Location: Winter Garden , 34787
Do Not Show Listings
15373 LAKE KILLARNEY CT, WINTER GARDEN, FL 34787
$820,00043 Days on yellowkey MLS ID: O6394209
2 Days Off yellowkey (back on 4/27/2026)
REDUCED by $9,000 (1.1%) on 04/11/2026
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3623 Built: 2023Monthly Fee: $160 Tax: $12,032 (2025)Community: Lakeside At HamlinSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$12,032
Elementary School: None
High School: Horizon High School
Tax Year: 2025
Middle School: None
Remarks: One or more photo(s) has been virtually staged. Stunning brand-new, energy-efficient home in the desirable Hamlin community of Winter Garden. This spacious 5-bed + Bonus Room, 4-bath, 3,700+ sq ft property sits on a cul-de-sac corner lot and features an open layout with 10-ft ceilings, Ceramic flooring, a built-in electric fireplace, and upgraded 3-panel sliding doors that fully open to the covered lanai. The chef's kitchen includes an oversized quartz island, extended L-shaped cabinetry, quartz countertops, stainless steel canopy hood (vented outside), 30" ceramic cooktop, and all new stainless appliances. The first floor offers the primary suite plus three additional bedrooms, including one with a private bath-ideal for guests or an office. Upstairs features two more bedrooms, a full bath, and a 16' x 20' bonus room with two walk-in closets and wet-bar pre-plumbing. The 2.5-car garage includes a hobby area, epoxy floors, extra outlets, water softener loop, and sink plumbing. Laundry room includes new washer/dryer and cabinets. Enjoy a private backyard with no rear neighbors, vinyl fencing, lanai pre-plumbed for a sink, and pool pre-wire (60A) already installed. HOA includes fiber-optic internet (750-900 Mbps). Minutes from Orlando Health, Publix, dining, and more.
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Erica Diaz (407-897-5400)
4136 WILLOW BAY DR, WINTER GARDEN, FL 34787
$655,00029 Days on yellowkey MLS ID: R4911030
1 Days Off yellowkey (back on 4/27/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2472 Built: 2001Monthly Fee: $315 Tax: $8,781 (2025)Community: Woodbridge On GreenSingle Family
Taxes:$8,781
High School: None
Remarks: Under contract-accepting backup offers. Welcome to this beautiful single-story home in the desirable Woodbridge on the Green community in Winter Garden, FL. Offering 3 bedrooms, 2 bathrooms, and 2,472 square feet of living space (3,330 total), this residence blends comfort, functionality, and scenic beauty. Step inside to discover a spacious layout designed for easy living and entertaining. The home provides breathtaking views of the pond and golf course, while mature trees provide shade and privacy—creating the perfect backdrop for enjoying stunning afternoon sunsets. The home features a rare 2.5-car garage, including a side golf cart garage door and an air-conditioned storage area—ideal for hobbies, extra storage, or a workshop setup. Enjoy a low-maintenance lifestyle with HOA benefits that include lawn/irrigation care and exterior home painting, along with access to a dedicated community storage lot for boats and RVs. All of this allows for a clean and well-maintained looking community. Perfectly located near shopping, dining, and everyday conveniences, this home offers both tranquility and accessibility in one of Winter Garden’s most sought-after communities. Don’t miss your opportunity to own a home with exceptional views and unmatched convenience—schedule your private showing today!
Listing is courtesy of: AVALON LAND & COMMERCIAL, LLC (407-808-2233)
Listing Agent: James Kazaros (407-808-2233)
344 ERON WAY #12, WINTER GARDEN, FL 34787
$159,000212 Days on yellowkey MLS ID: O6349452
0 Days Off yellowkey (back on 4/27/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 840 Built: 1987Monthly Fee: $425 Tax: $2,408 (2024)Community: Townhomes Winter GardenCondo
Taxes:$2,408
Tax Year: 2024
Remarks: Under contract-accepting backup offers. MOTIVATED OWNER GIVING LASt CHANCE BEFORE RENTING IT OUT! RARE OPPORTUNITY TO MEET THE 1% MONTHLY INVESTOR RULE IN CENTRAL FLORIDA! This two bed, two bath villa home offers low maintenance living near downtown Winter Garden. Walk into an open concept living area with two large windows giving plenty of natural light. New floors throughout. The kitchen offers solid wood cabinets, granite, and stainless steel appliances. The primary bedroom offers two closets and an ensuite bathroom. A second bathroom is down the hall going to the second bedroom. Exterior Maintainance and landscaping offers low maintenance for this beautiful villa. The community offers a pool to relax in or take your laps. The family can enjoy the pool or the large community yard right outside your doorstep. Just a short distance to Plant Street where you can enjoy the farmer’s market, dining, shops, and access to West Orange Trail downtown has to offer. Just off major highways for commuting anywhere in the Orlando area (Hwy 50, Turnpike, 429, 408, 414). Everything else you could need is right along Colonial Drive. This property qualifies for low down payment programs for primary buyers or a great opportunity to add to your investment portfolio! Aggressively priced to sell, set up your showing for this quaint villa now!
