Refine Search
Sort by
$585,000
3 Beds 2 Baths Orchard Pk/Stillwater Xing Ph SubDv. 34787 Zip Code
Inside, this thoughtfully designed residence features 3 bedrooms, 2 full bathrooms, and a versatile den ideal for a home office, guest space, or flex room. Crown molding throughout adds an elegant touch, complementing the home’s spacious and functional layout. Stainless steel appliances, double oven, granite countertops, huge screened in patio and many more. Located in the highly desirable Horizon West/Hamlin area, this beautifully appointed home offers both convenience and comfort. Just minutes from major highways including 429, 408, and the Florida Turnpike, with easy access to Disney—only 15 minutes away. Enjoy close proximity to Winter Garden Village featuring premier shopping, dining, and entertainment, as well as the new Horizon West Regional Park just 5 minutes away. The home is situated only a few blocks from Foundation Academy, a top-rated private school, and is surrounded by highly regarded nearby schools. Perfectly located and impeccably maintained, this home offers an exceptional opportunity to enjoy everything Horizon West has to offer.

3136 Irish Peach Drive, Winter Garden

$675,702
4 Beds 3 Baths Avalon Woods SubDv. 34787 Zip Code
Virtually Staged. Pre-Construction. To be built. Opportunity in Avalon Woods! Discover the newest community by Dream Finders Homes in highly sought-after Hamlin, Winter Garden. Welcome to the Anna Maria, an award-winning single-story, open-concept home designed for modern living and effortless entertaining. The thoughtfully designed layout flows seamlessly from the great room to the dining and kitchen areas, creating a bright and welcoming space for family and guests. The kitchen features an oversized island, ample counter space, and an open layout that connects directly to the living areas, making it perfect for everyday living and entertaining. The owner’s suite and additional bedrooms are thoughtfully placed to maximize privacy and comfort. Located in the brand-new Avalon Woods community, residents enjoy boutique-style charm just minutes from top-rated schools, Hamlin Town Center, Hwy 429, and Disney.

6007 Flowering Cherry Bend, Winter Garden

$553,963
3 Beds 3 Baths Northlake At Ovation Phase 2 & 3 SubDv. 34787 Zip Code
Discover this brand-new home in the highly desired Northlake At Ovation community in Winter Garden! This stunning new construction features 3 bedrooms and 2 bathrooms, designed with modern finishes and an open-concept layout that brings comfort and sophistication to every space. One of the true highlights of this property is its breathtaking lake view — enjoy peaceful mornings and relaxing afternoons with serene water views right from your home. The community offers resort-style amenities, including a sparkling swimming pool, beautifully designed common areas, and a well-planned structure ideal for a vibrant and active lifestyle. Located in one of Winter Garden’s most sought-after areas, this subdivision is zoned for top-rated A-rated schools, making it the perfect choice for families seeking quality, comfort, and an exceptional environment to call home. This is your opportunity to own a brand-new home with unparalleled lake views in a community that truly stands out.

11377 Pixie Mandarin, Winter Garden

$750,000
4 Beds 2 Baths Lake Avalon Groves Rep SubDv. 34787 Zip Code
3.82 ACRES OF SECLUDED PRIVACY AND STUNNING VIEWS! Perched on a hilltop and surrounded by nature, this property offers the perfect combination of tranquil serenity and modern convenience to the luxuries and amenities of Windermere and Winter Garden. Zoning is A-1 within the Lake Avalon Rural district which allows for 1 dwelling unit per 5 acres. Horses and farm animals welcome. Spread out and build your dream estate! The existing home is 1,685 SF with 4 bedrooms and 2 full bathrooms. Renovate it, tear it down, or reimagine it as a guest house or pool cabana! Roof replaced in 2005. AC replaced approximately 2019. Water heater replaced approximately 2015. AC replaced approximately 2019. Private well and septic systems. Public water and sewer connections available. Less than 30 minutes from Disney World and downtown Orlando, this is a rare opportunity to own a hilly 3.82 acre private estate in one of the most stunning and desirable areas of Winter Garden and Central Florida. Whether you are looking for a full-time residence or a luxury getaway, this property offers endless possibilities!

