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

Remarks: Rare Gated Lakefront Retreat with Grandfathered Boat Access on Lake Luntz Discover resort-style living in this one-of-a-kind gated lakefront home in the heart of Winter Garden. Nestled on a quiet, tree-lined cul-de-sac, this 5-bedroom, 5-bathroom, 4,365 Sq Ft home offers a smart layout designed for both everyday living and entertaining. The first-floor bedroom and full bath are ideal for guests or multi-generational living, while upstairs includes a loft, media room, and three additional bedrooms, including one en-suite and a Jack-and-Jill setup. Enjoy endless lake views from the screened pool with grotto seating and waterfall, or entertain indoors in the Florida Grill/Bar room featuring a refrigerator, freezer, deep fryer, griddle, bar sink, dishwasher, and full pool/guest bath. The primary suite is a true retreat with double walk-in closets, spa-style bath, garden tub, walk-in shower, and dual water closets. Lake enthusiasts will love the boathouse, covered dock, and boat lift, complete with power and water, along with multiple watercraft options including a pontoon slip (~20’), jet ski slip for 2, power lifts, and additional space for non-powered boats. Additional bonus spaces include a garage under air with a separate gym/rec room. Outdoor living abounds with a beachfront-style area, wood-burning fireplace, granite bar-top seating, and spectacular sunset views. This is a rare opportunity to own the only home on Lake Luntz with grandfathered boat access, offering a private lakefront lifestyle you won’t find anywhere else.

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

Listing Agent: Keegan Siegfried (813-670-7226)

Remarks: Welcome to 552 Egret Place in beautiful Winter Garden, Florida—an exceptional Meritage Homes residence thoughtfully designed to combine modern style, everyday comfort, and outstanding energy efficiency. From the moment you arrive, you'll appreciate the quality craftsmanship and attention to detail that Meritage Homes is known for. Inside, an open and inviting floor plan creates the perfect setting for both daily living and entertaining. The spacious living areas flow seamlessly into the well-appointed kitchen, featuring abundant cabinetry, generous counter space, a large island, and modern finishes that make gathering with family and friends effortless. The private owner's suite provides a peaceful retreat with a spacious bedroom, an elegant en-suite bath, and a generous walk-in closet. Additional bedrooms provide flexibility for family, guests, or a dedicated home office. One of the standout features of this home is its energy-efficient construction. This home incorporates advanced energy-saving features designed to provide year-round comfort while helping reduce utility costs. Spray foam insulation and energy efficient windows are just some of the certified features that contribute to a more efficient home. Step outside to enjoy the outdoor living space—ideal for morning coffee, weekend barbecues, or simply relaxing while enjoying Florida's beautiful weather. Located in one of Winter Garden's most desirable areas, you'll enjoy convenient access to top-rated schools, shopping, dining, parks, major highways, and the charm of Historic Downtown Winter Garden, known for its award-winning farmers market, local restaurants, boutique shopping, and the West Orange Trail. Whether you're looking for a move-in-ready family home or a smart investment in one of Central Florida's fastest-growing communities, 552 Egret Place offers the perfect blend of quality construction, energy efficiency, modern amenities, and an unbeatable location. Don't miss this opportunity to own a beautifully crafted home where comfort, savings, and Florida living come together.

Listing is courtesy of: SOUTHERN HERITAGE REALTY, INC (407-877-6928)

Listing Agent: Jim Kernohan (407-450-3861)

