Location: Winter Garden , 34787
Do Not Show Listings
10472 PETRILLO WAY, WINTER GARDEN, FL 34787
$1,065,00064 Days on yellowkey MLS ID: O6382263
Bed: 5 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 4025 Built: 2022Monthly Fee: $102 Tax: $12,049 (2025)Community: Winding Bay Ph 2Spa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$12,049
Elementary School: Water Spring Elementary
High School: Horizon High School
Tax Year: 2025
Middle School: Water Spring Middle
Remarks: Welcome to 10472 Petrillo Way in Winding Bay Preserve, one of Winter Garden’s most desirable communities in Horizon West. Built in 2022, this stunning K. Hovnanian Grayson Model sits on a premium corner, EAST-FACING lot with DISNEY FIREWORK VIEWS and the rare opportunity to watch Space Coast ROCKET LAUNCHES right from your front porch. This home offers 5 bedrooms, 6 bathrooms, a private office, loft, and media room, delivering a spacious and thoughtfully designed layout ideal for luxury living in Central Florida. From the moment you enter, you’re greeted by soaring ceilings, crown molding, tray ceilings, luxury vinyl plank flooring downstairs, engineered hardwood in the upstairs common areas, and a stately wrought iron staircase. A built-in speaker system enhances the home’s elevated design, while ceiling fans sourced from iconic Disney properties add a distinctive touch. The gourmet kitchen anchors the home with GE Profile stainless steel appliances, granite countertops, custom soft-close cabinetry, under-cabinet lighting, a modern hood vent, and an oversized walk-in pantry. The open-concept floor plan seamlessly connects the kitchen to the living and dining spaces, creating the perfect flow for entertaining or everyday family living. The expansive first-floor primary suite offers a serene retreat overlooking the pool, complete with motorized blackout shades, a freestanding soaking tub, dual vanities, a frameless glass walk-in shower, and a spacious walk-in closet. A separate pool bath and a downstairs secondary bedroom with ensuite make this home ideal for guests or multi-generational living, while the private office with French doors provides a quiet and functional work-from-home space. Upstairs, the home continues to impress with a large loft, a dedicated media or theater room wired for surround sound, and three additional bedrooms, each featuring walk-in closets and access to private bathrooms. The layout provides both privacy and flexibility, perfect for growing families or hosting guests. Step outside to your private backyard oasis featuring a custom heated saltwater pool and spa, screened lanai, smart pool controls, fully fenced yard, and peaceful pond views. From the upstairs front bedroom, enjoy magical Disney fireworks lighting up the night sky, a rare and enchanting feature that enhances everyday living. Located just minutes from Walt Disney World, Hamlin Town Center, Flamingo Crossings, and major highways for easy commuting throughout Orlando, this home combines luxury, location, and lifestyle. Residents of Winding Bay Preserve enjoy access to a community pool, playground, and top-rated schools within one of the fastest-growing and most sought-after areas of Winter Garden. If you are searching for a luxury pool home near Disney, a move-in-ready 2022-built home in Horizon West, or a spacious five-bedroom home in Winter Garden with high-end finishes, 10472 Petrillo Way offers exceptional value and an elevated Florida lifestyle. Schedule your private showing and experience one of Winter Garden’s premier homes today.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Alexis Bress (407-900-0771)
1923 JEAN MARIE DR, WINTER GARDEN, FL 34787
$580,00091 Days on yellowkey MLS ID: G5106903
0 Days Off yellowkey (back on 4/15/2026)
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2916 Built: 2007Monthly Fee: $90 Tax: $4,275 (2024)Community: Carriage Pointe A-I & LSingle Family
Taxes:$4,275
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: GATED COMMUNITY !! ENTICING CURB APPEAL !! 3 CAR GARAGE !! Welcome home to Carriage Pointe !! One of the most highly desired communities in Winter Garden !! This home has beautifully manicured lush landscaping and complimented by a BRICK PAVER DRIVEWAY AND WALK leading to the COVERED FRONT PORCH with DOUBLE LEADED GLASS ENTRY DOORS !! ROOF 2022 !! This 4 bed/ 3 bath VERSATILE FLOOR PLAN boasts 2,916 climate controlled sq. ft. The grand foyer with SOARING CEILINGS opens to the formal Living Room and the elegant trey ceiling Dining Room both providing plentiful NATURAL LIGHT !! The chef friendly kitchen has ABUNDANT CABINETRY, granite counters, tasteful backsplash, SS appliances, BREAKFAST BAR ISLAND and spacious Dinette/Nook that flows seamlessly into the oversized Family Room that overlooks the lanai. The EXPANSIVE PRIMARY ENSUITE has a trey ceiling, bay window-sitting area, an enormous walk-in closet, dual vanities, garden tub and large shower stall. The opposite side of the home has two additional bedrooms with a shared bath, and a GUEST SUITE complete with full bath and separate entry. The SCREENED LANAI overlooks the backyard with a HOT TUB !! The community has a tennis court, playground, soccer field and walking path. Location benefits include close drive to Disney/Theme parks, shopping, Toll 429, and numerous activities in downtown HISTORIC WINTER GARDEN !! Make this home your new address !!
