Winter Garden Homes with Lakeview Middle Middle school

Winter Garden Homes with Lakeview Middle Middle school

Welcome to Winter Garden, Florida – a charming city that beautifully blends small-town warmth with modern conveniences. Nestled in the heart of Orange County, Winter Garden is renowned for its picturesque landscapes, vibrant community spirit, and rich history. With its stunning natural surroundings, including lush parks and serene lakes, this city is a haven for outdoor enthusiasts and families alike.

One of the standout features of Winter Garden is its commitment to education. Homes located within the vicinity of Lakeview Middle School offer families not only a comfortable living environment but also access to quality education. Lakeview Middle is known for its dedicated staff, diverse programs, and a nurturing atmosphere that encourages academic excellence and personal growth. This school is an integral part of the community, fostering a sense of belonging and providing students with the tools they need to succeed.

The real estate market in Winter Garden is thriving, with a variety of homes available that cater to different lifestyles and budgets. From charming single-family homes to modern townhouses, many properties boast beautiful views and are just a stone's throw away from local amenities, parks, and recreational facilities. Living in Winter Garden means having access to a vibrant downtown area filled with unique shops, delightful dining options, and community events that bring residents together.

If you’re considering making Winter Garden your home, you’ll find not only a welcoming community but also a place where your family can thrive, with excellent educational opportunities like those provided by Lakeview Middle School. Experience the charm of Winter Garden and discover the perfect place to call home!

Newest Winter Garden Homes with Lakeview Middle Middle school

204 Harbor Drive, Winter Garden
$579,000
3 Beds ⋅ 2 Baths ⋅ The Harbor SubDv. ⋅ 34787 Zip Code
GOLF CART LIVING IN DOWNTOWN WINTER GARDEN! Welcome to 204 Harbor Drive, a single-story pool home in Winter Garden's sought-after Golf Cart District. Hop in your cart and head to historic Plant Street for dinner, the Saturday Farmers Market, or a morning ride on the West Orange Trail, and leave the car in the garage. This home boasts vaulted ceilings, a skylight, and ceiling fans give the open living area a bright, airy feel. A corner slate-tile fireplace with a wood mantel anchors the room, and a custom built-in wood bookcase wall adds warmth and storage. French doors open to the pool, so indoor and outdoor living flow together. The kitchen features rich wood cabinetry, countertops updated in 2016, a tile backsplash, stainless steel appliances, and a pantry, and it opens to the main living area for easy entertaining. Easy-care tile flooring runs throughout the main living spaces. The screened pool and spa are the centerpiece of the backyard, resurfaced and retiled in 2021, with cafe lighting for evening swims and gatherings. The larger backyard is fully fenced with a 6' white vinyl privacy fence (2020), a double swing gate on one side, and a pedestrian gate on the other. Mature trees and plenty of green space make room for pets, play, or a garden. The two-car garage has a newer door (2018), and the wide driveway offers ample parking. PEACE OF MIND, MAJOR UPDATES DONE: - Whole-home automatic standby generator (2023) with new interior and exterior electrical panels and automatic transfer capability, powered by a buried 500-gallon propane tank - Brand-new HVAC system (2025), a complete replacement with new ductwork and added return air vents - Architectural shingle roof (2016) - Whole-home repipe (2014) LOCATION: Tucked into a quiet neighborhood with green space and a pond nearby, with Lake Apopka visible on the horizon. Winter Garden has grown from a sleepy citrus town into one of Central Florida's most livable communities: - Plant Street and Historic Downtown: brick-paved main street with shops, restaurants, breweries, and the Garden Theatre - Plant Street Market: air-conditioned food hall open seven days a week with 20+ vendors and a craft brewery - Saturday Farmers Market: a beloved weekly tradition - West Orange Trail: 22 miles of flat, shaded, paved trail through downtown - Lake Apopka and Newton Park: a short golf cart ride away - Winter Garden Village: open-air shopping and dining just south of downtown - About 20 minutes to downtown Orlando, with convenient routes to Walt Disney World and major highways A downtown location, golf cart access, a screened pool and spa, a new A/C, and a whole-home generator rarely come together in one home. Schedule your private showing today!

