Homes for Sale Near West Orange High in Winter Garden - 164 homes

Remarks: FULLY RENOVATED 2 BED / 2 BATH UNIT! This beautifully updated home features a modern kitchen and completely renovated bathrooms, offering a clean, move-in-ready feel. The split floor plan provides privacy with both bedrooms designed as en-suite retreats, positioned on *opposite ends of the unit. Enjoy low-maintenance living with tile flooring throughout the entire home. A newer sliding glass door opens to a screened-in lanai, perfect for relaxing or entertaining, with additional outdoor space just beyond the patio for added enjoyment. HOA fees $174 a quarter and NO CDD fee. Perfect for a rental property. Great location a few miles from beautiful Downtown Winter Garden with restaurants, shops, great Farmers Market and events all year long. Also not far from Fowler Groves Winter Garden outdoor mall, stores, restaurants, and business services. Buyer to verify square footage. All room measurements are approximate. Orange County Tax Collector charges a yearly Non-Ad Valorem fee of $64.75.

Listing is courtesy of: INDEPENDENCE REALTY GROUP LLC (407-408-6662)

Listing Agent: Gabriella Philippone (407-902-4237)

Remarks: Under contract-accepting backup offers. **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to 1019 Portmoor Way in Winter Garden, a 2-story home offering 3 bedrooms, 3 bathrooms, a balcony, and a layout designed for comfortable everyday living. All bedrooms are located on the upper floor, creating separation between the main living areas and private spaces. Inside, the home offers a functional floorplan with room for relaxing, dining, and entertaining. The primary suite features upgraded walk-in closet space and French doors added in 2022, while the guest half bath was fully upgraded in 2022. Additional improvements include a new garbage disposal in 2024, new upstairs windows installed in 2020 by the previous owner, a new boiler in 2025, and a new HVAC system in 2026. Outdoor living is a standout feature, with a covered patio overlooking the screened in-ground pool. The pool was installed in 2020 by the previous owner, with a new pool pump added in 2024 and a new motor in 2026. The balcony adds another outdoor space to enjoy fresh air, while the covered patio and screened pool area provide a comfortable setting for lounging, dining, and entertaining. The exterior has also been thoughtfully maintained, with the home sealed and painted in 2026, new landscaping completed in 2026, and a roof installed in 2018 by the previous owner. These updates add to the home’s overall appeal and help support a move-in-ready feel. The community offers a strong amenity package, including a pool, park, clubhouse, fitness center, and restaurant, giving residents convenient options for recreation, gathering, dining, and everyday enjoyment close to home. Located in Winter Garden, the home is set in one of Central Florida’s most desirable areas, known for shopping, dining, parks, trails, community events, and access to major roadways. The location provides convenient connections to Horizon West, Hamlin, Windermere, Walt Disney World, and the greater Orlando area while maintaining a residential neighborhood setting. Be sure to ask about the assumable VA loan opportunity with a low interest rate, offering potential savings and added value for qualified buyers.

Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)

Listing Agent: Thomas Nickley, Jr (407-629-4420)

