Homes For Sale in Winter Garden 34787 - 983 homes

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. NEW PRICE on this BRAND NEW luxurious move-in-ready 5 Bedrooms/3.5 Baths home built by Toll Brothers, America's Luxury Home Builder. Located in the beautiful community of Westhaven at Ovation—part of the sought-after Horizon West area of Winter Garden—the home sits on a quarter-acre corner lot adjacent to the future clubhouse/fitness center with a resort-style swimming pool. Spanning 3,256 SF, this home has been carefully designed and tastefully upgraded to delight everyone in the family, starting with a 20’ two-story foyer. The stunning gourmet kitchen is a chef’s dream, fully equipped with high-end appliances, an ample pantry, amazing craftsmanship of tile and wood, and plenty of counter space to entertain in a well-appointed atmosphere. The large great room features a luxurious floor-to-ceiling tile accent wall, a beautiful fireplace, surround sound connections, and opens out to a massive 527-SF covered lanai through an oversized 3-glass-panel sliding door. Conveniently located on the first floor, you’ll find the large owner's suite with a spa-like bathroom displaying impressive tile work, a modern free-standing tub, dual sinks, and a large walk-in closet. A modern and elegant staircase takes you to the large secondary bedrooms and spacious loft, perfect for movies and/or game nights for the whole family's enjoyment. Don’t wait; come see this brand-new, never lived-in home today, and you won’t be disappointed!

Listing is courtesy of: HORIZON WEST REALTY (407-966-7653)

Listing Agent: Carmen Gonzalez (407-361-0149)

Remarks: Welcome to beautiful Winter Garden. Check out this exceptional 5-bedroom, 3-bathroom home is located in a gated community that blends comfort with a friendly neighborhood atmosphere. Thoughtfully designed, the home features four bedrooms upstairs and a flexible downstairs bedroom ideal for guests or a home office. The spacious primary suite serves as a private escape, complete with a soaking tub, separate shower, and ample room to relax. Upstairs, two expansive loft areas provide endless possibilities—perfect for a home gym, media room, play space, or additional living area. The main level boasts formal living and dining rooms, along with a large family room that opens through sliding doors to a private pool retreat with two paved seating areas, ideal for entertaining or unwinding. An open floor plan, elegant dual-entry wooden staircase, and stainless steel appliances add to the home’s appeal. Offering generous space, charming details, and a peaceful yet convenient location, this home captures the best of Florida living—schedule your showing before it’s gone.

Listing is courtesy of: HP GLOBAL REALTY LLC (407-925-6780)

Listing Agent: Heron Patel (407-925-6780)

Remarks: Welcome to your fully furnished, turn-key vacation retreat at The Grove Resort & Spa Orlando—a highly sought-after, full-service luxury resort located just minutes from Walt Disney World Resort. As part of the Walt Disney World Good Neighbor Hotel Program, this property offers exceptional appeal for both personal use and income-generating potential. This spacious 2-bedroom, 2-bathroom condo (Cypress/Jasmine model) offers over 1265 square feet of thoughtfully designed living space. Positioned on a high floor as a desirable corner unit, it features an open-concept layout with split bedrooms for enhanced privacy. The oversized primary suite includes a separate sitting area, while the guest bedroom is equipped with two queen beds. Altogether, the unit comfortably accommodates up to 8 guests—ideal for families and vacation renters. The interior showcases modern finishes throughout, including solid wood cabinetry, granite countertops in both the kitchen and bathrooms, stainless steel appliances, and the convenience of in-unit laundry. The condo is fully furnished and professionally decorated, making it truly move-in or rental ready. A screened-in private balcony offers peaceful views, perfect for relaxing after a day at the parks. Residents and guests enjoy access to world-class resort amenities, including a full water park with dual water slides, a FlowRider® double surf simulator, lazy river, multiple pools, splash zones, private cabanas, on-site restaurants and bars, spa, fitness center, arcade game room, mini golf, walking trails, and private access to Lake Austin. The resort also features a convenient marketplace and complimentary shuttle service to Disney parks. This condo operates under a condo-hotel model with an on-site professional rental management program, allowing owners to generate income when not using the property. Owners also benefit from VIP check-in privileges. Notably, all utilities are included in the monthly maintenance fee, simplifying ownership and expense management. Conveniently located just off U.S. Route 192, the property is close to a wide variety of shopping, dining, and entertainment options, and only about 4.3 miles from Margaritaville Resort Orlando. This is resort-style living at its finest—perfect as a vacation home, investment property, or both.

