Location: Winter Garden
Do Not Show Listings
420 E CYPRESS ST, WINTER GARDEN, FL 34787
$425,00013 Days on yellowkey MLS ID: O6412414
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1616 Built: 1950 Tax: $5,517 (2025)Community: Overstreet CrateSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,517
Elementary School: Maxey Elem
High School: West Orange High
Tax Year: 2025
Middle School: Lakeview Middle
Remarks: Welcome to this stunning, fully renovated and fully furnished home, perfectly situated on an oversized lot in one of Winter Garden's most exciting and rapidly growing areas. Whether you're looking for a primary residence, a turnkey investment, or a second home, this move-in-ready property offers the perfect blend of comfort, style, and convenience. Inside, you'll find an open-concept floor plan filled with natural light, featuring all-new flooring, recessed lighting throughout, energy-efficient double-pane windows, and a beautifully updated kitchen complete with stainless steel appliances. Major improvements include a new roof and a 3.5-ton AC system, providing peace of mind for years to come. Step outside and enjoy the spacious, fully fenced backyard, offering plenty of room for entertaining, pets, play, or simply relaxing outdoors. Located just one mile from Historic Downtown Winter Garden, you'll enjoy easy access to award-winning dining, shopping, farmers markets, and community events, all while living in a welcoming, family-friendly neighborhood. Fully furnished, beautifully updated, and truly move-in ready, this home offers a rare opportunity to enjoy all that Winter Garden has to offer from day one.
Listing is courtesy of: KELLER WILLIAMS ELITE PARTNERS III REALTY (321-527-5111)
Listing Agent: Trevor Zwick (863-303-6114)
13843 LANYARD WAY, WINTER GARDEN, FL 34787
$648,00014 Days on yellowkey MLS ID: O6412130
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2568 Built: 2022Monthly Fee: $225 Tax: $9,717 (2025)Community: Encore/Ovation Ph 3Single Family
Taxes:$9,717
Elementary School: Water Spring Elementary
High School: Horizon High School
Middle School: Water Spring Middle
Remarks: Beautiful home come with 4 bedrooms, 3½ baths, and a detached alley-loaded 2-car garage. Enjoy the wide-open space of this Horizon West new home, where the family room and kitchen flow harmoniously. The sizable family room offers plenty of natural light with lots of windows. The kitchen features a large island with overhang for seating, the perfect spot for prepping dinner and for meals on the go. The large walk-in pantry has plenty of space to help keep you stocked up. stainless steel appliance package that includes a natural gas slide-in range. The dining room, with a large window allowing natural light to stream in, offers convenient access to the kitchen. A powder bath, along with a linen closet, complete the downstairs, while a single French door leads you to the covered lanai and access to the detached garage. Upstairs, the 2 secondary bedrooms, the destination laundry room with a deep tub, a hall bath with a second sink, open are at the second floor. tow Walkin closet located privately in the front of the home is the owner’s suite, with a tray ceiling. The owner’s bath showcases separate vanities, a large shower. Disney Animal Kingdom is 7-minutes away 5 minutes to shopping area.
Listing is courtesy of: AAA GLOBAL VENTURES PA (407-717-5232)
Listing Agent: Jiu Wei (407-729-8007)
483 PENNSYLVANIA AVE, WINTER GARDEN, FL 34787
$339,90061 Days on yellowkey MLS ID: O6398208
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1008 Built: 1988 Tax: $2,702 (2025)Community: East Garden Manor Add 03Single Family
Taxes:$2,702
Remarks: Move in ready, completed renovated, property offers two bedrooms and 2 bathrooms, brand new bathrooms, brand new kitchen, new appliances, new windows, ceramic trough the house, new roff, new pluming, close to major roads, schools, minutes to Winter Garden dawn town.
Listing is courtesy of: STIRLING INTERNATIONAL REAL ES (407-250-1000)
Listing Agent: Rosa Rodriguez (407-832-1185)
8289 TOPSAIL PL, WINTER GARDEN, FL 34787
$920,00011 Days on yellowkey MLS ID: S5151179
REDUCED by $60,000 (6.1%) on 06/07/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2755 Built: 2020Monthly Fee: $350 Tax: $11,564 (2024)Community: Lakeshore Preserve Ph 5Spa: NoSingle Family
Taxes:$11,564
Tax Year: 2024
Remarks: Stunning home 4 bedrooms all suites, located in the Lakeshore community. This beautiful residence offers a perfect blend of modern elegance and comfort. House just has been used from Original owner twice a year since built as a second home, looks brand new! Fully upgraded Kitchen with High end Jen Air appliances, Quartz Waterfall Island countertop, upgraded cabinets and quartz countertops thru out the house.. Extensive custom Carpentry work thru out the house. Deep Lot with plenty of space for a large pool with pre wired and pre plumbing for a future summer kitchen. Residents enjoy resort-style amenities, including clubhouse, fitness center, resort-style pool and proximity to top-rated schools, shopping, and major highways.
