Homes for Sale Near West Orange High in Winter Garden - 166 homes

Remarks: Discover this move-in ready 3-bedroom, 2-bathroom CBS construction home in Winter Garden, FL, nestled in the highly sought-after Park Avenue Estates community. Just minutes from downtown Winter Garden, award-winning dining, shopping, and the popular farmers market, this home offers the perfect mix of charm and convenience. Featuring a newer roof, a low HOA, and access to a community pool, you’ll enjoy a relaxed lifestyle in one of Central Florida’s most vibrant neighborhoods. The nearby West Orange Trail is perfect for biking, morning runs, or evening strolls surrounded by Florida’s natural beauty. This move-in ready home places you close to everything, from boutiques and restaurants to top-rated Winter Garden schools. Whether you’re enjoying local amenities or simply relaxing at home, this property provides the ideal opportunity to experience the best of Winter Garden living.

Listing is courtesy of: THE REAL ESTATE COLLECTION LLC (407-656-7814)

Listing Agent: Christian Dyas (407-375-7368)

Remarks: Under contract-accepting backup offers. RENOVATED 3 Bed/2 bath PRIMARY SUITE DOWNSTAIRS, PRIVATE FENCED YARD, AND LOW HOA — ideal for low maintenance living in sought after WINTER GARDEN - near 429 & WINTER GARDEN VILLAGE *** Welcome to 1325 Fettler Way, a beautifully updated 3-bedroom, 2-bathroom townhome offering approximately 1,464 sq ft of thoughtfully designed living space with a rare PRIMARY SUITE ON FIRST FLOOR—perfect for buyers seeking convenience, flexibility, and modern comfort in one of Winter Garden’s most desirable locations. *** This move-in-ready home features a clean, modern design with NEW LUXURY VINYL plank flooring (2022), FRESH modern interior PAINT, updated light fixtures, and 5-inch baseboards that elevate the entire space. *** FURNITURE CAN BE INCLUDED*** The OPEN-CONCEPT living and dining area flows seamlessly into the kitchen, complete with a GAS STOVE, FARMHOUSE sink, pull-down faucet, and ample workspace—ideal for cooking, entertaining, and everyday living.***Designed for both comfort and functionality, the home includes SPACIOUS bedrooms with WALK-IN CLOSETS, an UPSTAIRS interior LAUNDRY room, and UV light AIR PURIFICATION system for enhanced air quality and efficiency. Major updates include a NEW ROOF (2024) and well-maintained systems, offering peace of mind for years to come.***Step outside to your LARGE ENCLOSED PATIO and private FENCED YARD, creating the perfect outdoor space for pets, gardening, relaxing, or entertaining. With two dedicated parking spaces that can accommodate up to FOUR vehicles , this property offers flexibility rarely found in townhome living. This home is ideal for a variety of buyers—perfect for first-time homebuyers, downsizers, or those seeking low-maintenance living with a primary bedroom downstairs. It’s also a great fit for seasonal residents or anyone looking for a lock-and-leave lifestyle with minimal upkeep and strong location value.***Located JUST MINUTES from SR-429 and SR-408, commuting is effortless with quick access to West Orlando, major employment centers, and Disney-area attractions. Enjoy being close to WINTER GARDEN VILLAGE at Fowler Groves for shopping, dining, and entertainment, as well as the charm of HISTORIC DOWNTOWN WINTER GARDEN, known for its farmers market, local boutiques, restaurants, and access to the WEST ORANGE TRAIL for biking and outdoor recreation.***With LOW HOA and NO CDD, modern upgrades, and a highly functional layout, this is a rare opportunity to own a move-in-ready townhome in a prime Winter Garden location.*** Schedule your private showing today and experience the lifestyle this home has to offer—Live here. Bloom here.