204 Harbor Drive, Winter Garden

261 Zachary Wade Street, Winter Garden
$1,500,000
4 Beds ⋅ 4 Baths ⋅ Lakeview Reserve 46/149 SubDv. ⋅ 34787 Zip Code
Few homes make an entrance like this one: renovated, lakefront and minutes from downtown! Welcome to this exquisitely updated 4-bedroom, 3.5-bath pool home with 90 feet of frontage on Lake Apopka, the fourth-largest lake in Florida, in the gated, golf-cart-friendly community of Lakeview Reserve. Expansive open-water views, streaming natural light and a beautifully reimagined interior create an unforgettable first impression. LOCATION: Just 2 miles to historic Downtown Winter Garden, reachable by golf cart, with Plant Street's restaurants, boutiques, events and the famous Saturday Farmers Market. The West Orange Trail is right outside the community gate, six highly rated golf clubs are within a 5-mile radius, and top-rated elementary and middle schools are less than a mile away. Enjoy easy access to shopping, Florida's Turnpike, downtown Orlando and the theme parks. RENOVATION: An extensive whole-home renovation brings a polished contemporary feel, with large-format porcelain tile, fresh paint and striking new lighting. The living room's panoramic water views anchor an open-concept layout that flows into the oversized dining room and kitchen. The completely renovated kitchen features high-gloss white flat-panel cabinetry, frosted glass accents, quartz countertops, a full-height quartz backsplash, an oversized waterfall island, stainless steel appliances, abundant storage and a built-in bar with wine storage. Every bathroom is beautifully remodeled, and each has a window and exhaust fan. The first floor hosts the primary suite plus two additional bedrooms, all with 11-ft ceilings, and every bedroom in the home enjoys a lake view. The primary suite offers real hardwood floors, two walk-in closets and a private screened porch overlooking the lake. Its spa-inspired bathroom includes dual vessel sinks, a makeup area, jetted soaking tub and glass-enclosed shower with rainfall and body spray fixtures. A first-floor office or den adds a quiet place to work. Upstairs, real hardwood continues to an oversized loft/flex space with full bath, walk-in closet and separate HVAC, ideal for guests or entertainment. Two Florida rooms, one on each floor, each with its own mini-split system, offer year-round panoramic lake views. OUTDOORS: A fenced, private backyard opens to sweeping open-water views. The recently resurfaced saltwater pool (new pump and filter 2026) and freshly repainted pool deck lead to a private covered dock with a 5,000-lb electric boat lift, electricity and water. Spend afternoons swimming, boating or fishing, then watch brilliant Florida sunsets from the dock. An extensive driveway and freshly painted two-car garage with built-in storage add everyday convenience. ENERGY EFFICIENT: This solar-powered home also features all new windows (2024), a new main first-floor AC (2026) and mini-split systems in both Florida rooms. The seller currently pays only an approximately $30 monthly grid fee, compared to a previous $500-$600 monthly electric bill. The seller will pay off the solar loan at closing, OR the purchase price may be reduced if the buyer assumes the existing low-interest solar panel loan. Mornings of sunlight on the lake, afternoons by the pool or on the boat, evenings on the dock beneath a painted Florida sky, with downtown Winter Garden just a golf cart ride away. This is the feeling of being on vacation every day, without ever leaving home.

