Winter Garden Homes with Private Yard Exterior Features

Winter Garden Homes with Private Yard Exterior Features

Welcome to Winter Garden, Florida, a charming city nestled in the heart of Orange County. Known for its picturesque landscapes and vibrant community spirit, Winter Garden beautifully blends the warmth of small-town living with the conveniences of modern life. With its historic downtown area brimming with boutique shops, delightful eateries, and lively farmers' markets, residents enjoy a unique blend of culture and community.

Winter Garden is not just about its quaint streets and friendly faces; it’s also a haven for outdoor enthusiasts. With an abundance of parks, scenic trails, and proximity to the stunning West Orange Trail, adventure awaits right outside your doorstep. Whether you're biking, walking, or simply enjoying a leisurely afternoon, the natural beauty of this area will captivate you.

For those seeking a home that offers privacy and outdoor enjoyment, Winter Garden’s real estate market features a variety of properties with private yard exterior features. Imagine stepping into your own serene oasis, where you can host summer barbecues, cultivate a garden, or simply unwind under the Florida sun. These homes are designed to enhance your lifestyle, providing ample space for outdoor activities while ensuring a peaceful retreat from the hustle and bustle of daily life.

With its friendly community, beautiful scenery, and homes that embrace the outdoors, Winter Garden is not just a place to live; it’s a place to thrive. Explore the charm of this delightful city and discover your dream home with a private yard today!

Newest Winter Garden Homes with Private Yard Exterior Features

$649,900
4 Beds ⋅ 3 Baths ⋅ Horizon Isle SubDv. ⋅ 34787 Zip Code
WALK ON IN AND CALL IT HOME! Welcome to this beautiful, almost-new K. Hovnanian home, where thoughtful design, spacious living, and stylish upgrades come together beautifully. As you enter, you’re greeted by a welcoming foyer. To the right are two generously sized bedrooms and a full bathroom. Continue down the hall and discover a functional nook that’s perfect for a home office, study area, or homework station. With its own charming barn door, this space can easily be closed off for added privacy. Just to the right, French barn doors open to a versatile flex space that can be used as an office, formal dining room, or even a fourth bedroom—whatever best suits your lifestyle. Step into the spacious great room and prepare to be impressed! Gorgeous exposed beams create a warm and inviting atmosphere, while the chef-inspired kitchen is the true centerpiece. Featuring ample counter space, a beautiful white farmhouse sink, built-in oven, freestanding oven, stylish range hood, and stunning backsplash, this kitchen is both functional and beautifully appointed. The oversized primary suite offers a peaceful retreat, with a spacious bedroom and a luxurious ensuite bathroom designed with comfort in mind. Enjoy a large walk-in shower, freestanding soaking tub, dual vanities, and an enormous walk-in closet. This thoughtfully designed home also features a generously sized laundry room and mudroom, an oversized garage, and a beautiful lot with a fully fenced backyard—perfect for entertaining, relaxing, or enjoying time outdoors. And the location is just as impressive! Zoned for highly desirable schools and conveniently located near the 429, Turnpike, and 408, with easy access to Disney, shopping, dining, and so much more. With its spacious layout, beautiful finishes, and fantastic location, this home is sure to impress. Schedule your private showing today before this one is SOLD!

