Winter Garden Homes with Private Entrance Exterior Features

Winter Garden Homes with Private Entrance Exterior Features

Welcome to Winter Garden, Florida—a hidden gem nestled in the heart of Orange County, where charm meets modern living. Known for its picturesque landscapes and vibrant community, Winter Garden is a place where families thrive, and memories are made. With its historic downtown, filled with quaint shops, delightful eateries, and a lively farmers market, the city offers a unique blend of small-town charm and contemporary conveniences.

One of the standout features of homes in Winter Garden is the allure of private entrance exterior features. Imagine coming home to your own sanctuary, where you can enjoy the privacy and tranquility of your personal space. Many properties in this area boast beautifully designed entrances that enhance the overall aesthetic while providing a sense of security and exclusivity. Whether you prefer a charming pathway lined with lush landscaping or a modern entryway that makes a statement, Winter Garden has something to suit every taste.

Additionally, the city is surrounded by stunning natural beauty, with numerous parks, lakes, and trails that encourage outdoor activities and family gatherings. With excellent schools, a strong sense of community, and a variety of recreational options, Winter Garden is ideal for those seeking a balanced lifestyle.

Discover the magic of Winter Garden, where your dream home with private entrance exterior features awaits. Embrace the warmth of this vibrant community and start creating the life you’ve always envisioned right here in sunny Florida!

Newest Winter Garden Homes with Private Entrance Exterior Features

$540,000
3 Beds ⋅ 3 Baths ⋅ Walkers Grove Twnhms SubDv. ⋅ 34787 Zip Code
WELCOME HOME to this immaculately maintained 3-bedroom, 2.5-bath townhome with a 2-car garage in the Walkers Grove community, Resort Style Living at its finest. Located just a stone's throw from Historic Winter Garden Downtown, the West Orange Trail, farmer's market, restaurants, theater, and Crooked Can Brewery, all within easy reach. The home greets you with a warm front entry, leading to an open and brightly painted living area, and a stunning kitchen that's sure to impress. The chef's kitchen boasts granite countertops, a backsplash, an undermount sink, 42" staggered maple cabinets, stainless steel appliances, recessed lighting, and a full closet pantry. Washer and Dryer included. The upper-level houses all bedrooms, including a master suite bathed in natural light, featuring a large walk-in closet, dual sinks, a walk-in shower, and a garden tub. Additionally, the second floor offers a roomy loft/flex area, two more bedrooms, and another bathroom.

760 Walkers Grove Lane, Winter Garden
$419,000
2 Beds ⋅ 2 Baths ⋅ Del Webb Oasis Ph 3 SubDv. ⋅ 34787 Zip Code
Affordable luxury in Winter garden! Welcome to one of Central Florida's premier 55+ communities. This beautifully appointed Ellenwood villa offers 2 bedrooms, 2 baths each with walk-in showers, a versatile flex room and a bright, open layout designed for easy Florida living. It has a pretty view with no homes behind it. Gorgeous luxury vinyl plank flooring flows throughout the home with no carpet, creating a clean, modern look and low-maintenance lifestyle. Ceiling fans have been added in both bedrooms and the living room for added comfort. The stylish kitchen features a gas range, while the home also includes an electric washer and gas dryer. The extended lanai is already plumbed for water and gas; perfect for an outdoor kitchen. Epoxy garage floors and sealed pavers ensure years of maintenance-free driveway. Del Webb Oasis delivers an exceptional resort-style lifestyle with an impressive pool, inviting fire pits, sun cabanas, a well-equipped fitness center, dedicated yoga and movement studio, plus both pickleball and tennis courts. Whether your ideal day includes staying active, relaxing poolside, or spending time with neighbors, the amenities offer something for nearly every lifestyle. The location is equally impressive. Enjoy convenient access to Walt Disney World and Hamlin Town Center, both less than 15 minutes away, along with nearby shopping, dining, entertainment, and everything Winter Garden has to offer. Beautiful finishes, thoughtful upgrades, outstanding amenities, and an unbeatable Central Florida location make this Del Webb Oasis villa an exceptional place to call home.