Remarks: One or more photo(s) has been virtually staged. POOL HOME | PRIMARY SUITE ON MAIN FLOOR | PRIVATE OFFICE | THEATER ROOM | LOFT | 3-CAR GARAGE Welcome to this exceptional pool home in Cypress Reserve, offering over 4,100 square feet of thoughtfully designed living space with 4 bedrooms, 3.5 bathrooms, a private office, spacious loft, dedicated theater room, and a 3-car garage. Combining luxury, flexibility, and everyday comfort, this beautifully maintained residence delivers the lifestyle today's buyers are searching for. From the moment you step inside, soaring 20-foot ceilings, dramatic windows, and abundant natural light create an impressive first impression. A grand staircase and second-story balcony overlook the main living area, adding architectural elegance and an open, airy feel throughout the home. Just off the entry, formal living and dining spaces provide the perfect setting for entertaining, while the private office with French doors offers an ideal work-from-home setup. At the heart of the home is a beautifully appointed gourmet kitchen designed for gathering and entertaining. Features include a gas cooktop, built-in convection oven and microwave, pot filler, designer backsplash, oversized center island, and extensive cabinetry for exceptional storage. The kitchen seamlessly opens to the family room and overlooks the backyard oasis beyond. The first-floor primary suite is a true retreat, featuring tray ceilings, a spacious sitting area perfect for a home gym, reading nook, or secondary office, and a custom oversized walk-in closet. The luxurious primary bath offers dual vanities, a soaking tub, abundant cabinetry, and a large walk-in shower complete with a rain shower head. Upstairs, you'll find an expansive loft, a dedicated media/theater room, and three additional bedrooms. A Jack-and-Jill bedroom layout with walk-in closets provides both privacy and functionality, while the flexible floor plan offers the potential to convert the loft or theater room into a fifth bedroom if desired. Step outside and discover your own private backyard retreat. The screened, heated saltwater pool features a sun shelf and is surrounded by an expansive paver patio, creating the perfect setting for entertaining, weekend gatherings, or relaxing Florida evenings. With HOA green space behind the property, you'll enjoy enhanced privacy and a more open backyard view. Additional upgrades include 8-foot doors throughout, high ceilings, a tankless water heater, oversized under-stair storage, a spacious laundry room with utility sink and storage cabinetry, and beautiful low-maintenance landscaping. Located within walking distance of highly rated SunRidge Elementary and Middle School, this home offers easy access to downtown Winter Garden, Winter Garden Village, SR-429, Florida's Turnpike, I-4, Downtown Orlando, Orlando International Airport, and Walt Disney World. Outdoor enthusiasts will appreciate the nearby West Orange Trail and Tucker Ranch Recreation & Nature Complex with hundreds of acres of trails, parks, and recreational opportunities. Residents of Cypress Reserve enjoy a community pool, playground, and low HOA fees. If you've been searching for a spacious, move-in-ready pool home with a first-floor primary suite, office, theater room, loft, and 3-car garage, this exceptional home checks every box. Schedule your private showing today.

Listing is courtesy of: INFINITY REALTY GROUP LLC (407-234-2256)

Listing Agent: Deb Schroeder (407-234-2256)

Remarks: Welcome to this beautifully designed 2022-built home freshly painted, move in ready and located in the highly sought-after Waterside at Johns Lake community in Winter Garden! Offering 4 bedrooms, 3 full bathrooms, and over 2,030 square feet of thoughtfully designed living space, this move-in ready home combines modern style, functionality, and an unbeatable location. Step inside to an open-concept floorplan featuring a spacious great room, abundant natural light, ceramic tile flooring in the main living areas, and seamless flow between the kitchen, dining, and living spaces — ideal for entertaining and everyday living. The kitchen features solid surface countertops, modern appliances, ample cabinetry, and overlooks the main gathering areas for easy living and hosting. The flexible layout includes a desirable first-floor bedroom and full bath perfect for guests, multigenerational living, or a private home office. Upstairs, the spacious primary suite offers a walk-in closet and relaxing retreat feel, while additional bedrooms provide generous space and versatility. Additional features include central air, public utilities, inside laundry, ceiling fans, walk-in closets, split-bedroom design, and modern finishes throughout. Located in Waterside on Johns Lake, residents enjoy resort-style community amenities including a community pool, playground, walking trails, green spaces, and scenic surroundings. Conveniently located near Downtown Winter Garden, Horizon West, Hamlin, Winter Garden Village, SR-429, Florida Turnpike, Disney, shopping, dining, hospitals, golf, and top-rated schools. Enjoy easy access to everything Central Florida has to offer while living in one of Winter Garden’s fastest-growing and most desirable communities.

Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)

Listing Agent: Cassie Lamoureux (407-432-9180)

Remarks: Short Sale. SHORT SALE APPROVED READY TO CLOSE AND MOVE-IN READY and quietly positioned within a well-established Winter Garden community, this updated 2-bedroom, 2-bath condo offers a NEW ROOF, and an easy, comfortable lifestyle in one of Central Florida’s most desirable areas. Approaching the home, you’ll appreciate the tucked-away cul-de-sac location with paved private streets and sidewalks that create a calm, residential feel. Step inside through the front entrance and you’re immediately welcomed into a bright, open living space where natural light enhances the clean layout and efficient use of square footage. The living room feels inviting and functional, offering enough space to relax, entertain, or simply enjoy a quiet evening at home. Continuing through the home, the upgraded kitchen with GRANITE counter tops, anchors the main living area with modern appliances, ample cabinetry, and practical counter space. Its open connection to the living room allows for easy conversation while cooking, hosting, or enjoying everyday routines, making the space feel connected and intentional. The primary bedroom is set apart as a comfortable retreat, featuring brand-new carpeting and a private en-suite bathroom. The bathroom has been thoughtfully renovated with updated finishes that feel fresh and clean without excess. The secondary bedroom is well-sized and flexible, ideal for guests, a home office, or additional living space, with a second fully updated bathroom conveniently nearby. Throughout the condo, the layout flows efficiently from room to room, offering smart storage, comfortable proportions, and a low-maintenance design well suited for full-time living or long-term ownership. Assigned parking adds convenience, while the community’s shared amenities—including a COMMUNITY POOL—enhance the overall lifestyle. Located just minutes from downtown Winter Garden, residents enjoy close proximity to local shops, dining, farmers markets, and the West Orange Trail. Easy access to major highways makes commuting throughout Central Florida simple, whether heading toward downtown Orlando, major employment centers, or nearby attractions. This location is ideal for buyers exploring Orlando homes for sale or those planning an Orlando relocation home in a walkable, community-oriented area. While not intended as a short-term rental investment, this Winter Garden property represents a strong opportunity within the Central Florida real estate market for buyers seeking comfort, location, and value. Contact us today for a private tour or more details on this exceptional opportunity.

Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)

Listing Agent: Simi Lakhani (407-408-7393)

Remarks: Welcome to Hickory Hammock in famous Winter Garden. This 5 bedroom, 4 bath home features wood look plank tile flooring throughout the ground level, with wood ceiling beams and custom built in cabinetry in the family room. With dual water views this lovely home is situated a short distance to the amenity rich clubhouse, with zero entry pool, indoor lounge with kitchen, tennis courts, volleyball court, full gym, and playground. Also residents have access to nature trails, a dock on Johns Lake and 2 dog parks. The vibrancy of Winter Garden is well known with its historic Downtown Plant St just minutes away. A farmer’s market, splash pad, many shops and restaurants, and the West Orange Trail make this one of the most active small towns in Central Florida. Being closely connected to HWY 429 provides easy access to all else Florida has available. Highly rated schools. MORTGAGE IS ASSUMABLE. Note: Please refer to floorplan at end of photos to illustrate additional bedroom and walk-in closet. These rooms are not shown in virtual walkthrough for home office privacy. Can be toured at showings.

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

Listing Agent: Hardy Edwards (213-924-7010)

Remarks: Nestled on 2.5 beautiful acres just off Highway 429 in the highly desirable Avalon community of Winter Garden, this charming 3-bedroom, 2-bath home offers the perfect blend of privacy, tranquility, and convenience. Surrounded by mature trees and a peaceful, fenced setting, the property features a spacious Florida Room overlooking the serene backyard, creating the ideal space to relax and enjoy nature. Additional highlights include an oversized garage and a storage shed, providing plenty of room for vehicles, hobbies, and equipment. Located in ever-growing Winter Garden in West Orange County, residents enjoy easy access to the area's vibrant downtown filled with unique local shops, restaurants, walking and biking trails, parks, and year-round recreational activities. This exceptional property offers a rare opportunity to enjoy country-style living while remaining close to Orlando's world-famous attractions, major roadways, both Florida coasts, and everything that makes Central Florida such an outstanding place to live, work, and play.

Listing is courtesy of: WEICHERT REALTORS HALLMARK PRO (352-729-6528)

Listing Agent: Betty Hensinger (352-267-5028)

Remarks: Prime Winter Garden Location | Westfield Lakes Welcome to this lovely 5-bedroom, 3-bathroom single-family home in the highly sought-after Westfield Lakes community. With strong curb appeal and a well-maintained interior/exterior, this residence stands out the moment you arrive. Recent updates make ownership effortless: roof and gutters (2021), full exterior paint (2021), interior paint (2025), HVAC system (2021), and water heater (2020). Inside, you’ll love the generous open-concept living areas featuring a spacious family room flowing into the kitchen, plus a separate living and dining room perfect for entertaining. The kitchen shines with stainless steel appliances, generous 42” wood cabinetry, a large walk-in pantry, and a sunny breakfast nook. The oversized primary suite is a true retreat, complete with space for a sitting area and direct access to the screened lanai. Its ensuite bath offers a split vanity, jetted tub, and separate shower. A second bedroom includes its own private bath, while bedrooms three and four sit conveniently near the kitchen and share a full bath. The fifth bedroom currently serves as a home office with built-in cabinetry. This room can easily transition into a bedroom and has a built-in closet. The screened lanai provides a private space to relax as there are no rear neighbors! Additional highlights include a 3-car garage and ample room for parking and storage. Westfield Lakes residents enjoy fantastic amenities: two playgrounds, tennis and pickleball courts, and two community fishing docks on Lake Beulah. Families appreciate that students can walk to West Orange High School. Conveniently located minutes from Highway 50, SR 408, SR 429, the Florida Turnpike, Historic Winter Garden, Winter Garden Village, the Aquatic Center, YMCA, and all major Orlando attractions.

