Winter Garden Homes with Garden View

Winter Garden Homes with Garden View

Winter Garden, located in Orange County, Florida, is a vibrant city that offers a perfect blend of small-town charm and modern amenities. Known for its picturesque landscapes and friendly community, Winter Garden is a sought-after destination for those looking to settle down in the Sunshine State.

Situated in the heart of Central Florida, Winter Garden is conveniently located near major highways, making it easily accessible to other cities in the region. The city boasts a rich history, with its downtown area filled with historic buildings, quaint shops, and cozy cafes. Residents can enjoy strolling along the charming streets, taking in the architectural beauty and enjoying the warm Florida weather.

One of the highlights of Winter Garden is its homes with garden views. True to its name, the city offers a variety of properties that provide residents with beautiful garden views right from their homes. Imagine waking up to the sight of lush greenery, colorful flowers, and peaceful surroundings. Whether you prefer a single-family home or a spacious apartment, Winter Garden has something to suit every taste and budget.

Living in a home with a garden view not only offers a serene and tranquil environment but also provides opportunities for outdoor activities and relaxation. You can create your own oasis in the backyard, hosting barbecues, gardening, or simply enjoying a cup of coffee while taking in the natural beauty around you.

If you're looking for a place that offers a peaceful lifestyle, a strong sense of community, and homes with garden views, Winter Garden is the perfect choice. With its convenient location, rich history, and natural beauty, this city has something to offer everyone.

Newest Winter Garden Homes with Garden View

14347 Braemar Street, Winter Garden
$493,000
4 Beds ⋅ 3 Baths ⋅ Highland Ridge SubDv. ⋅ 34787 Zip Code
Built in 2024 by Meritage Homes, this pristine 4-bedroom, 2.5-bathroom bungalow in Horizon West’s Highland Ridge delivers energy-efficient modern living at its finest. The open-concept first floor boasts high ceilings, durable tile flooring, and a chef’s kitchen equipped with a large prep island, solid-surface counters, 42” cabinetry, and stainless steel appliances. All 4 bedrooms and the laundry room are conveniently located upstairs, headlined by a primary retreat with an oversized walk-in closet and dual-sink ensuite bath. Built with advanced spray-foam insulation, high-performance windows, and smart features for peak comfort and utility savings. Enjoy community pool access, cabana, and tot lot, with immediate proximity to SR-429, Flamingo Crossings shopping and dining, top-rated schools, and Walt Disney World.

14347 Braemar Street, Winter Garden
14501 Grove Resort Avenue Unit 3239, Winter Garden
$165,000
2 Beds ⋅ 2 Baths ⋅ Grove Resort And Spa Hotel Condominium SubDv. ⋅ 34787 Zip Code
***Amazing opportunity to own a vacation condo at the beautiful Grove Resort and Water Park in Orlando! Ideal for SNOWBIRDS, you can stay in your unit up to 179 nights per year! Onsite rental management company rents out your unit on your behalf when you are not using it, yet when you stay you have full access to all the wonderful amenities at The Grove Resort! This 2-bedroom, 2-bathroom fully-furnished condo has a full kitchen, full washer and dryer, spacious living room with sleeper sofa, and screened-in balcony, with a pleasant view over the gardens. A short walk takes you to the Springs Pools area, with three heated pools, hot tub, the 24/7 gym, and the Valencia Restaurant. Just a few minutes stroll also takes you to the Surfari Water Park, with heated large pool and lazy river, water slides, splash area, the Flowrider surfing experience, and the Longboard Bar and Grill!! For further entertainment you have the 6000sf Flip Flops games arcade, with 9-hole mini-golf! A free shuttle goes daily to the Disney these parks, right outside the Marketplace convenience store and gift shop! Call now for more details!!***

14501 Grove Resort Avenue Unit 3239, Winter Garden
921 Westcliffe Drive, Winter Garden
$570,000
4 Beds ⋅ 3 Baths ⋅ Fullers Lndg B SubDv. ⋅ 34787 Zip Code
Discover the luxury of space in this beautifully maintained former Maronda Homes model, nestled on a cul de sac in Winter Garden. Set on a generous half acre lot with mature trees and custom landscaping, this home offers over 2,354 square feet of living space with four bedrooms, two and a half bathrooms, a dedicated office, and an upstairs bonus loft. A striking two story foyer welcomes you with natural light, while a separate dining room and an office with French doors add elegance and versatility. The spacious living room features custom built in details and flows seamlessly into a kitchen with warm wood cabinetry, stainless steel appliances, a center island, and a water filtration system. Upstairs, the primary suite provides a relaxing retreat with dual sinks, a soaking tub, and a separate shower. Sliding glass doors lead to a backyard patio and an expansive lawn enclosed with vinyl fencing, offering a beautiful setting for outdoor dining, entertaining, and quiet afternoons beneath mature shade trees. Thoughtful improvements include a roof replaced in July 2022, HVAC systems installed in 2022, and a new water heater in 2026. The garage features an 18 SEER air conditioning system installed in 2020 and an epoxy floor completed in 2023. Exterior painting approximately two years ago adds to the home’s cared for appeal. Approximately ten minutes from Plant Street’s charming shops and dining, with convenient access to Walt Disney World and Universal Orlando, this inviting home combines spacious living with the best of the Winter Garden lifestyle.

