoy the incredible proximity to boutique shopping, local dining, Saturday Farmer’s Market, Plant Street Market, Crooked Can Brewery, Veterans Park and the scenic West Orange Trail. With No HOA, strong growth and redevelopment, and easy access to major roadways, including the Florida Turnpike, 429 and 408, you don’t want to miss this opportunity! This is considered a legal non-conforming lot. Contact City of Winter Garden Planning Department for further information and required setbacks. The existing 1940s wood frame structure is uninhabitable and holds no contributory value. Property is being sold as-is for land value only. Cash only.

227 W Cypress Street, Winter Garden
$2,790,000
4 Beds ⋅ 2 Baths ⋅ Lake Avalon Groves Rep SubDv. ⋅ 34787 Zip Code
A rare opportunity to own nearly 8.92± acres across three contiguous parcels in the sought-after Winter Garden—Avalon Rural Settlement. Located just 5 minutes from Hamlin and Stoneybrook West. This property offers a unique blend of residential living and established agricultural infrastructure. The home itself is fully updated with modern finishes, luxury appliances, and custom upgrades, providing a comfortable living space or ideal on-site office or retail space. Currently operating as a functioning plant nursery, the property is equipped with significant infrastructure including: • Multiple high-capacity wells (14” well for the residence and two 6” wells with 10 HP and 7.5 HP outputs) • Full drip and overhead irrigation systems throughout the property • Existing operational areas, grow houses, barns, office, vehicles and equipment The sale includes all three parcels, the residence, buildings, and equipment. Plant inventory is available for purchase separately. With its strategic Central Florida location, this property offers exceptional accessibility to growing residential communities, making it ideal for a live/work setup, agricultural operation, landscape business headquarters, or long-term land hold with income potential. Property brochure and plant inventory available upon request.

4004 Rex Drive, Winter Garden
$290,000
3 Beds ⋅ 2 Baths ⋅ Joe Louis Park SubDv. ⋅ 34787 Zip Code
Welcome to this charming and beautifully updated 3-bedroom, 2-bath bungalow located minutes from the heart of highly desirable Winter Garden! This move-in ready home offers the perfect blend of character, comfort, and modern upgrades—including a brand-new roof for peace of mind. Step inside to discover a warm and inviting layout with stylish updates throughout, creating a light and airy feel that’s perfect for both everyday living and entertaining. The cozy bungalow design offers functionality and charm, making it an ideal primary residence, second home, or investment opportunity. Living in Winter Garden means enjoying one of Central Florida’s most sought-after communities, known for its historic downtown, vibrant lifestyle, and strong sense of community. Just minutes away, you’ll find the award-winning Winter Garden Farmers Market, held every Saturday and featuring over 100 vendors, live music, and a lively, family-friendly atmosphere . Stroll along the charming brick-lined streets of downtown, filled with boutique shops, local dining, and cultural attractions. Don’t miss your opportunity to own this adorable, updated bungalow in one of Central Florida’s most beloved communities—schedule your private showing today!

514 Dunbar Avenue, Winter Garden
$399,000
3 Beds ⋅ 3 Baths ⋅ Waterleigh SubDv. ⋅ 34787 Zip Code
SOLD DATA ENTRY ONLY

16545 Barbours Creek Way, Winter Garden
$3,200,000
41 Beds ⋅ 75 Baths ⋅ Lake Johns Motel Apts. & Tr. Pk SubDv. ⋅ 34787 Zip Code
15992 W Colonial Dr, Oakland, FL – 32-Unit Income Producing Multifamily Opportunity Exceptional opportunity to acquire a 32-unit income-producing asset in the heart of West Orange County, ideally positioned along the high-visibility W Colonial Dr / SR-50 corridor in the Town of Oakland. Situated on approximately 2.15 acres, this unique property offers a diverse mix of duplex-style residences, mobile home/RV units, and additional rental pads, creating multiple income streams and long-term upside. Currently generating $34,860 per month in gross rental income the property delivers immediate cash flow while offering significant future value-add and redevelopment potential. Located just minutes from the Florida Turnpike interchange, Downtown Winter Garden, Clermont, and the greater Orlando employment hubs, this site sits directly in the path of West Orange’s continued expansion. The C-1 zoning and strategic frontage on SR-50 make this an especially compelling opportunity for investors seeking stable income today with the flexibility for future repositioning. Whetherd workforce housing and RV income asset, repositioned into a boutique rental community, or held for future redevelopment, opportunities with this combination of location, scale, frontage, and in-place revenue are increasingly rare. (Seller is selling 112 units in total varying in diffrent locations this is 32 of those 112)

