Winter Garden Homes with Rain Gutters Exterior Features

Winter Garden Homes with Rain Gutters Exterior Features

**Discover Winter Garden, FL: A Hidden Gem in Central Florida**

Nestled just a stone's throw from the bustling heart of Orlando, Winter Garden is a charming city that perfectly blends small-town warmth with modern amenities. Known for its vibrant downtown area, Winter Garden boasts a rich history, picturesque landscapes, and a welcoming community spirit. With its lush parks, scenic walking trails, and a plethora of recreational activities, residents enjoy an active lifestyle that embraces the great outdoors. The city is also home to the renowned West Orange Trail, perfect for biking, jogging, or leisurely strolls, making it an ideal place for families and nature lovers alike.

When it comes to housing, Winter Garden offers a diverse array of options, including homes featuring practical and stylish rain gutters. These exterior features not only enhance the aesthetic appeal of the properties but also provide essential protection against the elements. Rain gutters effectively channel water away from your home, safeguarding your foundation and landscaping from potential water damage. This thoughtful design element is just one of the many reasons why Winter Garden is a sought-after location for homebuyers.

With a strong sense of community, top-rated schools, and an impressive selection of dining and shopping options, Winter Garden is more than just a place to live—it's a place to thrive. Whether you’re seeking a cozy bungalow or a spacious family home, this enchanting city has something for everyone. Come and experience the charm of Winter Garden, where your dream home awaits!

Newest Winter Garden Homes with Rain Gutters Exterior Features

234 N Lakeview Avenue, Winter Garden
$2,199,900
5 Beds ⋅ 4 Baths ⋅ O6449366 MLS
Welcome to The Birdhouse, one of Downtown Winter Garden's most iconic residences. Situated just blocks from Plant Street, the West Orange Trail, and the shores of Lake Apopka, this remarkable property offers a rare opportunity to own a thoughtfully restored home that seamlessly blends timeless architecture with modern luxury. Set on an expansive and highly coveted 0.51-acre lot, The Birdhouse delivers an unrivaled combination of character, sophistication, and downtown living. Originally built in 1920, this meticulously restored home preserves its historic charm through exposed brick walls, wood-beamed ceilings, vintage glass doorknobs, original lighting fixtures, multiple fireplaces, beautifully maintained hardwood floors and more. Natural light pours through original diamond-pane windows into the spacious family room, while the formal living and dining rooms showcase timeless character and thoughtful custom details. The chef's kitchen is a true focal point with a distinctive mix of old-world charm and modern design that combine luxury and function. Features include Cambria Portrush quartz countertops, custom floor-to-ceiling cabinetry, premium ZLINE appliances with an 8 burner gas stove range below exposed brick walls, a statement tile backsplash and custom range hood. Floating wood shelves, an expansive breakfast bar and cozy breakfast nook with built-in seating complete its design. A spacious mudroom and custom laundry room offer extensive cabinetry and counterspace for both storage and everyday convenience and a dedicated home office includes a custom built in desk. Set apart from the living areas and secondary bedrooms, the newly designed primary suite serves as a private sanctuary. Accessed through its own hallway, this spacious retreat features vaulted wood-paneled ceilings, an enormous walk-in closet, and a spa-inspired bath with dual vanities, two private water closets, a large glass-enclosed shower and elevated finishes throughout. Four additional generously sized bedrooms provide exceptional flexibility, including a second primary suite with dual closets and an ensuite bath, an additional ensuite bedroom overlooking the pool, and two bedrooms with a full guest bath positioned in between. The enormous fully fenced backyard is designed for year round enjoyment with a gas-heated saltwater sport pool, outdoor kitchen, expansive brick paved deck, detached covered lanai, and low-maintenance turf. Towering above it all is one of the property's most extraordinary features: a majestic 390-year-old oak tree, recognized as the oldest recorded oak tree in Orange County, providing unparalleled beauty and shade. Equally noteworthy, the home's original exterior waterspout remains in place and fully operational, offering a unique connection to the property's storied past. A double carport includes both a Tesla and golf cart charging station as well as a large storage closet equipped with power and a shop desk. Recent home improvements include a new roof (May 2026), updated PVC plumbing and drain field, new air handler, new tankless hot water heater, new water filtration system and new structural support trusses installed beneath the home to enhance long-term stability and strengthen the property's foundation for generations to come. A rare blend of historic significance, modern luxury, and premier location, The Birdhouse represents one of Downtown Winter Garden's most exceptional residential offerings. Schedule your private viewing today!

