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$539,000
4 Beds ⋅ 3 Baths ⋅ S5156590 MLS
Welcome to this beautifully maintained and thoughtfully decorated 4-bedroom, 3-bathroom, single-story family home in the quiet and highly sought-after Alexander Ridge neighborhood of Winter Garden. From the moment you enter, you’ll appreciate the warm, welcoming atmosphere and the open, bright and spacious floor plan, featuring a desirable three-way split bedroom layout that offers privacy and flexibility for family and guests. The home features numerous upgrades, including ceramic tile flooring, laminate flooring in all bedrooms, crown molding, a paved lanai and a fully fenced backyard. Major recent improvements include a NEW AC and a NEW ROOF in 2024, while the water heater is approximately four years old. The beautifully upgraded kitchen features recessed lighting, 42-inch maple espresso cabinetry, quartz countertops, stainless steel appliances and a convenient island with seating—perfect for casual breakfasts or entertaining. The spacious primary suite offers his-and-hers fitted closets and a private en-suite bathroom. A second bedroom also enjoys its own en-suite bathroom, while the remaining two bedrooms share a well-appointed hall bathroom, making this an ideal layout for families or visiting guests. The family room opens through sliding glass doors onto a paved, screened lanai overlooking the private, fully fenced backyard with no rear neighbors. It’s the perfect setting to enjoy your morning coffee, unwind after a long day or entertain friends and family while enjoying the Florida lifestyle. Alexander Ridge offers wonderful community amenities, including a community pool and playground, with LAWN CARE INCLUDED IN THE HOA. The location is equally impressive, with convenient access to major highways, shopping, dining and all that desirable Winter Garden has to offer. Don’t miss this fantastic opportunity to own a move-in-ready Florida home in a wonderful community and an unbeatable location!

2204 Romanum Drive, Winter Garden

Courtesy of WATSON REALTY CORP.

$849,900
4 Beds ⋅ 4 Baths ⋅ O6434178 MLS
Welcome to your Dream home with a private Pool, located in Orchard Hills Community! This stunning residence perfectly blends elegance, comfort, and functionality in Winter Garden's most sought-after neighborhoods. This home offers 4 bedrooms, 3 full bathrooms, and a 1/2 pool bath bath with a bonus /flex room off of the kitchen and thoughtfully designed living spaces ideal for both everyday living and entertaining. A beautifully appointed gourmet kitchen, complete with a large island, elegant granite countertops, and ample cabinetry. The kitchen seamlessly flows into the expansive open-concept living and dining areas, creating the perfect setting for gatherings with family and friends. A charming front porch welcomes you and provides the perfect place to relax. Step through the sliding glass doors and discover your own private outdoor retreat. The backyard features a spectacular covered gourmet outdoor living area and a beautiful private pool, offering the ideal space for entertaining, relaxing, and enjoying year-round outdoor living. Living in Orchard Hills means enjoying an exceptional lifestyle with resort-style amenities, including a clubhouse, fitness center, resort-style swimming pool, dog park, playgrounds, walking trails, and community events throughout the year. Ideally located, this home is just minutes from Hamlin Town Center, Winter Garden Village, top-rated schools, shopping, dining, grocery stores, and major highways, including SR-429 making this Central Florida residence such a desirable place to live.

14776 Magnolia Ridge Loop, Winter Garden

Courtesy of HOMEVEST REALTY

$2,250,000
5 Beds ⋅ 5 Baths ⋅ O6437883 MLS
Welcome to an exceptional lakefront residence, set on an expansive approximately 0.67-acre lot with breathtaking water views and a private infinity pool. Built in 2022, this impressive two-story home offers 4.132 square feet of living space with 5 spacious bedrooms and an elegant layout designed for both everyday living and entertaining. The main level features a desirable primary suite, soaring ceilings, abundant natural light and beautifully designed living spaces. High-end custom built-ins add character and functionality throughout the home, while the open design creates a seamless connection between the interior and the spectacular outdoor setting. Step outside to enjoy the private pool and generous outdoor living areas overlooking the lake. The oversized lot provides a rare sense of privacy and space while showcasing one of the property's most compelling features: its beautiful waterfront setting. Ideally located with convenient access to major roads, shopping, dining, recreation and the area's highly sought-after amenities. A remarkable opportunity to enjoy luxury living, expansive grounds and stunning lakefront views in one of Central Florida's desirable communities.

16870 Sanctuary Drive, Winter Garden

Courtesy of WRA BUSINESS & REAL ESTATE

$835,000
5 Beds ⋅ 5 Baths ⋅ O6437239 MLS
Virtually Staged. 2024 CONSTRUCTION • Seller is offering a $10,000 CREDIT toward buyer's CLOSING COSTS for any fully executed contract on or before September 30, 2026. FIRST-FLOOR BEDROOM & FULL BATH • NO CARPET • SCHOOLS APPROXIMATELY 0.2 MILES AWAY • MINUTES FROM DISNEY• WHOLE HOUSE WATER SOFTENER•TESLA CHARGER•REVERSE OSMOSIS IN THE KITCHEN.Welcome to this beautifully designed Torrey floor plan in the sought-after Waterleigh community! This two-story, all-concrete-block-construction home offers 5 bedrooms and 4.5 baths across an open-concept layout built for everyday living and entertaining. A welcoming front porch leads into a foyer flanked by a formal dining room and butler's pantry. The gourmet kitchen features a large island with built-in sink and dishwasher, a walk-in pantry, stainless steel appliances, and a reverse osmosis water filtration system, and overlooks the casual dining area, family room, and outdoor lanai. Hard flooring run throughout the entire first level. Also on the first floor is a bedroom with a full bath — perfect for guests or multigenerational living — plus a convenient powder bath. A whole-house water softener keeps water quality consistent throughout the home, and the garage features a Tesla charger installed by licensed professionals. Upstairs, a loft area connects all four additional bedrooms, including a spacious primary suite with a walk-in closet and ensuite bath featuring a double vanity and separate toilet area. The second-floor laundry room adds everyday convenience, and a Smart Home technology package offers remote and in-home control. Waterleigh's HOA covers professional lawn maintenance and full landscaping care, so residents can truly enjoy a low-maintenance lifestyle. Amenities include two clubhouses with fitness centers, four resort-style pools, a 6-hole mini golf course, tennis/pickleball courts, dog parks, a community garden, walking trails, and an observation pier on Hickory Nut Lake — plus a lifestyle director coordinating community events. Schedule your private showing today!