261 Zachary Wade Street, Winter Garden

23 Zachary Wade Street, Winter Garden
$512,000
4 Beds ⋅ 2 Baths ⋅ Lakeview Reserve 46/149 SubDv. ⋅ 34787 Zip Code
Virtually Staged. Lakeview Reserve welcomes you HOME! Set on a spacious .23 ACRE LOT with NO REAR NEIGHBORS, this single story 4-bedroom, 2-bath home offers an inviting combination of space, updates and classic Winter Garden charm! Recent improvements include a NEW WATER HEATER (2024), NEW COUNTERTOPS (2024), FRESH PAINT (2024) and NEW FLOORING (2024) throughout much of the home, plus a NEWER ROOF (2021) and UPDATED A/C (2018). Mature landscaping and tree-lined streets create beautiful curb appeal, while HIGH CEILINGS and plenty of natural light make the interior feel open and bright. The thoughtful SPLIT-BEDROOM FLOOR PLAN features both formal and casual living spaces, giving you flexibility for everyday living and entertaining. The PRIMARY SUITE enjoys its own private wing, and both bathrooms offer convenient access to the generous SCREENED LANAI. At the heart of the home, the kitchen features updated countertops and is ready for your personal touch. Step outside to a spacious backyard with no rear neighbors and a large screened lanai that extends the living space outdoors – ideal INDOOR/OUTDOOR LIVING! Lakeview Reserve is an established GATED COMMUNITY with a LOW HOA and a COMMUNITY DOCK ON LAKE APOPKA. You will enjoy cruising around the GOLF CART DISTRICT, and easy access to HISTORIC DOWNTOWN WINTER GARDEN, the WEST ORANGE TRAIL, local shopping, dining and recreation. Zoned for TOP-RATED SCHOOLS – Tildenville Elementary, Lakeview Middle and West Orange High, with convenient access to SR 50 and the Florida Turnpike. With a versatile layout, two car garage and a fantastic location close to everything Winter Garden has to offer, this home is ready for its next chapter. Call today and make it your next chapter as well!

23 Zachary Wade Street, Winter Garden

1021 Huntspoint Street, Winter Garden
$865,000
4 Beds ⋅ 4 Baths ⋅ Oakland Park SubDv. ⋅ 34787 Zip Code
Welcome to exceptional living in OAKLAND PARK, a Parade of Homes-winning community, where thoughtful design, extensive upgrades (~145K), & modern conveniences come together in this beautifully enhanced home. This FENCED home features 4 bedrooms, 3 en-suite baths, a remodeled half bath, dining space, loft, a screened-in balcony, TILE flooring, & a newer AC (2024), offering an ideal layout for everyday living & entertaining. The downstairs room is especially impressive, enhanced with stunning doors that beautifully frame the space, a Murphy bed with built-in storage, & its own private patio—perfect for guests, multigenerational living, or home office. The thoughtfully designed kitchen is both stylish & highly functional, with all kitchen appliances updated within the last few years with the exception of the cooktop & hood. Kitchen features a Bosch dishwasher, LG ThinQ refrigerator, built-in oven & microwave, QUARTZ counters, tile backsplash, a water filtration system, and an enhanced island customized with wood trim. Adjacent to the kitchen, you'll find two pantries, a built-in desk, & additional storage beneath the staircase. An electric FIREPLACE accented by custom shiplap creates a warm & inviting focal point in the living area. Custom walls add character & sophistication, including a striking board & batten design in the primary bedroom, a shiplap wall in the spare bedroom, & a custom wall along the staircase. PLANTATION SHUTTERS & updated lighting add both style & functionality. Custom closet systems are featured in all three bedrooms, along with two linen closets, the pantry, & the closet opposite the pantry. Additional cabinetry has been added to the laundry room, complete with a convenient drying rack. The upstairs bedrooms each feature their own en-suite bath, providing privacy & convenience, while one bedroom enjoys access to a screened-in balcony. The garage is a standout feature of its own, offering a dedicated mini-split AC, EV charger, epoxy flooring, abundant storage, & overhead storage that lowers for easy access. The house & garage are connected by a covered walkway, a rarity to the neighborhood. A truly exceptional bonus is the premium SOLAR & whole-home battery backup system (installed 2024), representing an 86K investment that will be PAID OFF at CLOSING. The 12.64 kW system includes 32 Mission Solar panels & four Enphase IQ Battery 5P units, providing approximately 20 kWh of battery storage. The system is designed to provide substantial backup power during outages & can keep virtually the entire home powered under normal household use. Enjoy a low monthly energy bill of ~$35! Just a short GOLF CART ride away, you’ll find the charm and vibrancy of Historic Downtown Winter Garden, known for its award-winning restaurants, boutique shopping, outdoor dining, farmers market, & events. This is more than a home — it’s a lifestyle defined by luxury, walkability, connection, & the unmatched charm of Winter Garden living. This golf-cart friendly WATERFRONT community offers year-round activities, from golf cart parades to book clubs & social gatherings, making it an extraordinary place to call home. The community features parks, playgrounds, two pools, a clubhouse, dog park, & trails, including access to the 22 mile long WEST ORANGE TRAIL. Don’t miss this opportunity to live in one of the area's most sought-after neighborhoods, with easy access to interstate travel, shops, restaurants, golf courses, & world-renowned theme parks!