Listing is courtesy of: MOFFATT (407-988-2991)
Listing Agent: Marcus Moffatt (304-290-4020)
150 WINDTREE LN #150, WINTER GARDEN, FL 34787
$195,000154 Days on yellowkey MLS ID: O6365343
REDUCED by $4,900 (2.5%) on 04/20/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 918 Built: 1984Monthly Fee: $300 Tax: $2,565 (2025)Community: Windree Gardens Ph 5Condo
Taxes:$2,565
Elementary School: Maxey Elem
High School: West Orange High
Middle School: Lakeview Middle
Remarks: One or more photo(s) has been virtually staged. One of the Best Deals in Winter Garden! 5 MINUTES TO PLANT ST! Bright, well-maintained 2 Bed + 2 Bath condo with a wonderful split floor plan separated by open-concept kitchen and living room. The kitchen has quality appliances, including a new dishwasher, an inviting eat-in bar, and neutral finishes that complement any decor. The large great room fills with natural light and opens to a private patio - perfect for morning coffee, a good book, or unwinding at the end of the day. Additional conveniences include two reserved parking spaces, a huge secured storage area, and an in-unit Bosch washer and dryer. The quiet, well-kept community offers fantastic amenities such as a private pool, basketball courts, plenty of green space, and nearby walking trails. Schedule your viewing today!
Listing is courtesy of: ROMAN REALTY GROUP, LLC (407-876-1990)
Listing Agent: Brian Lemay (321-314-5412)
15684 ORANGE HARVEST LOOP, WINTER GARDEN, FL 34787
$469,90013 Days on yellowkey MLS ID: W7885221
INCREASED by $100,000 (27.0%) on 04/26/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 2012 Built: 2016Monthly Fee: $366 Tax: $5,348 (2025)Community: Hickory HammockSpa: NoTownhouse
Taxes:$5,348
Elementary School: Whispering Oak Elem
Middle School: Hamlin Middle
Remarks: Welcome to 15684 Orange Harvest Loop, a 3-bedroom, 2.5-bath townhouse with a loft, located in the highly desirable Hickory Hammock neighborhood of Winter Garden, Florida. Known for its charming architecture and resort-style amenities, Hickory Hammock offers an exceptional lifestyle in one of Winter Garden's most sought-after communities. This inviting townhouse features a bright, open floor plan designed for both everyday living and entertaining. The main living areas create a warm and welcoming atmosphere that flows seamlessly into the kitchen, which offers ample cabinet and counter space for cooking, hosting, and gathering with family and friends. Upstairs, the spacious loft provides flexible living space ideal for a home office, media room, play area, or additional lounge. All three bedrooms are well sized, offering comfort and privacy. The primary suite serves as a relaxing retreat with an en-suite bathroom with dual vanities, while the additional bedrooms share a conveniently located full bath with a double sink vanity. A half bath on the main level adds extra convenience for guests. Residents of Hickory Hammock enjoy a wide array of resort-style amenities including a community pool, clubhouse, fitness center, playgrounds, walking trails, tennis courts, a dog park, scenic parks, and a fishing pier. Ideally located near Disney World, downtown Winter Garden, top-rated schools, shopping, dining, and major roadways such as SR 429, this home offers both convenience and an active, community-focused lifestyle. Schedule your private showing today and experience everything this wonderful townhouse has to offer.
