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$500,000
3 Beds 3 Baths Longleaf/Oakland Rep SubDv. 34787 Zip Code
Welcome to your peaceful retreat in the heart of Oakland! Nestled within the highly sought-after Longleaf at Oakland community, this impeccably maintained 3-bedroom, 2 1/2-bathroom residence offers the perfect blend of 2020 construction and timeless Florida charm. Step inside to discover 1,811 square feet of bright, open-concept living space designed for both effortless entertaining and cozy family nights. The chef-inspired kitchen serves as the centerpiece, boasting sleek quartz countertops and modern stainless appliances, flowing seamlessly into the dining and living areas. Touches of refinement extend throughout the home, including elegant marble sinks in every bathroom. What truly sets this property apart is its rare positioning, with no neighbors directly in front or behind, providing an incredible sense of privacy especially as you enjoy morning coffee or an evening glass of wine on the screened lanai that provides a forest like feel of trees that are continuing to grow and provide a peaceful and private retreat. The details matter here, from the stylish paver driveway to the two-car attached garage featuring a professionally finished floor coating and recently replaced garage door springs. Living in Longleaf at Oakland means more than just a beautiful home; it’s a lifestyle. Residents enjoy access to a community pool, playground and beautifully maintained landscaping. The location offers the ultimate Central Florida convenience, situated just minutes from the historic charm of Downtown Winter Garden, the West Orange Trail, and the Oakland Nature Preserve, with easy access to Highway 50, SR-429, and the Florida Turnpike. Don't miss your chance to own a piece of Oakland’s finest—schedule your private showing today!

2660 Bobcat Chase Boulevard, Oakland

$799,000
4 Beds 4 Baths Tilden Place SubDv. 34787 Zip Code
Welcome to your dream home! This STUNNING 4-bedroom, 3.5-bathroom residence combines MODERN ELEGANCE with luxurious living in a sought-after GATED COMMUNITY. Designed with high-end finishes and thoughtful details, this home is truly a gem. First Floor: Featuring sleek tile flooring throughout the common areas, a GOURMET kitchen with quartz countertops, matching white cabinetry, a stylish white tile backsplash, STAINLESS STEEL APPLIANCES, and a WINE COOLER. The kitchen’s modern design seamlessly integrates a large island and dining area with comfortable seating for up to 10 people—perfect for entertaining. An exclusive and spacious pantry room offers exceptional storage, while the large laundry room includes a deep sink for added convenience. The home also showcases BEAUTIFUL CUSTOM CARPENTRY THROUGHOUT THE MAIN LIVING SPACE, highlighted by a STUNNING BUILT-IN ENTERTAINMENT WALL with rich wood paneling and display shelving. This CUSTOM MILLWORK WAS SPECIALLY DESIGNED BY THE SELLERS AND REPRESENTS A SIGNIFICANT INVESTMENT, making it a truly unique focal point and the home’s signature upgrade. The PRIMARY BEDROOM IS CONVENIENTLY LOCATED ON THE MAIN FLOOR, offering privacy and comfort. It features a spa-like bathroom and two spacious walk-in closets. The bright and airy living area opens to a vast, beautifully landscaped backyard. Second Floor: A staircase with ELEGANT WOOD FLOORING leads to the upper level. Plush carpet enhances comfort throughout the bedrooms, with two bedrooms sharing a bathroom equipped with dual sinks and a bathtub. A second master suite includes a private bathroom with white cabinetry, a glass-enclosed shower, and elegant finishes. The EXPANSIVE loft area is perfect for a TV room, home office, or entertainment space. Prime Location! Conveniently close to top-rated schools, parks, and recreational facilities. Just minutes from shopping centers, restaurants, and major highways for easy commuting. Schedule a showing today and make this dream home yours!

14321 Wabasso Loop, Winter Garden

$510,000
3 Beds 3 Baths Heritage At Plant Street Community Assoc SubDv. 34787 Zip Code
Live the downtown Winter Garden lifestyle in this beautifully upgraded CORNER UNIT townhome in the sought-after community of Heritage at Plant Street—perfectly located in the GOLF CART DISTRICT with direct access to the renowned WEST ORANGE TRAIL. Built in 2018 by M/I Homes and meticulously maintained by its original owners, this 2-story, 3 bedroom, 2.5 bath townhome with a 2-car garage offers the ideal combination of low-maintenance living, thoughtful upgrades, and a prime corner location. With HOA-covered exterior maintenance—including the roof and grounds—you’ll spend less time on upkeep and more time enjoying everything downtown living has to offer. The coveted corner placement provides extra privacy, abundant natural light, and a common area GRASSY SIDE YARD perfect for pets or play, while a large guest parking lot sits conveniently just steps from the front door. Inside, the Windham II floor plan features soaring ceilings and a bright, open layout. A light-filled den off the foyer with three large windows offers flexibility as a home office, playroom, or second living space. The heart of the home is the DESIGNER KITCHEN, showcasing slate GE Profile appliances, a NATURAL GAS COOKTOP AND CUSTOM RANGE HOOD, stacked convection wall oven and microwave, and 42" dark shaker cabinetry with hardware. SILESTONE countertops, tiled backsplash, under-cabinet LED lighting, and stylish pendant lights complete the space. The large island with breakfast bar and included barstools opens seamlessly to the dining area and great room, creating the perfect setup for entertaining. Corner-unit placement provides windows on two sides of the great room and dining area, creating a bright, naturally lit living space. The entire first floor features durable large format ceramic tile flooring, while the staircase has been upgraded with dark engineered wood for a polished, low-maintenance look. A spacious laundry room with full-size washer and gas dryer, upper cabinets, and an oversized under-stair storage nook adds everyday convenience. Upstairs, the private primary suite offers a large walk-in closet and an elegant en-suite bath with raised-height dark shaker cabinetry, Silestone double vanity, and a tiled walk-in shower with seamless glass enclosure. Two additional bedrooms share a well-appointed bathroom with matching finishes and a tiled tub/shower combination. Step outside through the French door with built-in blinds to your private, screened brick-paver courtyard, offering both covered and open seating areas—perfect for relaxing or entertaining while overlooking the grassy side yard. The adjoining two car garage with alley access includes screened sliders for a cross breeze into the patio area. Energy-efficient features include ENERGY STAR double-pane Low-E windows, HVAC, insulation, and appliances. The ROOF, HVAC, and INSTANT HOT GAS WATER HEATER were installed in 2018 and have been regularly serviced. The home also features modern high end, noise free ceiling fans with remotes in all bedrooms and living areas, faux wood blinds throughout, and a NEUTRAL INTERIOR PALETTE ready for your personal style. Residents enjoy neighborhood amenities including a POOL and DOG PARK, all just minutes from the shops, dining, and vibrant atmosphere of historic downtown Winter Garden. Spring into the season of easy living—this rare corner-unit opportunity is your key to enjoy everything downtown Winter Garden is famous for.