Remarks: Under contract-accepting backup offers. Virtually Staged. RARE Opportunity in Country Lakes Estates! Homes in this sought-after enclave rarely come to market—don’t miss your chance to own this exceptional property situated on a stunning 1-acre lot with access to a private community boat ramp to Lake Tilden and Black Lake. Enjoy a peaceful, country setting while being just minutes from everything, including a short walk to Winter Garden Village for shopping, dining, and AdventHealth. Only 7 minutes to Downtown Winter Garden. This beautiful brick estate home features 4 bedrooms, 4 bathrooms, OVERSIZED 2-car garage, plus a separate workshop, all surrounded by majestic 100-year-old oak trees and a producing avocado tree. A full brick wall along the entire East side of property enhances both privacy and charm, creating a truly serene setting. A true outdoor retreat, the property boasts a massive screened 43,000-gallon pool and a 16' x 14' lanai with a vaulted tongue-and-groove ceiling. A convenient double screen door allows easy access for large outdoor furnishings and entertaining. Inside, the floor plan is designed for both comfort and functionality. The expansive kitchen offers abundant cabinetry and flows seamlessly into the breakfast area and oversized family room, highlighted by a soaring cathedral ceiling and a stunning fireplace. A formal living room with French doors, bay window, and window seat provides the perfect option for a home office. The split-bedroom layout ensures privacy. The oversized primary suite is tucked away and features a spacious bath with two walk-in closets, a sun tunnel for natural light, oversized shower and whirlpool soaking tub. Three additional bedrooms are located on the opposite side of the home with a pocket door creating a private wing—ideal for family or guests. One bedroom includes an en-suite bath, while the others share a hall bath. A full pool bath adds convenience for outdoor living. Custom-built with quality in mind, this home showcases brick brought in from Pennsylvania, solid wood interior doors, and double-pane Pella windows for efficiency. For hobbyists or entrepreneurs, the 24' x 16' workshop with concrete flooring, electricity (220 power as well), air compressor piping, and water access is a standout feature. Additional storage rooms and a chicken coop (ready for restoration) offer even more versatility—imagine enjoying fresh eggs right from your backyard. Updates Include: NEW Roof, gutters & downspouts (Jan 2026) Pool/lanai rescreened (Feb 2026) New variable-speed pool pump, filter & valves (Feb 2026) Well system check (Aug 2025) Septic serviced (Nov 2024) Water heater (July 2023) HVAC systems (2021 & 2018) Well pump & components (2018) Whole-house water filtration system (2015) and serviced annually in Dec. Benefit from well and septic systems, keeping utility costs low. Corner lot offering loads of privacy with one side brick wall. This home is more than a place to live—it’s a lifestyle. Spend your mornings under the oak canopy, stroll to brunch, enjoy community amenities like tennis and gazebo or launch your boat for a day on the water—all from your own neighborhood.

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Sherri Palmer (407-718-0412)

Remarks: Under contract-accepting backup offers. ***Seller to offer up to $17,000 toward buyer's closing cost & or rate buy down.*** There is a distinct rhythm to life in Oakland Park that cannot be replicated anywhere else in Central Florida. It is a refined balance of Old Florida charm and modern luxury, where tree-lined streets, curated green spaces, and intentional design create a true sense of place. As you enter the community, everything feels elevated and thoughtfully composed, with the 22-mile West Orange Trail serving as the heartbeat that connects residents to both nature and one another. At 931 Kylee Alley, this lifestyle is fully realized. Positioned on a prominent corner lot, this David Weekley Stoneybrook residence showcases timeless architecture with a clean, sophisticated presence. One of the greatest luxuries here is the ease of ownership. The homeowners' association provides full landscaping maintenance, allowing the property to remain in pristine condition without demanding your time. Your weekends are yours to enjoy, not manage. Inside, the home immediately impresses with intentional sightlines and natural light. Built in 2022, the design feels both current and enduring. Soaring ceilings and expansive windows, complemented by custom plantation shutters, create a bright yet grounded atmosphere. The gourmet kitchen anchors the home, featuring an oversized island with sleek, solid surface countertops that serve as the perfect setting for gathering, entertaining, or everyday living. The floor plan is designed for both connection and privacy. The main level offers a flexible and refined space that can function as a guest suite or executive-style home office. Upstairs, the private quarters provide a peaceful retreat. The primary suite is expansive and serene, complete with a spa-inspired bath designed for relaxation at the end of the day. Living here means immediate access to the West Orange Trail and the best of Winter Garden. Bike to Plant Street, enjoy the Saturday Farmers Market, or simply take in the charm of one of Central Florida’s most sought-after destinations. Within Oakland Park, residents enjoy resort-style amenities, including multiple pools, a clubhouse, and a dog park, all contributing to a true lock-and-leave lifestyle. From an investment perspective, this property stands out. It offers an exceptional price per square foot for Oakland Park, with pricing thoughtfully adjusted to reflect the opportunity for upstairs flooring customization. In a community where demand continues to outpace supply, especially for newer construction on premium corner lots, this home represents both immediate value and long-term upside. 931 Kylee Alley is more than a home. It is a strategic acquisition within one of Winter Garden’s most desirable communities.