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Mary Sue Piesik (352-232-6873)
14501 GROVE RESORT AVE, WINTER GARDEN, FL 34787
$235,00013 Days on yellowkey MLS ID: O6401424
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1265 Built: 2025Monthly Fee: $905 Tax: $7,772 (2025)Community: Grove Resort And Spa Hotel Condo 1Condo
Taxes:$7,772
Elementary School: Water Spring Elementary
Middle School: Water Spring Middle
Remarks: Invest where others vacation. This beautifully furnished 2-bedroom, 2-bathroom condo at The Grove Resort & Water Park Orlando offers the perfect blend of personal enjoyment and income potential. The property participates in the resort’s professionally managed income program, allowing for a seamless, hands-off experience. Enjoy exclusive access to the water park and a prime location just minutes from Disney. Generate revenue while having your own vacation retreat—ideal as both an investment property and for personal use.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Paula Chavez Razo (321-961-2892)
16548 RAVEN ROCK PL, WINTER GARDEN, FL 34787
$1,459,90075 Days on yellowkey MLS ID: S5144064
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4263 Built: 2017Monthly Fee: $178 Tax: $16,938 (2024)Community: TwinwatersSingle Family
Taxes:$16,938
Remarks: Experience refined elegance in this beautifully maintained residence located in one of Winter Garden’s most desirable communities. Designed for modern living, the home offers bright open spaces, a stylish kitchen, and inviting bedrooms that blend comfort with sophistication. Step outside to a private, resort-style backyard with over $200,000 invested, creating an exceptional outdoor oasis perfect for entertaining or unwinding in total privacy. Ideally positioned near top-rated schools, upscale dining, shopping, major highways, Downtown Winter Garden, Disney attractions, and Orlando—this home delivers luxury, location, and lifestyle at its finest.
Listing is courtesy of: NAIM REAL ESTATE LLC (818-268-9917)
Listing Agent: Yuliana Naim (818-434-9717)
13212 SOCIAL LN, WINTER GARDEN, FL 34787
$595,00023 Days on yellowkey MLS ID: O6398708
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2526 Built: 2005Monthly Fee: $100 Tax: $4,474 (2025)Community: Regency Oaks FSpa: NoSingle Family
Taxes:$4,474
Elementary School: SunRidge Elementary
Middle School: SunRidge Middle
Remarks: One or more photo(s) has been virtually staged. Welcome to this beautifully updated 4-bedroom, 2.5-bath home in the highly sought-after Regency Oaks community. Thoughtfully upgraded for long-term peace of mind, this residence features a newly replaced roof, a 2023 HVAC system (both indoor and outdoor units), and a 2023 water heater—major improvements that add exceptional value and confidence for the next owner. Step inside to discover a bright, open floor plan with luxury vinyl flooring throughout, offering durability, modern style, and easy maintenance. The remodeled kitchen showcases sleek modern cabinetry and quartz countertops, creating a fresh, contemporary space perfect for everyday living and entertaining. The spacious primary suite provides a comfortable retreat, complemented by three additional bedrooms ideal for family, guests, or a home office. With two full bathrooms and a convenient half bath, the layout is designed for both functionality and comfort. Enjoy Florida living at its best with a screen-enclosed patio and a fully paved backyard, offering a low-maintenance outdoor oasis perfect for gatherings, grilling, or quiet relaxation. Located just 15 minutes from Universal Studios and Disney Parks and less than a 2-minute walk to AdventHealth, this home is perfectly positioned for both families and professionals. Regency Oaks offers resort-style amenities including a sparkling pool, clubhouse, tennis courts, playground, and a scenic park—enhancing the lifestyle experience beyond your front door. This move-in-ready home combines modern upgrades, unbeatable convenience, and exceptional community features—an outstanding opportunity to enjoy the best of Winter Garden and Orlando living. Some photos have been virtually staged for visualization purposes.
