Location: Winter Garden
Do Not Show Listings
13856 GLYNSHEL DR, WINTER GARDEN, FL 34787
$850,00039 Days on yellowkey MLS ID: O6416757
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3538 Built: 2003Monthly Fee: $167 Tax: $11,261 (2025)Community: GlynwoodSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$11,261
Elementary School: SunRidge Elementary
High School: West Orange High
Tax Year: 2025
Middle School: SunRidge Middle
Remarks: Located in the highly desirable gated community of Glynwood in Winter Garden, this spacious 5-bedroom, 4-bath pool home offers over 3,500 square feet of living space on a private cul-de-sac lot. The versatile floor plan features a first-floor owner's suite, dedicated office/den, formal and casual living areas, and an upstairs bonus/media room with an additional bedroom and bath—ideal for guests, multi-generational living, or a home theater. The screened pool and spa create a private backyard retreat, while the 3-car garage (AC by Modern Wall Unit and Upgraded Garage Floor Coating) provides ample storage and parking. Residents enjoy access to community amenities including a pool, tennis courts, playground, and gated entry. Conveniently located near Winter Garden Village, historic downtown Winter Garden, major highways, shopping, dining, and area attractions.
Listing is courtesy of: CHOICEPOINTE REALTY, INC. (888-246-5758)
Listing Agent: Mary Dees (407-468-8285)
721 S WOODLAND ST, WINTER GARDEN, FL 34787
$440,00028 Days on yellowkey MLS ID: O6419636
REDUCED by $10,000 (2.2%) on 07/23/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1034 Built: 1955 Tax: $508 (2025)Community: Borders & Woosley SubSingle Family
Taxes:$508
Elementary School: Dillard Street Elem
Middle School: Lakeview Middle
Remarks: Located within Winter Garden’s golf cart district and just minutes from Plant Street, this property offers a distinctive combination of current residential use, C-2 General Commercial zoning, and no HOA. The single-story, concrete-block home includes 2 bedrooms, 1 bathroom, 1,034 square feet of heated living space, an enclosed porch that provides additional flexible space, and a roof replaced in 2023. The interior is ready for renovation, allowing the next owner to update the property according to their intended use and vision. Situated on an approximately 0.19-acre homesite, the property also features mature shade trees, a concrete driveway, and fenced sections of the yard. Its central Winter Garden location provides convenient access to the restaurants, shops, farmers market, community events, and West Orange Trail surrounding downtown and Plant Street, while nearby golf-cart-friendly roadways offer another way to explore the area. Whether considered for continued residential use, a renovation project, or a future business opportunity, this property presents a range of possibilities in a well-connected location. Buyers should independently verify all intended uses, permitting requirements, and zoning regulations with the City of Winter Garden.
Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)
Listing Agent: Christopher Bessette (407-292-5400)
5960 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787
$597,99674 Days on yellowkey MLS ID: G5112227
INCREASED by $40,873 (7.3%) on 06/10/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1772 Built: 2026Monthly Fee: $150Community: Avalon WoodsSingle Family
Taxes:$0
Elementary School: Hamlin Elementary
High School: Horizon High School
Middle School: Hamlin Middle
Remarks: Virtually Staged. Under Construction. Welcome to this beautifully designed newer-construction, the Amelia, a charming single-story bungalow in the highly sought-after Avalon Woods community of Winter Garden! Built in 2026, 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. The spacious primary suite offers a private retreat with a walk-in closet and a well-appointed bathroom with dual vanities and a large walk-in shower.
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Nancy Pruitt, Pa (352-552-7574)
17631 LAKE STAR RD, WINTER GARDEN, FL 34787
$830,186Listed 07/24/2026 4:30PM MLS ID: TB8532670
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3004 Built: 2026Monthly Fee: $84 Tax: $11,000 (2025)Community: Northlake At OvationSingle Family
Taxes:$11,000
Elementary School: None
High School: None
Middle School: None
Remarks: Under Construction. Welcome to Northlake at Ovation! This gorgeous new construction home is located in the highly desirable Horizon West area of Winter Garden. This beautiful two story home features 3 bedrooms, 3 baths and flexible loft space. The open kitchen boasts plenty of upgrades from the AW Collection Milan such as beautiful 42 inch cabinets, tiled backsplash, and stainless steel appliances. Large island with upgraded quartz countertops perfect for gatherings that is open to the family room with soaring two story ceiling with plenty of windows bringing in natural light throughout. Main living space features wood look tile flooring and bedrooms with upgraded carpet for comfort, plus 8' interior and exterior doors throughout the home. Enjoy the amenities with a swim in the community pool, clubhouse, shaded playground, and dog park. This home is conveniently located to top rated schools, shopping, grocery stores, Horizon West restaurants, and Walt Disney World. *Representation images and renderings are for illustrative purposes. Actual options and design finishes of home may vary.