12728 Charmed Drive, Winter Garden

Courtesy of CHARLES RUTENBERG REALTY ORLANDO

$288,000
3 Beds ⋅ 1 Baths ⋅ TB8541424 MLS
Charming 3-bedroom, 1-bath home in Winter Garden offering 1,020 sq. ft. of comfortable living space. This inviting home features a welcoming front porch, spacious living and dining areas, LVP flooring throughout the main living areas, and carpeted bedrooms. The kitchen is equipped with stainless steel appliances, including a refrigerator, range, and microwave. The upgraded bathroom adds a modern touch. Enjoy additional outdoor storage, a rear patio, and a large, fully fenced backyard—perfect for relaxing or entertaining. Conveniently located just minutes from Downtown Winter Garden, with its shops, restaurants, and entertainment. Close to West Oaks Mall and West Colonial Drive, providing easy access to shopping, dining, and major roadways.

225 1st Street, Winter Garden

Courtesy of HOMERIVER GROUP

$184,900
2 Beds ⋅ 2 Baths ⋅ O6437603 MLS
This stunning 2-bedroom, 2-bathroom condo-hotel in Orlando, Florida, offers the perfect blend of luxury, comfort, and convenience. Located just minutes from the world-famous theme parks, this fully furnished unit is an excellent choice for both personal use and investment. The condo features a spacious open floor plan with modern finishes, a fully equipped kitchen with stainless steel appliances, and a private balcony with breathtaking views. The master suite boasts a luxurious en-suite bathroom, while the second bedroom and bath provide ample space for guests. Enjoy resort-style amenities, including a sparkling swimming pool, fitness center, full-service spa, on-site dining, concierge services, and a shuttle to major attractions. With its prime location near shopping, dining, and entertainment, this condo-hotel is an exceptional opportunity for those looking to experience the best of Orlando!

14501 Grove Resort Avenue Unit 2221, Winter Garden

Courtesy of SUN CREST FLORIDA PROPERTIES

$559,000
4 Beds ⋅ 3 Baths ⋅ S5156522 MLS
Welcome to 2471 Skystone Ct, located in the desirable Oakland area! This spacious two-story home offers a thoughtfully designed floor plan with 4 bedrooms, 3.5 bathrooms, a private study, upstairs game room, and a 2-car garage. The main level features a separate living room, a dedicated study perfect for a home office, and an open-concept kitchen overlooking the breakfast nook and expansive great room. Step outside to the covered lanai, ideal for relaxing or entertaining year-round. Upstairs, the generous primary suite includes a private bath and walk-in closet. Three additional bedrooms, a large game room/loft, and convenient upstairs laundry provide plenty of flexibility for family, guests, work, or entertainment. Enjoy the Florida lifestyle with access to a community pool and nearby bike and walking trails, perfect for outdoor recreation. Located in the charming Oakland area with convenient access to Winter Garden, major roadways, shopping, dining, and Walt Disney World, this home offers a great combination of space, community amenities, and location.

2471 Sky Stone Court, Winter Garden

Courtesy of NUMBER 1 BROKER, LLC

$489,000
3 Beds ⋅ 2 Baths ⋅ S5156518 MLS
Welcome to this charming single story home in Waterleigh, offering 3 bedrooms, 2 bathrooms, and a bright, open concept layout designed for comfortable living and effortless entertaining. The well appointed kitchen overlooks the spacious family room and features stainless steel appliances, generous preparation space, a walk in pantry, and a large center island ideal for casual dining and gatherings. Brick pavers enhance the driveway, welcoming front porch, and covered lanai creating an inviting outdoor space to relax and enjoy the Florida lifestyle. Located in Winter Garden’s desirable Horizon West area near Walt Disney World, Waterleigh offers exceptional amenities, including two clubhouses, resort-style pools, two fitness centers, tennis courts, and a putting green. Schedule your private showing and experience everything this home and community have.

9357 Jaywood Road, Winter Garden

Courtesy of AVANTI WAY REALTY LLC

$829,000
4 Beds ⋅ 4 Baths ⋅ O6437463 MLS
Under Construction. Near Walt Disney World Theme Parks! Welcome to the Eliot plan, a luxurious new home offering a perfect blend of elegance, comfort, and functionality with 4 spacious bedrooms, 3.5 bathrooms, and an expansive loft and home office area. This home features a stunning exterior design and is designed to enhance both style and livability, showcasing a covered front porch and a covered backyard lanai - perfect for outdoor relaxation and entertaining. Step into the extended entryway, which leads to a versatile home office area, offering the perfect space for productivity or leisure. The heart of this home is the chef-inspired kitchen, complete with a large island and premium stainless-steel appliances, including an electric cooktop, built-in oven/microwave combo, dishwasher, and vent hood. The luxurious primary suite is located on the first floor for ultimate convenience and privacy. It features a dual-sink vanity, ceramic tile flooring, and a ceramic tile shower with a glass enclosure. Additional touches include Delta faucets, a stylish lighting package, a walk-in closet, and towel bars for added functionality. Upstairs, the three secondary bedrooms each feature walk-in closets, providing plenty of storage space. The secondary bathroom includes ceramic tile flooring, a ceramic tile tub/shower surround, Delta faucets, a lighting package, and towel bars, ensuring both comfort and style for family and guests. This new home also boasts energy-efficient construction with dual-pane energy-efficient windows, a full landscaping package, and a garage door opener for added convenience. Additional features include an 8-foot front door, upgraded flooring throughout, ample storage closets, and a new home warranty for peace of mind. Call today to schedule your showing!!