17309 Marsh Road, Winter Garden

$553,000
3 Beds 3 Baths Serenade At Ovation SubDv. 34787 Zip Code
One or more photo(s) has been virtually staged. The Cooper – 2,078 Sq. Ft. | 3 Bedrooms + Loft | 2.5 Baths | 2-Car Garage Beautiful open-concept home featuring 2,078 sq. ft. with three bedrooms, a loft, and 2.5 bathrooms with the front of the home facing conservation! The gourmet kitchen offers quartz countertops and linen cabinets, overlooking the dining and living areas for seamless entertaining. Elegant level-three natural wood-look plank tile flows throughout the first floor, adding warmth and style. Upstairs includes a spacious primary suite with a walk-in closet, dual sinks vanity, and walk-in shower, plus two additional bedrooms and a loft ideal for a home office or flex space. Additional features include a two-car garage and modern finishes throughout. Move-in ready with thoughtful design and contemporary appeal.

13169 Calming Breeze Way, Winter Garden

$434,900
3 Beds 2 Baths Waterleigh Ph 1b SubDv. 34787 Zip Code
One or more photo(s) has been virtually staged. SELLERS ARE MOTIVATED AND ARE OFFERING CLOSING COST CONCESSIONS PLUS A FREE HOME WARRANTY TO THE BUYER, MAKING THIS AN EXCEPTIONAL OPPORTUNITY. Welcome to 8197 Lakeview Crossing Drive in Winter Garden, Florida, a MOVE-IN-READY 3 BEDROOM, 2 BATHROOM home located in one of Central Florida’s most desirable and fast-growing areas, known for TOP-RATED SCHOOLS, convenient access to major highways, shopping and dining, and the charm of DOWNTOWN WINTER GARDEN with its farmers markets, trails, and community events. This home has had ONE ORIGINAL OWNER SINCE 2016, has been PROFESSIONALLY CLEANED, and features CARPETS JUST CLEANED THROUGHOUT THE PROPERTY WITH RECEIPT ATTACHED. The kitchen offers STAINLESS STEEL APPLIANCES, and the home includes a WASHER AND DRYER, plus an ADDITIONAL NEVER-USED WASHER AND DRYER IN THE GARAGE along with an EXTRA REFRIGERATOR, providing excellent functionality and storage. The AC WAS JUST SERVICED RECEIPT AND SERCIVE REPORT ATTACHED, and the TWO-CAR GARAGE adds everyday convenience. For full transparency and buyer peace of mind, a FULL HOME INSPECTION REPORT IS ATTACHED DONE DEC 2025, ALONG WITH A PASSING 4-POINT AND WIND MITIGATION REPORT COMPLETED IN DECEMBER 2025; the ROOF HAS APPROXIMATELY 16 YEARS OF REMAINING LIFE, which may allow the buyer to RECEIVE INSURANCE DISCOUNTS. ALL DOCUMENTATION IS ATTACHED IN THE MLS, making this a truly turnkey home in a prime Winter Garden location.

8197 Lakeview Crossing Drive, Winter Garden

$660,000
4 Beds 3 Baths Waterleigh SubDv. 34787 Zip Code
Short Sale. Beautiful home located in one of Winter Garden’s most prestigious communities, Waterleigh. This property offers conservation views, no rear neighbors, and a fully fenced backyard, providing privacy and tranquility. Features include brick exterior, no carpet throughout, a whole-house water filtration system, and innovative stairway lighting that activates as you walk, guiding each step with modern design and added safety. The gourmet kitchen is ideal for everyday living and entertaining. The layout offers 4 bedrooms and 3 full bathrooms, two spacious living areas, one on the main level and a large upstairs family room, plus a versatile loft. Waterleigh offers spectacular resort-style amenities, including three large pools, fitness center, multiple event and clubhouse spaces, as well as schools and shopping within the community. An exceptional opportunity in a highly desirable residential area.