Listing is courtesy of: ASHTON WOODS FLORIDA REALTY LLC (813-918-4491)
Listing Agent: Reed Williams (813-918-4491)
706 CANOPY ESTATES DR, WINTER GARDEN, FL 34787
$1,225,000116 Days on yellowkey MLS ID: O6394059
REDUCED by $34,000 (2.7%) on 06/17/2026
Bed: 5 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 4019 Built: 2018Monthly Fee: $298 Tax: $17,895 (2025)Community: Canopy Oaks Ph 1Single Family
Taxes:$17,895
Elementary School: Lake Whitney Elem
Remarks: Located within the gated community of Canopy Oaks in Winter Garden, Parade of Homes Award-Winning Delray model by renowned builder A.R. Bailey Homes combines timeless architecture with curated upgrades rarely found in today’s market. Situated within an intimate enclave of only 49 homesites, this meticulously maintained home offers over 4000 sf of flexible multigenerational living, entertaining spaces and seamless indoor-outdoor Florida living. Ideally located just minutes from Historic Downtown Winter Garden, Winter Garden Village, Orlando Health, the Roper YMCA, shopping, dining, recreation, and major roadways including Florida’s Turnpike, SR 429, SR 408, and Interstate 4. A paver driveway, concrete tile roof, stone-accented exterior, wood-look garage doors, 3-car garage, and grand solid wood double-entry doors create a striking first impression. Inside, 10-foot ceilings in the great room, architectural details, abundant natural light, elegant finishes, and wood-look porcelain tile flooring throughout the first floor create a sophisticated yet welcoming atmosphere. The chef’s kitchen serves as the heart of the home, designed for everyday living and entertaining. Highlights include a natural gas cooktop with exterior vent, built-in wall oven, upgraded appliances, pot filler, oversized center island, 42-inch cabinetry with crown molding, under-cabinet lighting, designer tile backsplash, and an expansive walk-in pantry overlooking the coffered-ceiling great room. A gated wine cellar adds a distinctive feature rarely found at this price point. The luxurious first-floor primary suite was designed as a spa-inspired retreat, featuring a beautifully appointed primary bathroom with premium finishes, dual vanities, an oversized walk-in shower, freestanding soaking tub, and a spacious walk-in closet. A separate first-floor en-suite bedroom provides flexibility for guests, extended family, multigenerational living, or a private home office. Upstairs, a second primary suite is complemented by 2 additional en-suite bedrooms, a spacious loft, guest powder bath, and covered balcony, providing privacy and versatility for family and guests. Designed to embrace Florida’s indoor-outdoor lifestyle, dramatic corner-opening glass doors and expansive stacking sliders open to the covered lanai with a motorized retractable screen, creating effortless entertaining year-round. The backyard, accented by a stucco privacy wall, offers ample space for a custom pool, outdoor kitchen, and additional outdoor living areas. The three-car garage provides generous space for vehicles, golf carts, storage, and recreational equipment. Additional highlights include dual tankless water heaters, dual HVAC systems with zoned climate control, motorized roller shades, decorative iron stair railings, a mudroom, reading nook, and generous storage throughout. Residents of Canopy Oaks enjoy scenic walking trails, a community playground, and an exceptional Winter Garden location near shopping, dining, healthcare, recreation, and everyday conveniences. Offering 5 en-suite bedrooms, 7 bathrooms, dual primary suites, a spa-inspired first-floor primary suite, wood-look porcelain tile throughout the first floor, a 3-car garage, natural gas, award-winning design, and an exceptional location within Canopy Oaks, this beautifully maintained residence presents an outstanding opportunity to experience refined Winter Garden living. Also available for lease (MLS #O6416527).
Listing is courtesy of: PREMIER SOTHEBY'S INTL. REALTY (407-644-3295)
Listing Agent: Lisa Rutkowski (407-793-2416)
6274 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787
$1,016,060Listed 07/24/2026 3:59PM MLS ID: G5115512
0 Days Off yellowkey (back on 7/24/2026)
Bed: 6 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 4236 Built: 2026Monthly Fee: $150Community: Avalon WoodsSingle Family
Remarks: Virtually Staged. Pre-Construction. To be built. Welcome to the Arlington with Bonus! This stunning 4236 square foot, two-story floor plan boasts 6 bedrooms, 4 bathrooms, and a spacious 2-car garage. Experience the ultimate in open-concept living on the main level, perfect for entertaining family and friends. The garage includes an extra hobby/work space for all your creative projects. Step outside and unwind under the inviting covered patio, or head upstairs to discover a generously sized bonus room, ideal for a playroom, home office, or media space. Don’t miss out on the opportunity to make this beautiful home your own!
