Waterfront Homes for Sale in Winter Garden, FL

Hamlin Southwest SubDv. ⋅ 34787 Zip Code

Price Improvement on this Rare Triple-Net Investment Opportunity: Flagship Leisure Anchor (ground lease) in America’s 2nd Best-Selling Community – Hamlin/Horizon West. Own a premier 61,844-square-foot Class A commercial asset situated in the heart of the 1,200-acre Hamlin master-planned development. This investment offers an exceptional arbitrage opportunity for a savvy buyer, pairing a high-performance corporate tenant with a long-term, secure ground lease in one of the nation's fastest-growing corridors. The purchase of the 5758 Hamlin Groves Trail building is a bet on a "flourishing" community that has transformed from raw land in 2011 to a 1,200-acre connected powerhouse in 2022. With thousands of homes still planned for the five villages of Horizon West and significant infrastructure projects underway, the area's commercial vacancy remains low while provider demand continues to escalate. This asset is perfectly positioned to capture the long-term value of Central Florida’s most successful "Live, Work, Play" destination. Offering Memorandum and NDA available for interested investors.

5758 Hamlin Groves Trail, Winter Garden

$16,000,000

34787 Zip Code

This property is made up of 4 parcels totaling 99.86 acres and offers a very unique opportunity. Property located in “Village I” of Horizon West Master Development Plan created by Orange County to proactively manage the considerable population and housing growth in southwest orange County. A total area of 28,000 acres was zoned appropriately and 45,000 households, 6 villages, a Town Center, Golf Courses and more expected at completion. Property has 424’ feet of frontage. 1 miles west of Expressway 429. Area has seen a increase in land value. Trend should continue as residential and commercial development plans go up. Minutes from Windermere, Downtown Orlando and Disney.

17802 Old Ymca Road, Winter Garden

$7,500,000

34787 Zip Code

Vacant Land For Sale! This property offers a very unique opportunity. Property located in “Village I” of Horizon West Master Development Plan created by Orange County to proactively manage the considerable population and housing growth in southwest orange County. A total area of 28,000 acres was zoned appropriately and 45,000 households, 6 villages, a Town Center, Golf Courses and more expected at completion. 1 miles west of Expressway 429. Minutes from Windermere, Downtown Orlando and Disney. Area has seen a increase in land value. Trend should continue as residential and commercial development plans go up.

17999 Old Ymca Road, Winter Garden

$5,995,000

5 Beds ⋅ 6 Baths ⋅ 34787 Zip Code

Pre-Construction. To be built. To be Built, Rendering provided by master custom home builder, David Konkol of Konkol Custom Homes. However, buyer can work with builder to build any design buyer prefers (pricing to adjust accordingly). The property is spectacular waterfront acreage with boat dock on boatable, skiable Lake Roper. Acreage is 12.4 +/- with some conservation. Zoned A-1 (agricultural zoning designation). Very quiet. Very private. No HOA and close to Winter Garden and Windermere amenities as well as all theme parks.

13377 Lake Butler Boulevard, Winter Garden

$3,799,000

5 Beds ⋅ 6 Baths ⋅ Sunset Lakes SubDv. ⋅ 34787 Zip Code

A New Standard of Luxury...Welcome to 13542 Sunset Lakes Circle, the 5,450 square foot crown jewel of Sunset Lakes in highly sought after Winter Garden, set on 1.19 acres of pristine spring-fed Lake Roper lake frontage. Boasting the largest homesite in the community, this 2023 Sorenson Construction reimagined modern farmhouse features a no-expense-spared custom whole home renovation, including a new standing-seam metal roof, all-new windows, new enlarged pool, and high-end designer light fixtures throughout. From the moment you arrive, you’re surrounded by sweeping landscapes: a meandering hand-laid paver driveway and motor court, framed by mature canopy oaks and lush tropical gardens. Inside, you’re greeted by an open concept layout that centers around piercing lake views and a main level that unfolds effortlessly. Meticulous attention was given to the world-class chef's kitchen, which includes an oversized island with seating for six, integrated Miele appliances, a coveted pot filler, an artisan tile backsplash, and custom floor-to-ceiling cabinetry adorned with brushed-gold hardware. An open-concept dining and great room, complete with oak flooring, a stone fireplace, built-in cabinetry, and a tongue-and-groove ceiling highlighted by warm wood beams, creates a charming sense of belonging. The first-floor primary suite is its own sanctuary with a dramatic floating bed wall, a tray ceiling with decorative crossbeams, and direct access to the pool and lakeside terrace. The marble-esque spa bath offers a frameless walk-in shower, freestanding soaking tub, dual vanities, and a custom, handcrafted 11x26 walk-in closet. A dedicated and fully equipped exercise room lies behind French doors, with access to a courtyard perfect for outdoor yoga or morning coffee, an elegant powder room, a separate mudroom, and a full laundry. The upper level is built with multi-generational living in mind: three generous en-suite bedrooms, each private and impeccably finished with designer wallpaper touches; a flex room and a dedicated study; an open loft for gathering; and a fifth bedroom/game room, complete with custom-built-in bunk beds. The exterior of the home is unrivaled in the market with expansive zero-edge sliding glass doors dissolving the boundary between interior and exterior, opening to a full, expansive covered summer kitchen complete with built-in grill, dishwasher, beverage cooler, bar seating, and full pool bath. Beyond the motorized retractable screens awaits your elevated resort-caliber pool and spa framing the lake, and a private boat dock complete with electric boat cover and lift providing immediate access to Lake Roper, a world-renowned ski lake. A three-car garage accommodates everything from extended family needs to dedicated collecting. Additional notable features include, built in surround sound, three TV's, remote programmable lighting and European toilets. Ideally situated with effortless access to SR-429, historic Winter Garden, Windermere, Orlando, and the world's most celebrated theme parks, this is truly an address without equal. Schedule your private tour today.

