Winter Garden FL Real Estate & Homes for Sale

652 Properties Found

Sort Results:
1–25 of 652 properties displayed
Refine Property Search
Page 1 | 2 | 3 | 4 | 5 | 6 | 7 | 8 | 9 | 10 of 27    Prev | Next
Beds:
4
Baths:
5.00
Sq.Ft.:
3,841
Status:
NEW LISTING
MLS#:
O6394506
Type:
Single Family
Subdivision:
Twinwaters
Lot size:
0.18 Acres
Year built:
2017
A broker reciprocity listing Courtesy: ERA GRIZZARD REAL ESTATE 407-203-5800
View additional info

ADDITIONAL INFORMATION

Welcome to 1646 Holcomb Creek Street. Your beautifully appointed four bedroom, 4.5-bath Meritage home offers 3,824 sq ft of thoughtfully designed living space in one of Winter Garden’s most desirable communities. Built in 2017, this energy-efficient floorplan features spray foam insulation, whole house water filtration system, a spacious open layout, high-end finishes, and multiple flexible living areas. The gourmet kitchen impresses with 42" cabinetry, quartz countertops, stainless steel appliances, extended storage, walk in pantry and a large eat-in dining area. The family room includes an electric fireplace with a floor-to-ceiling stone accent wall and triple sliding glass doors leading to the screened lanai and fenced backyard. The first-floor primary suite offers a tray ceiling and a spa-inspired bath with direct access to the laundry room. A guest suite with private bath, third bedroom with an additional private bath, powder room, and a convenient pocket office completes the main level. Upstairs, a large bonus/game room, additional bedroom, full bath, and a flexible pass-through space provides endless possibilities for a media room, playroom, office or optional 5th bedroom. Your garage offers overhead storage and a Tesla-E/V charger. Exterior features include a tile roof, stone accents, extended front porch, in ground irrigation and lush landscaping. Located minutes from top-rated schools, shopping, dining, major highways and attractions. This exceptional home offers the perfect blend of luxury, comfort, and efficiency—move-in ready and meticulously maintained.

Beds:
5
Baths:
4.00
Sq.Ft.:
4,004
Status:
NEW LISTING
MLS#:
TB8489171
Type:
Single Family
Subdivision:
Cypress Reserve Ph 1
Lot size:
0.23 Acres
Year built:
2017
A broker reciprocity listing Courtesy: PAULINO GLOBAL REAL ESTATE 407-455-1981
View additional info

ADDITIONAL INFORMATION

Presenting this exquisite modern residence standing alone without neighbors in either side or rear in a neighborhood of almost 150 homes showcasing souring ceilings, designer finishes, and an open-concept living space bathed in natural light. A gourmet kitchen that anchors the home, while expansive glass doors reveal a resort-style screened pool and outdoor lounge. Architecture, luxurious details inside all bathrooms and kitchen, and seamless indoor-outdoor living create an exceptional retreat for refined entertaining. An amazingly fancy electric chimney gives the living room area warmth and elegance. AC units are of high efficiency with hotel fragrance throughout the entire home. COME AND SEE IT SOON! AC units is 3 years. New roof to be installed.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,113
Status:
NEW LISTING
MLS#:
O6394192
Type:
Single Family
Subdivision:
Waterleigh Ph 5
Lot size:
0.17 Acres
Year built:
2025
A broker reciprocity listing Courtesy: VOSS REALTY INC 407-456-0777
View additional info

ADDITIONAL INFORMATION

Why wait to build when you can move right into this gently used, practically brand-new home in the highly sought-after Waterleigh community? Nestled on a peaceful, quiet street with no rear neighbors, this 4-bedroom, 3-bathroom gem offers over 2,000 sq. ft. of functional living space, perfect for modern family living. Step inside and immediately appreciate the open, airy layout, featuring wood-look tile floors throughout for a sleek, low-maintenance finish. The heart of the home is an inviting living area, ideal for both everyday living and entertaining. The spacious kitchen offers ample storage, and the bright bedrooms provide a retreat at the end of the day. No detail has been overlooked in this home’s design. Situated on a beautiful conservation/water lot, you’ll enjoy serene views and privacy with no rear neighbors. It's the perfect backdrop for your outdoor living moments, whether you're relaxing on your patio or taking in the tranquil surroundings. Waterleigh offers an active and vibrant community lifestyle, with access to multiple resort-style amenity centers, including clubhouses, indoor fitness centers, walking trails, playgrounds, and sports fields—perfect for all ages. The community also provides lawn care and weed control as part of the HOA, so you can spend more time enjoying your beautiful home and less time maintaining it. The community is conveniently located near top-rated schools, including Water Spring Elementary and Middle School, and Horizon High School, making it ideal for families. You’re just a short drive away from everything Central Florida has to offer—amusement parks, shopping, dining, and entertainment. With easy access to I-4 and 429, commuting to all parts of the area is a breeze. Plus, the charming historic district of Downtown Winter Garden is just minutes away, featuring unique boutiques, restaurants, and entertainment options. This beautiful home is truly move-in ready and waiting for its next owner. Don’t miss out on the chance to make it yours—schedule your private showing today before it's SOLD!

