Winter Garden Homes For Sale & Real Estate - 714 homes

Remarks: A Rare Owner-Occupied Opportunity Just 3.9 Miles from Disney — Fireworks Views Included Located in the highly sought-after Winding Bay community of Winter Garden, this pristine single-story 3-bedroom, 3.5-bath residence offers a lifestyle few homes can match: proximity to Disney without the noise, crowds, or short-term rental turnover. This home is ideal for owner-occupants, Disney professionals, or second-home buyers seeking a quiet, stable community with low HOA fees and thoughtfully designed amenities. Short-term rentals are not permitted, creating a neighborhood atmosphere centered on consistency, pride of ownership, and long-term value. From the moment you arrive, the home impresses with its brick-paved driveway, stone-accented façade, and welcoming curb appeal, leading into a bright, open layout designed for modern living. Inside, you’ll find a spacious and functional floor plan featuring a dedicated built-in desk area, an oversized mudroom with adjacent laundry and custom cabinetry, and generously sized guest suites ideal for visiting family and friends. The heart of the home is the chef-inspired eat-in kitchen, showcasing: 42” soft-close cabinetry Quartz countertops and designer backsplash Vented range hood and built-in microwave Massive walk-in pantry Oversized island with seating for up to eight, perfect for entertaining The open dining and family room are flooded with natural light and flow seamlessly to the custom-designed backyard, where you can unwind and enjoy direct views of Disney fireworks from your own home — a truly rare and magical feature. Winding Bay residents enjoy: Community pool Dog park Low HOA of just $102/month Proximity to top-rated schools, dining, and shopping This home is move-in ready, meticulously maintained, and positioned for buyers who value location, lifestyle, and long-term enjoyment over transient use. This is not a short-term rental opportunity. It is a rare chance to own a refined, owner-occupied home minutes from Disney in one of Winter Garden’s most desirable communities. Private showings available by appointment.

Listing is courtesy of: NEXTHOME CASA BELLA ELITE (813-726-5646)

Listing Agent: Loren Rosenthal (813-726-5646)

Remarks: Under contract-accepting backup offers. Welcome to your dream home and backyard oasis! This beautiful GAS HEATED SALTWATER POOL home has everything you will need! Downstairs boasts an open concept floor plan with a brand new kitchen, one of the only ones in Waterleigh. The sellers completely gutted the kitchen in 2025 during a 100k kitchen renovation and installed custom, high end Fabuwood cabinetry with drawer slide outs, and high end GE CAFE appliances including a GAS STOVE. This home is perfect for entertaining, having an open concept layout with a kitchen/living open space, while also boasting classic charm with a formal dining room off the kitchen. Situated off the front entryway is flex room that can easily be closed in with French doors to create a home office, playroom, formal sitting room, or exercise room! Out back, you will find a covered, screened in lanai perfect for dining à la Fresca with a gorgeous pool that is the perfect space for lounging and living the Florida lifestyle. You will love the privacy having NO REAR NEIGHBORS. Upstairs has 4 bedrooms, 3 FULL baths, and a sizable loft, perfect for families giving space for everyone to spread out. There’s even space for your furry friends with the fenced in back yard. Located in the sought after Horizon West area zoned for “A” schools including Panther Lake Elementary, Water Spring Middle School, and Horizon West High. Along with its amazing location, the Waterleigh community also offers a beautiful clubhouse with resort style pool, miniature golf course, beach volleyball, grills, picnic areas, water view, walking trails, and "bark parks" for your furry friends; making it a perfect place for the family lifestyle. Don't like mowing the lawn and weeding the shrubs? No problem, the HOA takes care of that for you here. Love the Florida golf cart life? You can take your street legal golf to the community pool, and join the neighbors for lots of fun, holiday golf cart parades! Good thing you have plenty of storage space in your 3 car garage! Within minutes you have loads of shopping and activities including Hamlin center, Flamingo Crossings shopping center, and Disney parks and resorts! All you have to do is move in and start enjoying the lifestyle of all Waterleigh has to offer!

