Location: Winter Garden
Do Not Show Listings
16749 HARPER COVE DR, WINTER GARDEN, FL 34787
$499,99956 Days on yellowkey MLS ID: O6400511
0 Days Off yellowkey (back on 5/29/2026)
REDUCED by $15,001 (2.9%) on 05/19/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2014 Built: 2019Monthly Fee: $257 Tax: $7,287 (2024)Community: Waterleigh Ph 2C-1Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$7,287
Elementary School: None
High School: Horizon High School
Tax Year: 2024
Middle School: Water Spring Middle
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to this beautifully maintained 3-bedroom, 2.5-bath two-story home featuring a rear-load 2-car garage, ideally located in one of the area’s most desirable master-planned communities. Designed for modern living, the open-concept floor plan showcases durable tile flooring throughout the main level for easy maintenance. The kitchen is a true centerpiece, complete with granite countertops, white cabinetry, stainless steel appliances, and a large center island—perfect for entertaining or everyday living. The spacious first-floor primary suite is filled with natural light and features a walk-in closet, dual-sink granite vanity, and an oversized walk-in shower. Upstairs, you’ll find brand new carpet, a versatile loft space, two additional bedrooms, and a full bathroom with a dual-sink vanity and tub/shower combination—ideal for guests or family. Waterleigh continues to stand out as one of the premier communities in Horizons West, offering resort-style amenity centers, multiple pools, splash pads, indoor and outdoor fitness areas, scenic lakes and ponds, walking and nature trails, beach volleyball courts, playgrounds, and sports fields. A Publix is conveniently located at the community entrance, and lawn maintenance is included for added ease. This is Florida living at its best—whether you're an investor or end user. Schedule your private showing today.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)
Listing Agent: Tara Garkowski (407-405-8829)
5443 BOWMAN DR, WINTER GARDEN, FL 34787
$649,00027 Days on yellowkey MLS ID: O6408812
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 2656 Built: 2015Monthly Fee: $339 Tax: $7,564 (2025)Community: Overlook 2/HamlinSpa: NoSingle Family
Taxes:$7,564
Elementary School: Independence Elementary
Tax Year: 2025
Middle School: Bridgewater Middle
Remarks: Under contract-accepting backup offers. Luxury lakeview living with private apartment above the garage. Welcome to your dream home, where luxury, comfort and thoughtful design come together in one of Hamlin’s sought-after communities. This exceptional residence features four spacious bedrooms, each with its own en-suite bath on the second floor, including one bedroom with en-suite bath conveniently on the first floor, plus an additional half bath for guest convenience. A standout feature is the desirable private Next Gen suite above the garage, offering incredible flexibility for multigenerational living, extended guests, a home office or potential rental income. Enjoy peaceful water views that create the perfect backdrop for both relaxing mornings and beautiful Florida sunsets. In a top-rated A-rated school district, this home offers not only luxury living but also outstanding educational opportunities. Enjoy a walkable lifestyle with direct access to dining, cafés, boutique shopping, fitness studios, parks and entertainment all nearby. This vibrant, growing community offers unmatched convenience and everyday enjoyment right outside your doorstep. More than just a home, this is a place where neighbors become friends and lasting memories are made in one of Central Florida's desirable areas. Schedule your private showing today and experience it for yourself!
