Winter Garden Homes For Sale & Real Estate - 987 homes

Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. The Anna Maria with Bonus with 6 Bedrooms floorplan is a thoughtfully designed home featuring four bedrooms and two and a half bathrooms on the 1st floor and 2 additional bedrooms and 2 baths on the 2nd floor, along with a bonus room perfect for comfortable family living. The open-concept layout highlights a spacious great room that flows seamlessly into the kitchen and dining area, making it ideal for gatherings and relaxation. The primary bedroom offers privacy with a well-appointed ensuite and a large walk-in closet. Additionally, the home includes a covered patio for outdoor enjoyment and a convenient two-car garage

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

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

Remarks: Under Construction. Toll Brothers New Construction in Horizon West – Winter Garden | Estimated Completion Summer 2026 Bungalow featuring a private in-law suite above a detached 2-car garage. A charming covered entry welcomes you into an open and expansive floor plan with seamless flow between the great room, kitchen, and dining area — ideal for both everyday living and entertaining. Enjoy outdoor Florida living with a covered lanai and a spacious private courtyard offering direct access to the detached garage and guest suite. The primary bedroom retreat includes a generous walk-in closet and a well-appointed bath with dual vanities, separate shower, and private water closet. Located in the highly sought-after Horizon West community, this thoughtfully designed home combines elegance, functionality, and flexible living space. Schedule your showing today.

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

Listing Agent: Dayene Grubert (863-521-4474)

Remarks: Welcome to this beautiful townhome in the highly sought-after community of Westbrook at Stoneybrook West in Winter Garden—now FHA-eligible! This 3-bedroom, 2.5-bath residence combines an open-concept design with thoughtful details and an unbeatable location. Inside, the bright and spacious layout features warm finishes, generous storage, and a covered lanai—perfect for relaxing. Upstairs, all bedrooms are conveniently located near the laundry room, making daily living effortless. The community enhances your lifestyle with manicured green spaces, pedestrian-friendly sidewalks, ample parking, a well-maintained saltwater pool, and a playground. Ideally situated, you can walk to Publix, Walgreens, restaurants, and shops, while Winter Garden Village is just a few miles away. For even more charm, nearby Historic Downtown Winter Garden offers some of the area’s finest dining, shopping, and access to the scenic West Orange Trail. A wonderful blend of comfort, convenience, and community—this townhome is ready to welcome you home!

Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)

Listing Agent: Jeff Jones (205-902-3584)

Remarks: Luxury Home for Sale in Winter Garden – Lake View Be enchanted by this beautiful contemporary residence, located in one of the most desirable areas of Winter Garden. This property combines elegance, comfort, and functionality in every detail, offering 4 bedrooms, 3 full bathrooms, and 1 powder room, with spacious and integrated environments in a modern open concept, enhanced by large windows that provide excellent natural lighting. The living room features a charming electric fireplace and sophisticated finishes. The house stands out for its high-standard custom-designed cabinetry, with over US$80,000 in upgrades, including custom-made furniture in the powder room, laundry room, living areas, and other spaces, adding refinement, organization, and exclusivity throughout the home. There is also a private office, ideal for those who work from home or need a quiet environment for studying. The kitchen is a true highlight: fully equipped with appliances and seamlessly integrated with the dining and living rooms. It features a spacious marble countertop, high-quality custom wood cabinetry, and an excellent layout for entertaining friends and family. The bedrooms offer carpeting and built-in closets, ensuring comfort and practicality. Additionally, all bedroom windows are equipped with remote-controlled blackout shades, providing privacy, convenience, and enhanced comfort at the touch of a button. The master suite is spacious and elegant, featuring a large bathroom and a generous walk-in closet. The laundry room comes fully equipped, adding even more convenience to daily life. The garage accommodates up to 3 vehicles. Outside, the residence impresses with a large covered and screened veranda, perfect for relaxing and enjoying leisure time, with direct access to the backyard and an enchanting lake view that creates a peaceful and welcoming atmosphere. Located in the Northlake community, the property offers excellent amenities, including a swimming pool, clubhouse, park, walking trails, and a safe, family-friendly environment. The location is truly privileged, just minutes from Hamlin Town Center, offering a variety of restaurants, shops, and a movie theater, as well as major supermarkets like Publix and Walmart. It also provides easy access to FL-429 and is conveniently close to the world-famous attractions of Walt Disney World and the greater Orlando area. A unique opportunity for those seeking quality of life, sophistication, and a spectacular lake view in Winter Garden. Schedule your visit and come see your new home.

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

Listing Agent: Daniel Pavel (407-747-3408)

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)