234 N Lakeview Avenue, Winter Garden
17590 Japonica Bloom Drive, Winter Garden
$824,000
4 Beds ⋅ 4 Baths ⋅ O6449585 MLS
Under Construction. Reduced rate promotion with preferred lender! Welcome to the Eliot design, new luxury home by RockWell Homes in Northlake at Ovation lot 234. Thoughtfully crafted new home offering a balance of comfort, style, and flexibility. This popular floorplan includes 4 bedrooms, 3.5 bathrooms, and a spacious gameroom, with parcel entry. The exterior design enhances curb appeal and functionality, featuring a covered front porch and an oversized covered backyard lanai ideal for outdoor living. The extended entryway leads to a versatile den or home office, creating a flexible space for work or relaxation. The chef-inspired kitchen anchors the home and includes a large island, solid-surface countertops, and stainless-steel appliances including a cooktop, oven, microwave, dishwasher, and vent hood. Additional kitchen features include an undermount sink with a Delta faucet, ceramic tile backsplash, upgraded 42-inch cabinets, a walk-in pantry, upgraded flooring and lighting throughout the main living areas. The open-concept living space is filled with natural light from a 9-foot sliding glass door and dual-pane energy-efficient windows, offering seamless access to the covered lanai. The primary suite is located on the first floor and features a dual-sink vanity, ceramic tile flooring, a tiled shower with glass enclosure, Delta faucets, a lighting package, and a walk-in closet. Upstairs includes a gameroom, pocket office, three secondary bedrooms with walk-in closets, and two secondary bathrooms with ceramic tile flooring and tub shower surrounds, Delta faucets, towel bars, solid surface countertops, upgraded cabinets and undermount sinks. Energy-efficient block construction, full landscaping package, full gutters, a garage door opener, and a 10-year new home structural warranty complete this home. The Eliot design by RockWell Homes offers a luxurious living experience with an array of high-end finishes, ample space, and an elegant layout. Whether you're relaxing in the spacious living areas or enjoying the beauty of the covered lanai, this home is perfect for modern living. Homeowners enjoy quick access to highways, downtown Orlando, Walt Disney World Theme Parks, resort style pool, play park, green spaces, water features, pet areas and walking trails.

17590 Japonica Bloom Drive, Winter Garden
8067 Glenlloyd Avenue, Winter Garden
$399,000
3 Beds ⋅ 3 Baths ⋅ O6447368 MLS ⋅ N/A BLDG.
Welcome home to this better-than-new townhome in Horizon West! Why pursue new construction when you can have UPDATES AND UPGRADES GALORE including a new primary bathroom barn door and shower, faucets and commodes in all bathrooms, carpet padding, soft-close cabinets, ceiling fans, hue lighting in the living room, and fresh touch-up paint inside and out. This townhome requires that you sacrifice nothing! The curb appeal is waiting to welcome you from the moment you pull up to the house. A massive covered front porch is ready for your morning coffee to be sipped and/or your evening beverage of choice. Step inside and forget that you are in a townhome as you take in the HUGE kitchen in the middle of the open concept downstairs living. Whether prepping meals, socializing, or landing an airplane, this kitchen island was made for enjoyment. This kitchen features stone countertops, loads of cabinetry, and stainless steel appliances all with a popular and tasteful color palette. A dining space on one side of the kitchen and a living room on the other, both lined with windows for natural lighting, make this space one to write home about. Head upstairs and find the primary suite on one side and the secondary bedrooms on the other. The primary bathroom has a brand new shower, dual vanity, and private water closet. The 2 remaining bedrooms share a bathroom that includes a shower/bathtub combination. Step out back to your private brick-paved courtyard ready for your outdoor enjoyment. The home and the 2-car garage are connected by an overhang across this courtyard for convenience and weather protection. This community is situated in the heart of Horizon West between Hamlin and Waterleigh for ample shopping and dining options, is super close to Disney, and right off of Highway 429 to bring you to all your favorite Central Florida destinations. Inquire today to make this gem your own!