Beds:
5
Baths:
3.00
Sq.Ft.:
3,902
Status:
NEW LISTING
MLS#:
O6393190
Type:
Single Family
Subdivision:
Stoneybrook West
Lot size:
0.31 Acres
Year built:
2005
A broker reciprocity listing Courtesy: EXP REALTY LLC 407-706-5000
View additional info

ADDITIONAL INFORMATION

Nestled on a premier corner lot within the guard-gated enclave of STONEYBROOK WEST, this stunning 5-bedroom, 3-bathroom residence offers the ultimate Winter Garden lifestyle. The home has been meticulously enhanced over the last two years with modern updates, ensuring a move-in-ready experience for today’s discerning buyer. Inside, the open-concept layout is anchored by a gourmet kitchen featuring quartz countertops, a central island, and stainless steel appliances, all flowing into a family room warmed by a classic fireplace. High-volume ceilings—reaching 9.25 feet on the main floor and an impressive 10.50 feet in the massive upstairs bonus room—create an airy, grand atmosphere throughout. Retreat to the primary suite, where tray ceilings and a private walk-out balcony offer a peaceful vantage point overlooking the championship golf course. The lifestyle here extends far beyond the front door. Stoneybrook West is a premier "live-play" community boasting 24-hour staffed security and a spectacular WATERFRONT CLUBHOUSE perched on the shores of BLACK LAKE. For the outdoor enthusiast, the amenities are unmatched: enjoy private access to the lake via a COMMUNITY BOAT RAMP, and take advantage of the rare convenience of an ON-SITE BOAT STORAGE LOT. Whether you are hitting the links on the championship golf course, enjoying the fitness center, or spending the afternoon at the pool-front recreation facility, every day feels like a vacation. Perfectly positioned for convenience, you are just 6 minutes from the 80+ retailers and restaurants at WINTER GARDEN VILLAGE, 18 minutes from the magic of WALT DISNEY WORLD, and only 30 minutes from Orlando International Airport. This home combines the security of a gated community, the luxury of recent high-end improvements, and the rare perk of Florida lake living. Call today to schedule a visit!

Beds:
3
Baths:
4.00
Sq.Ft.:
2,383
Status:
NEW LISTING
MLS#:
O6394429
Type:
Single Family
Subdivision:
Highlands/summerlake Grvs Ph 1
Lot size:
0.15 Acres
Year built:
2017
A broker reciprocity listing Courtesy: BUYER REBATES REALTY 407-629-2300
View additional info

ADDITIONAL INFORMATION

Experience refined living in this truly one-of-a-kind single-story residence, offering over 2,300 square feet of thoughtfully designed space. This exceptional home features three spacious bedrooms, three full bathrooms, and an additional half bath, along with a private office or den enclosed by elegant French doors—perfect for working from home or quiet retreat. Designed for both comfort and sophistication, the home boasts soaring 10-foot ceilings and striking tray ceilings in the foyer, great room, and primary suite. The open-concept living area is enhanced by extended tile flooring, creating a seamless and upscale feel throughout. At the heart of the home, the gourmet kitchen impresses with a large center island, stylish pendant lighting, and effortless flow into the main living and dining spaces. Enjoy the best of indoor-outdoor living with two screened-in lanais—one just off the kitchen and the other connected to the family room—accessible through dual sets of sliding glass doors. Additional highlights include a rare tandem three-car garage, a functional drop zone with built-in cabinetry and counter space, and charming curb appeal with a welcoming front porch—perfect for relaxing with your favorite drink. Nestled in the highly sought-after Horizon West area of Winter Garden, this home offers unmatched convenience. You’re just minutes from Walt Disney World, premier shopping and dining, Orange County National Golf Center, and the charm of Historic Downtown Winter Garden. With easy access to major highways including 429, I-4, and the Florida Turnpike, commuting is effortless. Residents enjoy access to outstanding community amenities, including a resort-style pool, playgrounds, dog park, tennis courts, and more. Whether you’re searching for a primary residence, vacation home, or investment opportunity, this property offers the perfect blend of luxury, functionality, and location.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,515
Status:
NEW LISTING
MLS#:
O6394269
Type:
Other
Subdivision:
Esplanade At Mckinnon Groves
Lot size:
0.12 Acres
Year built:
2026
A broker reciprocity listing Courtesy: TAYLOR MORRISON REALTY OF FLORIDA INC 407-756-5025
View additional info

ADDITIONAL INFORMATION

Under Construction. What's Special: Covered Extended Lanai Close to Park Dedicated Study Garden View. New Construction - September Completion! Built by America's Most Trusted Home Builder. Welcome to the Caicos at 11283 Silver Trumpet Loop in Esplanade at McKinnon Groves! Step inside and enjoy an open concept living space filled with natural light that brings the heart of the home to life. At the front of the home, a secondary bedroom sits near a roomy laundry room and a private study with pocket doors, offering flexibility for work or guests. Tucked at the back of the home, the elegant primary suite creates a peaceful retreat and features a spacious walk-in closet, a dual sink vanity, and an expansive shower designed for everyday comfort and relaxation. Additional Highlights Include: tray ceiling package, a study with pocket doors in place of a flex room, a covered extended lanai, upgraded cabinetry and countertops. Photos are for representative purposes only. MLS#O6394269 Esplanade at McKinnon Groves brings resort-style living to Winter Garden with beautifully designed open-concept homes set among natural views. This vibrant gated community offers a lifestyle centered on wellness, unique experiences, and signature amenities that make every day feel like a getaway. The Venue will feature a fitness center, movement studio, treatment room, lifestyle spaces, outdoor terrace seating, Bahama bar, and a resort pool with a spa and cabanas. You’ll also enjoy fireside seating, yoga and flex lawns, pickleball, tennis and bocce courts, a bark park, rose garden, and a trailhead connecting miles of equestrian and walking trails. Concierge services and year-round events elevate the experience even more. With zoning for Lake County public schools, this community blends everyday convenience with resort-style comfort!

