Winter Garden Homes For Sale & Real Estate - 933 homes

Remarks: Welcome to this beautifully maintained 5-bedroom, 3.5-bathroom move in ready home, ideally situated on a desirable corner lot in the heart of Hamlin, Winter Garden. With a thoughtfully designed layout, this home features one bedroom on the main floor—perfect for guests or multi generational living—and three additional bedrooms upstairs, offering plenty of space and privacy for the whole family. The home boasts soaring open ceilings that create a bright, airy atmosphere throughout. The upgraded kitchen is a true highlight, featuring modern finishes, high-end appliances, and ample space for cooking and entertaining. Adding even more value is the detached mother-in-law suite, offering flexibility for extended family, a private office, or rental income potential. Recently repainted exterior, elegant plantation shutters throughout the entire home, upgraded carpet, screen enclosure, upgraded 8 feet door downstair and upstairs, and the advantage of a spacious corner lot offering extra privacy and curb appeal. Located just minutes from top-rated schools, shopping, dining, and entertainment, this home perfectly combines luxury, functionality, and location in one of Winter Garden’s most sought-after communities.

Listing is courtesy of: ARION REALTY (407-564-8888)

Listing Agent: Jin Cheng (561-346-5225)

Remarks: Under contract-accepting backup offers. Nestled within one of Central Florida's most exclusive neighborhoods this stunning home offers the perfect blend of luxury, comfort, and effortless entertaining. Located on a quiet cul-de-sac street boasting 5 bedrooms, 4.5 baths, a large loft and open floor plan this home is designed for everyday living and seamless hosting! Step outside to your private resort style salt water pool and enjoy nightly views of the Disney fireworks lighting up the sky! The upgraded "picture frame" pool screen design offers an uninterrupted view of the serene pond and the diverse wildlife that visits it! On the main level you will find the PRIMARY SUITE COMPLETE WITH A LUXURIOUS SPA LIKE BATH AND HUGE walk-in closet, a guest bedroom with its own full bath, the glass enclosed wine room and a convenient half bath for guests. The GOURNET KITCHEN flows to the expansive great room where 4 large sliders can open to the covered patio for the "outside inside" living!! Upstairs, in addition to the large loft are 2 bedrooms that share a full bath and another private en-suite bedroom. Recent upgrades include beams on the main level ceiling, beautiful built-in wall unit in the loft, outdoor kitchen and outdoor lighting. Located just minutes from Walt Disney World, premier shopping, dining, and everyday conveniences, and approximately 30 minutes to Orlando International Airport, this beautiful home is perfect for that unbeatable central Florida lifestyle!

Listing is courtesy of: HAMMOND REALTY GROUP LLC (407-468-0074)

Listing Agent: Lesa Dolan (407-925-5786)

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to this beautifully maintained 3-bedroom, 2.5-bath two-story home featuring a rear-load 2-car garage, ideally located in one of the area’s most desirable master-planned communities. Designed for modern living, the open-concept floor plan showcases durable tile flooring throughout the main level for easy maintenance. The kitchen is a true centerpiece, complete with granite countertops, white cabinetry, stainless steel appliances, and a large center island—perfect for entertaining or everyday living. The spacious first-floor primary suite is filled with natural light and features a walk-in closet, dual-sink granite vanity, and an oversized walk-in shower. Upstairs, you’ll find brand new carpet, a versatile loft space, two additional bedrooms, and a full bathroom with a dual-sink vanity and tub/shower combination—ideal for guests or family. Waterleigh continues to stand out as one of the premier communities in Horizons West, offering resort-style amenity centers, multiple pools, splash pads, indoor and outdoor fitness areas, scenic lakes and ponds, walking and nature trails, beach volleyball courts, playgrounds, and sports fields. A Publix is conveniently located at the community entrance, and lawn maintenance is included for added ease. This is Florida living at its best—whether you're an investor or end user. Schedule your private showing today.

Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)

Listing Agent: Tara Garkowski (407-405-8829)

Remarks: Located 15 minutes from Disney, this 3-bedroom, 3-bathroom condominium is nestled within the acclaimed, guard-gated, resort-style community of The Grove Resort & Water Park. Step into a spacious 1,554 square foot corner unit, boasting an open living space, a cozy, screened balcony, and not one, but two primary suites for maximum comfort. Resort amenities include on-site restaurants, two resort-style pools, a fitness center, arcade, dock, jogging path, and a water park that features a lazy river, multiple pools, water slides, and a surf simulator. Situated at the heart of Orlando's vibrant attractions, The Grove Resort offers daily transportation to and from the area's top destinations, providing endless activities at your fingertips. Dive into aquatic adventures at Discovery Cove or tee off at some of Orlando's finest golf courses near Disney World. Explore the enchanting Walt Disney World Resort with its four captivating theme parks or seek thrills at Universal Studios three exciting parks, including the brand new addition, Epic Universe. With an onsite management team ready to handle the heavy lifting, don’t miss your chance to own and benefit from this prime opportunity.

Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY (407-203-0007)

Listing Agent: Joseph Doher (407-203-0007)

Remarks: Under contract-accepting backup offers. Luxury lakeview living with private apartment above the garage. Welcome to your dream home, where luxury, comfort and thoughtful design come together in one of Hamlin’s sought-after communities. This exceptional residence features four spacious bedrooms, each with its own en-suite bath on the second floor, including one bedroom with en-suite bath conveniently on the first floor, plus an additional half bath for guest convenience. A standout feature is the desirable private Next Gen suite above the garage, offering incredible flexibility for multigenerational living, extended guests, a home office or potential rental income. Enjoy peaceful water views that create the perfect backdrop for both relaxing mornings and beautiful Florida sunsets. In a top-rated A-rated school district, this home offers not only luxury living but also outstanding educational opportunities. Enjoy a walkable lifestyle with direct access to dining, cafés, boutique shopping, fitness studios, parks and entertainment all nearby. This vibrant, growing community offers unmatched convenience and everyday enjoyment right outside your doorstep. More than just a home, this is a place where neighbors become friends and lasting memories are made in one of Central Florida's desirable areas. Schedule your private showing today and experience it for yourself!

Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-581-7888)

Listing Agent: Carolina Medeiros (305-753-1943)

Remarks: Why wait to build when you can move right into this gently used, practically brand-new home in the highly sought-after Waterleigh community? On a Private, Waterfront LOT! Nestled on a peaceful, quiet street with no rear neighbors, this 4-bedroom, 3-bathroom gem offers over 2,000 sq. ft. of functional living space, perfect for modern family living. Step inside and immediately appreciate the open, airy layout, featuring wood-look tile floors throughout for a sleek, low-maintenance finish. The heart of the home is an inviting living area, ideal for both everyday living and entertaining. The spacious kitchen offers ample storage, and the bright bedrooms provide a retreat at the end of the day. No detail has been overlooked in this home’s design. Situated on a beautiful conservation/water lot, you’ll enjoy serene views and privacy with no rear neighbors. It's the perfect backdrop for your outdoor living moments, whether you're relaxing on your patio or taking in the tranquil surroundings. Waterleigh offers an active and vibrant community lifestyle, with access to multiple resort-style amenity centers, including clubhouses, indoor fitness centers, walking trails, playgrounds, and sports fields—perfect for all ages. The community also provides lawn care and weed control as part of the HOA, so you can spend more time enjoying your beautiful home and less time maintaining it. The community is conveniently located near top-rated schools, including Water Spring Elementary and Middle School, and Horizon High School, making it ideal for families. You’re just a short drive away from everything Central Florida has to offer—amusement parks, shopping, dining, and entertainment. With easy access to I-4 and 429, commuting to all parts of the area is a breeze. Plus, the charming historic district of Downtown Winter Garden is just minutes away, featuring unique boutiques, restaurants, and entertainment options. This beautiful home is truly move-in ready and waiting for its next owner. Don’t miss out on the chance to make it yours—schedule your private showing today before it's SOLD!

