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10750 Petrillo Way, Winter Garden
$625,000
3 Beds ⋅ 3 Baths ⋅ Winding Bay SubDv. ⋅ 34787 Zip Code
Move-in ready single-story home in Winding Bay, part of Horizon West in Winter Garden. Tile flooring, upgraded in 2025, runs throughout with no carpet anywhere. The open kitchen features an oversized island, custom range hood, upgraded cabinetry with crown molding, and under-cabinet lighting. The primary suite offers plantation shutters, dual sinks, a large walk-in closet, and an en-suite bath fully renovated in 2026 with floor-to-ceiling tile and a rain shower head. Two secondary bedrooms share a Jack-and-Jill bathroom. At the front of the home, a 12x17 flex room works as an office or fourth bedroom. Double sliding doors open to a screened lanai with sun shades and a fully fenced backyard, with views of Disney fireworks. Additional features include solar panels, a whole-home water softener, and a kitchen reverse osmosis system. The community offers a pool, park, and dog park, with convenient access to shopping, dining, and major roadways. Schedule your showing today!

10750 Petrillo Way, Winter Garden
16773 Wingspread Loop, Winter Garden
$925,000
5 Beds ⋅ 4 Baths ⋅ Hawksmoor Ph 4 SubDv. ⋅ 34787 Zip Code
Virtually Staged. Welcome to this impressive 5-bedroom, 4-bath home with a 3-car garage in the highly desirable Hawksmoor community of Horizon West. Built in 2021, this beautifully designed two-story home offers an exceptionally flexible floor plan, generous indoor and outdoor living spaces, peaceful water and natural views, plus an outstanding energy feature a Tesla whole-home backup power system with solar.One of the home's most valuable upgrades is its Tesla backup battery and solar system designed to provide whole-home backup power. The sellers currently enjoy an electric bill of approximately $34 per month, and the entire solar and battery system will transfer to the new buyer at no additional cost, providing an exceptional combination of energy efficiency, backup power and long-term value.From the moment you arrive, the home makes a great first impression with attractive architectural details, mature landscaping, a paver driveway and three-car garage. Step inside to a welcoming foyer and a dedicated private office, providing an ideal space for working or studying from home.The heart of the home is the expansive open-concept living area, where the kitchen, dining and family rooms flow seamlessly together. The spacious kitchen features an oversized center island with abundant seating, extensive cabinetry and counter space, gas cooktop, built-in oven and microwave, stainless steel appliances and a separate walk-in pantry. Large sliding glass doors fill the living area with natural light and create a wonderful connection to the outdoor living space.The first floor also features a bedroom and full bath, offering excellent flexibility for overnight guests, extended family or multigenerational living.Upstairs, the oversized primary suite provides a relaxing retreat with a tray ceiling, multiple windows and beautiful views. The spacious primary bath features dual vanities, a soaking tub and separate walk-in shower. Additional bedrooms and baths provide plenty of room, while the conveniently located upstairs laundry room makes everyday living easier.An expansive upstairs loft/family room provides an entirely separate living area with endless possibilities as a media room, game room, playroom, fitness area or second family room.Outdoor living is another standout feature. Large sliding doors open to an extended covered lanai overlooking the spacious fenced backyard, water and natural green space beyond. Whether enjoying your morning coffee, entertaining friends or relaxing at the end of the day, this peaceful setting provides an inviting extension of the home with plenty of usable yard space.Beyond the property, Hawksmoor offers an amenity-rich lifestyle with a resort-style community pool, clubhouse, fitness center, playground and outdoor recreation. Located in Horizon West, the community provides convenient access to shopping, dining and entertainment at Hamlin, area parks and trails, SR-429, Walt Disney World and the many attractions of Central Florida. Historic Downtown Winter Garden, with its restaurants, shops, farmers market and West Orange Trail, is also within easy reach.