Beds:
4
Baths:
4.00
Sq.Ft.:
2,520
Status:
NEW LISTING
MLS#:
O6393483
Type:
Single Family
Subdivision:
Summerlake Pd Ph 3a
Lot size:
0.19 Acres
Year built:
2016
A broker reciprocity listing Courtesy: COLDWELL BANKER REALTY 407-352-1040
View additional info

ADDITIONAL INFORMATION

Firelight on Bluejack Oak Sunrise to Fireworks: The Summerlake Lifestyle Begin your mornings in quiet serenity, where soft light dances across the pond just steps from your door. Tucked on an oversized corner homesite directly across from Summerlake’s resort-style amenities, and introduced by a charming craftsman-style stone front elevation, 7630 Bluejack Oak invites you into a rhythm of living that feels both effortless and inspired. Afternoons unfold in the best of Florida living—whether it’s a leisurely walk along waterfront paths, time at the beach-entry pool with cascading waterfall, a match on the tennis courts, or play at the zip glide, playground, or dog park. Just moments away, Hamlin Town Center offers an elevated everyday experience with Cinépolis luxury cinema, waterfront dining, boutique fitness, and favorites like Bosphorous and Agave Azul—all within a short drive or even a pleasant stroll. And with Walt Disney World just 10 minutes away, the magic is never far… in fact, you can enjoy the fireworks from home. Inside, this thoughtfully designed Lennar Asheville floor plan offers 4 bedrooms and 3.5 baths across 2,520 square feet, with a rare and highly desirable feature: dual primary suites—one on each level—ideal for multi-generational living or elevated guest accommodations. The open-concept living space centers around a welcoming kitchen island, where evenings naturally gather and conversations linger. Upstairs, a spacious loft creates the perfect retreat, complemented by two additional bedrooms connected by a generous Jack-and-Jill bath. Each bathroom features a garden tub, with the downstairs primary suite also offering a separate shower for a spa-like experience. Freshly painted inside and out, with new carpet in all upstairs bedrooms and ceramic tile throughout the main living areas, this home is truly move-in ready—while still offering a canvas for your personal vision. The expansive side yard presents a rare opportunity to create something special, whether an outdoor living retreat, garden sanctuary, or entertaining space (subject to HOA approval). Here, the possibilities are as open as the sky above. Additional features include under-cabinet kitchen lighting, brand new LG appliances, a five-burner gas range, Rinnai tankless water heater, in-wall pest control system, and an Ecobee smart thermostat for remote climate control. The rear-entry two-car garage enhances curb appeal, while the HOA-maintained landscaping—including fertilization and shrub care—ensures a polished exterior with ease. Positioned just across from the elementary school and within one of Central Florida’s most sought-after school zones, this home also offers quick access to SR-429, connecting you effortlessly to downtown Orlando, Tampa, and beyond. From peaceful mornings to vibrant evenings under fireworks, this is more than a home—it’s your perfect “Aaaahhh” moment, every day.

Beds:
5
Baths:
4.00
Sq.Ft.:
3,623
Status:
NEW LISTING
MLS#:
O6394209
Type:
Single Family
Subdivision:
Lakeside At Hamlin
Lot size:
0.17 Acres
Year built:
2023
A broker reciprocity listing Courtesy: HOMEVEST REALTY 407-897-5400
View additional info

ADDITIONAL INFORMATION

One or more photo(s) has been virtually staged. Stunning brand-new, energy-efficient home in the desirable Hamlin community of Winter Garden. This spacious 5-bed + Bonus Room, 4-bath, 3,700+ sq ft property sits on a cul-de-sac corner lot and features an open layout with 10-ft ceilings, Ceramic flooring, a built-in electric fireplace, and upgraded 3-panel sliding doors that fully open to the covered lanai. The chef's kitchen includes an oversized quartz island, extended L-shaped cabinetry, quartz countertops, stainless steel canopy hood (vented outside), 30" ceramic cooktop, and all new stainless appliances. The first floor offers the primary suite plus three additional bedrooms, including one with a private bath-ideal for guests or an office. Upstairs features two more bedrooms, a full bath, and a 16' x 20' bonus room with two walk-in closets and wet-bar pre-plumbing. The 2.5-car garage includes a hobby area, epoxy floors, extra outlets, water softener loop, and sink plumbing. Laundry room includes new washer/dryer and cabinets. Enjoy a private backyard with no rear neighbors, vinyl fencing, lanai pre-plumbed for a sink, and pool pre-wire (60A) already installed. HOA includes fiber-optic internet (750-900 Mbps). Minutes from Orlando Health, Publix, dining, and more.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,130
Status:
NEW LISTING
MLS#:
O6392430
Type:
Single Family
Subdivision:
Lake Avalon Heights
Lot size:
3.08 Acres
Year built:
1985
A broker reciprocity listing Courtesy: CHARLES RUTENBERG REALTY ORLANDO 407-622-2122
View additional info

ADDITIONAL INFORMATION

Welcome to 17549 Seidner, a remarkable lakefront property that invites you to experience the enchanting lifestyle of Winter Garden, Florida. Set against a backdrop of majestic oak trees, this sprawling 3-acre haven rests on the stunning south shore of the pristine Lake Avalon. Here, the beauty of nature thrives, offering a tranquil escape where the gentle sounds of water lapping against the shore harmonize with the vibrant chorus of local wildlife. Lake Avalon, a private 184-acre freshwater lake, is celebrated as one of Central Florida's top ten lakes, perfect for fishing, water sports, and leisurely summers spent soaking in the sun. Nestled within the esteemed Avalon Rural Settlement, this property ensures that its serene, rural character remains preserved for generations to come. The existing 2,130-square-foot home provides a cozy yet spacious retreat, featuring three bedrooms and two and a half bathrooms. The thoughtfully designed split floor plan places the primary ensuite on one side of the home, complete with an inviting sitting area that grants stunning views of the lake. The kitchen, with its charming eat-in area, offers a picturesque glimpse of the expansive oaks that surround you. Step outside onto the oversized back porch to witness the breathtaking sunsets and, during certain evenings, catch a glimpse of Disney World fireworks peeking through the trees. On chilly nights, retreat into the lake-facing living room, where a cozy fire awaits to warm your soul. The property also boasts a large workshop equipped with electricity and water, perfect for a boat house, workshop, or extra garage space. You have the option to renovate this lake life retreat or build your dream lake front home. Immerse yourself in the exquisite flora and fauna that adorn this outdoor oasis, where sandhill cranes, wild rabbits, and a plethora of birds call home. With lovingly cultivated native plants and a cherished pond in the backyard, every day feels like a retreat into nature's embrace. This is not just a home; it’s an opportunity to live the lake life you’ve always dreamed of.