Listing is courtesy of: LOTUS DOOR REALTY (407-904-5231)

Listing Agent: Jennifer De Vivo (407-921-1310)

Remarks: Located in the gated community of Hickory Hammock, this beautiful corner-unit townhouse offers 3 bedrooms, 2.5 bathrooms, and a spacious upstairs loft perfect for a home office, media room, or flex space. This well-maintained home features stylish upgrades throughout, including wood-look ceramic tile downstairs and engineered hardwood flooring upstairs, along with brand-new paint and carpet for a fresh, move-in-ready feel. The open living areas lead to a screened back porch overlooking a peaceful green park area with no rear or side neighbors, creating a rare sense of privacy and open space. Additional highlights include a 2-car garage, washer and dryer included, whole-home water filtration system, and UV lights installed on the AC unit for enhanced air quality and efficiency. Residents of Hickory Hammock enjoy outstanding resort-style amenities, including a community pool, volleyball courts, and lake access with a private dock perfect for fishing and enjoying the waterfront lifestyle. With its premium corner location, thoughtful upgrades, and exceptional community amenities, this home offers the perfect blend of comfort, convenience, and low-maintenance living in sought-after Winter Garden.

Listing is courtesy of: OAK AVENUE REAL ESTATE LLC (407-720-5000)

Listing Agent: Tracey Mcfadden (321-217-7808)

Remarks: Welcome to 1209 Castleport Rd — your next chapter in Stoneybrooke West, a gorgeous golf-course community where everyday feels like a getaway. From the moment you arrive you’ll love the manicured fairways, peaceful walking paths, and neighborhood pride that make this community stand out. Step inside and imagine family mornings and movie nights in the bright, open living spaces. This home offers 5 spacious bedrooms and 3 full bathrooms — plenty of room for guests, a home office, or a hobby room. Thoughtful finishes and flexible room spaces make entertaining effortless and daily life comfortable. Location is everything: you’re minutes from theme parks, with fast highway connections for stress-free commutes and weekend escapes, plus easy access to shopping, dining, and services. Whether you’re teeing off on the greens, grabbing dinner nearby, or heading out for a day at the parks, 1209 Castleport Rd combines comfort, convenience, and that warm, community feel you’ve been looking for.

Listing is courtesy of: THE PROPERTY STOP LLC (407-744-5557)

Listing Agent: Angela Magac (407-744-5557)

Remarks: QUICK MOVE IN!!! NEWLY BUILT Highly Desirable Community and Location!! 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 Gated New Community features single-family homes on large homesites without a CDD. Step into the Coral Grand by Pulte Homes, where Luxury and Convenience seamlessly combine to create a Truly Elevated Living Experience. This Remarkable 4-Bedroom 3-Bathroom 1-Flex Room Home, Offers an Oversized Driveway and Corner Lot. The Chef-Inspired Kitchen Features Upgraded Dana White Cabinetry (Soft Close), Oversized Quarts Countertops, Undercabinet Lighting, and Whirlpool Stainless Steel Appliances with Exhaust Fan Exterior, Making Cooking a True Pleasure. The Kitchen seamlessly connects to the Café and Extended Gathering room, where a Sliding Glass Door opens to the Covered Lanai, Enhancing the flow of Indoor-Outdoor Living. The Loft area provides the perfect space to unwind, with two additional bedrooms and one bathroom complete the upper level. This Elegant Home is Equipped with a Smart Nest Thermostat, Smart Google Doorbell, ensuring your home is as connected as it is Beautiful. This home offers the perfect combination of Luxury, Convenience, and Modern Design—an ideal place to live and relax. This Split Floorplan Design of the Home and Laundry Room maximizes Privacy, Useful Space, and Peace. Residents also enjoy all the proximity to Shopping Plazas, Restaurants, Parks, and Entertainment this area is known for. Call NOW and Schedule a tour today!

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: Raymond Tong (954-940-1628)