Listing is courtesy of: PMI PRIME HOME (407-218-7598)
Listing Agent: Jianlin Shi (407-988-5057)
4863 LACEWING DR, WINTER GARDEN, FL 34787
$540,00030 Days on yellowkey MLS ID: O6397857
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1788 Built: 2023Monthly Fee: $171 Tax: $6,905 (2025)Community: Silverleaf Reserve BungalowsSpa: NoSingle Family
Taxes:$6,905
Elementary School: Independence Elementary
Middle School: Horizon West Middle School
Remarks: Located in the highly desirable Silverleaf at Hamlin in Winter Garden, this exceptional bungalow offers the perfect blend of location, lifestyle, and design. Surrounded by top-rated schools within short distance, premier dining, and a rapidly growing area with strong appreciation, this is one of the most sought-after communities in the region. This beautifully designed home features 3 bedrooms, 2/1 bathrooms, and an additional loft room, with a layout that is both functional and inviting. What truly sets this property apart is its interior. Unlike anything else currently available in the area, this home has been fully customized with high-end finishes and a cohesive, thoughtfully curated design throughout. Every element was carefully selected to create a seamless flow of elegance, comfort, and functionality. The home showcases custom-built cabinetry in every space, including closets, storage solutions, and integrated desk areas, all designed specifically for the home. The custom-made curtains were designed to fit each space perfectly, enhancing both aesthetics and comfort. Throughout the home, you’ll find LED lighting and carefully selected fixtures that complement one another, creating a warm, modern, and visually harmonious atmosphere. Custom mirrors, wood panel details, and built-in elements elevate each room, making every space feel intentional and refined. The kitchen is a true highlight a gourmet, built-in design that is highly practical, ideal for everyday living and entertaining. This is a rare opportunity to own a home that is completely move-in ready at a level rarely found, and everything has already been done with impeccable taste. Simply bring your belongings and start living. Homes like this are truly one of a kind in the area, and once you step inside, it’s impossible not to fall in love.
Listing is courtesy of: SELECTA REALTY LLC (407-777-7131)
Listing Agent: Marcelle Da Silva Sampaio (407-369-3621)
15563 ORCHID ROSE COURT, WINTER GARDEN, FL 34787
$799,00023 Days on yellowkey MLS ID: O6399638
1 Days Off yellowkey (back on 4/22/2026)
Bed: 3 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2808 Built: 2026Monthly Fee: $544 Tax: $545 (2025)Community: Del Webb OasisSpa: NoSingle Family
Taxes:$545
Remarks: Under Construction. Step into the Renown, a new construction, single-story home offering 3 spacious bedrooms, 3 beautifully appointed full bathrooms, a powder room, and an enclosed flex room. The open-concept layout seamlessly connects the gourmet kitchen, café, and gathering room, creating an airy atmosphere. The many windows and zero corner sliding glass door leading to the covered lanai bathe the entire space in natural light, elevating the overall feeling of openness. The heart of the home is the chef-inspired kitchen, where 42" white cabinetry meets luxurious quartz countertops. Thoughtfully designed features like soft-close drawers, easy-reach corner cabinets, double roll-out trays, and a waste basket drawer make the kitchen as functional as it is beautiful. A decorative tile backsplash and stainless steel single-bowl sink enhance the space, while the Whirlpool stainless steel appliances—including a built-in natural gas cooktop and a refrigerator—ensure you have everything you need for both everyday meals and special occasions. The kitchen flows effortlessly into the café and gathering room, where a zero-corner sliding glass door leads to the covered lanai, making this home ideal for seamless indoor-outdoor living. Retreat to the luxurious owner’s suite, a serene sanctuary with two spacious walk-in closets and a spa-like en suite bathroom. Dual vanity sinks, a walk-in shower with a rain shower head and built-in bench, an enclosed toilet, and a linen closet complete the tranquil space. For added convenience, one of the walk-in closets connects to the laundry room which is outfitted with built-in cabinetry, a utility sink trimmed in quartz, Whirlpool washer and dryer, and a storage closet. The two additional spare bedrooms, each with their own attached bathroom and walk-in closets, along with the enclosed flex room and powder room, provide ample space for family and guests. Every detail of this home has been carefully curated, from the Shaw wood-look luxury vinyl plank flooring throughout the living areas and bedrooms to the tile flooring in the bathrooms and laundry. Designer-curated finishes elevate every corner of this home, including pendant pre-wire in the kitchen, matte black hardware and plumbing fixtures, 2” faux wood blinds, 8’ Cheyenne style interior doors, comfort-height toilets, and Sherwin Williams Drift of Mist Interior Wall Paint throughout. Enjoy the convenience of modern living with a smart thermostat and doorbell, and LED downlighting. Schedule a tour today!