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

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

Remarks: Welcome to 14252 Creekbed Circle, a spacious and beautifully designed home located in the heart of Winter Garden, in Bradford Creek, one of Central Florida's most sought-after communities. Perfectly situated near Downtown Winter Garden, you'll enjoy convenient access to popular restaurants, boutique shopping, farmers markets, community events, walking trails, and entertainment year-round. This expansive 4-bedroom, 3.5-bath residence offers plenty of room for everyone with a versatile floor plan designed for modern living. The oversized bonus room provides endless possibilities and can be used as a home office, game room, media room, playroom, fitness area, or additional living space to fit your needs. The spacious layout features generous living and dining areas, creating the perfect setting for entertaining guests or enjoying everyday life. The large kitchen with a center island for entertaining and an abundance of cabinets for all of your cooking needs. The private owner's suite offers a relaxing retreat, while the additional bedrooms provide comfort and flexibility for family and visitors. With abundant living space, a desirable location, and easy access to everything Winter Garden has to offer, this home combines convenience, functionality, and lifestyle in one exceptional package. Near Winter Garden Village, Disney and Advent Health in Winter Garden with easy access to 429/408 and the Turnpike. Don't miss the opportunity to make this your next home. Garage equipped with Tesla Charger, Upstairs HVAC replaced 8/2025, Downstairs HVAC replaced 1/2026, Dishwasher replaced 12/2024, Luxury Vinyl Plank flooring installed 12/2025 and new interior paint 5/2026.

Listing is courtesy of: WATSON REALTY CORP (407-323-3200)

Listing Agent: Carla Robles (407-462-2347)

Remarks: Welcome to Oakland Trails, one of Oakland’s most desirable communities! This beautifully maintained 3-bedroom, 2-bath home offers the perfect blend of comfort, style, and location. Built in 2018, the home features a bright, open-concept floor plan with spacious living areas, a modern kitchen, and plenty of room for both everyday living and entertaining. Step outside and enjoy all the amenities that make Oakland Trails so special, including a resort-style community pool and playground. Outdoor enthusiasts will love being just minutes from the renowned West Orange Trail, offering miles of scenic paths for walking, running, and biking through some of Central Florida’s most beautiful landscapes. Conveniently located near historic downtown Winter Garden, shopping, dining, and major roadways, this home combines small-town charm with everyday convenience. Whether you're relaxing at the pool, exploring the nearby trail system, or enjoying all that the area has to offer, this property delivers the Florida lifestyle you've been looking for.

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

Listing Agent: Brynn Allen (407-617-8963)

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: Virtually Staged. One or more photos are virtually staged. Location. Luxury. Architectural character. Welcome to The Sanibel, affectionately known as “The Castle,” an award-winning home just minutes from the charm and energy of Historic Downtown Winter Garden. This stunning residence blends timeless Italian-inspired architecture with modern comforts, creating a home that feels both elegant and inviting. From the moment you arrive, the home makes a memorable first impression with its arched wood double doors, custom soffit lighting, and classic concrete tile roof. Step inside and you’re greeted by soaring ceilings, detailed beams, and crown molding that add warmth and sophistication to the open-concept living spaces—perfect for both everyday living and entertaining. The gourmet kitchen is designed to impress, featuring premium KitchenAid appliances, a natural gas cooktop, built-in refrigerator, 42” custom cabinetry, a hidden walk-in pantry, and a reverse osmosis water system. Whether hosting guests or enjoying a quiet night at home, this kitchen is the heart of it all. The first floor offers exceptional flexibility with a private office and a Junior Owner’s Suite—ideal for guests or multi-generational living. Upstairs, the primary suite becomes your personal retreat with a unique round spa-inspired bathroom, oversized walk-in closet, wet bar, and access to a private balcony. Two additional en-suite bedrooms, a loft, and an upstairs laundry room complete the second level. Step outside and enjoy multiple spaces designed for relaxing and entertaining, including Trex-decked balconies, a summer kitchen, and a peaceful fountain feature. Additional highlights include surround sound wiring, a whole-home generator, and thoughtful upgrades throughout the home. Beyond the property itself, the location truly sets this home apart. You’re just minutes from Downtown Winter Garden’s award-winning farmers market, vibrant restaurants, charming boutiques, scenic parks, and top-rated schools—with easy access to major highways for commuting throughout Central Florida. Recognized as Florida’s Best Model Home by the SEBC Excel Awards, The Sanibel offers a rare opportunity to own a home that combines architectural distinction, luxury features, and an unbeatable Winter Garden lifestyle. Note: One image includes a virtually added pool to illustrate potential backyard possibilities.