628 Orange Belt Loop, Winter Garden

$935,000
4 Beds 4 Baths Oakland Park SubDv. 34787 Zip Code
Perfectly positioned fronting one of Oakland Park’s picturesque green spaces, this exceptional home offers a rare opportunity to enjoy PARK-SIDE living in one of Winter Garden’s most celebrated communities. Oakland Park, a PARADE of HOMES award-winning neighborhood, is admired for its timeless architecture & inviting outdoor spaces that create a true sense of community. This beautifully designed Seaside floorplan blends classic charm with modern livability, offering 4 bedrooms, 3.5 baths, a STUDY, dining area, spacious loft, oversized garage, & FENCED yard. The primary suite is conveniently located on the main level, creating a peaceful retreat complete with a generous walk-in closet, a separate linen closet, & direct access to the laundry room, which has been enhanced with custom cabinetry for optimal storage & organization. Upstairs, the loft provides a versatile secondary living area—ideal for a media room or play space—accompanied by three additional bedrooms & two full baths, including one private en-suite. At the center of the home, the expansive kitchen is designed for both everyday living & effortless entertaining, enhanced with under cabinet lighting & tile backsplash. Abundant cabinetry & extensive counter space provide exceptional functionality, while the large island offers ample seating, making it the natural gathering place for family & guests alike. The adjoining dining area is equally impressive, featuring a dedicated buffet—perfect for hosting celebrations, holidays, or casual dinners. The home showcases rich WOOD flooring throughout the main living areas, adding warmth and sophistication, while soft carpeting in the bedrooms enhances comfort & tranquility. One of the home’s most captivating features is the inviting wraparound front porch, where French doors open to sweeping views of the beautifully maintained park. The home’s outdoor living continues in the screened rear porch, thoughtfully designed with retractable screens to maximize comfort & flexibility throughout the seasons. Beyond the porch, the backyard has been carefully curated as a private entertainment retreat. A paver patio anchors the space, complemented by a cozy FIRE-PIT, additional seating areas, & an outdoor kitchen featuring a built-in grill, mini fridge, & sink. Pet lovers will appreciate the dedicated dog area finished with low-maintenance artificial turf, creating a convenient & attractive space for four-legged family members. With its prime park-front location, versatile living spaces, & thoughtfully designed indoor-outdoor lifestyle, this home offers an exceptional blend of elegance, comfort, & community. Just a short GOLF CART ride away, you’ll find the charm and vibrancy of Historic Downtown Winter Garden, known for its award-winning restaurants, boutique shopping, outdoor dining, farmers market, & events. This is more than a home — it’s a lifestyle defined by luxury, walkability, connection, & the unmatched charm of Winter Garden living. This golf-cart-approved WATERFRONT community offers year-round activities, from golf cart parades to book clubs & social gatherings, making it an extraordinary place to call home. The community features parks, playgrounds, two pools, a clubhouse, dog park, & trails, including access to the 22 mile long WEST ORANGE TRAIL. Don’t miss this opportunity to live in one of the areas most sought-after neighborhoods, with easy access to interstate travel, shops, restaurants, golf courses, & world-renowned theme parks!

744 Lake Brim Drive, Winter Garden

$849,900
4 Beds 3 Baths Twinwaters SubDv. 34787 Zip Code
NOT JUST A PLACE TO LIVE…THIS HOME IS A REAL STUNNER!! From the ALLURING CURB APPEAL to the BEAUTIFULLY DESIGNED and FUNCTIONAL FLOOR PLAN, this 4 BEDROOM, 3 BATHROOM, 3036sf home will SURPASS YOUR EXPECTATIONS! Upon entrance, you will encounter the designated 13’x11’ OFFICE/DEN/CRAFT ROOM to the left with DOUBLE DOORS for easy furniture placement. To the right of the foyer, there is a 14’x11’ BEDROOM next to a FULL BATHROOM which would be perfect for overnight guests. The 23’x13’ LIVING ROOM includes a DINING AREA OPTION if desired. The living room hallway leads to 2 ADDITIONAL 13’x11’ BEDROOMS and a POOL PLANNED FULL BATH which opens to the patio. The chef in your household will love the16’x13’ KITCHEN featuring HIGH QUALITY KitchenAid STAINLESS STEEL APPLIANCES, CERAMIC TILE BACKSPLASH, NUMEROUS 42” CABINETS, plenty of COUNTER SPACE including a CENTER ISLAND and a BREAKFAST BAR. The BUTLER PANTRY has additional cabinets and drawers with a WALK-IN PANTRY. The kitchen opens to a 20’x16’ FAMILY ROOM and a 2nd DINING AREA with DOUBLE AND TRIPLE SLIDERS to the rear patio. The 13’x14’ PRIMARY SUITE has an entryway from the Dining Area with an ART NICHE for displaying your favorite piece. LUXURY IS EVIDENT in the PRIMARY ENSUITE BATHROOM as shown by an OVERSIZED SOAKING TUB, a SPACIOUS WALK-IN SHOWER with DUAL SHOWERHEADS, HIS and HERS VANITIES, a WATER CLOSET and an L-SHAPED WALK-IN CLOSET PROFESSIONALLY DESIGNED with BUILT-IN SHELVES, DRAWERS and CABINETRY. ADDITIONAL INTERIOR FEATURES of this home include NEW CARPET in the BEDROOMS; GRANITE COUNTERTOPS THROUGHOUT, TRIPLE SPLIT BEDROOM PLAN; VAULTED CEILINGS; SECURITY SYSTEM; COPIOUS STORAGE and NATURAL LIGHT, and an INDOOR LAUNDRY ROOM with a WASHER & DRYER, DEEP BASIN SINK and CABINETRY. HIGHLIGHTS OF THE REAR YARD include a 12’x40’ COVERED BACK PORCH with a SUMMER KITCHEN to include a REFRIGERATOR, SINK, JENN-AIR STYLE GAS COOKTOP and GRILL, and DUAL TERRACE CEILING FANS. For privacy, there is a BLOCK WALL FENCE at the rear of the yard and an ECO-FRIENDLY PRIVACY SCREEN OF MATURE BAMBOO on each side which shines beautifully THROUGH the automatic GARDEN NIGHT DECORATIVE REFLECTORS. ADDITIONAL EXTERIOR FEATURES INCLUDE A FRENCH DRAINAGE SYSTEM for flood prevention, ALL AROUND GUTTERS, a TILE ROOF, a 3 CAR GARAGE with EPOXY STYLE FLOORING, and BRICK PAVERS covering the DRIVEWAY and FRONT PORCH ENTRYWAY. The popular TWINWATERS COMMUNITY offers a COMMUNITY POOL WITH GATHERING AREAS, a PLAYGROUND and an enjoyable WALKING TRAIL. TWINWATERS is DESIRABLY LOCATED just minutes from the WINTER GARDEN VILLAGE, HISTORIC DOWNTOWN WINTER GARDEN, CENTRAL FLORIDA ATTRACTIONS, MAJOR HIGHWAYS and so much more. DON’T DELAY! THIS IS AN AMAZING VALUE IN A COMMUNITY OF MILLION DOLLAR PLUS HOMES. Call us today for your private showing!

