Winter Garden Homes with Community Mailbox Community Features

Winter Garden Homes with Community Mailbox Community Features

Welcome to Winter Garden, Florida—a vibrant city nestled in the heart of Orange County that perfectly blends small-town charm with modern conveniences. Just a short drive from the bustling city of Orlando, Winter Garden offers residents a delightful mix of scenic landscapes, rich history, and a thriving community spirit. With its picturesque downtown area, adorned with historic buildings and local boutiques, you’ll find an array of charming cafes and restaurants that invite you to savor the local flavors.

One of the standout features of Winter Garden is its commitment to community living, particularly in neighborhoods that boast community mailbox features. These thoughtfully designed homes not only provide convenience but also foster a sense of camaraderie among neighbors. Imagine stepping outside your door to collect your mail while greeting friendly faces and sharing a moment of connection with those around you.

Community mailbox areas are strategically placed in these neighborhoods, promoting a sense of unity and encouraging social interaction. Residents often find themselves gathering around these communal spaces, enhancing the neighborhood's friendly atmosphere. Whether you're a first-time homebuyer, a growing family, or looking to downsize, Winter Garden’s diverse real estate offerings cater to all lifestyles.

With its lush parks, excellent schools, and numerous recreational opportunities, Winter Garden is more than just a place to live; it’s a community where you can thrive. Experience the charm and warmth of Winter Garden, where your dream home awaits amidst a backdrop of friendly faces and a welcoming community spirit. Come discover your new beginning in this enchanting city!

Newest Winter Garden Homes with Community Mailbox Community Features

17590 Japonica Bloom Drive, Winter Garden
$824,000
4 Beds ⋅ 4 Baths ⋅ O6449585 MLS
Under Construction. 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
1300 Eastern Pecan Place Unit 208, Winter Garden
$298,500
3 Beds ⋅ 2 Baths ⋅ O6449034 MLS ⋅ 14 BLDG.
BUYER INCENTIVE! Seller offering $5,000 toward buyer closing costs PLUS an additional $1,000 through the preferred lender—for up to $6,000 in buyer benefits with accepted contract, at closing Plus, enjoy a 2-year warranty on NEW kitchen appliances(refrigerator,microwave and dishwasher). Priced under $299,000! Discover this beautifully updated, move-in-ready condo in the GATED Southern Pines community, just 7 minutes from Historic Downtown Winter Garden! This second-floor residence offers convenient first-floor entry with private keyless access and a welcoming coat closet. Upstairs, the bright, open-concept feature newer luxury plank vinyl flooring, abundant natural light, updated lighting and ceiling fans, and a dedicated office alcove with custom built-in shelving. Fresh paint throughout—including walls, ceilings, doors, baseboards, and trim—creates a clean, contemporary feel. The upgraded galley kitchen features neutral cabinetry, granite countertops, a pantry, and BRAND-NEW, NEVER-USED stainless-steel refrigerator, microwave, and dishwasher! Its efficient layout keeps cooking connected to the living areas, while the conveniently located laundry room makes everyday tasks easier. The desirable split-bedroom floor plan continues with luxury plank vinyl flooring and offers privacy for the spacious primary suite, complete with a walk-in closet, ceiling fan and en-suite bath featuring a large walk-in shower and granite-topped vanity. Two additional bedrooms on the opposite side of the common area both with generous walk-in closets and ceiling fans. The second full bath features an extended granite vanity with abundant storage and a tub/shower combination. Both bathrooms showcase BRAND-NEW MOEN faucets and shower/tub fixtures, updated lighting, framed/finished mirrors, and new cabinet hardware. All interior door hardware has also been replaced with lever handles and hinges in updated finish to match all the new fixtures and hardware throughout. Extra storage is a plus in the laundry-room (Washer and dryer are negotiable) and linen closet near the HVAC system, which has received seasonal servicing. Drapes do not convey. Resort-style amenities abound! Southern Pines residents enjoy a pool and spa, fitness center, tennis courts, indoor basketball court, volleyball court, playground, pet park, clubhouse with theater room, billiards room, computer center, BBQ area, and resident car wash station. Gated entry and on-site management add convenience. Enjoy easy access to Publix, Winter Garden Village, the West Orange Trail, Historic Downtown Winter Garden, shopping, dining, entertainment and medical facilities. The Florida Turnpike, SR 429, and I-4 provide convenient connections throughout Central Florida, including Orlando attractions and major employment centers. HOA dues include internet, basic cable, trash service, recreational amenities, and exterior lawn care and exterior maintenance. Enjoy the convenience of condo living, with exterior maintenance and roof replacement handled through the association in accordance with its governing documents and budget. EXTENSIVELY UPDATED. MOVE-IN READY. EXCEPTIONAL VALUE! Brand-new kitchen appliances, a 2-year appliance warranty, resort-style amenities managed professionally and up to $6,000 in buyer benefits make this a fantastic Winter Garden opportunity. Schedule your private showing today!