Listing is courtesy of: EXIT REALTY TRI-COUNTY (352-385-3948)
Listing Agent: Steven Boone (352-430-4144)
16149 WIND VIEW LN, WINTER GARDEN, FL 34787
$498,00036 Days on yellowkey MLS ID: O6389892
REDUCED by $7,000 (1.4%) on 04/15/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2036 Built: 2016Monthly Fee: $332 Tax: $4,472 (2025)Community: Waterleigh Ph 1BSingle Family
Taxes:$4,472
Elementary School: Panther Lake Elementary
Remarks: Welcome home to one of the most popular DR Horton floor plans- the Cordale! With a first floor primary suite, spacious open floor plan downstairs, and additional living space upstairs, it is easy to see how the functionality of this home will make it a great fit for you. This home has had 1 owner who has meticulously cared for the home as will be evident immediately upon entering. The open concept living space greets you with the kitchen, dining space, and living room. Lined with windows and recessed lighting, this space feels bright and welcoming. Stainless steel appliances, granite countertops, and ample counterspace equip the kitchen. The downstairs laundry room is tucked away in the front of the home to keep tending to that chore quiet. The primary suite is nestled in the back of the home for privacy and features and en suite bathroom. A walk-in shower, dual vanity, and walk-in closet make this room fit for luxury and comfort. An elongated drop zone leads you to the 2-car garage and has granite countertops and cabinetry in the same colors as in the kitchen for continuity of the downstairs space. The remaining 2 bedrooms are located upstairs where a loft also provides these rooms with another living space. They also share a bathroom with a shower/bathtub combination. The fun continues out back where you'll find a covered brick-paved patio. Relish in the view of not having any rear neighbors, admire the rarity of having a corner lot, and indulge in the unique green space view out of the front of the home. The Waterleigh community is known for its vast array of resort-style amenities include community pools, playgrounds, fitness centers, sports courts, walking trails, dog parks, and more! Primely located in Horizon West, this home is ready for its new owners to make memories here for years to come. Inquire today to make this gem your own! ***NEW HVAC INDOOR BLOWER UNIT, NEW HVAC OUTDOOR CAPACITOR UNIT***
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE LAKES (407-566-1800)
Listing Agent: Jacquelyn Voigt (941-356-3956)
940 MARSH REED DR, WINTER GARDEN, FL 34787
$799,9905 Days on yellowkey MLS ID: O6397274
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3493 Built: 2015Monthly Fee: $128 Tax: $10,543 (2025)Community: Johns Lake PointeSpa: NoSingle Family
Taxes:$10,543
Elementary School: SunRidge Elementary
High School: West Orange High
Middle School: SunRidge Middle
Remarks: One or more photo(s) has been virtually staged. Welcome to 940 Marsh Reed Drive, a beautifully upgraded 5 bedroom, 3 bathroom, SOLAR HEATED POOL HOME offering just under 3,500 square feet of well-designed living space in the highly sought-after Johns Lake Pointe community! Additional OFFICE and LOFT / BONUS ROOM. Solar panels are paid off! From the moment you arrive, the home makes a strong impression with its tile roof, enhanced landscaping, and well manicured appearance, setting the tone for what’s inside. The interior opens to a bright, expansive layout with high ceilings, neutral finishes, and multiple living and dining areas designed for both everyday comfort and entertaining. The heart of the home is the open-concept kitchen, featuring abundant cabinetry, walk-in pantry, granite countertops, stainless steel appliances, extended butler's pantry style prep area, and a large center island that flows seamlessly into the main living area. Natural light fills the space, creating an inviting atmosphere that connects effortlessly to the indoor and outdoor living areas. The first floor dedicated office provides the ideal work-from-home setup or can easily function as a flex space to suit your needs. Upstairs, a spacious loft/bonus area offers additional versatility—perfect for a media room, playroom, or secondary living space. The primary suite is generously sized and features tray ceilings, large windows, and a relaxing, private feel. The en-suite bathroom includes dual vanities, a walk-in shower, walk-in closet, and ample storage, creating a comfortable retreat at the end of the day. Step outside to your private backyard oasis, where the SCREENED-IN POOL and covered lanai deliver the ultimate Florida lifestyle. The pool is equipped with SOLAR HEATING for year-round enjoyment and a NEW POOL PUMP for efficiency. A standout feature is the $7,000 integrated smart exterior lighting system, including the pool enclosure, creating a stunning nighttime ambiance perfect for entertaining. Additional upgrades include a new gutter drainage system and overhead garage storage racks, offering both convenience and functionality. Located in Johns Lake Pointe, residents enjoy access to resort-style amenities including a community pool, fitness center, playground, and sports courts, all while being just minutes from major highways, shopping, dining, Winter Garden's Historic Plant Street, and everything Central Florida has to offer. Only a short drive to Disney! Close to HIGH-RATED SCHOOLS. This is a rare opportunity to own a move-in ready home that combines space, upgrades, and lifestyle in one exceptional package. Call now for your private showing!
