Winter Garden Homes with Sidewalk Exterior Features

Winter Garden Homes with Sidewalk Exterior Features

Welcome to Winter Garden, Florida—a charming city that perfectly blends the beauty of nature with the vibrancy of modern living. Nestled just west of Orlando, Winter Garden is known for its picturesque landscapes, friendly atmosphere, and a rich history that dates back to the late 1800s. The city boasts a thriving downtown area filled with unique shops, delightful restaurants, and a bustling farmer's market, making it a wonderful place to gather with friends and family.

One of the standout features of Winter Garden is its commitment to walkability. Many homes in the area come equipped with lovely sidewalk exterior features, encouraging residents to enjoy leisurely strolls through the neighborhood. Picture yourself taking a morning jog or an evening walk with neighbors along tree-lined streets, where the community spirit thrives. Sidewalks not only enhance the aesthetic appeal of the area but also promote a healthy lifestyle, making it easy for families to connect and engage with one another.

The real estate market in Winter Garden offers a diverse range of homes, from charming bungalows to modern family residences, many of which feature beautifully landscaped yards and inviting outdoor spaces. With a strong sense of community, excellent schools, and convenient access to major highways and attractions, Winter Garden is an ideal place to call home. Whether you're looking for a peaceful retreat or a vibrant community, this city has it all. Embrace the Winter Garden lifestyle and discover the perfect home with sidewalks that lead you to endless adventures!

Newest Winter Garden Homes with Sidewalk Exterior Features

9849 Lost Creek Drive, Winter Garden
$949,000
5 Beds ⋅ 4 Baths ⋅ Waterleigh Ph 3b 3c & 3d SubDv. ⋅ 34787 Zip Code
Welcome to 9849 Lost Creek Drive, a beautifully appointed 5-bedroom, 4-bathroom home in Winter Garden’s sought-after Waterleigh community. Built in 2021, this impressive residence offers 3,910 square feet of living space, a 3-car garage, and a thoughtful blend of timeless architectural details and modern functionality—all complemented by peaceful lake views. From the meticulously maintained landscaping to the welcoming front porch, the home makes a wonderful first impression. Inside, arched doorways and thoughtfully designed living spaces create a warm, inviting atmosphere. The foyer opens to a formal living room, while the separate formal dining room features sliding doors leading directly to the covered lanai, making entertaining effortless. At the heart of the home, the spacious kitchen overlooks the family room, creating a natural gathering place for everyday living and special occasions. White quartz countertops, 42-inch cabinetry, built-in ovens, a cooktop, stainless steel appliances, and an oversized island are paired with an abundance of cabinetry and generous countertop workspace. There’s room for everything, whether preparing weeknight meals or hosting a crowd. The first-floor primary suite offers a peaceful retreat with tranquil lake views and elegant coffered ceilings. The oversized walk-in closet features custom organization, while the ensuite bath delivers a spa-inspired experience with dual vanities and a spacious walk-in shower featuring shower fixtures on both walls. Upstairs, a generous loft provides flexible space for a media room, game room, or additional gathering area, while the well-proportioned secondary bedrooms offer room for family and guests. A convenient upstairs storage closet, thoughtfully lined with shelving, adds even more practical storage. The large laundry room is equally well designed, with a utility sink, abundant cabinetry, and an expansive work surface to keep household tasks organized. Step outside to the spacious pavered lanai, complete with retractable screens that let you enjoy Florida’s beautiful weather in comfort. Overlooking the lake, this inviting outdoor space is perfect for morning coffee, weekend gatherings, or relaxing at the end of the day while watching the sunset—and, on the right evenings, catching Disney fireworks in the distance. Life in Waterleigh extends beyond your front door, with resort-style amenities that include community pools, fitness facilities, walking trails, a clubhouse, playgrounds, and more. Conveniently located in the Horizon West area of Winter Garden, the community offers access to nearby shopping, dining, parks, and everyday essentials, with Walt Disney World and other Central Florida attractions within easy reach. Beautifully maintained, thoughtfully designed, and ideally situated to enjoy the best of Central Florida living, this home offers the space, comfort, and setting to make every day feel a little more special. Schedule your private showing and discover all that this exceptional Waterleigh home has to offer!