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-581-7888)
Listing Agent: Carolina Medeiros (305-753-1943)
11045 HOLLOW BAY DR, WINTER GARDEN, FL 34787
$739,90078 Days on yellowkey MLS ID: O6394192
REDUCED by $10,000 (1.3%) on 05/29/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2113 Built: 2025Monthly Fee: $295 Tax: $3,196 (2025)Community: WaterleighSingle Family
Taxes:$3,196
Elementary School: Water Spring Elementary
Remarks: Why wait to build when you can move right into this gently used, practically brand-new home in the highly sought-after Waterleigh community? On a Private, Waterfront LOT! Nestled on a peaceful, quiet street with no rear neighbors, this 4-bedroom, 3-bathroom gem offers over 2,000 sq. ft. of functional living space, perfect for modern family living. Step inside and immediately appreciate the open, airy layout, featuring wood-look tile floors throughout for a sleek, low-maintenance finish. The heart of the home is an inviting living area, ideal for both everyday living and entertaining. The spacious kitchen offers ample storage, and the bright bedrooms provide a retreat at the end of the day. No detail has been overlooked in this home’s design. Situated on a beautiful conservation/water lot, you’ll enjoy serene views and privacy with no rear neighbors. It's the perfect backdrop for your outdoor living moments, whether you're relaxing on your patio or taking in the tranquil surroundings. Waterleigh offers an active and vibrant community lifestyle, with access to multiple resort-style amenity centers, including clubhouses, indoor fitness centers, walking trails, playgrounds, and sports fields—perfect for all ages. The community also provides lawn care and weed control as part of the HOA, so you can spend more time enjoying your beautiful home and less time maintaining it. The community is conveniently located near top-rated schools, including Water Spring Elementary and Middle School, and Horizon High School, making it ideal for families. You’re just a short drive away from everything Central Florida has to offer—amusement parks, shopping, dining, and entertainment. With easy access to I-4 and 429, commuting to all parts of the area is a breeze. Plus, the charming historic district of Downtown Winter Garden is just minutes away, featuring unique boutiques, restaurants, and entertainment options. This beautiful home is truly move-in ready and waiting for its next owner. Don’t miss out on the chance to make it yours—schedule your private showing today before it's SOLD!
Listing is courtesy of: VOSS REALTY INC (407-456-0777)
Listing Agent: Lindsay Kaye Voss (407-456-0777)
1209 CASTLEPORT RD, WINTER GARDEN, FL 34787
$659,00092 Days on yellowkey MLS ID: O6390760
REDUCED by $5,900 (0.9%) on 05/29/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2812 Built: 2001Monthly Fee: $243 Tax: $4,030 (2025)Community: Stoneybrook WestSpa: NoSingle Family
Taxes:$4,030
Elementary School: Whispering Oak Elem
High School: West Orange High
Middle School: SunRidge Middle
Remarks: Welcome to 1209 Castleport Rd — your next chapter in Stoneybrooke West, a gorgeous golf-course community where everyday feels like a getaway. From the moment you arrive you’ll love the manicured fairways, peaceful walking paths, and neighborhood pride that make this community stand out. Step inside and imagine family mornings and movie nights in the bright, open living spaces. This home offers 5 spacious bedrooms and 3 full bathrooms — plenty of room for guests, a home office, or a hobby room. Thoughtful finishes and flexible room spaces make entertaining effortless and daily life comfortable. Location is everything: you’re minutes from theme parks, with fast highway connections for stress-free commutes and weekend escapes, plus easy access to shopping, dining, and services. Whether you’re teeing off on the greens, grabbing dinner nearby, or heading out for a day at the parks, 1209 Castleport Rd combines comfort, convenience, and that warm, community feel you’ve been looking for.