2766 BOBCAT CHASE BLVD, WINTER GARDEN, FL 34787
$520,000Listed 07/24/2026 3:32PM MLS ID: O6427751
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1811 Built: 2020Monthly Fee: $286 Tax: $5,482 (2025)Community: Longleaf At OaklandSingle Family
Taxes:$5,482
Elementary School: Tildenville Elem
Remarks: Welcome to Longleaf at Oakland by Pulte! Built in 2020, this move-in-ready 3-bedroom, 2.5-bathroom home offers 1,811 square feet of stylish living space featuring brand-new luxury vinyl plank flooring throughout, fresh interior paint, quartz countertops, stainless steel appliances, and an open-concept layout designed for comfortable everyday living and effortless entertaining. Located less than five minutes from the new Oakland Town Center, you’ll be close to an exciting new lifestyle destination featuring chef-driven restaurants, boutique shopping, fitness and wellness concepts, medical services, outdoor gathering spaces, and everyday conveniences. Historic Downtown Winter Garden, the West Orange Trail, and major highways are also just minutes away. Residents of Longleaf at Oakland enjoy a community pool, playground, and beautifully maintained green spaces, all within one of West Orange County’s most desirable communities. Don’t miss the opportunity to own this beautifully updated, move-in-ready home in one of Oakland’s most sought-after neighborhoods. Schedule your private showing today!
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-480-5014)
Listing Agent: Andrea Endlein (407-923-5874)
8768 SONOMA COAST DR, WINTER GARDEN, FL 34787
$890,00048 Days on yellowkey MLS ID: O6414519
Bed: 5 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 3416 Built: 2022Monthly Fee: $275 Tax: $11,513 (2024)Community: WaterleighSpa: NoSingle Family
Taxes:$11,513
Elementary School: Water Spring Elementary
Tax Year: 2024
Middle School: Water Spring Middle
Remarks: UNBEATABLE OPPORTUNITY IN WATERLEIGH! This stunning move-in ready home offers the perfect combination of luxury, privacy, and Florida lifestyle. Enjoy a premium lot, spacious open floor plan, designer finishes, and access to resort-style amenities including pools, fitness center, walking trails, and parks. Ideally located near top-rated schools, shopping, dining, major highways, and Disney. Homes like this at this value don't last! Priced to sell and ready for a quick closing—schedule your private showing today before this incredible opportunity is gone!
Listing is courtesy of: MIHOUSE REALTY LLC (407-286-2690)
Listing Agent: Martha Leighton, Pa (407-223-7767)
15665 CITRUS HARVEST RD, WINTER GARDEN, FL 34787
$699,90083 Days on yellowkey MLS ID: O6400896
REDUCED by $20,000 (2.8%) on 07/11/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2931 Built: 2016Monthly Fee: $235 Tax: $5,441 (2025)Community: Hickory Hammock Ph 2ASingle Family
Taxes:$5,441
Elementary School: Whispering Oak Elem
Remarks: PREMIUM CONSERVATION LOT offering privacy and natural beauty, with a GREEN SPACE on the right side of the home and a park with sitting benches and sidewalks located across the street. Discover exceptional value and picturesque Florida living in this beautifully appointed 4-bedroom, 2.5-bath home offering 2931 square feet of thoughtfully designed living space. Enjoy tranquil views of the Lake Burnett inlet from the screened lanai. Inside, a bright open-concept floor plan showcases tile flooring throughout the first floor, luxury vinyl plank flooring upstairs, crown molding, custom window casings, a designer feature wall in the dining room, and elegant finishes throughout. The spacious kitchen is the heart of the home, featuring 42-inch cabinetry, stainless steel appliances, a walk-in pantry, a kitchen island, and seamless flow into the great room and dining areas—perfect for entertaining and everyday living. A flex room / office on the first floor, provides ideal additional living area or work-from-home space. Upstairs, the game room offers even more flexibility. Double doors lead to the spacious primary suite, featuring a charming window bench seat, large walk-in closet, dual vanities, soaking tub, walk-in shower, and private water closet. Generously sized secondary bedrooms provide ample space, with two bedrooms featuring walk-in closets. Step outside to the fully fenced backyard with aluminum fencing and dual side gates, where peaceful conservation views create the perfect backdrop for relaxing or entertaining. Additional upgrades include fresh exterior paint, a new water heater, new dishwasher, newer washer and dryer, gutters with premium leaf protection, and pre-wiring for a security system. Residents of Hickory Hammock enjoy resort-style amenities including a clubhouse, pool, fitness center, tennis courts, sand volleyball courts, fishing pier, playground, walking trails, community parks, and golf cart-friendly streets. Conveniently located just 10 minutes from the 429, connecting you to the Turnpike and I-4. A quick 10 minutes to the Winter Garden Village and Downtown Winter Garden, you'll enjoy easy access to boutique shopping, restaurants, coffee shops, Plant Street Market, and the popular Saturday Farmers Market. Now offered at an exceptional value, this home presents an outstanding opportunity to enjoy the Florida lifestyle you've been dreaming of. Schedule your private showing today. WELCOME HOME!