Remarks: COMPLETELY REMODELED WATERFRONT HOUSE WITH COVERED PRIVATE DOCK AND BOAT LIFT ON THE LAGERST LAKE IN CENTRAL FLORIDA!!! Price can be reduced by $40,000 if the buyer is willing to assume a solar panel loan at 3.49%! Experience the ultimate LAKEFRONT living with this stunning, turnkey home on Lake Apopka in Winter Garden, in the heart of a highly desirable GOLF CART DISTRICT. Boasting over 3,700 sq. ft. of beautifully remodeled living space, this 4-bedroom, 3.5-bathroom residence combines modern luxury with waterfront charm, offering breathtaking sunrise and sunset views every day. Every inch of this home has been meticulously upgraded, creating a move-in-ready oasis with high ceilings, spacious open-concept living, and designer finishes throughout. Gorgeous porcelain tile and hardwood floors flow seamlessly across two stories, complemented by abundant natural light from all-new, upgraded windows. The gourmet kitchen is a chef’s dream, featuring quartz countertops, a large island with built-in cabinetry, stainless steel appliances, a backlit quartz bar, and a modern backsplash. Entertain effortlessly in the expansive dining room and living room, framing incredible LAKE APOPKA VIEWS, GORGEOUS SUNRISES AND BREATHTAKING SUNSETS! The master suite is a serene retreat with two walk-in closets, an oversized Jacuzzi bathroom, and stunning water vistas. Each bedroom boasts lake views, while a second-floor oversized loft offers privacy, a separate bathroom, and noise-reducing flooring—perfect for another master bedroom, home theater or office. A dedicated office/den at the entrance is ideal for remote work or study. Outdoor living is exceptional with two AC-ed and screened patios on the first and second floors, providing panoramic lake views. Boaters will love the expansive deep-water dock with a boat lift and the fun Margaritaville-themed bar. The backyard features a RECENTLY RESURFACED SALTWATER POOL with a new pump, new pool filter, a fully fenced private yard, fruit trees and mature, landscaped greenery creating a private and safe oasis. Additional highlights include NEW WINDOWS, NEW HVAC, new SOLAR PANELS (keeping the monthly ELECTRIC BILL AT $50), smart thermostat, upgraded irrigation and landscaping, a two-car garage with built-in storage and an extensive driveway to park multiple boats or vehicles. Located in a quiet, family-friendly gated community with golf-cart-friendly streets and DIRECT ACCESS to the scenic WEST ORANGE TRAIL. Enjoy Winter Garden’s historic downtown just minutes away, with A-rated schools, shopping, dining, and the famous weekend farmers market. Only 20 minutes to Downtown Orlando and close to Disney, Universal, and major highways without the traffic. There are six highly rated Golf Clubs within a 5-mile radius. This is more than a home—it’s a boater’s and fisherman’s paradise, a lakefront retreat, and a perfect family haven all in one. Don’t miss this rare opportunity to own a completely remodeled luxury waterfront home with unmatched views and lifestyle amenities on Lake Apopka, offering over 30,000 acres of endless water fun!

Listing is courtesy of: KELLER WILLIAMS EAGLE REALTY (305-757-1700)

Listing Agent: Marina Kostic (240-421-6466)

Remarks: A rare and distinguished opportunity to own an exquisite lakefront estate in the coveted Westfield Lakes community on serene Lake Beulah. This impeccably maintained 5-bedroom, 4-bath home — plus an upstairs bonus room — offers 3,451 square feet of gracious, light-filled living with sweeping water views from nearly every room. Property features • Signature infinity saltwater pool with electric heater (installed 2015) and travertine pool decking; two covered lanais and dual sliding glass doors create seamless indoor–outdoor entertaining spaces • Expansive master suite with tray ceiling, intimate seating area overlooking the lake, and a newly reimagined master bath (2025) with freestanding soaking tub, luxurious shower and dual vanities • Elegant, balanced floor plan: private master wing opposite the secondary bedrooms; bedrooms 2 and 3 share a Jack-and-Jill bath; bedroom 4 adjoins a pool-access bath; upstairs bonus room includes a full bath; bedroom 5 at the front currently configured as a refined home office • Formal living and dining rooms framed by picturesque lake vistas; bright, open family room flows to the well-appointed kitchen; welcoming stained-glass double entry doors • Beautifully landscaped grounds, brick paver driveway and three-car garage Recent updates and mechanicals • Roof replaced 2017; new A/C units 2021; hot water heater 2023; exterior painting 2023 • Appliances and conveniences updated: stove 2023, refrigerator 2024, garbage disposal 2025 Community & location • Lake Beulah: an 18-acre spring-fed sanctuary where motorized boats are not permitted — prized for exceptional fishing and abundant wildlife • Westfield Lakes amenities include two community docks, tennis court and multiple playgrounds • Premier setting: directly across from West Orange High School and minutes from Winter Garden Village, historic downtown Winter Garden, major attractions and highways Offered optionally furnished for a modest additional investment. This is an elegant, turn-key lakeside residence — a private showing is highly recommended

Listing is courtesy of: CLOCK TOWER REALTY (407-832-7332)

Listing Agent: Mark Hide (407-832-7332)

Remarks: 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.

