Location: Winter Garden
Do Not Show Listings
6020 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787
$573,99039 Days on yellowkey MLS ID: G5110387
0 Days Off yellowkey (back on 3/31/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2102 Built: 2026Monthly Fee: $150Community: Avalon WoodsSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$0
Elementary School: Hamlin Elementary
High School: Horizon High School
Tax Year: 2025
Middle School: Hamlin Middle
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. Opportunity in Avalon Woods! Discover the newest community by Dream Finders Homes in highly sought-after Hamlin, Winter Garden. Welcome to the Berkley, a thoughtfully designed bungalow that blends charm, functionality, and modern comfort. This brand-new home offers 4 bedrooms, 3 bathrooms, and 2,102 sq. ft. of living space. The inviting front porch sets the tone, while inside, abundant natural light flows through thoughtfully placed windows. A bedroom and full bath on the first floor provide flexibility for guests or multi-generational living, while the upstairs keeps the remaining bedrooms together for privacy. Enjoy seamless indoor-outdoor living with a covered breezeway and private courtyard, perfect for gatherings or a quiet retreat. Nestled in Avalon Woods, you’ll love the convenience of being just minutes from top-rated schools, Hamlin Town Center, Hwy 429, and Disney.
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Nancy Pruitt, Pa (352-552-7574)
11229 HOLLOW BAY DR, WINTER GARDEN, FL 34787
$806,801110 Days on yellowkey MLS ID: O6375011
2 Days Off yellowkey (back on 3/31/2026)
Bed: 5 Bath: 4.5 Liv Area Sq Ft: 3225 Built: 2025Monthly Fee: $199 Tax: $1,989 (2025)Community: WaterleighSingle Family
Taxes:$1,989
Elementary School: None
High School: None
Middle School: None
Remarks: Under Construction. Waterleigh presents the Torrey. This two-story all concrete block construction single-family home features 4 bedrooms and 3.5 bathrooms optimizing living space with an open concept feel. A beautiful porch welcomes you to this home, as you enter the foyer, you are greeted with a formal dining room and butler’s pantry. The well-appointed gourmet kitchen overlooks the casual dining area, family room and outdoor lanai. This home features a spacious kitchen island with built in sink and dishwasher to optimize counter space, and walk-in pantry for extra storage. All homes in this community will have stainless steel appliances, making cooking a piece of cake. Located off the family room is a den with French doors perfect for work or play and a powder room. Customize this area to meet your needs with an optional bedroom and full bathroom. As we head up to the second floor, we are greeted with a loft area and all four bedrooms. Bedroom one is located just off the loft space and includes a spacious walk-in closet as well as ensuite bathroom with double vanity and separate toilet area. Two additional bedrooms share a second upstairs bathroom and linen closet for extra storage. While a fourth bedroom is complete with ensuite bathroom. Your laundry room is located on the second floor for convenience. Like all homes in Waterleigh, the Torrey 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)
5210 CITRUS LEAF BLVD, WINTER GARDEN, FL 34787
$730,00040 Days on yellowkey MLS ID: O6394219
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2477 Built: 2023Monthly Fee: $165 Tax: $9,345 (2025)Community: Silverleaf Reserve/Hamlin Ph 2Single Family
Taxes:$9,345
Remarks: Welcome to this stunning newer-construction home in the highly desirable Hamlin area of Winter Garden. Built in 2023, this two-story single-family home features 4 spacious bedrooms, 3 full bathrooms, and 2,477 sq ft of living space on a 7,492 sq ft lot. The stucco exterior and composition shingle roof frame clean, contemporary lines. Step inside to an open layout that connects the kitchen, dining, and living areas under high ceilings. The kitchen boasts a wide center island with seating for four. The forced air heating and central cooling ensure comfort throughout Florida's seasons. Additional bedrooms on the first floor provide flexibility for family, guests, or a home office. Upstairs, the primary suite enjoys privacy with its own area and a private en-suite featuring a walk-in closet. Two additional bedrooms share the upper level, each with easy access to the remaining full baths. The lot offers a usable backyard, perfect for outdoor dining, play areas, or future landscaping. The rear patio off the main living area opens directly to this space with a new aluminum fence, seamlessly connecting indoor and outdoor living.