13542 Sunset Lakes Circle, 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

$2,999,990

6 Beds ⋅ 8 Baths ⋅ Shorefront Cove SubDv. ⋅ 34787 Zip Code

Exquisite Luxury Estate in Shorefront Cove at Horizon West. Presenting a rare opportunity to own a premier residence in the sought-after Shorefront Cove community of Winter Garden’s Horizon West. This elegant two-story estate offers 6,442 square feet of impeccably designed living space, showcasing refined luxury, modern convenience, and breathtaking views of Huckleberry Lake. Boasting 6 spacious bedrooms, 6 full bathrooms, and 2 half baths, this home features dual primary suites, one on the main level and one on the upper level, bonus room, wet bar, theater, large lanai, and 4-car garage offering ample storage and convenience. This residence provides easy access to major highways, premier shopping, dining, entertainment, and top-rated schools, all within one of Central Florida's most desirable communities.

14168 Larkspur Lake Drive, Winter Garden

$2,999,000

Fries Winter Garden SubDv. ⋅ 34787 Zip Code

COMMERCIAL property in downtown WINTER GARDEN! Located directly on PLANT STREET in the Historic District Overlay this property offers great exposure. It is currently zoned C-1 and has many permitted uses such as retail establishments, eating and drinking establishments, office & studios, financial institutions, private club, personal service, church and more. Permitted use list available upon request. Total property consist of over 3300 square feet and almost 2700 square feet of interior space. Property is split up unit two units. The first unit is approximately 1050 interior space offering a main retail area measuring 25x22, an office 9x14 and additional room 18x8. There is additional walkway space and two restrooms. The second unit is approximately 2050 interior space offering a 31x14 retail space, and additional spaces measuring 6x14, 8x12,10x17,18x24 and 7x15. There is additional walkway space and one restroom plus rear entrance/exit ability. ENJOY the downtown Winter Garden life.

18 & 20 E Plant Street, Winter Garden

$2,850,000

7 Beds ⋅ 7 Baths ⋅ Lakeshore Preserve Ph 4 SubDv. ⋅ 34787 Zip Code

Welcome to an extraordinary estate in Lakeshore Preserve, this exceptional lakefront estate represents a rare convergence of scale, sophistication, and resort-inspired living. Crafted by Toll Brothers, this expanded Santa Bella model stands as one of the largest and most distinguished residences in the community, offering over 6,400 square feet, 7 bedrooms, and 6.5 bathrooms. A stately tile roof crowns the home, enhancing its timeless architectural presence. A grand sense of arrival gives way to interiors defined by volume, light, and intentional design. Formal and informal living spaces flow effortlessly, anchored by an expansive dining area and a showpiece gourmet kitchen. Outfitted with stacked cabinetry, striking quartz surfaces, a natural gas cooktop with pot filler, and an oversized walk-in pantry, the kitchen is designed to perform as beautifully as it presents. The great room is both inviting and dramatic, centered around a natural gas fireplace and framed by expansive glass sliders that dissolve the boundary between indoors and out—revealing a private outdoor setting designed for both grand entertaining and quiet retreat. The floor plan is curated for both elegance and flexibility. The main level hosts the primary suite along with the home’s core living spaces, creating a refined yet functional everyday experience. A private multi-generational suite offers its own living area, kitchenette, full bath, and spacious bedroom—ideal for extended family or long-term guests. A well-appointed laundry room with dual washers and gas dryers adds an additional layer of convenience. Upstairs, the home extends its sense of scale and comfort, offering generously sized secondary bedrooms, a versatile bonus space, and a dedicated theater room—perfectly suited for elevated leisure and entertainment. Outdoors, a true resort-style environment unfolds. The lakefront backdrop sets the stage for a custom pool with cascading waterfall, an 8-person spa, and an expansive covered lanai adorned with coffered ceilings. Lounging and dining areas invite both vibrant gatherings and serene, private moments—all framed by tranquil water views. This home also offers nightly views of Walt Disney World Resort fireworks—an iconic backdrop to your private outdoor retreat. Residents of Lakeshore Preserve enjoy an amenity-rich lifestyle with access to a state-of-the-art clubhouse, fitness center, activity spaces, zero-entry pool, kayaking and paddleboarding, beach volleyball, playgrounds, and scenic parks. HOA includes full lawn and landscaping maintenance along with 1-gig high-speed internet. Enjoy unmatched convenience with quick access to Walt Disney World and Universal Studios, along with championship golf at Orange County National Golf Center and the vibrant atmosphere of Downtown Winter Garden. Families benefit from a premier school zone, including Horizon High School just across the community, Panther Lake Elementary School a short walk away, and Water Spring Middle School nearby. With exceptional scale, thoughtful design, and a premier setting, this home stands as a true expression of luxury living and distinction. Private showings available by appointment.