16545 Broadwater Avenue, Winter Garden

$350,000
2 Beds 3 Baths Longleaf/Oakland Rep SubDv. 34787 Zip Code
Virtually Staged. You’re going to love this beautifully maintained 2-bedroom, 2.5-bath Townhome in the highly desirable Longleaf At Oakland which is perfectly located just a 1/2 mile from the Florida Turnpike, offering easy access to everything Central Florida has to offer. The entire interior was freshly painted in March 2026, giving the home a bright, fresh feel from the moment you walk in. The inviting front porch is the perfect place to enjoy your morning coffee. Inside, abundant natural light flows through the numerous windows, enhancing the spacious open-concept layout. The large kitchen features an island, stainless steel appliances, granite countertops, and an oversized pantry, making it ideal for both everyday living and entertaining. The inside utility room is conveniently located on the first floor with additional storage under the stairway. Upstairs you’ll find two private master suites, each with its own full bathroom. The primary suite boasts a massive walk-in closet with a window and the en-suite offers dual vanities and an easily accessible walk-in shower. The second bedroom includes a tub/shower combo and its own walk-in closet. Step outside to the private courtyard, perfect for grilling and enjoying Florida’s beautiful weather with plenty of space for outdoor seating or even a hot tub. This home is equipped with Google smart lighting switches, and a Google thermostat can easily be installed and controlled through your app. The two-car garage offers private rear entry into the home with a spacious driveway that provides additional parking along with guest parking nearby. There is additional parking in the front of this home also. Enjoy being just steps away from the beautiful community pool overlooking the pond and the neighborhood playground. This home and community offers everything the Florida Lifestyle has to offer!

1318 Painted Bunting Avenue, Oakland

$725,000
4 Beds 5 Baths Lakeview Preserve SubDv. 34787 Zip Code
Welcome to this meticulously maintained, modern home located in the sought-after community of Lakeview Preserve. Built in 2020, this spacious 4-bedroom, 4.5 bathroom residence has 2,920 sq. ft. of thoughtful living space designed for comfort and elegance. The layout includes a spacious Flex Room for a home office, gym, or media center. The heart of the home features an expansive open-concept layout, where the gourmet kitchen flows seamlessly into the dining and great room areas—perfect for gathering and entertaining. Large windows throughout invite an abundance of natural light and frame the tranquil pond and conservation views at the rear of the property, ensuring ultimate privacy with no rear neighbors. The primary suite serves as a private retreat, complete ensuite bathroom and generous walk-in closet space. Three additional well-appointed bedrooms provide versatility for guests or a home office. This property also includes a dedicated interior laundry room and a 3-car garage. Step outside to your private oasis: a fully screened-in lanai featuring a stunning outdoor kitchen, perfect for al fresco dining with the ultimate privacy of no rear neighbors. Residents of Lakeview Preserve enjoy resort-style amenities including a gated entrance, clubhouse, fitness center, sparkling pool, splash pad. Strategically located with a Winter Garden address in Lake County, you are minutes away from the shops and dining at Fowler’s Grove and the Horizon West area, with easy access to SR-429 and the Florida Turnpike. Experience the perfect blend of natural beauty and modern convenience.

3439 Current Avenue, Winter Garden

$1,039,000
5 Beds 5 Baths Bronsons Lndgs F & M SubDv. 34787 Zip Code
This stunning waterfront model home in the prestigious gated community of Bronson's Landing in Winter Garden, Florida, offers the perfect blend of luxury, comfort, and waterfront living. Step inside to an elegant foyer featuring a custom staircase and a private office, setting the tone for this thoughtfully designed 5-bedroom, 5-full-bath residence with an additional loft, theater room, and versatile flex spaces ideal for relaxation and effortless entertaining. The heart of the home is the expansive open-concept gourmet kitchen, boasting sleek stone countertops, modern hardware, premium stainless steel appliances, built-in ovens, abundant cabinetry, a walk-in pantry, and a large island bar overlooking the sparkling pool, extended lanai, and tranquil pond views. Upgraded wood flooring flows throughout, while abundant natural light floods the seamless kitchen, dining, and living areas creating an inviting space perfect for year-round gatherings. The luxurious primary suite is a true retreat, with peaceful water views, crown molding, and a spa-like en-suite bath featuring a large soaking tub, separate shower, and an extended walk-in closet with custom built-ins. Upstairs, a second master bedroom awaits, complete with its own private sitting area and full bath that’s ideal for multigenerational living or guests seeking privacy. Generously sized secondary bedrooms accommodate family or visitors comfortably, while the flexible upstairs theater/flex room with kitchenette doubles as a superb loft or secondary living space. Outside, your private outdoor oasis beckons: an extended covered lanai with sliding glass doors opens to a resort-style pool and spa, fully fenced extended backyard, and panoramic water views that make every day feel like a vacation. Additional premium features include custom window treatments, designer lighting throughout, a whole-home central vacuum system, energy-efficient double-pane windows, and a convenient 3-car attached garage. Immaculately maintained and brimming with thoughtful details, this exceptional waterfront home must be experienced in person to truly appreciate its elegance and tranquility.