1021 Huntspoint Street, Winter Garden

313 Merin Court, Winter Garden
$925,000
4 Beds ⋅ 3 Baths ⋅ Lake Cove Pointe 46/58 SubDv. ⋅ 34787 Zip Code
Virtually Staged. Spectacular Newer-Built Luxury Home in the highly sought-after Gated Lake Cove Pointe. Tall 9’ Ceilings, Modern Craftsmanship, Designer Cabinets, Lighting, Hardware and Gorgeous Wide-Plank Tile Floors throughout. This 4 Bedroom, 3 Full Bath Open Floorplan offers the comfort of One-Level Living with No Stairs. This thoughtfully Improved home is loaded with Upgrades including High Quality Energy-Efficient Andersen Low-E Windows and a recent installed propane Generac Generator for power backup. The Stunning Kitchen is the centerpiece of the home! Featuring an Extra-Large Granite Island that overlooks the Family Area, White Shaker Soft-Close Dovetail Cabinetry, Tile Backsplash up to the Ceiling, Instant Hot Water tap, Gas Range and Vent Hood. The Spacious Master Suite offers a sitting room, Large Glass-Enclosed Modern-Tiled Spa-Like Shower with Rain Head, Bidet, and an Dual-Sink Marble-top Vanity and Large Walk-In Closet. In addition to the 4 bedrooms you’ll have a versatile Flex/Bonus room with window, use as an Art Suite, Home Office, Media Room, or Playroom. Laundry Room w/Sink. Step out back thru- Andersen Low-E Peaceful Sliders and enjoy gardening within your own Huge 1/3+ Acre Corner Lot enclosed with Quality White Vinyl Privacy Fence on a Dead-End Cul-de-Sac location making it one of the Largest Lots in the neighborhood! Spacious 3-Car Garage provides a rare amount of storage for the Downtown Winter Garden area, Storage Racks, attic ladder w/ flooring above and insulation. You’ll have room for Golf Cart, Bikes, Sports/Recreational Gear, Tools. Zoned for A and B Rated Schools, this exceptional home is ideally positioned within the Downtown Winter Garden Golf Cart District, placing the Best of Winter Garden right at your fingertips. The Charming Downtown is only a short 3 block Walk, Bike Ride, or Golf Cart Ride away, where you can enjoy Restaurants, Boutique Shopping, Farmers Market, Crooked Can Brewery, Splash Pad, Live Music, Seasonal Festivals, and Outdoor Dining. Winter Garden recently Entered Into Hallmark Contest recognizing America’s most charming towns, and once you experience its picturesque streets, walkable downtown, friendly small-town atmosphere, and vibrant community spirit, you’ll understand. Jump onto the Famous West Orange Trail only 3 blocks distance, it stretches 22 miles long, providing endless opportunities for walking, biking, training and nature. Pickleball, Tennis Courts and Baseball Fields nearby. Additionally impressive, Winter Garden’s Waterfront Parks begin just 1 Walking Block North of the home, offering tranquil evening walks surrounded by Birds, Wildlife, and Beautiful Sunsets. Conveniently located near Horizon West, Major Highways, Shopping, Dining, Top-Rated Schools, and Disney, this is the perfect combination of Small-Town Charm and Big-City Convenience. This is more than a beautiful home—it’s an Exceptional Lifestyle Opportunity in one of Central Florida’s most desirable and sought-after communities. With its Designer Luxury Finishes, Oversized 1/3+ Acre Lot, 3-Car Garage, Golf Cart Access, Walkable Downtown Location, and Waterfront Parks Just 1 Block Away, this home has the features and upgrades of a Model home and offers the rare opportunity to enjoy every day like a vacation. Homes with this combination of Luxury, Lot Size, Location, and Lifestyle rarely come available—don’t miss your opportunity to make this Exceptional Home yours!