8067 Glenlloyd Avenue, Winter Garden
14747 Field Daisy Drive, Winter Garden
$573,147
3 Beds ⋅ 4 Baths ⋅ O6449322 MLS ⋅ Taylor Morrison BLDG.
Under Construction. What's Special: Close to Amenities | Gas Range | 1st Floor Guest Suite. New Construction - December Completion! Welcome to the Newberry at 14747 Field Daisy Drive in Harvest at Ovation! This thoughtfully designed two-story home offers three bedrooms, three-and-a-half baths, and inviting spaces that blend comfort with everyday convenience. The bright kitchen with a spacious island opens to the casual dining area and great room, creating a warm and welcoming setting for gathering with family and friends. A first-floor secondary bedroom with an ensuite full bath is perfect for guests, while upstairs, the private primary suite provides a peaceful retreat with a generous walk-in closet and well-appointed bath. A versatile loft adds flexible living space, and the covered lanai is ideal for relaxing or enjoying time outdoors. Complete with a two-car garage, this home is as functional as it is charming. Visit Harvest at Ovation in Winter Garden to enjoy one of the final new-construction opportunities in Horizon West. This charming community offers access to planned amenities including a pool and cabana, a Butterfly Garden, a Nature Play Space, a dog park, and walking trails—all in a highly coveted location. Additional Highlights Include: Shower in place of tub at secondary bath, 8' interior doors, pre-plumb for future laundry tub, LVP flooring throughout, and whole house blinds. Photos are for representative purposes only. MLS#O6449322

14747 Field Daisy Drive, Winter Garden
14775 Field Daisy Drive, Winter Garden
$635,572
4 Beds ⋅ 5 Baths ⋅ O6449282 MLS ⋅ Taylor Morrison BLDG.
Under Construction. What's Special: Game Room | Balcony | Close to Amenities | Gas Range. New Construction - November Completion! Welcome to the Newberry at 14775 Field Daisy Drive in Harvest at Ovation! This inviting two-story home offers an open-concept design with a spacious great room that flows seamlessly into the casual dining area and kitchen, creating the perfect space for gathering and entertaining. A secondary bedroom with a nearby bathroom is conveniently located on the first floor, while upstairs features the private primary suite, two additional bedrooms, full bathroom, a game room, and laundry room. Relax outdoors on the lanai and enjoy the convenience of a detached two-car garage. Visit Harvest at Ovation in Winter Garden to enjoy one of the final new-construction opportunities in Horizon West. This charming community offers access to planned amenities including a pool and cabana, a Butterfly Garden, a Nature Play Space, a dog park, and walking trails, all in a highly coveted location. Additional Highlights Include: Wet bar at game room, whole house 8' interior doors, 42" upper kitchen cabinets, quartz counter tops and crown molding package at kitchen. Photos are for representative purposes only. MLS# O6449282

14775 Field Daisy Drive, Winter Garden
1947 Bay Clover Drive, Winter Garden
$650,000
5 Beds ⋅ 4 Baths ⋅ O6448444 MLS
Gated Community Immaculate 5 bedrooms, 4 baths with cathedral ceilings, triple sliding doors that sits on a Private Oasis on a Premium Corner Lot with no Rear Neighbors. Lots of privacy includes a salt water swimming pool for leisurely days and elegant outdoor entertaining. Versatile space for the entire family, guests or a dedicated home office. Full en suite on the 2nd floor. Home offers the flexibility to complement a variety of lifestyles. Enjoy the opportunity to make this inviting residence your own and experience the comfort, space and outdoor Florida Lifestyle worth discovering. Call to schedule your appointment today. Florida Living at Its Finest.