Listing is courtesy of: PULTE REALTY OF NORTH FLORIDA LLC (407-250-9131)
Listing Agent: Adrienne Escott (407-250-9131)
15831 GEM VIEW ST, WINTER GARDEN, FL 34787
$399,590178 Days on yellowkey MLS ID: O6360251
3 Days Off yellowkey (back on 4/6/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1579 Built: 2026Monthly Fee: $596 Tax: $1,614 (2025)Community: Del Webb OasisSpa: NoVilla
Taxes:$1,614
Remarks: Under Construction. The stunning Ellenwood Villa blends luxury and convenience, featuring 3 bedrooms, and 2 bathrooms in a thoughtfully designed layout that maximizes both comfort and style. The open-concept kitchen, café, and gathering room are filled with natural light, creating an inviting and spacious atmosphere. Tall ceilings, a glass insert at the front door, abundant windows, and a sliding glass door that opens to the covered lanai seamlessly extend the living space, making it perfect for effortless indoor-outdoor living. The kitchen features stainless steel Whirlpool appliances (including the refrigerator), 42” soft-close cabinetry, quartz countertops, an upgraded faucet, and a stainless-steel single-bowl sink. Whether you're preparing a gourmet meal or entertaining guests, this kitchen has everything you need. Tucked at the rear of the home for maximum privacy, the owner’s suite offers a luxurious retreat. The spa-like en suite bathroom features a frameless glass-enclosed shower with built-in bench, an enclosed toilet, a quartz-topped dual vanity, and a linen closet—creating the perfect environment for relaxation. The secondary bedrooms and bathroom located at the front of the home provide an additional layer of privacy, offering a tranquil space when you need it most. Designer-curated finishes elevate every corner of this home, including pendant pre-wire, matte black hardware and plumbing fixtures, whirlpool washer/dryer, and 2” faux wood blinds. Luxury touches like 8’ interior doors, comfort-height toilets, Sherwin Williams Drift of Mist Interior Wall Paint, and Wood-Look Luxury Vinyl flooring throughout enhance the home’s style and comfort. For those who appreciate modern technology, this home comes equipped with a smart thermostat, smart doorbell, and LED downlights ensuring your home is as connected as it is beautiful. Schedule a tour today!
408 S BOYD ST, WINTER GARDEN, FL 34787
$815,00039 Days on yellowkey MLS ID: O6394810
REDUCED by $20,000 (2.4%) on 04/15/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2295 Built: 1939 Tax: $2,572 (2025)Community: G T Smith Sub 3Spa: NoSingle Family
Taxes:$2,572
Elementary School: Dillard Street Elem
Remarks: Charming home located just blocks from Winter Garden's historical downtown in the highly sought-after GOLF CART DISTRICT! This 3 bedroom, 3 Bath house blends timeless character with modern living, featuring hardwood floors, vintage tiled bathroom, built-ins, and a traditional layout with separate dining room. The kitchen opens to a comfortable family room, ideal for everyday living. The primary suite offers a spacious, spa-like bath with freestanding tub, walk-in shower, and custom vanity. A recent addition includes an oversized two-car garage , HVAC , large pantry, and bathroom to the third bedroom, creating a private en-suite with separate exterior entrance, ideal for guests or flexible living. Situated on a fenced, .41-acre corner lot, enjoy the screened-in back porch, expansive yard with mature landscaping, and the pavered pool area-perfectly designed for entertaining. Live the Historical Downtown Winter Garden Life-Style with convenient access to dining, shopping, farmer's market, Lake Apopka sunsets, and more.
Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)
Listing Agent: Alison Scorsone (321-689-3554)
12513 SCARLETT SAGE CT, WINTER GARDEN, FL 34787
$875,00017 Days on yellowkey MLS ID: O6393138
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3570 Built: 2001Monthly Fee: $104 Tax: $9,264 (2025)Community: Cambridge Crossing Ph 01A 45/21Single Family
Taxes:$9,264
Elementary School: Lake Whitney Elem
Remarks: Beautifully updated home featuring an open-concept layout with soaring high ceilings and tile flooring throughout the main living areas. The bedrooms are upgraded with luxury vinyl flooring, while the spacious loft showcases elegant bamboo flooring. The gourmet kitchen is a true showpiece, equipped with premium Thermador appliances, including a built-in refrigerator, cooktop, hood, oven, and microwave. A massive cook’s island with abundant storage underneath makes this space perfect for cooking and entertaining. This home offers 5 bedrooms and 3 full bathrooms, including a stunning primary suite with a double shower head and a separate soaking tub, separate vanities. Step outside to a private outdoor patio ideal for relaxing, grilling, or enjoying Florida evenings with family and friends. Located in the highly desirable Cambridge Crossing community, this home is zoned for excellent schools, including Lake Whitney Elementary, SunRidge Middle School, and West Orange High School. The neighborhood offers a prime Winter Garden location just minutes from Winter Garden Village, downtown Winter Garden, major highways, and an abundance of shopping, dining, and entertainment options. A rare gem to find. **This property is staged.
