Location: Winter Garden
Do Not Show Listings
12438 CLEAR SAPPHIRE DR #223, WINTER GARDEN, FL 34787
$689,99021 Days on yellowkey MLS ID: O6393877
Bed: 4 Bath: 4.0 Liv Area Sq Ft: 3460 Built: 2026Monthly Fee: $96Community: Osprey RanchSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$0
Elementary School: None
High School: None
Tax Year: 2026
Middle School: None
Remarks: Under Construction. .
Listing is courtesy of: K HOVNANIAN FLORIDA REALTY (321-263-2601)
Listing Agent: Richard Selikoff (201-741-7242)
12410 ENCORE AT OVATION WAY, WINTER GARDEN, FL 34787
$639,90022 Days on yellowkey MLS ID: O6393606
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1860 Built: 2022Monthly Fee: $192 Tax: $7,965 (2025)Community: Encore At OvationSingle Family
Taxes:$7,965
Elementary School: Water Spring Elementary
High School: Horizon High School
Tax Year: 2025
Middle School: Water Spring Middle
Remarks: Welcome to this impeccably maintained single-story residence offering serene water and conservation views in desirable Encore at Ovation. Thoughtfully designed with three bedrooms and two baths, this home blends comfort, style and effortless living. From the moment you arrive, charming curb appeal sets the tone with a welcoming front porch, shaker-shingle accents, stone detailing and carriage-style garage doors. Inside, an open-concept layout creates a seamless flow ideal for everyday living and entertaining. At the heart of the home, the chef’s kitchen impresses with a spacious island, upgraded apron-front farmhouse sink and natural gas range, balancing beauty and functionality. The kitchen overlooks the dining area, family room and extended covered lanai, all positioned to capture peaceful water views and enhance indoor-outdoor living. Elegant tile flooring runs throughout, offering sophistication and easy maintenance. The private owner’s suite serves as a relaxing retreat, featuring a spa-inspired bath with dual vanities, a soaking tub, separate shower and a generous walk-in closet. Two secondary bedrooms are thoughtfully on opposite side of the home and share a full bath, providing privacy for family or guests. A spacious laundry room adds everyday convenience. Modern upgrades include fiber-optic internet, a security system and exterior cameras, delivering seamless connectivity and smart home peace of mind. Residents of Encore at Ovation enjoy resort-style amenities including a clubhouse, fitness center, sparkling pool and lawn maintenance services. Ideally just minutes from shopping, dining, entertainment and world-renowned attractions like Disney, this home offers a blend of lifestyle and location. Don’t miss the opportunity to own this move-in-ready gem in one of the area’s sought-after communities.
Listing is courtesy of: PREMIER SOTHEBY'S INTL. REALTY (407-644-3295)
Listing Agent: Megan Byers (407-457-7131)
16331 TALIESIN ST, WINTER GARDEN, FL 34787
$829,00046 Days on yellowkey MLS ID: O6385168
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 3104 Built: 2020Monthly Fee: $115 Tax: $7,882 (2025)Community: Hawksmoor Ph 4Single Family
Taxes:$7,882
Remarks: This stunning home is beautifully situated in the heart of Horizon West and Winter Garden, Florida, just minutes from Walt Disney World Resort. The charming and picturesque community offers a welcoming neighborhood feel with wonderful amenities, including abundant green space, a large playground, fitness center, clubhouse, and community pool. With scenic streets perfect for walking, biking, and evening strolls, this is truly a place where you can relax, connect, and enjoy the best of Florida living. From the moment you arrive, you’ll feel right at home. The inviting foyer features warm and cozy shiplap details that set the tone for the thoughtful design throughout. Just off the entry is a private first-floor office with French doors, along with a secondary connecting door to the main living area, making it ideal for working from home, quiet study, or a peaceful retreat. Beautiful porcelain tile with a wood-look finish flows seamlessly through the main living spaces, creating an elegant yet comfortable atmosphere. The gourmet kitchen is the true heart of the home, offering light gray cabinetry, quartz countertops, brushed nickel hardware, and a perfectly coordinated backsplash. Built-in ovens, a cooktop, and a spacious island with pendant lighting make this space as functional as it is welcoming, while the large pantry and above- and below-cabinet lighting add both convenience and