Beds:
2
Baths:
1.00
Sq.Ft.:
966
Status:
NEW LISTING
MLS#:
S5144851
Type:
Condo
Subdivision:
Southern Pines Condo
Lot size:
0.04 Acres
Year built:
2005
A broker reciprocity listing Courtesy: HOMESMART 407-476-0451
View additional info

ADDITIONAL INFORMATION

2/1 Excellent

Beds:
3
Baths:
3.00
Sq.Ft.:
1,772
Status:
NEW LISTING
MLS#:
O6393910
Type:
Single Family
Subdivision:
Oakland Park
Lot size:
0.05 Acres
Year built:
2022
A broker reciprocity listing Courtesy: REAL BROKER, LLC 855-450-0442
View additional info

ADDITIONAL INFORMATION

Move-in ready 3-bedroom, 2.5-bathroom single-family home in the Oakland Park community of Winter Garden, Florida. Built in 2022, turnkey condition, full appliance package included, and a low-maintenance 0.05-acre homesite designed for connected daily living without the upkeep. Oakland Park is one of those Winter Garden communities people move to on purpose. Tree-lined streets, walkable sidewalks, and a thoughtfully planned layout keep daily essentials, dining, and recreation close, while the neighborhood itself still feels calm and connected. Morning coffee runs, evening walks, and simple daily rhythms all find an easy place here. Opening the door to 936 Kylee Alley, there's an immediate sense of ease. Natural light carries across the main level as the entry gives way to connected living, dining, and kitchen spaces, creating a layout that works the way life actually happens. With approximately 1,614 square feet of heated living space, this two-story single-family home is scaled for real life. Room to gather, room to retreat, and a layout that stays connected without feeling crowded. The kitchen features white shaker cabinets, quartz countertops, a kitchen island with bar seating, black pendant lighting, and stainless steel appliances including a refrigerator, range, built-in oven, microwave, and dishwasher. The open dining area sits adjacent with a sputnik-style chandelier and large windows filling the space with natural light. Hardwood-style flooring runs through the main level. Upstairs, all three bedrooms including the primary suite are grouped together, creating a quieter, more private living area away from the main floor. The primary suite includes a walk-in closet, double vanity, and a tiled shower. A shared full bathroom serves the two additional bedrooms. The upstairs laundry room with washer and dryer included keeps the daily routine on one level. Carpeted bedrooms and ceiling fans throughout add comfort. The private courtyard-style patio offers outdoor entertaining space. Scaled for morning coffee, evening drinks, or a few favorite plants without the yard work. The attached two-car garage and compact lot reinforce the low-maintenance lifestyle this Oakland Park home is designed to support. Located in Oakland Park in Winter Garden, this home provides convenient access to downtown Winter Garden, the West Orange Trail, Hamlin Town Center, SR-429, and SR-50. The Florida Turnpike, Orlando's theme parks, and the broader Central Florida corridor are all within reach. Shopping, dining, and commuter routes sit close by in a well-maintained, association-managed community. If you are looking for a move-in ready single-family home with 2022 construction, a practical two-story layout, and a connected Winter Garden lifestyle, 936 Kylee Alley in Oakland Park is best experienced in person. Winter Garden, FL 34787. Schedule your private showing today or request additional details to take the next step.

Beds:
5
Baths:
3.00
Sq.Ft.:
3,196
Status:
NEW LISTING
MLS#:
O6393857
Type:
Single Family
Subdivision:
Waterside/johns Lk-ph 2b
Lot size:
0.16 Acres
Year built:
2018
A broker reciprocity listing Courtesy: CORCORAN PREMIER REALTY 407-965-1155
View additional info

ADDITIONAL INFORMATION

Stunning lake-view home in Waterside at Johns Lake, overlooking Lake Avalon in Winter Garden! This spacious 5-bedroom, 3-bath residence offers 3,196 sq ft of open-concept living with a desirable downstairs primary suite featuring a spacious, well-appointed bathroom along with a customized walk-in closet. A second downstairs bedroom is paired with a beautifully RECENTLY renovated full bath showcasing a newly upgraded walk-in shower—ideal for guests or multi-generational living. Step inside to a welcoming entry that opens to a versatile sitting area—perfect for a home office or library—leading into a large family room, dining area, and well-appointed kitchen with natural gas range—perfect for entertaining. Enjoy the clean, modern feel of a completely carpet-free interior with durable vinyl flooring throughout the main living areas. The highlight of this home is the oversized screened lanai, perfectly positioned to capture serene Lake Avalon views—an ideal space for morning coffee, outdoor dining, or relaxing sunset evenings. Upstairs features a versatile loft, three additional bedrooms, and a full bath. Residents of Waterside at Johns Lake enjoy resort-style amenities including a lakeside pool, clubhouse, fitness center, scenic walking trails, playground, and community dock. Conveniently located just minutes from Winter Garden Village with easy access to 429, Florida’s Turnpike, downtown Orlando, theme parks, and Orlando International Airport.

Beds:
4
Baths:
2.00
Sq.Ft.:
1,960
Status:
NEW LISTING
MLS#:
O6394075
Type:
Single Family
Subdivision:
Wintermere Pointe
Lot size:
0.31 Acres
Year built:
2000
A broker reciprocity listing Courtesy: RE/MAX PRIME PROPERTIES 407-347-4512
View additional info

ADDITIONAL INFORMATION

Opportunity Awaits – 4 Bedroom Pool Home in a Prime Location! Welcome to this spacious 4-bedroom, 2-bath home tucked away on a quiet dead-end street in a highly desirable neighborhood. As you enter the home, you will find a generous open floor plan and a beautiful kitchen. The primary bedroom features an en suite bathroom with a double vanity, separate shower and garden tub. Step out to a large enclosed patio and a fully fenced backyard featuring a private pool- perfect for relaxing or entertaining. There’s also an additional fenced-in area, ideal for pets, gardening, or creating your own outdoor retreat. Conveniently located just minutes from shopping, dining, and everyday essentials, you'll love the balance of peaceful living and easy access to everything you need. With your personal touch, this property can truly shine and become your dream home or a fantastic investment opportunity. Schedule your showing today!