13184 Dendy Way, Winter Garden
$479,000
3 Beds ⋅ 3 Baths ⋅ Latham Park North SubDv. ⋅ 34787 Zip Code
WINTER GARDEN LIVING AT ITS BEST! | ORIGINAL OWNERS | FULLY PAID-OFF SOLAR | TESLA EV CHARGER | UPDATED FIRST-FLOOR LAMINATE FLOORING | ABUNDANT NATURAL LIGHT | OVERSIZED PRIMARY RETREAT | FENCED BACKYARD + PAVERS | LATHAM PARK NORTH | Welcome to 8931 Doddington Way, a beautifully maintained, original-owner home located in the highly sought-after Latham Park North community in the heart of Horizon West. Purchased directly from Ashton Woods in 2016, this premium home features elevated builder finishes, including upgraded flat-textured walls for a more refined look than typically found throughout the neighborhood and surrounding area. Downstairs, an abundance of windows fills the home with natural light, creating a bright and welcoming atmosphere throughout the main living spaces. Updated laminate flooring spans the first floor, giving the home a clean, cohesive look while connecting the kitchen, dining, and living areas. Custom built-ins, including an entertainment center and mudroom, add both character and functionality. An additional flex space offers even more versatility and is perfectly suited for a small home office, butler’s pantry, pet room, or additional storage. Upstairs, the home transitions into its private living spaces, highlighted by an impressively spacious primary room. The oversized primary bedroom offers plenty of room to create a true retreat and is complemented by a large walk-in closet and expansive ensuite bathroom featuring a generously sized walk-in shower. Additional bedrooms complete the upper level, along with a full guest bathroom featuring a shower/tub combination and a conveniently located upstairs laundry room with gas dryer. Outside, the fully fenced backyard has been enhanced with added pavers for additional outdoor living and entertaining space, along with French drains and whole-home gutters for added functionality. The home also offers several high-value modern features, including a FULLY PAID-OFF solar system with no solar loan or lease to assume, a Tesla Wall Connector for at-home EV charging, a whole-home water system, and whole-home surge protection. Additional improvements include exterior paint in 2023, a new refrigerator in 2025 (which makes four styles of ice), and a new garage door opener and keypad in 2025. Located within Latham Park North, residents enjoy community amenities including a pool, playground, sidewalks, and green spaces, all just minutes from Hamlin’s shopping, dining, entertainment, and everyday conveniences. Easy access to SR-429 keeps Downtown Winter Garden, Orlando, and Central Florida attractions within easy reach. 8931 Doddington Way is a home you won’t want to miss. Schedule your private showing today!

8931 Doddington Way, Winter Garden
$475,000
3 Beds ⋅ 2 Baths ⋅ Crown Point Springs SubDv. ⋅ 34787 Zip Code
Live in Winter Garden’s Golf Cart District! This charming 3 bed, 2 bath home with an office/den in one of Winter Garden’s most desirable communities, Crown Point Springs. This home has an open floor plan with split bedrooms, an enclosed patio, fenced yard, inside laundry room and a two-car attached garage. The foyer will welcome you into the home with the formal dining on your left and the French door enclosed office/den on your right (currently being used as a game/theatre room. You will love the ceramic tile floors in the formal dining and family rooms. Walk further into the heart of the home - the kitchen, that features painted cabinets and counters, a new stainless steel stove, dishwasher and fridge. The breakfast nook overlooks the yard. The kitchen is open to the family room that has a brick front wood burning fireplace. A French door leads to the enclosed patio – what a great space to enjoy your morning coffee or relax after a long day! The spacious yard is fenced in and there’s plenty of room for a pool. The owner’s suite is off the kitchen and features and en-suite bath with an updated “adult height” vanity with two sinks, a glass enclosed shower and a walk-in closet. The guest bedrooms are on the other side of the home and share the guest bath that features an updated “adult height” one sink vanity and a tub/shower combo. This home has been lovingly maintained! Additional updates include a new roof (2026), new garage door, new fan in the family room, interior paint, cabinets for additional storage in the laundry room and the washer & dryer are included! This home has leased solar panels that the Buyer will have to take over, making the electricity bill low. Community is located minutes away from downtown Winter Garden, half a mile from the West Orange Trail, close to Chapin Station where you can enjoy picnic areas, playground, a tennis and basketball court. Crown Point Springs is also close to Newton Park where you’ll find a boardwalk, boat ramp, grills, picnic tables and playground, etc. Take your golf cart to Plant Street’s restaurants, boutiques, theater, festivals, and the popular Saturday farmer’s market. Close to top-rated schools, Winter Garden Village, AdventHealth, Publix, 429, and the Florida Turnpike. Don't miss this chance to own a home in one of Central Florida’s most desirable communities. Schedule your showing today!