Listing is courtesy of: BHHS FLORIDA REALTY (407-876-2090)
Listing Agent: Andrew Kincaid (407-304-0454)
9107 GRAND ISLAND WAY, WINTER GARDEN, FL 34787
$505,00033 Days on yellowkey MLS ID: O6391117
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2082 Built: 2017Monthly Fee: $159 Tax: $7,996 (2025)Community: Watermark Ph 2CSingle Family
Taxes:$7,996
Middle School: Hamlin Middle
Remarks: Welcome to 9107 Grand Island Way, a beautiful Corner Lot Home in the heart of Horizon West’s Watermark community! This home is the perfectly balance of comfort, style, and convenience, designed for both everyday living and entertaining. Upon entering the front door, you will see your updated, modern kitchen with granite countertops, modern 42" cabinets and modern pendant lights overlooking your spacious living room. You will space for a nice dining room table to entertain as well as a half bathroom and the entrance to the 2 car garage! Upon walking up the modern staircase, you will find a very nice spaced loft/entertainment room, to where you can have your private second living room, office or movie theater room! The primary bedroom provides a relaxing and spacious space with a nice sized primary bathroom and walk in closet, while the additional bedrooms offer flexibility for family, guests, or a home office. As this is a corner lot, there home is filled with natural light. flowing seamlessly into the kitchen and dining space. One of the most unique aspects of this property is its prime corner location directly across from the vibrant Horizon West Retail Center, placing you just steps from such stores like Starbucks, New York Beer Project, 7-11 and Walgreens and more! Enjoy the rare ability to walk or bike to dining, entertainment, and local hotspots while still enjoying the privacy of a residential neighborhood. Residents of Summerlake enjoy resort-style amenities including a community pool, clubhouse, fitness center, dog parks, playgrounds and more! With easy access to Interstate 429, Hamlin Town Center, top-rated schools, Orange County National Golf Center and Walt Disney World just minutes away, this home offers the perfect balance of lifestyle and location in one of Winter Garden’s most sought-after communities conveniently located in the middle of everything!
Listing is courtesy of: FHG REALTY, LLC (407-505-7600)
Listing Agent: Jeff Inman (407-505-7600)
6226 MANUSCRIPT ST, WINTER GARDEN, FL 34787
$627,900161 Days on yellowkey MLS ID: O6359078
1 Days Off yellowkey (back on 4/15/2026)
REDUCED by $8,000 (1.3%) on 04/02/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2849 Built: 2012Monthly Fee: $168 Tax: $7,134 (2024)Community: Signature Lakes Ph 02 A B H I JSingle Family
Taxes:$7,134
Remarks: Family-Friendly Home for Sale in Beautiful Winter Garden! Welcome to your next home in one of the most desirable and family-oriented communities in Central Florida! This charming property is ideally located within walking distance of A-rated schools, shopping, dining, and fun for the whole family. Home Highlights: • Gutters and classic brickwork • Cozy screened-in porch — perfect for morning coffee or playtime • Upgraded appliances • New water heater • New garage door Everyday Convenience: Just 1 mile from Walmart and Publix — making errands quick and easy! Family-Favorite Restaurants Nearby: Outback • Bosphorus • Miller’s Ale House • Ford’s Garage • Agave Bandido • McDonald’s • Chick-fil-A • Tijuana Flats • Wendy’s Fun & Entertainment for All Ages: PopStroke Mini Golf • Cinepolis Luxury Cinemas • Urban Air Adventure Park Excellent Schools: • Independence Elementary – 1 mile • Bridgewater Middle – 1 mile • Horizon High – 6 miles This home truly offers everything your family needs — comfort, convenience, and community — all in one perfect location!
