Displaying: For Sale
Location: Winter Garden
Property Type(s): Single Family
Price: $900,000 to $999,000
Do Not Show Listings
Winter Garden - 63 properties found
11277 HOLLOW BAY DR, WINTER GARDEN, FL 34787
$914,990Listed 06/25/2026 10:37AM MLS ID: O6419923
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3327 Built: 2025Monthly Fee: $208 Tax: $1,989 (2025)Community: WaterleighSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,989
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Waterleigh presents the Seacliff. 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. Customize this area to meet your needs with an optional den. Go down the hallway and you’ll find a powder room and laundry room tucked behind the stairwell leading up to the second floor. 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 a walk-in pantry for extra storage. All homes in this community will have stainless steel appliances, making cooking a piece of cake. Bedroom one is located off the living space in the back of the home for privacy. The bedroom one bathroom impresses with separate vanities, shower/tub space, toilet room with privacy door as well as a spacious walk in closet. As we head upstairs, you are greeted with a loft area and all three bedrooms. Two bedrooms share a upstairs bathroom with double bowl vanity while the additional bedroom is complete with ensuite bathroom. Like all homes in Waterleigh, the Seacliff 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)
14140 COUNTRY ESTATE DR, WINTER GARDEN, FL 34787
$996,97575 Days on yellowkey MLS ID: O6397262
REDUCED by $25 (0.0%) on 05/28/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2346 Built: 1984Monthly Fee: $71 Tax: $10,303 (2025)Community: Country LakesSingle Family
Taxes:$10,303
Remarks: Virtually Staged. Rare space, privacy, and lifestyle come together in this beautifully refreshed Winter Garden home on a stunning 1.1-acre lot with no rear neighbors. Designed for both everyday comfort and entertaining, this 4-bedroom, 3-bath residence features fresh interior paint, a newer roof, new range, recently installed water heater, and an updated screened-in pool and spa. The expansive screened porch creates a true indoor-outdoor living experience, with multiple access points from the home and a kitchen window that opens directly to the entertaining area. The flexible layout includes a full bath with convenient access for guests, pool use, or potential in-law/extended stay needs. Outside, enjoy rare acreage, privacy, and room to breathe, plus a large backyard storage building. The community offers private access to Lake Tilden, along with a boat ramp, tennis court, pavilion, and peaceful neighborhood setting. Just minutes from Winter Garden Village, Downtown Winter Garden, major highways, area hospitals, and world-famous attractions such as; Disneyworld, Universal and Seaworld. This property delivers the space, privacy, and location buyers wait for.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Sandra Farris (713-398-5321)
17350 WILD DAISY DR, WINTER GARDEN, FL 34787
$910,5108 Days on yellowkey MLS ID: G5113976
Bed: 6 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 4236 Built: 2026Monthly Fee: $150Community: Hamlin Meadows At HamlinSingle Family
Taxes:$0
Elementary School: Hamlin Elementary
High School: Horizon High School
Middle School: Hamlin Middle
Remarks: Virtually Staged. Under Construction. Pre Design Center Pricing Sample Image Welcome to this beautifully designed newer-construction home in the highly sought-after Hamlin Meadows community of Winter Garden, this spacious residence offers modern finishes, an open-concept layout, and a prime location just minutes from Hamlin Town Center, shopping, dining, top-rated schools, and major highways. Inside, you’ll find a bright and inviting floor plan featuring a large kitchen with upgraded cabinetry, stainless steel appliances, stone countertops, and an oversized island overlooking the main living and dining areas — perfect for entertaining. Pricing does not include design selections; you have the opportunity to customize the home to fit your taste
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Nancy Pruitt, Pa (352-552-7574)
8216 TOPSAIL PL, WINTER GARDEN, FL 34787
$949,900100 Days on yellowkey MLS ID: O6391155
REDUCED by $25,000 (2.6%) on 06/24/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3055 Built: 2022Monthly Fee: $360 Tax: $12,728 (2025)Community: Lakeshore Preserve Ph 5Single Family
Taxes:$12,728
Elementary School: Panther Lake Elementary
Middle School: Water Spring Middle