18344 Oliver Twist Way, Winter Garden

$505,000
3 Beds 3 Baths Panther View SubDv. 34787 Zip Code
Beautiful and Luxury Single family home in a great location . Don’t miss this 3-Bedroom, 2.5 bath retreat in Orange County National Golf Community that is within the well known Orange County National Golf Center and Lodge. This wonderful home offers a rare blend of luxury, space, and access to world-class amenities. Home is Solana 2 Model of Lennar. As you enter the home you will notice that the, pride of ownership is evident. The meticulously maintained exterior invites you into a spacious, thoughtfully designed interior where elegance and functionality harmonize.This home that is the perfect blend of size & function featuring a butlers pantry & large walk in pantry. This true open concept allows the chefs and entertainers of the family to join in on the conversation with family and their guests. You will notice the tile flooring throughout the main living areas, enhancing the open flow of the home and adding a touch of refined style. The kitchen is a culinary masterpiece featuring sleek granite countertops, stainless steel appliances, and abundant cabinetry—perfect for preparing gourmet meals or gathering with family and friends. The generously sized carpeted bedrooms are ideal for rest and relaxation. The luxurious primary suite boasts a spa-like ensuite bath, complete with a rejuvenating shower and a serene garden tub. This Ecosmart home has solar power to offset the electric bills & come fully connected with features like a Honeywell thermostat, Kevo lock and ring doorbell. Not to mention, remote blinds in the master and Lutron lights in the kitchen that are all verbally controlled through the Amazon Alexa. Home comes with a washer and dryer and the dryer is 2025 installed. This property is located just minutes from Walt Disney World, Universal Studios, and the vibrant West Orange Trail. You will be able to enjoy nearby parks, restaurants, and shopping, with major highways easily accessible for smooth commuting. This is more than just a home—it’s your gateway to a lifestyle defined by luxury, leisure, and location. Don’t miss this opportunity to live in one of Central Florida’s most desirable communities. Welcome to your dream home in Orange County National—where elegance meets excitement. The list of upgrades of the home include a fence around the home, smart home features through out home including Honeywell thermostat, Kevo lock and ring doorbell along with remote blinds in the master bedroom and Lutron lights in kitchen. The home has wifi extenders so the signal strength remains strong along with ring cameras. Home is security wired and has water softener. Gutters are already installed. The home has 32 solar panels. Half of these are already paid for and other 16 panels cost 52$/month.

9226 Cut Shot Drive, Winter Garden

$435,000
2 Beds 1 Baths Ellman Park SubDv. 34787 Zip Code
Downtown Winter Garden Charmer! Nestled on a storybook brick street in the heart of Winter Garden’s Historic Golf Cart District, this charming bungalow feels like home the moment you arrive. The updated 2-bedroom, 1-bath residence sits on a generous quarter-acre lot, offering rare space and endless possibilities. Just four blocks from beloved Plant Street, enjoy morning walks to the Farmers Market, evenings at local restaurants, charming boutiques, historic museums, and the energy of year-round community events. The West Orange Trail is right nearby for biking or strolling, and convenient access to major highways and theme parks makes this location as practical as it is magical. A true downtown gem where lifestyle meets charm.

18 W Vining Street, Winter Garden

$905,000
4 Beds 4 Baths Oakland Park SubDv. 34787 Zip Code
Your new dream home awaits! This stunning corner-lot property in sought-after Oakland Park, showcases thoughtful design, modern upgrades, and everyday comfort on over a quarter acre of beautifully maintained land, making it one of the largest lots in the community! A spacious, wraparound covered front porch sets a warm and inviting tone, perfect for morning coffee, evening conversations, and welcoming guests. Just inside the entry, a private home office offers the ideal setup for working from home or hosting business meetings, complete with a built-in bookcase, rolling ladder, and a hidden door leading to additional storage. The first floor opens into an airy, light-filled living space with soaring ceilings, recessed lighting, and an open layout connecting the living room, dining area, and kitchen, perfect for both every day life and entertaining. The chef’s kitchen is a true showpiece, featuring a large island with breakfast bar, abundant cabinetry and counter space, elegant glass-front cabinets, crown molding, chic design selections, and GE stainless steel appliances. Making meals of any size will feel like a breeze in this stunning kitchen! The primary suite, conveniently located on the first floor, feels like a private retreat with an oversized walk-in closet, and a spa-inspired en suite bathroom offering a soaking tub, walk-in shower, and dual vanities. Upstairs, a dedicated home theater creates an unforgettable entertainment experience, complete with a 4K projector, large screen, and surround sound system that convey with the home. Additional bedrooms are bright, spacious, and thoughtfully designed with ample storage so everyone feels right at home. Recent updates within the past 5 years include new second-floor carpet, replaced A/C and water heater, fresh exterior paint, and a 2025 Generac whole-house standby generator, providing you with peace of mind that this home has truly been cared for. The backyard is perfect for relaxing in the warm Florida weather, featuring a custom pergola with Sunbrella cable shades, a grill station with integrated power and lighting, garden beds, and a play fort. The fully fenced yard offers a safe, private space for four legged friends and little ones to roam freely without worry. The garage has been fully insulated and equipped with its own dedicated air conditioning system, keeping the space climate-controlled year-round, making it perfect for a workshop, home gym, hobby space, or extra storage.The fun continues close to home, with community amenities that include parks, a playground, a sparkling pool and so much more! Situated in the golf cart district, you’re just a short ride from downtown Winter Garden, where brick-lined streets come alive with weekly farmers markets, seasonal community events, charming boutiques, and a variety of locally loved restaurants and cafés. Outdoor enthusiasts will love the nearby West Orange Trail for biking, running, or scenic walks, while top-rated schools, shopping, and dining are all close by. With easy access to major highways, commuting throughout Central Florida is simple, and you’re only 20 minutes from Walt Disney World, putting world-class entertainment right within reach. This home offers the perfect blend of luxury, lifestyle, and location. Don't miss out on this stunning home, schedule your private showing TODAY!!!