1947 Bay Clover Drive, Winter Garden
14779 Field Daisy Drive, Winter Garden
$625,000
4 Beds ⋅ 5 Baths ⋅ O6449273 MLS ⋅ Taylor Morrison BLDG.
Under Construction. What's Special: Game Room | Close to Amenities | 1st Floor Guest Suite. New Construction - November Completion! Welcome to the Newberry at 14779 Field Daisy Drive in Harvest at Ovation! Step into this thoughtfully designed four-bedroom home featuring flexible living spaces and inviting areas to gather. The open-concept main level showcases a bright kitchen with a large island overlooking the casual dining area and spacious great room, creating the perfect setting for everyday living and entertaining. A secondary bedroom and full bath on the main floor provide flexibility for guests, a home office, or multi-generational living. Upstairs, the private primary suite provides a relaxing retreat, while two additional bedrooms, a versatile game room, and convenient laundry room provide plenty of space to fit your lifestyle. Enjoy seamless indoor-outdoor living with a covered lanai that extends your living space year-round. Visit Harvest at Ovation in Winter Garden to enjoy one of the final new-construction opportunities in Horizon West. This charming community offers access to planned amenities including a pool and cabana, a Butterfly Garden, a Nature Play Space, a dog park, and walking trails—all in a highly coveted location. Additional Highlights Include: 8' interior doors, wet bar at game room, shower in place of tub at bath 2, luxury vinyl plank flooring and quartz countertops. Photos are for representative purposes only. MLS#O6449273

14779 Field Daisy Drive, Winter Garden
17922 Hither Hills Circle, Winter Garden
$699,900
4 Beds ⋅ 4 Baths ⋅ O6447177 MLS
Welcome to 17922 Hither Hills Cir. Built in 2022, this beautiful 4-bedroom, 3.5-bath, single-story home offers a highly desirable multi-generational floor plan with approximately 2,800 square feet of living space and beautiful Lake Apopka views. The attached private in-law suite features its own private exterior entrance, living area, kitchen, bedroom with walk-in closet, full bathroom, and convenient access to the garage—providing exceptional flexibility for extended family, guests, or private accommodations. The open-concept main living area features soaring ceilings, elegant tray ceilings, granite countertops, 42-inch cabinetry, stainless steel appliances, tiled backsplash, breakfast bar, prep island, and spacious dining and great room areas. Sliding glass doors open to the covered and screened lanai, creating an inviting indoor-outdoor living space. The spacious primary suite features a tray ceiling, generous walk-in closet, and ensuite bathroom with dual granite vanities, private water closet, and separate soaking tub and shower. Two additional bedrooms share a conveniently located bathroom with dual vanities. An oversized laundry room provides abundant storage and workspace. Enjoy the Florida lifestyle in the fully fenced backyard with gates on both sides, featuring fruit trees, a 3-person stand-alone hot tub, and a covered screened patio perfect for relaxing or entertaining. The attached 3-car garage provides plenty of room for vehicles and storage. Additional features include smart-home technology with app-controlled garage doors, lights, and door locks, as well as a smart security system with sensors on windows and doors. Ceramic tile flooring throughout. Located in the desirable Lake Apopka Sound community, this home is conveniently located near Downtown Winter Garden, Plant Street Market, restaurants, shopping, parks, the West Orange Trail, Highway 50, the Florida Turnpike, and SR-429. A wonderful opportunity to own a nearly new home offering versatility, modern upgrades, beautiful lake views, and convenient Winter Garden living. Low Yearly HOA and no CDD fees.