Remarks: Experience this beautifully upgraded home built by Toll Brothers, located in the highly desirable Lakeshore community. Perfectly positioned on a premium lot with no front or rear neighbors, this property offers both privacy and stunning surroundings. As you enter the home, you are welcomed by a dramatic two-story foyer highlighted by an elegant wood coffered ceiling, setting the tone for the spacious open concept design. The thoughtfully designed floor plan flows seamlessly into the formal dining area and expansive family room, creating the perfect space for entertaining and everyday living. The gourmet kitchen is a true centerpiece, featuring a large island ideal for gatherings, 42” cabinets with crown molding, stylish tile backsplash, natural gas cooktop, and stainless steel appliances. Just off the kitchen, the family room opens to a covered patio overlooking a private backyard with no rear neighbors, offering a relaxing outdoor retreat with hook ups for outdoor kitchen and sink. The primary suite, conveniently located on the first floor, features coffered ceiling, an upgraded spa-inspired en-suite bathroom, and a custom built walk-in closet. Upstairs, you’ll find a spacious loft with open railing overlooking the foyer below, along with three oversized bedrooms, each equipped with custom walk-in closets, providing comfort and ample storage for everyone. Beyond the home itself, the Lakeshore community offers an exceptional lifestyle with resort style amenities including a fitness center, gathering areas, sand volleyball court, fishing dock, and a spectacular resort style pool with splash area, along with many additional features. Conveniently located near shopping, dining, and top-rated schools, the property also provides easy access to major roadways leading to Walt Disney World Resort, Winter Garden Village, and the vibrant Hamlin area, known for its restaurants, shopping, and movie theater. Schedule your private showing today this exceptional property will not last long.
Listing is courtesy of: REALTY ONE GROUP MVP (800-896-8790)
Listing Agent: Fiorella Dilorenzo (407-947-0832)
14187 JOMATT LOOP, WINTER GARDEN, FL 34787
$949,90092 Days on yellowkey MLS ID: O6393373
0 Days Off yellowkey (back on 6/24/2026)
Bed: 6 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 4181 Built: 2019Monthly Fee: $70 Tax: $7,632 (2025)Community: Cypress Reserve Ph 2Single Family
Taxes:$7,632
Elementary School: SunRidge Elementary
High School: West Orange High
Middle School: SunRidge Middle
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)
13822 JOMATT LOOP, WINTER GARDEN, FL 34787
$975,00027 Days on yellowkey MLS ID: O6411926
REDUCED by $25,000 (2.5%) on 06/24/2026
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3828 Built: 2016Monthly Fee: $75 Tax: $12,039 (2025)Community: Cypress Reserve Ph 1Spa: YesSingle Family
Taxes:$12,039
Remarks: Welcome to 13822 Jomatt Loop! This stunning home offers 4 spacious bedrooms, 3 full bathrooms, a bonus loft space, private office and a 3 car garage off of an expansive driveway, all perfectly situated on an OVERSIZED FULLY FENCED LOT. Designed for both comfort and entertaining, the open-concept floor plan features generous living and dining spaces filled with natural light, and was just freshly painted throughout. The primary bedroom is located on the first floor and features his and hers walk in closets with CUSTOM BUILT INS, dual vanity spaces, a free-standing soaker tub, and spa like shower. Located on the second level is a large bonus room that's perfect for kids to play, a movie room, game room, and so much more. Step back outside to your personal backyard oasis where you can enjoy year-round Florida living with a heated sparkling pool and spa that's peacefully nestled between lush landscaping and a fully fenced yard. The expansive covered lanai is enhanced by a stunning outdoor kitchen by Paradise Grills, ideal for hosting gatherings, weekend barbecues, or simply unwinding at sunset. Additional upgrades include GAS APPLIANCES, custom living room built in entertainment center, automated pool pump, and various other thoughtful finishes throughout that elevate both style and function. This home is zoned for A-rated schools including Sunridge Elementary School and Sunridge Middle School, making it an exceptional choice for families seeking top-tier education options. Schedule your showing today! With its rare oversized conservation lot, luxury outdoor living, and prime location, this home truly checks every box. Schedule your private showing today and experience the lifestyle you’ve been waiting for.
