Location: Winter Garden , 34787
Do Not Show Listings
14090 AVENUE OF THE GROVES, WINTER GARDEN, FL 34787
$335,00038 Days on yellowkey MLS ID: O6404288
REDUCED by $4,000 (1.2%) on 05/27/2026
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1116 Built: 2011Monthly Fee: $415 Tax: $2,320 (2025)Community: IndependanceTownhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,320
Elementary School: Independence Elementary
High School: West Orange High
Tax Year: 2025
Middle School: Bridgewater Middle
Remarks: Experience the perfect blend of modern updates, resort-style amenities, and Disney-area convenience in this beautifully renovated townhouse located in the highly desirable Independence community. Thoughtfully updated throughout, the home features stylish new flooring, fresh interior paint, modern lighting fixtures, and a brand-new roof—providing a truly move-in-ready experience. The inviting living area enjoys peaceful, unobstructed views with no front-facing neighbors, creating the perfect backdrop to enjoy the Magic Kingdom’s dazzling nightly fireworks. Ample guest parking is conveniently located directly in front of the home, adding to the everyday convenience. Step outside to a spacious backyard and enjoy the covered walkway leading to the two-car garage—an ideal combination of comfort and functionality. Residents of Independence enjoy access to two resort-style clubhouses featuring pools, state-of-the-art fitness centers, tennis and basketball courts, and playgrounds, offering endless opportunities for recreation and relaxation. The HOA includes internet, cable, exterior maintenance, grounds maintenance, and pest control, making this property an excellent choice as a primary residence, vacation home, or investment opportunity.
Listing is courtesy of: RE/MAX TOWN CENTRE (407-996-3200)
Listing Agent: Fernando Barragan (407-325-1085)
10174 MERRYMEETING BAY DR, WINTER GARDEN, FL 34787
$1,050,00044 Days on yellowkey MLS ID: O6402434
REDUCED by $50,000 (4.5%) on 05/29/2026
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2758 Built: 2020Monthly Fee: $250 Tax: $7,946 (2025)Community: Waterleigh Ph 2C-2 & 2C-3Single Family
Taxes:$7,946
Elementary School: None
High School: None
Middle School: None
Remarks: Welcome to 10174 Merrymeeting Bay Dr — a gorgeous 4-bedroom, 3.5-bath home in the heart of Winter Garden that checks all the boxes and then some. Step inside and you'll notice the open floor plan right away. Tile floors run through the main living areas with cozy carpet in the bedrooms. The kitchen is a dream with quartz counters, stainless appliances, wood cabinets, and a walk-in pantry. The primary suite features tray ceilings and a custom feature wall, while the bathroom offers a large shower, double sinks, and a fully built-out walk-in closet. Laundry is conveniently located inside the house too. Now let's talk about the backyard — this is where things get really good. You've got 60 feet of lakefront and a screened lanai with roll-up screens that's an absolute show-stopper. Think full summer kitchen with a fridge, grill, sink, ceiling fans, and a large island. Oh, and you can catch the Disney fireworks right from your front porch. Not bad, right? A transfer switch has been added to accommodate a generator, so you're covered when storms roll through. The community itself is loaded with amenities like a pool, tennis courts, and volleyball. Atwater Bay Elementary is right inside the neighborhood, and Horizon High School is just minutes away. Publix sits right at the front of the community, and Lakeshore Private Park is close by for extra outdoor fun. This one won't last long — come see it for yourself!
