Winter Garden Homes with Attached Property Description

Winter Garden Homes with Attached Property Description

Welcome to Winter Garden, Florida—a picturesque gem nestled in Orange County that perfectly marries small-town charm with modern conveniences. Known for its vibrant downtown district, Winter Garden offers a delightful blend of historic architecture, trendy boutiques, and a variety of dining options that cater to every palate. The city is surrounded by lush landscapes and scenic parks, making it an ideal destination for outdoor enthusiasts and families alike.

One of the standout features of Winter Garden is its commitment to community and recreation. The West Orange Trail, a 22-mile-long multi-use path, winds through the area, providing residents with ample opportunities for walking, biking, and enjoying the beautiful Florida weather. The city's annual events, such as the Winter Garden Music Festival and the Farmers Market, foster a strong sense of community and create lasting memories for residents of all ages.

When it comes to real estate, Winter Garden offers a diverse array of homes that cater to various lifestyles and preferences. From charming bungalows to spacious family homes, many properties come with attached lots, providing ample space for gardens, outdoor entertaining, or children's play areas. The architecture reflects a blend of traditional and contemporary styles, ensuring that there's something for everyone.

Whether you’re a first-time homebuyer or looking to settle down in a thriving community, Winter Garden's real estate market is brimming with opportunities. Experience the warmth and welcoming spirit of this remarkable city where every day feels like a vacation. Discover your dream home in Winter Garden today!

Newest Winter Garden Homes with Attached Property Description

3 Beds ⋅ 3 Baths ⋅ Parkview At Hamlin SubDv. ⋅ 34787 Zip Code

Under Construction. Under Construction. Ready in November 2026! This new construction, three-story townhome (The Lantana) is a showstopper with its popular farmhouse exterior. This townhome features 3 bedrooms, 2 full bathrooms, a powder room, spanning 1,881 sq. ft. As you enter this home through the 8 ft. entry-door, you are welcomed by your spacious flex space. As you continue up, you will find luxury vinyl plank flooring that that leads you to the open concept living room, dining room and stunning kitchen. Your inner gourmet will be delighted by the large eat-in island, 42 in. cabinets with crown molding, quartz counters and soft-close drawers. Your eyes will be drawn to the bank of windows flooding your dining room and kitchen with light. Moving to the third level, you have quick access to the generously sized primary suite that accesses your ensuite bathroom with glass-enclosed shower, dual vanities, and the roomy, well-lit walk-in closet. Adjacent to the primary suite is your laundry room with adjacent, secondary bedrooms and guest bath.

15159 Groveside Road, Winter Garden

2 Beds ⋅ 2 Baths ⋅ Esplanade At Mckinnon Groves SubDv. ⋅ 34787 Zip Code

Under Construction. What's Special: Corner Lot | Close to Park | Dedicated Study | Spacious Kitchen. New Construction – September Completion! Welcome to the Caicos at 11275 Silver Trumpet Loop in Esplanade at McKinnon Groves! This welcoming new home showcases an airy open-concept design where the great room, kitchen, and dining area come together to create a seamless space for gathering and everyday living. Just beyond the great room, the covered lanai extends your living area outdoors. The private primary suite is tucked away at the rear of the home and includes a well-appointed bathroom and generous walk-in closet. A secondary bedroom, full bathroom, and versatile study provide comfortable space for guests, hobbies, or a home office, while the convenient laundry room and two-car garage add everyday functionality. Additional Highlights Include: Double pocket doors at study, extended lanai, garden fence, and extended tile. Photos are for representative purposes only. MLS#O6427248 - 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!

11275 Silver Trumpet Loop, Winter Garden

2 Beds ⋅ 2 Baths ⋅ Esplanade At Mckinnon Groves SubDv. ⋅ 34787 Zip Code

Under Construction. What's Special: Dedicated Study | Covered Lanai | Close to Park. New Construction - September Completion! Welcome to the Caicos at 11259 Silver Trumpet Loop in Esplanade at McKinnon Groves! This charming new home features a kitchen that overlooks the dining area and great room, creating an open and connected space for everyday living and entertaining. Step outside to the covered lanai, perfect for enjoying morning coffee or relaxing in the Florida sunshine. The private primary suite is situated at the rear of the home and features a well-appointed bathroom and generous walk-in closet. A secondary bedroom, full bathroom, versatile study, convenient laundry room, and two-car garage complete this well-balanced home designed for today's lifestyle. Additional Highlights Include: Double pocket doors at study, single pocket door at secondary bedroom to bath, extended lanai, garden fence, and extended tile flooring. Photos are for representative purposes only. MLS#O6427237 - 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!