17418 Honeybell Tangelo Court, Winter Garden

Courtesy of OLYMPUS EXECUTIVE REALTY INC

$1,349,000
5 Beds ⋅ 5 Baths ⋅ O6437444 MLS
Virtually Staged. Welcome to this beautifully upgraded home in Winter Garden, where thoughtful design, exceptional upgrades, and resort-style outdoor living come together. From the moment you enter, you’ll appreciate the attention to detail, quality finishes, and extensive improvements throughout. The heart of the home is the fully upgraded gourmet kitchen, featuring upgraded cabinetry, an oversized island, upgraded backsplash, upgraded pendant lighting, and a custom pantry. The movie room takes entertaining to the next level with a built-in wet bar featuring upgraded cabinetry, creating the perfect space for movie nights, game days, and gatherings. The home features CoreTec luxury vinyl plank flooring throughout and on the stairs, complemented by upgraded stair handrails and wrought-iron banisters. Additional comfort and convenience upgrades include an Ecowater water softener, Grundfos circulating pump, purified cold-water filtration at the kitchen sink, and Nu-Calgon UV light sanitizers for both air-handler coils. Step outside to your own private oasis featuring an impressive in-ground pool and outdoor living package by Kura Pools, complete with an 8' x 8' spa, heater, chiller, and screened enclosure. The backyard has been enhanced with newly planted hibiscus and Christmas palms, while an AI-powered Govee outdoor lighting system lets you illuminate and customize the outdoor space for any season or occasion. Additional upgrades include a dedicated 600V electrical panel for pool equipment, an included Tesla EV charger, garage door openers, a laundry room tub, upgraded pedestal in the first-floor powder room, plantation-style shutters on the main floor family room and primary suite, and manual roller shades in select areas. Security and convenience are also top priorities with an Amazon Ring security system featuring indoor and outdoor cameras throughout the home. This exceptional property combines luxury, functionality, entertainment, and outdoor living in one of Winter Garden’s desirable communities. With an extensive list of upgrades already completed, this home offers an opportunity to enjoy a truly turnkey lifestyle with little left to do but move in and enjoy.

17077 Wingspread Loop, Winter Garden

Courtesy of HOMEVEST REALTY

$595,000
3 Beds ⋅ 2 Baths ⋅ O6437214 MLS
Welcome to 13235 Spring Grove Way, a beautifully maintained, newer-construction home ideally situated in the heart of Horizon West. Built in 2021, this thoughtfully designed single-story home offers 3 bedrooms, 2 bathrooms and an open-concept floor plan perfect for both everyday living and entertaining. At the heart of the home, the spacious kitchen flows seamlessly into the dining and living areas, creating a bright and inviting gathering space. With a built-in dry bar with wine fridge, custom tile and lighting choices, and upgraded cabinets, this kitchen can't be beat! The split-bedroom layout offers added privacy, while the primary suite provides a comfortable retreat with a generously sized bath and closet. Step outside to an extended covered patio and fully fenced backyard with plenty of room to relax, entertain or create your own outdoor oasis. One of the home’s standout features is its incredible location. Enjoy the magic of Walt Disney World just approximately 10 minutes away, along with quick access to Flamingo Crossings, SR-429 and the growing selection of shopping, dining and entertainment throughout Horizon West. Disney Springs, Universal Orlando, SeaWorld and Orlando International Airport are also within convenient driving distance. With newer construction, a functional single-story layout and a location that puts some of Central Florida’s best destinations right at your fingertips, 13235 Spring Grove Way offers the perfect combination of comfort, convenience and the Florida lifestyle.

13235 Spring Grove Way, Winter Garden

Courtesy of COMPASS FLORIDA LLC

$859,000
5 Beds ⋅ 5 Baths ⋅ O6437314 MLS
Welcome to 2716 Gorst Rd, a spacious 5-bedroom, 5-bathroom pool home in the sought-after StoneyBrook West community in Winter Garden, offering beautiful water views from the screened-in private pool and an inviting Florida outdoor setting perfect for relaxing, entertaining, and enjoying year-round outdoor living. Inside, the home offers a spacious and flexible floor plan with five bedrooms and five full bathrooms, including multiple bedrooms with private en-suite baths. The kitchen features a center island and opens to the family room, providing a comfortable and functional space for everyday living and entertaining. Major highlights include a new roof installed in 2025 and a spacious three-car garage. School assignments include Whispering Oak Elementary, SunRidge Middle School, and West Orange High School. School assignments should be independently verified with Orange County Public Schools. Located in the StoneyBrook West golf community, this home offers a great combination of space, water views, outdoor living, community amenities, and convenient access to shopping, dining, entertainment, major highways, and the many attractions and conveniences of Winter Garden. With water views, a private pool, five bedrooms, five full bathrooms, and a three-car garage, this home offers an exceptional opportunity to enjoy the Winter Garden lifestyle.

2716 Gorst Rd, Winter Garden

Courtesy of BAMYOU REALTY

$410,000
3 Beds ⋅ 3 Baths ⋅ O6437283 MLS
Location, location, location! Great opportunity to purchase a two-story 3/2.5 with a loft on the second floor and a fully fenced-in yard. The bright and functional floor plan offers plenty of room for comfortable everyday living and entertaining. The kitchen features granite countertops and stainless-steel appliances, while the spacious living areas provide a welcoming atmosphere throughout the home. Enjoy your new home!

2017 Portcastle Circle, Winter Garden

Courtesy of LA ROSA REALTY KISSIMMEE

$535,000
4 Beds ⋅ 3 Baths ⋅ O6436688 MLS
Located in the vibrant Lakeview Pointe community within Horizon West, this model-like 4-bedroom with a 2-car detached garage perfectly combines the best location with sophisticated style. Positioned across from the neighborhood pool, splash pad, playground, fitness center, park and central mailboxes, the property welcomes you with a manicured lawn, mature landscaping and a charming covered front porch. Inside, the light-filled, open-concept layout features luxury vinyl flooring and a chef-inspired all-white kitchen equipped with quartz countertops, crown-molded cabinetry, stainless steel appliances and a spacious island breakfast bar. A highly convenient downstairs guest bedroom offers ideal accommodations for visitors or multi-generational living, while the upper level hosts a versatile loft space alongside the primary suite complete with tray ceilings, dual vanities and two walk-in closets. You have a direct view to DISNEY FIREWORKS from the primary bedroom and bathroom. Step outside to unwind on the screened and paved lanai, your own pest-free outdoor retreat. Positioned less than 10 minutes from Walt Disney World, residents have a dedicated neighborhood fireworks viewing station. Everyday convenience is unmatched with Hamlin Town Center featuring Publix, Target, Cinepolis Luxury Cinemas and top-tier dining just minutes away. Popstroke Golf and the renowned Orange County National Golf Center are close by, plus effortless commuting via SR-429. Low HOA and No CDD, the community covers lawn care, irrigation, mulching and all of the resort-style amenities. Fun food trucks come to the neighborhood every third Wednesday of the month. You may also enjoy scenic biking and walking trails and a COMMMUNITY DOCK with access to Huckleberry Lake, delivering an elevated, lock-and-leave lifestyle.

