Homes for Sale Near Windy Hill Middle in Clermont - 173 homes

Remarks: One or more photo(s) has been virtually staged. Under Construction. This new Minori two-story home opens to an inviting dining room with shared access to a well-equipped kitchen and an expansive Great Room ideal for modern entertainment. Through glass-sliders is a breezy lanai. On the second level are two secondary bedrooms arranged near a full-sized bathroom, while down the hall is the private owner’s suite. The spacious owner’s suite includes a spa inspired bathroom and fabulous walk-in closet. With “Everything’s Included”, luxury and value go hand in hand. Enjoy connectivity, green building features, plus new energy conscious appliances. Welcome to Wellness Ridge the community that was designed to provide a Healthy & Active Lifestyle!! Community Features include: Sports Courts, Clubhouse, Fitness Center, Conservation Areas, Playground, Resort Style Swimming Pool and Multi-Use Trails. This beautiful home is very close to Lake Louisa State Park. Clermont is one of the fastest-growing cities in Central Florida. Strategically located close to Orlando and theme parks, it is known for its picturesque hills and pristine lakes. Schedule your appointment today!

Listing is courtesy of: LENNAR REALTY (800-229-0611)

Listing Agent: Ben Goldstein (407-310-7677)

Remarks: JUST REDUCED – BEST VALUE POOL HOME IN CLERMONT! Experience true Florida living in this fully upgraded 3,032 sq ft home featuring a brand-new pool and spa, outdoor kitchen, and private putting green—a rare backyard setup perfect for entertaining and relaxing year-round. Inside, you’ll find a gourmet kitchen with stone countertops, cooktop, built-in BBQ grill, bar seating, and walk-in pantry, plus a stunning custom entertainment wall that anchors the main living space. Flexible living areas include a formal dining room and bonus space ideal for a home office or lounge. This home is packed with upgrades: new exterior paint, custom closet systems throughout, epoxy garage floor, and inside laundry for convenience. The thoughtfully designed layout offers three spacious bedrooms and two full baths, including a Jack-and-Jill setup, while the primary suite provides a comfortable retreat with ample storage. Move-in ready and designed for lifestyle, this home stands out from the competition. Priced to sell—don’t miss this opportunity.

Listing is courtesy of: LUXE HUNTER REAL ESTATE (407-984-4888)

Listing Agent: Allison Hunter (407-221-4669)

Remarks: Some photos are Virtually Staged. Welcome home! This stylish two-story residence offers modern amenities, a functional layout, and a spacious backyard with serene conservation views. Inside, an open-concept design seamlessly connects the living room and kitchen—ideal for entertaining or family gatherings. The kitchen features quartz countertops, a large island, stainless steel appliances, abundant cabinet space, and a pantry for extra storage. Step outside to the covered lanai, where indoor and outdoor living blend effortlessly. The first floor also includes a full bedroom and bathroom, ideal for guests, a home office, or formal dining space. Upstairs, a versatile loft provides the perfect spot for a playroom, office, or media area. The primary suite overlooks the peaceful conservation area and includes an en-suite bathroom and spacious walk-in closet. Two additional bedrooms, another full bath, and a laundry room complete the second floor. Recent updates include stylish luxury vinyl plank flooring throughout. Enjoy resort-style amenities including a clubhouse with cozy fireplace patio, two stunning pools (a zero-entry pool and a lap pool), a 24-hour fitness center, dog park, and splash pad. Just minutes from Walt Disney World, shopping, and dining, this home offers the perfect blend of comfort, convenience, and Central Florida living. Schedule your showing today!