Listing is courtesy of: XCELLENCE (866-595-6025)

Listing Agent: Layali Salem (407-274-7964)

Remarks: This home provides modern comfort, thoughtful design, and an unbeatable Winter Garden location. This beautifully maintained home features an open and inviting floor plan with plenty of natural light, creating a warm and welcoming atmosphere from the moment you walk in. The spacious kitchen is designed for both everyday living and entertaining, complete with generous counter space, ample cabinetry, and seamless flow into the main living areas. The bedrooms provide flexibility for family, guests, or a home office setup, while the primary suite provides a relaxing private escape with well appointed finishes and plenty of space to unwind. The photos of the living room and bedrooms have been virtually staged to showcase the home's beautiful potential and help buyers envision the possibilities. Enjoy living just minutes from shopping, dining, entertainment, and top rated schools, with convenient access to Hamlin, downtown Winter Garden, Disney, and major roadways throughout Central Florida. Residents also enjoy community amenities including a pool area, playground, scenic surroundings, and a strong sense of community. This is an incredible opportunity to own a home in one of Winter Garden’s most sought after locations.

Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)

Listing Agent: Steven Koleno (804-656-5007)

Remarks: Now offering a $10,000 Seller credit toward Buyer Closing Costs—an incredible opportunity in highly sought-after Johns Lake Pointe. Welcome to this beautifully appointed one-story home featuring 4 bedrooms, 3 bathrooms, a 3-car garage, and 2,711 square feet of thoughtfully designed living space. Perfectly situated on a desirable corner lot with a charming front porch, this home offers the ideal blend of comfort, functionality, and Florida living. From the moment you step inside, you'll appreciate the flexible and functional layout designed to accommodate today's lifestyle. The front of the home offers a spacious private office and formal dining room, providing the perfect spaces for working from home, hosting gatherings, or creating a quiet retreat. At the heart of the home, the open-concept kitchen and family room create an inviting space for everyday living and entertaining. The kitchen features stainless steel appliances, granite countertops, a stylish backsplash, abundant cabinetry, and a large center island overlooking the main living area. Enjoy the beauty and durability of premium Mohawk RevWood select laminate flooring throughout the home, creating a seamless, modern look with no carpet. The desirable split-bedroom floor plan provides privacy for family and guests, while the spacious primary suite serves as a relaxing retreat complete with a garden tub, frameless glass shower, and generous walk-in closet. Designed with convenience in mind, the home features a large drop zone with built-in storage just off the 3-car garage, which has been upgraded with new Polyaspartic flooring coating for a clean, polished finish. Ample storage and closet space can be found throughout the home. Step outside to the covered lanai and private backyard, perfect for outdoor dining, relaxing evenings, entertaining guests, or providing plenty of room for pets and play. Located in the highly sought-after Johns Lake Pointe community, residents enjoy resort-style amenities just a short walk away, including a community pool, clubhouse, fitness center, yoga room, tennis and pickleball courts, and playground. Surrounded by natural beauty and conveniently located just minutes from Johns Lake, Tucker Oaks Park, Historic Downtown Winter Garden, the West Orange Trail, Winter Garden Village, and major roadways, this exceptional location offers the perfect blend of recreation, convenience, and community. Beautifully maintained and move-in ready, this home truly checks all the boxes. Schedule your private showing today!

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

Listing Agent: Denise Gregorie (407-463-0080)

Remarks: Virtually Staged. FIRST TIME ON THE MARKET SINCE NEW! Located within the beautiful gated community of Belle Meade in Winter Garden, this exceptional 7-bedroom, 4-bathroom home offers the perfect combination of space, comfort, and lifestyle in one of Central Florida’s most sought-after locations. Freshly painted throughout and featuring a brand-new roof, this move-in ready residence provides peace of mind along with an expansive floorplan designed for modern living and entertaining. From the moment you enter, you’ll appreciate the bright open living spaces, soaring ceilings, and flexible layout ideal for large families, multigenerational living, or those needing extra space to work and entertain from home. The highly desirable first-floor primary suite creates a private retreat, while an additional first-floor guest suite offers convenience and versatility for extended family or visitors. At the center of the home, the oversized kitchen overlooks the main living areas, creating a seamless flow perfect for gatherings and everyday living. The two car garage is tandem and set up for three cars or extra flex space. Upstairs, the home continues to impress with generously sized secondary bedrooms, a dedicated media room, and an expansive bonus room already prepped for a future bar area — creating the ultimate entertainment space for movie nights, game days, or hosting family and friends. Step outside and enjoy the Florida lifestyle with ample outdoor space and room to create your dream backyard oasis. Perfectly positioned near top-rated schools, Hamlin Town Center, Historic Downtown Winter Garden, Winter Garden Village, shopping, dining, entertainment, major highways, and world-famous attractions like Disney, Belle Meade offers residents both privacy and convenience in a beautifully maintained gated setting. A rare opportunity to own a spacious, move-in ready home with the size, layout, and location today’s buyers are searching for.