7179 Spring Park Drive, Winter Garden

Courtesy of COMPASS FLORIDA LLC

$205,000
3 Beds ⋅ 3 Baths ⋅ O6436045 MLS ⋅ Grove Resort Tower Ii BLDG.
The lowest-priced 3-bedroom/3-bath on a higher floor at The Grove Resort & Water Park! This 5th-floor corner unit is the largest "Sable" model in the community, offering 1,544 sq ft with an open living/dining/kitchen area, a separate in-unit utility/laundry room, and a screened balcony. The kitchen features stainless steel appliances and granite counters. The primary suite includes an extra sitting area/solarium with direct balcony access, a bath with double sinks, a separate shower and soaking tub, and a large walk-in closet with a safe. Each bedroom includes a flat-screen TV. This condo-hotel offers an in-house hotel rental program that generates income to offset the cost of ownership — an ideal opportunity to own an Orlando/Disney-area vacation home just 6 miles from Walt Disney World. Resort amenities are exceptional. Surfari Water Park features the FlowRider Double Surf Simulator (one of only a few double units in the U.S.), dual water slides, a 695-foot lazy river, a zero-entry pool, and a kids' activities pool. The Springs Pools offer three full-sized pools, an oversized hot tub, a splash area, and private cabanas. Lake Austin provides catch-and-release fishing, watersports, and a lakeside pier overlooking the nature preserve. Additional amenities include a 24-hour fitness center, Flip Flop's Fun Center with a glow-in-the-dark indoor mini golf course and arcade, and a Kids' Activity Center. Dining options abound: The Springs Bar & Grill for relaxed poolside dining, Longboard Bar & Grill overlooking the FlowRider, Alfresco Market for outdoor cafe seating, and DYVE at The Terraces above the upscale pool area. The resort also offers daily transportation to Walt Disney World, Universal Orlando, and SeaWorld, plus complimentary resort-wide Wi-Fi. A rare chance to own a turnkey resort residence in one of the Orlando area's premier destinations.

14501 Grove Resort Avenue Unit 2542, Winter Garden

Courtesy of REAL BROKER, LLC

$475,000
3 Beds ⋅ 2 Baths ⋅ O6434327 MLS
Welcome to a home where the Florida lifestyle takes center stage. Tucked within the established Crown Point Springs community on a spacious corner lot, this is the kind of place where mornings start slowly, weekends are spent outside, and some of Winter Garden’s favorite destinations are just minutes from home. The backyard is truly where this home comes to life. Start your morning with coffee on the lanai overlooking the backyard, pick fresh fruit from your own fruit trees, and spend the afternoon floating in the screened-in pool. The fenced yard adds another layer of privacy and functionality, while the pool enclosure creates a space made for everything from quiet afternoons with a book to weekend barbecues with family and friends. It’s easy to imagine the rhythm of life here—music playing by the pool, dinner on the patio, kids or pets enjoying the fenced yard, and evenings winding down with a drink overlooking the water. Inside, comfortable gathering spaces make everyday living just as enjoyable. The kitchen offers plenty of countertop space, stainless steel appliances, and a tiled backsplash, whether you're making a quick breakfast before heading downtown or preparing dinner for a house full of friends. When cooler Florida evenings arrive, the wood-burning fireplace creates the perfect setting for a cozy night at home. The home has also benefited from a number of improvements over the past several years, including a 2024 roof and HVAC system, 2023 water heater and microwave, 2024 dishwasher, and 2021 pool pump. The pool was also resurfaced in 2022, and the interior was painted in 2021. But what the owners have loved most extends beyond the property itself. Crown Point Springs is a great community with friendly neighbors, a low HOA, and golf-cart accessibility, all while being close to the heart of Downtown Winter Garden. That means weekends don't have to involve much planning. Take the golf cart out for a ride, spend Saturday morning exploring the Downtown Winter Garden Farmers Market, grab brunch or browse the shops along Plant Street, or hop on your bike for a ride along the West Orange Trail. After your nearby activities, head home for an afternoon by your own pool. It's a lifestyle that gives you the best of both worlds—the energy and charm of Winter Garden when you want it and your own private retreat when you're ready to come home. Pool days, golf-cart rides, and Plant Street nights—this is the Winter Garden lifestyle you've been waiting for.

1009 Spring Loop Way, Winter Garden

Courtesy of KELLER WILLIAMS HERITAGE REALTY

$249,000
2 Beds ⋅ 2 Baths ⋅ S5156458 MLS ⋅ Building 1 BLDG.
***Amazing views from this two-bedroom, two-bathroom fully-furnished condo in the beautiful Grove Resort and Water Park Resort! Fourth floor views over the Springs Pools, with Lake Austin beyond that! Enjoy the morning sunrise with a coffee on your screened-in balcony!! These condos are fully managed by the onsite rental company, so when you are not using it, you can earn some income from guest bookings! These are ideal for snowbirds who wish to spend up to 179 nights per year in their unit, and then have the hands free experience of management renting it out when they are not using it! Full kitchen, full size washer and dryer, dining area, sleeper sofa, deep comfortable mattresses, all lend to a home from home for owners and guests! The Valencia Restaurant is located next to the Springs Pools area, which has three separate pools and a hot tub, and the 24/7 gym is also in this area. Take a stroll down the boardwalk to Lake Austin and paddle a swan boat, or try some fishing from the dock! A leisurely stroll takes you to the Surfari water park, with large heated pool, lazy river, water slides, splash area, and the Surfari surfing experience! The Longboard Bar and Grill is excellent for food and refreshing beverages while spending your day there! The Flip Flop games room has over 6000sf of exciting games and mini golf! The Marketplace sells all you need for snacks, food, small necessities, and the gift shop has souvenirs, clothes, sun cream, etc for essentials. The concierge located in the front lobby sells theme park tickets, and will book your seat on the FREE daily shuttle to the Disney Parks! Call NOW for more information!!***