Listing is courtesy of: GARCIA REALTY GROUP (407-920-3616)
Listing Agent: Ana Marin, Pa (407-920-3616)
14254 SUNRIDGE BLVD, WINTER GARDEN, FL 34787
$1,150,00042 Days on yellowkey MLS ID: TB8489171
Bed: 5 Bath: 3.5 Liv Area Sq Ft: 4004 Built: 2017Monthly Fee: $75 Tax: $11,716 (2025)Community: Cypress Reserve Ph 1Single Family
Taxes:$11,716
Elementary School: SunRidge Elementary
High School: West Orange High
Middle School: SunRidge Middle
Remarks: 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.
Listing is courtesy of: PAULINO GLOBAL REAL ESTATE (407-455-1981)
Listing Agent: Andrea Paulino (813-753-6110)
2609 SLAGROVE CT, WINTER GARDEN, FL 34787
$544,000130 Days on yellowkey MLS ID: O6369515
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 2383 Built: 2003Monthly Fee: $205 Tax: $4,293 (2024)Community: Stoneybrook West Ut 04 Rep 49 121Single Family
Taxes:$4,293
Tax Year: 2024
Remarks: Welcome to Stoneybrook West, a gated golf community located in the heart of Winter Garden. This single-story home sits on an oversized cul-de-sac lot and features 2,383 square feet of living space with a 4-bedroom, 2-bath split floor plan. Inside, the home offers open living and dining areas with high ceilings, along with a kitchen and family room combo that provides easy access to the covered lanai, great for everyday living and entertaining. The HOA includes 24-hour security, cable, internet, and a wide range of amenities such as a fitness center, tennis courts, community pool, volleyball and hockey courts, clubhouse, playground, and a community dock overlooking Lake Black. Conveniently located close to Winter Garden Village, top-rated schools, and major highways for easy commuting.
Listing is courtesy of: THE REAL ESTATE COLLECTION LLC (407-656-7814)
Listing Agent: Christian Dyas (407-375-7368)
12554 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787
$599,000227 Days on yellowkey MLS ID: O6346537
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 2743 Built: 2025Monthly Fee: $96 Tax: $1,862 (2024)Community: Osprey Ranch-Ph 1Single Family
Taxes:$1,862
Remarks: This tenant-occupied home, rented for $3,400/month until June 30, 2026, presents an excellent investment opportunity with immediate income. Located in the desirable Osprey Ranch community of Winter Garden, the property features 4 bedrooms, 3.5 bathrooms, and 2,743 heated square feet of living space. The functional floor plan includes a modern kitchen with all appliances and a laundry room with washer and dryer. Osprey Ranch, in the highly sought-after Horizon West area, offers a lifestyle of comfort and recreation. Community amenities include a resort-inspired pool and cabana currently under construction, plus a splash pad, playground, and dog park. Showings must be scheduled in advance with the listing agent.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Adriana Pl Franzoi (407-924-0872)
14780 FIELD DAISY DR, WINTER GARDEN, FL 34787
$700,00053 Days on yellowkey MLS ID: O6391463
Bed: 4 Bath: 4.5 Liv Area Sq Ft: 2441 Built: 2026Monthly Fee: $229Community: Harvest At OvationSingle Family
Elementary School: Water Spring Elementary
Middle School: Water Spring Middle
Remarks: Under Construction. What's Special: Close to Amenities | North Facing Lot | Premium Location | Game Room. New Construction - August Completion! Built by America's Most Trusted Home Builder. Welcome to the Baldwin at 14780 Field Daisy Drive in Harvest at Ovation! Enter the charming oasis within this thoughtfully designed bungalow floor plan that offers 2,441 sq. ft. of inviting living space. Just past the foyer and formal dining room, the great room opens to the designer kitchen for an easy flow that is perfect for entertaining and relaxation. A first-floor bedroom with a full bath is in place of the flex room, creating a convenient option for guests or work-from-home needs. At the back of the home, the covered extended lanai provides a sunny space for outdoor revitalization. Upstairs, the exceptional primary suite features a dual-sink vanity and walk-in shower, with the laundry room and secondary bedrooms nearby. The spacious game room over the garage includes its own full bath and wet bar, creating an ideal space for casual gatherings. 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: game room over garage with full bath and wet bar, first floor bedroom with full bath in place of flex room, covered extended lanai, 8' interior doors throughout. Photos are for representative purposes only. MLS#O6391463
Listing is courtesy of: TAYLOR MORRISON REALTY OF FLORIDA INC (407-756-5025)
Listing Agent: Michelle Campbell (407-756-5025)
12566 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787