9849 Lost Creek Drive, Winter Garden

15749 Cutter Sail Place, Winter Garden
$789,900
4 Beds ⋅ 3 Baths ⋅ Lakeshore Preserve Ph 5 SubDv. ⋅ 34787 Zip Code
Welcome to an exceptional opportunity to experience refined Florida living in the highly desirable Lakeshore Preserve community by Toll Brothers. From its impressive architectural presence and elegant columned entrance to its beautifully designed interior, this remarkable residence combines timeless elegance, modern design, and everyday comfort. Step inside and discover an inviting atmosphere highlighted by soaring ceilings, abundant natural light, beautiful architectural details, and thoughtfully selected finishes. The spacious, open-concept floor plan creates a seamless connection between the main living and entertaining areas, creating an ideal setting for intimate gatherings and grand celebrations alike. Elegant crown molding, plantation shutters, designer lighting, and beautiful flooring contribute to the home's luxurious appeal. At the heart of the residence, the beautifully appointed gourmet kitchen is designed to impress, featuring an expansive center island, upgraded cabinetry, generous counter space, stainless steel appliances, a gas cooktop, and double wall ovens. Perfectly positioned alongside the dining and living areas, this welcoming space brings together style, functionality, and effortless entertaining. A striking custom entertainment feature adds architectural character and creates an impressive focal point within the main living area. The spacious primary suite provides a private retreat designed for relaxation, complemented by a beautifully appointed bathroom featuring elegant finishes and a generous walk-in shower. Additional bedrooms provide comfortable accommodations, while a dedicated office with a closet creates versatility for a home workspace, study, or additional flex space. A flexible office/den can also function as a 4th bedroom. Thoughtful details throughout the residence enhance both comfort and functionality, including upgraded finishes, attractive lighting fixtures, and convenient storage solutions. The home's appeal extends outdoors, where a covered living area provides a wonderful setting for enjoying Florida's beautiful weather, whether relaxing with your morning coffee or entertaining guests. Additional highlights include a well-appointed laundry area and an upgraded garage featuring epoxy-style flooring and overhead storage. Additional upgrades include a tankless natural gas water heater. Beyond the residence, discover the exceptional lifestyle of Lakeshore Preserve. This beautifully designed community features a spectacular resort-style swimming pool surrounded by tropical landscaping, inviting lounge areas, and picturesque lake views. Residents can also enjoy a fully equipped fitness center, covered outdoor grilling and dining areas, and a community playground. Ideally located near Hamlin Town Center, Winter Garden Village, Historic Downtown Winter Garden, the West Orange Trail, Walt Disney World Resort, and SR 429, with convenient access to shopping, dining, entertainment, and Orlando. Horizon West continues to grow with new retail, restaurants, and recreational improvements. Experience the perfect balance of luxury, elegance, and Florida living. Schedule your private showing today and experience the beauty, elegance, and exceptional lifestyle of this remarkable residence!

15749 Cutter Sail Place, Winter Garden

8067 Glenlloyd Avenue, Winter Garden
$399,000
3 Beds ⋅ 3 Baths ⋅ Hawksmoor-Ph 1 SubDv. ⋅ 34787 Zip Code
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

1818 Juniper Hammock Street, Winter Garden
$730,000
6 Beds ⋅ 4 Baths ⋅ Mcallister Lndg SubDv. ⋅ 34787 Zip Code
Come view this beautiful new Meritage home in McAllister Landing. Perfect opportunity for you to own and enjoy a beautiful energy-efficient home all year long. This home is a SIX -bedroom, four-bath, three-car garage p with lots of natural lighting.a The floor plan includes a gourmet kitchen, granite countertops, a huge walk-in pantry, The beautiful kitchen also includes stainless steel appliances and 42-inch designer cabinetry with crown molding. Also, on the first floor, you will find an oversized office/bonus room and a guest bedroom with a separate full bath. You will love the huge master suite located on the second floor, featuring granite vanities, a glass walk-in shower, garden tub, separate toilet room and a huge walk-in closet. On the second floor, you will love the other three bedrooms, each with huge walk-in closets, two large walk-in closets in the hallway, which gives you plenty of space for everything you own and a huge media room that will be great for family movie night. The possibilities in this home are endless, something you will not want to miss.cAllister Landing is Located just a few minutes from the shops, restaurants and entertainment in Historic Downtown Winter Garden, McAllister Landing offers lakeside living in large, beautiful homes. Community amenities will include a dock on Lake Apopka, parks and walking trails. it is short drive to winter garden village and 5 min to turnpike , at winter garden but without winter garden rush hour traffic 25 min from downtown , 20 min from Maitland come see it yourself

1818 Juniper Hammock Street, Winter Garden

1300 Eastern Pecan Place Unit 208, Winter Garden
$298,500
3 Beds ⋅ 2 Baths ⋅ Southern Pines Condo SubDv. ⋅ 34787 Zip Code
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

341 Southern Pecan Circle Unit 202, Winter Garden
$220,000
1 Beds ⋅ 1 Baths ⋅ Southern Pines Condo SubDv. ⋅ 34787 Zip Code
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