873 Gayle Mill Drive, Winter Garden

$775,000
4 Beds 4 Baths Watermark Ph 1b SubDv. 34787 Zip Code
Welcome to 9282 Woodcrane Drive, a stunning residence nestled in the heart of Winter Garden, Florida. This home showcases modern living with four bedrooms, four bathrooms, and a thoughtfully designed layout that blends comfort and luxury. The home opens with a long gallery-style hallway that visually connects the entry to an inviting backyard, allowing natural light to flow through the space. At the front of the home, a private guest suite with an ensuite bath is positioned just off the main hallway, offering a comfortable and secluded retreat. Continuing down the hall, a den with sliding doors provides a flexible space well suited for a home office, library, media room, or creative studio. The entryway leads into an expansive open-concept great room, where the gourmet kitchen, living area, and TV room come together as the central gathering space. French doors open to the outdoor entertaining area and pool, creating a seamless indoor-outdoor connection. Just off the main living area is a half bath and an additional private office, adding convenience and versatility. Step outside to a screened lanai featuring a pool with dedicated areas for lounging and outdoor dining, all overlooking a fully fenced backyard that offers added privacy and an ideal setting for relaxing or entertaining. Ascending the light-filled staircase, the upper level reveals a secluded primary suite at the rear of the home with serene views of the pool. The spacious primary bedroom is complemented by an ensuite bath with dual sinks, a soaking tub, and a private enclosed toilet room designed for everyday comfort. Down the hallway, two additional bedrooms and a full bathroom complete the upper level, creating a well-balanced and functional layout. Beyond the home itself, the community offers an impressive array of amenities, including a water park, cabanas, tennis and basketball courts, BBQ areas, multiple playgrounds, walking trails with exercise stations, and dog parks. The location further enhances the appeal. The home is conveniently located near The Mark Shopping Center, offering a variety of dining, shopping, and everyday conveniences. Adding a unique touch, nightly Disney fireworks can be enjoyed from the front porch. This home offers a distinctive living experience in a vibrant community. Schedule your private showing and discover all that 9289 Woodcrane Drive has to offer.

9282 Woodcrane Drive, Winter Garden

$580,000
3 Beds 2 Baths West Lake Hancock Estates SubDv. 34787 Zip Code
Beautifully upgraded home featuring top-of-the-line appliances, high ceilings that enhance the open, elegant feel. The well-designed layout offers both functionality and style, ideal for everyday living and entertaining. Located in a highly desirable Winter Garden Hamelin community with exceptional HOA amenities, including clubhouse, fitness center, pool, park, playground and dog park. Enjoy a true Florida lifestyle with community water features offering lake access, fishing, dock, and private, public, and community boat ramps. Conveniently situated minutes from Disney, major attractions, premier shopping, dining, and easy access to major roadways. A perfect blend of comfort, lifestyle, and location.