Listing is courtesy of: MIAMI BRAZIL INVESTMENTS, LLC (561-479-9047)
Listing Agent: Ricardo Oliveira (561-479-9047)
9354 MEADOW HUNT WAY, WINTER GARDEN, FL 34787
$525,00050 Days on yellowkey MLS ID: O6400695
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2079 Built: 2017Monthly Fee: $164 Tax: $4,974 (2025)Community: WatermarkSingle Family
Taxes:$4,974
Elementary School: Panther Lake Elementary
Middle School: Hamlin Middle
Remarks: Skip the wait for new construction and enjoy this beautifully upgraded, energy-efficient home in one of Winter Garden’s most sought-after communities near Hamlin and Disney. Offered for the first time by the original owner, this move-in ready 3-bedroom, 2.5-bath residence with a spacious LOFT combines stylish design, modern functionality, and an unbeatable location just minutes from Disney, Universal, shopping, dining, and major highways. The large LOFT can easily be converted into a 4th Bedroom. Designed for both everyday living and entertaining, the open-concept floorplan features over 2,000 square feet of thoughtfully designed living space filled with natural light. At the center of the home, the gourmet kitchen showcases double ovens, a cooktop, designer backsplash, pendant lighting, under-cabinet lighting, abundant cabinetry, and an oversized island perfect for gatherings and casual dining. The kitchen flows seamlessly into the dining and living areas, creating an inviting atmosphere ideal for entertaining family and friends. Elegant upgrades throughout the home include wood flooring in the main living areas, oak tread stairs with wood spindles, upgraded baseboards, eight-foot first-floor doors, and double French doors leading to the covered lanai for effortless indoor-outdoor living. Upstairs, the oversized loft offers exceptional flexibility and can easily function as a home office, media room, playroom, fitness space, or second living area. The spacious primary suite serves as a relaxing retreat featuring a tray ceiling, two walk-in closets, and double doors leading to the spa-inspired primary bath complete with dual sinks, an extended vanity, walk-in shower with dual shower heads, linen closet, and private water closet. Two additional bedrooms each include their own walk-in closet, offering plenty of storage and flexibility for family or guests. This home also stands apart with valuable energy-efficient upgrades including spray foam insulation, double-pane windows, and a 9-panel SOLAR SYSTEM designed to help offset monthly electric costs. Residents enjoy access to exceptional resort-style amenities including two community pools, splash zone with water slides, fitness center, clubhouse with gathering spaces and catering kitchen, tennis and basketball courts, food truck nights, seasonal community events, and an outdoor amphitheater for concerts and movies. One of the community’s most unique features is the rooftop deck with panoramic views of nightly Disney fireworks. Located just minutes from Hamlin Town Center, Orange County National Golf Center, Walt Disney World, and top-rated schools including Panther Lake Elementary, Hamlin Middle, and Horizon High School, this home offers the perfect combination of convenience, lifestyle, and community charm. Starbucks, restaurants, shopping, and everyday essentials are all within close walking or biking distance. Meticulously maintained and truly move-in ready, with furniture also negotiable—schedule your private showing today.
Listing is courtesy of: INFINITY REALTY GROUP LLC (407-234-2256)
Listing Agent: Deb Schroeder (407-234-2256)
12410 ENCORE AT OVATION WAY, WINTER GARDEN, FL 34787
$639,99023 Days on yellowkey MLS ID: O6409937
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1860 Built: 2022Monthly Fee: $225 Tax: $7,966 (2025)Community: Encore At OvationSingle Family
Taxes:$7,966
Remarks: One or more photo(s) has been virtually staged. Some homes just feel different the moment you arrive; this one delivers before you ever step inside. Tucked into the sought-after community of Encore at Ovation, this single-story, 3-bedroom, 2-bath home - the Ashford model by M/I Homes - sits on a premium lot with no front neighbors and no rear neighbors – just open conservation & pond views in front, and the same stunning views out back. It offers the kind of privacy that's genuinely rare at this price point. Inside, the layout is as smart as it is beautiful. An open-concept design connects the chef's kitchen – complete with a gas range, oversized farmhouse sink, and large center island – to the dining area, family room, and extended covered lanai. Every inch of this space was designed to pull your eye toward the serene water view, whether you're winding down at night or starting the day with your morning coffee. Elegant wood-look porcelain tile flooring runs throughout, keeping things bright, clean, aesthetically appealing, and easy to maintain. The split floor-plan keeps the owner's suite tucked away for true privacy. It features dual vanities, a soaking tub, a walk-in glass-enclosed shower, and a walk-in closet that actually impresses. The two secondary bedrooms sit on the opposite side of the home – a layout that works wonderfully for guests, family, or for a dedicated home office space. An oversized laundry room with a utility sink and additional smart home features – fiber-optic internet, security system, and exterior cameras – round out a home that's as functional as it is well-appointed. With this home, location is simply an added bonus. Encore at Ovation sits less than 10 minutes from Walt Disney World, putting you at the center of everything Central Florida has to offer – world-class dining, entertainment, major employment corridors, and easy access to highways – while still coming home to a quiet, residential community with resort-style amenities including a clubhouse, fitness center, and resort-style pool. Lawn maintenance is included, so weekends are yours to actually enjoy. Move-in ready. Premium lot. Unbeatable location. This one checks the boxes most buyers spend months looking for. Contact us to schedule your private viewing today!