Listing is courtesy of: HOMEVEST REALTY (407-897-5400)

Listing Agent: Erica Diaz (407-897-5400)

Remarks: Virtually Staged. Ideally located in the heart of Winter Garden, this home offers 3,474 sq. ft. of living space and exceptional walkability just steps from Winter Garden Village’s shopping, dining, and everyday conveniences. Recent updates include new carpet and fresh interior and exterior paint. The flexible floor plan features five bedrooms, three full bathrooms, and a kitchen with 42-inch upper cabinets, granite countertops, and an open layout to the family room with a large eat-in area. Stone Crest community amenities include a clubhouse, pool, tennis/pickleball courts, playground, and a scenic walking trail around a tranquil pond. With close proximity to AdventHealth, major highways, historic downtown Winter Garden, the West Orange Trail, and top-rated schools, this property provides excellent convenience and connectivity.

Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY (407-203-0007)

Listing Agent: Joseph Doher (407-203-0007)

Remarks: Welcome to luxury living in the highly desirable Bradford Creek community of Winter Garden. This stunning 5-bedroom, 4-bathroom residence offers 4,225 square feet of thoughtfully designed living space, combining elegance, comfort, and functionality. Built in 2019, this two-story home features an open-concept floor plan with spacious living and dining areas, a gourmet kitchen with premium finishes, and abundant natural light throughout. The expansive primary suite provides a private retreat with a spa-inspired bathroom and generous walk-in closets. Step outside to your own private backyard oasis featuring a beautiful screened-in pool, perfect for entertaining, relaxing, and enjoying Florida's year-round sunshine. Additional highlights include a 3-car garage, modern finishes, and ample space for family and guests. Conveniently located near top-rated schools, shopping, dining, major highways, and Orlando's world-class attractions, this exceptional property offers the perfect blend of luxury and location. Schedule your private showing today and discover everything this remarkable Winter Garden home has for you.

Listing is courtesy of: REALTY ONE GROUP MAGIC CITY (407-589-9080)

Listing Agent: Karen Vasquez Rodriguez (407-721-8642)

Remarks: Under contract-accepting backup offers. **WINTER GARDEN SINGLE FAMILY HOME** **HVAC (2023) + ROOF (2018) + EXTERIOR PAINT (2024)** **ALL NEW ENERGY EFFICIENT WINDOWS & SLIDING DOOR (2025)** **LARGE FULLY FENCED PRIVATE BACKYARD** **NATURAL GAS** **TILE THROUGHOUT -- NO CARPET** Welcome to this adorable, affordable & move-in-ready single family home in the PERFECT LOCATION. Purchase with CONFIDENCE & PEACE OF MIND…recent updates & special features include: all new energy efficient windows and sliding door (2025), updated kitchen cabinetry (2018), updated bathroom vanities (2024), roof (2018), HVAC (2023), freshly painted exterior (2024), new garage opener (2023), custom hurricane shutters for windows & doors, fully fenced (2022)…and MORE! NO CARPET -- tile throughout the entire home. Lots of NATURAL LIGHT throughout. The fantastic & FLEXIBLE floor plan features a large living space open to the kitchen, THREE bedrooms, TWO full bathrooms -- all one ONE LEVEL. The primary suite includes a large walk-in shower, updated vanity and walk-in closet with shelving. All appliances STAY -- including washer & dryer. Enjoy the Florida lifestyle outdoors with the extended paver patio and large backyard space that is fully fenced & private with additional open community easement behind the home for added privacy buffer. Extended driveway for ample parking space. LOW UTILITY BILLS with newer roof, HVAC & windows! The LOW HOA includes a community pool. The PERFECT location -- conveniently located to both Winter Garden & Clermont with easy direct access to the FL Turnpike (less than three miles) and HWY 429 (less than two miles). Just ONE MILE to historic Downtown Winter Garden -- enjoy the West Orange Trail, HUGE weekly farmer's market, festivals, shopping, dining, art, the Crooked Can Brewery & Plant Street Market. Easy access to ALL shopping (Costco, Target & more), dining, medical & conveniences in both Winter Garden & Clermont along HWY 50 and Winter Garden Village. WELCOME HOME!