11259 Silver Trumpet Loop, Winter Garden

2 Beds ⋅ 2 Baths ⋅ Esplanade At Mckinnon Groves SubDv. ⋅ 34787 Zip Code

Under Construction. What's Special: Dedicated Study | Close to Park. New Construction - September Completion! Welcome to the Caicos at 11279 Silver Trumpet Loop in Esplanade at McKinnon Groves! This charming new home has a spacious great room that connects seamlessly to the kitchen and dining area, creating a bright central space for gathering. Just off the great room, the covered lanai provides the perfect spot to relax and enjoy the outdoors. The private primary suite features a well-appointed bathroom and generous walk-in closet, while a secondary bedroom and full bathroom provide comfortable accommodations for guests. A versatile study, convenient laundry room, and two-car garage complete this functional and inviting home. Additional Highlights Include: Garden fence, laundry package, GE refrigerator, 8' interior doors, and extended vinyl flooring. Photos are for representative purposes only. MLS#O6427229 - 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!

11279 Silver Trumpet Loop, Winter Garden

3 Beds ⋅ 3 Baths ⋅ Emerald Ridge SubDv. ⋅ 34787 Zip Code

*Walkthrough Video Available* Welcome to the gated Emerald Ridge neighborhood that is conveniently located near the 429, Turnpike, shopping and restaurants in Winter Garden, Horizon West and Windermere as well as the charming downtown Winter Garden Plant Street and all of the local activities it brings. Cool off in the COMMUNITY POOL and enjoy staying active on the sidewalks that run throughout the neighborhood. This home has an OPEN FLOOR PLAN that greets you as soon as you enter. The spacious living room has nice natural lighting and opens to the eat-in kitchen which was recently remodeled. You’ll find NEW CABINETRY with soft-close doors, a TILE BACKSPLASH and STAINLESS STEEL appliances. The WALK-IN PANTRY is a dream as it gives storage space for kitchen wares and laundry needs. Sliding doors open to the SCREENED PATIO so you can enjoy the evening breeze. There’s a SPACIOUS LOFT upstairs which makes for a fantastic 2nd living room, home office, play space, or home gym. The primary suite in this model is extra large giving room for a sitting area! The WALK-IN CLOSET offers plenty of space to keep your wardrobe organized and the en-suite bathroom has a garden tub and separate shower. The secondary bedrooms share a hall bathroom. The ROOF, AC, AND WATER HEATER WERE REPLACED IN 2018. Additional upgrades include CROWN MOLDING and canned lighting throughout the home.

1830 Morning Sky Drive, Winter Garden

6 Beds ⋅ 4 Baths ⋅ Na SubDv. ⋅ 34787 Zip Code

TWO HOMES FOR THE PRICE OF ONE.... Explore this stunning 10-acre lakefront estate in southwest Winter Garden with everything you’ve been dreaming of within 20 minutes of all the major theme parks in Central Florida. This beautiful tree-lined property offers privacy, shade, and plenty of space for both you and your animals. The owners have enjoyed using the land as a family ranch and oasis for many years, making it an ideal home for horse owners or those who just want to get away to relax and create lasting memories. You’ll also love the peaceful waterfront setting, where you can enjoy breathtaking sunsets. Beyond the incredible land, the property includes a spacious 3,196-square-foot main home with four bedrooms, three bathrooms, fireplace, screened patio and swimming pool with outdoor spa. In 2017 owners built a 1,200-square-foot guest house with a two-car garage, perfect for visitors or extra living space. Both homes are equipped with metal roof and screened porches. Despite its peaceful country feel, you’re still conveniently close to hospitals, restaurants, and shopping. If you’re looking for a property that combines the beauty of ranch living with laid back comfort and convenience, this is the perfect place to call home.