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Jenna Palmero (407-697-8727)
10264 LOVE STORY ST, WINTER GARDEN, FL 34787
$915,00037 Days on yellowkey MLS ID: O6409005
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3295 Built: 2018Monthly Fee: $228 Tax: $11,228 (2025)Community: Storey Grove Ph 1B-2Spa: NoSingle Family
Taxes:$11,228
Elementary School: Water Spring Elementary
Remarks: Welcome to this exceptional 5-bedroom, 3-bath residence offering luxury, comfort, and unbeatable location. Situated on a private conservation lot with no rear neighbors, this home features a stunning saltwater pool, spacious screened lanai, and a fully fenced backyard designed for relaxation and entertaining. Enjoy nightly Disney fireworks and beautiful sunset views right from your own backyard. Inside, you’ll find elegant upgrades including luxury vinyl plank flooring with a warm oak finish, high-end details, and custom woodwork throughout. The thoughtful layout includes a private downstairs office, a first-floor guest suite with full bath, and a large upstairs bonus room offering flexible living space for any lifestyle. A three-car garage provides ample parking and storage. Located in a highly sought-after community with resort-style amenities—pool, clubhouse, fitness center, playgrounds, dog park, and walking trails. Zoned for top-rated Water Spring schools, including walking distance to Water Spring Elementary and proximity to Horizon West High School. Just minutes from Disney, SR-429, Flamingo Crossings, dining, and shopping.
Listing is courtesy of: FLORIDA CONNEXION PROPERTIES (407-574-2636)
Listing Agent: Camila Ricchetti (407-308-7484)
15078 CANOPY COVER DR, WINTER GARDEN, FL 34787
$969,00054 Days on yellowkey MLS ID: O6404208
REDUCED by $5,000 (0.5%) on 06/24/2026
Bed: 3 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 2270 Built: 2024Monthly Fee: $545 Tax: $10,412 (2025)Community: Del Webb OasisSingle Family
Taxes:$10,412
Remarks: This is it—the one buyers wait for and rarely catch in time. One of the final opportunities to own in Del Webb Oasis, a highly sought-after 55+ community by Pulte Homes, where lifestyle isn't an upgrade—it's built in. This extended Stardom Echelon isn't just a home—it's a fully dialed-in experience. Thoughtfully expanded and meticulously upgraded, it offers a private heated pool and extended lanai, creating a backyard designed for morning coffee, evening wine, and everything in between. The backyard view is pure nature—a lush tree line that provides a true sense of privacy with no rear neighbors in sight. The outdoor kitchen, electronic blinds, and fully fenced yard elevate both privacy and ease. And for those who appreciate a well-appointed bar setup, a custom coffee and bar station was added by the owner—a thoughtful touch not included in the original kitchen build. Inside, natural light pours into open living spaces anchored by a gourmet kitchen with an oversized island, built-in cabinetry, upgraded tile and flooring, and high-end appliances including a Samsung refrigerator. Every detail has been considered—from custom shelving throughout (primary suite, pantry, laundry, study, even garage entry) to a built-in vacuum system and in-wall pest control. The extended 3-car garage with epoxy floors and added storage offers the space you actually need—and even comes prepped for a whole-home water filtration system, ready for the next owner to complete. And then there's the community. Del Webb Oasis is where neighbors become friends and every day feels like a getaway—resort-style pool and spa, pickleball and tennis, a stunning clubhouse, fitness center, exercise equipment along the walking path trail and Parkette, fire pits, social clubs, and curated events. Lawn care is handled, so your time is truly your own. All just minutes from Walt Disney World Resort, Hamlin Town Center, and Downtown Winter Garden—with easy access to everything Central Florida offers. Homes like this don't come back around—especially not in communities like this. This is your chance to step into the next chapter, already fully upgraded and ready to enjoy from day one.