Listing is courtesy of: WAYPOINT REAL ESTATE GROUP INC (407-566-8265)

Listing Agent: James Tate, Pa (407-716-2090)

Remarks: Only Move-In Ready Wilshire plan with stunning conservation views and added privacy with no rear neighbors! This spacious 6 Bedroom, 4 Bath new home is designed for comfort and flexibility. The exceptional layout includes a front Living Room/Flex Space, an inviting second-floor Game Room, and a spacious Great Room overlooking the rear covered Lanai—ideal for indoor-outdoor living and entertaining. The first floor features soaring 9'4" ceilings, and 5 1/4" baseboards are included throughout, adding to the open and elegant feel. The upgraded kitchen boasts 42" cabinets with crown molding, quartz countertops, a stylish tile backsplash, and stainless steel appliances. The garage includes extra storage space for added convenience. Retreat to the expansive Primary suite with an oversized walk-in closet and a luxurious ensuite Bath featuring dual sinks set in an adult-height vanity, quartz countertops, and stunning shower with frameless glass enclosure and upgraded wall tile surround. A perfect blend of space, style, and scenic surroundings—this home has it all! The beautiful Ridgeview Community offers great amenities including Pool and Playground, and is located directly across from Lake Louisa State Park, right next door to the new Olympus Project, and has direct access to Schofield Road, the new connection between Clermont and Winter Garden. Community is conveniently located close to shopping and dining, with easy access to major thoroughfares.

Listing is courtesy of: RISEWELL HOMES FLORIDA LLC (888-827-4421)

Listing Agent: Stephen Wood (321-231-2077)

Remarks: Under Construction. Make the most of your lifestyle in the 2,529 sq. ft., single-story Dahlia floorplan, offering well-proportioned space with both private and shared living areas. The combined Great Room, dining area and kitchen area offers plenty of space to entertain, with an adjacent covered lanai for outdoor excursions. The owner’s suite delivers stylish luxury and sheer space, with a large walk-in closet. The bedrooms offer quiet comfort, while a nearby flex room can be used for anything from movies to crafts to an office/studying space.

Listing is courtesy of: MATTAMY REAL ESTATE SERVICES (407-440-1760)

Listing Agent: Amanda Warren (321-662-0779)

Remarks: Brand new, energy-efficient home available! Retreat to your luxurious primary suite upstairs with an oversized walk-in closet and dual sinks in the bath. Now selling, Cagan Crossings West offers spacious open-concept townhomes from the mid $300s, on US-27 in Clermont, FL. This desirable location allows residents to be minutes from Clermont's chain of lakes, Downtown Clermont, and Disney World. This community will feature a resort-style pool and cabana as well as a tot lot. Each of our homes is built with innovative, energy-efficient features designed to help you enjoy more savings, better health, real comfort and peace of mind.

Listing is courtesy of: MERITAGE HOMES OF FL REALTY (813-703-8860)

Listing Agent: Bryan Sumner (813-336-5895)

Remarks: Short Sale. From the moment you pull up, it’s giving: “Yes, I mow my lawn and host killer charcuterie nights.” That wide lot? Manicured to perfection. The shady oak? Straight out of a storybook. You haven’t even stepped inside and already you’re vibing. Inside, it’s all natural light and smart flow. A front office built for your remote-work era. A formal dining room practically begging for candlelight and dramatic toast-giving. Then you hit the open kitchen and living area — granite counters, gas range, 42" cabinets, and a pantry that gets your Costco personality. You look around and think: I could live here. No — I should. The primary suite is calm, tucked away, and completely unbothered — with dual walk-in closets and an ensuite that knows how to stay in on a Friday night. Upstairs? Flex central. A bonus room for movie marathons, three more bedrooms, a tech nook, and all the space that makes real life feel easier. But let’s talk about where the magic happens: outside. Fully fenced. Fully fabulous. A pergola born for wine o’clock. A covered lanai made for rainy-day reading. And an extended paver patio that says yes to barefoot brunches, golden hour hangs, and spontaneous dance breaks. And Hammock Pointe? It’s not just a neighborhood, it’s a vibe. The kind of place that doesn’t just gather — it participates. Where Halloween goes full production, and New Year’s Eve brings a house-to-house progressive party, each stop with its own theme, like a walkable carousel of food, music, and light, making every doorstep part of the story. There’s a community pool, a playground, and water included in the ultra-low HOA that feels like a happy little secret. Location hits hard too: 10 minutes to downtown Clermont for farmers markets, festivals, and lakefront dining, 7 minutes to the Chain of Lakes boat ramp, and just 30 minutes to the theme parks. So yeah, this isn’t just a house. It’s the one that understands the assignment. And looks good doing it.