Listing is courtesy of: VOSS REALTY INC (407-456-0777)

Listing Agent: Lindsay Kaye Voss (407-456-0777)

Remarks: Welcome to 1209 Castleport Rd — your next chapter in Stoneybrooke West, a gorgeous golf-course community where everyday feels like a getaway. From the moment you arrive you’ll love the manicured fairways, peaceful walking paths, and neighborhood pride that make this community stand out. Step inside and imagine family mornings and movie nights in the bright, open living spaces. This home offers 5 spacious bedrooms and 3 full bathrooms — plenty of room for guests, a home office, or a hobby room. Thoughtful finishes and flexible room spaces make entertaining effortless and daily life comfortable. Location is everything: you’re minutes from theme parks, with fast highway connections for stress-free commutes and weekend escapes, plus easy access to shopping, dining, and services. Whether you’re teeing off on the greens, grabbing dinner nearby, or heading out for a day at the parks, 1209 Castleport Rd combines comfort, convenience, and that warm, community feel you’ve been looking for.

Listing is courtesy of: THE PROPERTY STOP LLC (407-744-5557)

Listing Agent: Angela Magac (407-744-5557)

Remarks: Under contract-accepting backup offers. Nestled in the highly sought after area of Winter Garden, this hidden gem presents the perfect blend of comfort, convenience, and charm. This well maintained home features three spacious bedrooms and two bathrooms, along with both a welcoming living room and a separate family room, ideal for entertaining or relaxing with loved ones. Centrally located, the property is just minutes from the hospital, shopping, dining, and all that Winter Garden has to showcase. Practically turnkey, the home boasts major updates including a 2019 roof, 2022 HVAC system, and a 2022 water heater, providing peace of mind for years to come. Step outside to your own private oasis, where a beautifully maintained yard is filled with a variety of fruit trees and plants, including avocado, banana, pigeon peas, lemon, pineapple, ginger, soursop, and much more, perfect for enjoying fresh homegrown produce. Do not miss the opportunity to own this unique and inviting home in a prime location!

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Herna Quero (321-305-0916)

Remarks: Amazing opportunity to own an all-inclusive condominium just minutes from Disney! Located on the first floor of the highly desirable Building One, Unit 1114 is just steps from the resort’s incredible amenities, pools and water park, making it easy for owners and guests to enjoy everything the community has. This spacious 3-bedroom, 3-bath ground-floor unit features one of the largest and most versatile floorplans at The Grove Resort & Waterpark, offering convenient first-floor access, a more residential feel, and peaceful conservation views. Designed for comfort and privacy, the layout includes two en-suite bedrooms plus a private third bedroom, ideal for guests or flexible use. The primary suite boasts a private solarium and sitting room, creating the perfect space to relax and unwind while enjoying serene Florida scenery. The largest layout in the resort with separate living areas give this condo the comfort and functionality of a true vacation home rather than a typical hotel-style unit. The Grove Resort offers a true resort-style experience with exceptional amenities including multiple pools, Surfari Surf Park, Lake Austin with fishing dock and paddleboats, Escape Spa, fitness center, on-site restaurants, sundry shop, arcade, and youth activity center. Located just 3 miles from the Western Way entrance to Walt Disney World and minutes from Universal Studios and Orlando’s top attractions, this property combines luxury, convenience, and excellent income potential in one of Orlando’s most sought-after resort communities.

Listing is courtesy of: REAL BROKER, LLC (855-450-0442)

Listing Agent: Alexis Mckenzie (321-438-9670)

Remarks: Welcome to this beautifully maintained 3-bedroom, 2.5-bath home located in the highly desirable Watermark community in Winter Garden! This home features a bright open-concept floor plan where the kitchen, dining, and living areas seamlessly flow together — perfect for entertaining and everyday living. Upstairs, you’ll find all three bedrooms, two full bathrooms, a convenient upstairs laundry room, and an additional flex space ideal for a playroom, office space, media room, or second family room. The spacious primary suite offers privacy, while the two secondary bedrooms share access to a charming private balcony overlooking the neighborhood. A downstairs half bath adds convenience for guests. Additional features include a 2-car garage, energy-efficient solar panels, and thoughtfully designed living spaces throughout. Enjoy an unbeatable location with Starbucks, Walgreens, restaurants, shopping, and everyday conveniences all in close proximity. For Disney lovers, Magic Kingdom is approximately 9 miles away and Disney Springs is about 12 miles away, making this an ideal primary residence, vacation home, or investment opportunity. Residents of Watermark enjoy resort-style amenities including a community pool, tennis courts, clubhouse, playground, fitness center, and scenic walking trails. This home offers the perfect combination of location, lifestyle, and modern Florida living!