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Ken Pozek (407-813-2773)
205 SURPRISE DR, WINTER GARDEN, FL 34787
$1,200,000192 Days on yellowkey MLS ID: O6365188
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2171 Built: 1950 Tax: $3,406 (2024)Community: Winter Garden Shores RepSingle Family
Taxes:$3,406
Elementary School: Dillard Street Elem
Remarks: PRICE ADJUSTED to reflect recent appraisal, this four-lot parcel presents immediate value- with two vacant lots ready for expansion, additional income potential, or future development. Discover an exceptional property in the heart of highly desirable GOLF CART DISTRICT of Winter Garden. Situated on an expansive four-lot parcel totaling 3/4 of an acre, this unique estate offers unmatched space, charm and potential with NO HOA- all within short distance to the 22 mile long West Orange Trail, Winter Garden Farms Market, Plant Street dining, shopping and breathtaking sunsets over Lake Apopka. This beautifully maintained three-bedroom, two-bath home features an office with custom wood built-ins and a light-filled breezeway framed in windows, perfect for a sunroom or additional living space. Gorgeous hardwood floors flow throughout, and the newly renovated bathroom showcases modern, floor-to-ceiling tile for a luxurious touch. Storage is abundant, including an oversized two-car garage with a half bath, ideal for hobbyist or future conversion opportunities. Outside, the property transforms into a private oasis featuring a sparkling heated saltwater pool, outdoor fireplace and lush mature landscaping complete with fruit trees - all fully fenced for privacy. Two of the four lots are currently vacant, offering potential to subdivide, expand, or build. A large shed, rated as a detached garage, on the property provides additional space for a workshop or equipment storage. There is ample room for all your recreational toys; golf-cart, boat, and more. The current owners also have plans for a kitchen renovation and poolside wraparound porch, which they are willing to share with the buyer - opening the door to greater customization. Whether you're seeking a serene retreat, developmental potential, or the charm of downtown Winter Garden living, this property is truly one of a kind. This private paradise location is a convenient commute to Downtown Orlando, Disney and other Orlando attractions. You're dream estate awaits.
Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)
Listing Agent: Alison Scorsone (321-689-3554)
630 GRASSY STONE DR, WINTER GARDEN, FL 34787
$545,0009 Days on yellowkey MLS ID: O6414101
1 Days Off yellowkey (back on 6/7/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2210 Built: 2013Monthly Fee: $72 Tax: $4,479 (2025)Community: Covington Chase Ph 2BSingle Family
Taxes:$4,479
High School: Ocoee High
Remarks: Under contract-accepting backup offers. **DOWNTOWN WINTER GARDEN -- GOLF CART DISTRICT -- WEST ORANGE TRAIL** **FULLY OWNED WHOLE HOME SOLAR SYSTEM -- LIVE WITH LITTLE TO NO ELECTRICITY BILLS** **BRAND NEW HVAC -- MAY 2026** **ROOF -- JUNE 2018** **FULLY FENCED YARD** Welcome to this beautiful move-in ready home located in downtown Winter Garden's highly desired Covington Chase neighborhood! Experience the best of both worlds -- the LOCATION you desire right within downtown & the golf cart district…with the PEACE OF MIND that comes with a newer home. Enjoy energy independence and LOW monthly bills with (fully owned/paid off!) WHOLE HOME SOLAR ENERGY! Starting with great curb appeal, this home welcomes with an inviting front patio and upgraded landscaping. Fantastic & flexible floor plan features three bedrooms and two full bathrooms...all on one story…PLUS two additional flex spaces at the front of the home. “Formal Dining” & “Formal Living” by floor plan…but use as your life requires…enclose for 4th bedroom or office space (or two separate offices!), playroom, school or craft room, side hustle or library…the options are endless. The large open living space features tile flooring and large windows and sliding doors creating lots of NATURAL LIGHT throughout. The primary suite features a large additional space…room for a sitting area, office space, craft area, workout/gym…and additional large sliding glass doors to patio & backyard. Double door entry to the primary bath with extended walk-in tiled shower, double (separate!) sinks and large walk-in closet. RECENT UPGRADES & UPDATES: HVAC -- MAY 2026. Roof -- June 2018. Exterior Paint -- 2024. Whole Home Solar Energy -- 2020. Fiber Internet (AT&T). Surround sound pre-wire in living room. Updated laundry room with custom cabinetry & shelves. Subfloor added in garage attic for lots of additional storage. Private mailbox. Rain gutters. All appliances convey including washer & dryer. LIVE the Florida lifestyle outdoors…ENJOY peace & privacy in the beautiful fully-fenced backyard complete with a covered patio lanai. Plenty of space for your outdoor dreams & plans. Existing playset can stay or be removed. This community features a fantastic pool, playground and park area all for a very LOW HOA fee...in addition, the West Orange Trail runs RIGHT THROUGH the center of the community around the corner from the home! It is also ZONED for GOLF CART use throughout Downtown Winter Garden. HUGE weekly farmer's market, annual festivals, shopping, dining, art gallery, the Crooked Can Brewery & Plant Street Market, parks and recreation...come JOIN THE FUN! Also conveniently located just minutes from the Winter Garden Village shopping center and just one minute from HWY 429. WELCOME HOME!