15873 Gem View Street, Winter Garden
$275,000
4 Beds ⋅ 1 Baths ⋅ Joe Louis Park SubDv. ⋅ 34787 Zip Code
Virtually Staged. Welcome home to this quaint WINTER GARDEN gem, offering thoughtful updates throughout the property! It is freshly painted inside and out, and this inviting 4-bedroom, 1-bath home is move-in ready and waiting for its next homeowner. Updated vinyl flooring is installed throughout the home for creating a modern feel and easy maintenance. The bright kitchen features updated white cabinets, granite countertops, and new stainless appliances, creating a stylish but functional space. Additional updates include a newer water heater, updated HVAC, and new washer and dryer in the laundry closet. Utilize one of the four bedrooms as a a home office, home gym or hobby space. Conveniently located in desirable Winter Garden a historic citrus community located west of Orlando featuring brick-lined streets, unique local dining spots, and access to a variety of ecotourism and recreation. Call today to schedule your tour of this affordable opportunity to live in Central Florida. All information within the listing is intended to be correct and should be independently verified by buyer and buyer's agent(s).

1422 Basin Street, Winter Garden
$335,000
3 Beds ⋅ 3 Baths ⋅ Grove Resort And Spa Hotel Condominium 3 SubDv. ⋅ 34787 Zip Code
Welcome to Unit 3701 at The Grove Resort & Water Park, a fully furnished seventh-floor condo offering 3 bedrooms, 3 bathrooms, and 1,544 square feet of spacious resort-style living just minutes from Walt Disney World. Designed for comfort and convenience, the residence features an open living and dining area, a fully equipped kitchen with stainless steel appliances and quartz countertops, a full-size washer and dryer, and a private screened balcony—perfect for relaxing after a day at the parks. Owners and guests enjoy an impressive collection of resort amenities, including Surfari Water Park with a FlowRider® Double surf simulator, dual water slides, a 695-foot lazy river, and a zero-entry pool. The resort also offers multiple swimming pools, private cabanas, a fitness center, full-service spa, on-site restaurants and bars, the Flip Flop’s Family Fun Center, and recreational activities on scenic Lake Austin. When not enjoying the residence, owners may participate in the professionally managed hotel rental program, subject to applicable terms and restrictions. The Grove is zoned as a condo-hotel, with owner occupancy limited to 179 days calendar year. This turnkey property combines a desirable location, exceptional amenities, and effortless vacation ownership in one of Central Florida’s most popular resort destinations.

14501 Grove Resort Ave, Winter Garden
$1,800,000
6 Beds ⋅ 4 Baths ⋅ Na SubDv. ⋅ 34787 Zip Code
TWO HOMES FOR THE PRICE OF ONE.... Explore this stunning 10-acre lakefront estate in southwest Winter Garden with everything you’ve been dreaming of within 20 minutes of all the major theme parks in Central Florida. This beautiful tree-lined property offers privacy, shade, and plenty of space for both you and your animals. The owners have enjoyed using the land as a family ranch and oasis for many years, making it an ideal home for horse owners or those who just want to get away to relax and create lasting memories. You’ll also love the peaceful waterfront setting, where you can enjoy breathtaking sunsets. Beyond the incredible land, the property includes a spacious 3,196-square-foot main home with four bedrooms, three bathrooms, fireplace, screened patio and swimming pool with outdoor spa. In 2017 owners built a 1,200-square-foot guest house with a two-car garage, perfect for visitors or extra living space. Both homes are equipped with metal roof and screened porches. Despite its peaceful country feel, you’re still conveniently close to hospitals, restaurants, and shopping. If you’re looking for a property that combines the beauty of ranch living with laid back comfort and convenience, this is the perfect place to call home. Video https://youtu.be/FU5ZvzJ_3PM