Listing is courtesy of: DALTON WADE INC (888-668-8283)

Listing Agent: Yunfei Liu (941-928-8573)

Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. The Amelia floor plan offers the ease of one-story living with a smart and stylish layout featuring three bedrooms, two bathrooms, and a two-car garage. A spacious great room flows effortlessly into the dining and kitchen areas, making entertaining and everyday living a breeze. The private primary suite is tucked away with a large walk-in closet and a well-appointed bath. Two additional bedrooms and a full bath provide flexibility for guests, kids, or a home office. With thoughtful touches like a lanai, a dedicated laundry room, and a roomy garage, the Amelia delivers comfort and convenience in one beautifully designed space.

Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)

Listing Agent: Nancy Pruitt, Pa (352-552-7574)

Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. ARLINGTON bonus with 6 Bedrooms. Discover the newest community by Dream Finders Homes in the highly sought-after Hamlin, Winter Garden. Welcome to the Arlington, an award-winning single-story open-concept home designed for modern living and effortless entertaining. The layout flows seamlessly from the great room to the dining and kitchen areas, creating a bright and welcoming space for family and guests. The kitchen features an oversized island, wrap-around cabinetry, and ample counter space, connecting directly to the living areas—perfect for everyday living and entertaining. The owner’s suite and additional main-floor bedrooms are thoughtfully placed to maximize privacy and comfort, making this home ideal for families or multi-generational living. Located in the brand-new Avalon Woods community, residents enjoy boutique-style charm just minutes from top-rated schools, Hamlin Town Center, Hwy 429, and Disney. The sample photos included are of the model home and are meant to showcase the craftsmanship and design quality.

Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)

Listing Agent: Nancy Pruitt, Pa (352-552-7574)

Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. The Amelia floor plan offers the ease of one-story living with a smart and stylish layout featuring three bedrooms, two bathrooms, and a two-car garage. A spacious great room flows effortlessly into the dining and kitchen areas, making entertaining and everyday living a breeze. The private primary suite is tucked away with a large walk-in closet and a well-appointed bath. Two additional bedrooms and a full bath provide flexibility for guests, kids, or a home office. With thoughtful touches like a lanai, a dedicated laundry room, and a roomy garage, the Amelia delivers comfort and convenience in one beautifully designed space.

Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)

Listing Agent: Nancy Pruitt, Pa (352-552-7574)

Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. Sample Image The Venice is a two-story home designed for efficient and flexible living. The first floor features an open-concept layout with a centrally located kitchen overlooking the dining area and main living space. The primary bedroom is located on the main level and includes a walk-in closet and en-suite bathroom, offering privacy and convenience. A flex room with walk in closet and a half bathroom are also located on the first floor, along with direct access to the garage and additional storage. The second floor includes additional secondary bedrooms with access to full bathrooms, a central loft providing flexible living space, and a dedicated laundry area. A secondary primary bedroom is also located on the second floor, featuring its own en-suite bathroom and walk-in closet, making it ideal for multi-generational living or extended stays.

Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)

Listing Agent: Nancy Pruitt, Pa (352-552-7574)

Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. Welcome to the Arlington with Bonus and 6 Bedrooms! This stunning 4,236 square foot, two-story floor plan boasts 6 bedrooms, 4 bathrooms, and a spacious 2-car garage. Experience the ultimate in open-concept living on the main level, perfect for entertaining family and friends. The garage includes an extra hobby/work space for all your creative projects. Step outside and unwind under the inviting covered patio, or head upstairs to discover a generously sized bonus room, ideal for a playroom, home office, or media space. Don’t miss out on the opportunity to make this beautiful home your own!

Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)

Listing Agent: Nancy Pruitt, Pa (352-552-7574)

Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. Welcome to the Arlington with Bonus and 6 Bedrooms! This stunning 4,236 square foot, two-story floor plan boasts 6 bedrooms, 4 bathrooms, and a spacious 2-car garage. Experience the ultimate in open-concept living on the main level, perfect for entertaining family and friends. The garage includes an extra hobby/work space for all your creative projects. Step outside and unwind under the inviting covered patio, or head upstairs to discover a generously sized bonus room, ideal for a playroom, home office, or media space. Don’t miss out on the opportunity to make this beautiful home your own!

Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)

Listing Agent: Nancy Pruitt, Pa (352-552-7574)

Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. Welcome to the Arlington with Bonus and 6 Bedrooms! This stunning 4,236 square foot, two-story floor plan boasts 6 bedrooms, 4 bathrooms, and a spacious 2-car garage. Experience the ultimate in open-concept living on the main level, perfect for entertaining family and friends. The garage includes an extra hobby/work space for all your creative projects. Step outside and unwind under the inviting covered patio, or head upstairs to discover a generously sized bonus room, ideal for a playroom, home office, or media space. Don’t miss out on the opportunity to make this beautiful home your own!

Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)

Listing Agent: Nancy Pruitt, Pa (352-552-7574)

Remarks: Under Construction. What's Special: Covered Extended Lanai | Close to Park | Dedicated Study | Garden View. New Construction - September Completion! Built by America's Most Trusted Home Builder. Welcome to the Caicos at 11283 Silver Trumpet Loop in Esplanade at McKinnon Groves! Step inside and enjoy an open concept living space filled with natural light that brings the heart of the home to life. At the front of the home, a secondary bedroom sits near a roomy laundry room and a private study with pocket doors, offering flexibility for work or guests. Tucked at the back of the home, the elegant primary suite creates a peaceful retreat and features a spacious walk-in closet, a dual sink vanity, and an expansive shower designed for everyday comfort and relaxation. Additional Highlights Include: tray ceiling package, a study with pocket doors in place of a flex room, a covered extended lanai, upgraded cabinetry and countertops. Photos are for representative purposes only. MLS#O6394269 - Esplanade at McKinnon Groves brings resort-style living to Winter Garden with beautifully designed open-concept homes set among natural views. This vibrant gated community offers a lifestyle centered on wellness, unique experiences, and signature amenities that make every day feel like a getaway. The Venue will feature a fitness center, movement studio, treatment room, lifestyle spaces, outdoor terrace seating, Bahama bar, and a resort pool with a spa and cabanas. You’ll also enjoy fireside seating, yoga and flex lawns, pickleball, tennis and bocce courts, a bark park, rose garden, and a trailhead connecting miles of equestrian and walking trails. Concierge services and year-round events elevate the experience even more. With zoning for Lake County public schools, this community blends everyday convenience with resort-style comfort!

Listing is courtesy of: TAYLOR MORRISON REALTY OF FLORIDA INC (407-756-5025)

Listing Agent: Michelle Campbell (407-756-5025)

Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. Opportunity in Avalon Woods! Discover the newest community by Dream Finders Homes in highly sought-after Hamlin, Winter Garden. Welcome to the Berkley, a thoughtfully designed bungalow that blends charm, functionality, and modern comfort. This brand-new home offers 4 bedrooms, 3 bathrooms, and 2,102 sq. ft. of living space. The inviting front porch sets the tone, while inside, abundant natural light flows through thoughtfully placed windows. A bedroom and full bath on the first floor provide flexibility for guests or multi-generational living, while the upstairs keeps the remaining bedrooms together for privacy. Enjoy seamless indoor-outdoor living with a covered breezeway and private courtyard, perfect for gatherings or a quiet retreat. Nestled in Avalon Woods, you’ll love the convenience of being just minutes from top-rated schools, Hamlin Town Center, Hwy 429, and Disney.

Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)

Listing Agent: Nancy Pruitt, Pa (352-552-7574)

Remarks: Welcome to this beautifully upgraded Toll Brothers townhome located in the highly desirable community of Westhaven at Ovation in Winter Garden. Built with the sought-after Kellogg Craftsman floor plan, this residence showcases extensive upgrades and modern finishes throughout. The open-concept floor plan offers a bright and spacious great room seamlessly flowing into the upgraded kitchen featuring quartz countertops, premium cabinetry, designer backsplash, luxury vinyl plank flooring, stainless steel Whirlpool appliances, and an oversized island perfect for entertaining. One of the standout features of this home is the private courtyard space located between the home and the garage, making it a perfect retreat to relax, entertain, or enjoy Florida’s beautiful year-round weather. This outdoor area adds valuable lifestyle flexibility and charm. Upstairs, the spacious primary bedroom offers a beautifully appointed bath with upgraded tile, quartz vanity tops, polished chrome fixtures, and a spacious walk-in shower. This home built in 2024 with two-story, reflects modern design and energy-efficient construction and blends modern elegance with functional living and thoughtfully designed indoor-outdoor flow. Located just minutes from Horizon West, Hamlin Town Center, top-rated schools, shopping, dining, and major highways.The water filtration system and jacuzzi spa are negotiable. This home is a must-see. Schedule your showing today.

Listing is courtesy of: SELECTA REALTY LLC (407-777-7131)

Listing Agent: Bruna Sereno (407-883-6648)

Remarks: Presenting this exquisite modern residence standing alone without neighbors in either side or rear in a neighborhood of almost 150 homes showcasing souring ceilings, designer finishes, and an open-concept living space bathed in natural light. A gourmet kitchen that anchors the home, while expansive glass doors reveal a resort-style screened pool and outdoor lounge. Architecture, luxurious details inside all bathrooms and kitchen, and seamless indoor-outdoor living create an exceptional retreat for refined entertaining. An amazingly fancy electric chimney gives the living room area warmth and elegance. AC units are of high efficiency with hotel fragrance throughout the entire home. COME AND SEE IT SOON! AC units is 3 years. New roof to be installed.

Listing is courtesy of: PAULINO GLOBAL REAL ESTATE (407-455-1981)

Listing Agent: Andrea Paulino (813-753-6110)

Remarks: Located in the highly sought-after Watermark community in Winter Garden, this stunning 4-bedroom, 3 full bath, and 1 half bath home offers the perfect blend of luxury, comfort, and functionality. Step inside to find beautiful wood flooring, tile, and plush carpet thoughtfully placed throughout the home. The chef-inspired kitchen features gourmet stainless-steel appliances, ample cabinetry, and modern finishes—ideal for both everyday living and entertaining. Elegant details elevate the interior, including crown molding, upgraded baseboards throughout, and a tray ceiling in the spacious primary suite. The home also offers a versatile bonus room perfect for a media room, office, or playroom. The laundry room is equipped with built-in cabinets for added storage and convenience. A 2-car garage completes the home, while the community offers exceptional amenities and a prime location close to shopping, dining, and major roadways. Schedule your private showing today and experience the best of Winter Garden living!

Listing is courtesy of: K REALTY (407-668-4310)

Listing Agent: Karine Nascimento (508-259-8853)

Remarks: Rare opportunity to own one of the largest townhome lots in the highly sought-after Waterleigh community in Horizon West. This beautifully maintained 3-bedroom, 2.5-bath IBIS model townhome, built in 2020, offers 1,568 sq ft of thoughtfully designed living space and sits on an oversized lot of approximately 4,100 sq ft — nearly double the lot size of many newer townhomes in the community. One of the most exceptional features of this property is the extended driveway with space for up to 6 vehicles, in addition to the 1-car garage — a rare and highly desirable feature among townhomes in Waterleigh, perfect for families and guests. Inside, the home features a bright open-concept layout with a modern kitchen, spacious living and dining areas, and abundant natural light throughout. Upstairs, you’ll find well-sized bedrooms, including a comfortable primary suite with walk-in closet and private bath. Step outside and enjoy the added outdoor space that truly sets this property apart — ideal for relaxing, entertaining, or simply enjoying extra privacy. Waterleigh offers resort-style amenities including multiple pools, clubhouse, fitness areas, parks, walking trails, and top-rated schools nearby, all within one of the fastest-growing areas of Horizon West.