Listing is courtesy of: LOKATION (954-545-5583)

Listing Agent: Taylar Colangelo, Llc (781-413-7054)

Remarks: Set within Encore at Ovation in Horizon West, this former Sebring model home blends lock-and-leave convenience with a polished, move-in-ready feel. The first floor is all about everyday living and entertaining, with an open family room flowing into a thoughtfully designed kitchen featuring 42” shaker-style linen cabinets with crown and light rail, glass-front display doors, soft-close drawer stack, and a double pull-out trash drawer on the island. Grey Silestone Quartz counters, a single-bowl undermount sink, chevron-patterned tile backsplash, and a GE stainless gas range, refrigerator, dishwasher, microwave, and under-counter beverage fridge create a cohesive, upgraded look, while LED under-cabinet lighting and added recessed cans keep the space bright and inviting. Tucked just beyond the main prep area, the walk-in pantry offers discreet, easily accessible storage for dry goods, bulky countertop appliances, and entertaining essentials, allowing the kitchen’s clean lines and upgraded finishes to take center stage. Upgraded tile carries through the foyer, powder bath, kitchen, and family room, complemented by designer paint, extensive trim work, upgraded interior hardware, and a stained handrail with painted spindles and wood treads on the staircase, giving the home a quietly upscale feel that is still practical to maintain. Upstairs, wood floors continue into the loft and hallway, where a built-in desk with storage offers a ready-made workspace or homework station. The primary suite sits privately at the rear of the home and includes a tray ceiling, wood flooring, sizable walk-in closet, and an en-suite bath with two raised-height vanities, Silestone counters, rectangular undermount sinks, chrome fixtures, and an oversized walk-in shower finished with vertically stacked 4x16 tile to the ceiling, glass listello detail, recessed niche, and semi-frameless enclosure. Two additional bedrooms share a well-appointed bath with tiled tub/shower surround to the 9-foot ceiling and upgraded vanity top, while the nearby laundry room—with cabinets and a utility sink—keeps everything organized and out of sight. A tankless gas water heater, enhanced low-voltage wiring to support today’s smart-home and streaming needs, and abundant recessed lighting throughout add everyday comfort. Outside, an alley-loaded 2-car garage preserves the home’s charming streetscape, and the community’s resort-style pool, fitness center, and playground make it easy to enjoy the Florida lifestyle. With quick access to 429, Horizon West town centers, Flamingo Crossings Village, and the major employment and entertainment hubs around Winter Garden and the attractions area, this home offers the finish level of a model with the practicality of a well-planned primary residence, second home, or long-term hold.

Listing is courtesy of: IAD FLORIDA LLC (407-720-0020)

Listing Agent: Mathias Jenniges, Jr (763-360-2082)

Remarks: Expansive and Inviting! Welcome home to 14790 Tullamore Loop. Location says it all! Convenient to restaurants, shopping, highways, theme parks, and more, this gated community remains one of the most popular communities in the area. This family-oriented neighborhood with a community pool is sure to please. With an oversized lot and plenty of room to roam, the open floor plan of this 4-bedroom / 2.5-bath home awaits to impress. Large formal living and formal dining rooms are the perfect venue for family gatherings. An elegant, open kitchen, overlooking the dinette into the family room, offers granite counters, 42” cabinets, double built-in ovens, a large breakfast bar, and a huge walk-in pantry allowing space for everyone to help the cook. When the day is done, retire to the oversized second-floor primary suite, which offers a spacious bath with a double-sink vanity, shower, garden tub, and a walk-in closet, completing this special and intimate space. Anchoring 3 large secondary bedrooms, this home beckons to an active family, offering the space you need. Enjoy your morning coffee or an evening barbecue, while enjoying the peace of your private pool, a HUGE private backyard! Complete with fruit trees (recovering from the freeze), including mango, sugar apple, sapodilla, guava, loquat, pear, jackfruit, fig, lemon, orange, neem, and banana, gives an instant farm-to-table experience. While certainly offering plenty of space for everyone to claim their own piece of paradise, you’ll find peace of mind that your investment is in a location that can’t be beat! Highlights include: Roof replaced in 2020. AC replaced in 2018. Appliances replaced in 2022. All blinds replaced 2022. Whole Home water filtration and softener system. Be sure to click the link for an interactive 3D Virtual Tour and floor plan!

Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)

Listing Agent: Rita Phillips (407-928-0573)

Remarks: Welcome to this beautifully maintained two-story townhouse in the heart of Winter Garden, offering the perfect blend of modern comfort, functionality, and location. Designed with an open-concept layout, this home is filled with natural light and features seamless flow between the living, dining, and kitchen areas, ideal for both everyday living and entertaining. This spacious residence offers 4 bedrooms and 3 full bathrooms, including a well-appointed primary suite with a generous walk-in closet and a private en-suite bathroom, creating a true retreat. The additional bedrooms are thoughtfully designed with ample space and storage, perfect for family, guests, or a home office setup. The kitchen stands out with solid wood cabinetry, stone countertops, and a full appliance package, combining style and functionality in a space built for both cooking and hosting. Additional highlights include a 2-car attached garage, abundant storage, and a well-kept interior that reflects pride of ownership throughout. ?? Prime Location: Conveniently located near major roads, with easy access to shopping, dining, and everyday essentials. Zoned for highly rated schools, making this an excellent option for both homeowners and investors. This is a rare opportunity to own a move-in-ready townhouse in one of Winter Garden’s most desirable areas.

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

Listing Agent: Umberto Da Cunha Neto (407-690-3539)

Remarks: Welcome to this stunning Kallan model home, perfectly positioned on a premium lot offering exceptional privacy and peaceful surroundings. Enjoy no front neighbors, a conservation area behind, and mature landscaping that creates true separation and independence from nearby homes an ideal combination for those seeking tranquility and open views. This spacious residence features 5 bedrooms and 5 full bathrooms, with a bright and functional layout designed for both everyday living and entertaining. Step outside to an extended screen-enclosed lanai, creating the perfect indoor-outdoor lifestyle space to relax year-round. Additional upgrades include a fire pit, gutters installed, a water softener system, and solar panels (lease) for enhanced efficiency and long-term value. 5 Swimming pools , A rare opportunity to own a luxury home with premium location, privacy, and comfort in one of Winter Garden’s most desirable areas.**The seller is offering $30,000 toward the buyer’s closing costs or to buy down the interest rate.** Schedule your private showing today!

Listing is courtesy of: ANA PENA REALTY CORP (973-405-3731)

Listing Agent: Jose Leighton Reyes (407-591-2416)

Remarks: 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. Seller is offering $10,000 concessions to buyers.

Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)

Listing Agent: Jacqueline Cepeda (407-954-1983)

Remarks: Priced to sell — don't miss this beautifully maintained 2018-built Clearden model in the highly desirable Waterleigh community. Offering 2,477 sq ft, 4 bedrooms, and 3.5 bathrooms, this home is move-in ready with major updates already done. The open-concept main floor features a chef-ready kitchen with granite countertops, wood cabinetry, and stainless steel appliances, flowing into spacious living and dining areas with soaring ceilings. Tile flooring runs throughout the first floor. A covered paver patio extends the living space outdoors. A first-floor bedroom with en suite bathroom and walk-in closet provides added flexibility. Upstairs, fresh interior paint (2024), new carpet (2024), and a 15x10 loft add comfort and versatility. Two secondary bedrooms share a dual-sink bath. The primary suite features a spa-style bathroom with dual sinks and an oversized walk-in closet. Separate upstairs laundry room included. Additional highlights: freshly painted exterior, energy-efficient dual-pane windows, HOA-maintained landscaping, and a 2-year home warranty conveying at closing. Resort-style community amenities include pools, clubhouse, and parks — all minutes from Walt Disney World. Schedule your showing today.

Listing is courtesy of: EXP REALTY LLC (407-392-1800)

Listing Agent: Jeanine Louis, Llc (407-595-8634)

Remarks: Welcome Home! Bicyclists and nature lovers will appreciate being just minutes from West Orange Trail. Let the stresses of the day melt away as you step into this beautiful residence in the highly sought-after Winter Garden. Relax on the screened front porch as you soak in the peaceful atmosphere. Inside, the open-concept design makes entertaining effortless, with a spacious living area, a kitchen bar perfect for gatherings. This 3-bedroom, 2-bathroom split floor plan home offers 1,747 sq. ft. of comfort under A/C. Unwind on the screened back porch, where you can enjoy the refreshing breezes. Conveniently located near major highways, including SR-50 and Florida’s Turnpike, you’re just a short drive from Orlando’s world-famous attractions. Enjoy cycling or roller blading about 21 miles through Winter Garden to Apopka. Or check out the rolling hills of Clermont on the South Lake, Lake Minneola Trail. Immerse yourself in the vibrant local scene, the charm of Downtown Winter Garden, where a myriad of events-from the farmer’s market to Light up Winter Garden-await your discovery. Don't miss this chance to call Historic Winter Garden home!