2217 Rickover Place, Winter Garden

$880,000
5 Beds 5 Baths Winter Grove SubDv. 34787 Zip Code
Welcome to Winter Grove in the charming city of Winter Garden. Located 1 mile from Winter Garden Village and 3 miles from historic downtown Winter Garden. This intimate gated new community features single-family homes on large homesites without a CDD. Residents enjoy all the proximity to shopping, dining, and entertainment this area is known for. Step into the Scarlett, where elegance and modern convenience come together in perfect harmony. This stunning 5-bedroom, 4.5-bathroom, 3 car tandem garage residence offers a seamless blend of sophistication and comfort, with every detail thoughtfully designed to elevate your living experience. As you enter through the impressive 8-foot front door, a tray ceiling greets you in the foyer, setting the tone for the refined atmosphere that flows throughout the home. The open-concept layout creates a spacious and airy environment, enhanced by an abundance of natural light and luxurious finishes. On the first floor, discover an en suite bedroom with attached bathroom, featuring a linen closet, exquisite quartz countertops, and a walk-in closet, providing a private and inviting retreat for guests. As you continue into the home, an enclosed flex room, located next to the gathering room, allows natural light to flood the area, making it the perfect spot for relaxation or entertaining. The heart of this home is the gourmet kitchen, where 42” white cabinetry beautifully complements the striking quartz countertops. Soft-close drawers, easy-access cabinets, and built-in Whirlpool stainless steel appliances—a built-in natural gas cooktop—combine to create a chef-inspired space designed for both form and function. The kitchen seamlessly flows into the café and gathering room, with a pocket sliding glass door that opens to the covered lanai, enhancing the indoor-outdoor living experience. Upstairs, the tranquil owner’s suite serves as a private sanctuary, featuring a spacious walk-in closet and a spa-like en suite bathroom with dual vanity sinks, and a glass-enclosed shower. The loft area offers an ideal space for relaxation, whether for a quiet evening or a movie night. The second floor also includes three additional bedrooms, two bathrooms (one of which is an en suite), and a conveniently located laundry room, making daily living effortlessly easy. This home is crafted with high-end touches, such as ceramic tile flooring throughout the first floor living areas and plush, stain-resistant Shaw carpet in the bedrooms. Designer-curated finishes elevate every corner of this home, including wrought iron spindles on the staircase, and modern smart home features like a smart thermostat, video doorbell, and additional LED downlights. The Scarlett is a home designed to impress—where luxury, comfort, and practicality converge to offer a living experience like no other. Schedule a tour today and see how this exceptional home can elevate your lifestyle.

326 Crystal Wood Drive, Winter Garden

$1,295,000
5 Beds 5 Baths Canopy Oaks Ph 1 SubDv. 34787 Zip Code
Canopy Oaks, located in Winter Garden, Florida, is a unique blend of high-end luxury homes and suburban tranquillity. This gated enclave, developed by the distinguished home builder A.R. Bailey, features 49 classic estates. The meticulously crafted community is designed to cater to the specific needs and desires of homeowners, and includes a scenic nature trail, a children’s play park, and a community post office. From the moment you arrive at this Mediterranean POOL estate home, it makes a BOLD statement with its 8-foot Solid Wood Arched double entry doors. You are greeted with cathedral ceilings, solid wood oversized French doors to the private office, elegant hand forged custom iron railings, and a unique wine cellar with a custom hand forged iron gate. Luxury details and fine craftsmanship are inside this 5 BR/4.5 Ba/2-car garage POOL home. Open Floor plan leads pleasantly into the chef-style kitchen with the perfect layout for entertaining. The kitchen includes Bespoke Samsung stainless steel appliances, including a Family Hub Refrigerator. Gas stove top, built-in oven, and built-in convection oven. Granite counters. Completing the 1st floor, in addition to the 1st MBR, is a den/office, laundry room, generous dining area, powder bath, epoxy-coated garage floor 2-car garage, Autel Level 2 EV Charger and large lanai complete with Remote controntrolled, motorized retractable patio screens (upstairs and downstairs). The lanai and pool area are designed as additional living space, with pre-plumbing and Gas for your Summer Kitchen. Tons of architectural features throughout, upgraded light fixtures. Both Primary Suites have built in Kitchenettes. The media room includes a mini kitchenette with sink and microwave, and the theatre is wired for a 5.1 in-wall sound system. Three en-suite bedrooms and a Second Master Suite can also be found on this upper floor – perfect for multi-generational options and living privacy. The upstairs primary bathroom and closet are a dream come true. The Spa style bath has granite countertops, custom wood cabinetry, spacious dual sinks, an elegant free-standing soaking tub, seperate frameless glass wall shower with a bench. The custom-made, upgraded, solid wood oversized closet is Couture-Ready. Rainsoft whole-home water filtration/treatment/softener system. Luxury saltwater pool and spa. Privacy hedges along the side yard. Pool lighting; spa with custom tile; finished pool surface; low-maintenance turf and landscaping in the backyard. Exterior lighting, LED trim lighting. The list goes on and on. This home is a must see. An exceptional estate at an exceptional value, Canopy Oaks is located on Roper Road between Winter Garden’s downtown historic district and the Winter Garden Village shopping complex. With convenient access to major highways such as 429, 408, and the Turnpike, and its proximity to world-renowned attractions like Disney World® and Universal Studios®, this home offers an exceptional opportunity for easy commuting.

671 Canopy Estates Drive, Winter Garden

$915,000
5 Beds 5 Baths Silverleaf Oaks SubDv. 34787 Zip Code
Experience luxury living in this pristine, brand-new 2025 construction located in the highly desirable Winter Garden area. This stunning Pulte home boasts over 3,800 sq. ft. of meticulously designed space, featuring 5 bedrooms, 4.5 bathrooms, a dedicated home office, and a versatile loft. Wake up to serene, unobstructed water views from your backyard—the perfect backdrop for relaxation. Loaded with high-end upgrades and premium finishes throughout, this residence sets a new standard for elegance. Residents will soon enjoy exclusive community amenities, including a resort-style pool, fitness center, and clubhouse. Perfectly situated near top-rated schools, dining, and shopping in Hamlin. Your dream home awaits!