16773 Wingspread Loop, Winter Garden
13184 Dendy Way, Winter Garden
$634,900
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 Family Room has electric blinds too! 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 that's already epoxy coated, 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
1553 Spring Ridge Circle, Winter Garden
$449,500
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
113 W Division Street, Winter Garden
$455,000
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
17077 Wingspread Loop, Winter Garden
$1,325,000
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, a saltwater chlorinator 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
301 Valencia Court, Winter Garden
$649,000
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
368 N Boyd Street, Winter Garden
$774,900
4 Beds ⋅ 3 Baths ⋅ Winter Garden Shores Add 02 SubDv. ⋅ 34787 Zip Code
Exciting news for potential buyers! We've just reduced the listing price significantly and we're offering $10,000 in closing cost assistance or a rate buydown, your choice! This is a fantastic opportunity to make Winter Garden even more affordable! 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
16124 Azure Key Street, Winter Garden
$765,000
5 Beds ⋅ 4 Baths ⋅ Waterleigh Ph 2b SubDv. ⋅ 34787 Zip Code
**DREAM HOME ALERT** PREMIUM LOT – WATER VIEW WITH BEAUTIFUL FOUNTAIN, NO REAR NEIGHBORS **PRIVACY BUSHES** PLUS BONUS/LOFT; FIRST FLOOR BEDROOM & FULL BATHROOM **GOURMET KITCHEN** LOTS OF UPGRADES**MAINTENANCE FREE COMMUNITY. Welcome to this beautiful spacious home located in Winter Garden’s highly coveted Waterleigh community which features beautiful homes, incredible amenities and lake views at every turn. This move-in ready Cresswell home is one of the builder’s most popular floor Plan. A beautiful porch welcomes you to this home, as you enter the foyer, to the left is a bedroom and full bath that can be used as an office or bedroom for an in-law or teenage/adult child offering much privacy from the rest of the home. The well-appointed gourmet kitchen overlooks the casual dining area, family room and outdoor lanai. This home features a SPACIOUS KITCHEN ISLAND and WALK-IN PANTRY for extra storage along with STAINLESS STEEL APPLIANCES. As we head up to the second floor, we are greeted with a HUGE LOFT AREA. You will also find the rest of the bedrooms and Master suite upstairs with a split plan for privacy. The Master has a VERY SPACIOUS WALK-IN CLOSET with CUSTOM BUILT-INS, as well as ensuite bathroom with double sinks, Walk-in Shower & separate SOAKING TUB and private toilet area with door. Down the hall from the master (split plan allowing privacy) we will find two additional bedrooms with large closet space that share a second upstairs bathroom with dual sinks and linen closet for extra storage. While a fourth bedroom is complete with a walk-in closet and ENSUITE BATHROOM. Your laundry room is also located on the second floor for convenience. Low HOA FEE of just $245 a month and INCLUDES ALL LAWN CARE CUTTING, FERTILIZATION, EXTERIOR PEST CONTROL & TRIMMING OF HEDGES/TREES of your LARGE lot...in addition to the community's incredible resort-style pools, clubhouses, fitness centers, parks, playgrounds, dog park, beach volleyball, tennis courts, putt-putt, fishing pier, walking trails…& MORE! This HOME IS THE PERFECT location with a PUBLIX SHOPPING CENTER just a short distance from home, located at the community entrance. That’s NOT ALL-WATERLEIGH is a GOLF CART FRIENDLY COMMUNITY that is conveniently located to all of the exciting shopping, dining & entertainment of Winter Garden’s Horizon West -- minutes from Walt Disney World & other area attractions -- minutes from HWY 429 access with easy direct connection to anywhere in Central Florida & beyond -- zoned for top-notch schools. WELCOME HOME! Some Post Builder UPGRADES and ADD-ONS include (see attachment for full list) Central Vac system, In-Ceiling Speakers, Internet Cable system, Upgraded Pendant lighting & tiled backsplash in Kitchen, High end Bosch Dishwasher installed 2024, Screened in porch, Extended paved deck and backyard firepit, Fully Fenced in backyard with 2 gates, Tall Privacy bushes installed on both sides of fence, GUTTERS, Epoxy floors in garage, Ultra quiet My Q controlled garage doors, Upgraded smart strand stain resistant carpet with upgraded padding for comfort and sound control, Master closet built-ins, Multiple Storage cabinets installed to laundry room and bathrooms, just to name a few.