14501 Grove Resort Avenue Unit 1420, Winter Garden

Courtesy of FLARE PROPERTIES LLC

$499,900
3 Beds ⋅ 2 Baths ⋅ O6437038 MLS
A rare opportunity in downtown Winter Garden awaits! This beautifully maintained 3 bedroom, 2 bathroom home presents a chance to enjoy the vibrant lifestyle of downtown Winter Garden's golf cart district, complete with a new roof and a water heater less than two years old. A spacious driveway and manicured front lawn create a welcoming first impression. Inside, the home features a functional layout designed with both comfort and entertaining in mind. The dining area sits just off the entry and connects directly to the kitchen, making everything from casual dinners to larger gatherings feel seamless. The kitchen combines practicality with charm, featuring stainless steel appliances, built-in shelving, high ceilings, and a bright atmosphere. Overlooking the living room, it keeps the main living spaces connected while adding convenience to everyday life.The living room serves as a cozy gathering space centered around a functioning wood-burning fireplace, creating the perfect setting for relaxing evenings at home. A thoughtful split-bedroom layout provides added privacy, with the primary suite positioned separately from the secondary bedrooms. The primary bedroom includes direct access to the oversized screened-in patio and a private en suite bathroom featuring a tub and separate shower. The additional bedrooms are generously sized with natural light and ample storage, providing comfortable accommodations for family members, guests, or a home office. Step outside and enjoy an oversized screened-in patio complete with a ceiling fan, giving you the ideal place to relax outdoors while staying protected from Florida's elements and pests. Beyond the patio, the large fenced backyard provides plenty of room for four-legged friends, and little ones to roam freely without worry, or to accommodate fun activities like gardening or hosting loved ones. The options are limitless! A dedicated shed adds additional outdoor storage for tools, bikes, and recreational gear. Another standout benefit is the extremely low HOA, with the current HOA paid through June 2027, giving the next owner even more value and peace of mind. Living within Winter Garden's golf cart district means you can easily enjoy the area's beloved farmers market, boutique shopping, local restaurants, community festivals, and events without having to go far. Major highways are also conveniently nearby, along with excellent schools. With a new roof, newer water heater, spacious outdoor living areas, and an unbeatable downtown Winter Garden location, this home presents an exciting opportunity to create a space that truly reflects your style and vision. Come see the possibilities, make this home your own, and start enjoying the Winter Garden lifestyle today. Schedule your private tour!

217 Harbor Drive, Winter Garden

Courtesy of DENIZ REALTY PARTNERS LLC

$899,000
3 Beds ⋅ 3 Baths ⋅ O6436813 MLS
Virtually Staged. Welcome home! The neighbors call this one of the best kept secrets in Oasis. One of the few homes in the community that have an amazing view of the Disney fireworks from your screened-in porch. The seller has spared no expense in making this home move-in ready. As soon as you walk in, you'll be greeted by high ceilings, beautiful tile floors and plenty of light. This home features the maximum amount of recessed lighting offered by the builder in every single room. This home has a gourmet kitchen, featuring an oversized kitchen island and plenty of cabinet/countertop space and a KitchenAid refrigerator. The corner pantry features a custom closet by design buildout. This beautiful kitchen will bring out your inner chef. In addition, the kitchen overlooks the dining room and living room, ideal for entertaining. The home features custom smart blinds throughout the first floor. The seller spared no expense in upgrading this property, featuring custom closets by design in the main bedroom, mudroom and laundry room as well as the garage. This home comes with full home water purification system. Fully paid-off solar panels at closing. The upstairs loft and third bedroom have exotic wood throughout. Minutes from Walt Disney World Resort, Hamlin Town Center and downtown Winter Garden. Contact the listing agent today to schedule.

13355 Sunny Retreat Lane, Winter Garden

Courtesy of PREMIER SOTHEBYS INT'L REALTY

$640,000
4 Beds ⋅ 3 Baths ⋅ S5156172 MLS
Welcome to this energy efficient two story home built in 2020, ideally located in the highly desirable Town of Oakland with direct access to the West Orange Trail and excellent proximity to Historic Downtown Winter Garden. Situated on a spacious .21 acre lot, this residence offers 2,614 square feet of living space, 4 bedrooms, 2.5 bathrooms, a 2 car garage, and an open concept floor plan. The first floor features a formal living area, open kitchen with granite countertops a double oven, stainless steel appliances, eat-in dining space and a family room with upgraded luxury laminate flooring. Upstairs you’ll find all four bedrooms, two full bathrooms, and a versatile bonus/flex loft area. The bedrooms feature ceiling fans and spacious walk-in closets. Additional highlights include excellent storage throughout the home, generously sized under stair storage, and a separate drop zone. Step outside to enjoy bespoke landscaping with wired outdoor lighting, garden beds for your next harvest, an extended patio creating the perfect outdoor oasis. Conveniently located adjacent to the community pool, this home offers both comfort and convenience. Enjoy easy access to Orlando's theme parks, shopping, dining, and recreation, including the nearby 22-mile paved West Orange Trail as well as the Nature Preserve, perfect for walking, biking, and outdoor activities. A newly built Costco and an array of restaurants are also nearby. Easy access to Turnpike, 429, 408 making any commute a breeze. Enjoy the charm of the Town of Oakland while being just minutes from Winter Garden and Orlando. Schedule your tour today!