921 Westcliffe Drive, Winter Garden
14204 Creekbed Circle, Winter Garden
$812,000
4 Beds ⋅ 4 Baths ⋅ Bradford Creek SubDv. ⋅ 34787 Zip Code
Virtually Staged. SUPER PREMIUM LOT • CONSERVATION VIEW • NO REAR NEIGHBORS • HUGE FULLY-FENCED YARD • 3-CAR GARAGE • GATED COMMUNITY! Welcome to 14204 Creekbed Circle, a beautiful 4-bedroom, 3.5-bathroom home located in the desirable Bradford Creek community of Winter Garden. Set on an exceptional premium lot, this home offers a peaceful conservation view with no rear neighbors and an expansive, fully fenced backyard, providing wonderful privacy and plenty of outdoor space. Inside, you'll find solid hardwood flooring and tile, creating an elegant and timeless feel throughout the home. The highly sought-after 3-car garage provides generous space for vehicles, storage, or hobbies. For added value and peace of mind, both A/C units were replaced in January 2025. Enjoy the privacy and exclusivity of a gated community while being located in one of Winter Garden's most desirable areas. This property is a standout opportunity. Schedule your private showing and experience everything this exceptional Winter Garden home has to offer!

14204 Creekbed Circle, Winter Garden
15725 Signature Drive, Winter Garden
$569,000
6 Beds ⋅ 3 Baths ⋅ Signature Lakes Ph 02 A B H I J SubDv. ⋅ 34787 Zip Code
MOVE-IN READY & EASY TO SHOW! Nestled in the highly sought-after Independence community of Winter Garden, this beautifully maintained Lennar “Rio” floor plan offers the perfect combination of location, lifestyle, and resort-style amenities. This spacious two-story home features 6 bedrooms, 3 full baths, a versatile loft, and 2,714 sq. ft. of living space, all situated on a desirable corner lot. Freshly painted, vacant, and in impeccable condition, this home is ready for its next owner. The thoughtfully designed layout offers generous living spaces, a spacious kitchen with solid wood cabinetry and granite countertops, stainless steel appliances, an interior laundry room, smart thermostat, security cameras, and a private side - backyard. Additional improvements include a newer A/C system, insulated garage, and garage door opener. A covered and screened outdoor area provides additional space to relax and enjoy the Florida lifestyle. Independence is one of Horizon West’s desirable master-planned communities, offering an exceptional array of amenities including clubhouses, resort-style community pools, fitness facilities, tennis courts, playgrounds, parks, sidewalks, and private community boat ramps with lake access. Ideally located near shopping, dining, entertainment, schools, and everyday conveniences, with easy access to SR-429 and Central Florida’s world-famous attractions. Enjoy convenient access to the growing Horizon West area, Winter Garden destinations, restaurants, cinemas, Publix, Walmart, and Walt Disney World Resort. Immaculate, spacious, vacant, and truly move-in ready, this is an exceptional opportunity to enjoy the Independence lifestyle in one of Winter Garden’s most desirable locations. Schedule your private showing today!

15725 Signature Drive, Winter Garden
324 E Fullers Cross Road, Winter Garden
$520,000
3 Beds ⋅ 2 Baths ⋅ Magnolia Wood Third Addition SubDv. ⋅ 34787 Zip Code
NEW ROOF completed. Welcome to this inviting 3-bedroom, 2-bath home in the desirable Winter Garden Golf Cart District. Situated on a 0.40 acre, fully fenced lot with a electric gated entrance. This property offers space, privacy, and plenty of opportunities to enjoy the Florida lifestyle. Relax by the private pool, entertain guests on the screened lanai, or enjoy the ample backyard space with gorgeous oak trees. This home features two living spaces, offering ample room and a wood-burning fireplace. An enclosed under-air back porch provides extra space for a den, office, or loft. Two storage sheds with electricity offer convenient room for tools, equipment, and outdoor essentials. Save on irrigation with the dedicated well. Conveniently located near shopping, dining, parks, and major roadways, this home combines outdoor living with everyday convenience in the heart of Winter Garden. Don't miss this opportunity to enjoy the space, features, and location this property has to offer!