15992 W Colonial Drive, Oakland
$750,000
3 Beds ⋅ 3 Baths ⋅ G T Smith Sub 3 SubDv. ⋅ 34787 Zip Code
Charming home located just blocks from Winter Garden's historical downtown in the highly sought-after GOLF CART DISTRICT! This 3 bedroom, 3 Bath house blends timeless character with modern living, featuring hardwood floors, vintage tiled bathroom, built-ins, and a traditional layout with separate dining room. The kitchen opens to a comfortable family room, ideal for everyday living. The primary suite offers a spacious, spa-like bath with freestanding tub, walk-in shower, and custom vanity. A recent addition includes an oversized two-car garage , HVAC , large pantry, and bathroom to the third bedroom, creating a private en-suite with separate exterior entrance, ideal for guests or flexible living. Situated on a fenced, .41-acre corner lot, enjoy the screened-in back porch, expansive yard with mature landscaping, and the pavered pool area-perfectly designed for entertaining. Live the Historical Downtown Winter Garden Life-Style with convenient access to dining, shopping, farmer's market, Lake Apopka sunsets, and more.

408 S Boyd Street, Winter Garden
$765,000
4 Beds ⋅ 4 Baths ⋅ Waterleigh Phase 5 SubDv. ⋅ 34787 Zip Code
New construction at Waterleigh Phase 5.

11163 Hollow Bay Drive, Winter Garden
$494,990
3 Beds ⋅ 4 Baths ⋅ Parkview/Hamlin SubDv. ⋅ 34787 Zip Code
SOLD DATA ENTRY ONLY

15321 Hamlin Park Drive, Winter Garden
$850,000
3 Beds ⋅ 3 Baths ⋅ G T Smith Sub 3 SubDv. ⋅ 34787 Zip Code
*Ask about a lender provided credit up to $12,500 on this home!* Welcome to 327 S Lakeview Ave, a rare opportunity in the heart of the golf cart district in Downtown Winter Garden. Built in 2014 and tastefully updated, this move-in ready property offers the perfect blend of character, comfort, and flexibility with no HOA. This unique property features a 2-bedroom, 2-bath main home plus a detached 1-bedroom, 1-bath guest cottage, ideal for buyers seeking a multi-generational home, income-producing property, or a home with an in-law suite. Situated on an oversized, fenced corner lot, the property is enhanced by lush, mature landscaping and a charming mini vineyard with sweet muscadine grapevines perfect for homegrown wine or fresh snacking. Inside, the main residence offers a desirable split floor plan with bright, open living spaces and abundant natural light. The inviting living room features a cozy fireplace perfect for relaxing evenings or entertaining guests. The spacious kitchen flows seamlessly into the main living area and is equipped with a gas range, making it ideal for home chefs. The private primary suite is tucked away, creating a peaceful retreat, while the secondary bedroom offers comfort and privacy for guests or family. The detached guest cottage features its own private entrance, making it ideal for rental income, a home office, or private accommodations for extended family. Step outside to the covered back patio, accessible from both the living area and primary suite perfect for entertaining and relaxing. Pre-plumbed with natural gas you can create your dream summer kitchen. The fully fenced backyard and garden space provide both privacy and room to enjoy Florida outdoor living. Located just blocks from the West Orange Trail, Plant Street Market, and the award-winning Winter Garden Farmers Market, you’ll enjoy walkable access to top-rated restaurants, coffee shops, boutiques, and year-round community events. Whether you're searching for a primary residence with rental income potential, a flexible investment property, or a home with a guest house in Winter Garden, this property offers unmatched versatility in one of Central Florida’s most sought-after locations. Don’t miss your chance to own a home near Downtown Winter Garden with income potential and no HOA, schedule your private showing today.