Listing is courtesy of: CARIS REALTY AND INVESTMENTS INC (407-595-0009)
Listing Agent: Janelle Conway (407-595-0009)
637 GRASSY STONE DR, WINTER GARDEN, FL 34787
$850,000Listed 07/24/2026 1:39PM MLS ID: O6427944
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3241 Built: 2013Monthly Fee: $72 Tax: $9,999 (2025)Community: Covington Chase Ph 2BSpa: YesSingle Family
Taxes:$9,999
High School: Ocoee High
Remarks: Virtually Staged. Beautiful five-bedroom, three-bath pool home located in the highly sought-after Golf Cart District of Downtown Winter Garden. Situated on a spacious, fully fenced corner lot, this home offers a versatile floor plan with room to live, work, and entertain. Upon entry, a flex room is located to the right and may be used as an office, playroom, sitting room, or study. A formal dining room is located to the left. The main living area features an open-concept kitchen, living room, and dinette area. A downstairs bedroom and full bath provide a convenient option for guests or multigenerational living. Upstairs, the primary suite includes two walk-in closets. Three additional bedrooms, a full bath, and the laundry room are also located upstairs. The large media room offers flexible use as a theater room, home office, game room, or bonus space. Enjoy the private outdoor area with a covered porch, fully fenced yard, and saltwater pool and spa. Upgrades include freshly painted interior and exterior, and new carpet installed on 7/23/26. The AC unit is one year old. The seller will pay off the solar system at closing, providing added energy-efficiency benefits for the next owner. Conveniently located near the West Orange Trail, Plant Street Market, local shopping, dining, parks, and Downtown Winter Garden. Golf cart is available for purchase separately and is not included in the sale of the home.
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Erica Diaz (407-897-5400)
14327 WABASSO LOOP, WINTER GARDEN, FL 34787
$869,990301 Days on yellowkey MLS ID: O6347454
REDUCED by $30,000 (3.3%) on 07/24/2026
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3710 Built: 2022Monthly Fee: $200 Tax: $12,141 (2024)Community: Tilden Place/Winter GardenSingle Family
Taxes:$12,141
Remarks: Beautifully upgraded home located in the desirable gated community of Tilden Place in the heart of Horizon West. This home showcases one of the builder’s highest-level design upgrade packages, featuring premium cabinetry, upgraded flooring, elegant finishes, crown molding, designer lighting, and a gourmet kitchen with luxury selections throughout. The fully fenced backyard provides privacy and is perfect for entertaining, pets, or outdoor living. Outstanding location just minutes from Hamlin Town Center, offering convenient access to shopping, dining, entertainment, Cinepolis Luxury Cinemas, Publix, Walgreens, and major roadways including SR-429. Nearby restaurants include The French Cafe, Bosphorous Turkish Cuisine, Agave Azul Cocina Mexicana, Ford’s Garage, Gochujang Korean BBQ, Capone’s Coal Fired Pizza, Teak Neighborhood Grill, Jeremiah’s Italian Ice, Kelly’s Homemade Ice Cream, Starbucks, and Home State Brewing Co. Zoned for highly sought-after schools:Keenes Crossing Elementary School, Bridgewater Middle School, Windermere High School, Foundation Academy – Tilden Campus; The Goddard School of Winter Garden, Cranium Academy, StarChild Academy of Winter Garden. Easy access to Walt Disney World, Flamingo Crossings, Winter Garden Village, Orlando Health Horizon West Hospital, and the future Horizon West growth corridor. Don’t miss this exceptional opportunity to own one of Horizon West’s finest homes in a gated community with premium builder upgrades. Schedule your private tour today and experience everything this beautiful home.
