Homes for Sale Near Windy Hill Middle in Clermont - 202 homes

Remarks: This beautifully maintained, like-new home features 3 bedrooms upstairs and a versatile flex room on the first floor, perfect for a home office, TV room, or playroom. The kitchen showcases beautiful finishes and plenty of natural light, making it a bright and inviting heart of the home. The master suite offers a spacious retreat with a large walk-in closet, while the laundry conveniently upstairs adds to the home's practical layout. Step outside to a large backyard, ideal for outdoor entertaining or relaxing in the Florida sun. Perfectly designed for modern living, this home combines style, functionality, and comfort in a desirable Clermont location. Don’t miss the opportunity to make it yours!

Listing is courtesy of: POINTON REALTY INC (407-395-2860)

Listing Agent: Andrea Pointon (407-446-4414)

Remarks: LUXURY RENOVATION WITH 3 FULL BATHS & INCOME POTENTIAL – NO CDD & LOW HOA! Welcome to 10618 Reagans Run Drive, a masterfully upgraded residence in Clermont where no expense has been spared. Featuring over $40,000 in premium improvements, this home offers the perfect combination of sophisticated design, top-tier mechanical reliability, and a smart layout for maximum ROI. UNMATCHED UPGRADES & LUXURY FEATURES: MECHANICAL EXCELLENCE: Total peace of mind with a BRAND NEW ROOF (Installed 2025) with a 40-year life expectancy and a NEW HVAC SYSTEM featuring a 10-year warranty. LUXURY INTERIOR FEATURES: The entire home features stunning Luxury Italian Porcelain tile flooring (no carpet!). GOURMET KITCHEN: A chef’s dream! Completely renovated with Exquisite Wood Cabinetry, high-end Quartz countertops, and premium Stainless Steel appliances. BONUS INCOME SUITE: The garage has been professionally converted into a fully independent Studio/Efficiency with its own full bathroom and private side entrance. Ideal for generating rental income to pay your mortgage or as a private guest suite. OUTDOOR ENTERTAINING: Relax on the covered back porch with premium pavers and a built-in Outdoor Kitchen (sink and cabinets), all overlooking a large, fully fenced backyard. FINANCIAL ADVANTAGES: NO CDD fees and a remarkably low HOA of only $298/Annually. Move-in ready with "Zero" deferred maintenance. LOCATION: Enjoy the best of Clermont’s rolling hills, lakes, and shopping, with easy access to major highways for a quick commute to Orlando. Conveniently located near US-27 and SR-50, with easy access to supermarkets, restaurants, Clermont Landing, and Downtown Clermont. Enjoy nearby recreational areas such as Lake Louisa State Park and the Clermont Chain of Lakes, and benefit from being just 30–40 minutes from Orlando’s top attractions including Walt Disney World and Universal Studios. This is a rare "Turn-Key" opportunity that pays for itself. Schedule your private showing today!

Listing is courtesy of: LA ROSA REALTY ORLANDO LLC (407-288-8201)

Listing Agent: Brigida Lopez (321-945-3989)

Remarks: Under contract-accepting backup offers. Welcome to your dream home in the highly desirable community of Clermont! This stunning 6-bedroom, 4-bathroom residence offers the perfect blend of comfort, elegance, and space for the entire family. Step inside to find an open-concept floor plan with soaring ceilings, abundant natural light, and beautiful upgrades throughout. The chef’s kitchen features granite countertops, stainless steel appliances, and a spacious island — perfect for entertaining or family gatherings. The home also features a 3-car garage, a newly added screened patio with pavers, and has been very lightly lived in, recently used only as a second home by the owners. The primary suite is a private retreat, complete with a luxurious en-suite bathroom and two walk-in closets. The additional bedrooms are bright and spacious, ideal for guests, a home office, or a playroom. Enjoy Florida living at its finest in the expansive backyard, perfect for outdoor dining or relaxing. The home also includes a large laundry room and plenty of storage space. Located just minutes from top-rated schools, shopping, dining, and major highways, this home truly has it all — space, style, and location. Don’t miss the opportunity to own this exceptional property — schedule your private tour today!