6221 Argent Wood Drive, Winter Garden

$615,000
4 Beds 4 Baths Enclave/Hamlin SubDv. 34787 Zip Code
Welcome to this stunning and spacious 4-bedroom, 3.5-bathroom home with a private in-law suite above the garage, located in the desirable Enclave at Hamlin community in Winter Garden. This property features a modern open-concept layout with a dedicated office/den, perfect for working from home or study space. Enjoy a chef-inspired kitchen complete with quartz countertops, stainless steel appliances, and ample cabinet space. The ample living and dining areas flow seamlessly to the kitchen. All bedrooms and full bathrooms are conveniently located upstairs, while the half bathroom is located downstairs. Also the laundry room is conveniently located upstairs and features a laundry sink. The home also features a private in-law suite above the garage, complete with its own kitchen, bathroom, and laundry—ideal for guests, extended family, or additional living space. The home includes a 2-car garage with additional driveway parking. The community offers great amenities such as a playground and a community pool, perfect for leisure and recreation. Located near restaurants, shops, grocery stores, and entertainment in the Hamlin area, this home offers both comfort and convenience. Schedule your visit today.

4624 Prairie Creek Street, Winter Garden

$700,000
4 Beds 3 Baths Waterleigh Ph 4b & 4c SubDv. 34787 Zip Code
**POND VIEW 4-BEDROOM IN WATERLEIGH!** Don’t miss this opportunity to own a spacious 4-bedroom, 3-bath home with nearly 3,000 sq ft in one of Winter Garden’s most sought-after communities, now aggressively priced to sell quickly. Situated on a premium **pond-view lot with no rear neighbors**, this home offers peaceful water views and added privacy. The open-concept layout provides generous living space, a large kitchen ideal for entertaining, and flexibility for everyday living. Why wait months and pay more for new construction? This home is **move-in ready now** no delays, no added upgrade costs, and priced below comparable homes in the area, making it one of the **best values in Waterleigh**. Nearly 3,000 sq ft; 4 bedrooms / 3 full bathrooms; Pond view with no rear neighbors; Open-concept layout with spacious living areas; Located in amenity-rich Waterleigh **Seller is motivated. Bring all offers.** LEASE WILL BE CONSIDERED. Opportunities like this don’t last. Schedule your showing today.

18386 Oliver Twist Way, Winter Garden

$424,000
3 Beds 2 Baths Glenview Estates 2nd Add SubDv. 34787 Zip Code
Welcome to the GOLF CART DISTRICT with an OVERSIZED LOT and NO HOA all for a competitive price in Downtown Winter Garden! This 3 bedroom 2 bathroom home not only has a thoughtful layout inside but offers 0.33 Acres of land with CREEK ACCESS and no direct rear neighbors! Relax outside on the screened in patio or enjoy dinner out on the outside deck. Also included are PAID OFF SOLAR PANELS along with a NEWER ROOF (2021) to keep your electricity bills low! Walking up to this property, you'll notice BRAND NEW EXTERIOR PAINT (2026), a two car garage and a lovely front porch to sit and relax. Once inside, you'll find the OPEN CONCEPT living room, dining room and kitchen area with a bar area for serving. Additionally, in the living room, there is a new BUILT IN complete with open shelving and cabinets as well as a countertop space. The kitchen has STAINLESS STEEL APPLIANCES and access to the giant INTERIOR LAUNDRY ROOM complete with additional storage, pantry and countertop space. Down the hall you'll find 3 bedrooms all with the LUXURY VINYL PLANK throughout. The hallway bathroom has a TUB/SHOWER combo. The primary bedroom is large with a pocket door leading to the primary en suite bathroom and WALK IN CLOSET with plenty of storage space. Other updates include: Hot water heater (2024), New light fixtures outside (2026) and New Interior Doors & Handles (2026) Inside and outside electrical panel will be replaced in the next 2 weeks and entire home re-piped with an acceptable offer.

980 Glenview Circle, Winter Garden

$560,000
3 Beds 2 Baths Covington Chase Ph 2a SubDv. 34787 Zip Code
READY TO DISCOVER A HOME THAT TRULY STANDS OUT? Step into this outstanding, model-like home that truly has it all. This beautiful property features 3 BEDROOMS, 2 BATHROOMS, PLUS A FLEX ROOM that can easily serve as a home office or be converted into a 4th bedroom. Let’s start with the curb appeal. Situated on a CORNER LOT (one of the largest in the community ) this home welcomes you with an impressive front elevation, elegant pavers, and a SPACIOUS 3-CAR GARAGE, all surrounded by lush landscaping. As you enter, you’ll find the home office and formal dining room, beautifully accented with modern wood paneling that creates a warm atmosphere. Next is the heart of the home — the kitchen. Designed for both functionality and style, it offers abundant storage, a large kitchen island, and almost newer appliances, perfect for everyday living and entertaining. The open living room features a CUSTOM TV AND FIREPLACE CABINET, creating the perfect space to relax, entertain, or enjoy cozy evenings at home. On one side of the home, you’ll find the spacious primary suite, complete with a CHARMING ALCOVE ideal for a crib, reading nook, or small workout area, along with a HUGE WALK-IN CLOSET and a large private bathroom. On the opposite side of the home — perfect for added privacy — are two additional bedrooms that share a bathroom, along with a CONVENIENT LAUNDRY ROOM. Step outside and discover a patio that is truly a blank canvas, ready to become your dream outdoor oasis. THE FENCE IS ALREADY IN PLACE, providing the privacy you desire while you design your perfect backyard retreat. This home has been well maintained and thoughtfully updated, including: exterior paint (2021), new appliances (2022), tile flooring installed in 2022, new carpet (2024), updated closet tile (2024), shower tile and trim kit (2024), new garage door spring (2025), and a NEW ROOF AND GUTTERS INSTALLED IN JULY 2025. And now… let’s talk location. You’re just 1 MILE FROM CHARMING DOWNTOWN WINTER GARDEN, where you can enjoy its vibrant lifestyle, restaurants, boutiques, farmers markets, and community events. YES — YOU CAN EVEN TAKE YOUR GOLF CART IF YOU FEEL LIKE IT. Prefer a bike ride or a walk? THE FAMOUS WEST ORANGE TRAIL, a 22-mile paved multi-use trail, is right nearby. You’re also: • 1 mile from Lake Apopka • 22 minutes to Downtown Orlando • 30 MINUTES TO ORLANDO INTERNATIONAL AIRPORT It truly doesn’t get better than this. Come see it before someone else calls it home.