Listing is courtesy of: CORCORAN PREMIER REALTY (407-965-1155)

Listing Agent: Rodney Melendez (321-436-7440)

Remarks: Mediterranean Elegance Meets Lakeside Luxury on John's Lake! Welcome to your own private paradise, nestled in the exclusive, small gated waterfront enclave of John’s Cove. Step inside this gorgeous, custom-built estate and be instantly captivated by soaring 25-30 foot vaulted ceilings, a dramatic winding staircase, elegant Roman-style arches and columns and abundant natural light. In this spectacular 4-bedroom, 4.5-bath pool home you'll enjoy breathtaking views of the pristine, spring-fed John’s Lake from almost every room, delivering all the scenic beauty without the hassle, upkeep, or worries of lakefront maintenance! A formal dining room and formal living room, both with soaring ceilings, adorn each side of the grand staircase. The heart of the home is a gourmet kitchen featuring brand-new stone tile backsplash, granite countertops, abundant wood cabinetry with crown molding, and two islands, both with sinks and bar seating. The chef of the family will appreciate the newer stainless steel appliances, 5-burner gas cooktop with a pot filler and convenient “prep” sink in addition to a separate double-bowl sink. Enjoy sipping coffee while watching the sun rise through the trees, over the water in the cozy breakfast nook, which perfectly frames your gorgeous pool and lake views. The kitchen overlooks the spacious family room anchored by a custom mantel gas fireplace with French doors to the outdoor kitchen. The luxurious first-floor primary suite is a true retreat, offering tranquil views with private access to the outdoor pool patio. It features his-and-her walk-in closets—one uniquely doubling as a highly secure panic/safe room with a steel door and 12-inch concrete walls! The en-suite spa bath features an oversized tub, a circular walk-in shower, and dual vanities. A versatile fourth bedroom downstairs is conveniently located across a full bath, and provides excellent additional living space that can easily transition into a home office, den, or flex room. Upstairs, you will find two generously sized bedrooms—including a private suite with its own full bathroom—both boasting access to a second-floor balcony with sweeping treetop lake views. A splendid column-clad catwalk leads to the stadium-seating theatre room (which can easily serve as an additional home office or den) and a full hallway bath complete the second floor. Step outside to your spectacular outdoor oasis. The expansive screened patio encloses a resort-style heated pool and spa (built in 2017) complete with a sun shelf, fountain, and elegant pavered decking. Entertain with ease at the outdoor summer kitchen featuring a built-in grill, countertop space, and a mini-fridge. This home has a fresh coat of exterior paint, newer AC, new water heater, and direct lake access is just steps away via the private community boat ramp. Water enthusiasts will love the easy access for recreational boating, skiing, tubing, and sport fishing on this sprawling 2,500-acre lake that feels like a chain of lakes. You CAN have it all in this fabulous Florida oasis that feels miles away from it all, yet is just minutes from the Turnpike, SR 429, SR 408, downtown Winter Garden, as well as the best shopping, dining and entertainment in all of Central Florida!

Listing is courtesy of: GILKEY REAL ESTATE (407-712-3111)

Listing Agent: Laura Romot (407-361-1771)

Remarks: Beautiful maintained 3 bedroom 2.5 bath townhome located in the highly desirable DANIELS LANDING community in WINTER GARDEN. This property features recent mayor updates including brand new carpet. Rooms on second floor. It has a screened porch to enjoy the afternoons with family and friends. Spacious layout, ideal location and low maintenance living make this property a standout. Top rated schools. Community amenities included gated access, pool, a clubhouse, fitness center and a playground. Conveniently located near Winter Garden Villages that offers shopping and gathering opportunities for everyone needs! Close to Mayor highways Turnpike, 429 and I-4. Minutes from Disney World and many other attractions! Great as a primary home or investment opportunity. A must see today!