Listing is courtesy of: FLORIDA CONNEXION PROPERTIES (407-574-2636)

Listing Agent: Mulcy Tenorio (407-403-8229)

Remarks: Move-In Ready! Welcome to the final Miles plan in Ridgeview and experience the perfect blend of style and functionality in this beautifully designed open-concept home featuring 4 bedrooms and 3 full baths, enhanced by tile flooring in the main living areas, and 9'4" ceilings throughout. The Spacious Great room flows seamlessly to the covered rear Lanai - perfect for entertaining and outdoor living. The well-appointed kitchen showcases upgraded 42" cabinets, quartz countertops, a stylish tile backsplash, and stainless appliances—ideal for entertaining and everyday living. The Primary suite offers a serene retreat with ensuite bathroom featuring adult-height vanity with dual sinks, quartz countertops, and walk-in shower with wall tile surround, frameless glass enclosure, and multiple shower heads. A home that effortlessly combines comfort, luxury, and thoughtful design. Located in the desirable Ridgeview community, residents enjoy outstanding amenities including a pool and playground. Just steps from Lake Louisa State Park and adjacent to the exciting new Olympus Project, Ridgeview also offers direct access to Schofield Road—connecting Clermont to Winter Garden. Enjoy the convenience of nearby shopping, dining, and easy access to major thoroughfares for a connected and active lifestyle.

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

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

Remarks: Brand new, energy-efficient home available NOW! 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: PREMIUM LOT, NO REAR NEIGHBORS. Built in 2023 this home is Turn key and ready for a new owner! Featuring stunning preservation views. This spacious property includes 5 bedrooms, 3 bathrooms, an upstairs loft, and a 2-car garage, thoughtfully designed with modern conveniences such as a washer, dryer, refrigerator, window blinds, and ample storage throughout. Solar panels to save on electricity and water softener system throughout the entire home. The open-concept first floor seamlessly integrates the kitchen, café, and gathering room, creating an ideal space for entertaining. The kitchen boasts a center island, storage pantry, stainless steel Whirlpool appliances, elegant cabinetry, and granite countertops. Step out to the lanai, located just beyond the café, for effortless indoor and outdoor entertaining. The main level also features a bedroom and full bathroom, perfect for accommodating guests or creating a private home office. Upstairs, the second floor offers ample space for the entire family, including a spacious loft, laundry room, three additional bedrooms, a third full bathroom, and the luxurious Owner’s Suite. The Owner’s Suite is a true retreat, complete with a large walk-in closet, en suite bathroom featuring a double quartz-topped vanity, dual sinks, a linen closet, and a walk-in shower. This home comes equipped with premium features, including a washer, dryer, refrigerator, blinds, a direct vented range hood, and our professionally curated Preferred design package. The kitchen is adorned with Villanova cabinetry, Majestic granite countertops, and Maple quartz countertops in the bathrooms. The first-floor living areas, bathrooms, and laundry room are graced with Boston Perla ceramic tile flooring, while stain-resistant Bare Mineral carpet adds comfort to the bedrooms and loft. This spacious Tybee home is perfect for relaxing and entertaining with family and friends. Located in the gated community of Cagan Crossings, this property offers affordable living with easy access to nearby attractions, shopping, and dining. The community features family-friendly amenities, including a pool with a cabana, playground, covered picnic area, and scenic wetland views. With highly ranked schools nearby, a convenient location just off Hwy-27, nine miles from I-4, and less than ten minutes to Disney, this is an opportunity you don’t want to miss!

Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)

Listing Agent: Rodrigo Oliveira (407-517-8491)

Remarks: Exceptional opportunity to acquire a fully furnished, turnkey 3-bedroom, 3-bath residence in the sought-after Hidden Forest community of Clermont. This contemporary townhome showcases an open-concept layout with abundant natural light, a modern kitchen featuring stainless steel appliances, and a private screened splash pool designed for relaxation and guest enjoyment. Approved for short-term rental use, this property demonstrates a consistent record of high occupancy and strong income performance. It is currently managed by a reputable property management company that will remain in place and continue overseeing all existing and future reservations, ensuring a seamless transition for the new owner. Combining modern finishes with a serene natural setting just minutes from Disney and Central Florida’s premier attractions, this home represents an exceptional investment opportunity and a valuable addition to any portfolio.

Listing is courtesy of: MP FLORIDA PROPERTY & REALTY INC (954-701-0824)

Listing Agent: Katia Puppio (407-453-6261)

Remarks: Under Construction. Welcome to Parkside Trails! Explore the charm of this premier Clermont location, offering exclusive amenities and quick access to shopping, dining, and entertainment. With a mix of new construction, single-family and townhomes, plus a variety of exclusive amenities, families will love coming home. Now Selling Onsite with 4 Models Open Daily! At Pulte, we build our homes with you in mind. Every inch was thoughtfully designed to best meet your needs, making your life better, happier and easier. Our new construction Foxtail interior unit townhome features 3 bedrooms, 2 full bathrooms, a powder room, an open concept kitchen, café and gathering room, a private courtyard, and a 2-car rear-facing garage. The first floor is ideal for entertaining, featuring a spacious gathering room, café and kitchen, with a large center island, storage pantry, Elkins White cabinets, a decorative tile backsplash, Blanco Maple quartz countertops and Whirlpool stainless-steel kitchen appliances. A powder room and laundry on the first floor add to the thoughtful convenience. Enjoy entertaining loved ones from your private, fenced rear courtyard. After a long day, retreat upstairs to your private oasis. The Owner's Suite features a spacious walk-in closet and en suite bathroom with a double sink Blanco Maple quartz-topped vanity, private water closet and a walk-in shower. Two additional bedrooms, the secondary bathroom and extra storage offered by a linen closet are on the opposite side of the second floor, offering privacy and space for everyone. Professionally curated design finishes for this popular Foxtail townhome include tile flooring throughout the first floor and bathrooms and soft, stain-resistant, Shaw brand carpet in the bedrooms and second floor living areas, and so much more.

Listing is courtesy of: PULTE REALTY OF NORTH FLORIDA LLC (407-250-9131)

Listing Agent: Adrienne Escott (407-250-9131)

Remarks: Under Construction. Welcome to the Steely, an innovative two-story Next Gen® home. This home features a private suite with a separate entrance, living area, kitchenette, bedroom, bathroom and laundry, ideal for multigenerational households. The main home is host to an inviting open-concept layout that blends the kitchen, living and dining areas, while a luxe owner’s suite at the back of the home offers a private retreat with a full bathroom and walk-in closet. A secondary bedroom is tucked away to the side of the home on the first floor. Two additional bedrooms share the second level with a versatile game room. Each home comes with Lennar’s Everything’s Included® promise, which includes new appliances as well as quartz countertops, blinds, and more in the price of your home. Wellness Ridge is one of the most modern and anticipated new communities. R19 insulation is used to provide a quiet, comfortable and highly energy efficient home. LP Siding provides durability and impact resistance for your beautiful Florida home. 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: 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: Welcome to “Lakehouse Landing” an income-producing retreat in the sought-after Orange Tree community. Boasting a new roof, a newly resurfaced pool, 5 bedrooms, 4 full bathrooms, this spacious home is designed to deliver unforgettable vacation experiences to guests from all over. This home is situated on a cul-de-sac, and looks out over a conservation area and lake with waterfront views. The well located private pool provides wonderful sunset views over the lake for relaxing evenings and great indoor/outdoor entertaining with all of Florida’s sunshine. The community offers a low yearly HOA and has a tennis court, pickleball court, a 5 acre playing field, soccer pitch and two playgrounds. There is a lake where you can fish, and a beautiful conservation area, making Orange Tree a very desirable place to stay. With a proven record of strong rental income and high occupancy, this turn-key property is a revenue generating investment with bookings scheduled deep into 2027. The property is sold with all the contents. Located just 8 minutes from the Walt Disney World Resort main gates, close to Universal Orlando, SeaWorld, and world-famous International Drive, the property puts guests in the heart of Central Florida’s most popular attractions. Restaurants, outlet shopping, pharmacies, grocery stores, theatres, and entertainment venues are all minutes away. Don’t miss this incredible opportunity to own an established investment property in one of Florida’s most desirable vacation destinations. Schedule your showing today!