16124 Azure Key Street, Winter Garden
9225 Holliston Creek Place, Winter Garden
$1,150,000
5 Beds ⋅ 4 Baths ⋅ Watermark Ph 1b SubDv. ⋅ 34787 Zip Code
Welcome to 9225 Holliston Creek Place, an exceptional pool home nestled on a premium corner lot in one of Winter Garden's most sought-after communities. From the moment you arrive, the lush landscaping, side-entry garage, and beautifully maintained exterior set the tone for everything this home has to offer. Step inside and you are immediately greeted by soaring ceilings, an abundance of natural light, and a thoughtfully designed open floor plan that flows seamlessly from the formal living and dining areas into the heart of the home. The spacious kitchen is a true entertainer's dream, featuring generous counter space, ample cabinetry, and a layout that opens directly to the main living area — perfect for gatherings of any size. The dedicated home office is one of the standout features of this property — large, well-appointed, and completely separate from the living spaces, giving you the ideal work-from-home setup or the flexibility to use as a fifth bedroom, playroom, or media room. The primary suite is a private retreat, offering a generous layout, spa-like en suite bathroom with dual vanities, soaking tub, and walk-in shower. Secondary bedrooms are well-sized and thoughtfully positioned for privacy. Step outside and discover your own backyard oasis. The screened pool and lanai area is designed for true Florida living — whether you are taking a morning swim, hosting a weekend cookout, or simply unwinding at the end of the day. The summer kitchen is fully equipped and perfectly positioned to make outdoor entertaining effortless, with everything you need just steps from the pool deck. Being on a corner lot provides additional yard space, extra privacy, and enhanced curb appeal that interior lots simply cannot match. Located in a vibrant, well-established Winter Garden community with easy access to top-rated schools, SR-429, the 408, shopping, dining, and all of Central Florida's best attractions — this one truly checks every box.

9225 Holliston Creek Place, Winter Garden
15367 Shonan Gold Drive, Winter Garden
$859,000
5 Beds ⋅ 5 Baths ⋅ Hamlin Reserve SubDv. ⋅ 34787 Zip Code
Welcome to this exceptional model home in the highly sought-after Hamlin Reserve, one of Winter Garden’s premier communities. Perfectly positioned on a desirable corner homesite, this beautifully designed two-story residence offers the ideal combination of luxury, functionality, and lifestyle. One of the home’s most valuable features is the private detached apartment above the two-car garage, complete with its own full bathroom. This versatile space is perfect as an in-law suite, private guest quarters, home office, fitness studio, or an ideal retreat for extended family and visitors—allowing everyone to enjoy their own space while preserving the privacy of the main residence. Inside the main home, you’ll find elegant flooring throughout the main living areas, custom built-in cabinetry in the family room, and a luxurious primary suite designed for comfort and relaxation. The chef-inspired kitchen showcases 42” painted linen upper cabinetry with espresso maple lower cabinets, an oversized quartz island with pendant lighting, designer tile backsplash, quartz countertops, and premium stainless steel gas appliances, creating the perfect space for everyday living and entertaining. Step outside to your private backyard oasis featuring a covered lanai, fenced yard, and sparkling pool—ideal for enjoying Florida’s year-round outdoor lifestyle. Residents of Hamlin Reserve enjoy outstanding community amenities including a private clubhouse, resort-style pool, walking trails, parks, open green spaces, and a dog park. Located in the heart of Winter Garden, consistently recognized as one of the most desirable places to live in the Orlando area, this home offers access to top-rated schools, exceptional restaurants, shopping, entertainment, and the vibrant Hamlin Town Center. Just minutes from Walt Disney World, major highways, and Orlando’s world-class attractions, this location offers the perfect balance of convenience, recreation, and community living. This is more than a home—it’s a lifestyle opportunity. Schedule your private showing today.