warmth. The main living area is designed for gathering and making memories, highlighted by a stunning stone feature wall with an electric fireplace, floating mantle, and mount for a television—creating the perfect focal point. The first floor also features a spacious laundry room, a convenient drop zone with shelves and hooks just inside from the garage, and a stylish powder bath. The primary suite, located on the main level, provides a relaxing escape with a tray ceiling, luxury vinyl plank flooring, and a generous walk-in closet. The spa-like primary bath continues the home’s elegant design with light gray cabinetry, granite countertops, and highly desirable separate vanities and mirrors. Upstairs, a large flex space provides endless possibilities for entertaining, movie nights, or game days with family and friends. Two bedrooms share a Jack and Jill bath with dual sinks and a tub-shower combination, while an additional bedroom and full hallway bath give comfort and privacy for guests or loved ones. Step outside and experience the true showstopper of the home — your private backyard oasis. The beautiful pool and spa feature stunning lighting for evening ambiance, a covered lanai perfect for outdoor dining or relaxing in the shade, and an expansive screened-in deck that provides a generous space for entertaining and lounging. The pool is gas heated for year-round enjoyment, and the privacy fence keeps neighboring homes out of view, creating a peaceful and secluded retreat. Solar panels make the home incredibly energy efficient, and additional upgrades include a water softener system. With all appliances included, this move-in-ready home is a wonderful opportunity to enjoy comfort, style, and convenience in one of Central Florida’s most desirable locations.
Listing is courtesy of: PREFERRED REAL ESTATE BROKERS (407-440-4900)
Listing Agent: Amy Kidwell Pa (407-848-8042)
15713 SWEET LIMETTA DR, WINTER GARDEN, FL 34787
$825,00098 Days on yellowkey MLS ID: O6372157
Bed: 4 Bath: 4.5 Liv Area Sq Ft: 3377 Built: 2018Monthly Fee: $110 Tax: $7,468 (2025)Community: Highlands/Summerlake GroveSingle Family
Taxes:$7,468
Remarks: Welcome to this sophisticated, modern and elegant two-story home, in the beautiful neighborhood of Summerlake Groves in the Horizon West area. On a fenced corner lot, this 3,377-square-foot home offers an open concept living space with an abundance of natural lighting. As you enter through the front door, you are greeted with gorgeous tile floors and direct views of the backyard. The gourmet kitchen features beautiful modern cabinetry, a large walk-in pantry, stainless steel appliances, and an oversized island overlooking the family room and dining area. This floor plan includes a great space for entertainment, high ceilings, a den/office space, the primary bedroom on the second level and a guest suite on the main level. Capturing some of the best living in Florida, the triple sliding glass door blends indoor and outdoor living space, where you can enjoy your tropical backyard oasis while enjoying stunning sunset views. The expansive primary suite features a walk-in closet, separate sinks with beautiful cabinetry and an oversized luxurious walk-in shower. Other features completing this exquisite home include three bedrooms, a formal dining space, a loft space and two-car garage. Conveniently within minutes from Disney World, Orange County National Golf Course, restaurants, shopping, hospitals and zoned for top-rated schools. Schedule your private showing and start enjoying the Florida lifestyle!
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-581-7888)
Listing Agent: Llin Lu, Pa (954-907-3868)
13037 SERENE GLADE RD, WINTER GARDEN, FL 34787
$569,990139 Days on yellowkey MLS ID: G5104988
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1836 Built: 2025Monthly Fee: $160Community: Serenade At OvationSingle Family
Tax Year: 2023
Remarks: Sample Image! The Brantley 1,836 sq. ft., stunning 3-bedroom primary upstairs plus a Loft, 2.5-bath, a 2-car garage. Step into this open concept floor plan designed for both comfort and modern living. The gourmet kitchen with Quartz Counter tops, painted linen cabinets, Raku White 3x12 horizontal tile extending to the ceiling behind the sleek tange vented to the outside a dream setup for cooking enthusiasts and entertainers alike. Elegant Mohawk RevWood laminate flooring flows seamlessly throughout the first floor, adding both durability and warmth to the home's inviting design.