Beds:
4
Baths:
3.00
Sq.Ft.:
2,114
Status:
NEW LISTING
MLS#:
O6394112
Type:
Single Family
Subdivision:
Silverleaf Reserve/hamlin Ph 2
Lot size:
0.08 Acres
Year built:
2024
A broker reciprocity listing Courtesy: BEYCOME OF FLORIDA LLC 804-656-5007
View additional info

ADDITIONAL INFORMATION

Built in late 2024, this like-new home is located in the sought-after Silverleaf Reserve at Hamlin! This beautifully designed two-story residence features 4 bedrooms, 2.5 bathrooms, and a spacious 2-car garage, with a charming garden view and ample parking. Thoughtfully upgraded throughout, the home showcases a gourmet kitchen with a built-in oven and microwave, vented hood, stainless steel appliances, and 42” cabinetry. The first floor features luxury vinyl flooring, combining style and durability. The open-concept layout seamlessly connects the kitchen, dining area, and great room, creating a functional and inviting living space. Upstairs, a versatile loft provides additional flexible living space. The spacious primary suite includes an oversized walk-in closet, dual vanities, and a walk-in shower. On the opposite side of the loft, you’ll find three additional bedrooms, a full bathroom, and a conveniently located laundry room. Silverleaf Reserve at Hamlin features future amenities including a resort-style pool, walking trails, and a playground. Ideally located in the heart of Winter Garden, with easy access to top-rated schools, shopping, dining, and entertainment. Hamlin Elementary and Middle School are approximately 1 mile away.

Beds:
4
Baths:
4.00
Sq.Ft.:
2,794
Status:
NEW LISTING
MLS#:
O6393498
Type:
Single Family
Subdivision:
Winding Bay Ph 1b
Lot size:
0.15 Acres
Year built:
2020
A broker reciprocity listing Courtesy: REAL BROKER, LLC 855-450-0442
View additional info

ADDITIONAL INFORMATION

Winter Garden’s finest — a spacious 4-bedroom, 3.5-bathroom home with a 3-car garage, pool, outdoor kitchen, and breathtaking pond views. This exceptional home is filled with custom upgrades throughout, including custom beams, a striking stone entry wall, built-in dining seating, an expanded drop zone with additional cabinetry, and a custom bar area complete with a wine refrigerator. The gourmet kitchen features 42-inch white cabinets, stainless steel appliances, a large farmhouse sink, and an oversized pantry/storage area. A first-floor den/office offers the perfect flex space for work or relaxation. Upstairs, the primary suite is a true retreat with a custom-designed bath, wood-trimmed tray ceiling, private balcony overlooking the pond, and custom built-ins in the walk-in closet. The adjacent bedroom has been transformed into a dream walk-in closet with shoe storage and a lighted vanity, but can easily be converted back into a bedroom upon request. Two additional bedrooms complete the second floor, including one with its own private ensuite, while the open loft with custom beams creates the perfect setting for a cozy movie night. A second-floor laundry room adds everyday convenience. Step outside into your private resort-style oasis, featuring stunning pond views, a tongue-and-groove stained ceiling, built-in seating, and a fully equipped outdoor kitchen with sink, grill, pizza oven, refrigerator, and stainless hood. The heated UV-filtered pool, connected to the home’s water softener system, is enhanced by a beautiful stone waterfall. A sauna and cold plunge complete this extraordinary outdoor retreat — truly an at-home resort experience. Lush landscaping surrounds the patio and pool area, creating a tropical and private escape, complemented by thoughtfully added rock garden beds and light paver stone walkways along the side of the home that enhance both beauty and functionality. Beyond the pond, a wooded area owned by Disney provides a protected natural backdrop that will never be developed, preserving both privacy and tranquility. The 3-car garage is equally impressive with custom built-ins, overhead storage racks, and a metallic epoxy floor. New exterior painting is currently in progress. Life here extends beyond the home. Morning walks along tree-lined sidewalks, friendly neighbors, nearby parks, and resort-style community amenities create a rhythm that feels both relaxed and vibrant. Residents enjoy access to a resort-style pool, oversized cabana, sports fields, playground, sidewalks, and two dog parks. Located in an area known for top-rated schools, with convenient access to shopping and dining, and just minutes from Walt Disney World Resort, this home perfectly blends Central Florida convenience with the feeling of being tucked into something truly special. More than a house — this is a place to settle in, build memories, and truly feel at home in Winter Garden.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,477
Status:
NEW LISTING
MLS#:
B26007350
Type:
Single Family
Subdivision:
SILVERLEAF RESERVE AT HAMLIN PHASE 2A
Lot size:
0.17 Acres
Year built:
2023
Courtesy: LPT Realty, LLC 877-366-2213
View additional info

ADDITIONAL INFORMATION

Welcome to this newer-construction home in the desirable Hamlin area of Winter Garden. Built in 2023, this two-story residence offers 4 bedrooms, 3 bathrooms, and 2,477 sq ft on a 7,492 sq ft lot. The open layout connects the kitchen, dining, and living areas with high ceilings, creating a bright and inviting atmosphere. The kitchen features a large island with seating for four, modern finishes, and ample cabinet space. A first-floor bedroom adds flexibility for guests or a home office. Upstairs, the private primary suite includes a walk-in closet and en-suite bath, with two additional bedrooms nearby. Enjoy a spacious backyard and rear patio with a new aluminum fence, ideal for outdoor living, entertaining, or relaxing year-round with plenty of room to personalize.