15367 Shonan Gold Drive, Winter Garden
14681 Seton Creek Boulevard, Winter Garden
$769,000
4 Beds ⋅ 4 Baths ⋅ Watermark Ph 1b SubDv. ⋅ 34787 Zip Code
$7,500 Seller concession towards buyer’s rate buy down or closing costs + $500 towards Home Warranty. — WELCOME HOME to this spacious 3 bedroom / 2 full & 2 half bathroom property with large BONUS ROOM / 4th bedroom, nestled in the desirable Horizon West area of Winter Garden. Conveniently located within the Watermark community, just one mile east of the 429 and a short drive to all major theme parks, shopping and dining. Built in 2016 by Meritage Homes, this Alcott model offers over 2500sqft with oversized living areas and extensive upgrades throughout. Expansive backyard that contains a covered outdoor space, complete with summer kitchen and hot tub, under warranty until Feb/2027. Step into the fully fenced backyard onto the private putting green with tropical landscaping. Owned SunPower 2KW 6-Panel solar system. Large 2-car garage with sealed floor, overhead storage and 50 Amp Heavy Duty EV Charging Port. Original owner who has meticulously cared for this low maintenance and energy efficient property. A/C unit replaced in Sept/2024 with 10 Year warranty. Screen enclosure structure and roof under 10 Year warranty. This property is a move-in ready gem, and will not last long. Schedule your showing today!

14681 Seton Creek Boulevard, Winter Garden
16945 W Phil C Peters Road, Winter Garden
$1,490,000
6 Beds ⋅ 4 Baths ⋅ Na SubDv. ⋅ 34787 Zip Code
TWO HOMES FOR THE PRICE OF ONE.... Explore this stunning 10-acre lakefront estate in southwest Winter Garden with everything you’ve been dreaming of within 20 minutes of all the major theme parks in Central Florida. This beautiful tree-lined property offers privacy, shade, and plenty of space for both you and your animals. The owners have enjoyed using the land as a family ranch and oasis for many years, making it an ideal home for horse owners or those who just want to get away to relax and create lasting memories. You’ll also love the peaceful waterfront setting, where you can enjoy breathtaking sunsets. Beyond the incredible land, the property includes a spacious 3,196-square-foot main home with four bedrooms, three bathrooms, fireplace, screened patio and swimming pool with outdoor spa. In 2017 owners built a 1,200-square-foot guest house with a two-car garage, perfect for visitors or extra living space. Both homes are equipped with metal roof and screened porches. Despite its peaceful country feel, you’re still conveniently close to hospitals, restaurants, and shopping. If you’re looking for a property that combines the beauty of ranch living with laid back comfort and convenience, this is the perfect place to call home. Video https://youtu.be/FU5ZvzJ_3PM