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Fabiana Ferreira (321-401-0191)
11858 SHINE VIEW LN, WINTER GARDEN, FL 34787
$539,990197 Days on yellowkey MLS ID: O6349514
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2027 Built: 2025Monthly Fee: $190 Tax: $1,989 (2024)Community: WaterleighSpa: NoSingle Family
Taxes:$1,989
Remarks: Under Construction. Waterleigh presents the Cordale. This amazing all concrete block construction single-family home features 3 bedrooms and 2.5 bathrooms optimizing living space with an open concept feel. A beautiful porch welcomes you to this home, as you enter the home you’ll find a downstairs powder room and laundry room complete with doors for privacy. The well-appointed kitchen overlooks the family room, dining room, and oversized outdoor lanai. The kitchen features quartz countertops, stainless steel appliances, spacious walk-in pantry and an island with bar seating. Bedroom one is located off the living space in the back of the home for privacy. The bedroom one-bathroom impresses with double bowl vanities, toilet room with privacy door, shower/tub space, and spacious walk in closet. As we head up to the second floor, we are greeted with a loft area and two additional bedrooms. The upstairs bedrooms share a bathroom and linen closet for extra storage. This home features a two-car garage located at the rear of the home with drop zone as you enter the first floor. Like all homes in Waterleigh, the Cordale includes a Home is Connected 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)
1689 CRANLEIGH DR, WINTER GARDEN, FL 34787
$888,80045 Days on yellowkey MLS ID: O6387674
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2937 Built: 2020Monthly Fee: $165 Tax: $7,225 (2025)Community: Sanctuary / Twin WatersSpa: NoSingle Family
Taxes:$7,225
Remarks: One or more photo(s) has been virtually staged. Welcome to this beautifully designed 4-bedroom, 4-bath home in the sought-after Twin waters sanctuary community of Winter Garden. With a thoughtful layout, spacious living areas, and quality finishes throughout, this home offers comfort, flexibility, and the kind of space that truly fits real life. The open-concept design creates an easy flow between the kitchen and main living areas, making it perfect for both everyday living and entertaining. The kitchen features a large island, natural gas stovetop, ample counter space, and plenty of room to gather. A separate formal dining room provides a dedicated space for holidays, celebrations, or intimate dinners at home. The main floor offers open concept convenient primary living spaces, while upstairs you'll find a private en-suite bedroom and a generous loft-ideal for guests, a home office, playroom, or second living area. Go outside to your spacious backyard retreat, complete with a large private pool with fountain and plenty of room to relax, entertain, and enjoy Florida's year-round sunshine. Location is prime with everything Winter Garden is known for ... Historic Downtown Winter Garden, Plant Street Market, the West Orange Trail, Hamlin Town Center, premier shopping and dining, major highways including SR-429 and Florida's Turnpike, and world-renowned attractions just minutes away. This home combines practical design with a welcoming atmosphere in one of central Florida's most desirable areas. come and see - the lifestyle you are desiring is here!!