Listing is courtesy of: COLDWELL BANKER REALTY (407-696-8000)
Listing Agent: David Weiss (407-765-9020)
9218 HOLLISTON CREEK PL, WINTER GARDEN, FL 34787
$920,000117 Days on yellowkey MLS ID: O6386394
REDUCED by $7,900 (0.9%) on 05/13/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3087 Built: 2018Monthly Fee: $164 Tax: $11,801 (2025)Community: Watermark Ph 2BSpa: NoSingle Family
Taxes:$11,801
Remarks: Delight your clients with this unique opportunity in Watermark, one of the most desirable communities in Winter Garden. This elegant two-story residence combines sophistication, comfort, and impeccable finishes in every detail, featuring over $150,000 in upgrades that elevate the home’s overall quality and value. It offers 4 bedrooms, 3 full bathrooms, and 1 powder room, along with a simply enchanting outdoor area designed to provide unforgettable moments. Upon entering, a spacious and welcoming foyer leads to open-concept living areas, where the living room and dining room connect harmoniously, creating a bright and airy space ideal for entertaining family and friends. The beautiful porcelain tile floors enhance the elegance of the property. The kitchen is a true highlight, equipped with appliances, high-quality wood cabinetry, and ample countertop space, combining functionality and style for everyday living. On the second floor, all bedrooms provide greater privacy and comfort. The bedrooms feature closets and carpeting, creating a cozy atmosphere. The primary suite is a special retreat, featuring two walk-in closets and a spacious bathroom with dual sinks, offering both practicality and sophistication. The laundry room is also located on the upper floor and includes a sink, washer, and dryer, providing added convenience to the family’s routine. Outside, the property impresses with a fully equipped summer kitchen featuring a built-in grill, granite countertops, cabinetry, and a sink — perfect for gatherings and family moments — integrated with a private heated pool, allowing year-round enjoyment with comfort and exclusivity. Living in Watermark means enjoying resort-style amenities, including a community pool, modern fitness center, tennis court, playground, green areas, and tree-lined sidewalks for outdoor walks. The location is another major advantage: just minutes from Hamlin Town Center, with excellent restaurants, cafés, movie theater, and supermarkets; easy access to Walt Disney World Resort; and close to Florida State Road 429, providing convenient access to Orlando and the entire region. Additionally, it is surrounded by highly rated schools and all the conveniences that Winter Garden offers. A complete home, offering leisure, comfort, and a prime location. Don’t miss the opportunity to live or invest in one of the best addresses in the region.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Gustavo Carneiro (407-758-4001)
1646 HOLCOMB CREEK ST, WINTER GARDEN, FL 34787
$909,00088 Days on yellowkey MLS ID: O6394506
REDUCED by $20,000 (2.2%) on 06/17/2026
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3841 Built: 2017Monthly Fee: $184 Tax: $12,543 (2025)Community: TwinwatersSingle Family
Taxes:$12,543
Remarks: Welcome to 1646 Holcomb Creek Street. Your beautifully appointed four bedroom, 4.5-bath Meritage home offers 3,824 sq ft of thoughtfully designed living space in one of Winter Garden’s most desirable communities. Built in 2017, this energy-efficient floorplan features spray foam insulation, whole house water filtration system, a spacious open layout, high-end finishes, and multiple flexible living areas. The gourmet kitchen impresses with 42" cabinetry, quartz countertops, stainless steel appliances, extended storage, walk in pantry and a large eat-in dining area. The family room includes an electric fireplace with a floor-to-ceiling stone accent wall and triple sliding glass doors leading to the screened lanai and fenced backyard. The first-floor primary suite offers a tray ceiling and a spa-inspired bath with direct access to the laundry room. A guest suite with private bath, third bedroom with an additional private bath, powder room, and a convenient pocket office completes the main level. Upstairs, a large bonus/game room, additional bedroom, full bath, and a flexible pass-through space provides endless possibilities for a media room, playroom, office or optional 5th bedroom. Your garage offers overhead storage and a Tesla-E/V charger. Exterior features include a tile roof, stone accents, extended front porch, in ground irrigation and lush landscaping. Located minutes from top-rated schools, shopping, dining, major highways and attractions. This exceptional home offers the perfect blend of luxury, comfort, and efficiency—move-in ready and meticulously maintained.
Listing is courtesy of: ERA GRIZZARD REAL ESTATE (407-203-5800)
Listing Agent: Jennifer Grimes (352-223-9588)
15878 CITRUS GROVE LOOP, WINTER GARDEN, FL 34787
$910,0006 Days on yellowkey MLS ID: O6418239
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3505 Built: 2016Monthly Fee: $235 Tax: $6,920 (2025)Community: Hickory Hammock Ph 1BSingle Family
Taxes:$6,920
Elementary School: Whispering Oak Elem
Remarks: Welcome to Hickory Hammock in famous Winter Garden. This 5 bedroom, 4 bath home features wood look plank tile flooring throughout the ground level, with wood ceiling beams and custom built in cabinetry in the family room. With dual water views this lovely home is situated a short distance to the amenity rich clubhouse, with zero entry pool, indoor lounge with kitchen, tennis courts, volleyball court, full gym, and playground. Also residents have access to nature trails, a dock on Johns Lake and 2 dog parks. The vibrancy of Winter Garden is well known with its historic Downtown Plant St just minutes away. A farmer’s market, splash pad, many shops and restaurants, and the West Orange Trail make this one of the most active small towns in Central Florida. Being closely connected to HWY 429 provides easy access to all else Florida has available. Highly rated schools. MORTGAGE IS ASSUMABLE. Note: Please refer to floorplan at end of photos to illustrate additional bedroom and walk-in closet. These rooms are not shown in virtual walkthrough for home office privacy. Can be toured at showings.