324 E Fullers Cross Road, Winter Garden
1316 Southern Sun Drive, Oakland
$1,050,000
5 Beds ⋅ 4 Baths ⋅ Hull Island SubDv. ⋅ 34787 Zip Code
Discover a private retreat in Hull Island at Oakland, an intimate community of limited residences offering a peaceful, exclusive feel near charming downtown Winter Garden and the celebrated West Orange Trail. Enjoy community amenities and a dock for taking in sunrise along Lake Apopka. With no immediate rear neighbors or neighbors on one side, this home backs to a conservation area for added privacy and a natural backdrop. Featuring 5 bedrooms, 4 full bathrooms and 3,658 square feet, the home offers an open kitchen, a versatile loft and a primary suite with its own screened porch overlooking nature. A rear patio with pavers and a covered screened enclosure creates an inviting setting for relaxing and entertaining. Room to gather, space to unwind and a setting to enjoy. Schedule your private showing.

1316 Southern Sun Drive, Oakland
13557 Parkfield Way, Winter Garden
$640,000
4 Beds ⋅ 3 Baths ⋅ Encore At Ovation SubDv. ⋅ 34787 Zip Code
Virtually Staged. Location!  Minutes from Walt Disney World and all that Winter Garden has to offer with the new hospitals, stores, restaurants, downtown Winter Garden, Horizon West and the list goes on! Single stories are hard to come by and this MI Home is waiting for you!  It sits on a gorgeous conservation lot with no neighbors on one side. Sit on the front porch or the back patio and enjoy the good life!  Walk to the pool, fitness center and dog park. The perfect community to walk or bike.  This 4 bedroom 3 bath rare find single story is move in ready-well maintained, built in 2021, quartz countertops, NEW AC, huge walk-in closet in the primary bedroom, a popular 3 way split floor plan, and ample room for entertaining with the dining room and large family room.  The home is stunning with its gorgeous wooded and pond view. Lawn Care is included in the HOA leaving you time to enjoy all Central Florida has to offer!  Schedule your showing today!

13557 Parkfield Way, Winter Garden
776 Orange Belt Loop, Winter Garden
$710,000
3 Beds ⋅ 2 Baths ⋅ Heritage/Plant Street SubDv. ⋅ 34787 Zip Code
Virtually Staged. Location is everything in this highly sought-after Golf Cart District of Downtown Winter Garden, where location and lifestyle come together! Situated right off the scenic West Orange Trail, this home places you just moments from the charm, restaurants, shopping, and entertainment of historic Downtown Winter Garden. Best of all, this is a golf-cart-approved area, making it easy to enjoy everything this vibrant community has to offer without getting in the car. From the moment you arrive, you'll appreciate the lush landscaping, paver driveway, and charming front porch. Step inside to a welcoming foyer, with two spacious secondary bedrooms and a full bathroom conveniently located at the front of the home. Continue into the heart of the home, where the open-concept family room, dining area, and stunning gourmet kitchen create the perfect space for everyday living and entertaining. The kitchen features gas cooking, a wall oven, oversized island with sink, abundant upgraded cabinetry extending to the tall ceilings, a spacious walk-in pantry, and a convenient built-in drop zone. The home also offers a separate laundry room complete with washer and dryer and a laundry tub for added convenience. Privately tucked away at the rear of the home, the spacious primary suite provides a peaceful retreat. The spa-inspired primary bathroom features a large glass-enclosed shower, dual-sink vanity, separate water closet, and generous walk-in closet. Step outside to the screened-in lanai, complete with an electric retractable screen wall, creating an ideal setting for relaxing, entertaining, or enjoying Florida's beautiful weather. Additional features include a whole-home water filtration system, adding another level of comfort and convenience. And the location truly sets this home apart. Enjoy easy access to the 35-mile West Orange Trail, while being just minutes from Downtown Winter Garden's award-winning restaurants, charming local shops, Crooked Can Brewery, and the renowned Winter Garden Farmers Market. You'll love the genuine hometown atmosphere and the convenience of being able to experience so much of it by golf cart. With HOA dues that include lawn maintenance, this home offers a low-maintenance lifestyle in one of Winter Garden's most desirable areas. Homes in the Golf Cart District rarely come available and are highly sought after. Don't miss the opportunity to make this exceptional Downtown Winter Garden home your own!