Listing is courtesy of: KARDOSH REALTY (407-499-4466)
Listing Agent: Stephanie Li (407-538-7599)
10067 AUSTRINA OAK LOOP, WINTER GARDEN, FL 34787
$1,160,000246 Days on yellowkey MLS ID: O6361968
REDUCED by $10,000 (0.9%) on 07/21/2026
Bed: 6 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 4305 Built: 2020Monthly Fee: $159 Tax: $13,997 (2024)Community: Watermark Ph 4Single Family
Taxes:$13,997
Elementary School: Panther Lake Elementary
Remarks: Seller Motivated , Welcome Home! This beautifully renovated 4,305 sq. ft. single-family residence offers the perfect blend of modern upgrades and inviting comfort, located in one of Winter Garden’s well sought-after communities. Discover elegant porcelain tile flooring throughout the first floor, leading to a spacious, updated kitchen featuring quartz countertops, a smart cooktop, and decorative glass cabinetry, ideal for both everyday living and entertaining. The gorgeous master suite includes a custom built-in walk-in closet, providing both style and functionality. With 6BR/5BA, there’s plenty of space for family and guests alike. Enjoy Florida living at its finest in your outdoor oasis, complete with a gazebo and a built-in fire pit seating area, perfect for relaxing evenings or weekend gatherings. The three-car split garage adds convenience and ample storage.Recently renovated and freshly painted, this home is truly move-in ready. Located in a wonderful community offering two sparkling pools and a playground, you’ll love the nearby amenities that make Winter Garden such a special place to live. Tour Today!
Listing Agent: Shi Knoblock (407-719-8651)
2200 ROMANUM DR, WINTER GARDEN, FL 34787
$550,00070 Days on yellowkey MLS ID: O6408190
0 Days Off yellowkey (back on 6/29/2026)
REDUCED by $10,000 (1.8%) on 06/24/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2561 Built: 2015Monthly Fee: $211 Tax: $8,843 (2025)Community: Alexander RdgSpa: NoSingle Family
Taxes:$8,843
Remarks: Come see 2200 Romanum Dr, recently updated with fresh interior paint and partial flooring replacement throughout. The kitchen features a functional island, all stainless steel appliances, and an accent backsplash. The primary bedroom includes a walk in closet, while its bathroom provides double sinks and a separate tub and shower. An exterior covered patio extends to a fenced in backyard. This updated property combines modern comfort and outdoor enjoyment. 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)
7190 ENCHANTED LAKE DR, WINTER GARDEN, FL 34787
$535,00078 Days on yellowkey MLS ID: O6402423
REDUCED by $10,000 (1.8%) on 06/25/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2113 Built: 2016Monthly Fee: $253 Tax: $5,148 (2025)Community: Lakeview Pointe/Horizon West PSingle Family
Taxes:$5,148
Elementary School: Summerlake Elementary
Remarks: Welcome to 7190 Enchanted Lake Drive—your exclusive gateway to the vibrant Horizon West lifestyle . Seize the rare opportunity to own a highly sought-after 4-bedroom, 3-bathroom residence on a premium corner lot in the coveted Lakeview Pointe community. Perfectly positioned just moments from the premier dining, shopping, and entertainment at Hamlin Town Center, this property offers the ultimate Central Florida lifestyle with seamless access to the FL-429 and the magic of Disney World. Step inside to experience an expansive 2,113 square foot layout designed for effortless entertaining and modern flexibility. The open-concept first floor boasts an upgraded chef's kitchen featuring 42-inch white cabinets, a new KitchenAid dishwasher, a convection range, and beautiful stone counters. The kitchen flows seamlessly into the light-filled main living space, which opens directly to a private, screened-in patio and fully fenced yard. Uniquely advantageous, the first floor includes a convenient 4th bedroom and full bathroom, ideal for an elegant home office or guest suite . Upstairs, discover a spacious bonus Loft alongside three additional bedrooms, including a luxurious primary retreat featuring premium custom built-in closets . A covered walkway leads out to your detached 2-car garage, while the freshly painted exterior delivers stunning curb appeal. Best of all, you can end your evenings on your cozy front porch enjoying spectacular views of the nightly Disney fireworks. Boasting a low monthly HOA of $253 and absolutely no CDD fees, this immaculate home represents an incredible, newly adjusted value in Winter Garden. Schedule your private tour today!