Listing is courtesy of: EXIT REALTY TRI-COUNTY (352-385-3948)

Listing Agent: David Seeley (352-516-4853)

Remarks: Experience the ultimate Orlando resort lifestyle and investment opportunity at The Grove Resort & Water Park, one of Central Florida’s premier vacation destinations located just minutes from Disney World and close to Universal Studios, SeaWorld, Margaritaville Resort, shopping, dining, and Orlando International Airport. This fully furnished, turnkey condominium offers a spacious open-concept layout with a beautifully designed kitchen, bright great room, oversized windows, and a private balcony with sought after peaceful WATER AND POOL VIEW —perfect for enjoying Florida’s sunshine and serene surroundings. Designed for both comfort and flexibility, this condo features 2 bedrooms with a split layout for added privacy, spacious living areas, and 2 spa-inspired bathrooms with features such as garden tubs, tiled showers, and dual vanities. Large-screen televisions, modern finishes, and stylish furnishings create a welcoming retreat for owners and guests alike. This is a comfortable place to unwind after a day of fun. The Grove Resort is a world-class, family-friendly destination offering exceptional amenities and a true “escape within an escape.” The highlight is the spectacular Surfari Water Park, featuring a FlowRider® surf simulator, dueling water slides, lazy river, splash park, activity pool, zero-entry pool, and private cabanas with food and beverage service. Guests also enjoy access to multiple resort pools, hot tubs, and a 20-acre activity lake with a private dock ideal for fishing or relaxing by the water. Additional amenities include Longboard Bar & Grill, Valencia Restaurant, Element Bar & Lounge, Alfresco Market, Byte grab-and-go market, Flip Flop’s Family Fun Center, arcade, game room, and on-site dining and entertainment. Relax and recharge at the full-service spa and modern fitness center, or enjoy the convenience of daily shuttle transportation to Disney World, Universal Studios, and SeaWorld. Ownership is truly hassle-free, with professional on-site hotel management handling bookings, guest services, and maintenance, making this an ideal hands-off income-producing investment property or personal vacation retreat. With its unbeatable location, incredible amenities, and strong rental potential, The Grove Resort offers the perfect combination of luxury, lifestyle, and investment value in the heart of Orlando’s world-famous attractions.

Listing is courtesy of: GENSTONE REALTY (407-237-0905)

Listing Agent: Shaunda Hall (407-625-4044)

Remarks: Experience the ultimate Orlando resort lifestyle and investment opportunity at The Grove Resort & Water Park, one of Central Florida’s premier vacation destinations located just minutes from Disney World and close to Universal Studios, SeaWorld, Margaritaville Resort, shopping, dining, and Orlando International Airport. This fully furnished, turnkey condominium offers a spacious open-concept layout with a beautifully designed kitchen, bright great room, oversized windows, and a private balcony with peaceful courtyard view—perfect for enjoying Florida’s sunshine and serene surroundings. Designed for both comfort and flexibility, this condo features 2 bedrooms with a split layout for added privacy, spacious living areas, and 2 spa-inspired bathrooms with features such as garden tubs, tiled showers, and dual vanities. Large-screen televisions, modern finishes, and stylish furnishings create a welcoming retreat for owners and guests alike. This is a comfortable place to unwind after a day of fun. The Grove Resort is a world-class, family-friendly destination offering exceptional amenities and a true “escape within an escape.” The highlight is the spectacular Surfari Water Park, featuring a FlowRider® surf simulator, dueling water slides, lazy river, splash park, activity pool, zero-entry pool, and private cabanas with food and beverage service. Guests also enjoy access to multiple resort pools, hot tubs, and a 20-acre activity lake with a private dock ideal for fishing or relaxing by the water. Additional amenities include Longboard Bar & Grill, Valencia Restaurant, Element Bar & Lounge, Alfresco Market, Byte grab-and-go market, Flip Flop’s Family Fun Center, arcade, game room, and on-site dining and entertainment. Relax and recharge at the full-service spa and modern fitness center, or enjoy the convenience of daily shuttle transportation to Disney World, Universal Studios, and SeaWorld. Ownership is truly hassle-free, with professional on-site hotel management handling bookings, guest services, and maintenance, making this an ideal hands-off income-producing investment property or personal vacation retreat. With its unbeatable location, incredible amenities, and strong rental potential, The Grove Resort offers the perfect combination of luxury, lifestyle, and investment value in the heart of Orlando’s world-famous attractions.