16945 W Phil C Peters Road, Winter Garden

3 Beds ⋅ 2 Baths ⋅ Southern Pines SubDv. ⋅ 34787 Zip Code

**Click the Virtual Tour Link for 3-D walk-through tour** Welcome home to this well maintained FIRST FLOOR 3-bedroom, 2-bath condominium in Winter Garden, ideally located near shopping, dining, and with easy access to major roadways for trips to the airport and theme parks. This corner unit condo offers convenience to parking and features an open floor plan with spacious living room plus a den - perfect for a home office or flex space. The kitchen includes a breakfast bar, pantry, and convenient laundry room just through the kitchen. The split floor plan provides privacy to the primary suite with walk-in closet, linen closet, and en-suite bathroom. Additional bedrooms also feature walk-in closets and the hallway bathroom has an extended vanity for extra space and storage. Residents of Southern Pines Condos enjoy an exceptional array of amenities such as a pool and spa, outdoor kitchen, clubhouse with theater, office space and billiards, indoor basketball and racquetball courts, fitness center, playroom, covered outdoor playground, tennis and beach volleyball courts, and a car wash station. The gated community's HOA fee includes cable, internet, water, sewer, trash, and exterior maintenance, making for a truly low-maintenance lifestyle. Call for a showing today!

200 Southern Pecan Circle Unit 104, Winter Garden

4 Beds ⋅ 4 Baths ⋅ Parkview At Hamlin SubDv. ⋅ 34787 Zip Code

Under Construction. Ready in October 2026! This new construction, three-story townhome (The Lantana) is a showstopper with its popular farmhouse exterior. This townhome features 4 bedrooms, 3 full bathrooms, a powder room, spanning 1,846 sq. ft. As you enter this home through the 8 ft. entry-door, you are welcomed by your 4th bed with ensuite bathroom. As you continue up, you will find luxury vinyl plank flooring that that leads you to the open concept living room, dining room and stunning kitchen. Your inner gourmet will be delighted by the large eat-in island, 42 in. cabinets with crown molding, quartz counters and soft-close drawers. Your eyes will be drawn to the bank of windows flooding your dining room and kitchen with light. Moving to the third level, you have quick access to the generously sized primary suite that accesses your ensuite bathroom with glass-enclosed shower, dual vanities, and the roomy, well-lit walk-in closet. Adjacent to the primary suite is your laundry room with adjacent, secondary bedrooms and guest bath.

15165 Groveside Road, Winter Garden

6 Beds ⋅ 5 Baths ⋅ Cypress Reserve Ph 2 SubDv. ⋅ 34787 Zip Code

Experience luxury living in this exceptional 6-bedroom, 5-bathroom residence located in the highly sought-after Cypress Reserve community of Winter Garden. Perfectly positioned on a premium homesite with no rear neighbors, this impressive home offers exceptional privacy, tranquil conservation views, and a versatile floor plan designed for today’s lifestyle. The open-concept design showcases beautifully appointed living spaces throughout both floors, making it ideal for multigenerational living or hosting extended family and guests. A dramatic second-floor loft overlooks the main living area, creating an open and inviting atmosphere while providing additional living space. Upstairs also features a second primary suite, three additional spacious bedrooms, a dedicated theater/media room, and a flex room that serves perfectly as a home office, den, or playroom. At the heart of the home is a chef-inspired gourmet kitchen designed to impress, featuring stainless steel appliances, a gas cooktop, double wall ovens, quartz countertops, and an oversized center island with an undermount sink, generous seating, and double-sided cabinetry that provides exceptional storage for both everyday living and entertaining. Motorized shades throughout the main living area add a touch of sophistication and everyday convenience. The spacious family room opens effortlessly to the outdoor living space through triple pocket sliding glass doors, creating a seamless indoor-outdoor lifestyle. Relax year-round on the screened lanai overlooking peaceful conservation views or entertain with ease around the sparkling pool and fully equipped outdoor kitchen featuring a Paradise Grill, built-in sink, and refrigerator. Luxurious owner's suite is a private retreat featuring a spa-inspired bath with dual vanities, a relaxing garden tub, a zero-entry walk-in shower with seamless glass enclosure, and double-door entry to an expansive custom-designed walk-in closet that is sure to impress. A private hallway just off the main living area leads to a spacious guest suite with direct access to the pool, along with a generously sized laundry room for added convenience. Upstairs, you'll find a second primary suite, three additional bedrooms, an expansive loft, a dedicated theater/media room, and a versatile flex room—offering abundant space for family, guests, a home office, fitness room, or additional living area. Additional highlights include a three-car tandem garage offering abundant storage and ample room for a home gym, workshop, or hobby space. LOCATED just minutes from Downtown Winter Garden, the award-winning Winter Garden Farmers Market, Winter Garden Village, shopping, dining, top-rated schools, and major roadways including State Road 429 and Florida’s Turnpike, this exceptional home offers the perfect blend of luxury, comfort, convenience, and location *** This is a rare opportunity to own one of Cypress Reserve’s premier residences and experience the very best of the Winter Garden and true Florida lifestyle. ***