Listing is courtesy of: STOCKWORTH REALTY GROUP (407-909-5900)
Listing Agent: Mark Gardner (689-248-8585)
7052 ENCHANTED LAKE DR, WINTER GARDEN, FL 34787
$775,0001 Day on yellowkey MLS ID: S5154077
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3264 Built: 2016Monthly Fee: $270 Tax: $6,080 (2025)Community: Lakeview Pointe At Horizon WestSingle Family
Taxes:$6,080
Remarks: WELCOME TO LAKEVIEW POINTE AT HORIZON WEST! This 5-bedroom, 4-full-bath Pulte Creekview floorplan offers a flexible two-story layout with a downstairs primary suite, upstairs loft, flex room, 3-car garage, and a fully fenced corner-lot backyard. Hardwood flooring extends throughout the first floor, complemented by tray ceilings in the foyer and primary suite, plantation shutters, neutral interior paint, and updated lighting in the flex space and breakfast nook. The open kitchen, café, and family room create a central gathering space, featuring 42-inch maple cabinetry with crown molding and hardware, granite countertops, an oversized island with breakfast bar seating, built-in wall oven and microwave, corner walk-in pantry, and extended cabinetry along the breakfast nook for additional storage. Glass sliders with a remote-controlled window treatment open to the covered, extended screened brick-paver patio overlooking the private fenced yard. The downstairs primary suite includes a tray ceiling, oversized walk-in closet, dual-sink granite vanity, glass-enclosed tiled walk-in shower, and private water closet. Three additional bedrooms are located downstairs, including one adjacent to a full bath with dual-sink granite vanity, while two bedrooms share another full bath. Upstairs, a loft, storage room, fifth bedroom with extensive closet space, and a fourth full bath provide versatile space for guests, work, hobbies, or media use. Recent improvements include interior and exterior paint, two new AC systems installed in 2025, ceiling fans, bathroom mirrors, front door hardware, epoxy-finished garage floor, and overhead garage storage racks. Kitchen appliances, washer, and dryer convey. A transferable Choice Home Warranty is included through May 2027, subject to warranty terms. Lakeview Pointe HOA includes lawn care, irrigation, community pool, fitness center, playground, and additional community amenities. Convenient Horizon West location near Hamlin shopping and dining, SR-429, Winter Garden Village, Walt Disney World Resort, and major Central Florida attractions.
Listing is courtesy of: WATSON REALTY CORP (407-298-8800)
Listing Agent: Eve Metlis (407-493-5225)
13852 JOMATT LOOP, WINTER GARDEN, FL 34787
$1,030,000Listed 07/24/2026 1:09PM MLS ID: O6427925
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 4000 Built: 2016Monthly Fee: $75 Tax: $7,387 (2025)Community: Cypress Reserve Ph 1Spa: YesSingle Family
Taxes:$7,387
Remarks: Welcome to luxury living at its finest! Perfectly positioned on the largest homesite in the community, this exceptional 4 bedroom home, fully equipped with oversized loft and theatre/bonus room, sits on a premium 1/3-acre oversized lot with tranquil green space views, offering both privacy and room to enjoy Florida living. From the moment you arrive, you’ll be impressed by the freshly painted exterior, upgraded landscaping, elegant stone accents, and expansive paver driveway. Inside, thoughtful upgrades and quality craftsmanship are showcased throughout, including 8-foot interior doors, crown molding, custom window casings and sills, upgraded wood flooring, premium carpeting, and designer tray ceilings in both the dining room and the luxurious owner’s suite. The heart of the home is the stunning gourmet kitchen, featuring upgraded cabinetry, a California-style countertop, a vented exterior range hood, motion-activated faucet, and abundant space for entertaining and everyday living. The spacious owner’s retreat provides a peaceful escape with its elegant tray ceiling and spa-like atmosphere, while the open-concept layout is designed for both comfort and entertaining. This home is full of valuable efficiency upgrades, including a radiant barrier roof for exceptionally low energy costs, gutters, and numerous quality enhancements that provide peace of mind for years to come. This is a rare opportunity to own one of the community’s most desirable homesites, combining luxury finishes, energy efficiency, and an unbeatable oversized lot with beautiful green space views. A truly exceptional home, with LOW HOA and A RATED SCHOOL-ZONES that is as impressive inside as it is out. Schedule your showing today!