1750 Standing Rock Circle, Winter Garden

Courtesy of EXP REALTY LLC

$750,000
4 Beds ⋅ 3 Baths ⋅ NS1089084 MLS
Welcome to 301 Valencia Ct., a well maintained 4bedroom 2.5 bath home situated on a large, beautifully landscaped lot with mature trees and established landscaping in desirable Winter Garden. This inviting home offers a comfortable and functional floor plan with plenty of space for everyday living, entertaining and hosting family and friends. Inside a beautiful stone fireplace creates a warm and inviting focal point, while the interior laundry room adds everyday convenience. Step outside to enjoy the spacious backyard, with plenty of room to add a pool, creating the opportunity to design your own private Florida retreat. One of the property’s standout features is its location within the Winter Garden golf cart district, allowing you to enjoy the sought after golf cart lifestyle. Take a golf cart ride toward historic downtown Winter Garden and enjoy its popular restaurants, shops, Farmers market, entertainment, community events and small town charm.Numerous updates have been made to the home to include a new roof in 2021, A/C 2020, master bathroom,guest bathroom remodel in 2023 and Kitchen 2017.

301 Valencia Court, Winter Garden

Courtesy of WHITE WHALE REAL ESTATE

$599,000
4 Beds ⋅ 2 Baths ⋅ O6436600 MLS
This inviting split floor plan gives everyone space to unwind in comfort. The gourmet kitchen—complete with a central island—makes cooking effortless and flows seamlessly into the café and gathering room, creating the perfect setting for everyday living and unforgettable moments. Enjoy peaceful Florida evenings on the front patio with scenic skyline views, or host a cookout on the spacious covered lanai accented with elegant brick pavers. This home is priced to sell and delivers the warm, welcoming feeling of truly finding “home.” Lakeview Pointe is a fully maintained community located just about a mile from Disney, offering quick access to the 429, Winter Garden Village, Hamlin Town Center, and top-rated schools. The reasonable monthly HOA includes Lawn Care along with access to the amenity center that includes a fitness facility, resort-style pool with splash pad, playground, cabana, and park. Residents can watch the sunset from the pier on Lake Huckleberry or enjoy nightly Disney fireworks from the pavilion. Come experience everything Lakeview Pointe has to offer!

7278 Twilight Bay Drive, Winter Garden

Courtesy of COLDWELL BANKER REALTY

$560,000
3 Beds ⋅ 3 Baths ⋅ O6436927 MLS ⋅ Taylor Morrison BLDG.
Under Construction. What's Special: Close to Amenities | Flat Lot | Dedicated Home Office | Low HOA Dues. New Construction - November Completion! Welcome to the Ashwood at 14751 Field Daisy Drive in Harvest at Ovation! Welcome to this thoughtfully designed two-story home! Just off the foyer, a private study provides the perfect space for working from home or pursuing hobbies. The open-concept great room flows into the kitchen and dining area, creating an inviting space for everyday living. The kitchen is appointed with quartz countertops, a refrigerator wall cabinet, and a convenient trash roll out for added functionality. Upstairs, the spacious primary suite offers a relaxing retreat with a generous bathroom and walk-in closet, while two secondary bedrooms, a full bathroom, and laundry room complete the second floor. Enjoy outdoor living on the covered lanai and the convenience of a two-car garage. Tile flooring throughout the first floor and whole house blinds add style and comfort throughout. Visit Harvest at Ovation in Winter Garden to enjoy one of the final new-construction opportunities in Horizon West. This charming community offers access to planned amenities including a pool and cabana, a Butterfly Garden, a Nature Play Space, a dog park, and walking trails—all in a highly coveted location. Additional Highlights Include: French doors at study, oak treads & painted riser at stairs, pre-plumb for future laundry tub. Photos are for representative purposes only.

14751 Field Daisy Drive, Winter Garden

Courtesy of TAYLOR MORRISON REALTY OF FLORIDA INC

$1,350,000
6 Beds ⋅ 5 Baths ⋅ S5156404 MLS
Virtually Staged. With a whisper of Tuscan charm, Waterside on Johns Lake is a private GATED community featuring this impressive 6 BEDROOM (w/additional 7th room) 4.5 BATHROOM estate. As you pull up you will be welcomed by curb appeal, thoughtful landscaping, entry courtyard, 2 CAR GARAGE, and separate BOAT/TOY GARAGE. Inside the ceilings soar: with lots of NATURAL LIGHT, specialty molding, WOOD BEAMS, iron railings, built-ins, and a balance of both open concept & compartmentalized spaces. Downstairs you will find the 2-story ceiling Living Room, both FORMAL & CASUAL DINING space, Laundry Quarters, Butlers Pantry, Nanny's Workspace, Office, IN-LAW SUITE, and Primary Bedroom with SPA STYLE ENSUITE featuring a massive RAINSHOWER, GARDEN TUB, DOUBLE WALK IN CLOSETS, and separate vanities. And let's take a moment to discuss the CHEF'S KITCHEN that you will no longer have to envy, because as the new owner of this home you can whip up family meals or dinner party delights using your KITCHENAID 5 BURNER RANGE, convenient POT-FILLER set into glass tile backsplash, INDUSTRIAL DOUBLE REFFIGERATOR, oversized kitchen island, coffee bar, desert bar, KITCHENAID DOUBLE WALL OVEN, built-in Convection Oven/Microwave, and walk-in Pantry. Up the stairway lined with ironwork and over the landing, you reach the SUPERSIZED LOFT before leading to the 4 MORE BEDROOMS and 2 bathrooms. Currently one of the bedrooms is being used as an in-home gym and another as a craft room. The other 2 are joined by a JACKNJILL BATHROOM, perfect for kiddos or SECONDARY IN-LAW SUITE/Living space combo. With so much space, this home will suit most any lifestyle needs. For outdoor living you will find a large FENCED YARD off a COVERED LANAI with NO REAR NEIGHBORS and privacy bushes. Space for a future pool and outdoor entertaining customized just how you like it. For existing outdoor recreation, Waterside on Johns Lake offers a clubhouse, fitness center, community pool, trails, playgrounds, and a community dock perfect for watching cotton candy sunsets. Zoned for A rated public schools & nearby private school options. Nearby there is an abundance of restaurants, shopping, convenience, and the sought after Downtown Winter Garden lifestyle. Come see this spacious estate that you will want to call home soon. FLOORPLAN IN ATTACHMENTS