Listing is courtesy of: THE PROPERTY STOP LLC (407-744-5557)
Listing Agent: Angela Magac (407-744-5557)
837 GRANDE REGAL PT, WINTER GARDEN, FL 34787
$450,00052 Days on yellowkey MLS ID: O6400571
3 Days Off yellowkey (back on 5/29/2026)
REDUCED by $19,000 (4.1%) on 05/20/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1874 Built: 2002Monthly Fee: $60 Tax: $1,662 (2025)Community: Regal Pointe Ph 02 47/133Single Family
Taxes:$1,662
High School: None
Middle School: None
Remarks: Under contract-accepting backup offers. Nestled in the highly sought after area of Winter Garden, this hidden gem presents the perfect blend of comfort, convenience, and charm. This well maintained home features three spacious bedrooms and two bathrooms, along with both a welcoming living room and a separate family room, ideal for entertaining or relaxing with loved ones. Centrally located, the property is just minutes from the hospital, shopping, dining, and all that Winter Garden has to showcase. Practically turnkey, the home boasts major updates including a 2019 roof, 2022 HVAC system, and a 2022 water heater, providing peace of mind for years to come. Step outside to your own private oasis, where a beautifully maintained yard is filled with a variety of fruit trees and plants, including avocado, banana, pigeon peas, lemon, pineapple, ginger, soursop, and much more, perfect for enjoying fresh homegrown produce. Do not miss the opportunity to own this unique and inviting home in a prime location!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Herna Quero (321-305-0916)
14610 SETON CREEK BLVD, WINTER GARDEN, FL 34787
$488,00018 Days on yellowkey MLS ID: GC540630
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1916 Built: 2016Monthly Fee: $164 Tax: $5,965 (2025)Community: Watermark Ph 1BSingle Family
Taxes:$5,965
Remarks: Welcome to this beautifully maintained 3-bedroom, 2.5-bath home located in the highly desirable Watermark community in Winter Garden! This home features a bright open-concept floor plan where the kitchen, dining, and living areas seamlessly flow together — perfect for entertaining and everyday living. Upstairs, you’ll find all three bedrooms, two full bathrooms, a convenient upstairs laundry room, and an additional flex space ideal for a playroom, office space, media room, or second family room. The spacious primary suite offers privacy, while the two secondary bedrooms share access to a charming private balcony overlooking the neighborhood. A downstairs half bath adds convenience for guests. Additional features include a 2-car garage, energy-efficient solar panels, and thoughtfully designed living spaces throughout. Enjoy an unbeatable location with Starbucks, Walgreens, restaurants, shopping, and everyday conveniences all in close proximity. For Disney lovers, Magic Kingdom is approximately 9 miles away and Disney Springs is about 12 miles away, making this an ideal primary residence, vacation home, or investment opportunity. Residents of Watermark enjoy resort-style amenities including a community pool, tennis courts, clubhouse, playground, fitness center, and scenic walking trails. This home offers the perfect combination of location, lifestyle, and modern Florida living!