Listing is courtesy of: STOCKWORTH REALTY GROUP (407-909-5900)

Listing Agent: Julie Bettosini, Pa (321-689-9594)

Remarks: Under contract-accepting backup offers. WELCOME HOME to this beautiful move-in ready 5 bedroom, 3.5 bath saltwater POOL home nestled in the sought after Westfield Lakes community! Perfectly blending comfort, style, and the very best of Florida living. From the moment you enter, you’ll appreciate the spacious and thoughtfully designed floorplan featuring a private home office, formal living room, formal dining room, and an expansive main living area enhanced by rich wood flooring and an abundance of natural light throughout. The heart of the home is the stunning gourmet kitchen, complete with granite countertops, 42-inch cabinetry with crown molding, a walk-in pantry, oversized center island, stainless steel appliances, breakfast bar, and plenty of prep space. The kitchen flows seamlessly into the main living area with French doors opening directly to the expansive screened lanai, creating the ultimate indoor outdoor lifestyle. Step outside to your own private outdoor oasis featuring sparkling heated saltwater pool overlooking a tranquil pond and conservation area with no rear neighbors. Upstairs, you’ll find a large loft area and 4 additional bedrooms. The primary suite serves as a true retreat, featuring a tray ceiling, dual walk-in closets, and a ensuite bath complete with dual vanities, soaking tub, and a separate walk-in shower. Enjoy peace of mind with a NEW ROOF (2022) and a fully updated saltwater pool system featuring a new pump, salt cell, and filter housing. Residents of Westfield Lakes enjoy outstanding community amenities including two playgrounds, tennis courts, and fishing docks on scenic Lake Beulah. Conveniently located just minutes from top-rated schools, shopping, dining, major highways, biking and walking trails, and everything that makes Central Florida living so desirable. Schedule your private showing today!

Listing is courtesy of: THE REAL ESTATE COLLECTION LLC (407-656-7814)

Listing Agent: Morgan Horsley (256-283-8747)

Remarks: Welcome to the luxury living! Conveniently located in gated Glynwood II/Stone Crest you will find this charming home. Featuring 5bedrooms, 4 baths, formal living and dining rooms, office/den, upstairs bedroom and second floor bonus/theatre room. This exquisite residence offers an expansive and open floor plan that effortlessly blends comfort and sophistication. The gourmet kitchen, adorned with solid surface countertops, stainless steel appliances, and a dedicated breakfast nook is the heart of this home. The spacious family room sets the stage for relaxation and gatherings while the dedicated formal living and dining spaces provide the perfect spot for hosting holiday gatherings and hosting special occasions. In addition to the expansive common areas, this home also features a dedicated study, complete with built-ins making it the perfect spot for those who work from home, a playroom or even a spouse-cave. Retreat to the master suite, an elegant sanctuary featuring dual walk-in closets and a lavish in-suite bathroom with a soaking tub and a separate shower. In addition to the master suite, there are three more generously sized bedrooms, ensuring space for family or visitors. Each of the three bathrooms is beautifully appointed with modern fixtures and finishes. A quick trip upstairs you will find a generous bonus room as well as a 5th bedroom with its own dedicated bathroom, making this the perfect space for growing teenagers, family or guests. Step outside to your own slice of paradise. The screened lanai opens to a private patio area, creating a tranquil space to enjoy Florida living. There is also a vinyl privacy fence and spacious back yard. Close to Winter Garden Village for dining and shopping, and Disney and other major attractions, as well as major highways. Call for your private showing today.