14067 Jomatt Loop, Winter Garden

3 Beds ⋅ 3 Baths ⋅ Waterleigh Ph 2d SubDv. ⋅ 34787 Zip Code

Welcome to Waterleigh where you’ve got the best of Orange County just outside your front door. The community itself offers TENNIS and PICKLEBALL courts, community POOLS, a FITNESS CENTER, a DOG PARK, CLUBHOUSE, a 6-HOLE MINI GOLF COURSE and PLAYGROUNDS. LAWN MAINTENANCE IS INCLUDED IN THE HOA DUES. Plus, Waterleigh is just minutes from theme parks, restaurants, shopping, the 429, I4, and the Turnpike. The curb appeal is charming and the WATER VIEW is beautiful. Inside you’ll find an OPEN FLOORPLAN that is perfect for relaxing and entertaining. The kitchen has GRANITE countertops and STAINLESS STEEL appliances. The dedicated dining space is open to the spacious living room that spills open to the PATIO. There’s a half bath downstairs and the laundry closet upstairs for convenience. The primary suite offers a GRANITE countertop, double sinks, tub and shower plus a large walk-in closet. The hall bath has a granite countertop with a tub and shower. Additional upgrades include a NEW AC (2026 with a 10-year warranty), NEW DISHWASHER (2026), CEILING FANS in all of the bedrooms, a built-in bench near the garage entrance, fantastic storage and gutters. Don’t miss your chance to make this great townhome yours!

9991 Schroeder Alley, Winter Garden

3 Beds ⋅ 3 Baths ⋅ Parkview At Hamlin SubDv. ⋅ 34787 Zip Code

Under Construction. 3 Level Townhome with 3 Bedrooms! Ready August 2026! This stunning new construction townhome, The Lantana End Unit, features a popular farmhouse exterior and offers 1,846 square feet of thoughtfully designed living space. With 3 bedrooms, 2 full bathrooms, and a powder room, this home combines style and functionality throughout. As you enter through the charming front porch and impressive 8-foot entry door, you're welcomed by a spacious flex room, perfect for a home office, gym, or additional living area. Upstairs, luxury vinyl plank flooring leads you into the open-concept main living area, where the living room, dining room, and kitchen flow seamlessly together. The gourmet kitchen is designed to impress with a large eat-in island, 42-inch cabinets with crown molding, quartz countertops, and soft-close drawers. A wall of windows fills the dining area and kitchen with an abundance of natural light, creating a bright and inviting atmosphere. On the third level, the generously sized primary suite features a spacious walk-in closet and a private ensuite bathroom with dual vanities and a glass-enclosed shower. Two secondary bedrooms, a full guest bathroom, and a conveniently located laundry room complete the upper floor.

15081 Groveside Road, Winter Garden

3 Beds ⋅ 3 Baths ⋅ Parkview At Hamlin SubDv. ⋅ 34787 Zip Code

Under Construction. Ready in September 2026! 3 Level Townhome with 3 Bedrooms! Ready in August 2026! This new construction, three-story townhome (The Lantana) is a showstopper with its popular farmhouse exterior. This townhome features 3 bedrooms, 2 full bathrooms with a powder room, spanning 1,881 sq. ft. As you enter this home through the 8 ft. entry-door, you are welcomed by a Study room. As you continue up, you will find luxury vinyl plank flooring that that leads you to the open concept living room, dining room and stunning kitchen. Delighted by the large eat-in island, 42 in. cabinets with crown molding, quartz counters and soft-close drawers. Your eyes will be drawn to the bank of windows flooding your dining room and kitchen with light. Moving to the third level, you have quick access to the generously sized primary suite that accesses your ensuite bathroom with glass-enclosed shower, dual vanities, and the roomy, well-lit walk-in closet. Adjacent to the primary suite is your laundry room with adjacent, secondary bedrooms and guest bath.

15075 Groveside Road, Winter Garden

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