Listing is courtesy of: CROSS KEYS REALTY, INC. (352-505-5049)
Listing Agent: Morgan Coleman (352-222-9093)
13706 WERRINGTON DR, WINTER GARDEN, FL 34787
$715,000220 Days on yellowkey MLS ID: S5138020
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2807 Built: 2022Monthly Fee: $192 Tax: $8,345 (2023)Community: Encore At Ovation-Ph 3Single Family
Taxes:$8,345
Tax Year: 2023
Remarks: ***Lease agreement in place until March 2027*** This beautifully furnished single-family home offers a luxurious living experience with 4 bedrooms and 3.5 bathrooms, meticulously built in 2022. The property boasts a 2-car garage and a spacious loft, ideal for versatile uses. The kitchen is adorned with top-of-the-line stainless steel appliances, while the windows are elegantly adorned with stylish treatments. The master bedroom is a sanctuary with dual walk-in closets providing ample storage space. The laundry room is both practical and stylish, featuring a sink and modern washer and dryer for added convenience. Nestled in a vibrant new community, residents can indulge in a range of amenities including a clubhouse, pool, and a dog park. The property's prime location offers easy access to Disney World and major highways, ensuring seamless travel experiences. Whether as a lucrative long-term investment or a cherished primary residence, this listing promises a contemporary and comfortable living environment with sought-after features and an enviable location.
Listing is courtesy of: USA DREAMS REALTY CORP. (407-780-6422)
Listing Agent: Renata Lazo (407-780-6422)
15606 SHOREBIRD LN, WINTER GARDEN, FL 34787
$1,625,000178 Days on yellowkey MLS ID: O6367956
1 Days Off yellowkey (back on 5/27/2026)
REDUCED by $74,000 (4.4%) on 05/14/2026
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 4300 Built: 2020Monthly Fee: $360 Tax: $21,186 (2025)Community: Lakeshore Preserve Ph 4Spa: YesSingle Family
Taxes:$21,186
Elementary School: Panther Lake Elementary
Remarks: *** PRICE REDUCTION *** Located in the sought-after Lakeshore Preserve community of Winter Garden, this 5-bedroom, 4.5-bath, 4,300 sq ft luxury lake view home offers refined design and flexibility. The home features two primary suites, one on the main level and one upstairs, ideal for multigenerational living or hosting guests. From the moment you enter, refined finishes and an open layout set the tone, enhanced by a covered entry with a two-story foyer, oak stair treads, Shaw Sonoma porcelain tile throughout the main level, and Shaw Supino LVP flooring upstairs. A formal dining room leads seamlessly through a butler’s pantry with a walk-in pantry into the heart of the home. The chef’s kitchen impresses with an oversized island with dining bar, quartz countertops, soft-close cabinetry, decorative upper cabinets, a farm sink, designer hood, and high-end KitchenAid appliances, including a natural gas cooktop and built-in oven, complemented by a Sub-Zero panel refrigerator. Upgraded plumbing fixtures and low-voltage enhancements, including a security system and wireless access points, elevate functionality. The open living room features coffered ceilings with wood trim detailing and expansive sliding glass doors capturing breathtaking lake views and overlooking the resort-style saltwater infinity pool and spa for seamless indoor-outdoor living. The downstairs primary suite offers a private escape with a spacious bedroom, walk-in closet, and spa-inspired bathroom with dual vanities, soaking tub, and frameless glass-enclosed shower. Upstairs, a versatile loft provides additional gathering space, while the main primary suite is a true showpiece with double-door entry, an expanded upper balcony, and a private balcony with retractable motorized screens showcasing lake views, fireworks, and rocket launches. This suite also features custom walk-in closets and a luxurious bathroom with a soaking tub overlooking the water and an oversized walk-in shower with floor-to-ceiling tile. Bedroom three includes a walk-in closet, private ensuite bathroom, and additional square footage. Two additional bedrooms share a full bathroom with double vanities. Outdoor living shines with an expanded covered lanai featuring pavers, privacy wall, motorized screens, and pre-plumbed water and gas connections. The heated saltwater infinity pool and spa with sun shelf are perfectly positioned to capture the view. Beyond the pool, an extended patio with a private gas fire pit creates an ideal space for entertaining or relaxing under Florida’s night skies. Additional features include a solar system reducing monthly electric costs, tankless Rinnai natural gas water heater, wired emergency generator outlet, whole-home surge protector, whole-home water filtration and softener, ample storage, custom closets throughout, bottom-up/top-down blinds, laundry room, and a two-car garage with epoxy flooring and over-garage storage. The home also features upgraded landscaping, fencing, and a small in-home safe. Residents enjoy lawn care included with the HOA and access to resort-style amenities on Panther Lake, including a zero-entry pool, clubhouse, fitness center, and playground, beach volleyball court, dock, and kayak launch. Conveniently located near Hamlin Town Center, Orange County National Golf Center, major highways, and minutes from Walt Disney World, this exceptional home offers luxury, lifestyle, and an unbeatable Winter Garden location. Schedule your private showing today.
Listing is courtesy of: ALIGN REAL ESTATE LLC (305-389-2922)
Listing Agent: Tiffany Pantozzi (407-955-9716)
516 S HIGHLAND AVE, WINTER GARDEN, FL 34787
$500,00020 Days on yellowkey MLS ID: O6409675
1 Days Off yellowkey (back on 5/29/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1716 Built: 1955 Tax: $709 (2025)Community: Rep Pt Pleasant Park SubSingle Family
Taxes:$709
Remarks: Under contract-accepting backup offers. Some Photos virtually staged. Solidly built mid-century home in an exceptional Downtown Winter Garden location, just moments from Plant Street shopping and dining, Crooked Can Brewing Company, Garden Theatre, the splash pad, and all the charm of the golf cart district. Enjoy dinner downtown, then take your golf cart to Newton Park to catch breathtaking sunsets over Lake Apopka. Hard to find, timeless charm and well maintained! Offering 1,716 sq. ft. per the property appraiser, including a spacious laundry room. The roof was replaced in 2016, windows have been updated, and the home includes a termite bond for added peace of mind. Rare opportunity to own a one owner (since the 60's) home, lovingly cared for in a Prime Downtown location~ Schedule your private showing today!