Listing is courtesy of: CENTURY 21 CARIOTI (407-354-0074)

Listing Agent: Theresa Choo Sau, Pa (407-443-6901)

Remarks: Under contract-accepting backup offers. One or more photo(s) have been virtually staged. Set within one of Winter Garden’s most sought-after communities, 15480 Sandfield Loop presents a thoughtfully updated residence defined by clean, modern finishes, soaring interior volume, and a seamless connection to outdoor living. A welcoming front elevation and expansive paver driveway introduce the home with presence, leading to a light-filled interior where elevated ceiling heights and continuous wood-look tile flooring create an immediate sense of openness and cohesion. The main living area is anchored by volume and natural light, with large sliding glass doors framing views of the covered lanai and screened pool beyond. The kitchen has been completely redesigned with all-new cabinetry and features granite countertops and a functional island layout that offers both everyday practicality and an ideal setting for gathering. Pendant lighting and stainless steel appliances complete the space, maintaining a clean, timeless aesthetic. All secondary bathrooms have been fully updated with modern finishes, including sleek vanities, updated fixtures, and sliding glass door showers, delivering a polished, move-in ready experience throughout. The primary suite offers a spacious layout with the opportunity to further personalize, creating a private retreat tailored to your vision. Outdoor living is where this home truly shines. The covered lanai extends seamlessly from the interior, overlooking a screened-in pool and spa designed for year-round enjoyment. Beyond, the fully fenced backyard opens to a rare sense of privacy, backing to a rural settlement with no direct rear neighbors, creating a setting that feels both open and secluded. Positioned on a corner homesite along a gently curved street, the property benefits from added spacing, enhanced curb presence, and a more open feel than typical interior lots. Situated just minutes from shopping, dining, and major roadways, this home combines thoughtful interior updates, strong architectural volume, and a highly livable indoor-outdoor layout, an increasingly rare offering at this price point.

Listing is courtesy of: ORLANDO PROPERTY ADVISORS (407-808-3695)

Listing Agent: Kayla Devoogel (407-493-5452)

Remarks: Welcome to Winter Grove in the charming city of Winter Garden. Ideally located just 1.2 miles from Winter Garden Village and approximately 2.8 miles from Historic Downtown Winter Garden, this intimate gated community offers the perfect blend of luxury, convenience, and privacy. Featuring spacious homesites and no CDD, residents enjoy easy access to premier shopping, dining, entertainment, and everything that makes this one of Central Florida’s most sought-after locations. Introducing the stunning Roseland model, a beautifully designed 5-bedroom, 5-bathroom residence with a 3-car garage, offering an exceptional balance of elegance, functionality, and thoughtfully curated finishes throughout. As you step through the impressive double glass entry doors, you are welcomed by a dramatic two-story foyer that immediately creates a grand first impression. Just off the entrance, an enclosed flex room provides endless possibilities—ideal as a home office, fitness room or additional living space—while the formal dining room creates the perfect setting for entertaining. Continuing through the home, a striking staircase featuring engineered hardwood plank treads and wrought iron balusters enhances the sophisticated design. Tucked beneath the staircase is a wine lover’s dream: a stylish wine cave complete with built-in cabinetry, quartz countertops, and designer tile backsplash. At the heart of the home, the open-concept kitchen is designed to impress, featuring built-in KitchenAid stainless steel appliances, including a gas-cooktop, oven, and beverage cooler. Beautiful two-tone soft-close cabinetry is paired with elegant quartz countertops, creating a timeless and refined aesthetic, while a spacious walk-in pantry provides abundant storage. The seamless flow between the kitchen, café, and gathering room creates an inviting and light-filled space, ideal for both everyday living and entertaining. Sliding doors lead to the covered lanai, which has already been pre-plumbed and pre-wired for a future outdoor kitchen, including electric, water, sewer, and natural gas connections—allowing the future owner to easily create their dream outdoor living space. Also located on the first floor is a spacious Multi-Gen Suite, perfect for guests or multigenerational living, complete with a walk-in closet and private bathroom. Upstairs, the luxurious owner’s suite occupies its own private wing, creating a peaceful retreat. An additional sitting area provides the perfect place to unwind or enjoy quiet moments. The spa-inspired owner’s bath showcases a freestanding soaking tub, oversized frameless glass shower and generous dual walk-in closets. The second floor also features additional well-appointed bedrooms, including two connected by a Jack-and-Jill bathroom and another with its own private en-suite bath, offering both comfort and privacy for family and guests. The upstairs laundry room, complete with cabinetry and a utility sink with quartz finishes, adds everyday convenience. Residents of Winter Grove also enjoy access to community amenities including a beautiful pond with walking trails. With an intelligently designed floor plan, carefully selected finishes, and a highly desirable location, this exceptional home offers the perfect blend of luxury, comfort, and lifestyle. Schedule your private tour today and experience this extraordinary home has to offer.

Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)

Listing Agent: Daniel Pavel (407-747-3408)

Remarks: Under contract-accepting backup offers. Welcome to one of Winter Garden's most coveted addresses — nestled in the heart of the Golf Cart District, this beautifully appointed Oakland Park home delivers the Florida lifestyle you've been waiting for. With 4 bedrooms, 3.5 bathrooms, and 3,012 square feet of thoughtfully designed living space, this 2013-built corner lot residence blends everyday comfort with elevated finishes at every turn. Step inside to soaring vaulted ceilings in the family room that create an immediate sense of volume and light. Rich wood flooring flows through the downstairs living areas, complemented by clean ceramic tile and plush carpet in the bedrooms — a seamless combination of warmth and function. The open layout is designed for real living, whether it's a quiet evening in or hosting the people you love most. Outside, brick pavers set the tone for an outdoor living experience that's genuinely special. A large covered back patio creates the perfect setting for morning coffee or evening entertaining, while a classic breezeway connects the home to the garage with both style and practicality. But it's the location that truly sets this home apart. Oakland Park is one of Central Florida's most sought-after communities — complete with two resort-style pools, a beautifully appointed clubhouse, and a dedicated dog park. Step outside your door and hop on your golf cart to access the iconic West Orange Trail, or cruise just minutes into the heart of Downtown Winter Garden, where Plant Street Market, award-winning restaurants, rooftop bars, and a thriving local food scene await. This is the rare home where community, convenience, and character all converge.

Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)

Listing Agent: Matthew Mckee (407-948-0658)

Remarks: Large Price Improvement. Downstair location, peace and ease with this updated 2/2 FIRST FLOOR condo in Winter Garden. You will love this condo placement in the rear of the community near the pond with fountain, community pool, rentable clubhouse, basketball courts and NO STAIRS. Enjoy the private setting while sitting on your screened porch with your favorite book or beverage and the frequent visits from the neighborhood ducks. The condo has been updated to include the cabinets, counters, updated bathrooms and tile floors throughout. Move in ready so just grab your things and come on. What's Nearby? ANYTHING you could need or want. Only 1.5 miles from downtown Winter Garden, 2.5 miles to Winter Garden Village, 15 miles to Walt Disney World® and other theme parks, 24 miles to MCO Orlando's International Airport/Brightline highspeed passenger train and just over an hour to dip your toes in salty water and sand on Florida's World Famous Beach in Daytona. Downstair units with perfect location do not come around often so book your private tour today and ask your REALTOR for the video walk through link.

Listing is courtesy of: BONJORN REAL ESTATE (352-394-2112)

Listing Agent: Mendy Bacon (407-383-7213)