Listing is courtesy of: TARA MOORE REAL ESTATE (407-738-5588)

Listing Agent: Tara Moore (407-765-3700)

Remarks: Welcome to what may be the most impeccably maintained and beautifully upgraded home in Oakland Park! This stunning 4-bedroom, 3.5-bath residence showcases designer-inspired finishes throughout, featuring soaring ceilings, modern color palettes, and countless custom enhancements that make it truly one of a kind. Built just four years ago and nestled on a quiet street directly across from green space, this exceptional David Weekley Seaside model offers the perfect blend of elegance, comfort, and convenience. The thoughtfully designed floor plan features a luxurious first-floor owner's retreat complete with a spacious spa-like bath, while the additional bedrooms, study, dining area, and generous living spaces provide room for everyone to spread out and enjoy. No detail has been overlooked. The current owners have invested extensively in premium upgrades, including custom wood trim and accent walls, designer wallpaper, upgraded lighting throughout, custom Zebra window shades, professionally designed closets in the owner's suite, secondary bedroom, and laundry room, plus a water softener, gutters, epoxy-coated garage floors, updated landscaping, and an inviting paver patio. Both the interior and exterior have been freshly painted, creating a truly move-in-ready experience. Step outside to the screened rear porch, where you'll enjoy peaceful mornings, evening breezes, and endless opportunities for birdwatching and outdoor dining. The spacious 3-car garage provides ample storage and functionality for today's lifestyle. Beyond the home itself, Oakland Park offers an award-winning lifestyle unlike any other. This celebrated Parade of Homes community is known for its charming streetscapes, abundant green spaces, waterfront gathering areas, parks, and strong sense of community. Golf-cart-friendly and ideally located just minutes from the West Orange Trail, you'll also enjoy the convenience of walking or riding into vibrant downtown Winter Garden for exceptional dining, shopping, entertainment, and year-round events. This is more than a home—it's a lifestyle defined by luxury, connection, recreation, and the timeless charm of Winter Garden Living.

Listing is courtesy of: CENTRAL FLORIDA PRIME REAL ESTATE LLC (407-404-4041)

Listing Agent: Lynette Piontek (407-222-4310)

Remarks: BUY THIS HOME WITH 100% FINANCING! LOCATION, LOCATION, LOCATION! Welcome to Your Trailside Oasis in Historic Oakland/Winter Garden! Nestled directly along the scenic West Orange Trail, this meticulously maintained, lightly lived-in bungalow offers the ultimate Florida lifestyle. Cycle straight into vibrant, historic downtown Winter Garden, or retreat to your own peaceful haven under the towering Live Oaks of Oakland Trails. Sophisticated Design Meets Modern Comfort...From the moment you arrive, the extended paver driveway and charming, shaded front porch welcome you home. Step inside to an airy, open-concept living area adorned with gleaming ceramic tile floors, quartz countertops, and upgraded builder finishes. Thoughtful, highly functional details elevate the main floor, including a stylish drop zone by the two-car garage, an under-stair coat closet, and a convenient powder room. High-end custom shades, luxury ceiling fans, and designer light fixtures make this residence completely turn-key and move-in ready. The second level opens into a versatile loft perfect for a media room, home office, or play space. The primary suite serves as a true sanctuary, boasting a grand double-door entrance, two spacious walk-in closets, and an ensuite bath with elegant quarts countertops. Two additional bright bedrooms and a dedicated upstairs laundry room complete this flawlessly designed upper level. Equipped with modern exterior lighting and a security camera system, this home offers total peace of mind. Outside your door, the vibrant Oakland Trails community features a resort-style pool, playground, dog park, and endless walking trails. Abundant dedicated street parking makes hosting family and friends effortless. Positioned perfectly between Clermont and Orlando, you will enjoy rapid access to the Florida Turnpike, 429, 408, and Highway 50. With Killarney Station right outside the neighborhood and the breathtaking Oakland Nature Preserve on the shores of Lake Apopka less than five minutes away, this is a dream destination for outdoor enthusiasts. Don't miss the chance to own this pristine, upgraded gem in one of Central Florida's most desirable trailside communities! Offering a lender credit towards costs or interest rate buy-down, when the client uses the preferred lender ACE Lending Group, ASK HOW.