313 Merin Court, Winter Garden

206 N Highland Avenue, Winter Garden
$1,100,000
3 Beds ⋅ 3 Baths ⋅ Cooper & Sewell Add SubDv. ⋅ 34787 Zip Code
Welcome to a beautifully renovated Historic Craftsman in the highly desired Golf Cart District of Downtown Winter Garden! ??his charming Winter Garden historic home offers the character, craftsmanship, and timeless details of a classic home with the peace of mind of extensive modern updates. The roof was replaced in 2024, and the home features all-new electrical, plumbing, HVAC, and thoughtful renovations throughout while preserving the charm that makes historic homes so special. inside, you'll find a dedicated home office, inviting living spaces, and original character blended seamlessly with modern finishes and everyday functionality. Outside, two charming porches provide the perfect spots to enjoy your morning coffee, relax with friends, or take in the character of this established neighborhood. Location is everything, and this home puts you right in the heart of the Downtown Winter Garden lifestyle. Located within the highly sought-after Golf Cart District and in close proximity to Downtown Winter Garden, you can easily enjoy the weekly farmers market, seasonal festivals, local restaurants, boutique shops, entertainment, and community events. If you've been searching for a historic home in Winter Garden, a renovated Craftsman, a move-in-ready home with major systems already updated, a golf-cart-friendly property, or a home close to Downtown Winter Garden, this is a rare opportunity to enjoy historic charm without sacrificing modern comfort.

206 N Highland Avenue, Winter Garden

707 Chase Oaks Court, Winter Garden
$680,000
4 Beds ⋅ 3 Baths ⋅ Winter Oaks SubDv. ⋅ 34787 Zip Code
Welcome to Winter Oaks, one of Winter Garden’s most desirable communities, just minutes from the charm, dining, shopping, and entertainment of historic Downtown Winter Garden. Tucked away at the end of a quiet cul-de-sac and situated on one of the community’s largest lots, this beautifully maintained 4-bedroom, 3-bath home offers an exceptional combination of space, character, and location. Step inside to an impressive 20-foot foyer that creates a dramatic first impression and opens to spacious living areas designed for both everyday comfort and entertaining. Thoughtful architectural details are found throughout the home, including 9'4" ceilings, hardwood flooring, Craftsman-style trim, tall baseboards, crown molding, wainscoting, oak stairs, custom built-ins, and detailed window trim. The inviting kitchen features 42-inch cabinetry, Quartz countertops, stainless steel appliances, generous prep and storage space, and a charming built-in banquette for casual dining. Sliding glass doors extend the living space to a screened patio overlooking the expansive backyard. A full laundry room with utility sink is conveniently located nearby. The first floor also features an elegant formal dining room accented with beautiful wainscoting, along with a bedroom that can easily serve as a private home office or guest suite and an adjacent full bathroom. Upstairs, the spacious Owner’s Suite provides a peaceful retreat with tray ceilings, crown molding, and a private balcony. The en-suite Fully Remodeled bathroom offers dual vanities, a beautiful super shower, and an impressive oversized walk-in closet. Two additional bedrooms and an upgraded full bathroom complete the second floor. Outside, enjoy the privacy and possibilities of the oversized fenced yard, offering plenty of room for outdoor entertaining, recreation, or creating your own backyard retreat. The home has been lovingly maintained and thoughtfully improved over the years, including a new roof in 2020, A/C Air Handler in 2023, energy efficient replacement windows throughout most of the home. With its generous homesite, cul-de-sac location, distinctive architectural details, and convenient access to Downtown Winter Garden by foot or bike, this home offers a wonderful opportunity to enjoy one of Central Florida’s most sought-after communities.