16945 W Phil C Peters Road, Winter Garden
15604 Granlund Street, Winter Garden
$775,000
4 Beds ⋅ 4 Baths ⋅ Carriage Pointe A-I & L SubDv. ⋅ 34787 Zip Code
Some homes are simply updated. This one has a personality all its own. Welcome to this one-of-a-kind 4-bedroom, 4-bath home in the gated community of Carriage Pointe, where artistic design, modern renovations, and exceptional indoor-outdoor living come together to create a truly unforgettable home. This oversized 0.34-acre corner lot sits on a quiet dead-end street with no neighbors to the left or rear. Mature privacy hedges surround the fenced backyard, creating a peaceful retreat, while two gated community entrances provide convenient access to shopping, dining, and major roadways. From the moment you arrive, the home impresses with its stacked stone façade, paver driveway, oversized 3-car garage, and professionally landscaped grounds featuring majestic oak trees, palms, agave, and decorative rock landscape beds. Inside, every detail has been thoughtfully designed. Updated flooring, beautifully renovated bathrooms, plantation shutters, and brand-new Reece impact-rated windows provide modern comfort, while artistic finishes add a distinctive character rarely found in residential homes. The welcoming foyer and formal living and dining spaces feature custom faux brick and textured wall finishes created by an artist who contributed to the Wizarding World attractions at Universal Orlando. The beautifully renovated kitchen is designed for everyday living and entertaining with dramatic black-and-white quartz countertops, a full-height matching backsplash, a stunning waterfall-edge island, abundant cabinetry, breakfast bar seating, and a sunny breakfast nook overlooking the spacious family room. The spacious primary suite offers a private retreat with a custom designer accent wall, dual walk-in closets, and a luxurious bath featuring dual vanities, a soaking tub, and a large frameless glass shower. Two secondary bedrooms share a convenient Jack-and-Jill bath, while the fourth bedroom and additional full bath provide flexibility for family, guests, or a home office. A standout feature is the private upstairs bonus room with its own full bath. Professionally soundproofed and currently used as a DJ studio, this versatile space can easily become a recording studio, podcast room, theater, gaming lounge, fitness space, office, or private guest suite. Enjoy Florida living year-round in the enclosed sunroom with insulated ceiling, creating a comfortable extension of the home's living space. Beyond awaits an incredible backyard retreat featuring a beautifully designed raised paver gathering space anchored by a grand wood-burning fireplace, creating the perfect outdoor setting for entertaining, relaxing, and enjoying evenings under the stars. Professional landscape lighting and mature privacy landscaping complete this special outdoor escape, with plenty of room to play, garden, or add a future pool. If you've been searching for a home that feels anything but ordinary, you've found it. With its creative design, thoughtful updates, versatile spaces, and unforgettable backyard, this is more than a home - it’s a place where memories are made.

15604 Granlund Street, Winter Garden
721 S Woodland Street, Winter Garden
$400,000
2 Beds ⋅ 1 Baths ⋅ Borders & Woosley Sub SubDv. ⋅ 34787 Zip Code
Located within Winter Garden’s golf cart district and just minutes from Plant Street, this property offers a distinctive combination of current residential use, C-2 General Commercial zoning, and no HOA. The single-story, concrete-block home includes 2 bedrooms, 1 bathroom, 1,034 square feet of heated living space, an enclosed porch that provides additional flexible space, and a roof replaced in 2023. The interior is ready for renovation, allowing the next owner to update the property according to their intended use and vision. Situated on an approximately 0.19-acre homesite, the property also features mature shade trees, a concrete driveway, and fenced sections of the yard. Its central Winter Garden location provides convenient access to the restaurants, shops, farmers market, community events, and West Orange Trail surrounding downtown and Plant Street, while nearby golf-cart-friendly roadways offer another way to explore the area. Whether considered for continued residential use, a renovation project, or a future business opportunity, this property presents a range of possibilities in a well-connected location. Buyers should independently verify all intended uses, permitting requirements, and zoning regulations with the City of Winter Garden.