Listing is courtesy of: THE AGENCY FL (407-335-4119)

Listing Agent: Cassidy Mcwherter (801-661-1353)

Remarks: This is a must see! This charming 2-bedroom, 1.5 bathroom home features a NEW ROOF installed in 9/2025. The home is light and bright with lots of windows and a solar tube in the kitchen. The kitchen with its ample countertop space, lots of cabinets, a beautiful tiled backsplash flow into a dining room area or you can use barstools and have this as added living space. Enjoy the ease of ceramic tile flooring throughout, NO carpet! The community offers lots of amenities; it is gated, has an Olympic Size Pool, Clubhouse, Tennis/Pickleball courts, Basketball, a Playground and more. Enjoy access to Lake Louisa; which is part of the Clermont Chain of Lakes, small boat launch, pier, and beach area. RV & Boat Storage available for a nominal fee. What makes this community even better is everything that is included in the monthly assessment water, sewer, trash, cable, internet and grounds maintenance allowing you to spend more time enjoying the Florida weather. Located close to shopping, restaurants, golf courses, major highways, lakes, State Parks, and all that Downtown Clermont has to enjoy, there is no shortage of things to do. Plus, you are only a short drive away to Disney. This is a perfect full-time home, part time home or investment opportunity.

Listing is courtesy of: FLORIDA PLUS REALTY, LLC (352-901-9100)

Listing Agent: Nicky Dixon (407-252-2596)

Remarks: Beautiful 5-bedroom, 4-bath residence Sims Model offering an exceptional blend of luxury, functionality, and location. This thoughtfully designed home features a dedicated home gym and a private den—perfect for today’s work-from-home lifestyle. The expansive kitchen is the heart of the home, highlighted by a large center island with seating for six, ideal for casual dining and entertaining. Open living spaces located in the highly sought-after Wellness Way Corridor, this property is perfectly positioned between Highway 27 and Schofield Road, providing both convenience and long-term growth potential. This home offers privacy, space, and a premier location in one of Central Florida’s most exciting emerging community. Wellness Way Corridor.

Listing is courtesy of: TRINITY FAMILY BUILDERS LLC (407-773-0029)

Listing Agent: Stephen Wood (321-231-2077)

Remarks: Under Construction. Stunning 5-Bedroom, 3-Bath Two-Story gem of a home! ?? Welcome to this beautifully maintained 5-bedroom, 3-bath residence offering the perfect blend of comfort, style, and privacy. Situated in a desirable community, this spacious two-story home provides an exceptional layout ideal for families, work-from-home professionals, and those who love to entertain.Offers a smart separation of living and sleeping spaces, providing comfort and convenience for every member of the household. This home delivers the space, privacy, and modern comfort you’ve been searching for. Don’t miss your chance to own this exceptional property!

Listing is courtesy of: TRINITY FAMILY BUILDERS LLC (407-773-0029)

Listing Agent: Stephen Wood (321-231-2077)

Remarks: One or more photo(s) has been virtually staged. Welcome to this beautifully maintained home featuring stunning curb appeal and a brand-new roof for added peace of mind. Inside, you’ll find a spacious living room that offers plenty of room to relax and entertain. The kitchen showcases white cabinetry and comes fully equipped with a dishwasher, refrigerator, microwave, and range. It also includes an eating area that flows seamlessly into the family room, creating an open and inviting space. The primary suite includes a retreat area perfect for a home office, gym or nursery. The ensuite bathroom features dual sinks and a separate soaking tub and shower. Vinyl and tile flooring run throughout, providing durability and easy maintenance. Step outside to a covered patio and fenced backyard that is nicely landscaped with lush grass —perfect for enjoying outdoor living. This home combines comfort, style, and functionality in a great setting. Hurry to show it today!