16945 W Phil C Peters Road, Winter Garden
$765,000
4 Beds ⋅ 4 Baths ⋅ Twinwaters SubDv. ⋅ 34787 Zip Code
Incredible opportunity in sought-after Twinwaters. Built in 2018, this beautifully maintained and HIGHLY UPGRADED, energy-efficient POOL residence is move-in ready and offers the perfect combination of comfort, style, and functionality. The thoughtfully designed 4-bedroom, 3.5 bath ONE-LEVEL Avallon floor plan features an expansive gourmet kitchen that seamlessly overlooks the spacious family room, creating an ideal setting for everyday living and effortless entertaining. The adjoining breakfast nook with extended built-in cabinetry and an additional dedicated beverage refrigerator is perfect for morning coffee, casual meals, or gathering with family and friends. The "pocket office" just off the kitchen ensures no space is wasted and makes for unbelievable utility with everything you need right at your fingertips. From the custom wall treatments, crown molding, and upgraded light fixtures to the tranquil brick paver front porch to enjoy the neighborhood, you won't sacrifice a thing at this home. The generously sized primary suite serves as a private retreat with two walk-in closets, dual vanities, and a well-appointed en-suite bath. All bedrooms boast walk-in closets, making storage a breeze. The sparkling pool is the center of outdoor entertainment and is screened-in, surrounded by manicured grounds. Residents of Twinwaters enjoy exceptional community amenities, including a resort-style swimming pool, park, and playground, all within a convenient location close to great schools, shopping, dining, and major roadways. Designed with advanced energy-efficient construction, this home promotes a healthier, quieter lifestyle while helping reduce monthly utility costs. This property may be under audio/visual surveillance.

16736 Gullfloss Terrace, Winter Garden
$275,000
2 Beds ⋅ 2 Baths ⋅ Southern Pines Condo SubDv. ⋅ 34787 Zip Code
NEWLY UPDATED LAMINATE FLOORING THROUGHOUT THE MAIN AREAS, BEDROOMS, AND STAIRS!!!! kITCHEN AND BATHROOMS HAVE CERAMIC TILE!!!! This amazing ready to move in 2 bed / 2 bath condo in the pristine gated community of Southern Pines with a lot of amenities. Located in the heart of charming Winter Garden and only 15 miles to Orlando. Condo Includes: 1 car GARAGE - Bonus room which is attached to living room, Walk-in closets in both bedrooms and In-unit laundry closet. Community Features Include: Water, internet, exterior & community maintenance included, amenities: Oversized Swimming pool and gazebo lounge areas - Spa / Hot Tub, Fully equipped fitness center with attached playroom, Indoor Basketball Court & Racquetball Court, Outdoor Pickleball / Tennis Court & Beach Volleyball Court, Covered Playground, Outdoor Kitchen including charcoal grills, mini fridge, sink & vending machines, Carwash station, Easy to access mailboxes at front of the community. Schedule your showing today.

417 Southern Pecan Circle Unit 201, Winter Garden
$380,000
3 Beds ⋅ 3 Baths ⋅ Watermark Ph 3 SubDv. ⋅ 34787 Zip Code
Discover refined, low-maintenance living in this impeccably cared-for townhome located in the sought-after Watermark community of Horizon West. Built by Meritage Homes in 2018 with a focus on energy efficiency, this residence combines comfort, style, and everyday functionality. The main level showcases an open-concept layout with elegant tile flooring throughout, leading into a well-appointed kitchen designed for both daily living and entertaining. Highlights include 42-inch cabinetry with crown molding, polished granite countertops, and a spacious walk-in pantry. Step outside to a private brick-paver lanai, along with access to a detached two-car garage. Upstairs, you’ll find all three bedrooms, including a peaceful primary suite featuring dual granite vanities and a generous walk-in closet. The secondary bedrooms are equally well-sized, sharing a full bathroom with granite finishes. An upstairs laundry room—with washer and dryer included—adds extra convenience. This home is complete with all essential appliances. Living in the Watermark community means enjoying an array of resort-style amenities such as a pool, spa, fitness center, tennis courts, splash pad, playground, picnic areas, and a beautifully appointed clubhouse ideal for gatherings. Conveniently located near top-rated schools, Hamlin Town Center, Walt Disney World, and major roadways including 429, 408, 192, and the Turnpike, this home offers a lifestyle. Don’t miss the opportunity to enjoy everything Florida living has to offer in this vibrant and amenity-rich community. Property is tenant occupied. Showings by appointment only. Listing Agent can provide a video tour of the property upon request.