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Jenna Palmero (407-697-8727)
15717 E OAKLAND AVE, WINTER GARDEN, FL 34787
$1,795,00017 Days on yellowkey MLS ID: O6419032
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3515 Built: 1997 Tax: $6,623 (2025)Community: OaklandSingle Family
Taxes:$6,623
Remarks: Welcome to this exceptional ONE-OWNER CUSTOM HOME, sitting on a ONE-ACRE HOMESITE in one of Oakland’s most sought-after locations. Offering 3,515 square feet of living space (4,890 total square feet), this thoughtfully designed 4-bedroom, 3.5-bath residence combines timeless Old Florida charm with OUTSTANDING QUALITY CONSTRUCTION, FEATURING ALL-STEEL CONSTRUCTION—INCLUDING STEEL ROOF TRUSSES—for exceptional durability and peace of mind. A circular driveway and side-entry OVERSIZED TWO-CAR GARAGE create impressive curb appeal, while double front doors welcome you into a spacious, OPEN FLOOR PLAN with 17.5' VAULTED CEILINGS in living area and 10' CEILING HEIGHT in bedrooms.This home has been designed for both everyday living and entertaining. At the heart of the home is a stunning DOUBLE-SIDED FIREPLACE with Tennessee Stone which creates a beautiful focal point between the formal living room and the inviting family room. The living areas flows seamlessly into the kitchen, separated only by a short wall between the kitchen and dining room that preserves the home’s open, airy feel. The EXPANSIVE KITCHEN is designed to bring everyone together, featuring TWO SINKS, a WRAPAROUND BREAKFAST BAR with seating for up to eight, a center ISLAND WITH COOKTOP, generous eat-in dining area, WALK-IN PANTRY with custom built-in shelving, and abundant countertop workspace. The open layout allows the kitchen, dining, and living areas to remain connected, making this home ideal for entertaining, holidays, and family gatherings. The desirable THREE-WAY SPLIT FLOOR PLAN offers both privacy and flexibility. Two secondary bedrooms and a full bath are located toward the front of the home, while a separate guest wing features an additional bedroom, full bath, oversized laundry room with storage, and a convenient half bath. Privately tucked away on the opposite side of the home, the spacious primary suite offers two walk-in closets and an ensuite bath with a walk-in shower. Double glass doors open to an expansive screened lanai that extends the living space outdoors, complete with a summer kitchen and peaceful views of the lush backyard. Additional updates include a tile roof (2015), HVAC ductwork (2020), exterior stucco upgrades and fresh paint (2021), one water heater replaced in 2018 and the second in February 2025, Connection to city water in 2019, The well was retained exclusively for lawn irrigation. Perfectly located with convenient access to the Florida Turnpike, Highway 50, shopping, dining, and area attractions. This meticulously maintained custom home offers the rare combination of quality construction, timeless design, generous living spaces, and an unbeatable Oakland location. This is Florida living at its finest.
15558 SANDFIELD LOOP, WINTER GARDEN, FL 34787
$765,000120 Days on yellowkey MLS ID: O6393987
1 Days Off yellowkey (back on 7/24/2026)
REDUCED by $30,000 (3.8%) on 05/08/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 4307 Built: 2014Monthly Fee: $114 Tax: $5,670 (2025)Community: Reserve/Carriage Pointe Ph 1Single Family
Taxes:$5,670
Remarks: Under contract-accepting backup offers. Virtually Staged. Welcome to 15558 Sandfield Loop, a refreshed residence offering a turn-key lifestyle within one of Winter Garden’s most exclusive and hard-to-find GATED community. This house has been freshly updated from top to bottom, including new interior and exterior paint that makes the whole place feel brand new. The first thing you'll notice when you walk in is the massive, two-story high ceiling in the living area—it brings in tons of natural light and gives the home a great, airy feel. The kitchen has been fully redone with modern two-tone cabinets and beautiful quartz countertops. Throughout the home, you will find fresh paint and new flooring that perfectly complement the contemporary aesthetic. Situated within a highly-rated school zone, this MOVE IN READY property combines the security of a premier gated community with grand architectural features and stylish updates.
Listing is courtesy of: ORLANDO HIGHLAND REALTY LLC (561-385-7610)
Listing Agent: Xiaoli Lin (561-385-7610)
16936 TRADEWIND PT, WINTER GARDEN, FL 34787
$645,00010 Days on yellowkey MLS ID: O6424578
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2930 Built: 2019Monthly Fee: $215 Tax: $7,616 (2025)Community: Waterside/Johns Lake Ph 2ASingle Family
Taxes:$7,616