7825 Bostonian Drive, Winter Garden

$1,545,000
5 Beds 5 Baths Lakeshore Preserve Ph 4 SubDv. 34787 Zip Code
*** PRICE REDUCTION *** Located in the sought-after Lakeshore Preserve community of Winter Garden, this 5-bedroom, 4.5-bath, 4,300 sq ft luxury lake view home offers refined design and flexibility. The home features two primary suites, one on the main level and one upstairs, ideal for multigenerational living or hosting guests. From the moment you enter, refined finishes and an open layout set the tone, enhanced by a covered entry with a two-story foyer, oak stair treads, Shaw Sonoma porcelain tile throughout the main level, and Shaw Supino LVP flooring upstairs. A formal dining room leads seamlessly through a butler’s pantry with a walk-in pantry into the heart of the home. The chef’s kitchen impresses with an oversized island with dining bar, quartz countertops, soft-close cabinetry, decorative upper cabinets, a farm sink, designer hood, and high-end KitchenAid appliances, including a natural gas cooktop and built-in oven, complemented by a Sub-Zero panel refrigerator. Upgraded plumbing fixtures and low-voltage enhancements, including a security system and wireless access points, elevate functionality. The open living room features coffered ceilings with wood trim detailing and expansive sliding glass doors capturing breathtaking lake views and overlooking the resort-style saltwater infinity pool and spa for seamless indoor-outdoor living. The downstairs primary suite offers a private escape with a spacious bedroom, walk-in closet, and spa-inspired bathroom with dual vanities, soaking tub, and frameless glass-enclosed shower. Upstairs, a versatile loft provides additional gathering space, while the main primary suite is a true showpiece with double-door entry, an expanded upper balcony, and a private balcony with retractable motorized screens showcasing lake views, fireworks, and rocket launches. This suite also features custom walk-in closets and a luxurious bathroom with a soaking tub overlooking the water and an oversized walk-in shower with floor-to-ceiling tile. Bedroom three includes a walk-in closet, private ensuite bathroom, and additional square footage. Two additional bedrooms share a full bathroom with double vanities. Outdoor living shines with an expanded covered lanai featuring pavers, privacy wall, motorized screens, and pre-plumbed water and gas connections. The heated saltwater infinity pool and spa with sun shelf are perfectly positioned to capture the view. Beyond the pool, an extended patio with a private gas fire pit creates an ideal space for entertaining or relaxing under Florida’s night skies. Additional features include a solar system reducing monthly electric costs, tankless Rinnai natural gas water heater, wired emergency generator outlet, whole-home surge protector, whole-home water filtration and softener, ample storage, custom closets throughout, bottom-up/top-down blinds, laundry room, and a two-car garage with epoxy flooring and over-garage storage. The home also features upgraded landscaping, fencing, and a small in-home safe. Residents enjoy lawn care included with the HOA and access to resort-style amenities on Panther Lake, including a zero-entry pool, clubhouse, fitness center, and playground, beach volleyball court, dock, and kayak launch. Conveniently located near Hamlin Town Center, Orange County National Golf Center, major highways, and minutes from Walt Disney World, this exceptional home offers luxury, lifestyle, and an unbeatable Winter Garden location. Schedule your private showing today.

15606 Shorebird Lane, Winter Garden

$504,990
3 Beds 3 Baths Lake Star At Ovation SubDv. 34787 Zip Code
Under Construction. Discover this stunning new construction home at 17340 Beachgrass Alley, Winter Garden, built by M/I Homes. This thoughtfully designed 3-bedroom, 2.5-bathroom home offers 1,816 square feet of comfortable living space with an open-concept layout that seamlessly connects the main living areas. Step into the spacious family room, which is full of natural light thanks to several large windows. It's also seamlessly connected to the kitchen and dining area, creating an inviting atmosphere for both relaxation and social gatherings. The kitchen is sure to impress with its large island, corner pantry, stunning countertops, loads of cabinets. Up the stairs, which are open to the family room below, you'll find all 3 bedrooms, a shared full bathroom, and a conveniently placed laundry room. Your owner's suite features a tray ceiling, a huge walk-in closet and en-suite bathroom with a double-sink vanity, and private water closet.