374 Millwood Place, Winter Garden

$539,900
3 Beds 2 Baths Signature Lks-Pcl 01b SubDv. 34787 Zip Code
Stop your search, this is the home you have been looking for! MOVE-IN READY, fully renovated, located at the well established master planned Independence Community, this stunning 3-bedroom, 2-bathroom residence looks like a model home! This open and split floor-plan offers both, comfort and functionality. Fully upgraded, this home features new LUXURY VINYL flooring, new kitchen and bathrooms with QUARTZ COUNTERS, fresh interior paint, a UPDATED ROOF, a NEW AC SYSTEM, and an ELECTRIC VEHICLE CHARGER and a very charming FULLY FENCED BACKYARD. The bright and integrated living spaces are enhanced by LARGE WINDOWS and abundant NATURAL LIGHT, creating a warm and inviting atmosphere throughout. The modern kitchen showcases QUARTZ COUNTERTOPS, STAINLESS STEEL APPLIANCES, and AMPLE CABINETRY seamlessly connecting to the living and dining areas—perfect for everyday living and entertaining. The thoughtfully designed SPLIT FLOORPLAN provides added privacy to the primary suite, while the additional bedrooms provide flexibility for a variety of needs. Spacious primary suite with an ensuite bathroom that features a spa-like GARDEN TUB with separate shower, DUAL VANITIES and a large WALK-IN CLOSET, fully customized. Step outside to a CHARMING FENCED BACKYARD, providing privacy and a wonderful space to relax or entertain. Among so many standout features it is its PRIME LOCATION. It faces a CONSERVATION AREA, POND, and a SCENIC WALKING TRAIL offering peaceful views and easy access to outdoor enjoyment. Residents of this home enjoy opening their front door this beautiful green space and stepping right into the scenic trail for easy morning or evening walks. Experience resort-style living in Independence! Two clubhouses, pools, fitness centers, tennis & basketball courts, trails, and dog parks. Playgrounds, scenic lakes, private boat ramps and community events all year round. Close to shopping, dining, and SR-429 — the perfect blend of comfort, recreation, and convenience. Enjoy FREE INTERNET and up to 3 CABLE connexions, already included on the HOA fee. This is an exceptional opportunity for buyers seeking a truly turnkey residence & the vibrant Winter Garden Lifestyle! Schedule your showing today!

6421 New Independence Parkway, Winter Garden

$465,000
3 Beds 3 Baths Mezzano SubDv. 34787 Zip Code
Attention investors!! Welcome to this beautiful townhome like new and rented until April 2027!!! Is located in the desirable Mezzano community in Winter Garden. This well-maintained property features a modern open-concept layout with spacious living and dining areas, perfect for both relaxing and entertaining. The main level includes a versatile flex space that can be used as a home office, study, guest space, or playroom, providing extra functionality. The kitchen offers contemporary cabinetry, quality appliances, and ample counter space.Residents enjoy a low-maintenance lifestyle with convenient access to shopping, dining, major highways, and top-rated schools. The community is ideally located just minutes from Winter Garden Village, downtown Winter Garden, and other popular Central Florida attractions. Whether you're looking for a primary residence, second home, or investment opportunity, this property offers comfort, convenience, and a great location in one of Winter Garden’s growing communities. Schedule your private showing today and experience everything this home has. Priced to sell!!!

7007 Twilight Bay Drive, Winter Garden

$273,000
3 Beds 2 Baths Overstreet Crate SubDv. 34787 Zip Code
Welcome to this fully renovated 3-bedroom, 2-bath home on an oversized 0.20-acre lot in one of Winter Garden’s growing corridors. This move-in ready property offers immediate livability with long-term upside. Recent upgrades include a new AC system and water heater (2026) and a roof replaced in 2019, minimizing near-term capital expenses. The home features updated interiors and a functional layout suited for both owner-occupants and investors. The large lot provides flexibility for outdoor use and potential future enhancements. Zoned R-4, the property may provide additional possibilities for expansion or income-producing use. Buyer to verify all zoning and development options with the city. Located just minutes from major highways, shopping, and ongoing development, this property is well-positioned for both convenience and future growth.

838 Bethune Avenue, Winter Garden

$1,550,000
4 Beds 5 Baths Lake Star At Ovation Phase 1b SubDv. 34787 Zip Code
Stunning single-story luxury residence located in the highly desirable Lake Star at Ovation community in Winter Garden. Built in 2025 by M/I Homes, this expansive home offers over 4,700 sqft of heated living space with 5 bedrooms and 4.5 bathrooms, designed with a modern open-concept layout and high-end finishes throughout. The home features a spacious 3-car garage plus additional storage space, providing both functionality and convenience. The gourmet kitchen includes built-in appliances such as a cooktop, wall oven, microwave, dishwasher, range hood, and wine refrigerator, complemented by elegant stone countertops and a large island ideal for entertaining. Situated on a premium corner homesite, the property offers exceptional privacy with scenic pond views from both the backyard and side of the home. The backyard overlooks tranquil water followed by a conservation area and an additional lake beyond the tree line, creating a layered natural backdrop that ensures long-term privacy with no future construction directly behind the property. From the backyard and main living areas, residents can also enjoy seasonal views of the Disney fireworks in the distance. Located in one of Horizon West’s fastest-growing communities, close to top-rated Water Spring schools, Hamlin Town Center, major highways, and Walt Disney World, this home presents a rare opportunity to own a newer luxury residence with privacy, views, and an exceptional location. Private showings by appointment only. Please contact the listing agent directly to schedule a tour.