15522 Shorebird Lane, Winter Garden

$2,799,950

5 Beds ⋅ 7 Baths ⋅ Overlook 2/Hamlin Ph 3 & 4 SubDv. ⋅ 34787 Zip Code

Experience the pinnacle of lakefront luxury in this extraordinary custom estate situated along the shores of Lake Hancock, offering over 104 feet of private waterfront frontage. Encompassing more than 5,600 square feet of meticulously designed living space, this remarkable residence seamlessly blends timeless elegance with modern comfort. Upon entering, you are welcomed by soaring ceilings, expansive living spaces, abundant natural light, and designer finishes throughout. The thoughtfully designed open floor plan is ideal for both everyday living and grand-scale entertaining. At the heart of the home, the gourmet chef’s kitchen features premium appliances, custom cabinetry, generous prep space, and a spacious breakfast area overlooking the water. The luxurious first-floor primary suite serves as a private retreat, showcasing breathtaking lake views, a spa-inspired bathroom, and an oversized walk-in closet. Each additional bedroom is generously appointed with its own en-suite bath, providing exceptional comfort and privacy for family and guests alike. Upstairs, enjoy an immersive cinematic experience in the fully equipped private home theater. Step outside to discover a true resort-style setting, complete with an infinity-edge saltwater pool, covered lanai with fireplace, and a fully equipped outdoor kitchen designed for year-round entertaining. A private dock extends into Lake Hancock, providing direct access for boating, fishing, paddleboarding, or simply enjoying spectacular sunset views. As evening falls, take in the magical sight of Walt Disney World fireworks reflecting across the water. Located within one of Horizon West’s most desirable communities, residents enjoy an exceptional lifestyle with access to resort-style amenities including a community pool, tennis courts, fitness center, banquet facilities, scenic walking paths, and neighborhood parks. Conveniently located just minutes from premier shopping, fine dining, entertainment, and top-rated schools, this is a rare opportunity to own one of Central Florida’s most impressive waterfront estates.

15138 Shonan Gold Drive, Winter Garden

$2,790,000

Lake Avalon Groves Rep SubDv. ⋅ 34787 Zip Code

Rare opportunity to acquire a fully operational plant nursery / landscape business property totaling 8.92± acres across three contiguous parcels in the high-growth Winter Garden, FL. This is a true infrastructure-driven asset, ideal for nursery operators, landscape companies, or agricultural investors seeking a turnkey or scalable Central Florida location. The value is in the land, water capacity, and established operational improvements—assets that are increasingly difficult and costly to replicate. Property Highlights: • ±8.92 acres (3 parcels combined) • Established nursery and horticultural operation • High-capacity well system: o 14” well (1.5 HP) servicing residence o Two additional wells with 10 HP and 7.5 HP outputs for irrigation • Full irrigation coverage (drip + overhead) throughout • Functional layout with growing areas, support structures, and equipment • Turnkey potential with existing infrastructure in place Improvements: • Renovated single-family residence (ideal for owner/operator, staff housing, or office use) • On-site buildings and operational areas supporting daily business functions • Equipment included in sale Additional Opportunity: • Plant inventory available separately • Ability to continue existing operations or reposition for expanded agricultural or landscape use Location Advantages: • Situated in a rapidly developing Central Florida corridor • Strong proximity to growing residential communities and demand centers • Convenient access to major roadways for distribution, service routes, and logistics Ideal Use Cases: • Nursery / plant production • Landscape company headquarters • Agricultural investment / land hold • Live/work business operation Opportunities of this scale with established water infrastructure, usable acreage, and strategic positioning are extremely limited in today’s market. Property brochure and detailed inventory list available upon request.

4004 Rex Drive, 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

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