Listing is courtesy of: HOMESMART (407-476-0461)

Listing Agent: Cheryl Kypreos (214-271-9400)

Remarks: Welcome home to the Palisades! Located in a highly desirable community known for its tree-lined streets and welcoming atmosphere. This beautifully maintained 3-bedroom, 2-bath home with a bonus office/flex room offers lake views and no rear neighbors for added privacy. The home features a renovated kitchen, updated flooring, and major upgrades including a roof replaced in 2022, tankless water heater, all kitchen appliance and water softener system are fairly new. The exterior was freshly painted two years ago, enhancing curb appeal. Enjoy outdoor living perfect for relaxing or entertaining, along with resort-style community amenities including a pool, clubhouse, tennis courts, playground, and private boat ramp with access to the Clermont Chain of Lakes via Lake Minneola. HOA includes basic cable and internet. Schedule your private showing today

Listing is courtesy of: RED CREST REALTY, LLC (786-317-6359)

Listing Agent: Laura Matos (786-317-6359)

Remarks: Seller is providing $5,000 towards closing cost. This Clermont FL home offers a functional layout ideal for both daily living and rental flexibility. The open-concept living areas create an inviting atmosphere filled with natural light, while the split-bedroom design provides privacy and comfort. Enjoy Spacious first floor primary suite with walk-in closet, Open floor plan, Generous secondary bedrooms, Move-in ready condition. The chef in the house will really enjoy the massive island and the gourmet kitchen with the flat-top stove. The entire house has custom window treatments, including the remote shade that covers the sliding glass doors. Living in 34711 means enjoying Clermont’s rolling hills, lake views, and small-town charm — while staying connected to the economic engine of the greater Orlando area. Demand in this pocket of Lake County continues to rise due to its balance of affordability and proximity to Orlando’s employment hubs and attractions, including Disney World, Universal Studios, Epic Universe. Imagine evenings by the lakes, weekend farmers markets, bike rides along the South Lake Trail, and quick drives into Orlando for work or entertainment. IMAGINE watching DISNEY FIREWORKS nightly from your backyard, PLUS VIEWING SPACE X Launched with a clear view from your own backyard. This is Florida living without the congestion — yet close to everything. The Olympus Project is currently being built right behind this community. Spend the weekend glamping at Lake Luisa only ten minutes away. Enjoy Hiking, fishing, kayaking, horse riding. Clermont’s growth trajectory, infrastructure access, and Lake County Florida tax advantages make homes in 34711 highly desirable. Inventory in this price range moves quickly because buyers recognize the combination of location, livability, and long-term value.

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

Listing Agent: Earl King, Jr (321-316-9488)

Remarks: Brand new, energy-efficient home available NOW! At the heart of this open-concept main level, the kitchen boasts an island perfect for entertaining. Now selling, Cagan Crossings West offers spacious open-concept townhomes from the mid $300s, on US-27 in Clermont, FL. This desirable location allows residents to be minutes from Clermont's chain of lakes, Downtown Clermont, and Disney World. This community will feature a resort-style pool and cabana as well as a tot lot. Each of our homes is built with innovative, energy-efficient features designed to help you enjoy more savings, better health, real comfort and peace of mind.

Listing is courtesy of: MERITAGE HOMES OF FL REALTY (813-703-8860)

Listing Agent: Bryan Sumner (813-336-5895)

Remarks: ? Under Construction – Available October 2025! ? Welcome home to this stunning brand-new 5 bedroom, 3 bathroom, two-story residence featuring a spacious 2-car garage and all the modern comforts you’ve been dreaming of. The heart of the home is a chef-inspired kitchen with a huge island, perfect for entertaining and everyday living. Upstairs, you’ll find a versatile loft area, ideal for a media room, play space, or home office. Retreat at the end of the day to your luxurious primary suite, complete with its own private sitting area/retreat, creating the perfect sanctuary. Step outside to enjoy Florida living at its finest with a covered lanai, designed for relaxing evenings or weekend gatherings. This thoughtfully designed inventory home is being built with today’s lifestyle in mind and will be move-in ready October 2025. With brand-new finishes, modern design, and spacious living throughout, this is truly a home you won’t want to miss! ?? Schedule your showing today—this beauty is a must-see!