14031 Picard Alley, Winter Garden
$699,000
2 Beds ⋅ 2 Baths ⋅ Del Webb Oasis Phase 2 SubDv. ⋅ 34787 Zip Code
Welcome to this ELEGANTLY UPGRADED and nearly new 2-bedroom, 2-bath residence in the highly sought-after Del Webb Oasis of Winter Garden, a GUARD-GATED 55+ community where resort-style living meets everyday sophistication. Perfectly situated on one of ONLY TWO PREMIUM HOMESITES of its kind within the community, this exceptional property enjoys a truly rare distinction: an EXCLUSIVE SIDE EASEMENT that creates exceptional privacy, expanded green space, and a level of openness rarely found in community living, with no immediate neighbor on one side and convenient proximity to the clubhouse area. From the moment you arrive, the home impresses with its REFINED CURB APPEAL, lush landscaping, and a spacious 2-car garage enhanced with CUSTOM STORAGE SOLUTIONS. Inside, a bright OPEN-CONCEPT LAYOUT welcomes you with abundant natural light and meticulous attention to detail throughout every space. The Kitchen is a TRUE SHOWPIECE, equipped with premium stainless steel appliances, a GAS COOKTOP, BUILT-IN OVEN, a CUSTOM BUILT-IN PANTRY WITH PULL-OUT DRAWERS, generous cabinetry, and stone countertops, all seamlessly flowing into the living and dining areas. The Living Room has been elevated with an INTEGRATED SURROUND SOUND SYSTEM, creating the perfect setting for daily enjoyment and entertaining. The Primary Suite is a private retreat featuring a CUSTOM-DESIGNED WALK-IN CLOSET SYSTEM and a well-appointed en-suite bath with dual vanities, generous storage, and a walk-in shower. An additional SECONDARY BEDROOM provides comfortable accommodations for family or guests, while the DEDICATED DEN, enhanced with UPGRADED HIGH BASEBOARDS and RECESSED LIGHTING, offers the flexibility of a home office, hobby room, or formal sitting area. CUSTOM CLOSET SYSTEMS throughout ensure every space is as functional as it is beautiful. Step outside to where this property truly STANDS APART. The expansive SCREENED-IN LANAI opens to an EXTENDED OUTDOOR DECK and a fully appointed BUILT-IN OUTDOOR KITCHEN (BBQ Area), all framed by CUSTOM OUTDOOR LIGHTING, creating an exceptional outdoor retreat designed for year-round Florida living. Additional highlights include a WHOLE-HOME WATER FILTRATION AND SOFTENER SYSTEM, FRESH INTERIOR PAINT throughout, and additional RECESSED LIGHTING both inside and outside that elevates the home's ambiance day and night. Residents of Del Webb Oasis enjoy RESORT-STYLE AMENITIES, including a 12,000 SF clubhouse with coffee bar, lounge, and wine lockers, a sparkling pool, state-of-the-art fitness center, tennis courts, and a vibrant social calendar, along with included cable and internet, fostering the active and connected lifestyle that Del Webb is famous for. IDEALLY LOCATED in Winter Garden, you are just minutes from the charm of HISTORIC DOWNTOWN WINTER GARDEN, known for boutique shops, dining, and a weekly farmers market. Enjoy outdoor recreation along the WEST ORANGE TRAIL, or take a short drive to WORLD-CLASS ATTRACTIONS including Walt Disney World Resort and Universal Studios. Convenient access to FL-429 and major roadways makes it easy to enjoy the very best of Central Florida. This exceptional residence offers a RARE OPPORTUNITY to enjoy elevated, low-maintenance living on one of the community's most coveted homesites, where every upgrade has been thoughtfully chosen and every detail meticulously executed. Homes of this caliber and setting are a TRUE RARITY in Del Webb Oasis. Now is the time, don't miss your chance to call this home.