Listing is courtesy of: CROSS KEYS REALTY, INC. (352-505-5049)

Listing Agent: Morgan Coleman (352-222-9093)

Remarks: ***Lease agreement in place until March 2027*** This beautifully furnished single-family home offers a luxurious living experience with 4 bedrooms and 3.5 bathrooms, meticulously built in 2022. The property boasts a 2-car garage and a spacious loft, ideal for versatile uses. The kitchen is adorned with top-of-the-line stainless steel appliances, while the windows are elegantly adorned with stylish treatments. The master bedroom is a sanctuary with dual walk-in closets providing ample storage space. The laundry room is both practical and stylish, featuring a sink and modern washer and dryer for added convenience. Nestled in a vibrant new community, residents can indulge in a range of amenities including a clubhouse, pool, and a dog park. The property's prime location offers easy access to Disney World and major highways, ensuring seamless travel experiences. Whether as a lucrative long-term investment or a cherished primary residence, this listing promises a contemporary and comfortable living environment with sought-after features and an enviable location.

Listing is courtesy of: USA DREAMS REALTY CORP. (407-780-6422)

Listing Agent: Renata Lazo (407-780-6422)

Remarks: Experience the perfect blend of modern updates, resort-style amenities, and Disney-area convenience in this beautifully renovated townhouse located in the highly desirable Independence community. Thoughtfully updated throughout, the home features stylish new flooring, fresh interior paint, modern lighting fixtures, and a brand-new roof—providing a truly move-in-ready experience. The inviting living area enjoys peaceful, unobstructed views with no front-facing neighbors, creating the perfect backdrop to enjoy the Magic Kingdom’s dazzling nightly fireworks. Ample guest parking is conveniently located directly in front of the home, adding to the everyday convenience. Step outside to a spacious backyard and enjoy the covered walkway leading to the two-car garage—an ideal combination of comfort and functionality. Residents of Independence enjoy access to two resort-style clubhouses featuring pools, state-of-the-art fitness centers, tennis and basketball courts, and playgrounds, offering endless opportunities for recreation and relaxation. The HOA includes internet, cable, exterior maintenance, grounds maintenance, and pest control, making this property an excellent choice as a primary residence, vacation home, or investment opportunity.

Listing is courtesy of: RE/MAX TOWN CENTRE (407-996-3200)

Listing Agent: Fernando Barragan (407-325-1085)