Listing is courtesy of: WINDSOR REALTY GROUP INC (407-877-3463)
Listing Agent: Lisa Bennett (407-877-3463)
11193 HOLLOW BAY DR, WINTER GARDEN, FL 34787
$809,99095 Days on yellowkey MLS ID: O6389839
REDUCED by $10,000 (1.2%) on 05/28/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3327 Built: 2025Monthly Fee: $250 Tax: $1,989 (2025)Community: WaterleighSpa: NoSingle Family
Taxes:$1,989
Remarks: Under Construction. 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 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)
12444 WESTFIELD LAKES CIR, WINTER GARDEN, FL 34787
$599,90019 Days on yellowkey MLS ID: O6399607
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2180 Built: 2005Monthly Fee: $68 Tax: $8,496 (2025)Community: Westfield Lakes Ph 04 A-FSpa: YesSingle Family
Taxes:$8,496
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to 12444 Westfield Lakes Circle, a beautiful ADA-accessible, pond view home featuring a private POOL and SPA. This home is thoughtfully designed with accessibility, comfort, and modern smart home technology in mind. The primary bathroom includes an ADA-compliant shower and toilet, and the home features an ADA-compliant cabinets and Samsung refrigerator installed in 2025. Enjoy seamless smart home integration throughout with Philips Hue smart lighting, smart light switches, smart security system, smart thermostat, smart garage door, smart refrigerator, and smart dishwasher, all easily controlled from your phone or smart devices. Step outside to relax in the screened pool and spa creating the perfect setting for entertaining or unwinding at home. One of the bathrooms even doubles as a pool bath. Primary bedroom overlooks the pool/spa. Additional recent updates include a newer AC system still under warranty, replaced pool pump and timer, replaced irrigation back flow valve (February), offering added value and peace of mind. Residents enjoy a true neighborhood atmosphere with community tennis courts, playground, and beautifully maintained surroundings, all while being conveniently close to everyday shopping, dining, and entertainment. Westfield Lakes offers quick access to all major highways, Winter Garden Village, and area attractions, making commuting and daily living easy. The community is zoned for highly rated schools and is loved for its balance of privacy, convenience, and established charm. Schedule your showing today and make this home yours! Buyers and agents to verify HOA, taxes, measurements, schools, and any MLS information.
Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)
Listing Agent: Lori Lucente-Nelson (407-401-1400)
12537 GRAPE CHARDONNAY ALY #219, WINTER GARDEN, FL 34787
$647,17217 Days on yellowkey MLS ID: O6411681
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2200 Built: 2026Monthly Fee: $96 Tax: $9,708 (2026)Community: Osprey RanchSingle Family
Taxes:$9,708
Tax Year: 2026
Remarks: Under Construction. .
Listing is courtesy of: K HOVNANIAN FLORIDA REALTY (321-263-2601)
Listing Agent: Richard Selikoff (201-741-7242)
10301 AUSTRINA OAK LOOP, WINTER GARDEN, FL 34787
$530,00017 Days on yellowkey MLS ID: O6411527
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2078 Built: 2020Monthly Fee: $154 Tax: $7,738 (2024)Community: Watermark Ph 4Single Family
Taxes:$7,738
Remarks: Tenant Occupied Through January 2027 – Excellent Investment Opportunity! Discover this beautifully crafted 3-bedroom, 2.5-bath home with 2,078 sqft of heated space, built in 2020, in the highly desirable Watermark Terrace community. Currently leased through January 2027, this property offers immediate rental income potential, with the possibility of lease continuation. Featuring a gourmet kitchen, spacious loft, solar panels, and a garage with extended driveway. Enjoy no rear neighbors and direct views of Horizon High School from the backyard. Conveniently located minutes from top-rated schools, golf courses, restaurants, and entertainment. Zoned for Panther Lake Elementary and Horizon High. Community amenities include four resort-style pools, tennis courts, a clubhouse, and playground. A great opportunity for investors seeking style, location, and long-term value.
Listing is courtesy of: OKKLA REALTY (954-621-7779)
Listing Agent: Rick Gradin (954-621-7779)
15239 LAKE LAMONIA ST, WINTER GARDEN, FL 34787
$795,00048 Days on yellowkey MLS ID: O6402421
0 Days Off yellowkey (back on 5/20/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3020 Built: 2022Monthly Fee: $160 Tax: $7,294 (2025)Community: Lakeside/HamlinSingle Family
Taxes:$7,294
Elementary School: Hamlin Elementary
Middle School: Hamlin Middle
Remarks: Under contract-accepting backup offers. Your dream of homeownership starts here! Nestled in a sought-after community zoned for top-rated schools, this stunning 4-bedroom, 3-bathroom single-family home offers 3,020 square feet of beautifully designed living space — and it checks every box on your wish list. From the moment you step inside, you'll be captivated by the bright, open floor plan that effortlessly connects living, dining, and entertaining spaces. The stunning pocket sliders seamlessly blend indoor and outdoor living — simply open them up and let the Florida lifestyle flow in. The updated kitchen is the true heart of this home, boasting modern finishes, dual ovens, ample storage, and generous counter space that will inspire your inner chef. Step outside and fall in love with your own private retreat — a large, fully fenced backyard with plenty of room to add a pool and create the ultimate outdoor oasis. Whether you're hosting weekend barbecues or letting the children and pets roam freely, this space was made for making memories. Retreat to the expansive primary suite conveniently located upstairs, where space and comfort take center stage. Generous in size and thoughtfully designed, this extended sanctuary features not one, but two walk-in closets — because you deserve a bedroom that truly feels like a getaway. With additional spacious bedrooms, there's room to grow, work from home, or welcome guests with ease. The three full bathrooms mean busy mornings run smoothly for everyone. Location couldn't be better! Enjoy easy access to popular restaurants, shopping, and major highway access — making your daily commute and weekend adventures a breeze. This is the home you've been dreaming of — schedule your private tour today before it's gone!