Beds:
4
Baths:
4.00
Sq.Ft.:
3,460
Status:
NEW LISTING
MLS#:
O6393877
Type:
Single Family
Subdivision:
Osprey Ranch
Lot size:
0.08 Acres
Year built:
2026
A broker reciprocity listing Courtesy: K HOVNANIAN FLORIDA REALTY 321-263-2601
View additional info

ADDITIONAL INFORMATION

Under Construction. .

Beds:
5
Baths:
4.00
Sq.Ft.:
3,911
Status:
NEW LISTING
MLS#:
O6393744
Type:
Single Family
Subdivision:
Waterleigh
Lot size:
0.21 Acres
Year built:
2022
A broker reciprocity listing Courtesy: CHARLES RUTENBERG REALTY ORLANDO 407-622-2122
View additional info

ADDITIONAL INFORMATION

LUXURY POOL HOME on PREMIUM LAKE FRONT LOT! Unique Opportunity to Enjoy an Outdoor PARADISE with STUNNING LAKE, CONSERVATION & SUNSET Views! The HOA is Allowing Docks on these Special Lots – Relax, Fish or Kayak! Most POPULAR Floor Plan – North Haven – has 5 Bedrooms, 3.5 Baths, Gourmet Kitchen, First Floor Primary Suite, TONS OF STORAGE, Tile Roof and 3 Car Garage. The OUTDOOR LIVING Space is SPECTACULAR - $200,000 to Duplicate! Generous COVERED Patio PLUS additional Covered CABANA SPACE is 34 FEET LONG! DELUXE Heated POOL and SPA with Upgraded Pavers, PANORAMIC SCREEN, Large SUN SHELF with Bubblers, PEBBLETEC Surface, Mosaic Accent Tile, SALT SYSTEM, LED Lights and FULLY AUTOMATED SYSTEM for Chemicals! PLUS Ledge Loungers and Basketball Hoop are Included! This MODEL PERFECT Home has a GOURMET KITCHEN with 42” Cabinets, Large Island with QUARTZ COUNTERS, Upgraded Subway Tile Backsplash, NEW PENDANT LIGHTS, Large SINGLE SINK, SS APPLIANCES including BUILT-IN OVEN and COOK TOP with VENT HOOD and FRENCH DOOR Refrigerator. ! Large Pantry and Butler Pantry add Storage! OPEN FLOOR PLAN with Views of the Patio, Pool and LAKE from Family Room and Casual Dining! First Floor Primary Suite with CUSTOM CLOSET has a Bath that Features DOUBLE Vanities, OVERSIZED SHOWER and Garden Tub. FLEX Space can be Dining Room, Office or Living Room. Convenient Powder Bath and FULLY Remodeled Laundry Room with Cabinetry, Utility Sink and RO Water System Complete the First Floor. Entire First Floor has WOOD PLANK Porcelain Tile, 8’ Doors and 5 ¼ Molding. Stairs are Engineered Wood with Wrought Iron Spindles. The HUGE LOFT separates the Upstairs. ALL 4 Bedrooms have WALK IN Closets – but Bedroom 3 has a CUSTOM CLOSET. Bedrooms 2 and 3 share Full Bath 2 and Bedrooms 4 and 5 Share a Jack-and-Jill Bathroom. These Owners Thought of Everything! Paver Path to Store Trash Bins, Gutters with LEAF GUARD, Salt Free Water Filtration System, Custom Valances, Interior Painted with QUALITY paint, AC with Ultraviolet Sanitizing, Upgraded PRIVACY Landscaping, Garage with EPOXY FLOOR, Overhead Storage Racks and CUSTOM Storage System! Waterleigh is the PREMIER LIFESTYLE COMMUNITY with 4 Resort Style Pools, 3 Clubhouses with Fitness Centers, Walking Trails, Sand Volleyball, Dog Park, Fishing and Observation Pier, Tennis, Pickleball, Playgrounds and more! HOA Does all Yard Maintenance. All this zoned for NEW Atwater Bay Elementary, Water Spring Middle School and Horizon High School! Close to Disney, Shopping, Dining, 429, I-4, 417 and a NEW PUBLIX!

Beds:
3
Baths:
3.00
Sq.Ft.:
1,568
Status:
NEW LISTING
MLS#:
S5145675
Type:
Townhouse
Subdivision:
Waterleigh Ph 3b 3c & 3d
Lot size:
0.09 Acres
Year built:
2020
A broker reciprocity listing Courtesy: AROD PARTNERS REALTY 407-627-7621
View additional info

ADDITIONAL INFORMATION

Rare opportunity to own one of the largest townhome lots in the highly sought-after Waterleigh community in Horizon West. This beautifully maintained 3-bedroom, 2.5-bath IBIS model townhome, built in 2020, offers 1,568 sq ft of thoughtfully designed living space and sits on an oversized lot of approximately 4,100 sq ft — nearly double the lot size of many newer townhomes in the community. One of the most exceptional features of this property is the extended driveway with space for up to 6 vehicles, in addition to the 1-car garage — a rare and highly desirable feature among townhomes in Waterleigh, perfect for families and guests. Inside, the home features a bright open-concept layout with a modern kitchen, spacious living and dining areas, and abundant natural light throughout. Upstairs, you’ll find well-sized bedrooms, including a comfortable primary suite with walk-in closet and private bath. Step outside and enjoy the added outdoor space that truly sets this property apart — ideal for relaxing, entertaining, or simply enjoying extra privacy. Waterleigh offers resort-style amenities including multiple pools, clubhouse, fitness areas, parks, walking trails, and top-rated schools nearby, all within one of the fastest-growing areas of Horizon West.

Beds:
2
Baths:
2.00
Sq.Ft.:
n/a
Status:
NEW LISTING
MLS#:
A11989247
Type:
Single Family
Subdivision:
TOWNHOMES OF WINTER GARDEN
Year built:
1984
Courtesy: Windermere Realty Group Ramon Rosquete 407-383-3147
View additional info

ADDITIONAL INFORMATION

NEW PRICE. CONVENIENT 1 STORY CORNER 2/2 TOWNHOME, WITH 2 ASSIGNED PARKING SPACES, NEARBY THE HIGHWAY 50 AND THE WINTER GARDEN VILLAGE MALL WITH SUPERMARKET, LOWES, RESTAURANTS, BANKS, SHOPPING, ETC.