16788 Muskgrass Drive, Winter Garden

$380,000
3 Beds 3 Baths Hickory Hammock Ph 2b SubDv. 34787 Zip Code
Welcome to 15183 Sunrise Grove Court, a beautiful townhome located in the highly sought-after Hickory Hammock community in Winter Garden, Florida, where comfort, lifestyle, and an excellent location come together perfectly. Offering 1,844 square feet of living space and 2,393 total square feet, this property features 3 bedrooms, 2 full bathrooms, and 1 half bath, providing the layout and space today’s families truly value. From the moment you enter, you are welcomed by a bright, open design filled with natural light that creates a sense of spaciousness and warmth. The seamless connection between the living room, dining area, and kitchen creates the perfect environment for family gatherings, entertaining guests, or simply enjoying everyday life in comfort. The kitchen becomes the heart of the home, strategically connected to the main living areas so you can always stay part of every moment. Whether hosting special gatherings or enjoying quiet evenings at home, this space easily adapts to your lifestyle. On the second level, the primary suite offers a private retreat ideal for rest and relaxation. Spacious and thoughtfully designed, it provides both comfort and privacy. The additional bedrooms are versatile and can easily be used as family bedrooms, guest rooms, or a home office. Hickory Hammock is more than just a community—it’s a lifestyle. Residents enjoy resort-style amenities including a clubhouse, pool, fitness center, playground, and scenic walking trails surrounded by beautifully maintained green spaces. It’s a place where neighbors connect, families spend time together, and the atmosphere is peaceful and welcoming. Strategically located in Winter Garden near Horizon West, the property offers convenient access to highly rated schools, shopping centers, restaurants, major roadways, and the charm of Historic Downtown Winter Garden. It is also just a short drive from Orlando’s major employment centers and the area’s most popular attractions. Homes in this community are highly sought after and do not stay on the market for long. If you are looking for a home that combines space, comfort, and a true sense of belonging, 15183 Sunrise Grove Court may be exactly what you have been waiting for. Schedule your private showing today and come experience it in person.

15182 Sunrise Grove Court, Winter Garden

$525,000
4 Beds 3 Baths Alexander Ridge SubDv. 34787 Zip Code
Virtually Staged. ONE STORY 4-bedroom, 3-bathroom home in desirable Winter Garden / Horizon West. This well-maintained home offers 2,076 square feet and is ready for your vision with the opportunity for a light refresh to make it your own. Looking for the convenience of a one-story single-family home without the upkeep of a larger yard? Step outside to a FULLY FENCED outdoor space with just enough room to enjoy it all…a covered outdoor entertaining area plus extra space for a small play area or dog run. The main living area is open and inviting, while the bedrooms are nicely tucked away to provide privacy. The kitchen features a walk-in pantry, kitchen island with seating, and plenty of cabinets! The spacious primary suite features a tray ceiling, large walk-in closet, and an en-suite bathroom with double vanities, a garden tub, and a separate walk-in shower. The DEDICATED laundry room conveniently connects to the primary bathroom and also has access from the kitchen. WASHER AND DRYER are included. Three additional bedrooms and two full bathrooms provide flexibility for guests, family, or a home office. NO MOWING HERE....LAWN CARE IS INCLUDED in your HOA dues! The community features a pool, clubhouse, and playground, along with green space and sidewalks that make it perfect for biking or walking. Conveniently located minutes from shopping, dining, and everything Horizon West has to offer, with quick access to the 429 Expressway for easy travel throughout Central Florida. The home also offers convenient access to Walt Disney World Resort and other area attractions, making this location especially appealing for those who enjoy everything the area has to offer.

1966 Pantheon Drive, Winter Garden

$390,000
3 Beds 3 Baths Hickory Hammock SubDv. 34787 Zip Code
Imagine a life where lakeside serenity meets modern sophistication. Tucked behind the private gates of Hickory Hammock, this John’s Lake retreat welcomes you with an airy, open-concept design where the gourmet kitchen—dripping in "Crema Pearl" granite and rich, dark cabinetry—serves as the heart of the home. Whether you're hosting in the expansive great room or retreating to the massive second-floor loft, the layout is masterfully crafted for both connection and quiet. And if tranquility is what you seek you'll love not having any rear neighbors. The "split" design ensures ultimate privacy, placing the sanctuary of the master suite at the rear of the home, while guests and family enjoy two bright bedrooms at the front. Beyond its beauty, the home is a feat of modern engineering. Built as an M/I "Whole Home" with Energy Star 3.1 certification, it features an industrial-strength foundation and high-performance insulation that keep the interior cool and quiet. It is a high-performance haven that is as affordable to run as it is breathtaking to behold. It’s not just a place to live; it’s a high-performance sanctuary on the water’s edge. While by the lake enjoy Hickory Hammock’s resort style pool, clubhouse, playground and tennis courts. If location is a priority you are minutes from SR-429 and a short drive to Historic Downtown Winter Garden, where the streets are lined with old brick and the air feels a little more relaxed. On Saturdays, the Farmers Market comes alive with fresh produce, local vendors, and neighbors greeting one another like old friends. Throughout the year, festivals fill the streets with music and boutique shops, cozy cafés, and countless dining spots make it easy to turn a simple afternoon into a full day out. Families find comfort here, too, with access to one of the area’s most sought-after K–12 schools nearby plus with convenient access to grocery stores, pharmacies, and coffee shops. Florida living at it’s finest awaits at Hickory Hammock so schedule your private showing today.

15140 Sunrise Grove Court, Winter Garden

$389,999
2 Beds 2 Baths Esplanade At Mckinnon Groves SubDv. 34787 Zip Code
Under Construction. What's Special: Close to Park | Dedicated Study | Covered Patio | No Stairs | No Rear Neighbors. New Construction - August Completion! Built by Taylor Morrison, America's Most Trusted Home Builder. Welcome to the Caicos at 11287 Silver Trumpet Loop in Esplanade at McKinnon Groves! This unique new twin villa home welcomes you with a side entry that opens into the heart of this charming home. The kitchen, dining area, and great room flow effortlessly together, creating an easygoing space perfect for everyday living. Sliding doors lead to the extended covered lanai, giving you a bright spot to enjoy the outdoors. The primary suite sits quietly at the back of the home with an en-suite bath and a spacious walk-in closet for a peaceful retreat. At the front of the home, a secondary bedroom with a nearby bathroom, the laundry room, and a dedicated study create a thoughtful and convenient layout. Additional Highlights Include: Study with French doors in place of flex, extended covered lanai, 8' interior doors, and garden fence. Photos are for representative purposes only. MLS#O6388502 Esplanade at McKinnon Groves brings resort-style living to Winter Garden with beautifully designed open-concept homes set among natural views. This vibrant gated community offers a lifestyle centered on wellness, unique experiences, and signature amenities that make every day feel like a getaway. The Venue will feature a fitness center, movement studio, treatment room, lifestyle spaces, outdoor terrace seating, Bahama bar, and a resort pool with a spa and cabanas. You’ll also enjoy fireside seating, yoga and flex lawns, pickleball, tennis and bocce courts, a bark park, rose garden, and a trailhead connecting miles of equestrian and walking trails. Concierge services and year-round events elevate the experience even more. With zoning for Lake County public schools, this community blends everyday convenience with resort-style comfort!