Listing is courtesy of: TARA MOORE REAL ESTATE (407-738-5588)
Listing Agent: Tara Moore (407-765-3700)
6279 SUNNY TIME AVENUE, WINTER GARDEN, FL 34787
$546,49016 Days on yellowkey MLS ID: O6412141
REDUCED by $15,500 (2.8%) on 06/06/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1913 Built: 2026Monthly Fee: $152 Tax: $1,372 (2024)Community: Silverleaf OaksSpa: NoSingle Family
Taxes:$1,372
Elementary School: Hamlin Elementary
Remarks: Under Construction. Discover Silverleaf Oaks in Winter Garden! This new home community will feature a collection of single-family and townhomes in desirable Horizon West. Located in the heart of Orlando’s attractions, residents will enjoy an array of amenities, including a resort-style pool, cabana, and playground – without a CDD. Plus, minutes to shopping, dining, and entertaining! Introducing the Haddock bungalow, a brand-new home that combines modern design and ultimate comfort. This home includes 3 spacious bedrooms, 2 full bathrooms, a powder room, a loft, a covered lanai, and a 2-car rear-load detached garage. The heart of the home is the open-concept kitchen, café, and gathering room, all bathed in natural light. The kitchen boasts a large center island, a convenient storage pantry, and Whirlpool stainless steel appliances—including a vented microwave. Elkins white cabinetry, a decorative tile backsplash, and quartz countertops complete the sophisticated look. For added convenience, the first floor includes a powder room and coat closet. Upstairs, you’ll find the private owner’s suite and en suite bathroom, two spare bedrooms, a second full bathroom, and the laundry room. The owner’s suite is a true retreat, featuring a walk-in closet and a luxurious en suite bathroom with a glass-enclosed shower, quartz-topped dual vanity, private water closet, and linen closet. Throughout the entire first floor, bathrooms, and laundry room enjoy the beauty and convenience of ceramic tile. Plush, stain-resistant Shaw carpet covers the stairs, loft, and bedrooms, adding comfort and style. Smart home features include a smart thermostat, a smart doorbell, and LED downlights—ensuring your home is as connected as it is stunning. This new construction home perfectly blends luxury, convenience, and modern design, making it the ideal place to live and unwind.
Listing is courtesy of: PULTE REALTY OF NORTH FLORIDA LLC (407-250-9131)
Listing Agent: Adrienne Escott (407-250-9131)
6408 FLAT LEMON DR, WINTER GARDEN, FL 34787
$550,00068 Days on yellowkey MLS ID: O6396757
0 Days Off yellowkey (back on 6/6/2026)
REDUCED by $20,000 (3.5%) on 04/21/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1979 Built: 2019Monthly Fee: $142 Tax: $8,155 (2025)Community: Hamlin ReserveSingle Family
Taxes:$8,155
Elementary School: Independence Elementary
Middle School: Bridgewater Middle
Remarks: Under contract-accepting backup offers. Tucked inside Hamlin Reserve in the heart of Horizon West, this beautifully maintained one-story home offers the kind of lifestyle buyers are looking for: modern, low-maintenance, and close to everything. Built in 2019 and still feeling like new, this 3-bedroom, 2-bath home with 1,979 heated square feet blends comfort, function, and thoughtful upgrades in all the right ways. From the moment you step inside, the open layout feels bright, welcoming, and easy to live in. Hardwood Laminate flooring runs throughout the entire home, including the bathrooms, creating a clean and cohesive look. The flexible dining room offers extra versatility and could easily become a private office, playroom, or enclosed flex space with French doors. The backyard is set up to be enjoyed, with a fully fenced yard ideal for pets, plus a built-in patio deck and firepit that make it easy to picture cozy evenings outside, weekend gatherings, or quiet mornings at home. Solar panels help drastically reduce the monthly electric bill, and the sellers will pay them off at closing, giving the next owner an added benefit from day one. Living in Hamlin Reserve means enjoying a community pool and being just minutes from the 429, Disney, shopping, grocery stores, dining, and all the energy and convenience that make Horizon West one of Central Florida’s most desirable places to call home. With no CDD, a move-in ready condition, and a location that continues to grow, this home is an ideal fit for buyers looking for both lifestyle and value. SAVE BIG: 1% Broker credit (based on loan amount) toward closing costs or rate buy-down with seller’s preferred broker.