721 S Woodland Street, Winter Garden
17242 Lake Star Road, Winter Garden
$975,000
4 Beds ⋅ 4 Baths ⋅ Northlake/Ovation Ph 1 SubDv. ⋅ 34787 Zip Code
Better Than New! Welcome to this stunning Ashton Woods Griffin II residence, completed in 2024 and located in the highly desirable Northlake at Ovation community in Winter Garden. Situated on a premium homesite with no rear neighbors, this beautifully upgraded home offers exceptional privacy, open green space views, and the perfect blend of luxury, comfort, and modern design. Featuring 4 bedrooms, 3 full bathrooms, 1 half bath, and an oversized 3-car garage, this thoughtfully designed floor plan offers 3,101 square feet of beautifully appointed living space filled with natural light, elegant finishes, and carefully selected designer upgrades. The heart of the home is the gourmet kitchen, featuring stone countertops, an expansive countertop workspace, a functional center island, stainless steel appliances, abundant cabinetry, and an open-concept layout that seamlessly connects to the dining and great room—perfect for entertaining and everyday living. One of this home's most remarkable features is its collection of professionally designed architectural upgrades that elevate it far beyond builder-grade finishes. The living room showcases a spectacular custom entertainment feature wall finished with contemporary wood slat panels, creating a amazing designer focal point. Flanking the fireplace are elegant custom-built drywall display shelves with integrated LED accent lighting, adding warmth, depth, and architectural character to the space. Further enhancing the home's luxurious feel is the upgraded frameless glass stair railing, creating a clean, open, and contemporary aesthetic while allowing natural light to flow freely throughout the home. Completing the design are custom floor-to-ceiling designer draperies that beautifully frame the dramatic two-story windows, adding elegance, texture, and sophistication to the main living area. The spacious primary suite offers a luxurious retreat with an oversized walk-in closet and a spa-inspired bathroom featuring dual vanities and a large walk-in shower. The additional bedrooms provide generous accommodations for family and guests while maintaining privacy and comfort. Step outside and enjoy one of the community's most desirable homesites, offering no rear neighbors, tranquil open green space, and a peaceful natural setting rarely found in newer communities. Built by Ashton Woods and completed in 2024, this home combines all the advantages of nearly new construction with the added value of premium custom improvements already completed. Residents of Northlake at Ovation enjoy outstanding community amenities including a resort-style swimming pool, clubhouse, playground, dog park, sidewalks, and beautifully maintained common areas, all conveniently located just minutes from Walt Disney World®, Horizon West, Hamlin Town Center, shopping, dining, top-rated schools, major highways, and Orlando's world-famous attractions. If you've been searching for a move-in-ready home that offers designer finishes, premium upgrades, exceptional privacy, and an unbeatable location, this is an outstanding opportunity. Schedule your private showing today!

17242 Lake Star Road, Winter Garden
1155 Prado Lane, Oakland
$2,575,000
5 Beds ⋅ 7 Baths ⋅ Grove/Oakland SubDv. ⋅ 34787 Zip Code
Pre-Construction. To be built. Welcome home to The Wildflower, an exquisitely crafted new construction estate nestled within the exclusive community of The Grove in charming Oakland, Florida. Masterfully built by the renowned Justice & Wood Builders — whose principals each bring over 25 years of custom homebuilding experience — this stunning residence delivers the perfect blend of timeless craftsmanship, thoughtful design, and elevated luxury living. Spanning 4,210 square feet of livable space (5,914 total sq ft) across a thoughtfully designed floor plan, The Wildflower offers 5 bedrooms, 5 full baths, and 2 half baths, providing ample room for families who prioritize space and style. From the moment you arrive, every detail speaks to the quality and care poured into this home. Inside, a versatile loft and flex room provides endless possibilities — a home office, media room, playroom, or private retreat. The open, flowing layout is designed for both everyday living and effortless entertaining. Step outside to your own private resort. A custom pool and spa take center stage in the backyard oasis, a covered rear lanai with roll down screens, a fireplace complemented by a summer kitchen and cabana — perfect for hosting under the Florida sun. Enjoy evenings at home with a built in fire pit and beautiful landscape lighting. A 3-car garage rounds out the thoughtful features that make this home as functional as it is beautiful. Located just minutes from downtown Winter Garden's vibrant dining and shopping scene, top-rated schools, and easy access to the Florida Turnpike, The Grove offers the rare combination of peaceful small-town living with big-city convenience. Estimated completion Spring 2027. Secure your lot today and experience the Justice & Wood difference — where every home is built with excellence, without cutting corners.