Remarks: Under Construction. 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 Imperial by Pulte Homes, where luxury and convenience seamlessly combine to create a truly elevated living experience. This remarkable 5-bedroom, 3.5-bathroom home with a 2-car garage offers unparalleled craftsmanship and thoughtful design throughout. The open-concept layout flows effortlessly, creating an expansive, airy feel that exudes both sophistication and comfort. On the first floor, discover a private en suite bedroom with a walk-in closet and elegant quartz countertops—a perfect retreat for guests. At the heart of the home, the chef-inspired kitchen is a true masterpiece, featuring 42” soft-close cabinetry, striking quartz countertops and decorative tile backsplash. Whirlpool stainless steel appliances, including a built-in natural gas cooktop and a refrigerator, make cooking a pleasure. The kitchen seamlessly connects to the café and gathering room, where a sliding glass door opens to the covered lanai, enhancing the flow of indoor-outdoor living. The first floor also offers a convenient powder room, perfect for guests. Upstairs, the luxurious owner’s suite is a private sanctuary, featuring a spacious walk-in closet and a spa-like en suite bathroom with quartz-topped dual vanity sinks and a frameless glass enclosed shower. The loft area provides the perfect space to unwind, while three additional bedrooms and a bathroom complete the upper level. For added convenience, a thoughtfully located upstairs laundry room with utility sink simplifies everyday tasks. Beautiful wood-look luxury vinyl plank flooring is found throughout the main living areas of the first-floor, at the stair case, and first floor bedroom, while plush, stain-resistant Shaw carpet can be found throughout the upstairs bedrooms and loft, and tile complements the bathrooms and laundry room. Designer-curated finishes elevate every corner of this home, including pendant light pre-wire and under cabinet lighting in the kitchen, brushed nickel plumbing fixtures and hardware, 2” faux wood blinds, and Whirlpool washer and dryer enhance the home's style and comfort. This home is equipped with a smart thermostat, smart doorbell, and LED downlights, ensuring your home is as connected as it is beautiful. This home offers the perfect combination of luxury, convenience, and modern design—an ideal place to live and relax. Schedule a tour today!

Listing is courtesy of: PULTE REALTY OF NORTH FLORIDA LLC (407-250-9131)

Listing Agent: Adrienne Escott (407-250-9131)

Remarks: Welcome to Southern Pines in the heart of Winter Garden! This clean and well-maintained 1-bedroom, 1-bath upstairs condo offers bright, open living with a rare combination of features you won’t often find in the community. Positioned on the upper level, the home enjoys enhanced privacy and abundant natural light with windows on both sides of the building, creating an airy and inviting atmosphere throughout the open-concept living and dining area. The kitchen flows seamlessly into the main living space and features granite countertops, ample storage, and all appliances convey with the sale — making this home truly move-in ready. Enjoy peaceful views overlooking the community tennis courts and resort-style pool. Downstairs, the attached 1-car garage and generous under-stair storage closet provide exceptional storage space — a true rarity within the neighborhood. Enjoy maintenance-free living, with HOA fees covering lawn care, cable, internet and water. Spend your weekends exploring Winter Garden Village, just 1.5 miles away, or immerse yourself in the charm of historic Downtown Winter Garden, filled with cozy cafés, boutique shops, farmers markets, and more. Outdoor enthusiasts will appreciate easy access to the West Orange Trail, perfect for biking, jogging, or leisurely strolls. Commuting is effortless with quick connections to the Florida Turnpike, SR 408, and SR 429. The gated Southern Pines community offers impressive amenities, with the pool, hot tub, and clubhouse located across the street. Additional features include a covered playground, movie theater, game room, office space, outdoor kitchen with grills, tennis court, indoor basketball and racquetball courts, sand volleyball, and even a car wash station. Don’t miss your opportunity to own in one of Winter Garden’s most convenient and amenity-rich communities. Schedule your showing today.

Listing is courtesy of: THE REAL ESTATE COLLECTION LLC (407-656-7814)

Listing Agent: Anna Gay Hunter (407-446-9878)

Remarks: THE BEST OF AVALON RIDGE. FULLY UPGRADED. DESIGNER-CURATED. UNMATCHED. Welcome to one of the most exceptional residences in Avalon Ridge, a 2024-built estate that sets the standard for luxury living. Offered at $2,000,000, this is not just another home in the neighborhood, it is the benchmark: the most upgraded, most refined, and most thoughtfully designed. Spanning a grand two-story layout, this residence offers 6 bedrooms, 5 full baths, and 2 half baths, seamlessly blending modern sophistication with elevated functionality. From the moment you enter, you’re met with striking architectural presence, enhanced by custom high-end carpentry, bespoke built-ins, designer vanities, and fully customized walk-in closets; every inch curated with intention. The home is grounded by premium upgraded flooring throughout and anchored by a true gourmet kitchen, a showpiece space designed for both everyday living and elevated entertaining. Flowing effortlessly into expansive open-concept living areas, this home was built to impress and perform. The main-level primary suite is a private sanctuary, featuring a spa-inspired bath, dual vanities, and an oversized custom closet. Floor-to-ceiling sliding glass doors flood the home with natural light and open to a generous backyard, complete with approved plans for a future resort-style pool, offering the opportunity to create a true private oasis. Upstairs, the lifestyle continues with a spacious loft featuring a built-in wet bar, perfect for entertaining or unwinding. Four additional bedrooms include a well-designed Jack-and-Jill layout, while a dedicated bonus/media room provides flexibility for a theater, game room, or lounge. ADDITIONAL HIGHLIGHTS INCLUDE: Dual laundry rooms (both levels for ultimate convenience) * Two EV charging stations * Designer lighting and custom window treatments throughout * Extensive built-ins and upgraded finishes that convey. For those seeking a fully turnkey experience, select designer furnishings may be available, making this one of the most compelling move-in-ready opportunities in Winter Garden. This is more than a home, it’s the crown jewel of Avalon Ridge. A rare opportunity to own the best-renovated, best-designed, and best-presented property in the community.