776 Orange Belt Loop, Winter Garden
14501 Grove Resort Avenue Unit 3703, Winter Garden
$178,000
2 Beds ⋅ 2 Baths ⋅ Grove Resort And Spa Hotel Condo 1 SubDv. ⋅ 34787 Zip Code
Welcome to Your Premier Vacation Gateway at The Grove Resort & Water Park! Located just minutes from Walt Disney World and Orlando’s world-class attractions, this fully furnished 2-bedroom, 2-bathroom condo-hotel unit (#3703) offers the perfect blend of vacation luxury and income-generating potential! ***PRIME CENTRAL VIEW: Positioned directly facing the lush central garden and courtyard, providing a peaceful, scenic backdrop and elevated tropical views right from your private space. ***UNRIVALED RESORT AMENITIES: Guests and owners enjoy full access to the renowned Surfari Water Park, dual water slides, lazy river, FlowRider® surf simulator, zero-entry pools, spa, game room, and multiple on-site dining options. ***TURNKEY & HASSLE-FREE: Professionally managed with on-site rental program options, making personal vacation stays and short-term rentals seamless.*** Whether you're seeking a vacation home, a smart investment property, or a hybrid of both, Unit #3703 delivers unbeatable lifestyle and convenience in the heart of Central Florida's tourism corridor. Schedule your showing today!!

14501 Grove Resort Avenue Unit 3703, Winter Garden
8091 Bowery Drive, Winter Garden
$585,000
4 Beds ⋅ 3 Baths ⋅ Lake Hancock Preserve SubDv. ⋅ 34787 Zip Code
Discover refined living in this beautifully appointed corner-lot residence in desirable Horizon West. Designed with elegance and everyday comfort in mind, this exceptional home features a spacious open floor plan, split-bedroom design, 4 bedrooms, 3 full baths, and a versatile den. The gourmet kitchen showcases 48-inch cabinetry, a beautiful glass-front display cabinet, and granite countertops, creating a nice space for both everyday living and entertaining. The corner setting provides abundant natural light and enhanced privacy, while the HOA includes lawn maintenance for added convenience. Ideally located near Publix, Walmart, Starbucks, restaurants, cafés, Cinepolis Luxury Cinemas, Urban Air Trampoline Park, and highly rated schools. Convenient access to Hwy 429 and Hwy 535.

8091 Bowery Drive, Winter Garden
128 N Highland Avenue, Winter Garden
$965,000
4 Beds ⋅ 3 Baths ⋅ Cooper & Sewell Add SubDv. ⋅ 34787 Zip Code
Welcome to a piece of history, right in the Winter Garden's golf cart district! This stunning Craftsman bungalow is nestled in the Historic District, where timeless character meets extensive modern updates. Set on a 0.34-acre lot beneath grandfather oaks, this home creates an atmosphere that feels peaceful while placing you just steps from the energy of downtown. From the moment you arrive, you're greeted by a gravel driveway(2021) that leads to the front of the property, while outdoor lighting (2021) creates a welcoming glow as the sun goes down. Step through the beautiful leaded glass front door into a home filled with warmth and character. Rich heart pine floors, 9-foot ceilings, and crown molding create a timeless backdrop that is sure to make everyone feel at home.The front living and dining area provides a comfortable place to entertain or settle in with loved ones. Nearby, a flexible room can function as a bedroom or home office, and includes its own half bath, giving you the freedom to shape the space around your family's needs. At the center of the home, the farmhouse-inspired kitchen includes real wood cabinetry, granite countertops, and a convenient side entry to make everything from everyday cooking to hosting dinners feel effortless. The side entrance also makes bringing in groceries especially convenient. Down the hall, two bedrooms create comfortable retreats and share a guest bathroom with subway tile detailing. The guest bathroom tub drain line was replaced in 2025, while extensive flooring and subfloor improvements completed throughout the home provide a refreshed foundation from room to room. Upstairs, you’ll find the new flooring that was installed in 2025, along with recessed lighting (2018), and a bright and inviting loft space with flexibility for a reading area or home office. The primary bedroom was remodeled in 2025 and includes a custom built-in closet for exceptional organization. The upstairs bathroom was also remodeled in 2025, creating a beautifully updated space to begin and end your day. The home has received extensive upgrades, providing the new owners with peace of mind that this home was truly cared for. Upgrades include a downstairs HVAC system (2023), a replacement of the downstairs ductwork (2025), foundation support installed beneath the rear half of the home with concrete footers (2024), and a new water heater (2025). The home's exterior has been refreshed as well, including Artificial turf (2021) for easy upkeep, new exterior paint (Dec, 2024) and a new roof (2023). Heading outside, you're bound to love the private fenced in backyard space. Whether you're imagining weekend gatherings, letting little ones play, or simply enjoying a quiet afternoon outdoors, there's room to create the backyard you've always wanted. The detached 25' x 25' garage and workshop adds another layer of flexibility, complete with 100-amp electrical service. For a hobbyist, craftsman, or anyone who needs additional storage and workspace, this building can become whatever your lifestyle requires.This is a home with character you simply can't recreate, paired with the extensive updates and improvements. And perhaps best of all, you're living in the heart of Historic Downtown Winter Garden, where morning walks, farmers markets, local dining, shopping, live entertainment, and community events can become part of your daily routine. Don't wait on this amazing home, schedule your private showing TODAY!

128 N Highland Avenue, Winter Garden
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