327 S Lakeview Avenue, Winter Garden
$540,000
3 Beds ⋅ 2 Baths ⋅ Magnolia Wood SubDv. ⋅ 34787 Zip Code
Welcome to this beautifully constructed 3-bedroom, 2-bath home plus spacious office located in the desirable golf cart district of Winter Garden! Designed with both style and durability in mind, this home features an open-concept layout with elegant slate tile in the kitchen and baths, with warm wood flooring in the main living areas and bedrooms. Built to withstand Florida’s toughest weather, the home offers solid poured concrete exterior walls reinforced with rebar and a 50-year architectural shingle roof for long-term peace of mind. Enjoy modern comfort with a whole-house generator and in-wall pest control tubing system. The gourmet kitchen is perfect for entertaining, showcasing granite countertops, double ovens, and plenty of space for gathering. Step outside to a fully fenced backyard, ideal for pets, play, or relaxing evenings. Located just minutes from charming downtown shops, dining, and entertainment, this exceptional home blends quality construction, thoughtful upgrades, and prime location in one of Central Florida’s most sought-after communities.

1500 N Fullers Cross Rd, Winter Garden
$610,000
4 Beds ⋅ 4 Baths ⋅ Waterleigh SubDv. ⋅ 34787 Zip Code
sold data entry only

16815 Hobe Sound Court, Winter Garden
$2,250,000
5 Beds ⋅ 5 Baths ⋅ Summerlake Pd Ph 2a & 2b SubDv. ⋅ 34787 Zip Code
Experience of luxury living in this 2021 custom-built contemporary masterpiece by Davila Homes with acess to Lake Hancock-a highly sought after ski lake. Boasting five bedrooms, a dedicated office and a loft, this residence seamlessly blends modern design with the tranquility of lakeside living. Step inside to discover an open, sunlit space connecting the living room, dining area, and chef's kitchen. Expansive windows frame panoramic lake views, creating an inviting atmosphere throughout. The owner's bedroom, complete with a custom walk-in closet, provides comfort and convenience. Beyond the ordinary, this home features a expansive windows, surround sound throughout the home and an oversized laundry room. The floor-to-ceiling stackable sliding doors allow you to step outside to your private paradise with a saltwater pool with a spa and a boat dock. Enjoy a low-maintenance turf yard, ensuring lush greenery year-round. As part of a vibrant community, residents enjoy access to Resident's Club, featuring a state-of-the-art fitness center, business center, resort-style pool with splash pad, playground, tennis and basketball courts. Conveniently located just minutes from the Hamlin Center and 429, this residence offers a perfect blend of serenity and accessibility. Don't miss the chance to call this lakefront haven home.

7701 Summerlake Pointe Boulevard, Winter Garden
$818,716
4 Beds ⋅ 4 Baths ⋅ Waterleigh Ph 5 SubDv. ⋅ 34787 Zip Code
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.

Winter Garden
$465,000
4 Beds ⋅ 2 Baths ⋅ Overstreet Crate SubDv. ⋅ 34787 Zip Code
Pre-Construction. To be built. This is a pre-construction opportunity in partnership with Vazquez Family Builders. Final floor plan, square footage, and sales price will be determined by the buyer based on selected model and upgrades. Positioned on a desirable corner lot in the heart of Winter Garden, this pre-construction ranch-style home presents an exceptional opportunity to create your ideal living space. This home is planned for 1713 square feet of meticulously designed living space, featuring 4 spacious bedrooms, two full bathrooms, and an attached two-car garage. The open-concept layout will seamlessly connect the main living areas, creating an inviting environment for everyday life and entertaining. The absence of stairs makes this home highly accessible and a perfect "forever home or vacation property."

680 Dunbar Avenue, Winter Garden