Listing is courtesy of: BHHS FLORIDA REALTY (407-876-2090)
Listing Agent: Hardy Edwards (213-924-7010)
16043 SILVER BROOK WAY, WINTER GARDEN, FL 34787
$950,0009 Days on yellowkey MLS ID: O6417421
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3899 Built: 2024Monthly Fee: $168 Tax: $13,827 (2025)Community: Silverleaf Reserve/Hamlin Ph 2Single Family
Taxes:$13,827
Remarks: Welcome to Silverleaf in Horizon West, where luxury, space, and convenience come together just minutes from world-class attractions and approximately 25 minutes from Disney. Hamlin Town Center is also just a few minutes down the road, offering all of the staples in addition to dining, shopping, and nightlife. This stunning 5-bedroom, 4.5-bath residence offers nearly 4,000 square feet of thoughtfully designed living space with exceptional upgrades throughout. The heart of the home is the beautifully appointed gourmet kitchen featuring ceiling-height cabinetry, quartz countertops, an extended designer backsplash, and abundant storage, all opening seamlessly to the spacious great room—perfect for entertaining and everyday living. A private guest area with a full bath off the rear hallway provides comfort and flexibility for visitors or multigenerational living. Step outside to an expansive backyard with no rear or side neighbors, creating a private setting for relaxation and recreation. The covered lanai is pre-plumbed for an outdoor kitchen and ready for your vision of the ultimate backyard oasis. A striking open staircase with modern wire railing leads to the second floor, where a massive loft serves as a central gathering space surrounded by three secondary bedrooms and the luxurious primary suite. The spacious primary retreat includes a versatile bonus room ideal for a home office, fitness area, nursery, or private sitting room. The spa-inspired primary bath features a large soaking tub, frameless glass shower, a tasteful tile package, and a walk-in closet with a custom organization system. Additional highlights include a second-floor laundry room with upgraded cabinetry and utility sink, extra recessed lighting throughout, a newly installed EV charger,, and an epoxy-coated garage floor, and a covered front porch with room for chairs to sit and watch the world go by. You are also just steps from Hamlin Elementary and Hamlin Middle school making it easy to avoid that dreaded drop off/pick up loop by walking or biking your kiddos to school. Located in the highly desirable Horizon West area near shopping, dining, top-rated schools, and major roadways, this exceptional home offers the perfect blend of elegance, functionality, and Florida living.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Ken Pozek (407-813-2773)
14359 MAGNOLIA RIDGE LOOP, WINTER GARDEN, FL 34787
$998,00040 Days on yellowkey MLS ID: O6408165
REDUCED by $10,000 (1.0%) on 06/21/2026
Bed: 5 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3881 Built: 2015Monthly Fee: $188 Tax: $13,774 (2025)Community: Orchard Hills Phase 1Single Family
Taxes:$13,774
Elementary School: Keene Crossing Elementary
High School: Windermere High School
Middle School: Bridgewater Middle
Remarks: Welcome to this stunning 5-bedroom, 3.5-bath home located in the highly sought-after Orchard Hills community in Winter Garden. Known for its vibrant community atmosphere and resort-style amenities, Orchard Hills offers a community pool, fitness center, playground, and top-rated schools. This beautifully maintained home offers over 3,881 square feet of living space with an open layout, soaring ceilings, abundant natural light, crown molding, and upgraded finishes throughout. The gourmet kitchen features quartz countertops, stainless steel appliances, a walk-in pantry, and a large center island with plenty of prep and gathering space. The oversized primary suite is conveniently located on the first floor and features a large walk-in closet, dual vanities, soaking tub, and separate shower. Upstairs offers four generously sized bedrooms, Jack-and-Jill bathrooms, and a versatile loft space. Step outside to your own private backyard retreat featuring a screened heated pool, outdoor kitchen, and fenced yard—perfect for entertaining and enjoying Florida living. Conveniently located near SR-429, Hamlin Town Center, shopping, dining, and Disney attractions. All information and property details are deemed reliable but not guaranteed and should be independently verified by the buyer/buyer’s agent.