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Cindy Sapp (352-516-2843)
8807 EDEN COVE DR, WINTER GARDEN, FL 34787
$734,50073 Days on yellowkey MLS ID: G5107610
Bed: 5 Bath: 4.5 Liv Area Sq Ft: 3278 Built: 2015Community: Waterleigh Ph 1ASingle Family
Taxes:
Tax Year:
Remarks: One or more photo(s) has been virtually staged. *Back on the market after upgrades* Designed for today’s lifestyle, this spacious residence offers over 3,200 square feet of thoughtfully designed living space — perfect for remote work, entertaining, and everyday comfort. With generous flex areas ideal for dual home offices and a first-floor bedroom with an adjacent full bath, the layout easily accommodates both multigenerational and growing families. New kitchen appliances including cool-to-touch range and home warranty offers added assurance. Located on a mature tree-lined street in the highly sought-after Waterleigh community within Horizon West, you are steps away from scenic lakes, walking trails, and resort-style amenities, including multiple clubhouses with fitness centers, sparkling pools, miniature golf, sand volleyball courts, and even a fishing pier. Low HOA fees also include lawn care for added convenience and peace of mind. Enjoy the convenience of walking to supermarkets, banking, and dining at Waterleigh Village. Horizon West is one of West Orange County’s fastest-growing master-planned communities, offering new shopping centers, restaurants, and highly rated local schools. Schedule your private showing today or watch a virtual tour! (Photos taken with staging furniture, owner is FL licensed realtor)
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Robert Tau (407-655-2003)
6155 HAMLIN RESERVE BLVD, WINTER GARDEN, FL 34787
$975,00022 Days on yellowkey MLS ID: O6393297
0 Days Off yellowkey (back on 3/26/2026)
Bed: 5 Bath: 4.5 Liv Area Sq Ft: 3778 Built: 2019Community: Hamlin ReserveSingle Family
Remarks: Under contract-accepting backup offers. Welcome to Hamlin living—where incredible dining, entertainment, and waterfront experiences are just a short walk from your front door. This stunning and well-maintained home offers 5 bedrooms, 4.5 bathrooms, and over 3,775 sq ft of thoughtfully designed living space—perfectly blending comfort, luxury, convenience, and entertainment. Step inside to a breathtaking high-ceiling living room featuring elegant wall paneling and an open, airy feel that makes a lasting first impression. The home’s layout is ideal for modern living, including a full suite on the first floor, perfect for in-laws, guests, or multi-generational living. Out back, unwind in your screened-in pool with no rear neighbors, offering privacy, peace, and a serene open backdrop that creates a true escape right at home. Located in the heart of Winter Garden, just minutes from Hamlin Town Center, major highways, and Disney attractions, this home offers unmatched access to everything Central Florida has to offer—while still providing a quiet, private retreat. Whether you're entertaining, relaxing, or enjoying the vibrant Hamlin lifestyle, this home truly has it all.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Mahmoud Mango (321-830-4678)
13665 KILLEBREW WAY, WINTER GARDEN, FL 34787
$939,00080 Days on yellowkey MLS ID: O6376754
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 3909 Built: 2017Community: Cypress Reserve Ph 1Single Family
Remarks: This stunning 4-bedroom, 3.5-bath residence offers an impressive 3,909 sq ft of thoughtfully designed living space, making it one of the best family floorplans available in Winter Garden. The open and airy layout features high ceilings and spacious rooms that create a welcoming, light-filled atmosphere perfect for everyday living and entertaining. The primary bedroom is conveniently located downstairs for privacy and ease, while the remaining bedrooms are upstairs—each boasting a generous walk-in closet for ample storage. Throughout the home, you'll enjoy durable and stylish tile and laminate flooring, providing a clean, low-maintenance look that flows seamlessly from room to room. Step outside to the spacious fenced backyard—ideal for safe play, gardening, pets, or relaxing in your own private outdoor oasis. The yard also has plenty of space for a custom pool. Additional standout features include a dedicated office (ideal for remote work or study), a fun playroom, and a versatile media room—perfect for movie nights, gaming, or family gatherings. These bonus spaces enhance the home's appeal for growing families. Nestled in a family-friendly neighborhood that's centrally located in Winter Garden, this home offers easy access to top-rated schools, shopping, dining, and major roadways. Families love the convenience of a beautiful community pool just steps away from the home. Kids can safely ride their bikes to nearby schools (only .2 miles away), fostering independence and community connections. The community amenities provide plenty of opportunities for recreation and relaxation, including parks, playgrounds, and green spaces that encourage outdoor play and neighborly gatherings. Don't miss this exceptional opportunity to own a move-in-ready gem in one of Winter Garden's most desirable family-oriented areas. Schedule your private showing today!