17340 Beachgrass Alley, Winter Garden

$1,005,000
4 Beds 3 Baths Lakeview Reserve 46/149 SubDv. 34787 Zip Code
Waterfront Elegance in Winter Garden’s Golf Cart District Discover a rare opportunity to own a waterfront home in one of Downtown Winter Garden’s most desirable gated communities, nestled within the highly sought-after golf cart district. This beautifully appointed residence offers a seamless blend of luxury, comfort, and natural serenity. The oversized three-car garage provides ample space for vehicles, storage, and hobbies, while generous closet space throughout the home ensures convenience and organization. A whole-house water softener and purifier system, including an under-sink purifier, delivers pristine water quality for everyday living. Inside, the home is flooded with natural light, creating a warm and inviting atmosphere in every room. The home includes an upgraded electrical package including recessed lighting, multi-room switching, and multiple Ethernet/Coax jacks in every room. The gourmet kitchen is thoughtfully designed with a double sink, an island prep sink, a pasta arm faucet, upgraded cabinetry with soft-close hardware, and a spacious island that adds both functionality and extra storage. Step outside to your recently resurfaced covered boat dock with lift, lights/fan and sink; perfect for enjoying one of Florida’s largest lakes, the spring fed headwater of the Harris lake chain, extending to the St. John’s River and the Atlantic Ocean. The expansive backyard is home to prolific fruit trees bearing mango, avocado, star fruit, and citrus, creating a lush and edible landscape. Nature lovers will be captivated by the presence of over 300 bird species, including graceful blue herons and great white egrets, which frequent the property year-round. Breathtaking sunrises and sunsets can be enjoyed from the living room, patio, dock, or any of the three northern-facing bedrooms. Whether you're entertaining guests or enjoying a quiet evening at home, this property offers a lifestyle defined by tranquility, beauty, and waterfront charm. Experience refined waterfront living in the heart of Winter Garden’s iconic golf cart district, where luxury, charm, and everyday convenience meet.

243 Zachary Wade Street, Winter Garden

$565,000
5 Beds 4 Baths Fullers Xing Ph 03 A-G SubDv. 34787 Zip Code
$50,000+ BELOW APPRAISED VALUE (Appraisal report completed February 2026). BRAND NEW ROOF installed September 2025! Your dream pool home in the recently expanded, highly sought-after Golf Cart District in Winter Garden awaits! Set on a spacious corner lot just under a quarter acre, this stunning 5-bedroom, 4-bathroom home offers 2,994 sq ft of thoughtfully designed living space. The beautiful curb appeal, manicured lawn, and wide driveway set the welcoming tone that awaits inside. Upon entry, you'll find the formal living and dining rooms, which connect directly to the kitchen and make hosting holidays or gatherings feel effortless. The kitchen is a chefs dream, featuring stainless steel appliances, abundant counter space, crown-molded cabinetry, a breakfast bar, and generous storage. This kitchen makes meal prep of any size feels like a breeze! Just beyond, the dinette and family room create a cozy hub for everyday meals, movie nights, and time spent together. The primary suite is conveniently located on the first floor and provides a peaceful retreat with a large walk-in closet with custom shelving and an en suite bathroom complete with a soaking tub, separate shower, and dual vanities. A full laundry room with a sink and storage adds everyday ease. Upstairs, a versatile loft offers endless possibilities, whether a TV room, playroom, or home office, while additional bedrooms are bright and spacious, so everyone in the family can feel right at home. Step outside to the star of the show: a screened-in lanai and resort-style pool! Perfect for summer BBQs, refreshing dips in the pool, or relaxing evenings under the Florida sky, this lanai is waiting to be the backdrop for many memories to come. The pool was recently resurfaced in June of 2025 with a salt cell added in April 2023, providing you added peace of mind. A new A/C unit was also installed in August 2020. The fenced backyard provides a safe space for four-legged friends and little ones to roam freely, while upgraded Govee Permanent Pro Outdoor smart lighting enhances both holiday ambiance and outdoor entertaining. The location truly sets this home apart. You’re less than 10 minutes from downtown Winter Garden, where brick-lined streets, local boutiques, award-winning restaurants, and a beloved weekly farmers market create a vibrant small-town feel. Outdoor enthusiasts will love being minutes from the West Orange Trail for biking, jogging, or scenic walks, as well as close to Lake Apopka, nearby parks, and nature trails for weekend adventures. With easy access to major highways, commuting is a breeze! This home puts you just 20 minutes from Walt Disney World, plus close to top-rated schools, shopping, and everyday conveniences. This home has truly been cared for and exemplifies the best of Central Florida living. Don't miss out on this amazing property, schedule your private showing TODAY!!