Listing is courtesy of: BAMYOU REALTY (813-384-7666)
Listing Agent: Shitong Liang (626-999-6667)
14102 LOCHEND WAY, WINTER GARDEN, FL 34787
$935,00022 Days on yellowkey MLS ID: O6411646
REDUCED by $43,800 (4.5%) on 06/19/2026
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3606 Built: 2024Monthly Fee: $77 Tax: $11,605 (2025)Community: Westhaven At OvationSingle Family
Taxes:$11,605
Remarks: This beautifully maintained Toll Brothers Delray floor plan is 2 years new and sits on one of the community’s most desirable lots, directly overlooking the scenic community park. With excellent curb appeal, a covered front porch, and a long brick paver driveway, the home welcomes you from the moment you arrive. Step inside the dramatic two-story foyer and discover an open, light-filled floor plan with thoughtfully chosen upgrades, neutral colors, and high-end finishes throughout. The heart of the home is the expansive kitchen featuring a large prep island, built-in ovens, vented cooktop, walk-in pantry, and abundant cabinetry for all your storage needs. A convenient downstairs bedroom with a full bath offers ideal space for guests or multigenerational living. Upstairs, a spacious bonus room provides flexible living options, while the impressive primary suite steals the show with two walk-in closets, a luxurious garden bath, oversized shower, and dual vanities. Every bedroom is generously sized, giving family members their own private retreats. Just around the corner, the brand-new community clubhouse with its modern contemporary design is scheduled to open in July, bringing a state-of-the-art fitness center and sparkling community pool within easy walking distance. Perfectly located just minutes from Disney, major highways, top-rated shopping, and dining, this home is also zoned for highly sought-after K-12 schools. Why wait to build when you can move into this like-new Delray now and settle in before the new school year begins? A rare opportunity to own an upgraded Toll Brothers home in an unbeatable location.
Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)
Listing Agent: Ronald Ziolkowski (407-592-7653)
17738 SEDONA ST, WINTER GARDEN, FL 34787
$905,93942 Days on yellowkey MLS ID: O6407986
1 Days Off yellowkey (back on 6/20/2026)
INCREASED by $3,275 (0.4%) on 06/06/2026
Bed: 3 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2573 Built: 2026Monthly Fee: $142Community: Esplanade At Mckinnon GrovesSingle Family
Elementary School: Lost Lake Elem
High School: East Ridge High
Middle School: Windy Hill Middle
Remarks: Under Construction. What's Special: Oversized Lot | Covered Extended Lanai | Close to Amenities. New Construction – October Completion! Built by America's Most Trusted Home Builder. Welcome to the Cascata at 17738 Sedona Street in Esplanade at McKinnon Groves! This new home welcomes you through a charming courtyard and porch into a sweeping foyer that opens to a gourmet kitchen overlooking the dining area and bright great room. The open layout continues to an extended lanai, creating a smooth transition for everyday living and easy entertaining. Two secondary bedroom suites each include a private bathroom, with a conveniently placed study between them that adds flexible space for work or relaxation. Tucked away for privacy, the primary suite offers a spacious walk-in closet and a spa-inspired bath designed for a peaceful retreat. A powder room, laundry room, and three-car garage complete the home. Additional Highlights Include: Tray ceilings, additional door at laundry, outdoor kitchen rough-in, pool pre-wire, and water softener loop. Photos are for representative purposes only. MLS#O6407986 Esplanade at McKinnon Groves brings resort-style living to Winter Garden with beautifully designed open-concept homes set among natural views. This vibrant gated community offers a lifestyle centered on wellness, unique experiences, and signature amenities that make every day feel like a getaway. The Venue will feature a fitness center, movement studio, treatment room, lifestyle spaces, outdoor terrace seating, Bahama bar, and a resort pool with a spa and cabanas. You’ll also enjoy fireside seating, yoga and flex lawns, pickleball, tennis and bocce courts, a bark park, rose garden, and a trailhead connecting miles of equestrian and walking trails. Concierge services and year-round events elevate the experience even more. With zoning for Lake County public schools, this community blends everyday convenience with resort-style comfort!