Listing is courtesy of: LUXE PROPERTIES LLC (305-809-7650)
Listing Agent: Deanna Meredith (407-331-6542)
16826 BROADWATER AVE, WINTER GARDEN, FL 34787
$1,449,00097 Days on yellowkey MLS ID: O6387379
REDUCED by $50,000 (3.3%) on 05/29/2026
Bed: 6 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 4451 Built: 2019Monthly Fee: $218 Tax: $9,892 (2025)Community: Waterside/Johns Lk-Ph 1Single Family
Taxes:$9,892
Elementary School: Hamlin Elementary
Middle School: Hamlin Middle
Remarks: Meticulously updated and move-in ready, this stunning residence is located in the highly sought-after gated community of Waterside in Winter Garden. Designed with both luxury and functionality in mind, the home features a desirable first-floor primary suite boasting an expansive en-suite bath with dual sinks and two custom-organized walk-in closets. The main level also includes a guest bedroom with its own full bath, a private office/den, and a convenient powder room. The second floor is an entertainer's dream, offering a massive loft, a Jack-and-Jill suite, and an additional bedroom with a private full bath. Significant upgrades abound, including new dual AC units (2024), rich hardwood flooring (2019), and a modern electric fireplace. Premium features include plantation shutters, custom shelving in the pantry and primary closets, a whole-house water purification system, and noise-blocking insulation for ultimate serenity. Outdoor and tech upgrades feature an extended driveway and an installed Tesla charger. Residents enjoy resort-style amenities including a community pool, fitness center, and clubhouse. Perfectly situated on a prime lot, you are minutes from Winter Garden Village, major highways, and premier shopping and dining. This could be your perfect dream home—schedule your private tour today!
Listing is courtesy of: ONE STOP SERVICE REALTY INC (407-739-3196)
Listing Agent: Ye Kang (321-279-1059)
9827 BEACH PORT DR, WINTER GARDEN, FL 34787
$1,374,99033 Days on yellowkey MLS ID: O6405480
Bed: 5 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3910 Built: 2020Monthly Fee: $259 Tax: $11,122 (2025)Community: Waterleigh Ph 2C-2 & 2C-3Spa: YesSingle Family
Taxes:$11,122
Elementary School: Water Spring Elementary
High School: Horizon High School
Middle School: Water Spring Middle
Remarks: Perfectly positioned on a PREMIER WATERFRONT LOT just under half an acre, this stunning 3,910-square-foot residence delivers luxury living at every turn. Tucked away at the end of a tranquil cul-de-sac and situated on one of the few homesites in the neighborhood with no neighbors in front or behind, the property offers an exceptional sense of privacy with beautiful views of Lake Noah. A grand foyer with a dramatic wrought iron staircase sets the tone for the sophisticated interiors, where CROWN MOLDING and WAINSCOTING elevate the home throughout. The GOURMET KITCHEN is both stylish and functional, featuring a center island, glass-front cabinetry, under-cabinet lighting, designer backsplash, stainless steel appliances, and a sleek flat cooktop. A butler’s pantry and formal dining room create the perfect setup for effortless entertaining. The luxurious primary suite features a CUSTOM CALIFORNIA CLOSET SYSTEM and a spa-inspired bath with dual vanities and an oversized walk-in shower complete with double shower heads, including a RAIN SHOWER. Spacious secondary bedrooms all offer walk-in closets, with two connected by a JACK-AND-JILL BATHROOM, while the oversized upstairs loft provides flexible living space ideal for a media room, game room, or lounge. Designed for both comfort and convenience, the home also includes a 3-car tandem garage with EPOXY FLOORINGS and HANGING STORAGE RACKS, a WHOLE-HOUSE GENERAC GENERATOR, a WHOLE-HOUSE HALO WATER FILTRATION SSTEM, NEW 80-GALLON WATER HEATER, security system with cameras throughout. The backyard is a true private retreat featuring a gas-heated saltwater pool and spa with water features, SUMMER KITCHEN, FIRE PIT, screened enclosure, OUTDOOR SONOS SURROUND SOUND SPEAKER SYSTEM, upgraded LIGHTING PACKAGE, and lush professional landscaping. Beyond the screen enclosure, the fully fenced yard offers additional green space rarely found in waterfront homes. One of the property’s most unique features is the ABILITY TO BUUILD A PRIVATE DOCK on Lake Noah, offering an incredible opportunity to embrace true waterfront living in one of Winter Garden’s premier communities. Conveniently located near top-rated schools, shopping, dining, Disney, and major roadways, this home effortlessly combines luxury, lifestyle, and location into one exceptional offering. Opportunities like this do not come along often.