1553 Spring Ridge Circle, Winter Garden
$730,000
4 Beds ⋅ 3 Baths ⋅ Wintermere Harbor Ph 02 48 21 SubDv. ⋅ 34787 Zip Code
Welcome home to this one-story pool home situated on an oversized lot that overlooks a pond! ***NEW WINDOWS, NEW COMMODES, 2022 ROOF, 2020 SMART POOL*** Tucked into the back of this gated community, this spacious oasis is ready for its next owners. One of Florida's most popular floor plans features a formal living space at the entrance of the home, casual living space in the middle of the home, the primary suite privately on one side of the home, and the 3 secondary bedrooms on the other side of the home. Choose to repurpose the "formal living space" into whatever your wants and needs may be, or use them as the formal living room and formal dining room as the builder intended. The primary suite has an extension included and is ready to be used as yet another flex space. French doors open from this extension right onto the covered outdoor living space. The primary bathroom boasts a soaking tub, dual vanities, and 2 custom closets. The casual living space is open and inviting with the kitchen, large dining nook, and family room, and lots of natural light brightens this space up even more by way of a wall of sliding glass doors that lead to the outdoor living space, another door with a window that also leads to the outdoor living space, and a set of bay windows in the dining nook. Bedrooms 2 and 3 are located down a hallway off of the casual living space and have a full bathroom they share. The 4th bedroom is in the back of the home with its own bathroom. Step out back to the screened in patio which holds a gorgeous pool with a sun shelf and waterfall, covered portion, and extension under the screen for total and full enjoyment opportunities! Continue outside of the screen enclosure to the fully fenced in backyard that overlooks a pond. Whether looking for peace and serenity or fun and activity, this home has a solution to it all! Inquire today to for a private viewing to see if this gem will become your next home!

2039 Harbor Cove Way, Winter Garden
$469,900
4 Beds ⋅ 2 Baths ⋅ Winter Garden Shores Rep SubDv. ⋅ 34787 Zip Code
Fully Renovated and Move-In Ready! This beautiful 4-bedroom, 2-bath home features a spacious open-concept layout with bright and modern living areas. The designer kitchen showcases premium-quality cabinetry and elegant quartz countertops, perfect for both everyday living and entertaining. Enjoy relaxing in the screened porch or take advantage of the large backyard, ideal for gatherings, BBQs, or simply enjoying your outdoor space. A perfect blend of style, comfort, and functionality — don’t miss this opportunity!

113 W Division Street, Winter Garden
$629,000
4 Beds ⋅ 3 Baths ⋅ Storey Grove Ph 3 SubDv. ⋅ 34787 Zip Code
Welcome to this beautifully maintained 4 bedroom, 3 bathroom corner lot home in the desirable Storey Grove community of Winter Garden. Built in 2021 and thoughtfully finished with elegant taste throughout, this residence offers a bright, open-concept layout designed for both everyday comfort and effortless entertaining. The spacious kitchen anchors the main living area with stylish cabinetry, a large center island with seating, beautiful backsplash, and generous counter space. Situated on an oversized corner lot, the property offers additional outdoor space and an impressive fully fenced backyard. Enjoy Florida living from the covered patio, expansive paver area, and custom pergola, creating the perfect setting for outdoor dining, entertaining, or simply relaxing at home. The home has been exceptionally cared for and is in great condition, offering four generously sized bedrooms, three full bathrooms, a two car garage, and attractive curb appeal. An additional highlight is the home's solar panel system, with no outstanding balance for the buyer to assume, providing the benefit of solar without taking over a solar loan. Meaning additional savings! You will also find that this home is conveniently located near Water spring Elementary, Water Spring Middle and Horizon High School. With its oversized homesite, tasteful finishes, inviting indoor outdoor living spaces, and convenient location within Storey Grove, this home offers an exceptional opportunity to enjoy the best of Winter Garden living.