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Ariel Vargas (407-558-5161)

Remarks: Experience a lifestyle defined by elegance, privacy, and exceptional design in this luxury residence within the gated community of Canopy Oaks in Winter Garden. Built by A.R. Bailey Homes, this sought-after Delray floor plan offers nearly every feature today's discerning buyer desires, blending sophisticated architecture with functional living spaces designed for entertaining, multigenerational living and everyday comfort. Within an intimate enclave of just 49 homesites, this residence enjoys a premier location, minutes from historic downtown Winter Garden, Winter Garden Village, top-rated schools, dining, shopping, recreation and major commuter routes. A striking exterior presentation sets the tone with a paver driveway, concrete tile roof, stone-accented elevation, wood-look garage doors and grand solid wood double-entry doors. Beyond the entry, thoughtfully designed interiors showcase expansive gathering spaces, architectural ceilings, elegant finishes and abundant natural light. The chef-inspired kitchen serves as the centerpiece of the home, featuring a natural gas cooktop with exterior venting, built-in oven, upgraded appliances, pot filler, 42-inch cabinetry with crown molding, under-cabinet lighting, tile backsplash, walk-in pantry and oversized island overlooking the spacious great room with coffered ceilings. Adjacent to the living areas, a gated wine cellar creates a memorable entertaining feature rarely found in homes at this price point. The first-floor primary suite offers a private retreat with a spa-like bath featuring dual granite vanities, a soaking tub, oversized walk-in shower with dual shower heads and bench seating, and a custom-designed closet system. A separate first-floor en-suite bedroom provides ideal flexibility for guests, extended family or a dedicated home office. Upstairs, the versatile layout continues with a second primary suite, two additional en-suite bedrooms, a generous loft, guest powder bath and a covered balcony, creating multiple private living spaces throughout the home. Designed to embrace Florida's year-round outdoor lifestyle, the residence seamlessly connects indoor and outdoor living through a dramatic corner-opening glass wall and expansive stackable sliding doors. The covered lanai, enhanced by a motorized retractable screen, creates an ideal setting for entertaining, relaxing or enjoying peaceful evenings outdoors. The oversized backyard, with stucco privacy wall, offers ample space to create a custom pool, outdoor kitchen and private resort-style retreat. Additional features include dual tankless water heaters, dual HVAC systems with zoned climate control, motorized roller shades, decorative iron stair railings, mudroom, reading nook and extensive storage throughout. Residents of Canopy Oaks enjoy access to community nature trails and a playground while remaining conveniently located near downtown Winter Garden, Winter Garden Village, the Roper YMCA, Orlando Health facilities, and major transportation corridors including the Florida Turnpike, SR 429, SR 408 and Interstate 4. Offering luxury, flexibility and an exceptional Winter Garden location, this beautifully maintained home presents a rare opportunity to enjoy elevated Central Florida living in one of the area's desirable gated communities. Also listed for lease MLS #O6416527

Listing is courtesy of: PREMIER SOTHEBY'S INTL. REALTY (407-644-3295)

Listing Agent: Lisa Rutkowski (407-793-2416)