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

Listing Agent: Julieta Kraponick (407-432-5102)

Remarks: Welcome to this beautifully renovated single-story gem nestled in the heart of Historic Winter Garden, one of Central Florida’s most sought-after communities. Perfectly situated just two blocks from vibrant downtown Winter Garden and iconic Plant Street, this home offers the ultimate blend of historic charm, modern luxury, and walkable convenience. Located within the highly desirable golf cart district and just moments from the renowned West Orange Trail, you’ll enjoy easy access to cobblestone streets, boutique shopping, coffee houses, award-winning restaurants, and the beloved Saturday Farmer’s Market — all right outside your door. Completely renovated from top to bottom, inside and out, this move-in ready home showcases exceptional attention to detail and thoughtful upgrades throughout. Step inside to discover a bright open floor plan enhanced by luxury vinyl plank flooring, upgraded 6-inch baseboards, updated light fixtures, neutral designer finishes, and ceiling fans in every bedroom. The stunning remodeled kitchen serves as the heart of the home, featuring crisp white cabinetry, elegant quartz countertops, modern backsplash, dark designer hardware, LED lighting, stainless appliances, and an oversized island with seating for six — perfect for entertaining family and friends. The bathrooms have been tastefully updated to blend timeless character with modern functionality, while the inside laundry room and abundant storage, including two hallway closets near the secondary bedrooms, add everyday convenience. Outdoor living shines with a newly added tiled screened lanai complete with new sliding doors and windows that create seamless indoor-outdoor flow. The expansive fenced backyard is a private oasis featuring fresh landscaping, a Magnolia tree, Orange tree, and Avocado tree — the perfect setting to relax and enjoy Florida living year-round. Additional highlights include a brand-new AC unit, anti-slip garage floor coating, and a 6-foot white vinyl privacy fence. This one-of-a-kind home perfectly captures the charm of Historic Winter Garden while offering the modern updates today’s buyers desire. WELCOME HOME.

Listing is courtesy of: COLDWELL BANKER REALTY (407-333-8088)

Listing Agent: Peyton Blanton (407-462-7891)

Remarks: Under contract-accepting backup offers. Experience luxury living in this gorgeous home in the highly sought after Sunset Lakes community in Winter Garden. This FULLY-REMODELED, 5-bedroom, 4-bath POOL/SPA home sits on a SERENE POND and offers 3,389 sq. ft. of beautifully designed living space on OVER HALF AN ACRE, complete with a three-car side entry garage. Four of the 5 bedrooms are conveniently located on the first floor (including the Primary Bedroom), with the 5th Bedroom, a full bath and a bonus loft located on the second level. Inside, the home features designer ENGINEERED HARDWOOD FLOORING throughout the main living areas and the downstairs primary suite. The CHEF'S KITCHEN is a showpiece, boasting THREE SLABS OF PERMIUM CALCUTTA QUARTZ, an ITALIAN MARBLE BACKSPLASH, 60-inch DOUBLE-STACKED ALL WOOD SHAKER CABINTRY, a handy FOOD PREP ISLAND, a BREAKFAST BAR and TOP-OF-THE-LINE SAMSUNG APPLIANCES! The family room features AUTOMATIC ROLLER SHADES and is open to the kitchen and features Cathedral ceilings, a huge picture window and French Doors to the inviting lanai and sparkling pool. The primary suite is a retreat of its own, offering a FULLY-RENOVATED, SPA-INSPIRED bathroom with floor to ceiling CALCUTTA TILE, a frameless glass shower, a freestanding soaking tub, tall custom cabinetry with WHITE EXOTIC CARERRA QUARTZ COUNTERS and a massive walk-in closet! Architectural details elevate every room, including Plantation Shutters, multiple sets of French Doors, tray ceilings, volume and cathedral ceilings, extensive crown molding, transom windows, recessed lighting, bead boarding and elegant custom millwork. Step outside to a stunning outdoor oasis. The completely remodeled pool and spa area is surrounded by 2100 sq. ft. of travertine decking that extends across the covered lanai and additional outside patio space—perfect for entertaining! The lanai ceiling is finished with tongue and groove wood planks, adding warmth and sophistication. Other major upgrades include NEW DOUBLE-PANE, THERMAL WINDOWS (2023), a 2019 ROOF a 2019 AC SYSTEM and rain gutters. The extended brick paver driveway and matching walkway enhance curb appeal, while the well-fed irrigation system coupled with the well water (filtered by the whole house WATER SOFTENER) help keep utility costs low. All of this is just 5 minutes from the 429, offering quick access to Orlando and surrounding areas. Downtown Winter Garden & Winter Garden Village are also nearby as well as numerous championship golf courses for all your shopping, dining and recreational needs! Nearby top-rated schools are just another plus! Call for your showing today if you want to be the lucky one to snag this one-of-a-kind home before someone else does!