11006 Robert Frost Drive, Winter Garden
$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
$1,349,000
5 Beds ⋅ 5 Baths ⋅ Hawksmoor-Phase 1 SubDv. ⋅ 34787 Zip Code
Virtually Staged. Welcome to this beautifully upgraded home in Winter Garden, where thoughtful design, exceptional upgrades, and resort-style outdoor living come together. From the moment you enter, you’ll appreciate the attention to detail, quality finishes, and extensive improvements throughout. The heart of the home is the fully upgraded gourmet kitchen, featuring upgraded cabinetry, an oversized island, upgraded backsplash, upgraded pendant lighting, and a custom pantry. The movie room takes entertaining to the next level with a built-in wet bar featuring upgraded cabinetry, creating the perfect space for movie nights, game days, and gatherings. The home features CoreTec luxury vinyl plank flooring throughout and on the stairs, complemented by upgraded stair handrails and wrought-iron banisters. Additional comfort and convenience upgrades include an Ecowater water softener, Grundfos circulating pump, purified cold-water filtration at the kitchen sink, and Nu-Calgon UV light sanitizers for both air-handler coils. Step outside to your own private oasis featuring an impressive in-ground pool and outdoor living package by Kura Pools, complete with an 8' x 8' spa, heater, chiller, and screened enclosure. The backyard has been enhanced with newly planted hibiscus and Christmas palms, while an AI-powered Govee outdoor lighting system lets you illuminate and customize the outdoor space for any season or occasion. Additional upgrades include a dedicated 600V electrical panel for pool equipment, an included Tesla EV charger, garage door openers, a laundry room tub, upgraded pedestal in the first-floor powder room, plantation-style shutters on the main floor family room and primary suite, and manual roller shades in select areas. Security and convenience are also top priorities with an Amazon Ring security system featuring indoor and outdoor cameras throughout the home. This exceptional property combines luxury, functionality, entertainment, and outdoor living in one of Winter Garden’s desirable communities. With an extensive list of upgrades already completed, this home offers an opportunity to enjoy a truly turnkey lifestyle with little left to do but move in and enjoy.

17077 Wingspread Loop, Winter Garden
$750,000
4 Beds ⋅ 3 Baths ⋅ Valencia Shores SubDv. ⋅ 34787 Zip Code
Welcome to 301 Valencia Ct., a well maintained 4bedroom 2.5 bath home situated on a large, beautifully landscaped lot with mature trees and established landscaping in desirable Winter Garden. This inviting home offers a comfortable and functional floor plan with plenty of space for everyday living, entertaining and hosting family and friends. Inside a beautiful stone fireplace creates a warm and inviting focal point, while the interior laundry room adds everyday convenience. Step outside to enjoy the spacious backyard, with plenty of room to add a pool, creating the opportunity to design your own private Florida retreat. One of the property’s standout features is its location within the Winter Garden golf cart district, allowing you to enjoy the sought after golf cart lifestyle. Take a golf cart ride toward historic downtown Winter Garden and enjoy its popular restaurants, shops, Farmers market, entertainment, community events and small town charm.Numerous updates have been made to the home to include a new roof in 2021, A/C 2020, master bathroom,guest bathroom remodel in 2023 and Kitchen 2017.

301 Valencia Court, Winter Garden
$600,000
3 Beds ⋅ 3 Baths ⋅ Amberleigh SubDv. ⋅ 34787 Zip Code
Welcome to a home that feels as inviting as it is impressive, tucked into the quaint gated community of Amberleigh, just minutes from the charm of historic Downtown Winter Garden and the West Orange Trail. With more than 2,600 square feet of thoughtfully designed living space, this home blends warmth, character, and room to gather. Step inside and the story begins with soaring ceilings that draw your eye toward the upstairs landing, while graceful architectural details, rounded corners, decorative niches, and beautifully appointed engineered hardwood floors bring warmth and character throughout the home. The generous family room creates a natural heart of the home, while a dedicated downstairs office offers a comfortable space for working from home, reading, or tackling the day's to-do list. At the center of it all is a kitchen designed for both everyday moments and memorable gatherings. Granite countertops pair beautifully with abundant cherry cabinetry and a custom cherry wood bar top, while generous prep space, upgraded appliances, double ovens with convection, a built-in desk, and an oversized pantry make the space as functional as it is welcoming. The first-floor owner's suite offers a peaceful retreat with a tray ceiling, dual closets, dual marble vanities, a dual-head shower, and a relaxing Roman tub. The formal dining space is currently used as a living room; the living room is used as an office. Upstairs, the home continues to unfold with spacious secondary bedrooms and a generous bonus room, creating a wonderfully flexible second living space for movie nights, games, hobbies, or simply relaxing at the end of the day. Thoughtful details continue throughout with marble vanities in the secondary baths, ceramic tile in the foyer, laundry room, and secondary bath, convenient under-stair storage, and a four-zone irrigation system. Behind the scenes, meaningful updates bring added comfort and efficiency to everyday living. Several efficient features: New roof in 2024. Newer HVAC systems provide refreshed climate control, with the system serving the upstairs featuring advanced air filtration. Foam-filled block walls on the downstairs. A new energy-efficient hot water heater and whole-home water softener add to the home's thoughtful improvements, while energy-efficient insulated windows along the rear of the home help enhance year-round comfort. Move-in ready and wonderfully located, this is a home made for comfortable mornings, lively gatherings, movie nights upstairs, and evenings spent enjoying everything Winter Garden has to offer. Downtown dining, local shops, community events, and miles of recreation along the West Orange Trail are all just minutes away. A charming gated setting, generous living spaces, thoughtful updates, and the Winter Garden lifestyle come together in a home ready for its next chapter.