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Erica Diaz (407-897-5400)
626 DUFF DR, WINTER GARDEN, FL 34787
$900,00059 Days on yellowkey MLS ID: O6382820
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3335 Built: 2004Monthly Fee: $185 Tax: $11,715 (2024)Community: Lake Forest Sec 10ASingle Family
Taxes:$11,715
Remarks: One or more photo(s) has been virtually staged. Luxury living in one of Winter Garden’s premier gated communities. This stunning 5-bedroom, 4- bath estate offers 3,398 sq. ft. of thoughtfully designed living space, including a private office and upstairs bonus room—ideal for work, play, or entertaining. Enhanced with over $75,000 in designer upgrades, the home showcases expansive living areas, a gourmet kitchen with premium appliances, and elevated finishes throughout. The owner’s suite is a true retreat, featuring a custom walk-in closet and spa-inspired bathroom, while additional bedrooms provide comfort and privacy for family or guests. Perfectly located just minutes from Winter Garden Village, AdventHealth, top-rated schools, shopping, and dining, this home offers the ideal blend of elegance, convenience, and lifestyle. Seller concessions available. A rare opportunity to own a beautifully upgraded home in a highly sought-after community
Listing is courtesy of: EXP REALTY LLC (407-392-1800)
Listing Agent: Judith Enelus (407-722-4183)
1710 E BAY ST, WINTER GARDEN, FL 34787
$249,99046 Days on yellowkey MLS ID: O6376343
REDUCED by $5,005 (2.0%) on 04/15/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 972 Built: 1957 Tax: $958 (2025)Community: Joe Louis Park First AddSingle Family
Taxes:$958
Remarks: WALK INTO $45,000+ OF INSTANT EQUITY! Appraised at $295,000 but priced for a lightning-fast sale at only $249,995, this fully renovated 3-bedroom, 2-bathroom Winter Garden home is the deal of the year. The seller must close before April 29, 2026, offering you a rare opportunity to secure a move-in-ready luxury property significantly below market value. This home provides total peace of mind with a BRAND NEW ROOF, new HVAC, and complete re-piping, all accented by a designer interior featuring large-format flooring, a gourmet kitchen, and spa-like bathrooms. Outside, the property shines with fresh stucco, a massive driveway, and a private fenced backyard, just minutes from the charm of Historic Plant Street. Best of all, this deal offers total financing flexibility: while the base price is set for a clean sale, the seller is happy to include any amount of closing cost credits or a furniture package by simply adjusting the price above $250,000. Act now to claim this built-in wealth before the deadline passes!
Listing is courtesy of: AGENT TRUST REALTY CORPORATION (407-251-0669)
Listing Agent: Jose Villafana (407-705-8014)
483 PENNSYLVANIA AVE, WINTER GARDEN, FL 34787
$339,9004 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
Elementary School: Maxey Elem
Middle School: Lakeview Middle
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)
11045 BOSTWICK ALY, WINTER GARDEN, FL 34787
$590,000233 Days on yellowkey MLS ID: O6337436
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2292 Built: 2023Monthly Fee: $245 Tax: $9,031 (2024)Community: Waterleigh Ph 4ASingle Family
Taxes:$9,031
Remarks: SELLER MOTIVATED AND PRICE IS INCLUDING TRANSFERRABLE SOLAR PANELS PAID BY THE SELLER! This amazing single family home located in most desirable prime location in winter garden has it all, from privacy with no back up neighborhood to the front porch facing beautiful landscaping view just few steps from the Elementary school and all the resort amenities The home has solar panel for extra energy saving and the seller will take care of remaining balance. All concrete block construction on both first and second floor 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’ll find the first bedroom complete with ensuite bathroom and a powder room across the hall. The well-appointed kitchen overlooking the great room, dining room, and oversized outdoor lanai. The kitchen features granite countertops, stainless steel appliances, spacious walk-in pantry and an island with bar seating. As we head up to the second floor, we are greeted with a loft area and additional three bedrooms. Bedroom one is located just off the loft space and includes a spacious walk-in closet as well as ensuite bathroom with double vanity sinks and separate toilet area. Two additional bedrooms share a second upstairs bathroom and linen closet for extra storage. Your laundry room is located on the second floor for convenience. This home features a two car garage located at the rear of the home with drop zone as you enter the first floor. Waterleigh community is well know for prime location with a lot of lifestyles amenities such Playgrounds & Sports Fields, Indoor Fitness Centers, Scenic Lakes and Ponds, Community Garden Mini-Golf, Walking & Nature Trails, Beach Volleyball & Hammock Beach This beautiful 4 bedrooms 3 bathrooms and 1 half bathroom is built with All Concrete Block Construction, Smart Home Technology, Quartz Counters, Professional Lawn Maintenance Included, Publix Grocery in Community, Local Shops, Restaurants & Cinema Nearby Located just minutes from downtown Winter Garden. This prime location with this particular meticulous home is great spot that leads you to enjoy easy access to a vibrant array of shops, restaurants, and entertainment options. The historic downtown area offers charming boutiques and family-owned eateries, while the nearby Winter Garden Village provides a more modern shopping experience with over 100 retailers.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Khadija Webber (407-592-2166)