707 Chase Oaks Court, Winter Garden

144 Tildenville School Road, Winter Garden
$899,900
3 Beds ⋅ 1 Baths ⋅ N/A SubDv. ⋅ 34787 Zip Code
The real story of 144 Tildenville School Road is the land. Opportunities to own over an acre this close to Historic Downtown Winter Garden are becoming increasingly hard to find. Beneath a canopy of beautiful mature trees, this property offers something that cannot easily be recreated: space, privacy, character, and a location within Winter Garden’s golf cart district. The existing 3 bedroom home offers nearly 1,500 square feet of living space, but step into the backyard and you quickly understand what makes this property special. This is land meant to be enjoyed. Picture evenings beneath the trees with string lights glowing overhead, friends gathered around the custom built pizza oven, dinner being prepared in the summer kitchen, music playing, and plenty of room for everyone to spread out. For the next owner, the possibilities are just as compelling as the lifestyle already here. Enjoy the property as it is, create your own private retreat, expand upon the existing outdoor spaces, or simply appreciate the increasingly rare luxury of having over an acre of land near the heart of Winter Garden. And despite the privacy, you are still connected to the lifestyle that makes this area so desirable. Being within Winter Garden’s golf cart district means trips toward Historic Downtown Winter Garden can become part of the routine. Spend Saturday mornings at the Farmers Market, enjoy dinner along Plant Street, explore local shops and restaurants, or spend an afternoon on the West Orange Trail before heading home to your own piece of Winter Garden. Homes can be renovated. Kitchens can be changed. Finishes can be replaced. But you cannot manufacture another acre of mature, established land in a location like this. That is what makes 144 Tildenville School Road different. It is not simply a home for sale. It is an opportunity to own a substantial piece of Winter Garden, with the space to enjoy today and the possibilities to make it something entirely your own tomorrow.

144 Tildenville School Road, Winter Garden

150 Hammock Preserve Loop, Oakland
$879,000
4 Beds ⋅ 3 Baths ⋅ Oakland Park SubDv. ⋅ 34787 Zip Code
Some homes simply sit in a neighborhood. This one feels like it belongs there. Welcome to 150 Hammock Preserve Loop, a 2023 Rockwell Homes residence tucked into the heart of Oakland Park, where the front porch looks out toward mature oak trees and the best parts of the Winter Garden lifestyle are never far from home. Step inside and you’re immediately greeted by a dedicated office to the left of the entry, creating the perfect work-from-home space while keeping it separate from the main living areas. Throughout the home, thoughtful custom updates give each space a personality of its own. The primary suite is conveniently located on the main floor, while the additional bedrooms and spacious loft are upstairs, creating a layout that offers both separation and flexibility. A rare three-car garage provides the extra space that can be difficult to find in Oakland Park, whether you need room for vehicles, golf carts, bikes, storage, or all of the above. Out back, the generous yard offers plenty of room to create your own outdoor retreat, including space for a future pool. But what makes this home especially difficult to replicate is everything beyond the front door. Oakland Park is one of Winter Garden’s most sought-after communities for a reason. Tree-lined streets, front porches, parks, playgrounds, two resort-style community pools, a clubhouse, dog park, waterfront spaces, and miles of trails create a neighborhood designed to actually be enjoyed. Hop on your bike and connect to the West Orange Trail, or grab the golf cart and head toward Downtown Winter Garden for a morning at the Farmers Market, drinks at Crooked Can, dinner along Plant Street, boutique shopping, community events, and everything surrounding Plant Street Market. Here, weekends can start with coffee on the front porch beneath the oaks, turn into an afternoon by the pool or on the trail, and end with a golf cart ride into Downtown Winter Garden. Built in 2023, filled with custom touches, complete with a dedicated office, rare three-car garage, and a backyard ready for what comes next, 150 Hammock Preserve Loop offers more than a beautiful home. It offers the Oakland Park lifestyle that makes this neighborhood so special.

150 Hammock Preserve Loop, Oakland

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