Remarks: Under contract-accepting backup offers. BACK ON MARKET!!!! WOW!!! RECENT PRICE DROP BY $10,000 AND $3500 LENDER CREDIT OFFERED WITH JASON BAKER AT PRIMIS MORTGAGE!!! Welcome to this stunning 5 Bed, 3 Bath *POOL* home located on the 14TH HOLE in the esteemed community of Stoneybrook West in Winter Garden! Offering more than 3,000 square feet of living space, this residence combines elegance with functionality. You’ll be greeted by beautiful landscaping with stone accent columns as you walk up the pavered driveway to the front door. Step inside to the open floor plan with formal living room and dining room to each side of the foyer, and high ceilings and modern light fixtures throughout the home. Double doors open up to a bonus room, that can be used as a bedroom, game room, office, or other flexible space. The spacious kitchen boasts modern appliances, cabinetry with crown moulding, tile backsplash and a massive wrap-around breakfast bar overlooking the family room. A dinette is conveniently located just off the kitchen. The huge primary bedroom suite features extra sitting space with accented half walls and a bay window overlooking the backyard and French doors leading out to the lanai. The large en-suite primary bathroom includes his & hers sinks, a separate commode, beautifully tiled garden tub and standing shower with glass door, plus a walk-in closet with built-in organization. Four additional spacious bedrooms share two additional full baths, and there’s a full laundry room with a sink off of the two-car attached garage with additional storage space. Step outside the French doors from the living room to the beautiful screened-in lanai, featuring a built-in summer kitchen with bar perfect for entertaining friends and family! The sparkling blue HEATED POOL and HOT TUB are encompassed by the pavered pool deck and overlooks the beautiful backyard. The community offers a boat ramp, fishing areas, and lake access for water enthusiasts, a clubhouse, fitness center, and a large resort-style community pool. Residents can enjoy tennis courts, a golf course, basketball court, a playground, and feel at ease with a 24-hour guard-gated entrance ensuring a secure and peaceful living environment. This home offers a harmonious blend of comfort, style, and community amenities, making it an excellent choice for those seeking a vibrant and secure neighborhood in Winter Garden.

Listing is courtesy of: DENIZ REALTY PARTNERS LLC (407-704-0780)

Listing Agent: Nastassja Toombs (910-703-6453)

Remarks: Designer Pool Home on a Premium Corner Lot in Sanctuary at Twin Waters – Winter Garden. Welcome to this beautifully one story upgraded 4-bedroom, 3-bathroom home offering elegant living space, built in 2020 and located in the highly desirable Winter Garden. Situated on a premium corner lot, this home offers exceptional privacy with no rear neighbors and no neighbors on the right side, creating a rare and peaceful setting that is highly sought after in the area. The thoughtfully designed floor plan features four spacious bedrooms, including TWO PRIVATE SUITES, making it ideal for guests or multi-generational living. Inside the home, you’ll find a modern and clean aesthetic with ceramic tile and laminate flooring throughout. PROFESSIONALLY CUSTOM CLOSET DESIGNS in all 4 bedrooms and pantry, including a fully customized pantry that provides exceptional organization and storage. Three of the bedrooms are equipped with automatic blackout shades with remote control, offering both comfort and convenience. The backyard is truly a private retreat designed for relaxation and entertaining. The stunning custom heated Spa pool (Small pool/large spa) features a striking glass wall, creating a unique architectural element rarely found in residential homes. The backyard is fully fenced and beautifully finished with premium artificial turf, providing a lush and low-maintenance outdoor environment. Enhancing the outdoor experience even further, the home is equipped with a MistAway Generation III mosquito misting system, allowing you to enjoy the outdoor living spaces comfortably year-round. The outdoor space is further enhanced by a gourmet outdoor kitchen complete with a BLAZE built-in grill, LARGE BIG GREEN EGG, and a BLAZE side burner, making this home perfect for hosting family and friends. The home is equipped with a Vivint smart security system featuring 3 surveillance cameras, as well as a Ring video doorbell, providing enhanced security and convenience. This property combines modern construction with extensive upgrades and a highly desirable location in one of Winter Garden’s most sought-after communities, with convenient access to shopping, dining, top-rated schools, and major roadways. A rare opportunity to own a private, beautifully upgraded home in Sanctuary at Twin Waters. Schedule your private showing today. (Furniture is not included, but it is negotiable - GYM equipment in the garage is not included, but it is negotiable)

Listing is courtesy of: EASY REALTY SERVICES INC (321-318-1005)

Listing Agent: Gabriela Martins-Pierami (321-318-1005)