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Paulo Silva (407-790-1649)
15693 SIGNATURE DR, WINTER GARDEN, FL 34787
$438,00070 Days on yellowkey MLS ID: S5143250
1 Days Off yellowkey (back on 3/26/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1720 Built: 2013Community: Signature Lakes Ph 2Single Family
Remarks: This amazing 3 bedrooms and 2 full bathrooms in good condition with new floor Single Family Home is located in the heart of New Independence in Winter Garden. The community is minutes to Disney World, charming for family with lots of conservation, park areas, walking/bike path, community pool, tennis and basketball courts, fitness center, Cable and Internet included. The home includes a washer and dryer located in the laundry room and a sprinkler system covering the front and back yard. The bright kitchen has plenty of counter space, laminate countertops and a breakfast area. The living room is a great entertainment space for hosting friends and family. The oversized master suite features a walk-in closet and an additional closet, in-suite bath with dual vanities, soaking tub and walk-in shower. The spacious two-car garage has enough space to house the vehicles, gym equipment or golf cart. HOA includes basic cable and internet access. This home is beautiful and ready for you and your family. Schedule your showing today!
Listing is courtesy of: NUMBER 1 BROKER, LLC (407-566-3400)
Listing Agent: Eric Jia (407-401-1431)
14187 JOMATT LOOP, WINTER GARDEN, FL 34787
$949,90022 Days on yellowkey MLS ID: O6393373
Bed: 6 Bath: 3.5 Liv Area Sq Ft: 4181 Built: 2019Community: Cypress Reserve Ph 2Single Family
Remarks: 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.
Listing is courtesy of: ELEVATE REAL ESTATE BROKERS (954-772-3870)
Listing Agent: Kelly Roth (352-514-5045)
14126 LAKE TILDEN BLVD, WINTER GARDEN, FL 34787
$1,490,00043 Days on yellowkey MLS ID: O6386648
0 Days Off yellowkey (back on 3/16/2026)
Bed: 4 Bath: 5.0 Liv Area Sq Ft: 3517 Built: 1995Community: Country LakesSingle Family
Remarks: Under contract-accepting backup offers. Tucked away on 2.5 private lakefront acres in the heart of Winter Garden, this exceptional 4-bedroom, 4 full + 2 half bath estate offers privacy, space, and the ultimate retreat lifestyle. In this beautiful home, you can start your day drinking morning coffee on your screened-in lanai overlooking Lake Tilden, enjoy a mid-afternoon swim in the saltwater, heated pool, and end your evening with Disney fireworks lighting up the sky from your backyard. Inside, the home features fresh interior paint, a dedicated home office, a spacious great room, and formal living and dining areas perfect for both entertaining and quiet relaxation. Custom built-ins throughout the home provide charm, function, and plenty of storage. Three newly remodeled bathrooms include a spa-like master bath with a soaking tub, multi-head shower, and finished walk-in closet, bringing luxury and comfort to daily living. Updated interior and exterior lighting enhances the home while honoring its timeless character. A new electrical panel ensures modern reliability. A versatile ADU adds endless possibilities as a home gym, private office, guest suite, creative studio, or man cave, giving flexibility for multigenerational living or working from home. Recent upgrades include a new well pump, whole-home water filtration system, new septic drain field, two new HVAC units, brand-new pool equipment with iAquaLink automation, and a newly epoxied garage floor. Outdoors, fresh exterior paint, updated landscaping, and a newly fenced backyard with puppy picket fencing create an inviting environment for kids, pets, and entertaining. This rare lakefront property combines acreage, character, and thoughtful updates just minutes from downtown Winter Garden, top-rated schools, dining, and shopping. With space to spread out, enjoy the outdoors, and live a lifestyle others only dream about, this home is meant to be lived in, loved, and enjoyed for years to come.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Lisa Kirsch (678-373-8917)
515 9TH ST, WINTER GARDEN, FL 34787
$279,90058 Days on yellowkey MLS ID: O6383185
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 770 Built: 1951Community: Merchants SubSingle Family
Remarks: Welcome to 515 9th St in Winter Garden, a fully renovated, move-in ready home just minutes from vibrant downtown shopping, dining, and the West Orange Trail. This beautifully updated property features a bright, functional layout with modern finishes and comfortable living spaces perfect for everyday living and entertaining. Natural light fills the home, creating a warm and inviting atmosphere throughout. The spacious yard offers plenty of room to relax, garden, or design your ideal outdoor retreat. Enjoy the convenience of nearby parks, schools, and major roadways while living in one of Central Florida’s most sought-after communities. Don’t miss your chance to own this turnkey Winter Garden gem.