Listing is courtesy of: GENSTONE REALTY (407-237-0905)

Listing Agent: Shaunda Hall (407-625-4044)

Remarks: Welcome to one of the largest condo floor plans in this highly desirable Winter Garden community. This 3-bedroom, 2-bathroom condo offers spacious, low-maintenance living with no carpet throughout, fresh interior paint, and an updated AC system for added comfort and efficiency. A rare find in the area, this condo with a private garage includes upgraded electrical—perfect for storage, hobbies, or added functionality. Enjoy resort-style living with access to a pool, fitness center, basketball and pickleball courts, recreation center, on-site movie theater, and car wash station. Ideally located just minutes from Downtown Winter Garden and Plant Street’s popular restaurants, weekly farmers market, and community events, plus convenient access to shopping and dining at Winter Garden Village at Fowler Groves. If you’re searching for a condo in Winter Garden with a garage, modern updates, and unbeatable amenities, this is one you don’t want to miss.

Listing is courtesy of: REAL BROKER, LLC (855-450-0442)

Listing Agent: Ken Pozek (407-813-2773)

Remarks: 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 AN 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: Welcome to this Beautifully Designed David Weekley home, built in 2023 and meticulously maintained in the Overlook portion of Johns Lake Pointe offering over 3,500 square feet of thoughtfully designed living space on an oversized lot. From the moment you step inside, you’re greeted by luxury vinyl plank flooring, expansive 10-foot ceilings, and abundant natural light that create a warm yet refined first impression. Just off the entry, a private office provides the ideal work-from-home space, while a guest bedroom with a nearby full bath is perfectly tucked away for privacy and convenience. As you continue into the heart of the home, you’ll fall in love with the open-concept living area, where the family room, dining space, and gourmet kitchen come together seamlessly—perfect for both everyday living and entertaining. The kitchen serves as a true centerpiece, featuring an oversized island, designer finishes, and ample cabinetry, all overlooking the main living space. Upstairs, you will be greeted by a spacious bonus room that offers endless flexibility—ideal for a media room, game room, or secondary living area. The Master suite is a true retreat, complete with a private walk-out balcony, Tray ceiling and a luxurious en-suite bathroom featuring a standalone garden tub, oversized walk-in shower, and a massive walk-in closet. On the other side of the home, two bedrooms share a convenient Jack-and-Jill bathroom, while a third bedroom is nestled with a full bath just outside its door, providing privacy and ease. The upstairs laundry room adds everyday convenience. This home has been meticulously maintained throughout. The community features a resort-style pool, tennis courts, playground and clubhouse that includes a gym, yoga room, gathering area and kitchen. Neighborhood is minutes from Downtown Winter Garden and Winter Garden Village as well as within walking/biking distance from the elementary and middle school. Also conveniently located to most major highways making commuting to work easier than ever. Don't hesitate, make your appointment today!

Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)

Listing Agent: T.J. O'Donnell (317-246-8190)

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Significant Price Improvement! This spacious residence offers refined finishes and a thoughtfully designed layout, beginning with elegant porcelain tile in the main living areas and luxury vinyl plank flooring in all bedrooms and throughout the upper level. The chef-inspired kitchen serves as the heart of the home, featuring granite and quartz countertops, abundant cabinetry, and a generous walk-in pantry for exceptional storage and functionality. A versatile flex room on the main floor, accented with French doors, provides the ideal space for a guest suite, home office, or private den. The secluded owner’s retreat is a true sanctuary with a split-bedroom layout, expansive walk-in closet, dual granite vanities, and a relaxing garden tub. Upstairs, a spacious loft creates additional living or entertainment space, while a second suite impresses with dual vanities, granite counters, a separate shower and soaking tub, and two oversized walk-in closets. Two additional bedrooms, two full baths, and a conveniently located laundry room complete the upper level. Storage is abundant throughout, including a large under stair closet. Step outside to a serene backyard with tranquil water views from the screened, covered patio. Envision enhancing the space with a privacy fence and mature landscaping to create your own peaceful retreat. With a recent price improvement, this home presents outstanding value, flexibility, and the opportunity to personalize to your taste. Ideally located less than 20 minutes from Disney, Johns Lake Pointe is a beautifully maintained community offering resort-style amenities including a clubhouse with pool and kitchen, fitness center, yoga room, tennis courts, playground, and access to a public boat ramp on the 2,500-acre Johns Lake. Enjoy an exceptional lifestyle in a prime location, priced to allow the next owner to create a private oasis. Don’t miss the opportunity to make this remarkable home your own.