Listing Agent: Kassandra Lopez, Llc (407-902-5817)
16632 POINT ROCK DR, WINTER GARDEN, FL 34787
$550,000167 Days on yellowkey MLS ID: OM715702
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2292 Built: 2023Monthly Fee: $281 Tax: $8,546 (2024)Community: Waterleigh Ph 4B & 4CSingle Family
Taxes:$8,546
Remarks: Short Sale. Located in the sought-after resort-style community of Waterleigh in Winter Garden, this spacious 2-story home features 4 bedrooms, 3.5 baths, and a versatile bonus room that can serve as a home office or additional bedroom. The first floor offers a guest bedroom with a full bath, a half bath, and an open-concept kitchen that flows into the living and dining areas—ideal for entertaining. Enjoy a fenced-in patio and a generous 2-car garage. Upstairs includes three more bedrooms, two full baths, and a family room. Enjoy access to community pools, clubhouse, fitness center, and more—just minutes from major highways and world-renowned attractions like Disney.
Listing is courtesy of: REMAX/PREMIER REALTY (352-732-3222)
Listing Agent: Melissa Lebron (352-304-1084)
243 FLORIDA AVE, WINTER GARDEN, FL 34787
$335,00030 Days on yellowkey MLS ID: S5149991
2 Days Off yellowkey (back on 5/28/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1100 Built: 1939 Tax: $2,090 (2025)Community: Shadow Lawn L/125 Lot 9 Blk FSingle Family
Taxes:$2,090
Remarks: Fully Renovated Turnkey Home in the Heart of Winter Garden, Better Than New! This beautifully reimagined 2-bedroom, 2-bath home has been transformed from the ground up. Every major system and finish is brand new, including the foundation, structural reinforcement, roof, windows, flooring, A/C system, and fully remodeled bathrooms, plus an ADDED second bathroom. The modern kitchen features a brand-new refrigerator, stove, and microwave. No projects, no deferred maintenance, no surprises. Just move in and start enjoying life. Minutes from historic downtown Winter Garden, Plant Street, the West Orange Trail, the Saturday Farmers Market, top dining and shopping, with quick access to SR 429 and the Florida Turnpike for easy commutes to Orlando, Disney, and MCO Airport. First-time buyers may qualify for up to $30,000 in down payment assistance through Orange County and additional Florida state programs. All financing welcome, including Cash, Conventional, FHA, and VA buyers. Turnkey homes like this don't last. Schedule your showing today!
Listing is courtesy of: MY REALTY GROUP, LLC. (786-847-7421)
Listing Agent: Laury Cruz Penalo De Gomez (407-456-3371)
276 SUMMER PINE ST, WINTER GARDEN, FL 34787
$874,000113 Days on yellowkey MLS ID: O6384565
REDUCED by $1,000 (0.1%) on 05/28/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3147 Built: 2025Monthly Fee: $240 Tax: $1,914 (2024)Community: Winter GroveSpa: NoSingle Family
Taxes:$1,914
Elementary School: SunRidge Elementary
Remarks: QUICK MOVE IN!!! NEWLY BUILT Highly Desirable Community and Location!! Welcome to Winter Grove in the charming city of Winter Garden. Located 1 mile from Winter Garden Village and 3 miles from Historic Downtown Winter Garden. This Gated New Community features single-family homes on large homesites without a CDD. Step into the Coral Grand by Pulte Homes, where Luxury and Convenience seamlessly combine to create a Truly Elevated Living Experience. This Remarkable 4-Bedroom 3-Bathroom 1-Flex Room Home, Offers an Oversized Driveway and Corner Lot. The Chef-Inspired Kitchen Features Upgraded Dana White Cabinetry (Soft Close), Oversized Quarts Countertops, Undercabinet Lighting, and Whirlpool Stainless Steel Appliances with Exhaust Fan Exterior, Making Cooking a True Pleasure. The Kitchen seamlessly connects to the Café and Extended Gathering room, where a Sliding Glass Door opens to the Covered Lanai, Enhancing the flow of Indoor-Outdoor Living. The Loft area provides the perfect space to unwind, with two additional bedrooms and one bathroom complete the upper level. This Elegant Home is Equipped with a Smart Nest Thermostat, Smart Google Doorbell, ensuring your home is as connected as it is Beautiful. This home offers the perfect combination of Luxury, Convenience, and Modern Design—an ideal place to live and relax. This Split Floorplan Design of the Home and Laundry Room maximizes Privacy, Useful Space, and Peace. Residents also enjoy all the proximity to Shopping Plazas, Restaurants, Parks, and Entertainment this area is known for. Call NOW and Schedule a tour today!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Raymond Tong (954-940-1628)