Listing is courtesy of: COLDWELL BANKER RESIDENTIAL RE (407-647-1211)
Listing Agent: Shane Jordan (407-866-3575)
13037 SANDCASTLE DR, WINTER GARDEN, FL 34787
$994,29542 Days on yellowkey MLS ID: O6387932
2 Days Off yellowkey (back on 3/26/2026)
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2902 Built: 2022Community: Del Webb OasisSingle Family
Remarks: Experience the perfect blend of luxury and convenience with Mystique Grand home. Formerly a model home, this two-story home offers a thoughtfully designed layout featuring 3 bedrooms, an enclosed flex room, 3 bathrooms, in ground pool and spa with an outdoor kitchen, and a 2-car garage with tandem storage. The owner's suite is conveniently located on the first floor, offering a private retreat with a spa-inspired en suite bathroom. The heart of the home is the open-concept kitchen, café, and gathering room, where natural light floods the space, creating a welcoming and airy atmosphere. Tall ceilings, expansive windows, and a pocket sliding glass door leading to the extended covered lanai seamlessly blend the indoor and outdoor living areas, ideal for effortless entertaining. Step outside and enjoy your back yard oasis complete with an inground pool and spa, as well as an outdoor kitchen. Inside, the gourmet kitchen is a true highlight, featuring a Whirlpool built-in natural gas cooktop, microwave, oven, and refrigerator, white soft-close cabinetry, quartz countertops, and a decorative tile backsplash. A spacious walk-in pantry, granite single-bowl sink, and upgraded faucet complete this culinary space, which is both stylish and functional. The owner's suite is designed for relaxation, with an en suite bathroom that includes a walk-in shower with a built-in bench, dual vanity with quartz countertops, a linen closet, and an enclosed toilet for added privacy. On the first floor, you’ll also find a conveniently located spare bedroom, full bathroom, and enclosed flex room that can easily serve as an office, hobby room, or guest retreat. Upstairs, the expansive loft provides additional space for leisure, and the third bedroom features its own walk-in closet and private bathroom. Throughout the home, designer-curated finishes enhance the sense of luxury, including matte black hardware, wood-look luxury vinyl plank flooring throughout the first floor, tile flooring in the bathrooms and laundry room, and plush Shaw carpet adds warmth to the upstairs bedroom and loft. This home is also equipped with the latest in home technology, including surround sound pre-wire, digital IP camera pre-wire, security system pre-wire, and LED downlights. Don’t miss the opportunity to own this beautifully designed home with unparalleled functionality and elegance. Schedule your tour today!
Listing is courtesy of: PULTE REALTY OF NORTH FLORIDA LLC (407-250-9131)
Listing Agent: Adrienne Escott (407-250-9131)
707 GRASSY STONE DR, WINTER GARDEN, FL 34787
$550,00083 Days on yellowkey MLS ID: O6376356
0 Days Off yellowkey (back on 3/23/2026)
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 2398 Built: 2014Community: Covington ChaseSingle Family
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to this single-story home in the highly sought-after Covington Chase community, perfectly positioned on a quiet cul-de-sac hilltop with peaceful lake views. The fully fenced .25-acre yard offers space, privacy, and room for a future pool or patio expansion, while the large covered lanai and expansive outdoor back patio seating areas create the ideal setting for entertaining, relaxing, or enjoying Florida sunsets. Step inside to discover an open and functional floor plan featuring four bedrooms plus a versatile den or office with glass French doors and a built-in Murphy bed, perfect for a home office, guest room, or additional living space. Natural light floods the interior through triple sliding glass doors in the family room and additional sliders in the primary suite, highlighting the bright, airy design. Elevated ceiling heights enhance the spacious feel throughout the main living areas. Premium features include hurricane-proof glass front doors, tile flooring throughout main living areas, and laminate in the dining room. The oversized three-car garage (approx. 32 x 26) provides abundant space for vehicles, storage, a workshop, or a golf cart. The exterior was freshly painted just five years ago, adding to the home’s curb appeal. Covington Chase offers a community pool, park, and low HOA. The West Orange Trail runs directly through the neighborhood, ideal for walking, jogging, biking, or simply enjoying the outdoors. Living in Downtown Winter Garden means embracing a vibrant, walkable lifestyle with award-winning farmers markets, annual festivals, Plant Street Market, Crooked Can Brewery, boutique shopping, eclectic dining, and lively entertainment all within golf cart distance. Convenient access to Winter Garden Village, Highway 429, and the surrounding Orange County attractions puts everything you need right at your doorstep. This home perfectly combines lake views, elevated outdoor living spaces, and an active Downtown Winter Garden lifestyle, making it a true gem in one of Central Florida’s most desirable neighborhoods.