Listing is courtesy of: AROD PARTNERS REALTY (407-627-7621)

Listing Agent: Carlo Ovalles Caicedo (407-692-3706)

Remarks: This stunning 4-bedroom, 3.5-bath residence offers an impressive 3,909 sq ft of thoughtfully designed living space, making it one of the best family floorplans available in Winter Garden. The open and airy layout features high ceilings and spacious rooms that create a welcoming, light-filled atmosphere perfect for everyday living and entertaining. The primary bedroom is conveniently located downstairs for privacy and ease, while the remaining bedrooms are upstairs—each boasting a generous walk-in closet for ample storage. Throughout the home, you'll enjoy durable and stylish tile and laminate flooring, providing a clean, low-maintenance look that flows seamlessly from room to room. Step outside to the spacious fenced backyard—ideal for safe play, gardening, pets, or relaxing in your own private outdoor oasis. The yard also has plenty of space for a custom pool. Additional standout features include a dedicated office (ideal for remote work or study), a fun playroom, and a versatile media room—perfect for movie nights, gaming, or family gatherings. These bonus spaces enhance the home's appeal for growing families. Nestled in a family-friendly neighborhood that's centrally located in Winter Garden, this home offers easy access to top-rated schools, shopping, dining, and major roadways. Families love the convenience of a beautiful community pool just steps away from the home. Kids can safely ride their bikes to nearby schools (only .2 miles away), fostering independence and community connections. The community amenities provide plenty of opportunities for recreation and relaxation, including parks, playgrounds, and green spaces that encourage outdoor play and neighborly gatherings. Don't miss this exceptional opportunity to own a move-in-ready gem in one of Winter Garden's most desirable family-oriented areas. Schedule your private showing today!

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

Listing Agent: Paulo Silva (407-790-1649)

Remarks: Under contract-accepting backup offers. Tucked away on 2.5 private lakefront acres in the heart of Winter Garden, this exceptional 4-bedroom, 4 full + 2 half bath estate offers privacy, space, and the ultimate retreat lifestyle. In this beautiful home, you can start your day drinking morning coffee on your screened-in lanai overlooking Lake Tilden, enjoy a mid-afternoon swim in the saltwater, heated pool, and end your evening with Disney fireworks lighting up the sky from your backyard. Inside, the home features fresh interior paint, a dedicated home office, a spacious great room, and formal living and dining areas perfect for both entertaining and quiet relaxation. Custom built-ins throughout the home provide charm, function, and plenty of storage. Three newly remodeled bathrooms include a spa-like master bath with a soaking tub, multi-head shower, and finished walk-in closet, bringing luxury and comfort to daily living. Updated interior and exterior lighting enhances the home while honoring its timeless character. A new electrical panel ensures modern reliability. A versatile ADU adds endless possibilities as a home gym, private office, guest suite, creative studio, or man cave, giving flexibility for multigenerational living or working from home. Recent upgrades include a new well pump, whole-home water filtration system, new septic drain field, two new HVAC units, brand-new pool equipment with iAquaLink automation, and a newly epoxied garage floor. Outdoors, fresh exterior paint, updated landscaping, and a newly fenced backyard with puppy picket fencing create an inviting environment for kids, pets, and entertaining. This rare lakefront property combines acreage, character, and thoughtful updates just minutes from downtown Winter Garden, top-rated schools, dining, and shopping. With space to spread out, enjoy the outdoors, and live a lifestyle others only dream about, this home is meant to be lived in, loved, and enjoyed for years to come.