15852 SHOREBIRD LN, WINTER GARDEN, FL 34787
$779,000150 Days on yellowkey MLS ID: O6361580
REDUCED by $20,000 (2.5%) on 04/15/2026
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 2766 Built: 2019Monthly Fee: $385 Tax: $10,928 (2024)Community: Lakeshore Preserve Ph 5Single Family
Taxes:$10,928
Elementary School: Hamlin Elementary
Middle School: Horizon West Middle School
Remarks: Stunning 2-Story Home in Winter Garden – 4 Bedrooms, Solar Panels, and Exceptional Features This beautiful two-story home in the highly sought-after Winter Garden neighborhood offers everything you need for luxury living and modern convenience. With 4 spacious bedrooms, including a luxurious master suite complete with a walk-in closet, this home is designed to provide comfort and style for every member of the family. The additional three bedrooms are equipped with ample built-in closets, perfect for all your storage needs. The home boasts 4 full bathrooms and an additional half bathroom, ensuring convenience and privacy for all. The open floorplan seamlessly connects the expansive great room and formal dining area, creating an ideal space for both everyday living and entertaining. The kitchen is a chef’s dream, featuring beautiful solid wood cabinets, sleek stone countertops, and top-of-the-line appliances that are included with the home. Step outside to enjoy Florida's beautiful weather on the front porch, or retreat to the private backyard with an outdoor kitchen and spacious patio – perfect for relaxing, grilling, and entertaining guests. The home is also equipped with solar panels, making it energy-efficient and helping to lower utility costs. Additional features include a 2-car attached garage, providing plenty of space for vehicles and storage, and a prime location near major roadways and top-rated schools, offering the perfect balance of privacy and accessibility. This home truly has it all – don’t miss the opportunity to make it yours! Please note: The solar panel financing is $90.00 per month, offering long-term savings on energy costs.
Listing Agent: Joao Freitas De Souza Freitas, Jr (407-342-6363)
17458 SUNSET PRAIRIE DR, WINTER GARDEN, FL 34787
$625,5809 Days on yellowkey MLS ID: G5110835
0 Days Off yellowkey (back on 4/9/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2235 Built: 2026Monthly Fee: $150Community: Hamlin Meadows At HamlinSingle Family
Taxes:$0
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. The Anna Maria floorplan is a thoughtfully designed one-story home featuring four bedrooms and two and a half bathrooms, perfect for comfortable family living. The open-concept layout highlights a spacious great room that flows seamlessly into the kitchen and dining area, making it ideal for gatherings and relaxation. The primary bedroom offers privacy with a well-appointed ensuite and a large walk-in closet. Additionally, the home includes a covered patio for outdoor enjoyment and a convenient two-car garage, all contributing to the 2,235 square feet of carefully utilized living space.
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Nancy Pruitt, Pa (352-552-7574)
14200 AVALON RD #227, WINTER GARDEN, FL 34787
$259,900230 Days on yellowkey MLS ID: G5100807
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1288 Built: 2008Monthly Fee: $747 Tax: $2,851 (2024)Community: Palisades CondoCondo
Taxes:$2,851
Remarks: 1 of Only 4 Oversized Balcony Units in the Entire Complex! Welcome to Unit 227 at 14200 Avalon Rd, Winter Garden—a fully furnished and beautifully renovated 3-bedroom, 2-bathroom condo that combines rare features, resort-style living, and an unbeatable location. This exceptional unit is one of just four in the entire complex with an oversized private balcony, in addition to its screened lanai. Perfect for entertaining, outdoor dining, or simply enjoying Florida evenings, this unique space sets it apart from every other condo. Inside, the open floor plan connects the kitchen, dining, and living areas seamlessly. The primary suite offers its own covered patio, walk-in closet, soaking tub, and separate stand-up shower. Laundry Closet with a washer and dryer tower included. Community amenities include a sparkling pool and spa, fitness center, theater room, game lounge, covered garage parking, and 24/7 security. Recently refreshed common areas feature a modern lobby, upgraded gym, and redesigned mail room. Ideally located just 10 minutes from Walt Disney World (yes, only 10!), 20 minutes from Universal Orlando, 25 minutes from SeaWorld, and close to Winter Garden Village, Champion’s Gate, shopping, dining, and golf. The HOA Fee covers cable, internet, water, sewer, trash, security, and covered garage parking, making ownership effortless. Don’t miss this rare opportunity—a one-of-a-kind balcony condo in the heart of Winter Garden!