Listing is courtesy of: TAYLOR MORRISON REALTY OF FLORIDA INC (407-756-5025)
Listing Agent: Michelle Campbell (407-756-5025)
9738 TOWER PINE DR, WINTER GARDEN, FL 34787
$950,0006 Days on yellowkey MLS ID: O6417627
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2526 Built: 1993 Tax: $7,549 (2025)Community: Lake Avalon Rural SettlementSingle Family
Taxes:$7,549
Remarks: Escape to your own private retreat in the highly sought-after Lake Avalon area of Winter Garden! Nestled on nearly 5 picturesque acres, this charming home offers the perfect blend of country living and modern convenience. Featuring 3 bedrooms, 2 full bathrooms, and over 2.500 square feet of living space, the home welcomes you with high ceilings, an open-concept floor plan, and an updated kitchen that flows seamlessly into the spacious living and dining areas—perfect for everyday living and entertaining. Bring your horses, recreational vehicles, and outdoor toys—there's no HOA and ample space to create the lifestyle you've been dreaming of. Enjoy the peace and privacy of acreage living while remaining just minutes from shopping, dining, Disney, Downtown Winter Garden, and convenient access to SR-429. Whether you're looking for a private homestead, hobby farm, or simply room to spread out, this rare acreage property offers endless possibilities in one of Central Florida's most desirable locations.
Listing is courtesy of: KORR REALTY CORP (407-732-6987)
Listing Agent: Jacquelyn Retherford (917-270-4699)
16827 SANCTUARY DR, WINTER GARDEN, FL 34787
$998,00061 Days on yellowkey MLS ID: S5148416
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2281 Built: 2020Monthly Fee: $165 Tax: $6,024 (2025)Community: Sanctuary/Twin WatersSpa: YesSingle Family
Taxes:$6,024
Remarks: Designer Pool Home on a Premium Corner Lot in Sanctuary at Twin Waters – Winter Garden. Welcome to this beautifully one story upgraded 4-bedroom, 3-bathroom home offering elegant living space, built in 2020 and located in the highly desirable Winter Garden. Situated on a premium corner lot, this home offers exceptional privacy with no rear neighbors and no neighbors on the right side, creating a rare and peaceful setting that is highly sought after in the area. The thoughtfully designed floor plan features four spacious bedrooms, including TWO PRIVATE SUITES, making it ideal for guests or multi-generational living. Inside the home, you’ll find a modern and clean aesthetic with ceramic tile and laminate flooring throughout. PROFESSIONALLY CUSTOM CLOSET DESIGNS in all 4 bedrooms and pantry, including a fully customized pantry that provides exceptional organization and storage. Three of the bedrooms are equipped with automatic blackout shades with remote control, offering both comfort and convenience. The backyard is truly a private retreat designed for relaxation and entertaining. The stunning custom heated Spa pool (Small pool/large spa) features a striking glass wall, creating a unique architectural element rarely found in residential homes. The backyard is fully fenced and beautifully finished with premium artificial turf, providing a lush and low-maintenance outdoor environment. Enhancing the outdoor experience even further, the home is equipped with a MistAway Generation III mosquito misting system, allowing you to enjoy the outdoor living spaces comfortably year-round. The outdoor space is further enhanced by a gourmet outdoor kitchen complete with a BLAZE built-in grill, LARGE BIG GREEN EGG, and a BLAZE side burner, making this home perfect for hosting family and friends. The home is equipped with a Vivint smart security system featuring 3 surveillance cameras, as well as a Ring video doorbell, providing enhanced security and convenience. This property combines modern construction with extensive upgrades and a highly desirable location in one of Winter Garden’s most sought-after communities, with convenient access to shopping, dining, top-rated schools, and major roadways. A rare opportunity to own a private, beautifully upgraded home in Sanctuary at Twin Waters. Schedule your private showing today. (Furniture is not included, but it is negotiable - GYM equipment in the garage is not included, but it is negotiable)
Listing is courtesy of: EASY REALTY SERVICES INC (321-318-1005)
Listing Agent: Gabriela Martins-Pierami (321-318-1005)
9849 LOST CREEK DR, WINTER GARDEN, FL 34787
$990,000581 Days on yellowkey MLS ID: O6258009
1 Days Off yellowkey (back on 6/18/2026)
Bed: 5 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3910 Built: 2021Monthly Fee: $250 Tax: $10,950 (2023)Community: WaterleighSpa: NoSingle Family
Taxes:$10,950
Tax Year: 2023
Remarks: Under contract-accepting backup offers. Virtually Staged. ACCEPTING BACK UP OFFERS. Nestled in the heart of Winter Garden’s prestigious Waterleigh community, this 5-bedroom, 4-bathroom masterpiece redefines modern luxury and family living. Boasting 3,910 sq. ft. of beautifully designed space, this 2021-built home is a perfect blend of timeless charm and contemporary convenience. From the moment you arrive, the immaculate landscaping and spacious 3-car garage set the stage for what lies within. Step onto the inviting front porch, and you’ll immediately feel at home. Inside, the gourmet kitchen takes center stage, showcasing gleaming white quartz countertops, custom 42-inch cabinets, and top-of-the-line stainless steel appliances. The oversized island is ready for anything—from morning coffee to lively dinner parties. Natural light floods the open living and dining spaces, where panoramic lake views create a serene backdrop for daily life. Retreat to the main-floor primary suite, a private haven with tranquil lake vistas, a spa-like ensuite, and a walk-in closet. Upstairs, a sprawling loft provides a perfect gathering space, while generously sized bedrooms ensure comfort for everyone. But the magic doesn’t stop indoors. Imagine unwinding on your covered patio as the sun sets, Disney’s iconic fireworks lighting up the sky above the lake. Beyond your doorstep, Waterleigh’s resort-style amenities await—scenic walking trails, sparkling pools, state-of-the-art fitness centers, and even a community garden. With its unbeatable combination of elegance, comfort, and convenience, this home offers more than just a place to live—it’s a lifestyle. Schedule your private tour today and start your next chapter in this extraordinary home!