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE LAKES (407-566-1800)
Listing Agent: Clementine Costantini (407-692-5453)
8530 BAYVIEW CROSSING DR, WINTER GARDEN, FL 34787
$1,499,0009 Days on yellowkey MLS ID: O6413249
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4130 Built: 2018Monthly Fee: $266 Tax: $2,479 (2025)Community: Waterleigh Ph 1ASingle Family
Taxes:$2,479
Elementary School: None
High School: None
Middle School: None
Remarks: Rare opportunity to own an exceptional lakefront residence with a private dock and breathtaking panoramic water views in one of Winter Garden's premier resort-style communities. Offering approximately 4,663 square feet of living space, this impressive home features 4 bedrooms, 4 bathrooms, and a 3-car garage on a spectacular direct lakefront homesite. Designed to maximize the stunning waterfront setting, the home showcases soaring ceilings, elegant architectural details, expansive living spaces, and abundant natural light throughout. The gourmet kitchen features an oversized island, double ovens, walk-in pantry, and seamless flow into the main living areas, all positioned to capture beautiful lake views. The luxurious primary suite serves as a private retreat with direct access to a covered second-floor balcony overlooking the water. Additional indoor and outdoor living spaces, including a covered lanai, provide the perfect setting for entertaining or simply enjoying Florida's year-round lifestyle. Residents enjoy access to resort-style amenities including pools, clubhouse, fitness center, walking trails, and playgrounds. Conveniently located near shopping, dining, entertainment, and major roadways, this remarkable waterfront property offers luxury, privacy, and an unparalleled lakefront lifestyle.
Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)
Listing Agent: Katherine Perdomo (407-953-2272)
13360 SUNNY RETREAT LN, WINTER GARDEN, FL 34787
$585,000138 Days on yellowkey MLS ID: S5142297
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2000 Built: 2022Monthly Fee: $642 Tax: $7,519 (2024)Community: Del Webb OasisSpa: NoSingle Family
Taxes:$7,519
Remarks: One or more photo(s) has been virtually staged. Best value on Wel Webb Oasis . Listed below RPR suggested market price. Experience the renowned 55+ lifestyle at Del Webb Oasis, a world-class, resort-style boutique community offering exclusive amenities, a prime Horizon West location, and natural gas single-family and villa homes nestled in wooded conservation. Residents enjoy a full calendar of social events led by a full-time Lifestyle Director, all centered around a stunning clubhouse. Amenities include a resort-style zero-entry pool with lap lanes and sun shelf, private poolside cabanas, spa, outdoor fire pits with fireworks views, fitness center, tennis and pickleball courts, and a walking trail with exercise stations. Just minutes from Flamingo Crossings, Disney, and major new-construction neighborhoods, Del Webb Oasis is ideally located within one of Central Florida’s fastest-growing master-planned communities, with rising home values throughout the area. Every inch of this thoughtfully designed single-story Palmary floorplan is crafted to make life better, happier, and easier. The home features 3 bedrooms, 2 bathrooms, an open-concept kitchen, café, and gathering room, a covered lanai, and a 2-car garage, offering both comfort and functionality for effortless living and entertaining. Step through the impressive foyer into the heart of the home, where the kitchen, café, and gathering room flow seamlessly to the covered lanai for ideal indoor/outdoor living. The kitchen is appointed with 42” soft-close cabinets, granite countertops, a white center island, built-in stainless-steel appliances, sink and faucet, pendant lighting, and a corner walk-in pantry—perfect for making meals and memories.The private Owner’s Suite features a spacious walk-in closet and a luxurious en suite bathroom with dual-sink granite-topped vanity, private water closet, linen closet, and a luxe super shower. Toward the front of the home, the secondary bedrooms, a full bathroom with shower, and laundry room provide privacy and space for everyone. This home is loaded with functional luxury, including a patio extension, kitchen and owner’s bath, laundry room enhancements, interior doors, electrical upgrades, tile flooring throughout, and professionally designed selections throughout. Located on Sunny Retreat Lane, this home is part of a desirable cluster of 2021–2023 builds with strong appreciation. Get spoiled at Del Webb Oasis—after all, this is your time. Your dream home awaits—schedule your visit today!
Listing is courtesy of: FRONTLINE FLORIDA REALTY, INC. (407-832-4888)
Listing Agent: Alan Martin (407-832-4888)
342 WINDFORD CT, WINTER GARDEN, FL 34787
$339,90032 Days on yellowkey MLS ID: O6407632
REDUCED by $10,000 (2.9%) on 06/06/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1194 Built: 1996Monthly Fee: $40 Tax: $4,266 (2025)Community: Park Ave EstatesSingle Family
Taxes:$4,266
Remarks: Welcome to one of the best-priced opportunities in all of Winter Garden — a fully updated, move-in ready home where every major improvement has already been done for you. This is the kind of listing first-time buyers dream about: zero surprises, just keys and comfort. Step inside to find soaring vaulted ceilings and gleaming tile throughout, creating a bright, open feel the moment you walk through the door. The kitchen shines with granite countertops, stainless steel appliances, and a gas stove — a chef's delight and an entertainer's best friend. Both bathrooms have been tastefully refreshed with updated vanities and showers. And the best part? The washer and dryer stay. Out front, you'll fall for the adorable open porch — perfect for morning coffee or evening sunsets. Out back, a shed and additional exterior storage give you all the space you need for tools, hobbies, or weekend adventures. Another plus, the community pool is two doors down! Location is everything, and this home delivers. You're just minutes from the vibrant shops, restaurants, and farmers market of Downtown Winter Garden — without the premium price tag that usually comes with it.