17922 Hither Hills Circle, Winter Garden
2107 Gopher Tortoise Terrace, Winter Garden
$364,900
2 Beds ⋅ 3 Baths ⋅ S5159312 MLS ⋅ 2107 BLDG.
Beautifully maintained fully furnished six-year-old townhome in the charming town of Oakland! This 2-bedroom, 2.5-bath home features a covered front porch, abundant natural light, and thoughtful upgrades throughout. The open great room welcomes you with Shaw luxury vinyl tile flooring, neutral colors, recessed LED lighting, and dual-pane Low-E windows with cordless faux wood blinds. The kitchen features 42-inch cabinetry, granite countertops, a gray subway tile backsplash, and a spacious island with upgraded pendant lighting and a large undermount sink. Appliances include a Whirlpool Gold microwave, range, and dishwasher, plus an LG French-door refrigerator. A generous pantry with a California Closets shelving system provides exceptional organization. The adjoining dining area features upgraded lighting and access to a private 19-by-15-foot paver courtyard through a full-glass door with built-in blinds. A convenient desk nook with granite countertops, drawers, and cabinetry offers space to work from home. The first-floor laundry room includes a California Closets laundry station and access to ample storage beneath the stairs. A half bath is conveniently located off the stair landing. Upstairs, both spacious bedrooms feature walk-in closets and private bathrooms. The primary suite offers a beautifully organized California Closets system with a built-in vanity. Its ensuite bath includes dual sinks, granite countertops, Moen faucets, a private water closet, and a tiled shower with decorative accents, frameless glass, and an upgraded showerhead. The second bedroom’s bathroom features granite countertops and a tiled tub/shower combination with an accent inlay. The private courtyard connects to a two-car garage with epoxy flooring and a Bluetooth-enabled opener. Additional features include gutters, a Taexx built-in pest control system, Nest thermostat, Ring security system and doorbell, Alexa-compatible front porch lighting, and prewiring for ceiling fans in the great room and bedrooms. Enjoy community walking paths, a playground, and a pool, with lawn care included in the HOA. Conveniently located near the West Orange Trail, downtown Winter Garden, downtown Clermont, Florida’s Turnpike, and Winter Garden Village. Bring your pups—this community has no dog breed restrictions!

2107 Gopher Tortoise Terrace, Winter Garden
1213 Foltz Loop, Winter Garden
$859,000
4 Beds ⋅ 4 Baths ⋅ O6448158 MLS
Come see this BEAUTIFUL, WELL MAINTAINED HOME BUILT IN 2022 WITH A CONSERVATION/PROTECTED PRESERVE VIEW in OAKLAND! This home looks like a MODEL HOME and is located in the HEART of OAKLAND! There will never be homes built across the street from you so in this location you only have homes built on ONE SIDE of the street making this STREET SO SPACIOUS! The home has an OPEN DESIGN and LUXURY VINYL PLANK THROUGHOUT most of the home! This ONE OWNER home has been maintained in pristine, LIKE NEW condition with SELLER ADDING OVER $90,000 IN CUSTOMIZATIONS to this home including being the ONLY HOME IN THE COMMUNITY with a CUSTOM BRICK ACCENT OPTION ON THE FRONT OF THE HOME. Home has a WATER PURIFICATION, FILTRATION, R.O. SYSTEM, CUSTOM CLOSET SYSTEMS, CUSTOM LAUNDRY ROOM, GARAGE FINISHED WITH EPOXY FLOORING AND SHELVING SUSPENDED FROM CEILING FOR TONS OF STORAGE Home also has TANKLESS GAS WATER HEATER AND GAS COOKING! This home has a beautiful kitchen with elegant choices, TONS OF CABINET SPACE, A CUSTOM-FINISHED WALK IN PANTRY, POTTERY BARN DRAPERIES and a CHEF’S DREAM for appliances. The home also has a beautiful covered and inviting front porch to welcome your guests and a large, covered back porch as well with a very private and beautiful backyard that has been IMMACULATELY MAINTAINED. The MASTER BEDROOM has two LARGE WALK IN CLOSETS, A HUGE WALK IN SHOWER IN THE MASTER BATHROOM AND A PRIVATE WATER CLOSET. The second floor has large guest bedrooms and a LARGE BONUS/MEDIA/GAMEROOM! COME LIVE IN THE HEART OF IT ALL YET TUCKED AWAY IN A PEACEFUL QUIET ENCLAVE on a PEACEFUL QUIET STREET. You will be located just steps from the WEST ORANGE TRAIL, a few minutes from HISTORIC DOWNTOWN WINTER GARDEN, 1 mile to the Oakland Nature Preserve, a few minutes to the Town of Oakland and parks, Less than 2 miles to the Florida Turnpike which makes getting anywhere easy, 6 miles to the WINTER GARDEN VILLAGE and steps to shopping, restaurants, boutiques and all! This home is in a HIGHLY DESIRED ADDRESS in the TOWN OF OAKLAND. Come visit this QUIET, FRIENDLY and SMALL NEIGHBORHOOD because you are sure to want to stay forever! Qualified buyers may receive a 1-year interest rate buydown for the first year paid for by the Seller's preferred lender when financing this home (subject to credit approval and program availability)