$609,90058 Days on yellowkey MLS ID: O6389532
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2420 Built: 2024Monthly Fee: $96 Tax: $2,162 (2024)Community: Osprey Ranch-Ph 1Single Family
Taxes:$2,162
Remarks: PRICE IMPROVEMENT! Welcome to 12566 Westhaven Oak Drive in the desireable Osprey Ranch community of Winter Garden. This beautifully designed 4-bedroom, 3-bath home offers the perfect blend of modern comfort and luxury finishes, featuring an open-concept layout ideal for everyday living and entertaining. The gourmet kitchen shines with quartz countertops, a spacious island and stylish cabinetry, flowing seamlessly into the main living and dining areas. A convient downstairs guest suite offers flexability for visitors or a home office, while the upstairs primary retreat provides a relaxing escape with a spa-like bathroom and generous walk-in closets. Residents of Osprey Ranch enjoy a welcoming community athomsphere with a scenic walking paths, convenient access to Horizon West's shopping, dining, top-rated schools and world class attractions. Experience luxury, comfort and the best of the Winter Garden lifestyle in this exceptional home. Call to schedule a private tour today!
Listing is courtesy of: UNITED REAL ESTATE PREFERRED (407-243-8840)
Listing Agent: Kendra Wallace (407-457-7069)
2450 DAHLGREN WAY, WINTER GARDEN, FL 34787
$1,950,00068 Days on yellowkey MLS ID: TB8481106
Bed: 5 Bath: 5.0 Liv Area Sq Ft: 4365 Built: 2007Monthly Fee: $225 Tax: $8,970 (2024)Community: Bronsons Lndgs F & MSingle Family
Taxes:$8,970
Remarks: Rare Gated Lakefront Retreat with Grandfathered Boat Access on Lake Luntz Discover resort-style living in this one-of-a-kind gated lakefront home in the heart of Winter Garden. Nestled on a quiet, tree-lined cul-de-sac, this 5-bedroom, 5-bathroom, 4,365 Sq Ft home offers a smart layout designed for both everyday living and entertaining. The first-floor bedroom and full bath are ideal for guests or multi-generational living, while upstairs includes a loft, media room, and three additional bedrooms, including one en-suite and a Jack-and-Jill setup. Enjoy endless lake views from the screened pool with grotto seating and waterfall, or entertain indoors in the Florida Grill/Bar room featuring a refrigerator, freezer, deep fryer, griddle, bar sink, dishwasher, and full pool/guest bath. The primary suite is a true retreat with double walk-in closets, spa-style bath, garden tub, walk-in shower, and dual water closets. Lake enthusiasts will love the boathouse, covered dock, and boat lift, complete with power and water, along with multiple watercraft options including a pontoon slip (~20’), jet ski slip for 2, power lifts, and additional space for non-powered boats. Additional bonus spaces include a garage under air with a separate gym/rec room. Outdoor living abounds with a beachfront-style area, wood-burning fireplace, granite bar-top seating, and spectacular sunset views. This is a rare opportunity to own the only home on Lake Luntz with grandfathered boat access, offering a private lakefront lifestyle you won’t find anywhere else.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Keegan Siegfried (813-670-7226)
1226 PORTMOOR WAY, WINTER GARDEN, FL 34787
$650,00084 Days on yellowkey MLS ID: O6381941
Bed: 5 Bath: 3.0 Liv Area Sq Ft: 2856 Built: 2003Monthly Fee: $243 Tax: $7,279 (2024)Community: Stoneybrook West 44/134Single Family
Taxes:$7,279
Elementary School: Whispering Oak Elem
Remarks: One or more photo(s) has been virtually staged. Welcome to 1226 Portmoor Road in the highly sought-after, manned-gated Golf community of Stoneybrook West! This stunning 5-bedroom, 3-bath golf-view home offers over 2,800 square feet of beautifully updated living space. Designed for both comfort and entertaining, the home features formal living and dining rooms, a spacious family room, and a desirable first-floor guest bedroom with a full bath. The chef’s kitchen shines with granite countertops, stainless steel appliances, and an extra refrigerator in the garage. Upstairs, enjoy new laminate flooring, generously sized bedrooms, and a luxurious primary suite with tray ceilings and a private balcony overlooking the course. Step outside to your upgraded screened lanai and low-maintenance turf backyard—perfect for relaxing or hosting gatherings. A NEW ROOF (2021), A NEW A/C (2022), and A NEW Water Heater (2023) add peace of mind. Residents enjoy a Jr. Olympic pool, fitness center, clubhouse, dock, tennis, basketball, playground, high-speed internet, cable, and discounted golf—all minutes from Winter Garden Village, major highways, hospitals, theme parks, and Orlando International Airport.
Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)
Listing Agent: Shirley Botansky (407-704-0874)
8256 BAYVIEW CROSSING DR, WINTER GARDEN, FL 34787
$675,000223 Days on yellowkey MLS ID: O6346538
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 2557 Built: 2016Monthly Fee: $290 Tax: $10,027 (2024)Community: Waterleigh Ph 1BSingle Family
Taxes:$10,027
Elementary School: Panther Lake Elementary
Remarks: PRICE IMPROVEMENT....UPGRADED POOL HOME in Horizon West! Welcome to this 4-bed, 3.5-bath, with an upstairs loft residence in the highly sought-after Waterleigh community of Horizon West. Perfectly positioned on a corner lot in quiet Marina Bay of Waterleigh, this home impresses inside and out with a private pool, fenced yard, and modern designer finishes. A stacked-stone entry and covered front porch create standout curb appeal. Inside, you’ll find luxury vinyl flooring, custom finishes, and thoughtful updates throughout. The gourmet kitchen features a large island with pendant lighting, stainless steel appliances, updated backsplash, granite countertops, updated lighting, a dry bar, abundant cabinetry, and a custom pantry. The kitchen and breakfast nook flow seamlessly into the family room, where a custom fireplace with natural-wood mantel and built-in shelving provides a warm, modern focal point. Both spaces overlook the screened and covered lanai with views of the pool and fenced yard. A first-floor bedroom with an en-suite full bath and walk-in closet is ideal for guests, while a custom drop zone adds everyday organization. A powder bath and extra storage complete the first level. Upstairs, a custom wood child gate and coordinating handrail lead to a versatile loft/bonus area—perfect for a second living room, home office, or playroom. Built-in shelving and a media wall create a showcase for books, art, and collectibles. The spacious primary suite offers designer touches and a spa-inspired bath with oversized dual-sink vanity, walk-in shower, private water closet, and a beautifully customized walk-in closet. Two additional bedrooms share a full bath with dual sinks and one of the secondary bedrooms boasts a walk-in closet with extra storage. The upgraded laundry room includes cabinetry, open shelving, a folding station, and washer/dryer. The oversized garage offers a workbench area, custom shelving, and an additional refrigerator. Outdoors, the custom pebble-finish pool invites year-round enjoyment, while the fenced yard provides additional space for play, pets, or gardening. Waterleigh residents enjoy resort-style amenities: 3 pools, 2 clubhouses, 2 fitness centers, tennis courts, sand volleyball, mini-golf, dog parks, playgrounds, walking trails, and scenic lakes with a fishing pier and BBQ areas. HOA dues include lawn care for a truly low-maintenance lifestyle. Marina Bay has its own waterfront clubhouse with pool and fitness center overlooking Hickory Nut Lake and the walking trails capture the serene views. Ideally located near the new the Waterleigh Publix, Hamlin Town Center, Disney, dining, and shopping. Enjoy the charm of Winter Garden with the historical downtown Winter Garden having boutiques, restaurants, farmer's markets and social activities. Also, enjoy easy access to the 429, 417, and 408 expressways. Zoned for highly rated schools, this home is turn-key and move-in ready—schedule your private showing today! View the video tour: http://bit.ly/42HCqhG
Listing is courtesy of: INFINITY REALTY GROUP LLC (407-234-2256)
Listing Agent: Deb Schroeder (407-234-2256)
9312 HOLLISTON CREEK PL, WINTER GARDEN, FL 34787
$1,100,00085 Days on yellowkey MLS ID: S5143665
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 3077 Built: 2015Monthly Fee: $165 Tax: $11,481 (2024)Community: Watermark Ph 2ASingle Family
Taxes:$11,481
Remarks: Located in the highly sought-after Watermark community in Winter Garden, this stunning 4-bedroom, 3 full bath, and 1 half bath home offers the perfect blend of luxury, comfort, and functionality. Step inside to find beautiful wood flooring, tile, and plush carpet thoughtfully placed throughout the home. The chef-inspired kitchen features gourmet stainless-steel appliances, ample cabinetry, and modern finishes—ideal for both everyday living and entertaining. Elegant details elevate the interior, including crown molding, upgraded baseboards throughout, and a tray ceiling in the spacious primary suite. The home also offers a versatile bonus room perfect for a media room, office, or playroom. The laundry room is equipped with built-in cabinets for added storage and convenience. A 2-car garage completes the home, while the community offers exceptional amenities and a prime location close to shopping, dining, and major roadways. Schedule your private showing today and experience the best of Winter Garden living!