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

Listing Agent: Lisa Kirsch (678-373-8917)

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to this single-story home in the highly sought-after Covington Chase community, perfectly positioned on a quiet cul-de-sac hilltop with peaceful lake views. The fully fenced .25-acre yard offers space, privacy, and room for a future pool or patio expansion, while the large covered lanai and expansive outdoor back patio seating areas create the ideal setting for entertaining, relaxing, or enjoying Florida sunsets. Step inside to discover an open and functional floor plan featuring four bedrooms plus a versatile den or office with glass French doors and a built-in Murphy bed, perfect for a home office, guest room, or additional living space. Natural light floods the interior through triple sliding glass doors in the family room and additional sliders in the primary suite, highlighting the bright, airy design. Elevated ceiling heights enhance the spacious feel throughout the main living areas. Premium features include hurricane-proof glass front doors, tile flooring throughout main living areas, and laminate in the dining room. The oversized three-car garage (approx. 32 x 26) provides abundant space for vehicles, storage, a workshop, or a golf cart. The exterior was freshly painted just five years ago, adding to the home’s curb appeal. Covington Chase offers a community pool, park, and low HOA. The West Orange Trail runs directly through the neighborhood, ideal for walking, jogging, biking, or simply enjoying the outdoors. Living in Downtown Winter Garden means embracing a vibrant, walkable lifestyle with award-winning farmers markets, annual festivals, Plant Street Market, Crooked Can Brewery, boutique shopping, eclectic dining, and lively entertainment all within golf cart distance. Convenient access to Winter Garden Village, Highway 429, and the surrounding Orange County attractions puts everything you need right at your doorstep. This home perfectly combines lake views, elevated outdoor living spaces, and an active Downtown Winter Garden lifestyle, making it a true gem in one of Central Florida’s most desirable neighborhoods.

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

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

Remarks: Under contract-accepting backup offers. Tucked away at the end of a quiet cul-de-sac in the highly sought-after Tuscany community of Winter Garden, this pool home offers the rare combination of privacy, space, and lifestyle that buyers are searching for. Set on an oversized pie-shaped lot shaded by mature oak trees, the property welcomes you with beautiful curb appeal and lush landscaping before opening to a backyard retreat designed for everyday enjoyment and effortless entertaining. A screened pool with a natural rock waterfall and expansive lanai creates the ultimate outdoor living space, while the fully fenced yard extends well beyond the enclosure, offering abundant green space for pets, play, gardening, or future possibilities. Inside, the thoughtfully designed split-bedroom floor plan blends comfort with functionality. Upon entry, you’ll find a flex space enclosed with elegant French doors, currently used as a private home office—perfect for today’s work-from-home lifestyle. Across the foyer sits a formal dining room ready for gatherings and celebrations. The heart of the home flows seamlessly between the family room with a cozy wood-burning fireplace, the breakfast area, and the well-appointed kitchen featuring granite countertops, generous cabinetry, pantry storage, breakfast bar seating, and newer appliances. Sliding glass doors frame beautiful pool views and bring in natural light, creating a warm and inviting atmosphere. The owner’s suite is a peaceful retreat with room for a sitting area and direct access to the pool and lanai. The spa-inspired primary bath features dual vanities, a soaking tub, separate shower, and walk-in closet. Three additional bedrooms and an updated guest/pool bath are thoughtfully positioned on the opposite side of the home for privacy. Beyond the home itself, the location delivers the best of the Winter Garden lifestyle. Tuscany is a beloved neighborhood with limited turnover, situated just moments from the West Orange Trail and the vibrant shops, dining, and charm of Historic Downtown Winter Garden. With its oversized lot, cul-de-sac setting, private pool oasis, and prime location, this property offers a rare opportunity to own a home where space, serenity, and community come together.

Listing is courtesy of: SERHANT (786-296-8626)

Listing Agent: Silvia Kinkela, Pa (407-284-9254)