Listing is courtesy of: KARDOSH REALTY (407-499-4466)
Listing Agent: Noah Araujo (407-728-4224)
6166 HAMLIN RESERVE BLVD, WINTER GARDEN, FL 34787
$664,90025 Days on yellowkey MLS ID: O6399123
REDUCED by $10,100 (1.5%) on 04/20/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2818 Built: 2018Monthly Fee: $142 Tax: $6,366 (2025)Community: Hamlin ReserveSingle Family
Taxes:$6,366
Middle School: Bridgewater Middle
Remarks: Welcome to Hamlin Reserve, where thoughtful upgrades, everyday efficiency, and location come together in one of Winter Garden’s most desirable addresses. A BRAND-NEW SEER 18 VARIABLE-SPEED HVAC SYSTEM installed in February 2026 and OWNED, FULLY PAID-OFF SOLAR with an average electric bill of approximately $47 each month immediately set this home apart. From the moment you arrive, the board-and-batten two-story elevation, covered front entry, and manicured landscaping create a polished first impression. Inside, engineered hardwood floors added by the seller at the time of construction bring warmth and continuity across the main level. The front dining space is filled with natural light and offers a comfortable, welcoming setting for everyday meals or gatherings. Electric blinds in both the dining and family rooms add a clean, modern touch while also bringing practical convenience already in place for the next owner. As you move into the heart of the home, the kitchen opens up as the main focal point of the first floor. The deluxe kitchen upgrade package features white shaker cabinetry, black granite countertops, a large center island with undermount sink, a gas cooktop with range hood, stainless steel appliances, and pendant lighting that adds character without overpowering the space. Thoughtful details like the granite-integrated disposal pressure switch and lanai speaker cables pre-run to the family room TV location reflect a level of planning that buyers will appreciate. The open-concept living area connects naturally to the rear of the home, creating strong flow for daily living and easy entertaining, while a main-level half bath offers convenience for guests. Upstairs, the original loft has been permanently enclosed with walls and a door to create a true media room, giving this floor plan a valuable bonus space that can easily function as a second living area, office, playroom, or flex room. The primary suite offers a more private retreat, and the upgraded en suite bath includes an enhanced shower and quartz countertops that add a refined finish to the space. Three additional bedrooms provide flexibility for family, guests, or work-from-home needs. What truly strengthens the value here is the combination of major system upgrades already completed for the next owner. The new HVAC system, installed in February 2026, is a variable-speed, dual-zone SEER 18 system with a 10-year warranty, representing a significant recent investment in comfort and efficiency. The solar system is fully paid off, with no lease and no assumption required, offering the long-term benefit of energy savings with the simplicity buyers want. Together, these features make a meaningful difference in both monthly ownership costs and peace of mind. Hamlin Reserve also offers lifestyle value beyond the home itself. Community boat and RV storage is right down the road, a practical amenity not commonly found in many Horizon West communities. Hamlin Town Center is just minutes away with convenient access to Publix, Cinépolis, PopStroke, restaurants, fitness studios, and a growing mix of retail and service options. The area is served by highly regarded Orange County schools, with easy access to SR-429 placing Disney less than 10 miles away and Downtown Orlando within a convenient drive. Positioned, upgraded, and MOVE-IN READY, this home offers a strong opportunity in the Winter Garden market. Schedule your private showing today.
Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)
Listing Agent: Simi Lakhani (407-408-7393)
706 CANOPY ESTATES DR, WINTER GARDEN, FL 34787
$1,317,00040 Days on yellowkey MLS ID: O6394059
REDUCED by $20,000 (1.5%) on 04/25/2026
Bed: 5 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 4019 Built: 2018Monthly Fee: $188 Tax: $17,895 (2025)Community: Canopy Oaks Ph 1Single Family
Taxes:$17,895
Remarks: A rare opportunity in a desired luxury neighborhood. A home designed for the way you live today, where walls of glass open completely, blending indoor and outdoor spaces into one seamless experience. In the gated community of Canopy Oaks, this A.R. Bailey Homes LLC Delray model offers elevated design, flexibility and everyday convenience. Well-maintained and only eight years young, this residence is set within an intimate enclave of just 49 homesites, offering a rare sense of privacy while remaining ideally positioned on Roper Road between Winter Garden’s historic downtown district and the Winter Garden Village shopping complex. From moment you arrive, the home makes a lasting impression with high-end driveway pavers, a durable concrete tile roof, woodgrain garage doors, stone facade accents and grand 8-foot solid wood arched double entry doors. Inside, the layout unfolds with intention, balancing elegant design and functional living. At the center of the home, the kitchen is designed to bring people together, featuring a natural gas cooktop with exterior venting, a built-in oven, upgraded appliances, a pot filler, 42-inch cabinetry with crown molding, a tile backsplash, under-cabinet lighting, a walk-in pantry and a large island that opens to the great room with coffered ceilings. Just beyond, a wine cellar with an iron gate adds a distinctive focal point for entertaining. The first-floor primary suite offers a peaceful retreat with a soaking tub, an oversized walk-in shower with dual heads and a bench, dual granite vanities and a custom closet system. A secondary first-floor, en-suite bedroom or office provides flexibility, while upstairs features a second primary suite, two additional en-suite bedrooms, a loft, a guest half bath and a covered rear balcony for added privacy and comfort. The standout is the home’s seamless indoor-outdoor connection. A full corner-opening glass wall, along with three-panel stackable sliding doors, extends the dining and great rooms to a covered lanai with a motorized retractable screen, creating a natural flow for entertaining or everyday living. The spacious backyard, framed by a concrete stucco privacy wall, offers a blank canvas for a future pool or custom outdoor retreat. Thoughtful upgrades continue throughout, including motorized custom light filtering roller shades in the dining and great rooms, dual tankless water heaters, two air-conditioning units with zoned climate control, mudroom, a reading nook and elegant iron stair railings. Residents of Canopy Oaks also enjoy a nature trail and a children’s play park. With proximity to downtown Winter Garden, Winter Garden Village, area hospitals, shopping, dining and major roadways including Florida Turnpike, state roads 429 and 408, and Interstate 4, this home presents a compelling opportunity to experience a lifestyle where design, comfort and location come together effortlessly.
Listing is courtesy of: PREMIER SOTHEBY'S INTL. REALTY (407-644-3295)
Listing Agent: Lisa Rutkowski (407-793-2416)
1646 HOLCOMB CREEK ST, WINTER GARDEN, FL 34787
$929,00041 Days on yellowkey MLS ID: O6394506
REDUCED by $20,900 (2.2%) on 04/20/2026
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
Elementary School: Hamlin Elementary
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)
2230 ROMANUM DR, WINTER GARDEN, FL 34787
$565,00058 Days on yellowkey MLS ID: O6389947
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2562 Built: 2014Monthly Fee: $207 Tax: $8,425 (2025)Community: Alexander RdgSingle Family
Taxes:$8,425
Remarks: Motivated seller – bring your offers! Location, Location, Location! Don't miss the opportunity to own this beautiful and cozy 4-bedroom, 4-bath home featuring thoughtfully designed living spaces that combine comfort, functionality, and inviting charm. The main floor features all four bedrooms, offering convenience and privacy for everyday living. Upstairs, you’ll find a spacious bonus room with a full bathroom, perfect for a media room, game room, home office, or additional living space. This is the only area of the home with carpet, creating a comfortable and cozy environment for relaxation or entertainment. Throughout the main living areas, the home features luxury vinyl flooring, providing durability and a modern look while enhancing the overall warmth of the home. The kitchen opens beautifully to the main living area, creating a welcoming space for gathering with family and friends. The kitchen cabinets were recently refinished and painted, giving the kitchen a refreshed and updated appearance. Step outside and enjoy the screen-enclosed patio, offering a comfortable outdoor space where you can relax and enjoy Florida living with added protection from insects. The home also features attractive landscaping and brick pavers on the driveway and entrance, creating great curb appeal and a welcoming first impression. Additionally, the property includes solar panels, contributing to improved energy efficiency. This home offers a warm and inviting atmosphere with well-distributed spaces that make it perfect for both everyday living and entertaining. Schedule your private showing today and come experience the comfort and charm this home has to offer in a perfect location!