Remarks: Welcome to this stunning, fully renovated and fully furnished home, perfectly situated on an oversized lot in one of Winter Garden's most exciting and rapidly growing areas. Whether you're looking for a primary residence, a turnkey investment, or a second home, this move-in-ready property offers the perfect blend of comfort, style, and convenience. Inside, you'll find an open-concept floor plan filled with natural light, featuring all-new flooring, recessed lighting throughout, energy-efficient double-pane windows, and a beautifully updated kitchen complete with stainless steel appliances. Major improvements include a new roof and a 3.5-ton AC system, providing peace of mind for years to come. Step outside and enjoy the spacious, fully fenced backyard, offering plenty of room for entertaining, pets, play, or simply relaxing outdoors. Located just one mile from Historic Downtown Winter Garden, you'll enjoy easy access to award-winning dining, shopping, farmers markets, and community events, all while living in a welcoming, family-friendly neighborhood. Fully furnished, beautifully updated, and truly move-in ready, this home offers a rare opportunity to enjoy all that Winter Garden has to offer from day one.

Listing is courtesy of: KELLER WILLIAMS ELITE PARTNERS III REALTY (321-527-5111)

Listing Agent: Trevor Zwick (863-303-6114)

Remarks: Coming Soon! Awesome Opportunity to own in Historic Winter Garden. LOT parcels in the front are being sold seperate.

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

Listing Agent: Nicole Prince (407-712-5688)

Remarks: Welcome to 745 Marsh Reed Dr, a move-in ready Winter Garden home offering privacy, comfort, and the Florida indoor-outdoor lifestyle. Built in 2015 and exceptionally maintained, this spacious 4-bedroom home features an open-concept floor plan designed for everyday living and entertaining. The kitchen serves as the heart of the home with granite countertops, stainless steel appliances, abundant cabinetry, recessed lighting, and a large center island overlooking the living and dining areas. One of the standout features is the screened covered lanai paired with a mature tree-lined backyard setting. Unlike many newer construction homes with direct rear neighbors and minimal shade, this home benefits from large established trees that create a peaceful, shaded outdoor environment rarely found in the area. The natural shade keeps the outdoor living space cooler and more enjoyable throughout the day while adding privacy and character to the backyard experience. The fully fenced backyard offers flexibility for entertaining, pets, family gatherings, or simply relaxing in a quiet outdoor setting. Additional highlights include 4 bedrooms, open concept layout, granite countertops, stainless steel appliances, large kitchen island, screened covered lanai, fully fenced backyard, mature shade trees, private rear setting, move-in ready condition, and convenient access to Horizon West, Hamlin, SR-429, shopping, dining, and entertainment. Located just minutes from Horizon West and Hamlin's growing collection of restaurants, shopping, entertainment, and highly rated schools, this home offers a strong combination of location, functionality, and outdoor lifestyle living. If you have been searching for a home with privacy, shade, outdoor comfort, and a backyard setting that stands out from typical builder-grade lots, 745 Marsh Reed Dr deserves your attention.

Listing is courtesy of: HOME SOLD REALTY LLC (833-700-2782)

Listing Agent: Camilo Perez (833-700-2782)

Remarks: Experience elevated living in this exceptional custom home by J&J Building, perfectly positioned in one of Winter Garden’s most desirable locations directly across from the iconic West Orange Trail. Offering over 5,000 square feet of thoughtfully designed luxury, 811 Civitas Way blends sophisticated style, flexible living spaces, and impressive functionality rarely found in today’s market. Designed for both everyday comfort and unforgettable entertaining, the home features a truly jaw-dropping media room that delivers the ultimate cinematic experience. Multiple office and flex space options provide incredible versatility for remote work, creative pursuits, fitness, or multigenerational living. With bedrooms thoughtfully positioned on both the first and second floors, the layout offers ideal privacy and convenience for guests and family alike. Luxury details and custom upgrades are showcased throughout, including a whole-home generator, a one-year-old Sub-Zero refrigerator, two stunning crystal chandeliers installed last year, and elegant solid brass door hardware throughout the home. You'll fall in love with the large island in the garage that even includes a built-in gift wrapping station! Every space reflects exceptional craftsmanship and thoughtful design, with countless additional custom touches that elevate the home’s overall sophistication and character. One of the property’s standout features is its exceptionally rare amount of parking for 7 cars plus a golf cart— a coveted luxury that sets this home apart. Combined with its prime location near Downtown Winter Garden, scenic trail access, dining, shopping, and commuter routes, this residence offers a lifestyle that is as refined as it is practical. **There is room to add a pool and ADU on this lot, as well! Artist renderings with the pool included in the photos.

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

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