9605 LOST CREEK DR, WINTER GARDEN, FL 34787
$699,000275 Days on yellowkey MLS ID: V4944858
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2117 Built: 2021Monthly Fee: $261 Tax: $614 (2024)Community: WaterleighSpa: NoSingle Family
Taxes:$614
Remarks: Short Sale. ** OFFERS RECEIVED- AWAITING BANK APPROVAL. ***SHORT SALE. ***ALL OFFERS MUST GO THROUGH SHORT SALE PROCESS WITH SELLERS LENDER FOR APPROVAL/DENIAL.** The Bellmore in Waterleigh! This elegant single-story four-bedroom, two-bath residence offers 2,984 total square feet of refined living on a premier corner lot with wooded privacy and pond access. Blending timeless design with modern upgrades, this home showcases luxury finishes inside and out. The gourmet kitchen is a centerpiece, featuring stainless steel appliances, a walk-in pantry, and an oversized island with abundant prep and seating space. It opens seamlessly to the spacious family room, creating a setting for gatherings. Designer touches include recessed wood-insert ceilings in the foyer and primary suite, a dramatic brick accent wall in the living room, upgraded lighting throughout and a striking chandelier in the foyer. The primary suite offers a custom closet organization system, while ceiling fans are thoughtfully placed in almost every room. Outdoor living rivals a private resort with a screened, heated saltwater pool and cascading waterfalls, surrounded by lush tropical landscaping. The covered lanai features a 10-foot drop-down projection screen for outdoor cinema nights, while brick pavers enhance the driveway, walkways, and patio. A 13.67-kilowatt solar system with net metering ensures energy efficiency. From the backyard, enjoy nightly views of the spectacular Disney fireworks—an unforgettable backdrop unique to Central Florida living. Optional luxury additions for additional purchase include a four-seat electric golf cart with charger, professional-grade garage storage racks and a complete home gym with free weights. Waterleigh is Winter Garden’s flagship planned community, offering two expansive clubhouses with resort-style pools, state-of-the-art fitness centers, tennis courts, miniature golf, walking trails, dog parks, community gardens and scenic lakes with fishing piers. Ideally near Disney, major highways, shopping and dining, Waterleigh combines convenience with unmatched amenities. Ranked as one of the top communities in the United States, Winter Garden is celebrated for its vibrant downtown, lifestyle amenities and exceptional quality of life—making this home a rare opportunity to own in one of the nation’s desirable areas. This one is a must-see. By appointment only. BUYER MUST ASSUME 50K SOLAR PANEL LOAN- BANK WILL NOT CONSIDER ANY OFFERS ASKING FOR BANK TO PAY OFF SOLAR PANELS.
Listing is courtesy of: PREMIER SOTHEBYS INTL REALTY (386-761-2172)
Listing Agent: Jennifer Matacale (386-212-9277)
1672 MALCOLM POINTE DR, WINTER GARDEN, FL 34787
$509,900289 Days on yellowkey MLS ID: S5133690
REDUCED by $10,000 (1.9%) on 05/08/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2035 Built: 2001Monthly Fee: $33 Tax: $6,403 (2024)Community: Tuscany Ph 02Single Family
Taxes:$6,403
Elementary School: Maxey Elem
High School: Ocoee High
Middle School: Lakeview Middle
Remarks: Golf cart district * motivated seller * Beautiful single-story home is nestled in a serene cul-de-sac in the heart of downtown Winter Garden. It is just an 8-minute drive to downtown Winter Garden, 5 minutes away from Publix, 10 minutes to Walmart, 14 minutes to target in winter garden village, easy access to SR-429 and Florida turnpike, offering exceptional convenience. This cozy 3-bedroom, 2-bathroom and an office can be an easy 4th bedroom. Modern single-story home provides 2,035 square feet of comfort and style. Fully renovated in 2022, featuring no carpeting throughout with dual offices, the kitchen has been updated with refinished cabinets and stainless steel appliances. Additionally, the roof and air conditioning were replaced in 2020, making it an ideal choice for buyers seeking a quick-move-in home!