Remarks: *** PRICE REDUCTION *** Located in the sought-after Lakeshore Preserve community of Winter Garden, this 5-bedroom, 4.5-bath, 4,300 sq ft luxury lake view home offers refined design and flexibility. The home features two primary suites, one on the main level and one upstairs, ideal for multigenerational living or hosting guests. From the moment you enter, refined finishes and an open layout set the tone, enhanced by a covered entry with a two-story foyer, oak stair treads, Shaw Sonoma porcelain tile throughout the main level, and Shaw Supino LVP flooring upstairs. A formal dining room leads seamlessly through a butler’s pantry with a walk-in pantry into the heart of the home. The chef’s kitchen impresses with an oversized island with dining bar, quartz countertops, soft-close cabinetry, decorative upper cabinets, a farm sink, designer hood, and high-end KitchenAid appliances, including a natural gas cooktop and built-in oven, complemented by a Sub-Zero panel refrigerator. Upgraded plumbing fixtures and low-voltage enhancements, including a security system and wireless access points, elevate functionality. The open living room features coffered ceilings with wood trim detailing and expansive sliding glass doors capturing breathtaking lake views and overlooking the resort-style saltwater infinity pool and spa for seamless indoor-outdoor living. The downstairs primary suite offers a private escape with a spacious bedroom, walk-in closet, and spa-inspired bathroom with dual vanities, soaking tub, and frameless glass-enclosed shower. Upstairs, a versatile loft provides additional gathering space, while the main primary suite is a true showpiece with double-door entry, an expanded upper balcony, and a private balcony with retractable motorized screens showcasing lake views, fireworks, and rocket launches. This suite also features custom walk-in closets and a luxurious bathroom with a soaking tub overlooking the water and an oversized walk-in shower with floor-to-ceiling tile. Bedroom three includes a walk-in closet, private ensuite bathroom, and additional square footage. Two additional bedrooms share a full bathroom with double vanities. Outdoor living shines with an expanded covered lanai featuring pavers, privacy wall, motorized screens, and pre-plumbed water and gas connections. The heated saltwater infinity pool and spa with sun shelf are perfectly positioned to capture the view. Beyond the pool, an extended patio with a private gas fire pit creates an ideal space for entertaining or relaxing under Florida’s night skies. Additional features include a solar system reducing monthly electric costs, tankless Rinnai natural gas water heater, wired emergency generator outlet, whole-home surge protector, whole-home water filtration and softener, ample storage, custom closets throughout, bottom-up/top-down blinds, laundry room, and a two-car garage with epoxy flooring and over-garage storage. The home also features upgraded landscaping, fencing, and a small in-home safe. Residents enjoy lawn care included with the HOA and access to resort-style amenities on Panther Lake, including a zero-entry pool, clubhouse, fitness center, and playground, beach volleyball court, dock, and kayak launch. Conveniently located near Hamlin Town Center, Orange County National Golf Center, major highways, and minutes from Walt Disney World, this exceptional home offers luxury, lifestyle, and an unbeatable Winter Garden location. Schedule your private showing today.

Listing is courtesy of: ALIGN REAL ESTATE LLC (305-389-2922)

Listing Agent: Tiffany Pantozzi (407-955-9716)

Remarks: 14K PRICE DROP | Ground Floor Unit | Pond and Fountain Views | Aggressively Priced Ground floor residence featuring 14 foot ceilings exclusive to first floor units, creating an open and spacious main living area. Ideally positioned within the community, the unit offers quick access to nearby resort amenities. Ground level units are often favored for vacation use due to convenient access without stairs or elevators. The screened private lanai overlooks a courtyard with pond and fountain views, framed by lush landscaping and mature palm trees. Interior features include stainless steel appliances, granite countertops, and a full size washer and dryer. The well designed split floor plan includes two bedrooms plus a pull out sofa, accommodating up to six guests. The community is professionally managed as a Condo Hotel, offering owners participation in an on-site rental program to help offset ownership costs when the unit is not in use. HOA fees conveniently covers all utilities as well as pest control, sewer, trash, and common-area insurance. Located within The Grove Resort & Water Park, a Disney World® Good Neighbor Hotel, owners and guests enjoy Surfari Water Park, FlowRider® surf simulator, fitness center, on site dining, walking trails, covered parking, lake access, and shuttle service to the Walt Disney World® Resort. ________________________________________

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Michael Prendergast (813-362-4837)

Remarks: Under contract-accepting backup offers. Some Photos virtually staged. Solidly built mid-century home in an exceptional Downtown Winter Garden location, just moments from Plant Street shopping and dining, Crooked Can Brewing Company, Garden Theatre, the splash pad, and all the charm of the golf cart district. Enjoy dinner downtown, then take your golf cart to Newton Park to catch breathtaking sunsets over Lake Apopka. Hard to find, timeless charm and well maintained! Offering 1,716 sq. ft. per the property appraiser, including a spacious laundry room. The roof was replaced in 2016, windows have been updated, and the home includes a termite bond for added peace of mind. Rare opportunity to own a one owner (since the 60's) home, lovingly cared for in a Prime Downtown location~ Schedule your private showing today!