Listing is courtesy of: RE/MAX 200 REALTY (407-629-6330)
Listing Agent: Brooke Cangro (407-758-6699)
15025 PIGEON PLUM LN, WINTER GARDEN, FL 34787
$599,99033 Days on yellowkey MLS ID: O6404948
1 Days Off yellowkey (back on 5/16/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2605 Built: 2016Monthly Fee: $252 Tax: $6,086 (2025)Community: Summerlake Pd Ph 2CSingle Family
Taxes:$6,086
Elementary School: Summerlake Elementary
Remarks: Under contract-accepting backup offers. Disney Fireworks from your front window! This 4 bedroom home PLUS OFFICE/FLEX SPACE in the desirable Summerlake neighborhood is ready for you to call home! TOUR THE HOUSE WITH THE VIRTUAL TOUR LINK. One step in and the modern finishes will catch your eye, from the new luxury vinyl flooring (correction 6/6/2026, laminate flooring) throughout the downstairs living spaces to the GOURMET KITCHEN. The Primary Suite is located on the main floor, and features a walk-in closet, dual sink vanity, and a LARGE SHOWER. At the front of the house, you’ll find the 5th room, a flex space that is perfect for your home office, den, or separate sitting room. The heart of this home is the open concept kitchen and family room, where the family cook will feel like part of the action overlooking the family room while preparing meals on the GAS STOVE and DOUBLE OVEN, with generous cabinetry storage and counter space, an eat-at island, and a large WALK-IN PANTRY. Off the kitchen you have a dinette for table meals, as well as access to your covered screened-in patio, making grilling burgers and summer gatherings a breeze! If you need that secondary upstairs loft or living space, this house has it---perfect for movie nights, a game room, or large playroom. Also, upstairs, you’ll find 3 secondary bedrooms (2 with step-in closets), as well as a full bathroom with double sink vanity and separate water closet. There is no CDD fee at Summerlake, and the reasonable HOA fee includes exterior lawn care and routine mulching, leaving you more time to enjoy the neighborhood’s premium amenities that include a resort-style heated pool and sundeck, splash pad, fitness center with lake view, clubhouse, sports courts and fields, fishing pier, and various dog parks and playgrounds, located just 1 street over from your new home! Besides that, community events happen regularly throughout the year like movie nights, food trucks, garage sales, and holiday festivals. Just outside the neighborhood is the amazing Hamlin shopping area with dozens of stores and trendy restaurants, a movie theater, Publix, Walmart, Starbucks, and more! Large walking/jogging paths make it easy for active individuals to enjoy them without having to drive. On top of that, some schools are located within the neighborhood, and there is a hospital nearby. Plus, you are literally just minutes from Disney property. Come see your new home before someone else does!
Listing is courtesy of: BLOOM HOME GROUP REALTY LLC (407-434-9408)
Listing Agent: Chris Winn (407-970-6776)
3362 HANGING TIDE ST, WINTER GARDEN, FL 34787
$929,00013 Days on yellowkey MLS ID: O6412485
Bed: 5 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 4495 Built: 2022Monthly Fee: $208 Tax: $12,674 (2025)Community: Lakeview Preserve Ph 2Spa: YesSingle Family
Taxes:$12,674
Elementary School: Lost Lake Elem
High School: East Ridge High
Middle School: Windy Hill Middle
Remarks: Welcome to 3362 Hanging Tide Street, an exceptional residence located in the gated waterfront community of Lakeview Preserve in Winter Garden. Built in 2022 and situated on a premium corner lot, this expansive 5-bedroom, 5-bath home offers 4,495 square feet of thoughtfully designed living space where luxury, comfort, and modern technology seamlessly come together. From the moment you enter, soaring ceilings, abundant recessed lighting, luxury vinyl plank flooring, designer finishes, and an open-concept floor plan create an impressive sense of space and sophistication. The chef's kitchen serves as the heart of the home, featuring quartz countertops, soft-close cabinetry and drawers, under-cabinet lighting, and a custom-designed walk-in pantry. The spacious family room is enhanced by surround sound, creating the perfect setting for both everyday living and entertaining. The first-floor primary suite offers a true retreat with a tray ceiling, oversized custom-built walk-in closet, and a spa-inspired bath featuring dual shower heads and elegant finishes throughout. An additional en-suite bedroom, third guest bedroom, dedicated office with custom built-in cabinetry, full laundry room, and mudroom complete the thoughtfully designed main level. Upstairs, a spacious loft and dedicated media room create the ultimate entertainment retreat, featuring a 120-inch projection screen, projector, surround sound system, and motorized blackout shades. Two additional bedrooms and a full bath provide ample space and privacy for family and guests. Step outside to your private backyard oasis featuring a custom resort-style pool and spa complete with five waterfalls, LED lighting, a sun shelf, and Badu swim jets for endless swimming. The covered lanai is designed for year-round entertaining with surround sound, dual ceiling fans, a full cabana bath, and pre-plumbing for a future outdoor kitchen. Decorative exterior lighting further enhances the home's curb appeal and evening ambiance. No detail has been overlooked. Additional highlights include custom-built closets and cabinetry, upgraded tile finishes, glass sliders opening up to the lanai, whole-house Aquasana water filtration, dual HVAC systems, a hybrid water heater, sealed driveway, polyaspartic garage flooring, fans throughout, integrated Wi-Fi boosters, concealed TV wiring throughout the home, security system with cameras, and extensive smart-home technology allowing remote control of lighting, security, HVAC systems, garage doors, and select door locks directly from your phone. Lakeview Preserve is a gated waterfront community located along the southwestern shores of John's Lake. Residents enjoy low HOA fees and resort-style amenities including a community pool with lounges and tables, splash pad, fitness center, and scenic lakefront surroundings with kayaks. Conveniently located approximately 30 minutes from Walt Disney World and Universal Studios, just 8 miles from Downtown Winter Garden and 6 miles from Winter Garden Village, with access to top-rated Lake County schools. Offering the perfect combination of luxury, technology, and lifestyle, this exceptional residence presents a rare opportunity to own one of the most upgraded homes in Lakeview Preserve.