Listing is courtesy of: REAL BROKER, LLC (407-279-0038)
Listing Agent: Jennifer Ibarra (213-500-7525)
10174 MERRYMEETING BAY DR, WINTER GARDEN, FL 34787
$999,00060 Days on yellowkey MLS ID: O6402434
REDUCED by $26,000 (2.5%) on 06/18/2026
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2758 Built: 2020Monthly Fee: $250 Tax: $7,946 (2025)Community: Waterleigh Ph 2C-2 & 2C-3Single Family
Taxes:$7,946
Remarks: LAKEFRONT!!!Welcome to 10174 Merrymeeting Bay Dr — a gorgeous 4-bedroom, 3.5-bath home in the heart of Winter Garden that checks all the boxes and then some. Step inside and you'll notice the open floor plan right away. Tile floors run through the main living areas with cozy carpet in the bedrooms. The kitchen is a dream with quartz counters, stainless appliances, wood cabinets, and a walk-in pantry. The primary suite features tray ceilings and a custom feature wall, while the bathroom offers a large shower, double sinks, and a fully built-out walk-in closet. Laundry is conveniently located inside the house too. Now let's talk about the backyard — this is where things get really good. You've got 60 feet of lakefront and a screened lanai with roll-up screens that's an absolute show-stopper. Think full summer kitchen with a fridge, grill, sink, ceiling fans, and a large island. Oh, and you can catch the Disney fireworks right from your front porch. Not bad, right? A transfer switch has been added to accommodate a generator, so you're covered when storms roll through. The community itself is loaded with amenities like a pool, tennis courts, and volleyball. Atwater Bay Elementary is right inside the neighborhood, and Horizon High School is just minutes away. Publix sits right at the front of the community, and Lakeshore Private Park is close by for extra outdoor fun. This one won't last long — come see it for yourself!
Listing is courtesy of: LUXE PROPERTIES LLC (305-809-7650)
Listing Agent: Deanna Meredith (407-331-6542)
16175 LEYLAND CYPRESS LN, WINTER GARDEN, FL 34787
$920,308231 Days on yellowkey MLS ID: G5104189
0 Days Off yellowkey (back on 11/6/2025)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3108 Built: 2026Monthly Fee: $150Community: Avalon WoodsSingle Family
Remarks: Under contract-accepting backup offers. Virtually Staged. Pre-Construction. To be built. Opportunity in Avalon Woods! ARLINGTON bonus. Discover the newest community by Dream Finders Homes in the highly sought-after Hamlin, Winter Garden. Welcome to the Arlington, an award-winning single-story open-concept home designed for modern living and effortless entertaining. The layout flows seamlessly from the great room to the dining and kitchen areas, creating a bright and welcoming space for family and guests. The kitchen features an oversized island, wrap-around cabinetry, and ample counter space, connecting directly to the living areas—perfect for everyday living and entertaining. The owner’s suite and additional main-floor bedrooms are thoughtfully placed to maximize privacy and comfort, making this home ideal for families or multi-generational living. Located in the brand-new Avalon Woods community, residents enjoy boutique-style charm just minutes from top-rated schools, Hamlin Town Center, Hwy 429, and Disney.
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