Listing is courtesy of: DOUGLAS ELLIMAN (561-655-8600)

Listing Agent: Dianna Desboyaux (407-920-4601)

Remarks: Beautifully updated home featuring an open-concept layout with soaring high ceilings and tile flooring throughout the main living areas. The bedrooms are upgraded with luxury vinyl flooring, while the spacious loft showcases elegant bamboo flooring. The gourmet kitchen is a true showpiece, equipped with premium Thermador appliances, including a built-in refrigerator, cooktop, hood, oven, and microwave. A massive cook’s island with abundant storage underneath makes this space perfect for cooking and entertaining. This home offers 5 bedrooms and 3 full bathrooms, including a stunning primary suite with a double shower head and a separate soaking tub, separate vanities. Step outside to a private outdoor patio ideal for relaxing, grilling, or enjoying Florida evenings with family and friends. Located in the highly desirable Cambridge Crossing community, this home is zoned for excellent schools, including Lake Whitney Elementary, SunRidge Middle School, and West Orange High School. The neighborhood offers a prime Winter Garden location just minutes from Winter Garden Village, downtown Winter Garden, major highways, and an abundance of shopping, dining, and entertainment options. A rare gem to find. **This property is staged.

Listing is courtesy of: KARDOSH REALTY (407-499-4466)

Listing Agent: Noah Araujo (407-728-4224)

Remarks: Beautiful 2-bedroom, 2-bathroom condo just under 1,300 sq ft in one of the most desirable areas of Winter Garden. Both bedrooms feature large walk-in closets, and the layout is exceptionally well designed, making the home feel spacious and comfortable. The unit COMES WITH A 1-CAR GARAGE, a rare and valuable feature. All appliances are BRAND NEW, including refrigerator, microwave, stove, and dishwasher. A washer and dryer are also included. The flooring has been completely renovated to elegant wood flooring throughout. The main living area offers a separate flex space that is PERFECT for a home office or a kids’ play area. Conveniently located next to the community car wash, with resort-style amenities that include an amazing clubhouse, pool area with barbecue grills, fully equipped gym, tennis courts, basketball courts, and more.

Listing is courtesy of: JOHN SILVA REALTY & ASSOCIATES (407-420-7908)

Listing Agent: John Silva (407-420-7908)

Remarks: One or more photo(s) has been virtually staged. Welcome to 15558 Sandfield Loop, a refreshed residence offering a turn-key lifestyle within one of Winter Garden’s most exclusive and hard-to-find GATED community. This house has been freshly updated from top to bottom, including new interior and exterior paint that makes the whole place feel brand new. The first thing you'll notice when you walk in is the massive, two-story high ceiling in the living area—it brings in tons of natural light and gives the home a great, airy feel. The kitchen has been fully redone with modern two-tone cabinets and beautiful quartz countertops. Throughout the home, you will find fresh paint and new flooring that perfectly complement the contemporary aesthetic. Situated within a highly-rated school zone, this MOVE IN READY property combines the security of a premier gated community with grand architectural features and stylish updates.

Listing is courtesy of: ORLANDO HIGHLAND REALTY LLC (561-385-7610)

Listing Agent: Xiaoli Lin (561-385-7610)