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Drew Belani (407-203-9441)
8016 SWEET ORANGE AVE, WINTER GARDEN, FL 34787
$549,90023 Days on yellowkey MLS ID: TB8511160
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2084 Built: 2018Monthly Fee: $55 Tax: $7,636 (2025)Community: Summerlake GrovesSpa: NoSingle Family
Taxes:$7,636
Remarks: Welcome to your dream home in the heart of Horizon West, perfectly positioned just minutes from the vibrant Hamlin district, one of Central Florida's most sought-after destinations for upscale dining, boutique shopping, fitness studios, and entertainment. Built in 2018, this stunning single-family residence blends modern elegance with everyday comfort, offering bright, open-concept living spaces designed for both relaxing and entertaining. The first floor welcomes you with an expansive and beautifully illuminated kitchen, seamlessly flowing into the spacious living and dining areas. Natural light pours throughout the home, creating a warm and inviting atmosphere from the moment you walk in. Upstairs, retreat to an oversized primary suite that truly feels larger than life, complete with luxurious his-and-hers walk-in closets and ample space to unwind in total comfort. Three additional generously sized bedrooms, all featuring walk-in closets, share a well-appointed bathroom, while the oversized laundry room adds exceptional convenience and functionality for everyday living. The spacious two-car garage comfortably accommodates two mid-size SUVs, while the exceptionally large driveway, one of the largest in Summerlake Groves, provides parking for up to four additional mid-size SUVs, a rare and highly desirable feature in the community. Residents enjoy resort-style amenities including a sparkling community pool, dog park, playground, and tennis courts. This is more than just a home, it is a lifestyle opportunity in one of the fastest-growing and most desirable areas of Central Florida.
Listing is courtesy of: HOME SOLD REALTY LLC (833-700-2782)
Listing Agent: Camilo Perez (833-700-2782)
3367 HANGING TIDE ST, WINTER GARDEN, FL 34787
$774,90030 Days on yellowkey MLS ID: O6408299
REDUCED by $25,000 (3.1%) on 06/03/2026
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 4440 Built: 2021Monthly Fee: $152 Tax: $12,253 (2025)Community: Lakeview Preserve Ph 2Single Family
Taxes:$12,253
Remarks: Stunning, meticulously maintained home in the sought-after Lakeview Preserve community of Winter Garden! This spacious residence is situated on a premium lot close to cul-de-sac limiting through traffic and offers a thoughtfully designed layout ideal for both everyday living and entertainment. A grand two-story foyer welcomes you inside and features a Maitland-Smith designer chandelier with electric hoist allowing it to easily raise and lower. Foyer is bordered by a formal dining room and a private home office with French doors, perfect for remote work or a quiet retreat. The heart of the home is the expansive open-concept living area, where a gourmet kitchen overlooks the family room and includes a cozy dinette. The kitchen is beautifully appointed with 42” cabinets, granite countertops, tile backsplash, stainless steel appliances, built-in oven, water filtration system, an oversized center island with breakfast bar, and a large closet pantry. A convenient butler’s pantry connects the kitchen to the dining room, ideal for prep, storage, and seamless entertaining. Enjoy true indoor-outdoor living with pocket sliding glass doors that fully open to a spacious, screen-enclosed lanai, perfect for relaxing or hosting gatherings. The first-floor primary suite offers a luxurious retreat with dual walk-in closets and ensuite bath featuring a garden tub, large glass-enclosed shower, and dual vanities with custom upper cabinetry. Upstairs, a huge loft anchors the second level and offers versatile flex space. A second primary bedroom with walk-in closet and private bath is perfect for guests or multi-generational living. Bedroom 3 is adjacent with a neighboring full bath. Bedrooms 4 and 5 feature individual vanities and share a Jack-and-Jill bath with tub/shower combo, completing a functional second level split-bedroom floor plan. This home showcases hardwood floors and ceramic tile throughout for maximum durability. Upgrades include gutters, fresh sod and landscaping, and an epoxy-coated garage floor, adding both beauty and durability. This exceptional home combines space, style and functionality in one of Winter Garden’s most desirable locations. Lakeview Preserve offers residents top notch amenities including a resort style pool with splashpad, playground, fitness center, clubhouse and dock. Situated conveniently between Downtown Winter Garden and Clermont with a multitude of shopping, dining and entertainment options and just 10 minutes to SR 429 offering convenient access to Turnpike and SR 408 for easy commuting to downtown Orlando, Disney and surrounding areas. Schedule your private showing today!