Listing is courtesy of: LA ROSA RTY WINTER GARDEN LLC (407-614-5158)
Listing Agent: Oscar Brea, Pa (407-452-8714)
16143 LEYLAND CYPRESS LN, WINTER GARDEN, FL 34787
$875,59582 Days on yellowkey MLS ID: G5107301
0 Days Off yellowkey (back on 1/26/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2740 Built: 2026Monthly Fee: $150Community: Avalon WoodsSingle Family
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. Welcome to the Arlington! This single-story floor plan features 4 bedrooms, 3 bathrooms, and a 2-car garage, offering 2,726 square feet of spacious living. Enjoy an open-concept design that seamlessly connects the dining, kitchen, and living areas. The garage also includes an extra hobby/work space. Relax on the large covered patio or create culinary masterpieces in the chef's kitchen. The Arlington is perfect for families of all sizes!
18309 OLIVER TWIST WAY, WINTER GARDEN, FL 34787
$725,00051 Days on yellowkey MLS ID: O6386008
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2832 Built: 2023Monthly Fee: $281 Tax: $497 (2024)Community: Waterleigh Ph 4B & 4CSingle Family
Taxes:$497
Remarks: Welcome to 18309 Oliver Twist Way, a beautifully maintained five bedroom, four bathroom home located in the highly sought after Waterleigh community in Winter Garden. Designed for both everyday comfort and effortless entertaining, this spacious home offers a thoughtful layout with flexible living spaces and modern finishes throughout. One of the standout features is the private downstairs guest ensuite, ideal for multigenerational living, visiting family, or a dedicated office space. The open concept main living area creates a warm and inviting atmosphere, seamlessly connecting the kitchen, dining, and living spaces while offering plenty of natural light. Upstairs, generously sized bedrooms provide space for everyone, while the primary suite serves as a peaceful retreat after a long day. Every detail has been carefully maintained, making this home truly move in ready.nLocated within Waterleigh, residents enjoy access to resort style amenities including multiple pools, walking trails, fitness centers, playgrounds, and community green spaces. The home is also conveniently positioned near local schools, shopping, dining, and just a short drive to Walt Disney World, offering both convenience and lifestyle. If you are looking for a home that blends space, functionality, and the vibrant community feel that Waterleigh is known for, this is one you will not want to miss.
Listing is courtesy of: LOKATION (954-545-5583)
Listing Agent: Kerstin Crow (615-428-7046)
15456 GILLIGAN CT, WINTER GARDEN, FL 34787
$620,000261 Days on yellowkey MLS ID: A4660262
REDUCED by $5,000 (0.8%) on 04/15/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2571 Built: 2020Monthly Fee: $102 Tax: $8,702 (2024)Community: Winding Bay Ph 1BSingle Family
Taxes:$8,702
Remarks: A Rare Owner-Occupied Opportunity Just 3.9 Miles from Disney — Fireworks Views Included Located in the highly sought-after Winding Bay community of Winter Garden, this pristine single-story 3-bedroom, 3.5-bath residence offers a lifestyle few homes can match: proximity to Disney without the noise, crowds, or short-term rental turnover. This home is ideal for owner-occupants, Disney professionals, or second-home buyers seeking a quiet, stable community with low HOA fees and thoughtfully designed amenities. Short-term rentals are not permitted, creating a neighborhood atmosphere centered on consistency, pride of ownership, and long-term value. From the moment you arrive, the home impresses with its brick-paved driveway, stone-accented façade, and welcoming curb appeal, leading into a bright, open layout designed for modern living. Inside, you’ll find a spacious and functional floor plan featuring a dedicated built-in desk area, an oversized mudroom with adjacent laundry and custom cabinetry, and generously sized guest suites ideal for visiting family and friends. The heart of the home is the chef-inspired eat-in kitchen, showcasing: 42” soft-close cabinetry Quartz countertops and designer backsplash Vented range hood and built-in microwave Massive walk-in pantry Oversized island with seating for up to eight, perfect for entertaining The open dining and family room are flooded with natural light and flow seamlessly to the custom-designed backyard, where you can unwind and enjoy direct views of Disney fireworks from your own home — a truly rare and magical feature. Winding Bay residents enjoy: Community pool Dog park Low HOA of just $102/month Proximity to top-rated schools, dining, and shopping This home is move-in ready, meticulously maintained, and positioned for buyers who value location, lifestyle, and long-term enjoyment over transient use. This is not a short-term rental opportunity. It is a rare chance to own a refined, owner-occupied home minutes from Disney in one of Winter Garden’s most desirable communities. Private showings available by appointment.