14626 BLACK QUILL DR, WINTER GARDEN, FL 34787
$799,90023 Days on yellowkey MLS ID: O6399975
0 Days Off yellowkey (back on 4/26/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2907 Built: 2016Monthly Fee: $215 Tax: $6,816 (2025)Community: Overlook At HamlinSpa: YesSingle Family
Taxes:$6,816
Remarks: MINT CONDITION 4 bedroom pool home in Overlook at Hamlin! Original Owners have taken great care of this Taylor Morrison Jamestown model with EXTENDED PRIMARY SUITE AND EXTENDED LANAI! Natural Gas Community! GAS cooktop and GAS Tankless Hot Water Heater. Lots of crown moldings and picture frame moldings throughout. PLANTATION SHUTTERS as well. NEW AC SYSTEM 2025! The Outdoor space features a GAS HEATED SPOOL (Yes, combination Pool and Spa!) Travertine Decking and screened enclosure. The back yard is also fenced for privacy and pets. There is also a space for pets with synthetic turf, so no cutting grass in the backyard. Beyond the pool area is a dry retention area, so NO REAR NEIGHBORS! This property is expected to go quickly so don't delay in making your appointment!
Listing is courtesy of: BHHS FLORIDA REALTY (407-876-2090)
Listing Agent: Thomas Moffett (407-375-6498)
3208 SAILING PIER AVE, WINTER GARDEN, FL 34787
$1,049,90014 Days on yellowkey MLS ID: O6402332
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3998 Built: 2023Monthly Fee: $208 Tax: $12,135 (2024)Community: Ests/Lakeview PreserveSingle Family
Taxes:$12,135
Remarks: Welcome to 3208 Sailing Pier Ave, the original model home at The Estates at Lakeview Preserve. Built in 2023, this stunning residence offers 5 bedrooms, 4 bathrooms, and nearly 4,000 square feet of living space. It is being sold fully furnished with designer-selected pieces, representing turnkey luxury at its finest. The first level features an open-concept layout filled with natural light, a chef-style kitchen with quartz countertops and a walk-in pantry, a spacious living and dining area, a private flex room, and a serene and elegant primary suite. Two additional bedrooms are also located on the first floor. The second level offers a second living area, two more bedrooms, and a beautifully furnished family/game room, perfect for entertaining and relaxing. As a former model home, every detail was professionally designed, and all furnishings are included. The expansive backyard provides the perfect space to create your dream outdoor oasis. Located in the gated community of Estates at Lakeview Preserve, residents enjoy resort-style amenities including a pool, clubhouse, fitness center, playground, and scenic lakeside trails. The home is just minutes from SR-429, Disney, Winter Garden Village, and top-rated schools. Move-in ready and meticulously maintained, this home offers exceptional style, convenience, and value. Schedule your private showing today.
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Mireille Stewart (786-553-6246)
5966 CYPRESS HILL RD, WINTER GARDEN, FL 34787
$695,000106 Days on yellowkey MLS ID: O6376219
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2839 Built: 2017Monthly Fee: $195 Tax: $9,648 (2025)Community: Signature Lakes Ph 3B-4, 3B-5 & 3B-7 83/27 Lot 184Single Family
Taxes:$9,648
High School: Windermere High School
Remarks: Price Improvement – Welcome to 5966 Cypress Hill Rd, located in the highly sought-after Independence community of Winter Garden. This well-maintained home offers a rare blend of privacy, space, and lifestyle amenities. Situated on a larger-than-average lot with no rear neighbors, the home backs up to an open area, creating a peaceful and private setting—perfect for relaxing or entertaining. Features include a covered side lanai, extended driveway, and detached garage, offering both functionality and additional space. Enjoy resort-style living in Independence, including: • Two private boat ramps with access to Lake Speer and Lake Hancock • Two clubhouses, pools, fitness centers, and sports courts • Internet included through Spectrum as part of the HOA • Walking trails, parks, and frequent community events • Internet included through Spectrum as part of the HOA The home is zoned for top-rated schools and conveniently located near shopping, dining, and major highways. Solar System: Property includes a solar system with an existing loan. Buyer to assume solar loan. Note: Water softener not included but may be purchased separately. Solar loan assumption required; details available upon request.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Mahmoud Mango (321-830-4678)
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