Listing is courtesy of: COLDWELL BANKER RESIDENTIAL RE (407-647-1211)

Listing Agent: Carla Scherer (407-443-7482)

Remarks: One or more photo(s) has been virtually staged. One of the largest homes in the highly desirable Courtlea Oaks community, this spacious 5-bedroom, 4.5-bath pool home offers over 4,000 square feet of living space and an exceptional opportunity in the heart of Winter Garden’s golf cart district. The flexible floor plan includes a rare apartment above the garage connected to the main home, providing ideal space for guests, extended family, a private office, or additional living quarters. Important updates have already been completed by these original to the home owners, including a new roof and A/C systems installed just two years ago, offering peace of mind for the next owner. Step outside to enjoy a beautiful pool and a private setting backing to the West Orange Trail, perfect for biking, walking, and outdoor recreation right from your backyard. Located just minutes from historic downtown Winter Garden, residents enjoy boutique shopping, dining, breweries, and the award-winning Saturday Farmers Market, along with numerous festivals and community events throughout the year. With its generous square footage, versatile layout, and unbeatable location, homes like this rarely come available in Courtlea Oaks.

Listing is courtesy of: LAKESIDE REALTY WINDERMERE INC (407-876-5575)

Listing Agent: Jennifer Coon (321-948-8056)

Remarks: 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 of an 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. At the heart of the home, 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!

Listing is courtesy of: BHHS FLORIDA REALTY (407-876-2090)

Listing Agent: Ashley Boyd (321-209-5540)

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Virtually staged. Wake each morning to tranquil lake views and soft natural light that set a serene tone for the day. Built in 2021, this refined residence is positioned on an expansive premium lot within Winter Garden’s sought-after Hawksmoor community, offering the rare luxury of no rear or front neighbors—only open space, conservation views, and uninterrupted privacy. The paved driveway and oversized three-car garage create an impressive arrival and hint at the thoughtfully designed interiors beyond. Inside, soaring ceilings and an open, light-filled layout create an effortless sense of elegance and flow. At the center of the home, the chef-inspired kitchen makes a striking statement with a waterfall island, gleaming quartz countertops, 42-inch cabinetry, and stainless steel appliances—perfectly suited for both intimate mornings and entertaining. From the main living areas, expansive windows frame breathtaking sunset views across the lake and conservation land, seamlessly blending indoor and outdoor living. French doors open to a private office or fifth bedroom featuring a versatile bonus nook—ideal for a home office, creative studio, or serene retreat. Upstairs, a spacious loft provides endless flexibility, whether envisioned as a media lounge, game room, or additional living space. The primary suite is a true sanctuary, highlighted by elegant tray ceilings, dual walk-in closets, and remote-controlled blinds that allow you to reveal the picturesque views at your leisure. Outdoors, the covered lanai invites relaxed evenings and elevated entertaining, all set against the calming backdrop of water and nature. Residents of Hawksmoor enjoy resort-style amenities including a sparkling pool, splash pad, state-of-the-art fitness center, and scenic walking trails. Ideally located just minutes from SR 429, Hamlin Town Center, historic downtown Winter Garden, and world-renowned theme parks, this home offers the perfect balance of privacy, luxury, and convenience

Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)

Listing Agent: Kristin Duncan (407-274-5911)

Remarks: Under Construction. The Rinker Elite floorplan at Westhaven at Ovation offers a spacious, thoughtfully designed layout perfect for modern living. Featuring an open concept main living area, this home seamlessly connects the kitchen, dining, and great room, making it ideal for both everyday comfort and entertaining. Generous bedrooms, a versatile loft or flex space, and upscale finishes throughout provide both functionality and style. With attention to detail and energy efficient features, the Rinker Elite delivers a perfect blend of luxury and convenience.

Listing is courtesy of: ORLANDO TBI REALTY LLC (407-345-6000)

Listing Agent: Devahn Powell (571-234-7236)

Remarks: Under Construction. Toll Brothers New Construction at Winter Garden Horizon West. Estimate completion July 2027. This home is conducive for entertaining with its open floor plan. This home features a covered entry that leads to an open and expansive living space, kitchen, and dining. The home features covered lanai and a spacious courtyard with access to the detached 2 cars garage. The master bedroom is highlighted by a large walk-in closet and a private bath with dual vanities, separate shower, and private water closet.

Listing is courtesy of: ORLANDO TBI REALTY LLC (407-345-6000)

Listing Agent: Devahn Powell (571-234-7236)