1155 Prado Lane, Oakland
20 E Division Street, Winter Garden
$985,000
4 Beds ⋅ 3 Baths ⋅ Winter Garden Shores First Add SubDv. ⋅ 34787 Zip Code
Welcome to one of Winter Garden's most remarkable custom transformations. This wasn't a flip—it was the owner's forever dream home. Originally built in 1959 and completely reimagined in 2023 and 2026. This extraordinary residence has undergone an extensive renovation and expansion, creating a truly one-of-a-kind property just minutes from Historic Downtown Winter Garden and Plant Street. Offering 2,729 square feet of beautifully designed living space, this 4-bedroom, 3-bathroom home showcases exceptional craftsmanship, thoughtful design, and luxury finishes throughout. In 2026, the owners completed a stunning expansion that includes an ultra-luxury primary suite designed as a private retreat. The spa-inspired custom bathroom features premium finishes, a private sauna, and a level of comfort rarely found at this price point. The heart of the home features open-concept living spaces filled with natural light, designer finishes, and seamless flow for everyday living and entertaining. Step outside to your private backyard oasis featuring a brand-new custom pool completed in 2026, creating the perfect setting for relaxing weekends and unforgettable gatherings. Major improvements include a 2026 HVAC system, 2026 luxury primary suite addition, 2026 custom pool, 2022 plumbing, 2022 electrical, 2018 roof, and all new windows installed in 2018, providing peace of mind for years to come. Every inch of this home tells the story of a family who spared no expense creating their dream home. Now, that dream can become yours. Schedule your private showing today!!!

20 E Division Street, Winter Garden
5150 Citrus Leaf Boulevard, Winter Garden
$943,000
5 Beds ⋅ 5 Baths ⋅ Silverleaf Reserve/Hamlin Ph 2 SubDv. ⋅ 34787 Zip Code
TURN KEY ! This stunning 5-bedroom, 4.5-bath home is packed with upgrades — Calacatta countertops, ceiling-height cabinets, automated curtains, under-cabinet lighting, a gourmet kitchen with tower, Tesla charger, and more! Fully furnished and beautifully maintained, it also features custom-built cabinetry in the living room and office, plus a converted garage gym. Only 2 years old and conveniently located near top-rated Hamlin Elementary and Middle Schools, in a community with a low HOA that includes a pool and sports court. A truly exceptional home in the heart of Hamlin — move-in ready and impeccably maintained!

5150 Citrus Leaf Boulevard, Winter Garden
14050 Fairway Willow Lane, Winter Garden
$599,000
3 Beds ⋅ 2 Baths ⋅ Woodbridge On Green SubDv. ⋅ 34787 Zip Code
Welcome to this beautifully maintained home in the highly sought-after Woodbridge on the Green community, overlooking West Orange Country Club and perfectly situated in the hub of Winter Garden. This waterfront home offers a blend of comfort, style, and convenience—ideal for anyone looking to enjoy the best of Central Florida living. Step inside to an inviting, light-filled layout featuring spacious living areas, high ceilings, and thoughtfully designed spaces that make everyday living effortless. The kitchen offers generous counter space, ample cabinetry, and a functional layout perfect for cooking, entertaining, or gathering with family. The primary suite provides a peaceful retreat with a well-appointed bathroom and plenty of closet space. Additional bedrooms are comfortably sized and versatile—ideal for guests, a home office, or a growing household. Outside, enjoy a very large private backyard on the pond, with room to relax, garden, or entertain. New concrete tile roof was installed in 2023. Woodbridge on the Green is known for its mature landscaping (fully HOA maintained), quiet streets, and welcoming atmosphere; the HOA also covers house painting on a rotating schedule and also yard lawncare, helping to ensure an immaculate community aesthetic. Located just minutes from Windermere, top-rated schools, major highways, and the charming Historic Downtown Winter Garden, this home offers unmatched convenience with shopping, dining, and entertainment right at your fingertips. This is a wonderful opportunity to own a home in one of Winter Garden’s most desirable neighborhoods—move-in ready and full of potential.

14050 Fairway Willow Lane, Winter Garden

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