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Erica Diaz (407-897-5400)
4230 REX DR, WINTER GARDEN, FL 34787
$2,500,000441 Days on yellowkey MLS ID: O6274608
Bed: 9 Bath: 6.0 Liv Area Sq Ft: 7505 Built: 2003Community: Lake Avalon Grvs 2Nd RepSingle Family
Remarks: Under contract-accepting backup offers. **A RARE OPPORTUNITY YOU WON’T WANT TO MISS!!** 9.75 PRIME ACRES IN THE HEART OF WINTER GARDEN ~ MAIN HOME CUSTOM BUILT BY HANNIGAN HOMES 5BD/4BA/3-CAR- 5,423 SQFT, INCLUDING AN ABOVE GARAGE APARTMENT WITH 1/BD/1/BA/+KITCHENETTE ~ SECOND HOME ON PROPERTY INCLUDES 4BD/2BA/2-CAR - 2,082SQFT ~ 10-STALL + TACKROOM HORSE BARN - 2,592 SQFT, 3 PASTURES ~ FENCED IN RIDING RING AND MUCH MORE! This countryside estate is an exclusive opportunity to own two homes, a horse barn, an adorable chicken coop, Koi pond, paver fire pit, built-in playground and so much more in the heart of the sought-after Winter Garden! Bring your horses and enjoy all that this massive CORNER LOT has to offer and being just minutes from the 429 gives you easy access to every convenience including neighboring HORIZON WEST and DISNEY THEME PARKS. Being sold all as one gives you endless opportunities in the ADDITIONAL SINGLE FAMILY HOME with the main home ready with charm for a family to make it their own. The long covered front porch welcomes you home and gives you front row seats to the riding ring. Built by Hannigan Homes, the main home was modeled after Disney’s Grand Floridian, and the thoughtful and unique features throughout are the perfect blend of comfort and quiet luxury. The roof was updated in 2019, the office space can serve as an additional bedroom, light and bright with views of the property, there is a movie/media room currently being used as an indoor trampoline park, WALK-IN WINE CELLAR for the adults, a fun HIDDEN WALK-IN PANTRY for ample kitchen storage and an energy saving SOLAR WATER HEATER. The new owner will absolutely fall in love with the PRIVATE PRIMARY SUITE that takes up the entirety of the second floor with sweeping views overlooking your estate, large WALK-IN CLOSET and well appointed ensuite bath. The additional bedrooms on the main floor give room to grow, and the additional home and garage apartment graciously allow for multi-general living. This gorgeous property is best experienced in person (stunning sunsets included!) so it can speak for itself - call today to schedule your private tour today!
Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)
Listing Agent: Jenny Wemert (407-809-1193)
14748 FIELD DAISY DR, WINTER GARDEN, FL 34787
$600,00030 Days on yellowkey MLS ID: O6391410
Bed: 4 Bath: 4.5 Liv Area Sq Ft: 2149 Built: 2026Community: Harvest At OvationSingle Family
Remarks: Under Construction. What's Special: Close to Amenities | North Facing Lot | Covered Lanai | Popular Plan | Main Floor Bedroom. New Construction - August Completion! Built by America's Most Trusted Home Builder. Welcome to the Newberry at 14748 Field Daisy Drive in Harvest at Ovation. The Newberry Bungalow offers modern living with a layout designed for both everyday comfort and effortless entertaining. Step through the foyer into a spacious great room, passing a secondary bedroom and full bath along the way. The designer kitchen overlooks the main living area and flows seamlessly to the bright, inviting lanai. Upstairs, the striking primary suite features a generous bathroom with a dual-sink vanity and a large walk-in shower. For even more flexible living space, a game room with a full bathroom and wet bar sits above the garage—perfect for guests or weekend hangouts. Visit Harvest at Ovation in Winter Garden to enjoy one of the final new-construction opportunities in Horizon West. This charming community offers access to planned amenities including a pool and cabana, a Butterfly Garden, a Nature Play Space, a dog park, and walking trails—all in a highly coveted location. Additional highlights include: Gameroom with full bath and wet bar, 8-foot doors and additional bedroom. Photos are for representative purposes only. MLS#O6391410
Listing is courtesy of: TAYLOR MORRISON REALTY OF FLORIDA INC (407-756-5025)
Listing Agent: Michelle Campbell (407-756-5025)
17361 CHANNEL WAY, WINTER GARDEN, FL 34787
$850,00030 Days on yellowkey MLS ID: O6390988
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 2782 Built: 2019Community: Waterside/Johns Lk-Ph 2BSingle Family
Remarks: Under contract-accepting backup offers. Lake Views Without the Lakefront Price! Welcome to your own slice of the Florida Dream—where tranquil lake views, thoughtful design, and resort-style outdoor living come together beautifully here in Winter Garden. Nestled at the end of a quiet cul-de-sac and perfectly positioned to capture stunning views of Lake Avalon, this exceptional home offers a rare opportunity to enjoy the peaceful ambiance of lakefront living—without the premium price tag or additional tax burden. From the moment you step inside, you’re greeted by light-filled spaces and breathtaking water views showcased from the office, dining room, kitchen, living room, and upstairs bonus room. Designed with both comfort and functionality in mind, this spacious residence features 4 bedrooms, 3.5 bathrooms, and a highly desirable main-floor primary suite—creating the perfect blend of privacy and convenience. The main living areas are anchored by beautiful tile flooring, while upstairs you’ll find brand new luxury vinyl plank flooring and fresh interior paint, offering a clean, modern feel throughout. At the heart of the home, the gourmet kitchen is built for both everyday living and entertaining. It features granite countertops, a substantial island with bar seating, built-in oven and microwave, upgraded pendant lighting, and a beautiful gas cooktop with range hood. The open-concept layout flows effortlessly into the living and dining spaces—perfect for hosting gatherings, game days, or simply enjoying the peaceful lake views and wildlife just beyond your windows. Tucked away and overlooking the pool, the main-floor primary suite offers a private retreat with a modern walk-in shower, dual sinks, and a spacious walk-in closet. The dedicated front office is filled with natural light and offers a versatile space for working from home, morning coffee, or even catching a rocket launch on the horizon. Upstairs, an expansive bonus room with lake views provides the perfect flex space for a media room, playroom, or second living area, complemented by three additional bedrooms and two full bathrooms, including an en-suite guest room. Step outside to your own private Florida lakeside retreat. The expansive L-shaped lanai overlooks a sparkling saltwater pool and spa, creating the ideal setting for relaxing evenings, entertaining guests, or enjoying year-round outdoor living. With no rear neighbors, thoughtful landscaping, and Lake Avalon just beyond, this backyard truly feels like a private oasis. Whether you’re hosting, unwinding, or working from home with a view, this property delivers a lifestyle that is both elevated and effortlessly comfortable. Homes like this—where location, upgrades, and lifestyle align—are a rare find. Conveniently located near Winter Garden Village, top-rated schools, dining, major highways, and Central Florida attractions, this is one you won’t want to miss!