815 Burland Circle, Winter Garden

$490,000
4 Beds 2 Baths Wintermere Pointe SubDv. 34787 Zip Code
Welcome to this one-story 4 bed/2 Bath home, located on over 1/4 acre (0.36 acres) CORNER LOT within the CITY LIMITS of the Historical town of Winter Garden, Florida. This Ryland and Rutenburg built home, completed in 2000, has been well maintained over the years. Upon entering you are welcomed with beautiful laminate wood flooring and FRESHLY PAINTED WALLS throughout. Natural light is infused throughout the home as you walk through your Formal Dining and Living Rooms. Your kitchen is nestled in the heart of the home with an island for additional counter space, and a peninsula overlooking your Family Room. A great open floor plan for both entertaining and relaxing. Centrally located just outside of your main living areas is where you will find your screened patio and OVERSIZED FENCED YARD. This backyard can accommodate both a large pool and still have enough space to create your own OASIS in the remaining yard space! Back indoors your will find your Primary Suite offering Dual Sinks, Dual Walk-In Closets, WALK -IN SHOWER, and three additional bedrooms. ADDITIONAL UPGRADES INCLUDE: Gutters, Recently Painted Interior AND Exterior, NEW HVAC (2024), Roof (2016). NEIGHBORHOOD AMENITIES include: GATED COMMUNITY, Tennis Courts and Playground for only $92 MONTHLY. Don't miss your opportunity to live in this amazing community just moments away from shopping, hospitals, and major highways. Schedule your showing today!

2237 Wintermere Pointe Drive, Winter Garden

$518,000
3 Beds 2 Baths Waterside/Johns Lk-Ph 2a SubDv. 34787 Zip Code
Motivated seller! This highly sought-after 3-bedroom, 2-bath home is truly a gem! Used only as a second home, it feels and looks brand new and has never been fully lived in—just enjoyed during vacations. The curb appeal is delightful, featuring an oasis of shrubs and a charming porch, perfect for sitting out and savoring the tranquility of Johns Lake, which is visible from the home. Step inside to discover an open floor plan, enhanced by modern high-end finishes throughout. The kitchen boasts of like-new cabinets, quartz countertops, stainless steel appliances, a walk-in pantry, and an oversized kitchen island that overlooks the family room, with the dining area conveniently located just off the kitchen—great for entertaining! The ceramic tile runs throughout the open floor plan with luxury high-end fitted carpet in each bedroom. The living areas flow seamlessly together, creating an inviting space for everyday use. The primary suite offers both comfort and convenience, complete with a generous walk-in closet, dual vanities, quartz counters, and a walk-in shower. The laundry room is spacious and comes with a separate washer and dryer, along with a convenient sink. The garage is located next to the laundry room, providing direct access into your home. Sliding doors open onto your own screened-in patio, perfect for enjoying the evenings or grilling out. All high-end furniture can be purchased, and it is in like-new condition—barely worn, with most pieces made in Italy. Waterside at John’s Lake offers resort-style amenities, including a beautiful pool, modern fitness center, and clubhouse, ideally located straight across the street from this home. It’s just minutes from Downtown Winter Garden, and A-rated schools, Disney, Universal theme parks, and Orlando International Airport are just a 20-minute car ride away, as well as shopping and fantastic restaurants. There’s nothing you won't love about this home. Schedule your appointment today.

16912 Tradewind Point, Winter Garden

$649,000
3 Beds 3 Baths Roper Reserve SubDv. 34787 Zip Code
Roper Reserve is a cozy gated community with a low HOA and just a few minutes from the bustling Downtown Winter Garden and the Winter Garden Village, that has shops and restaurants. This stunning Delaney model by Richmond American Homes, has been beautifully upgraded and blend's location, lifestyle and comfort. With large rooms and a versatile flex room, there is plenty of room in this home for everyone. The home features a gourmet kitchen with double ovens, gas appliances, and a tankless water heater, dual laundry rooms including one in the primary suite’s custom closet, and smart upgrades like a cyber space that fits a large desk, shelves and is lined with sound dampening tiles, it also includes extra outlets! Perfect working from home and housing electronics charging hub. Enjoy the AC garage, extra-wide brick paver driveway, UV light AC treatment, and beautifully finished bedrooms—one with sound-dampening and specialty lighting. The flex room shines with moody décor and copper ceiling tiles, while outside you’ll find a private pool, screened patio, outdoor kitchen, fruiting banana trees, and no rear neighbors for ultimate privacy. Whole house water softener, automatic window wireless window blinds. The home also features security cameras at various locations outside the home. Fiber Optics internet connection has just been installed into the community, making it very convenient for those working from home or for streaming!