Listing is courtesy of: WINDSOR REALTY GROUP INC (407-877-3463)

Listing Agent: Lisa Bennett (407-877-3463)

Remarks: Under Construction. Waterleigh presents the Seacliff. This two-story all concrete block construction single-family home features 4 bedrooms and 3.5 bathrooms optimizing living space with an open concept feel. A beautiful porch welcomes you to this home, as you enter the foyer, you are greeted with a formal dining room. Customize this area to meet your needs with an optional den. Go down the hallway and you’ll find a powder room and laundry room tucked behind the stairwell leading up to the second floor. The well-appointed gourmet kitchen overlooks the casual dining area, family room and outdoor lanai. This home features a spacious kitchen island with built in sink and dishwasher to optimize counter space, and a walk-in pantry for extra storage. All homes in this community will have stainless steel appliances, making cooking a piece of cake. Bedroom one is located off the living space in the back of the home for privacy. The bedroom one bathroom impresses with separate vanities, shower/tub space, toilet room with privacy door as well as a spacious walk in closet. As we head upstairs, you are greeted with a loft area and all three bedrooms. Two bedrooms share a upstairs bathroom with double bowl vanity while the additional bedroom is complete with ensuite bathroom. Like all homes in Waterleigh, the Seacliff includes a Smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

Listing is courtesy of: DR HORTON REALTY OF CENTRAL FLORIDA LLC (407-250-7299)

Listing Agent: Stephen Cline (407-250-7299)

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to 12444 Westfield Lakes Circle, a beautiful ADA-accessible, pond view home featuring a private POOL and SPA. This home is thoughtfully designed with accessibility, comfort, and modern smart home technology in mind. The primary bathroom includes an ADA-compliant shower and toilet, and the home features an ADA-compliant cabinets and Samsung refrigerator installed in 2025. Enjoy seamless smart home integration throughout with Philips Hue smart lighting, smart light switches, smart security system, smart thermostat, smart garage door, smart refrigerator, and smart dishwasher, all easily controlled from your phone or smart devices. Step outside to relax in the screened pool and spa creating the perfect setting for entertaining or unwinding at home. One of the bathrooms even doubles as a pool bath. Primary bedroom overlooks the pool/spa. Additional recent updates include a newer AC system still under warranty, replaced pool pump and timer, replaced irrigation back flow valve (February), offering added value and peace of mind. Residents enjoy a true neighborhood atmosphere with community tennis courts, playground, and beautifully maintained surroundings, all while being conveniently close to everyday shopping, dining, and entertainment. Westfield Lakes offers quick access to all major highways, Winter Garden Village, and area attractions, making commuting and daily living easy. The community is zoned for highly rated schools and is loved for its balance of privacy, convenience, and established charm. Schedule your showing today and make this home yours! Buyers and agents to verify HOA, taxes, measurements, schools, and any MLS information.

Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)

Listing Agent: Lori Lucente-Nelson (407-401-1400)

Remarks: Under Construction. .

Listing is courtesy of: K HOVNANIAN FLORIDA REALTY (321-263-2601)

Listing Agent: Richard Selikoff (201-741-7242)

Remarks: Tenant Occupied Through January 2027 – Excellent Investment Opportunity! Discover this beautifully crafted 3-bedroom, 2.5-bath home with 2,078 sqft of heated space, built in 2020, in the highly desirable Watermark Terrace community. Currently leased through January 2027, this property offers immediate rental income potential, with the possibility of lease continuation. Featuring a gourmet kitchen, spacious loft, solar panels, and a garage with extended driveway. Enjoy no rear neighbors and direct views of Horizon High School from the backyard. Conveniently located minutes from top-rated schools, golf courses, restaurants, and entertainment. Zoned for Panther Lake Elementary and Horizon High. Community amenities include four resort-style pools, tennis courts, a clubhouse, and playground. A great opportunity for investors seeking style, location, and long-term value.

Listing is courtesy of: OKKLA REALTY (954-621-7779)

Listing Agent: Rick Gradin (954-621-7779)

Remarks: Short Sale. Great home, great shape, let's talk

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Rick Cazeau (407-796-4515)