Remarks: ~Seller may consider buyer concessions if made in an offer~Prepare to fall in love with this BEAUTIFULLY MAINTAINED 4-bedroom, 3.5 bath home in the highly sought-after Waterside at Johns Lake community, where timeless style, THOUGHTFUL UPGRADES, and an unbeatable location come together to create an exceptional place to call home. Offering over 2,900 SQUARE FEET, this 2019-built residence still FEELS LIKE NEW and sits proudly on a beautifully landscaped CORNER LOT within one of the area's most desirable neighborhoods featuring TOP-RATED SCHOOLS. From the moment you arrive, you'll be impressed by the home's outstanding CURB APPEAL highlighted by lush landscaping, FRESH EXTERIOR PAINT (2026), and an inviting brick paver walkway leading to the charming front porch. Step inside to discover an open floor plan where elegant CERAMIC TILE FLOORING, fresh interior paint (2021), and crown molding (2021) create a refined backdrop for everyday living. A VERSATILE first-floor Bedroom with its own EN SUITE BATH, make it an ideal guest suite, private office, or multi-generational living space. The spacious Living Room creates a stunning impression with its custom STACKED STONE ACCENT WALL with sleek electric fireplace, creating a warm yet contemporary gathering space. The GOURMET KITCHEN is designed to impress showcasing crisp white cabinetry, stone countertops, a classic subway tile backsplash, stainless steel appliances, a GAS COOKTOP, built-in ovens, a generous closet pantry, an oversized breakfast bar and butler pantry. NEW LIGHTING in both the Kitchen and Dining area adds the perfect finishing touch. Elegant ARCHED DOORWAYS in the Dining Room lead to a spacious Family Room, offering even more room to gather and relax. Sliding glass doors open to the covered, SCREENED BRICK-PAVER PATIO and fenced yard—the perfect setting for morning coffee, while the adjoining open-air patio provides an ideal space for grilling, dining under the stars, or soaking up the Florida sunshine. Upstairs, an EXPANSIVE LOFT creates the perfect flex space for a media room, game room, playroom, or home office. The luxurious Primary Suite is a peaceful retreat featuring an ELEGANT TRAY CEILING and French doors that open to a private balcony. The SPA-INSPIRED EN SUITE BATH offers dual vanities, a huge walk-in shower with built-in bench seating, a private water closet, and a generous walk-in closet. Two additional spacious bedrooms and another full bath provide comfortable accommodations for family and guests. Even better, this home is just a SHORT STROLL from the community's incredible RESORT-STYLE AMENITIES, including a spectacular pool, a clubhouse, state-of-the-art fitness center, and two playgrounds, all OVERLOOKING THE SCENIC BEAUTY of Johns Lake. Perfectly positioned in the heart of Winter Garden, you'll enjoy EASY ACCESS to the charm of Downtown Winter Garden, featuring award-winning restaurants, boutique shopping, weekly farmers markets, and year-round festivals. Outdoor enthusiasts will love the nearby WEST ORANGE TRAIL, while boating, fishing, and water recreation await on Johns Lake. You're also JUST MINUTES from Disney Springs, Walt Disney World Resort, Universal Orlando Resort, Winter Garden Village, and Hamlin Town Center. Combining LUXURY FINISHES, exceptional community amenities, and one of Central Florida's most desirable locations, this remarkable home offers the lifestyle you've been dreaming of. Don't miss your opportunity to make it yours!
Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)
Listing Agent: Jenny Wemert (407-809-1193)
14140 COUNTRY ESTATE DR, WINTER GARDEN, FL 34787
$996,975104 Days on yellowkey MLS ID: O6397262
REDUCED by $25 (0.0%) on 05/28/2026
Bed: 3 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. Rarely does a property offer over an acre of land in the heart of Winter Garden. Tucked away in an intimate lake-access community, this beautifully refreshed pool home combines privacy, mature trees, and an unbeatable location just minutes from everything Central Florida has to offer. Set on a beautifully landscaped 1.1-acre lot with no rear neighbors, this stunning residence offers a rare opportunity to enjoy space, serenity, and flexibility in one of Winter Garden's most desirable locations. Designed for both everyday living and effortless entertaining, the home features fresh interior paint, new luxury vinyl plank flooring throughout the main living areas and bedrooms, a newer roof, new water heater, oven, range, custom woodwork, and a beautiful wood-burning brick fireplace that anchors the living space. The expansive covered lanai, refinished screened-in pool with a new pump, and spa create a true indoor-outdoor lifestyle, with multiple access points from the home and a kitchen pass-through window that opens directly to the entertaining area. Privately situated on the opposite side of the main 3 bedrooms, the light-filled bonus room features two closets, French doors, its own exterior entrance, and tranquil views of the mature landscaping. Paired with the adjacent full bath, it offers exceptional flexibility as a potential 4th bedroom, private guest suite, in-law suite, home office, or creative space. The 3rd full bath also serves as a convenient pool bath with direct outdoor access to the lanai. Outside, enjoy beautifully maintained gardens, mature trees, a fully fenced backyard, abundant outdoor living space, and a large detached storage building with electricity. Residents also enjoy private access to Black Lake and Lake Tilden, complete with a boat ramp, tennis court, pavilion, and the peaceful charm of one of Winter Garden's hidden-gem communities. Just minutes from Winter Garden Village, historic Downtown Winter Garden, major highways, area hospitals, and world-famous attractions including Disney World, Universal Orlando, and SeaWorld, this property delivers a combination of land, location, and lifestyle that is rare to find.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Erin Rison (407-844-8168)
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