Listing is courtesy of: MULTI CHOICE REALTY LLC (352-404-6542)
Listing Agent: Mingke Li (352-973-2303)
261 ZACHARY WADE ST, WINTER GARDEN, FL 34787
$1,645,000224 Days on yellowkey MLS ID: O6357233
REDUCED by $4,000 (0.2%) on 05/28/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3728 Built: 2005Monthly Fee: $67 Tax: $15,019 (2024)Community: Lakeview ReserveSpa: NoSingle Family
Taxes:$15,019
Elementary School: Tildenville Elem
Remarks: COMPLETELY REMODELED WATERFRONT HOUSE WITH COVERED PRIVATE DOCK AND BOAT LIFT ON THE LAGERST LAKE IN CENTRAL FLORIDA!!! Price can be reduced by $40,000 if the buyer is willing to assume a solar panel loan at 3.49%! Experience the ultimate LAKEFRONT living with this stunning, turnkey home on Lake Apopka in Winter Garden, in the heart of a highly desirable GOLF CART DISTRICT. Boasting over 3,700 sq. ft. of beautifully remodeled living space, this 4-bedroom, 3.5-bathroom residence combines modern luxury with waterfront charm, offering breathtaking sunrise and sunset views every day. Every inch of this home has been meticulously upgraded, creating a move-in-ready oasis with high ceilings, spacious open-concept living, and designer finishes throughout. Gorgeous porcelain tile and hardwood floors flow seamlessly across two stories, complemented by abundant natural light from all-new, upgraded windows. The gourmet kitchen is a chef’s dream, featuring quartz countertops, a large island with built-in cabinetry, stainless steel appliances, a backlit quartz bar, and a modern backsplash. Entertain effortlessly in the expansive dining room and living room, framing incredible LAKE APOPKA VIEWS, GORGEOUS SUNRISES AND BREATHTAKING SUNSETS! The master suite is a serene retreat with two walk-in closets, an oversized Jacuzzi bathroom, and stunning water vistas. Each bedroom boasts lake views, while a second-floor oversized loft offers privacy, a separate bathroom, and noise-reducing flooring—perfect for another master bedroom, home theater or office. A dedicated office/den at the entrance is ideal for remote work or study. Outdoor living is exceptional with two AC-ed and screened patios on the first and second floors, providing panoramic lake views. Boaters will love the expansive deep-water dock with a boat lift and the fun Margaritaville-themed bar. The backyard features a RECENTLY RESURFACED SALTWATER POOL with a new pump, new pool filter, a fully fenced private yard, fruit trees and mature, landscaped greenery creating a private and safe oasis. Additional highlights include NEW WINDOWS, NEW HVAC, new SOLAR PANELS (keeping the monthly ELECTRIC BILL AT $50), smart thermostat, upgraded irrigation and landscaping, a two-car garage with built-in storage and an extensive driveway to park multiple boats or vehicles. Located in a quiet, family-friendly gated community with golf-cart-friendly streets and DIRECT ACCESS to the scenic WEST ORANGE TRAIL. Enjoy Winter Garden’s historic downtown just minutes away, with A-rated schools, shopping, dining, and the famous weekend farmers market. Only 20 minutes to Downtown Orlando and close to Disney, Universal, and major highways without the traffic. There are six highly rated Golf Clubs within a 5-mile radius. This is more than a home—it’s a boater’s and fisherman’s paradise, a lakefront retreat, and a perfect family haven all in one. Don’t miss this rare opportunity to own a completely remodeled luxury waterfront home with unmatched views and lifestyle amenities on Lake Apopka, offering over 30,000 acres of endless water fun!
Listing is courtesy of: KELLER WILLIAMS EAGLE REALTY (305-757-1700)
Listing Agent: Marina Kostic (240-421-6466)
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