Listing is courtesy of: K REALTY (407-668-4310)
Listing Agent: Karine Nascimento (508-259-8853)
17134 LAKE INGRAM RD, WINTER GARDEN, FL 34787
$775,00093 Days on yellowkey MLS ID: G5107793
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1924 Built: 1959 Tax: $400 (2025)Community: Mt Park Orange GroveSingle Family
Taxes:$400
Remarks: Welcome to 17134 Lake Ingram Rd, which offers LAKEFRONT living with NO HOA on Lake Ingram, The property is 1.16-acres and has 118 feet of waterfront. WALT DISNEY WORLD is approximately 15 minutes away, while Orlando College of Osteopathic Medicine is just minutes away. Opportunity awaits for the current home and pool to be updated to suit the buyer’s personal style and taste. Zoned A-1, the parcel may appeal to buyers seeking space for a custom home or long-term investment. Property sold as-is. Due diligence recommended regarding zoning and development options. Call today to see this unique property in the desirable area of Horizon West.
Listing is courtesy of: OPTIMA ONE REALTY, INC. (352-243-6784)
Listing Agent: Cynthia Griffin (321-438-8203)
15506 HONEY MANDARIN WAY, WINTER GARDEN, FL 34787
$899,000239 Days on yellowkey MLS ID: O6343579
Bed: 5 Bath: 4.5 Liv Area Sq Ft: 3408 Built: 2018Monthly Fee: $110 Tax: $8,619 (2024)Community: Highlands/Summerlake Grvs Ph 2Single Family
Taxes:$8,619
Remarks: Stunning 5BR/4.5BA home on the largest corner lot in Highlands at Summerlake Groves. This beautifully upgraded residence features new high-end laminate flooring, a redesigned kitchen with updated cabinetry, and built-in closets in every bedroom. The office is enhanced with custom built-ins, and the home is equipped with a whole-house water purifier system. The spacious living room offers a wet bar with ice maker and refrigerator, perfect for entertaining. An in-law suite provides a private retreat with its own en-suite bath and walk-in closet. Upstairs, the second-floor balcony overlooks the community and delivers breathtaking views of Disney’s nightly fireworks, creating the ultimate Florida lifestyle. The property is fully fenced for added privacy and outdoor enjoyment. Community amenities include a resort-style pool and cabana, tennis courts, dog park, two playground for families, walking and biking trails, and a mini soccer field. Ideally located next to Orange County National Golf Center, and just minutes from Hamlin Town Center, Disney parks, shopping, dining, and top-rated A-schools.
Listing is courtesy of: VALSTAR REALTY LLC (407-270-5000)
Listing Agent: Otto Solis Parraga (407-431-1789)
12410 ENCORE AT OVATION WAY, WINTER GARDEN, FL 34787
$639,90045 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
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)
13665 KILLEBREW WAY, WINTER GARDEN, FL 34787
$939,000103 Days on yellowkey MLS ID: O6376754
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 3909 Built: 2017Community: Cypress Reserve Ph 1Single Family
Taxes:
Tax Year:
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)
14187 JOMATT LOOP, WINTER GARDEN, FL 34787
$949,90045 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
$1,490,00066 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)
13037 SANDCASTLE DR, WINTER GARDEN, FL 34787
$994,29565 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
$550,000106 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)
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