Listing is courtesy of: GECKO REALTY, INC (407-929-0264)
Listing Agent: Jeffrey Petch (407-928-1134)
13332 SUBURBAN TER, WINTER GARDEN, FL 34787
$699,50044 Days on yellowkey MLS ID: O6402778
REDUCED by $15,400 (2.2%) on 05/29/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2706 Built: 1994 Tax: $2,841 (2024)Community: Citrus Cove Unit 01Single Family
Taxes:$2,841
Remarks: Welcome to a rare opportunity in sought-after Winter Garden! This spacious multi-level residence offers 4 bedrooms, 3 bathrooms, a private in-law suite with separate entrance and kitchenette, and an entertainer’s dream backyard with pool, cabana, outdoor kitchen, and oversized driveway. Situated on a generous .35-acre lot with no HOA, this home offers flexibility for multigenerational living, rental potential, boat parking, or work-from-home lifestyle. Impact windows and doors add long-term value and peace of mind. Conveniently located near shopping, dining, major highways, and lake access. A unique Florida lifestyle property you won’t find often.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Veronica Figueroa (407-519-3980)
9218 HOLLISTON CREEK PL, WINTER GARDEN, FL 34787
$920,000106 Days on yellowkey MLS ID: O6386394
REDUCED by $7,900 (0.9%) on 05/13/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3087 Built: 2018Monthly Fee: $164 Tax: $11,801 (2025)Community: Watermark Ph 2BSpa: NoSingle Family
Taxes:$11,801
Remarks: Delight your clients with this unique opportunity in Watermark, one of the most desirable communities in Winter Garden. This elegant two-story residence combines sophistication, comfort, and impeccable finishes in every detail, featuring over $150,000 in upgrades that elevate the home’s overall quality and value. It offers 4 bedrooms, 3 full bathrooms, and 1 powder room, along with a simply enchanting outdoor area designed to provide unforgettable moments. Upon entering, a spacious and welcoming foyer leads to open-concept living areas, where the living room and dining room connect harmoniously, creating a bright and airy space ideal for entertaining family and friends. The beautiful porcelain tile floors enhance the elegance of the property. The kitchen is a true highlight, equipped with appliances, high-quality wood cabinetry, and ample countertop space, combining functionality and style for everyday living. On the second floor, all bedrooms provide greater privacy and comfort. The bedrooms feature closets and carpeting, creating a cozy atmosphere. The primary suite is a special retreat, featuring two walk-in closets and a spacious bathroom with dual sinks, offering both practicality and sophistication. The laundry room is also located on the upper floor and includes a sink, washer, and dryer, providing added convenience to the family’s routine. Outside, the property impresses with a fully equipped summer kitchen featuring a built-in grill, granite countertops, cabinetry, and a sink — perfect for gatherings and family moments — integrated with a private heated pool, allowing year-round enjoyment with comfort and exclusivity. Living in Watermark means enjoying resort-style amenities, including a community pool, modern fitness center, tennis court, playground, green areas, and tree-lined sidewalks for outdoor walks. The location is another major advantage: just minutes from Hamlin Town Center, with excellent restaurants, cafés, movie theater, and supermarkets; easy access to Walt Disney World Resort; and close to Florida State Road 429, providing convenient access to Orlando and the entire region. Additionally, it is surrounded by highly rated schools and all the conveniences that Winter Garden offers. A complete home, offering leisure, comfort, and a prime location. Don’t miss the opportunity to live or invest in one of the best addresses in the region.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Gustavo Carneiro (407-758-4001)
914 TROWMAN ALY, WINTER GARDEN, FL 34787
$649,00019 Days on yellowkey MLS ID: O6410871
REDUCED by $26,000 (3.9%) on 06/02/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1642 Built: 2022Monthly Fee: $356 Tax: $6,421 (2025)Community: Oakland ParkSingle Family
Taxes:$6,421
Elementary School: Tildenville Elem
Remarks: One or more photo(s) has been virtually staged. Nestled in the highly sought-after Oakland Park community, this beautifully maintained 3-bedroom, 3-bath home is the definition of move-in ready living. Featuring desirable upgrades throughout, including gas appliances, elegant plantation shutters, and a turnkey design, this home offers the perfect blend of comfort, style, and convenience. Enjoy open-concept living spaces filled with natural light, spacious bedrooms, and a layout designed for modern living and entertaining. Pride of ownership shines in every detail, making this home truly stand out. Located in a charming golf cart community with resort-style amenities, residents enjoy access to parks, schools, walking trails, and more. Just minutes from vibrant Downtown Winter Garden, you'll love being close to the award-winning farmers market, lively festivals, boutique shopping, dining, and entertainment. This is your opportunity to own a well-maintained, upgraded home in one of Winter Garden's most desirable communities!
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Erica Diaz (407-897-5400)
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