393 Lake Amberleigh Drive, Winter Garden
$849,900
4 Beds ⋅ 3 Baths ⋅ Winter Garden Shores Add 02 SubDv. ⋅ 34787 Zip Code
This Downtown Winter Garden stunner has continued to evolve with thoughtful, high-value upgrades that make it even more exceptional today. Located in the much sought after golf cart district and just steps from Plant Street’s restaurants, markets, and year-round events, this home blends timeless character with modern convenience in a way few properties can match. Originally reimagined with a full professional remodel in 2023 — including brand-new roof, windows, electrical, plumbing, insulation, luxury vinyl plank flooring, Bosch appliances, Carrara quartz surfaces, and a magnificent, redesigned kitchen. Additional upgrades include a newly constructed one-car garage with parking pad - 2026 and a whole-home generator providing both functionality and peace of mind rarely found in homes of this era. These additions compliment the already impressive split-floorplan featuring 4 bedrooms (and bonus room), 2.5 baths, an oversized island kitchen with fireplace feature wall, gallery-style windows, and a private primary suite with walk-in closet. Every inch of this home reflects quality, style, and intention — from the high-grade materials used throughout to the continued improvements that elevate daily living. Homes like this, with extensive permitted renovations and meaningful new upgrades, simply do not come to market often in Winter Garden. Homes this special in the heart of Winter Garden are rarely available for long — claim it before it’s gone.

368 N Boyd Street, Winter Garden
$1,395,000
4 Beds ⋅ 3 Baths ⋅ Lakeview Pointe/Horizon West P SubDv. ⋅ 34787 Zip Code
Virtually Staged. One or more photo(s) was virtually staged. Newly remodeled in 2026 and presented in like-new condition, this exceptional single-story lakefront home blends an elevated luxe coastal feel with relaxed Florida waterfront living. Set on a rare oversized lot along skiable Huckleberry Lake, the property offers exceptional privacy and space, with approximately 40 feet of separation between neighboring homes. The light and inviting interior features (4) four bedrooms, (3) three full baths, and a spacious open-concept floor plan. The beautifully updated kitchen showcases quartz countertops and flows seamlessly into the main living and entertaining areas. A generously sized open flex room offers additional versatility as a formal dining room, home office, formal living room, or sitting room and can easily be enclosed for additional privacy. Step outside to a large fenced backyard with a private pool and spa, all overlooking Huckleberry Lake. Enjoy direct lake frontage and water access, with the opportunity for a private dock, subject to applicable HOA approval and permitting. The (3) three-car garage includes a Tesla EV charger, and the expansive driveway accommodates up to (6) six additional vehicles. Lakeview Pointe offers a community dock on Huckleberry Lake, resort-style pool with splash area, and fully equipped fitness center. The HOA also takes care of the home's exterior lawn maintenance, giving you more time to enjoy the lake, pool, and Florida lifestyle. Ideally located in Winter Garden's Horizon West area, with easy access to SR 429 and minutes from shopping, dining, entertainment, and everyday conveniences. The property is currently zoned for A-rated Summerlake Elementary, Hamlin Middle School, and Horizon High School. Nearby early-learning options include Primrose School of Horizon West, The Learning Experience - Horizon West, and KLA Schools of Horizon West. Walt Disney World is approximately 20 minutes away. Buyers should independently verify current school assignments and grades. A rare opportunity to own a beautifully remodeled single-story pool home on skiable Huckleberry Lake, combining privacy, flexible living spaces, an oversized lakefront lot, and true Florida waterfront living.

14048 Larkspur Lake Drive, Winter Garden
Start Your Search