11287 Silver Trumpet Loop, Winter Garden

$699,000
7 Beds 3 Baths Burchshire SubDv. 34787 Zip Code
ATTENTION INVESTORS! Rare opportunity to own a fully occupied triplex in the heart of Winter Garden. Located within minutes to the popular Plant Street district with its vibrant shops, restaurants, and entertainment. This true triplex sits on an oversized lot and features three renovated units with reliable tenants. Each unit is individually metered for electricity, and the property is connected to city water and city sewer. Tenants pay their own utilities and are responsible for yard maintenance. The oversized lot provides additional flexibility and potential for future expansion such as a garage apartment or in-law suite (buyer to verify zoning and building requirements). Roof replaced approximately 10 years ago. Excellent location with strong long-term appreciation potential.

721 Foster Avenue, Winter Garden

$645,000
4 Beds 3 Baths Johns Lake Pointe A & S SubDv. 34787 Zip Code
Virtually Staged Photos | The Time is Now to Act! Homes Like This is a rarely available home Nestled in Winter Garden, this exceptional residence captures the essence of classic comfort living with breathtaking evening sunsets and the tranquil sounds of Florida wildlife. Built by a highly respected, quality-focused builder, it stands as a true hidden gem. This expansive 4-bedroom, 3-bathroom, one-story home welcomes you with refined architectural details and custom finishes from the moment you arrive. The entryway impresses with intricate custom trim, opening into bright, open-concept living spaces that frame direct views of the serene rear pond. A private office offers an ideal retreat for working from home or creative pursuits.At the heart of the home, the gourmet kitchen features a generous island, double convection ovens, built-in microwave, and a dedicated wine-and-coffee station with elegant glass-accent cabinetry. A walk-in pantry connects seamlessly to the dining area, creating a perfect setting for both everyday meals and formal gatherings. Tile flooring, soaring 10’8” ceilings, wood-encased windows, crown molding, and abundant natural light enhance every space—including a cozy gas-burning fireplace. Make your private appointment today! The primary suite is tucked privately at the rear with direct access to the pool area. It boasts tray ceilings, a custom-organized walk-in closet, and a spa-caliber bath complete with dual vanities, a soaking garden tub, and an oversized frameless glass shower. Three additional bedrooms are thoughtfully arranged in a split layout for maximum privacy, each with ample closet space and well-appointed baths. Outside, an extended paver patio surrounds the custom pool, offering an impressive outdoor retreat. With no direct rear neighbors and positioned on a premium corner homesite along a quiet cul-de-sac, the property enjoys unmatched privacy and serenity. Residents also enjoy exclusive access to resort-style amenities, including a clubhouse, resort-style pool, fitness center, tennis and pickleball courts, a playground, and a private walking path along Johns Lake.Just minutes from historic Downtown Winter Garden—with its boutique shops, gourmet dining, farmers market, and cultural events—the home is also convenient to Winter Garden Village, top-rated schools, and major highways. You’re only 15 miles from Orlando’s world-famous attractions.This distinguished residence combines custom craftsmanship, luxurious upgrades, and an unbeatable location to deliver one of Central Florida’s finest living experiences.

503 Minnow Creek Court, Winter Garden

$1,590,000
4 Beds 4 Baths Oakland Park SubDv. 34787 Zip Code
PARADE of HOMES-OAKLAND PARK! Experience refined Florida living in the heart of Winter Garden, where timeless architecture, thoughtful design, & an unbeatable location come together in this exceptional custom-built residence. Situated on an expansive corner lot (~1/4 acre) overlooking one of the community’s most beloved PARKS, this four-bedroom (w/ room for a 5th & office), four-bath luxury HEATED POOL home offers privacy, space, & picturesque views. You’re moments from stunning sunsets, a walk by the LAKE, multiple parks & playgrounds, the community clubhouse, & direct access to the scenic WEST ORANGE TRAIL— a 22-mile paved trail ideal for biking, jogging, & casual strolls. From the moment you arrive, the stunning brick-accented front porch sets the tone, offering a welcoming space to relax while enjoying tranquil park views. Inside, rich wood flooring flows throughout the main living areas, complementing the home’s elevated finishes, such as crown molding, wainscoting, trim work, & custom built-ins. The chef’s kitchen is a true showpiece. Outfitted with premium Thermador & JennAir appliances, QUARTZITE counters, custom cabinetry, designer fixtures, a walk-in pantry, & spacious gathering space, this kitchen was designed for both everyday living & elegant entertaining. The adjacent dining & living areas are bathed in natural light, enhanced by multiple French doors that frame panoramic views of the pool and backyard retreat. The indoor-outdoor connection is simply spectacular. Step outside to your private oasis featuring a sparkling resort-style pool (runs with an ozonator) with travertine decking, generous covered lanai, & an outdoor kitchen equipped with a mini fridge & 48 inch griddle. Each of the four bedrooms is generously sized, offering comfort & versatility for family & guests. One generously sized bedroom is downstairs, which has access to the pool & park through French doors. The primary suite serves as a luxurious retreat with a spa-like bath & dual closets, while all four baths (three en-suite) are thoughtfully designed with quality finishes (marble upstairs, quartzite downstairs). Need an elevator? There's space for the addition! A well-appointed MUDROOM adds everyday convenience & organization, seamlessly blending practicality with style. Additional FEATURES: whole house water filtration system, in-ceiling speakers in the living room, the lanai by the pool, & front porch, tankless water heaters, hard wired cameras inside/out, ample storage, landscape lighting, Cat 6 wiring w/ WiFi access points, & an OVERSIZED garage (~2 1/2). Just a short GOLF CART ride away, you’ll find the charm & vibrancy of Historic Downtown Winter Garden, known for its award-winning restaurants, boutique shopping, outdoor dining, farmers market, & events. This is more than a home — it’s a lifestyle defined by luxury, walkability, community connection, & the unmatched charm of Winter Garden living. This golf-cart-approved WATERFRONT community offers year-round activities, from golf cart parades to book clubs & social gatherings, making it an extraordinary place to call home. The community features parks, playgrounds, two pools, a clubhouse, dog park, & trails. Don’t miss this opportunity to live in one of the areas most sought-after neighborhoods, with easy access to interstate travel, shops, restaurants, golf courses, & world-renowned theme parks. Custom built POOL homes are RARE to market in Oakland Park. Make this DREAM home your reality today!

720 Lake Brim Drive, Winter Garden