16730 Rusty Anchor Road, Winter Garden

Courtesy of TITAN REALTY GROUP LLC

$560,000
3 Beds ⋅ 4 Baths ⋅ O6436917 MLS ⋅ Taylor Morrison BLDG.
Under Construction. What's Special: Flat Lot | 3 Full Baths | Bonus Room. New Construction – November Completion! Welcome to the Ashwood at 16050 Honey Harvest Street in Harvest at Ovation! This warm and inviting two-story home blends comfort, flexibility, and effortless everyday living. A charming front porch opens to a bright foyer with a private study, while the heart of the home features a spacious great room that flows into the beautifully designed kitchen with a large island, walk-in pantry, and inviting lanai for indoor-outdoor gatherings. Upstairs, the serene primary suite offers a relaxing retreat with a spa-inspired bath and generous walk-in closet, while two secondary bedrooms share a full bath. The top-floor game room with its own bath provides the perfect space for entertaining, hobbies, or cozy evenings at home. Thoughtfully designed and filled with natural flow, this home is made for connection and comfort. Visit Harvest at Ovation in Winter Garden to enjoy one of the final new-construction opportunities in Horizon West. This charming community offers access to planned amenities including a pool and cabana, a Butterfly Garden, a Nature Play Space, a dog park, and walking trails—all in a highly coveted location. Additional Highlights Include: Wet bar at game room, game room with full bath above garage, covered extended lanai, pre-plumb for future laundry tub, and whole house blinds. Photos are for representative purposes only. MLS#O6436917

16050 Honey Harvest Street, Winter Garden

Courtesy of TAYLOR MORRISON REALTY OF FLORIDA INC

$419,000
2 Beds ⋅ 2 Baths ⋅ O6435893 MLS ⋅ Del Webb BLDG.
Affordable luxury in Winter garden! Welcome to one of Central Florida's premier 55+ communities. This beautifully appointed Ellenwood villa offers 2 bedrooms, 2 baths each with walk-in showers, a versatile flex room and a bright, open layout designed for easy Florida living. It has a pretty view with no homes behind it. Gorgeous luxury vinyl plank flooring flows throughout the home with no carpet, creating a clean, modern look and low-maintenance lifestyle. Ceiling fans have been added in both bedrooms and the living room for added comfort. The stylish kitchen features a gas range, while the home also includes an electric washer and gas dryer. The extended lanai is already plumbed for water and gas; perfect for an outdoor kitchen. Epoxy garage floors and sealed pavers ensure years of maintenance-free driveway. Del Webb Oasis delivers an exceptional resort-style lifestyle with an impressive pool, inviting fire pits, sun cabanas, a well-equipped fitness center, dedicated yoga and movement studio, plus both pickleball and tennis courts. Whether your ideal day includes staying active, relaxing poolside, or spending time with neighbors, the amenities offer something for nearly every lifestyle. The location is equally impressive. Enjoy convenient access to Walt Disney World and Hamlin Town Center, both less than 15 minutes away, along with nearby shopping, dining, entertainment, and everything Winter Garden has to offer. Beautiful finishes, thoughtful upgrades, outstanding amenities, and an unbeatable Central Florida location make this Del Webb Oasis villa an exceptional place to call home.

15873 Gem View Street, Winter Garden

Courtesy of RE/MAX SELECT GROUP

$600,000
3 Beds ⋅ 3 Baths ⋅ O6436549 MLS
Welcome to a home that feels as inviting as it is impressive, tucked into the quaint gated community of Amberleigh, just minutes from the charm of historic Downtown Winter Garden and the West Orange Trail. With more than 2,600 square feet of thoughtfully designed living space, this home blends warmth, character, and room to gather. Step inside and the story begins with soaring ceilings that draw your eye toward the upstairs landing, while graceful architectural details, rounded corners, decorative niches, and beautifully appointed engineered hardwood floors bring warmth and character throughout the home. The generous family room creates a natural heart of the home, while a dedicated downstairs office offers a comfortable space for working from home, reading, or tackling the day's to-do list. At the center of it all is a kitchen designed for both everyday moments and memorable gatherings. Granite countertops pair beautifully with abundant cherry cabinetry and a custom cherry wood bar top, while generous prep space, upgraded appliances, double ovens with convection, a built-in desk, and an oversized pantry make the space as functional as it is welcoming. The first-floor owner's suite offers a peaceful retreat with a tray ceiling, dual closets, dual marble vanities, a dual-head shower, and a relaxing Roman tub. The formal dining space is currently used as a living room; the living room is used as an office. Upstairs, the home continues to unfold with spacious secondary bedrooms and a generous bonus room, creating a wonderfully flexible second living space for movie nights, games, hobbies, or simply relaxing at the end of the day. Thoughtful details continue throughout with marble vanities in the secondary baths, ceramic tile in the foyer, laundry room, and secondary bath, convenient under-stair storage, and a four-zone irrigation system. Behind the scenes, meaningful updates bring added comfort and efficiency to everyday living. Several efficient features: New roof in 2024. Newer HVAC systems provide refreshed climate control, with the system serving the upstairs featuring advanced air filtration. Foam-filled block walls on the downstairs. A new energy-efficient hot water heater and whole-home water softener add to the home's thoughtful improvements, while energy-efficient insulated windows along the rear of the home help enhance year-round comfort. Move-in ready and wonderfully located, this is a home made for comfortable mornings, lively gatherings, movie nights upstairs, and evenings spent enjoying everything Winter Garden has to offer. Downtown dining, local shops, community events, and miles of recreation along the West Orange Trail are all just minutes away. A charming gated setting, generous living spaces, thoughtful updates, and the Winter Garden lifestyle come together in a home ready for its next chapter.