Listing is courtesy of: SERHANT (786-296-8626)
Listing Agent: Silvia Kinkela, Pa (407-284-9254)
16038 JOHNS LAKE OVERLOOK DR, WINTER GARDEN, FL 34787
$2,175,000137 Days on yellowkey MLS ID: G5107162
Bed: 5 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 4139 Built: 2015Monthly Fee: $235 Tax: $23,164 (2025)Community: Hickory HammockSpa: YesSingle Family
Taxes:$23,164
Elementary School: Whispering Oak Elem
Remarks: Discover lakefront luxury at its finest in the coveted community of Hickory Hammock - where peaceful water views greet you from both the front and back of this extraordinary Winter Garden residence. Perfectly positioned on the shimmering shores of Johns Lake, this home offers a rare blend of elegance, privacy, and resort-style living that feels like a vacation every single day.Step inside and experience over-the-top comfort in this expansive 5-bedroom home, complete with a theatre/loft, 5 full bathrooms, and a breathtaking outdoor oasis. Designed with multigenerational living in mind, the main level features two generous suites, including a luxurious primary and an oversized guest suite - each offering serene views, spa-inspired bathrooms, and exceptional privacy.Upstairs, a second secluded primary suite becomes your personal sanctuary. Wake up to panoramic lake views, unwind in the garden bath, or step onto your private balcony to savor unforgettable sunsets over the water.At the heart of the home, an open-concept living area flows effortlessly into a chef’s dream kitchen, showcasing premium appliances, granite countertops, and custom cabinetry. Whether you're hosting intimate dinners or lively gatherings, this space is built for connection and celebration.Slide open the doors and step into your own private resort. The expansive outdoor living area features a full outdoor kitchen with Brazilian granite, a sparkling pool with infinity-edge hot tub, and multiple spaces for lounging, dining, and entertaining. Just steps away, your covered private boat dock - complete with boat and jet ski lifts - invites endless days of boating, fishing, and watersports on Johns Lake.For those who love to play, the backyard also includes a 5-hole putting green and 2-hole chipping green, perfect for sharpening your short game without ever leaving home.This property is more than a home - it’s a lifestyle. A rare opportunity to live in one of Winter Garden’s most desirable communities, surrounded by natural beauty, premium amenities, and the tranquility of lakefront living.Homes like this don’t come along often. Schedule your private showing today and experience firsthand what it feels like to live in your own slice of paradise.
Listing is courtesy of: WHEATLEY REALTY GROUP (352-227-3834)
Listing Agent: Bradley Gruber (407-810-3938)
15403 MURCOTT HARVEST LOOP, WINTER GARDEN, FL 34787
$669,00097 Days on yellowkey MLS ID: O6386748
REDUCED by $6,000 (0.9%) on 05/29/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2834 Built: 2018Monthly Fee: $90 Tax: $6,526 (2025)Community: Summerlake GrvsSingle Family
Taxes:$6,526
Elementary School: Summerlake Elementary
Remarks: Live the golf course lifestyle in the highly desirable Summerlake Groves community at Orange County National Golf Center and Lodge in beautiful Winter Garden. This thoughtfully designed 2 story home offers 5 bedrooms and 3 bathrooms, with a bright open concept layout that makes everyday living and entertaining effortless. The spacious kitchen flows seamlessly into the living and dining areas, creating a welcoming space filled with natural light. One of the bedrooms has been transformed into an incredible custom style closet, offering the ultimate dream space for storage, organization, and style. Upstairs you will also find a versatile bonus room with its own private bathroom, making it ideal for a guest suite, media room, home office, or additional living space. Disney Firework visible from upstairs. Step outside to the covered lanai, the perfect place to enjoy relaxing mornings or unwind in the evening while taking in the peaceful surroundings. Located in an amenity rich neighborhood just minutes from shopping, dining, and major roadways, this home offers the perfect balance of lifestyle, convenience, and community living.