16735 Silver Brook Way, Winter Garden
$531,190
3 Beds ⋅ 3 Baths ⋅ Silverleaf Oaks SubDv. ⋅ 34787 Zip Code
Under Construction. Discover Silverleaf Oaks in Winter Garden! This new home community will feature a collection of single-family and townhomes in desirable Horizon West. Located in the heart of Orlando’s attractions, residents will enjoy an array of amenities, including a resort-style pool, cabana, and playground – without a CDD. Plus, minutes to shopping, dining, and entertaining! Introducing the Benton bungalow, a brand-new home situated on a corner homesite that includes 3 spacious bedrooms, 2 full bathrooms, a powder room, and a 2-car rear-load attached garage. The heart of the home is the open-concept kitchen, café, and gathering room, all bathed in natural light. This inviting space is perfect for both everyday living and entertaining. The kitchen boasts a large center island, a convenient storage pantry, and top-of-the-line Whirlpool stainless steel appliances—including a refrigerator. White cabinetry, decorative tile backsplash, and quartz countertops complete the sophisticated look. For added convenience, the first floor includes a powder room and coat closet. Upstairs, you’ll find the private owner’s suite, two additional bedrooms, a second full bathroom, and the laundry room. The owner’s suite is a true retreat, featuring a walk-in closet and a luxurious en suite bathroom with a frameless glass-enclosed shower, quartz-topped dual vanity, and linen closet. Throughout the first floor, enjoy the beauty of Wood-Look Luxury Vinyl Plank flooring, while tile enhances the laundry room and bathrooms. Plush, stain-resistant Shaw carpet covers the stairs and bedrooms, adding comfort and style. This new construction home perfectly blends luxury, convenience, and modern design, making it the ideal place to live and unwind.

16735 Silver Brook Way, Winter Garden

16651 Evermore Alley, Winter Garden
$530,090
3 Beds ⋅ 3 Baths ⋅ Silverleaf Oaks SubDv. ⋅ 34787 Zip Code
Discover Silverleaf Oaks in Winter Garden! This new home community will feature a collection of single-family and townhomes in desirable Horizon West. Located in the heart of Orlando’s attractions, residents will enjoy an array of amenities, including a resort-style pool, cabana, and playground – without a CDD. Plus, minutes to shopping, dining, and entertaining! Introducing the Benton bungalow, a brand-new home that includes 3 spacious bedrooms, 2 full bathrooms, a powder room, and a 2-car rear-load attached garage. The heart of the home is the open-concept kitchen, café, and gathering room, all bathed in natural light. This inviting space is perfect for both everyday living and entertaining. The kitchen boasts a large center island, a convenient storage pantry, and top-of-the-line Whirlpool stainless steel appliances—including a refrigerator. White cabinetry, decorative tile backsplash, and quartz countertops complete the sophisticated look. For added convenience, the first floor includes a powder room and coat closet. Upstairs, you’ll find the private owner’s suite, two additional bedrooms, a second full bathroom, and the laundry room. The owner’s suite is a true retreat, featuring a walk-in closet and a luxurious en suite bathroom with a frameless glass-enclosed shower, quartz-topped dual vanity, and linen closet. Throughout the first floor, enjoy the beauty of Wood-Look Luxury Vinyl Plank flooring, while tile enhances the laundry room and bathrooms. Plush, stain-resistant Shaw carpet covers the stairs and bedrooms, adding comfort and style. This new construction home perfectly blends luxury, convenience, and modern design, making it the ideal place to live and unwind.

16651 Evermore Alley, Winter Garden

16821 Evermore Alley, Winter Garden
$519,090
3 Beds ⋅ 3 Baths ⋅ Silverleaf Oaks SubDv. ⋅ 34787 Zip Code
Discover Silverleaf Oaks in Winter Garden! This new home community will feature a collection of single-family and townhomes in desirable Horizon West. Located in the heart of Orlando’s attractions, residents will enjoy an array of amenities, including a resort-style pool, cabana, and playground – without a CDD. Plus, minutes to shopping, dining, and entertaining! Introducing the Benton bungalow, a brand-new home that combines modern design and ultimate comfort. This home includes 3 spacious bedrooms, 2 full bathrooms, a powder room, and a 2-car rear-load attached garage. The heart of the home is the open-concept kitchen, café, and gathering room, all bathed in natural light. This inviting space is perfect for both everyday living and entertaining. The kitchen boasts a large center island, a convenient storage pantry, and Whirlpool stainless steel appliances—including a refrigerator and vented microwave. Trenton burlap cabinetry, decorative tile backsplash, and quartz countertops complete the sophisticated look. For added convenience, the first floor includes a powder room and storage closet. Upstairs, you’ll find the private owner’s suite, two additional bedrooms, a second full bathroom, and the laundry room. The owner’s suite is a true retreat, featuring a walk-in closet and a luxurious en suite bathroom with a glass-enclosed shower, quartz-topped dual vanity, private water closet, and linen closet. Throughout the entire first floor, bathrooms, and laundry room enjoy the beauty and convenience of tile. Plush, stain-resistant Shaw carpet covers the stairs, loft, and bedrooms, adding comfort and style. Smart home features include a smart thermostat, and a smart doorbell—ensuring your home is as connected as it is stunning. For added convenience from day one, this home comes complete with 2" faux wood blinds, as well as a washer and dryer! This new construction home perfectly blends luxury, convenience, and modern design, making it the ideal place to live and unwind.

16821 Evermore Alley, Winter Garden

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