393 Lake Amberleigh Drive, Winter Garden

Courtesy of COMPASS FLORIDA LLC

$925,000
5 Beds ⋅ 3 Baths ⋅ O6436619 MLS
5 bedrooms. 3 full baths. Nearly 3,740 SF. 3-car garage. Private screened pool. Gated community. Newer roof and A/C. Minutes from Winter Garden Village, AdventHealth, SR-429, the Florida Turnpike, Historic Downtown Winter Garden, and convenient to Walt Disney World. This is the combination buyers spend months trying to find. Set behind the gates of Wintermere Pointe, 2491 Prairie View Drive brings together a flexible five-bedroom floor plan, multiple living and entertaining spaces, private outdoor living, and a connected Winter Garden location with shopping, dining, healthcare, major roadways, and entertainment within easy reach. Step inside and the scale is immediately apparent. Soaring ceilings rise above formal living and dining rooms, leading to a spacious family room anchored by a striking dual staircase. Large sliding glass doors frame the greenery and blue waters of the pool beyond. At the center of the home, the updated gourmet-style kitchen offers stainless steel appliances, abundant cabinetry and counter space, a prep island, casual seating, and views toward the pool and backyard — creating a natural flow between cooking, gathering, and outdoor entertaining. A first-floor bedroom and nearby full pool bath provide valuable flexibility for guests, extended family, multigenerational living, or a private office. Upstairs, two separate loft areas provide space for a media room, game room, second living area, or quiet retreat. The larger opens directly onto an expansive second-story balcony overlooking the pool. An oversized bonus bedroom above the garage, incorporated as a builder upgrade, joins two additional bedrooms and a shared full bath. The naturally bright primary suite features dual walk-in closets and an ensuite with separate vanities, soaking tub, and walk-in shower. Outside, the Florida lifestyle takes over. A private screened pool and covered lanai extend the living space outdoors, with additional yard beyond the enclosure and the second-story balcony above. A generous driveway and three-car garage provide valuable parking and storage, while a newer roof and A/C add two significant improvements already in place. Wintermere Pointe offers the privacy of an established gated community with Winter Garden Village, AdventHealth, shopping, dining, and everyday conveniences nearby. Quick access to SR-429 and the Florida Turnpike keeps Central Florida connected, with Historic Downtown Winter Garden and Walt Disney World conveniently accessible. What makes this home compelling isn't any one feature. It's how rarely they come together. Nearly 3,740 SF. Five bedrooms. First-floor guest space. Two lofts. Oversized bonus bedroom. Expansive balcony. Private screened pool and lanai. Three-car garage. Newer roof and A/C. Gated community. Prime Winter Garden location. You don't have to choose between space and location, indoor and outdoor living, or rooms for everyone and places to come together. It's already here. If this is the combination you've been waiting to find, 2491 Prairie View Drive deserves to be seen.

2491 Prairie View Drive, Winter Garden

Courtesy of COMPASS FLORIDA LLC

$565,000
3 Beds ⋅ 3 Baths ⋅ S5156149 MLS
Welcome to this beautifully maintained home in the desirable Hawksmoor community of Winter Garden! Built in 2019, this bright and inviting residence offers modern style, thoughtful design, and comfortable living in one of the area’s sought-after communities. From the moment you arrive, the charming curb appeal and beautifully landscaped front yard create a warm welcome. Inside, you’ll find an open and airy layout filled with natural light, recessed lighting, and stylish finishes throughout. The spacious living area features a modern fireplace and large windows with elegant window treatments, creating the perfect space to relax or entertain. A thoughtfully enclosed flex space features beautiful sliding glass doors, creating a private and beautifully finished home office that is perfect for working from home, studying, or a variety of lifestyle needs. The contemporary kitchen offers modern cabinetry, stainless steel appliances, a generous island with seating, and plenty of workspace, flowing seamlessly into the dining and living areas. Sliding glass doors extend the living space to a screened-in lanai, providing a wonderful indoor-outdoor setting for morning coffee, dining, or entertaining while enjoying the Florida lifestyle. The home's neutral finishes, beautiful tile flooring, and well-maintained interiors make it truly move-inready. Located in Hawksmoore, this home offers the perfect combination of modern comfort, community living, and the highly desirable Winter Garden lifestyle. Don't miss the opportunity to make this beautiful home your own!

16273 Taliesin Street, Winter Garden

Courtesy of LA ROSA REALTY KISSIMMEE

$558,000
3 Beds ⋅ 3 Baths ⋅ O6435240 MLS
Welcome to this beautifully designed home in the heart of Winter Garden’s highly sought-after Horizons West area, offering nearly 2,500 square feet of thoughtfully designed living space with a fenced backyard and an upgraded elevation featuring a charming front porch. Located just minutes from Historic Downtown Winter Garden, Hamlin Town Center, shopping, dining, entertainment, and Disney, this home offers an exceptional combination of convenience and lifestyle. You may even enjoy views of Disney fireworks from the home! The spacious open-concept floor plan is designed for comfortable everyday living and entertaining. The main level features a large great room filled with natural light, along with a versatile 3 Bedrooms PLUS **DOWNSTAIRS OFFICE/FLEX room with double-door entry**, perfect for a home office, study, or additional living space. The gourmet kitchen features espresso 42-inch cabinetry, granite countertops, a large center island, and stainless-steel appliances, opening directly to the great room. Tile flooring throughout the main living areas adds both style and easy maintenance. Large sliding glass doors provide seamless access to the **covered lanai and FULLY FENCED backyard**, bringing plenty of Florida sunshine indoors. Upstairs, a spacious loft provides additional flexible living space. The generous primary suite offers a large walk-in closet and a well-appointed ensuite bathroom with an oversized walk-in shower and beautiful tile accents. Two additional bedrooms and a full bathroom complete the second floor. Energy-efficient, spacious, and exceptionally well located, this home is zoned for the **highly desirable Horizon West school district** and offers easy access to Disney, State Road 429, shopping, restaurants, and entertainment. Best of all, the **HOA INCLUDES lawn care**, making this home even easier to maintain. A rare opportunity to enjoy space, convenience, and the Horizon West lifestyle at an exceptional value—this home is a must-see!

14373 Breda Center Loop, Winter Garden

Courtesy of INTOP REALTY LLC

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