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

Listing Agent: Diane Sterling (407-761-0512)

Remarks: Virtually Staged. Modern Luxury in the Heart of Winter Garden’s Golf Cart District! Welcome to 1101 Eagles Pass Way, an exquisite 6-bedroom, 5-bathroom home situated on a desirable corner lot in the sought-after Oakland Park community—one of the few neighborhoods within Winter Garden’s beloved golf cart district. Just one block from Lake Apopka and less than two miles from the historic downtown shops and restaurants, this home beautifully blends modern luxury with small-town charm. Step inside to discover designer finishes and thoughtful craftsmanship throughout. The gourmet kitchen features top-end Monogram appliances, including a 36” dual-fuel range, warming oven, and a 48” side-by-side refrigerator and freezer. Upgraded quartz countertops, a brick backsplash and hearth with built-in electric fireplace, and engineered hardwood floors elevate the open-concept main living areas. Additional luxury touches include Brizo faucets, custom plantation shutters, and floating shelving systems in every bedroom closet. The owner’s suite offers a spa-inspired retreat with a 6-foot soaking tub, while the upgraded pantry with butcher block countertop, dimmer switches, and ceiling fans throughout enhance everyday comfort. An in-law suite featuring a full bath, family room, and a private staircase above the garage provides the perfect space for guests, extended family, or a private home office. Enjoy peaceful mornings and sunset evenings from the screened front and side porches, adding to the home’s charm and livability. Located in Oakland Park, residents enjoy resort-style amenities including two community pools, multiple parks and playgrounds, scenic walking and biking trails, a clubhouse, and direct access to the West Orange Trail. With tree-lined streets, lake views, and friendly front-porch living, this award-winning community captures the very best of Winter Garden living.

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

Listing Agent: Kevin Sullivan (321-663-3457)

Remarks: This turnkey, better-than-new single-story home offers an elegant and modern retreat within Oakland’s highly desirable waterfront community of Hull Island. Nestled in a friendly neighborhood surrounded by nature, the property immediately welcomes you with tasteful customizations, upgraded lighting, and stylish accent walls that bring warmth and character to the entire layout. The thoughtfully crafted split floor plan features four bedrooms and three bathrooms, maximizing both privacy and efficiency for daily living and entertaining. Right off the foyer, a comfortable guest bedroom boasts its own ensuite bath, creating an ideal setup for visitors or multi-generational families. The main living area flows seamlessly into a beautifully upgraded kitchen equipped with quartz countertops, under-cabinet lighting, a tile backsplash, and premium stainless steel appliances including a cooktop with a hood and a built-in oven and microwave. Tucked quietly away at the back of the home, the primary suite serves as a private oasis with an expansive spa-like bathroom featuring separate vanities, sleek quartz counters, a large shower, and dual walk-in closets with custom storage systems. The remaining bedrooms are equally impressive, offering ample space, custom closets, and electronic shades. The sophisticated interior transitions smoothly to a private backyard retreat where a covered lanai, extensive pavers, and a full screen enclosure set the perfect stage for relaxed Florida outdoor living. Practical needs are also effortlessly met in the two-car garage, which showcases durable epoxy flooring and a modern electric vehicle charger. Beyond the property lines, the Hull Island community provides an exceptional lifestyle centered around outdoor recreation and convenience. Residents enjoy access to a resort-style pool, a playground, a dog park, and a scenic boardwalk that winds its way to a community dock and fishing pier on Lake Apopka. Nature lovers will appreciate the neighborhood's private entrance to the 120-acre Oakland Nature Preserve, as well as close proximity to the famous 22-mile West Orange Trail, local golf courses, and pickleball courts. Complete with fast access to the Turnpike, 408, and 429, this location connects you quickly to excellent shopping, dining, and the charming downtown districts of Winter Garden, Clermont, and Oakland, while keeping Orlando’s theme parks and international airport within easy reach.