Beds:
5
Baths:
4.00
Sq.Ft.:
3,617
Status:
NEW LISTING
MLS#:
O6392997
Type:
Single Family
Subdivision:
Encore At Ovation
Lot size:
0.38 Acres
Year built:
2023
A broker reciprocity listing Courtesy: COLDWELL BANKER REALTY 407-647-1211
View additional info

ADDITIONAL INFORMATION

Welcome home! Experience the finest of modern luxury in this "architecturally" designed estate. Situated in one of the Top Rated communities in Winter Garden, at Encore Ovation, on a 0.38-acre premium lot. Boasting over $200,000 in QUALITY UPGRADES, this residence features, five bedrooms and four bathrooms. Step onto the elegant 48 X 48 ceramic tiling that flows throughout the main level, transitioning to rich engineered hardwood on the second floor. A striking custom wood and TEMPERED glass staircase serves as a focal point, leading to a spectacular second floor entertainment gallery enclosed in TEMPERED glass with private balcony. A GOURMET DREAM KITCHEN , featuring custom wood cabinetry, Exotic Quartzite countertops, and a custom-fitted pantry. Equipped for the foodie enthusiast, with a SUB -ZERO refrigerator for peak freshness, a Wolf precision oven, a Thermador hub, and a dual-zone wine chiller, for years of gatherings and conversations. Retreat to the oversized travertine-floored lanai, overlooking a sprawling backyard already prepped with plumbing for a summer kitchen-the perfect. The perfect canvas for a custom infinity pool. Other features include;motorized designer blinds, custom lighting installations, and high-efficiency ceiling fans. A spacious garage with built-in overhead storage racks. HOA INCLUDES LAWN CARE AND BASIC LANDSCAPING, for true low-maintenance living.Enjoy resort-style community amenities just steps from your home.These include a clubhouse, fitness center, community pool and steps from a dog park and walking trails. End your day on your private Master Suite balcony, embracing breathtaking sunsets over Lake Mac. Welcome to paradise!

Beds:
4
Baths:
4.00
Sq.Ft.:
4,307
Status:
NEW LISTING
MLS#:
O6393987
Type:
Single Family
Subdivision:
Reserve/carriage Pointe Ph 1
Lot size:
0.21 Acres
Year built:
2014
A broker reciprocity listing Courtesy: ORLANDO HIGHLAND REALTY LLC 561-385-7610
View additional info

ADDITIONAL INFORMATION

One or more photo(s) has been virtually staged. Welcome to 15558 Sandfield Loop, a refreshed residence offering a turn-key lifestyle within one of Winter Garden’s most exclusive and hard-to-find GATED community. This house has been freshly updated from top to bottom, including new interior and exterior paint that makes the whole place feel brand new. The first thing you'll notice when you walk in is the massive, two-story high ceiling in the living area—it brings in tons of natural light and gives the home a great, airy feel. The kitchen has been fully redone with modern two-tone cabinets and beautiful quartz countertops. Throughout the home, you will find fresh paint and new flooring that perfectly complement the contemporary aesthetic. Situated within a highly-rated school zone, this MOVE IN READY property combines the security of a premier gated community with grand architectural features and stylish updates.

Beds:
1
Baths:
1.00
Sq.Ft.:
738
Status:
NEW LISTING
MLS#:
O6393946
Type:
Condo
Subdivision:
Southern Pines Condo
Lot size:
0.03 Acres
Year built:
2005
A broker reciprocity listing Courtesy: EC REAL ESTATE INVEST.& RENTAL 954-775-4221
View additional info

ADDITIONAL INFORMATION

Welcome to Southern Pines in the heart of Winter Garden. This well-maintained 1-bedroom, 1-bath upper-level condo offers a bright and functional layout with abundant natural light. The kitchen features granite countertops, ample cabinetry, and a practical layout that connects to the living and dining areas, creating a comfortable flow for everyday living. The open layout and high ceilings help maximize the space and give the unit an airy feel. The bedroom is comfortable and well-sized, offering a quiet and private retreat. This unit also includes an attached 1-car garage and additional storage, a valuable feature within the community. Southern Pines is a gated community with resort-style amenities including a pool, fitness center, tennis courts, basketball, racquetball, sand volleyball, playground, and clubhouse. The HOA covers lawn care, water, cable, and internet for added convenience. Ideally located near Winter Garden Village, Historic Downtown Winter Garden, and the West Orange Trail, with easy access to SR-429, Florida Turnpike, SR-408, and SR-50. Daily conveniences are just minutes away, including Publix (approx. 3 minutes) and Costco (approx. 8 minutes). Make this property your home today.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,699
Status:
NEW LISTING
MLS#:
O6393663
Type:
Townhouse
Subdivision:
Tucker Oaks Bldg 5
Lot size:
0.07 Acres
Year built:
2008
A broker reciprocity listing Courtesy: EPIC REAL ESTATE ADVISORS LLC 407-495-3672
View additional info

ADDITIONAL INFORMATION

Welcome to this spacious 3 bedroom 2.5 bath home situated on a quiet cul-de-sac with no rear neighbors and low HOA in the highly desirable Winter Garden area! This well maintained property features an open and functional floor plan with generous living spaces and abundant natural light, ideal for both everyday living and entertaining. The kitchen offers ample cabinet and counter space, flowing seamlessly into the main living areas. The primary suite provides a comfortable retreat with a private bath, while two additional bedrooms offer flexibility for family, guests, or a home office. Enjoy a private screened patio perfect for relaxing or hosting gatherings. Prime location, just minutes from everything Winter Garden has to offer! Conveniently located near shopping, dining, and entertainment with easy access to Highway 50 and the Florida Turnpike. Don’t miss this opportunity, schedule your private showing today!