Listing is courtesy of: NEXTHOME CASA BELLA ELITE (813-726-5646)
Listing Agent: Loren Rosenthal (813-726-5646)
1261 WINTER GREEN WAY, WINTER GARDEN, FL 34787
$255,00084 Days on yellowkey MLS ID: O6372438
0 Days Off yellowkey (back on 4/11/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1400 Built: 1984Monthly Fee: $63 Tax: $2,520 (2024)Community: Village Grove Phase 2Townhouse
Taxes:$2,520
Remarks: Under contract-accepting backup offers. Welcome to your new home in the heart of Winter Garden! Featuring a brand new roof and water heater 2026! This beautifully designed home offers the perfect blend of comfort, style, and modern amenities, making it an ideal choice for families and individuals alike. Step inside to discover a spacious interior featuring an open kitchen to the living space, providing ample storage and a contemporary feel. The kitchen is equipped with whirlpool matching appliances, granite countertops, also in all bathrooms. Large windows filling the space with natural light that add a touch of elegance. Step outside to your private fenced in backyard, where you can enjoy the Florida sunshine on your patio or host barbecues with friends and family. Residents have access to community amenities such as a swimming pool, playgrounds, and walking trails. Location is key, and this home does not disappoint! Situated in walking distance to downtown Winter Garden, you’ll have easy access to charming shops, renowned restaurants, and the vibrant farmers market held weekly. Plus, you are just a short drive away from all Central Florida attractions, including the beautiful beaches and major highways. With a low monthly HOA fee of just $63, which includes access to a community pool and yard maintenance, you can enjoy a worry-free lifestyle in this fantastic neighborhood. Don’t miss your chance to own this turn key home in one of the most desirable communities. THIS PROPERTY QUALIFIES FOR A $5,000 CREDIT WHEN USING FINANCING WITH PNC BANK LENDER! CERTAIN REQUIREMENTS DO APPLY! Schedule your private showing today and make 1261 Wintergreen Way your new home.
Listing is courtesy of: RE/MAX ASSURED (800-393-8600)
Listing Agent: Jason Lygren (407-756-9402)
14051 GROVE RESORT AVE #1705, WINTER GARDEN, FL 34787
$215,00079 Days on yellowkey MLS ID: O6371816
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1265 Built: 2016Monthly Fee: $904 Tax: $6,487 (2024)Community: The Grove Resort And SpaSpa: NoCondo
Taxes:$6,487
Remarks: Welcome to Unit 1705 at 14051 Grove Resort Avenue, a turnkey income-producing condo located inside The Grove Resort & Water Park Orlando, just minutes from Walt Disney World and top Central Florida attractions. Whether you’re looking for a short-term rental investment, a vacation home, or both, this property offers flexibility and strong rental potential in a high-demand resort community. As you enter, you’re greeted by a bright, open layout designed for comfort and guest appeal. The kitchen sits to the left, featuring cherry cabinetry and granite countertops, ideal for hosting short-term guests or extended stays. The space flows seamlessly into the main living area, where natural light fills the room and large sliding glass doors lead to your private balcony, creating an inviting indoor-outdoor experience guests love. The first bedroom is located to the left and connects directly to the first full bathroom, creating a functional and comfortable layout for guests. Across the hall is the primary suite, which offers a spacious ensuite bathroom and a walk in closet. The condo features an open floor plan, comfortable living spaces, and clean, modern finishes. It is well suited as a primary residence, vacation home, or income producing property. The Grove Resort operates on a rental rotation system based on generated income rather than occupancy. Rates fluctuate seasonally, and unit assignment is determined by an automated algorithm that balances income across all participating units. No unit is prioritized over another. At guest check in, the front desk system automatically assigns a unit within the rotation. Internal oversight ensures all units remain aligned within the program. Peak seasons typically include mid March through approximately one week after Easter, mid June through the end of July, and mid December through the first week of January. Daily rental rates vary by season, market demand, and unit type, with larger units achieving higher rates. There are no fixed daily rates, and historical statements provide the best reference for income performance. On site amenities support a full resort lifestyle. Enjoy the Surfari Water Park with a large heated pool, lazy river, water slides, and the FlowRider surfing experience. Food and drinks are available at the Longboard Bar and Grill. The Springs Pools area offers three additional pools and a large hot tub. Lake Austin provides fishing and swan paddle boat rides. Valencia Restaurant offers full service dining with indoor and outdoor seating. A 24 hour fitness center is located near the Springs Pools. The front desk features a marketplace, gift shop, concierge services for theme park tickets and reservations, and a free daily shuttle to Disney. With a prime location, resort level amenities, and turnkey appeal, Unit 1705 offers a strong opportunity to enjoy the Florida vacation lifestyle. Schedule your private showing today.
Listing Agent: Vickie Canto (407-731-8995)
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