Listing is courtesy of: TRINITY FAMILY BUILDERS LLC (407-773-0029)

Listing Agent: Stephen Wood (321-231-2077)

Remarks: Ready Now. This Beautiful Hayden Model has 3 bedrooms with a den and a HUGE extended lanai. With 2008 sq. ft. of living space this home offers plenty of room to relax and entertain. Large back yard that could accomidate a pool if you wanted to build one and currently no rear neighbors. Tile in all traffic areas, solid surface quartz countertops, upgraded cabinets. Enjoy the Trinity Triple Advantage, which includes Luxury Bath Retreats, Sustainable Greener Future Features, and Security Package Placement at the front of your entry for your sent package. There is just so much to list that it is too much to mention so come and see for yourself and leave with your brand new home.

Listing is courtesy of: TRINITY FAMILY BUILDERS LLC (407-773-0029)

Listing Agent: Stephen Wood (321-231-2077)

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to this beautifully maintained home in the highly desirable John’s Lake Landing community in Clermont. Built in 2018 and practically like new, this home offers 3 bedrooms, 2 bathrooms, and a dedicated office/den, providing the perfect blend of functionality and comfort for today’s lifestyle. Inside, the open-concept layout creates a bright and inviting atmosphere, featuring tile flooring throughout the entire home — NO CARPET — along with QUARTZ COUNTERTOPS, STAINLESS STEEL APPLIANCES, upgraded lighting, and stylish finishes throughout. The kitchen flows seamlessly into the living and dining spaces, making it ideal for both everyday living and entertaining. The spacious primary suite features a tray ceiling, a massive walk-in closet, and an upgraded en-suite bathroom with a walk-in shower and elevated finishes throughout, creating a relaxing private retreat. Step outside to enjoy the screened-in lanai overlooking a private backyard with NO REAR NEIGHBORS, offering a peaceful space for morning coffee, outdoor dining, or relaxing evenings. Just moments from the home, residents enjoy access to the community’s resort-style pool, playground, and vibrant neighborhood atmosphere, with regular events such as block parties, First Friday gatherings, and movie nights by the pool. John’s Lake Landing is one of Clermont’s most sought-after communities thanks to its welcoming vibe and prime location near Florida’s Turnpike, major highways, shopping, dining, and the area’s growing collection of restaurants and everyday conveniences. Located approximately 15 minutes from the Plant Street Market in historic Winter Garden, a popular destination known for artisan eateries, breweries, and specialty shops — plus about 25 minutes to Disney, 30 minutes to Orlando International Airport, and roughly 1.5 hours to both Florida coasts.

Listing is courtesy of: OPTIMA ONE REALTY, INC. (352-243-6784)

Listing Agent: Janel Green (352-461-9667)

Remarks: Welcome to 15842 Robin Hill Loop in Clermont! This 4- Bedroom (with 2 Primary Suites!), 3 Full Bathroom move-in ready Pool Home is on one of the best lots in the neighborhood is loaded with major updates and thoughtful features inside and out! Peace of mind comes easy here with a new roof (2023), roof-mounted photovoltaic solar system (2020) seller is willing to pay off the balance with an acceptable offer so you can enjoy extremely low power bills year-round, a newer AC (2020), and a new gas water heater (2024). These major upgrades give you lasting efficiency and value from day one! Step inside and you’ll immediately notice the Wood-Look Porcelain Tile that flows through the main living areas and primary suite, combining warmth with durability. This flexible and open layout features dual primary suites, ideal for multigenerational living or hosting extended family. The home is filled with natural light thanks to large windows and sliding doors that connect seamlessly to your outdoor retreat. The kitchen is equipped with stainless steel appliances, ample cabinetry, and sunny breakfast space framed by large windows. Secondary bedrooms feature brand new carpet, while the oversized living room provides high ceilings and an inviting space for gatherings with a direct view of the pool. Out back, enjoy your gas-heated pool and jacuzzi under a full screen enclosure, perfect for year-round relaxation and entertaining. The fully fenced backyard offers privacy, and the oversized corner lot (1/3 acre) gives you room to breathe - one of the best positions in the neighborhood. Even the garage is designed with lifestyle in mind, featuring a sliding tractor screen door so you can use the space comfortably, even in the Florida summers. This well-maintained community is full of mature trees and landscaping, offering a welcoming setting with rare flexibility: it allows owner occupants, short-term rentals, vacation rentals, and long-term rentals. There are tennis courts, pickleball courts, a large sports field and a playground! Whether you’re looking for a personal residence or an investment property, this home checks every box at a very reasonable asking price. With its unbeatable list of upgrades, dual-suite layout, resort-style outdoor living, and prime lot, 15842 Robin Hill Loop is one of the strongest values on the market today. Schedule your showing and see it for yourself!