1608 Highbanks Circle, Winter Garden

$589,990
4 Beds 3 Baths Lake Star At Ovation SubDv. 34787 Zip Code
Under Construction. Discover this stunning new construction home at 17305 Beachgrass Alley in Winter Garden. This thoughtfully designed 4-bedroom, 3-bathroom home spans 2,543 square feet and features an open-concept living space perfect for everyday life and entertaining. Step into the foyer and enter the family room, which flows effortlessly into the gorgeous kitchen with an eat-in island and tons of cabinets and countertop space. A small corridor off the dining room lead to the first-floor bedroom and a full bathroom. Your dining room also grants you access to the spacious lanai, where you can then access the 2-car garage. Head upstairs to find the loft, which separates your owner's suite from additional bedrooms. Your private owner's suite features an en-suite owner's bathroom with a dual-sink vanity, a private water closet, and a massive walk-in closet. On the opposite side of the loft you'll find 2 more bedrooms, a full bathroom with a dual-sink vanity, and a conveniently located laundry room.

17305 Beachgrass Alley, Winter Garden

$1,850,000
5 Beds 6 Baths Waterside On Johns Lake SubDv. 34787 Zip Code
One or more photo(s) has been virtually staged. Get behind the gate of the highly sought-after Waterside community in Winter Garden. This extraordinary waterfront estate offers a rare blend of refined luxury, thoughtful design, and true lakefront living on Johns Lake. Built just six years ago and meticulously enhanced, this five-bedroom residence is primarily single-story, with the added flexibility of a private upstairs retreat featuring a spacious loft, full bedroom, and bathroom—ideal for guests, multi-generational living, or a quiet home office escape. From the moment you enter, the home makes a statement. Real, solid wood flooring flows throughout, adding warmth and authenticity that cannot be replicated with engineered alternatives. The expansive living areas were extended to create an open and inviting layout, perfectly suited for both everyday comfort and grand-scale entertaining. Dramatic waterfall-edge countertops anchor the kitchen and gathering spaces, blending modern elegance with timeless craftsmanship. The heart of the home extends seamlessly outdoors. An expansive, screened-in lanai overlooks the water, creating a true indoor-outdoor lifestyle. The electric, automatic screening system allows you to adjust the space effortlessly, making it enjoyable year-round. The outdoor kitchen is exceptional, designed for serious cooking and entertaining. It includes a Coyote gas grill, a Recteq pellet grill, a power burner, two outdoor refrigerators, a full-size sink, and a dedicated television—everything needed to host unforgettable evenings with friends and family. Beyond the lanai, the backyard opens to a large, fenced lawn that gently leads to your private dock on Johns Lake. The dock is fully equipped with a boat lift, as well as water and electricity, making lake access effortless and spontaneous. Whether you enjoy boating, fishing, or sunset cruises, this setting delivers the ultimate waterfront lifestyle. The saltwater infinity-edge pool is a showpiece, stretching an impressive 50 feet and designed to visually merge with the lake beyond. Heated by gas, the pool is ideal for both leisurely afternoons and evening swims, offering breathtaking views and a true resort-style experience in your own backyard. Inside, the home continues to impress with high-end features that elevate daily living. A tankless water heater ensures endless hot water, while a central vacuum system adds convenience and ease. The floor plan is both functional and elegant, offering five generously sized bedrooms and well-appointed bathrooms, all thoughtfully positioned to maximize privacy and flow. The property is further enhanced by lush landscaping and an abundance of fruit-bearing trees, including bananas, cherries, kumquats, and papayas, along with a beautifully maintained rose garden. These natural charms create a garden-like atmosphere that complements the lakefront setting. Located in gated Waterside, one of Winter Garden’s most desirable communities, this home offers privacy, exclusivity, and direct access to one of Central Florida’s most beautiful lakes, while remaining close to top-rated schools, dining, shopping, and major roadways. This is more than a house—it is a lifestyle defined by water, space, craftsmanship, and unforgettable outdoor living. Opportunities like this on Johns Lake are rare, and this residence stands apart in both design and execution.

16743 Broadwater Avenue, Winter Garden