Listing is courtesy of: PALM CIRCLE REALTY (352-988-4975)
Listing Agent: Kasey Hilyard, Pllc (407-488-9879)
17261 HEARTWOOD LOOP, WINTER GARDEN, FL 34787
$1,999,000168 Days on yellowkey MLS ID: O6354268
15 Days Off yellowkey (back on 3/26/2026)
Bed: 5 Bath: 6.0 Liv Area Sq Ft: 6400 Built: 2002Community: Avalon EstatesSingle Family
Remarks: Discover Winter Garden’s best-kept secret in Avalon Estates, a peaceful, horse-friendly enclave where timeless country charm meets modern luxury. This custom-built residence offers an impressive 6,400 sq. ft. under air and nearly 10,000 sq. ft. under roof, set on 4.6 picturesque acres surrounded by nature and serenity. From the moment you arrive, the inviting curb appeal and sprawling front porch set the tone for what awaits inside. Step through the double entry doors into a grand living space filled with soaring ceilings, abundant natural light, and an airy, open feel that defines Florida living at its finest. The modern farmhouse kitchen is a dream for entertaining, featuring two expansive islands, generous counter space, and seamless flow into the family room, where a wood-burning fireplace adds warmth and charm. French doors open to the pool area, complete with two oversized covered lanais, creating an ideal setting for relaxing or hosting guests. The downstairs primary suite is both spacious and inviting, featuring a private fireplace, large walk-in closet, and a magazine-worthy en suite bath. A private office sits just off the primary suite, offering a quiet retreat for work or study. Upstairs, you’ll find a large bonus room with kitchenette, three additional bedrooms, and two full bathrooms—perfect for family or guests. Don’t miss the panoramic views through the large windows—on clear nights, you can watch Disney fireworks sparkle in the distance and even catch NASA rocket launches from the east coast. Built with poured concrete tilt-wall construction, this home is as strong and resilient as it is beautiful. The laundry room doubles as a safe room, featuring metal doors, bullet-resistant glass, and reinforced concrete walls and ceiling. Additional highlights include a new roof (2025), an attached three-car garage, plus a detached 2.5-car garage with studio and full bath—ideal for guest quarters, an office, or hobby space. Located just minutes from shopping, dining, and major highways (Florida Turnpike, 429, and 408), this estate is 11 miles from Disney World, 12 miles from Universal Studios, and 23 miles from Orlando International Airport. With its combination of space, craftsmanship, and location, this property also offers excellent potential as a luxury short-term rental. Experience the tranquility and grandeur of Avalon Estates—schedule your private tour today and start creating lifelong memories in your new home.
Listing Agent: Brad Bolton, Llc (407-797-8875)
11112 HOLLOW BAY DR, WINTER GARDEN, FL 34787
$799,990238 Days on yellowkey MLS ID: O6337905
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2113 Built: 2025Community: WaterleighSingle Family
Remarks: Under Construction. Waterleigh presents the Bellmore. This amazing one-story home has an elevated designed with elegant exteriors and high-end features. This spacious all concrete block construction single-family home features 4 bedrooms and 3 baths. A beautiful patio welcomes you to a home that optimizes living space with an open concept kitchen overlooking the living area, dining room, and outdoor lanai. Entertaining is a breeze, as this popular single-family home features a spacious kitchen island, dining area and a spacious pantry for extra storage. This gourmet kitchen features a Quartz countertops stainless steel appliances, spacious pantry and crown molding cabinetry. Bedroom one, located off the living space in the back of the home for privacy. The bedroom one bathroom impresses with double bowl vanity, and spacious shower/tub space as well as a spacious walk in closet. Towards the front of the home two additional bedrooms share a second full bathroom. Across the hall a drop zone welcomes you from the garage where you will find a fourth bedroom and full bathroom. This home features a space to fit all your needs. Like all homes in Waterleigh, the Bellmore includes a Home is Connected smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*
Listing is courtesy of: DR HORTON REALTY OF CENTRAL FLORIDA LLC (407-250-7299)
Listing Agent: Stephen Cline (407-250-7299)
13837 LANYARD WAY, WINTER GARDEN, FL 34787
$495,00038 Days on yellowkey MLS ID: O6388993
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1994 Built: 2023Community: Encore/Ovation Ph 3Single Family
Remarks: Welcome to 13837 Lanyard Way, a home that exudes elegance and comfort. The kitchen is a chef's dream with all stainless steel appliances and a functional kitchen island. A walk-in pantry provides ample storage for all your culinary needs. The primary bedroom is a sanctuary with a spacious walk-in closet. The primary bathroom is a haven of relaxation with double sinks. Outside, a storage shed provides additional space for your belongings. Enjoy outdoor living with a covered patio and a fenced-in backyard. This home is a perfect blend of style and functionality. Don't miss out on this gem! Included 100-Day Home Warranty with buyer activation
Listing is courtesy of: OPENDOOR BROKERAGE LLC (480-462-5392)
Listing Agent: Karen Albright (480-462-5392)
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