15139 Canopy Cover Drive, Winter Garden
$410,000
3 Beds ⋅ 3 Baths ⋅ Storey Grove Ph 1b-1 SubDv. ⋅ 34787 Zip Code
PRICE ENHANCEMENT + CHOOSE YOUR CABINET COLOR! Buyers who enter into an accepted contract by September 10, 2026 will have the opportunity to select the new kitchen cabinet color from the professional refinisher's available selections. Seller will have the cabinets professionally refinished prior to closing. Don't love the current green? Here's your opportunity to make the kitchen your own before you even move in! Beautifully maintained and thoughtfully upgraded 3-bedroom, 2.5-bath townhome in Storey Grove, Winter Garden, with an open-concept floor plan features quartz countertops, stainless steel appliances, a spacious primary suite, and a private two-car garage. Additional upgrades include a whole-home water softener, whole-home electrical surge protection, and two dedicated electric vehicle charging stations. Enjoy outdoor living in the private fenced courtyard—perfect for relaxing, dining, or entertaining. Storey Grove offers community amenities including a pool, fitness center, walking trails, playgrounds, and parks. Conveniently located near Hamlin, shopping, dining, entertainment, area attractions, and major roadways. Cabinet color selection opportunity is available with an accepted contract on or before September 10, 2026, subject to seller and contractor terms, available color selections, and project scheduling.

11025 Suspense Drive, Winter Garden
$271,000
3 Beds ⋅ 2 Baths ⋅ Grove Resort And Spa SubDv. ⋅ 34787 Zip Code
Highly motivated seller, The Grove Resort and Waterpark is a short-term rental complex. This Unit is the Jasmine Model (1,396 sq.ft) located on the second floor of condominium III. It is a 3-bedroom, 2-Bathroom Unit. King size bed in the Master Bedroom and the guest rooms will have one Queen size bed. Sleeper sofa in the living room. Excellent opportunity for investment and fun since the owner is authorized to make personal owner reservations for a maximum of 179 consecutive nights. Amenities include 3 pools, a waterpark, a fitness center, a boat dock and water activities with access to Lake Austin. full service concierge, 24 hours security, complementary shuttle service to Disney World, Universal Studios and SeaWorld.

14501 Grove Resort Avenue Unit 3211, Winter Garden
$495,000
4 Beds ⋅ 3 Baths ⋅ Watermark Phase 2c SubDv. ⋅ 34787 Zip Code
Beautiful corner-lot home located in the highly desirable Watermark community in Horizon West, Winter Garden. This impressive property offers the perfect combination of modern design, comfort, and an unbeatable location. This well-appointed two-story residence features 4 bedrooms, 2 full bathrooms, and a convenient half bath. All bedrooms are located on the second floor, including a spacious primary suite designed for privacy and relaxation. A versatile loft area upstairs provides additional flexibility, ideal for a home office, media room, or extra living space. The open-concept layout creates a seamless flow between the living, dining, and kitchen areas, making it perfect for both everyday living and entertaining. The kitchen is equipped with contemporary cabinetry, quality countertops, and modern appliances, offering both style and functionality. The home features ceramic tiles flooring in the main living areas for a sleek and modern look, while the carpeted bedrooms provide added comfort. Energy Star certification and enhanced insulation contribute to greater energy efficiency, helping reduce utility costs. Step outside to enjoy a charming front porch, perfect for relaxing and taking in the neighborhood ambiance. Residents of Watermark enjoy access to exceptional resort-style amenities, including a community pool with splash pad, clubhouse, fitness center, tennis courts, playgrounds, and scenic walking trails. Conveniently located near top-rated schools, shopping, and dining, this home is just a short 15-minute drive from Walt Disney World, making it an ideal location for both homeowners and investors. Don’t miss the opportunity to own a beautiful home in one of Horizon West’s most sought-after communities. Currently tenant occupied; tenants agree to vacate the property with a 30-day notice if requested by the buyer. See the professional video attached.

9231 Grand Island Way, Winter Garden
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