Listing is courtesy of: BALDWIN PARK REALTY LLC (407-986-9800)

Listing Agent: Brian Cirillo (321-231-1068)

Remarks: UPDATED TOWNHOME NEXT DOOR TO CROOKED CAN & PLANT STREET MARKET! Located in the heart of Downtown Winter Garden, 461 Geranium Park Way offers one of the most connected lifestyles available — coffee, dining, craft beer, the West Orange Trail, live music, community events, and the Saturday Farmers Market are all right outside your door. Inside, the home feels practically new, with fresh paint throughout and a beautifully maintained interior that shows no obvious wear and tear. The home is bright, polished, and truly move-in ready with wood-look tile flooring, crisp white trim, crown molding, recessed lighting, modern door hardware, decorative wall trim, and a clean neutral design throughout. The open main living level is ideal for everyday living and entertaining, with the kitchen, dining, and living areas flowing together in one spacious, connected layout. The kitchen features light cabinetry, stone countertops, subway tile backsplash, stainless steel appliances, a NATURAL GAS RANGE, vent hood, pendant lighting, and an oversized island with seating. The dining and living areas offer generous space, abundant natural light, balcony access, and a comfortable layout that feels open, stylish, and easy to live in. The flexible three-level design provides space for guests, work-from-home needs, hobbies, or multi-generational living, while the ELEVATOR-READY layout offers a valuable option for future convenience. Additional highlights include NATURAL GAS SERVICE, tankless water heater, updated fixtures, excellent storage, and a cohesive modern feel throughout. The primary bath features new flooring and a BRAND NEW STEAM SHOWER with floor-to-ceiling tile, built-in bench, recessed niche, decorative tile accent, and a spa-inspired look. With its fresh interior, updated finishes, open main living level, natural gas features, flexible layout, and unmatched Downtown Winter Garden location, this home offers a rare blend of comfort, convenience, and everyday enjoyment. Spend Saturday mornings at the farmers market, meet friends on Plant Street, hop on the West Orange Trail, and come home to a beautifully updated space just steps from it all. Schedule your private showing today.

Listing is courtesy of: THE ROSENBLOOM TEAM (407-376-4454)

Listing Agent: Cindy Rosenbloom (407-876-9175)

Remarks: Under contract-accepting backup offers. Positioned on a premium homesite with an expansive manicured common area along one side, this property offers added privacy and open space, along with sweeping views of John’s Lake from the front of the home. Inside, the home opens to a formal dining area accented by wood beam ceilings, while custom wall details in the foyer and along the staircase add a refined, designer touch. The main living area features soaring ceilings, abundant natural light, wood beam ceiling accents, and a striking floor-to-ceiling accent wall, creating a dramatic yet inviting focal point that flows seamlessly into the dinette and open kitchen. Designed for both everyday living and entertaining, the kitchen includes a large island with seating, sleek cabinetry, stainless steel appliances, a gas cooktop, built-in oven, and generous pantry space. Just off the pantry, a connecting space between the kitchen and dining room offers the perfect opportunity for a coffee station or butler’s pantry. The main level also offers a spacious primary suite with a well-appointed bath and a custom walk-in closet featuring built-in drawers, cabinetry, and shelving, along with a secondary bedroom and full bath, ideal for guests or multigenerational living. Upstairs, you will find three additional bedrooms, including one with a private bath, while the remaining two share a full bath, plus a generous loft overlooking the living area that provides flexible space for a secondary living area, home office, or play space. The outdoor living space is designed for true Florida living, featuring a saltwater pool and spa added in 2021 with full automation, expansive Travertine tile decking, and a lanai with a motorized screen that extends your living space year-round. The patio is also pre-plumbed for a future outdoor kitchen, offering even more potential for entertaining. Additional highlights include a split three car garage configuration with a separate side entry one car bay and a 2 car garage equipped with an EV charging outlet. Waterside on John’s Landing offers a clubhouse, fitness center, resort-style pool, playground, covered dock, and pavilion on John’s Lake, all conveniently located near Horizon West, Hamlin, shopping, dining, and major roadways.

Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)

Listing Agent: Alex Vastardis (407-947-6264)

Remarks: You found it with this Location! The family will love this beautiful, Former Model home in Traditions! Blocks away from Downtown Winter Garden! Golf carts welcome! This 3/2 split plan has wood laminate flooring in living room & the master bedroom. Kitchen is open, Ceramic tile & eat-in space overlooking backyard. Master Bedroom is spacious with Walk-in shower and separate tub. Private / separate laundry room. Separate office or workshop in garage is UNDER AIR UNDER & perfect for the handyman! The backyard is fully fenced. Enjoy the restaurants, famer's market & shops all in walking distance or use a golf cart! Separate Workshop room. AC 2019. Easy access to the turnpike, 429, 408 to downtown Orlando or OIA! Great Schools!

Listing is courtesy of: WATSON REALTY CORP (407-298-8800)

Listing Agent: Rick Evans, Ii (407-538-9295)