1213 Foltz Loop, Winter Garden
14807 Winter Stay Drive, Winter Garden
$1,200,000
5 Beds ⋅ 4 Baths ⋅ O6448906 MLS
Welcome to 14807 Winter Stay Drive, a beautifully upgraded luxury residence located in the heart of Horizon West in Winter Garden. Spanning 3,856 square feet of refined living space on an oversized lot, this 5-bedroom, 4-bathroom home combines upscale comfort, privacy, and resort-style living. The outdoor sanctuary is custom-built for the Florida lifestyle, featuring a fully fenced backyard, a heated saltwater pool and spa, a spacious covered lanai with retractable awnings, and scenic sunset views overlooking the prestigious Orange County National Golf Course. Inside, the open-concept layout flows effortlessly for everyday living and grand entertaining. The gourmet kitchen boasts premium appliances, upgraded finishes, and an expansive quartz center island. The primary suite offers a private retreat with a spa-inspired bathroom, complemented by custom closets and a dedicated drop zone for extra organization. Upstairs, a large bonus room provides flexible space for a home theater, media room, or executive office, while an oversized 3-car garage offers generous vehicle and storage space. Value-adding upgrades include an owned solar panel system to significantly reduce energy costs. Situated just 0.5 miles from The Mark Plaza and minutes from Horizon West Hospital, top-rated dining, and shopping, this home offers fast access to SR 429, Florida’s Turnpike, and Walt Disney World. Schedule your private tour today.

14807 Winter Stay Drive, Winter Garden
17126 Quicksilver Avenue, Winter Garden
$525,000
4 Beds ⋅ 3 Baths ⋅ O6446188 MLS
Welcome home to this beautifully cared-for 4-bedroom, 3-bathroom home in the welcoming Waterside community! Built in 2022, the thoughtfully designed floor plan, spacious backyard, and wonderful neighborhood amenities combine to create the perfect blend of comfort, functionality, and everyday family living. Inside, the OPEN-CONCEPT living space flows effortlessly into the kitchen, creating a comfortable gathering place for family time, entertaining, and everything in between. The kitchen features beautiful Silestone QUARTZ COUNTERTOPS, stylish gray cabinetry, and stainless steel appliances. The spacious primary suite offers a HUGE WALK-IN CLOSET, while the primary bathroom features a double-sink vanity and large WALK-IN TILED SHOWER. A bedroom conveniently located downstairs adds incredible flexibility and can easily serve as a guest room, home office, playroom, or a space for visiting family and friends. Throughout the home, you'll find thoughtful upgrades including plantation shutters, built-in features, 9-foot ceilings, and a beautiful wrought-iron stair railing. Situated on an OVERSIZED CORNER LOT, the property features a large fenced-in backyard with plenty of room to play, relax, or gather with friends. The back paver patio is perfect for weekend barbecues and outdoor entertaining, while the covered front porch provides a welcoming spot to enjoy your morning coffee or unwind at the end of the day. Waterside Residents enjoy access to a community clubhouse, pool, fitness center, playgrounds, park, and a dock on Johns Lake. With seasonal community events and monthly food truck nights, there are plenty of opportunities to get to know your neighbors and enjoy everything the community has to offer. Conveniently located near Downtown Winter Garden, Hamlin, and Walt Disney World, you'll be close to a fantastic selection of restaurants, shops, and entertainment. Easy access to FL-429 and the Florida Turnpike makes commuting and exploring Central Florida a breeze. Come see why this home and community are such a wonderful place to put down roots, make memories, and call home!

17126 Quicksilver Avenue, Winter Garden
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