1300 Eastern Pecan Place Unit 208, Winter Garden
14747 Field Daisy Drive, Winter Garden
$573,147
3 Beds ⋅ 4 Baths ⋅ O6449322 MLS
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
14795 Field Daisy Drive, Winter Garden
$609,481
3 Beds ⋅ 4 Baths ⋅ O6449311 MLS ⋅ Taylor Morrison BLDG.
Under Construction. What's Special: Popular Plan | Flat Lot. New Construction - December Completion! Welcome to the Ashwood at 14795 Field Daisy Drive in Harvest at Ovation! This beautifully designed two-story home offers a bright, open-concept layout perfect for everyday living and entertaining. The first floor features a spacious great room that flows into the kitchen and dining area, along with a private study and convenient half bathroom. The second floor includes the primary suite with a generous walk-in closet and bathroom, two secondary bedrooms, full bathroom, and a laundry room. Enjoy outdoor living on the lanai and the convenience of a detached two-car garage with a large game room above with a full bathroom providing flexible space for relaxing or hosting guests. 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, pre-plumbed for future laundry sink, gas appliance package, quartz countertops, and refrigerator. Photos are for representative purposes only. MLS#O6449311

14795 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
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
13037 Serene Glade Road, Winter Garden
$539,990
3 Beds ⋅ 3 Baths ⋅ O6449226 MLS
Under Construction. Brand New Home in Winter Garden, Florida | The Brantley Model Welcome to the stunning Brantley Model, a brand-new bungalow-style single-family home in desirable Winter Garden, Florida, where modern luxury meets timeless charm. Offering 1,836 square feet of thoughtfully designed living space, this beautiful 3-bedroom, 2.5-bath home features an inviting open-concept layout, oversized windows, and abundant natural light throughout. The heart of the home is the beautifully upgraded gourmet kitchen, showcasing premium finishes, elegant quartz countertops, custom cabinetry, and stainless steel appliances. Perfect for entertaining or everyday living, the kitchen flows seamlessly into the bright and spacious living areas, creating a warm and welcoming atmosphere. Step outside through the charming breezeway to your private paver courtyard—an ideal setting for al fresco dining, morning coffee, or relaxing evenings outdoors. Additional highlights include a convenient two-car garage, stylish architectural details, and a thoughtfully designed layout that balances comfort, functionality, and sophistication. With its blend of contemporary upgrades, classic bungalow character, and seamless indoor-outdoor living, the Brantley Model offers an exceptional opportunity to enjoy the best of new construction in Winter Garden. Experience the perfect place to call home!

13037 Serene Glade Road, Winter Garden
13013 Serene Glade Road, Winter Garden
$529,990
3 Beds ⋅ 3 Baths ⋅ O6449185 MLS
Welcome to the stunning Brantley Model, a brand-new bungalow-style single-family home in desirable Winter Garden, Florida, where modern luxury meets timeless charm. Offering 1,836 square feet of thoughtfully designed living space, this beautiful 3-bedroom, 2.5-bath home features an inviting open-concept layout, oversized windows, and abundant natural light throughout. The heart of the home is the beautifully upgraded gourmet kitchen, showcasing premium finishes, elegant quartz countertops, custom cabinetry, and stainless steel appliances. Perfect for entertaining or everyday living, the kitchen flows seamlessly into the bright and spacious living areas, creating a warm and welcoming atmosphere. Step outside through the charming breezeway to your private paver courtyard—an ideal setting for al fresco dining, morning coffee, or relaxing evenings outdoors. Additional highlights include a convenient two-car garage, stylish architectural details, and a thoughtfully designed layout that balances comfort, functionality, and sophistication. With its blend of contemporary upgrades, classic bungalow character, and seamless indoor-outdoor living, the Brantley Model offers an exceptional opportunity to enjoy the best of new construction in Winter Garden. Experience the perfect place to call home!

13013 Serene Glade Road, Winter Garden
341 Southern Pecan Circle Unit 202, Winter Garden
$220,000
1 Beds ⋅ 1 Baths ⋅ O6447074 MLS ⋅ 341 BLDG.
WINTER GARDEN GEM! NEW KITCHEN • NEW APPLIANCES • NO CARPET • PRIVATE GARAGE • RESORT-STYLE AMENITIES! Welcome to 341 Southern Pecan Circle, Unit 202, Winter Garden, FL 34787! Discover this beautifully updated, move-in-ready 1-bedroom, 1-bathroom condo featuring modern upgrades, open-concept living, a private garage, and outstanding resort-style community amenities in desirable Winter Garden, Central Florida! Step inside to enjoy bright, inviting living and dining areas filled with natural light, fresh interior paint, and NO CARPET THROUGHOUT! Attractive wood-look flooring enhances the living areas and bedroom, complemented by easy-to-maintain tile flooring in the kitchen and bathroom. The NEW KITCHEN showcases beautiful cabinetry, attractive countertops, a spacious breakfast bar, stainless steel appliances, and a NEW REFRIGERATOR AND MICROWAVE! The open layout provides an inviting space for everyday living and entertaining. The spacious bedroom offers generous closet space, while the UPDATED BATHROOM features attractive tile finishes and a convenient vanity. Additional conveniences include an IN-UNIT WASHER AND DRYER and a PRIVATE GARAGE for parking and extra storage. ENJOY RESORT-STYLE LIVING! This amenity-rich community features a sparkling swimming pool, fitness center (gym), basketball court, tennis courts, sand volleyball court, playground, and car wash station. The COMMUNITY CLUBHOUSE also offers a community kitchen, computer room, nursery room, and meeting room, providing excellent spaces for recreation, convenience, and community activities. DESIRABLE WINTER GARDEN LOCATION! Enjoy convenient access to shopping, dining, entertainment, parks, major roadways, and the greater Orlando area. IDEAL FOR LOW-MAINTENANCE LIVING OR INVESTMENT! Whether you're seeking a primary residence, seasonal retreat, convenient home for work or studies, or a potential rental investment, this updated Winter Garden condo offers comfort, functionality, and lifestyle amenities. Rental opportunities are subject to association rules and restrictions. NEW KITCHEN • NEW APPLIANCES • UPDATED BATHROOM • NO CARPET • PRIVATE GARAGE • IN-UNIT LAUNDRY • RESORT-STYLE AMENITIES! SCHEDULE YOUR PRIVATE SHOWING TODAY!

341 Southern Pecan Circle Unit 202, 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) - call Mike Demarse (NMLS #14123) with Select Lending Services at (407) 369-9870 today for details.

1213 Foltz Loop, 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
Start Your Search