Listing is courtesy of: KRESSLER REAL ESTATE (407-864-2184)
Listing Agent: Andre Kressler (407-864-2184)
15606 SHOREBIRD LN, WINTER GARDEN, FL 34787
$1,625,000173 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)
14501 GROVE RESORT AVE #1111, WINTER GARDEN, FL 34787
$189,000145 Days on yellowkey MLS ID: O6369269
INCREASED by $4,000 (2.2%) on 05/29/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1265 Built: 2009Monthly Fee: $904 Tax: $6,121 (2025)Community: Grove Residence & Spa Hotel Condo 1Spa: YesCondo
Taxes:$6,121
Remarks: 14K PRICE DROP | Ground Floor Unit | Pond and Fountain Views | Aggressively Priced Ground floor residence featuring 14 foot ceilings exclusive to first floor units, creating an open and spacious main living area. Ideally positioned within the community, the unit offers quick access to nearby resort amenities. Ground level units are often favored for vacation use due to convenient access without stairs or elevators. The screened private lanai overlooks a courtyard with pond and fountain views, framed by lush landscaping and mature palm trees. Interior features include stainless steel appliances, granite countertops, and a full size washer and dryer. The well designed split floor plan includes two bedrooms plus a pull out sofa, accommodating up to six guests. The community is professionally managed as a Condo Hotel, offering owners participation in an on-site rental program to help offset ownership costs when the unit is not in use. HOA fees conveniently covers all utilities as well as pest control, sewer, trash, and common-area insurance. Located within The Grove Resort & Water Park, a Disney World® Good Neighbor Hotel, owners and guests enjoy Surfari Water Park, FlowRider® surf simulator, fitness center, on site dining, walking trails, covered parking, lake access, and shuttle service to the Walt Disney World® Resort. ________________________________________
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Michael Prendergast (813-362-4837)
516 S HIGHLAND AVE, WINTER GARDEN, FL 34787
$500,00015 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
$809,99090 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
$599,90014 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
$647,17212 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
$530,00012 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
Tax Year: 2024
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)
7030 TWILIGHT BAY DR, WINTER GARDEN, FL 34787
$469,00017 Days on yellowkey MLS ID: O6410364
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 1920 Built: 2023Monthly Fee: $159 Tax: $6,938 (2025)Community: MezzanoTownhouse
Taxes:$6,938
Remarks: Short Sale. Great home, great shape, let's talk
Listing Agent: Rick Cazeau (407-796-4515)
15239 LAKE LAMONIA ST, WINTER GARDEN, FL 34787
$795,00043 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
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
$550,000162 Days on yellowkey MLS ID: OM715702
0 Days Off yellowkey (back on 5/29/2026)
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
$335,00025 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)
14501 GROVE RESORT AVE #2535, WINTER GARDEN, FL 34787
$175,000127 Days on yellowkey MLS ID: O6378144
REDUCED by $4,900 (2.7%) on 05/28/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1434 Built: 2018 Tax: $8,168 (2025)Community: Grove Resort And SpaSpa: YesCondo
Taxes:$8,168
Remarks: Welcome to the 4-Star rated Grove Resort & Spa Orlando! This high floor, Cypress model corner unit offers a spacious, split bedroom, open layout with over 1,400+ SF of living area. This model features an oversized Primary Suite with separate corner sitting area and guest bedroom features 2 queen size beds. This condo sleeps 8! Other features include a modern interior with solid wood cabinets and solid surface countertops in the kitchen and baths, stainless steel appliances, in-unit laundry room, and all furniture & furnishings included and ready for your turn-key vacation resort. The resort features outstanding amenities including 2 on-site restaurants, spa, fitness center, arcade game room, three pools, private access to Lake Austin, FREE SHUTTLES TO DISNEY PARKS and the on-site SURFARI WATER PARK complete with lazy river, pool-side restaurant and bar, and a FLOWRIDER® double surf simulator. This is a Walt Disney World Good Neighbor® Hotel and less than 5 miles from the world famous Walt Disney World® Resort and Theme Parks. Also, just 3.9 miles to the new Flamingo Crossings Town Center with 40+ shops and restaurants. This amazing condo-hotel unit also offers the convenience of an in-house, on-site hotel rental program which provides rental income when not in your personal use and features a VIP Check-In for condo owners. ALL UTILITIES, CABLE, AND INTERNET INCLUDED IN MONTHLY MAINTENANCE!
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Joseph Mooradian (954-466-5669)
276 SUMMER PINE ST, WINTER GARDEN, FL 34787
$874,000108 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
Middle School: SunRidge Middle
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
$699,000270 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)
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