Beds:
6
Baths:
4.00
Sq.Ft.:
4,181
Status:
NEW LISTING
MLS#:
O6393373
Type:
Single Family
Subdivision:
Cypress Reserve Ph 2
Lot size:
0.24 Acres
Year built:
2019
A broker reciprocity listing Courtesy: ELEVATE REAL ESTATE BROKERS 954-772-3870
View additional info

ADDITIONAL INFORMATION

Rare opportunity to own a 6-bedroom, 4,181 sq ft home with water views in Winter Garden's Cypress Reserve community. Built in 2019, this spacious residence sits on a premium homesite with expanded distance from neighboring properties, providing privacy rarely found in newer construction neighborhoods. The home features a gourmet kitchen with two oversized islands, ideal for entertaining and everyday living. The open-concept layout flows seamlessly into large living and dining spaces filled with natural light and scenic water views. With six bedrooms and 3.5 bathrooms, this home offers exceptional flexibility for multigenerational living, guest accommodations, or dedicated work-from-home spaces. Located just minutes from Downtown Winter Garden, residents enjoy easy access to award-winning restaurants, boutique shopping, the popular Winter Garden Farmers Market, and miles of outdoor recreation along the West Orange Trail. The property is also near the highly anticipated Tucker Ranch Park development, which will bring new green spaces, trails, and community amenities to the area. Homes offering over 4,000 square feet with water views in Winter Garden are rarely available, making this an exceptional opportunity in one of Central Florida’s most desirable communities.

Refine Property Search
Page 1 | 2 | 3 | 4 | 5 | 6 | 7 | 8 | 9 | 10 of 27    Prev | Next
1–25 of 652 properties displayed
Andrea Conner, License #BK3437731, Xome Inc., License #1043756, [email protected], 844-400-9663, 750 State Hwy 121 Bypass, Suite 100, Lewisville, TX 75067


Listings courtesy of Stellar MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of {{last updated}}. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Properties displayed may be listed or sold by various participants in the MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Copyright 2026, My Florida Regional MLS DBA Stellar MLS.

Andrea D. Conner, License # BK3437731, Xome Inc., License CQ1043756, [email protected], 844-400-XOME, 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067

All listings featuring the BMLS logo are provided by BeachesMLS, Inc. This information is not verified for authenticity or accuracy and is not guaranteed. Copyright © 2026 BeachesMLS, Inc.


Andrea D. Conner, License # BK3437731, Xome Inc., License CQ1043756, [email protected], 844-400-XOME, 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067

The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Use of search facilities of data on the site, other than a consumer looking to purchase real estate, is prohibited. © 2026 MIAMI Association of REALTORS®, all rights reserved.




Winter Garden Real Estate

Winter Garden is located in Florida. Winter Garden, Florida has a population of 45,978. Winter Garden is more family-centric than the surrounding county with 38.52% of the households containing married families with children. The county average for households married with children is 31.51%.

The median household income in Winter Garden, Florida is $90,157. The median household income for the surrounding county is $65,784 compared to the national median of $69,021. The median age of people living in Winter Garden is 38.7 years.

Winter Garden Weather

The average high temperature in July is 92.2 degrees, with an average low temperature in January of 46.8 degrees. The average rainfall is approximately 52.1 inches per year, with 0 inches of snow per year.

Winter Garden Map

Winter Garden Real Estate Market Conditions

  • Median sales price

    $589,312
    29.6%
    change since last quarter
  • # Active listings

    615
    30-day change

Winter Garden Schools and Demographics

Education near Winter Garden, FL

City County
High School Graduates 90.26 89.47
College Degree - 2 year 8.94 11.45
College Degree - 4 year 41.37 35.7
Graduate Degree 10.73 9.12
Expenditures per Student 12,701 12,701
Students per Teacher 17.3 17.3

Elementary Schools near Winter Garden, FL

Grades Students P/T Ratio ZIP
Citrus Elementary School KG - 05 654 16.4 34761
Dillard Street Elementary School PK - 05 742 15.5 34787
Hope Charter School KG - 08 451 13.7 34761
Kids Community College Charter KG - 05 141 14.1 34734
Lake Whitney Elementary School PK - 05 598 14.9 34787
Montessori of Winter Garden Charter KG - 08 205 15.8 34787
Oakland Avenue Charter School KG - 05 529 15.6 34760
Ocoee Elementary School PK - 05 804 14.9 34761
Spring Lake Elementary School PK - 05 617 14.7 34761
Sunridge Elementary PK - 05 720 15.7 34787
Thornebrooke Elementary School PK - 05 741 14.8 34761
Tildenville Elementary School PK - 05 540 14.6 34787
Westbrooke Elementary School KG - 05 611 14.6 34761
Whispering Oak Elementary School PK - 05 812 16.2 34787
William S Maxey Elementary PK - 05 271 12.9 34787

Middle Schools near Winter Garden, FL

Grades Students P/T Ratio ZIP
Bridgewater Middle School 06 - 08 1,373 19.1 34787
Lakeview Middle School 06 - 08 1,032 16.6 34787
Ocoee Middle School 06 - 08 1,375 18.8 34761
Sunridge Middle 06 - 08 1,260 19.7 34787

High Schools near Winter Garden, FL

Grades Students P/T Ratio ZIP
Legacy High Charter 09 - 12 171 12.2 34761
Ocoee High School 09 - 12 2,243 21.2 34761
West Orange High School 09 - 12 3,835 21.5 34787

Demographics near Winter Garden, FL

City County
Neighborhood Type Suburban
Population 45,978 1,409,949
Population Density 2,827 1,562
Median Age 38.7 35.7
People per Household 3.1 2.9
Median Household Income 90,157 65,784
Average Income per Capita 37,351 33,498

Real estate near Winter Garden