Listing is courtesy of: CREEGAN GROUP (407-622-1111)

Listing Agent: Chris Creegan (407-622-1111)

Remarks: Welcome to your dream home! This stunning 2,755 sq ft residence offers the perfect blend of space4, comfort and luxury in a beautiful, well-maintained community. This gem home features 4 bedrooms + private guest room on the guest floor, there's a room for everyone, whether it's family, visitors or a home office. Offering 3 full bathrooms designed for convenience and comfort. Our open-concept design with its seamless flow between the living room, dining and kitchen areas making entertaining effortless. Step outside to your private covered lanai and enjoy your private outdoor retreat! Amazing home with 2-car garage and parking space on pavered driveway for additional parking. Don't miss out on this beauty. Contact us now.

Listing is courtesy of: TRINITY FAMILY BUILDERS LLC (407-773-0029)

Listing Agent: Stephen Wood (321-231-2077)

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. You have found a home that truly stands out. Impeccably maintained and thoughtfully updated, this stunning residence feels practically brand new. A NEW 2024 roof, 2025 water heater, water softener system with reverse osmosis, and solar panels that will be fully paid off with the sale of the home are just a few of the exceptional upgrades that bring modern comfort and long-term value to this beauty. Step inside and you’ll immediately appreciate the spacious, open layout featuring a combined living and formal dining area that’s perfect for hosting family and friends. The bright, inviting kitchen offers abundant cabinetry and a cozy breakfast nook, creating an ideal space for everyday living. The thoughtfully designed split-bedroom floor plan ensures privacy, with the generous primary suite tucked away from the additional bedrooms. The upgraded primary ensuite includes dual sinks, a large walk-in shower, and a walk-in closet, providing comfort and convenience at every turn. Throughout the home, you’ll find ceramic tile flooring and ceiling fans in each bedroom and the living room—another touch of easy Florida living. Outdoors, this property continues to impress. A paver driveway, a large storage shed, and a rear porch perfect for relaxing or cultivating your gardening passions all enhance the home’s functionality and charm. The home is also equipped with exterior security cameras offering full-perimeter coverage, giving you added peace of mind. And with solar panels that will be fully paid off at closing, you’ll enjoy eco-friendly energy benefits without assuming any remaining balance. Located within the highly sought-after Sawgrass Bay community, residents enjoy resort-style amenities including a controlled-access swimming pool, playgrounds, a sand volleyball court, and picturesque walking trails surrounded by serene lakes. Clermont’s exciting growth only adds to the appeal. The upcoming Sawgrass Bay Connector Road to Fleming Road (expected January 2026) and the planned Sawgrass Bay Blvd. extension to Western Way—Disney’s back entrance—also anticipated in 2026, will greatly enhance accessibility and convenience. With Disney World just 20 minutes away, top-rated schools, and tremendous future potential, this well-maintained home presents a rare opportunity to secure a valuable piece of Clermont’s vibrant future.

Listing is courtesy of: AMPLIFY REAL ESTATE SERVICES FL (813-501-5473)

Listing Agent: Chris Rice (863-412-4994)