Listing is courtesy of: PARK PLACE REALTY ASSOCIATES (407-878-0607)

Listing Agent: Barrett Espinola (407-617-3189)

Remarks: Welcome to this beautiful 5-bedroom, 2.5-bathroom home located at 2707 Runnders Circle in the highly sought-after Wellness Ridge community in Clermont. Built in 2024, this home is like new and features a bright, open concept layout perfect for modern living. The spacious primary bedroom is conveniently located on the first floor and offers plenty of room for a king-size bed, creating a comfortable retreat. The kitchen is equipped with stainless steel appliances and under cabinet lighting, adding both style and functionality. One of the five bedrooms offers excellent flexibility and can easily serve as a private home office, perfect for remote work or a quiet study space. Step outside to enjoy a fully fenced, large backyard with added irrigation, accentuated by additional pavers extending the patio and creating a walkway on one side of the house—ideal for relaxing or entertaining—while front lawn care is conveniently maintained by the HOA. Internet is also included in the HOA fee. Residents enjoy resort-style amenities including a sparkling pool, basketball court, tennis courts, fitness center, and a stunning clubhouse—perfect for both relaxation and an active lifestyle. Ideally situated just off US-27, this home offers convenient access to everything Central Florida has to offer, including being less than 25 minutes to Walt Disney World, approximately 35 minutes to Universal Orlando Resort, and about 35 minutes to Downtown Orlando. Located along the rapidly growing Wellness Way corridor, this home is also near the exciting new Olympus project—a transformative mixed-use development bringing world-class sports venues, health and wellness facilities, dining, entertainment, and job opportunities to the area. This prime location combines peaceful community living with incredible future growth and investment potential. Sellers are also offering the TV console as an optional addition, providing a convenient opportunity to enhance your living space.

Listing is courtesy of: CENTURY 21 HANCOCK (352-708-5650)

Listing Agent: Melissa Price (727-437-8844)

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: Welcome to this spacious 4-bedroom, 2.5-bath home offering 2,197 SF of living space, nestled in the gated community of Crestview in Clermont. This bright and open residence features a modern kitchen perfect for cooking and entertaining, impressive high ceilings, and generously sized bedrooms conveniently located upstairs. The relaxing primary suite includes a private bath, creating a comfortable retreat. Located in Crestview, this home offers an exceptional lifestyle with access to a variety of amenities, including a refreshing community pool, inviting clubhouse, playground, and beautifully landscaped surroundings. Peaceful sidewalks throughout the neighborhood provide the perfect setting for relaxation and an active Florida lifestyle. With a low HOA fee and convenient access to top-rated schools, parks, shopping, and dining, this property combines comfort, convenience, and community living. Don’t miss the opportunity to make this beautiful home yours!

Listing is courtesy of: POINTON REALTY INC (407-395-2860)

Listing Agent: Andrea Pointon (407-446-4414)

Remarks: Well-Maintained Modern Townhome For Sale in Waterbrooke - One of Clermont's most desirable neighborhoods. One of the best-designed townhomes in Waterbrooke. Lots of Builder Upgrades, including Quartz Countertops with a waterfall peninsula island and Gray Cabinets in the kitchen, plus Stainless Steel Appliances. Luxury Vinyl Plank Floors throughout the downstairs. Fully tiled walk-in shower with frameless glass door enclosure in the primary bath. Quartz countertops and gray cabinets in all baths. High ceilings with recessed LED lights. Comes with Washer & Dryer plus ceiling fans in all bedrooms and upgraded light fixtures. Amenity-rich gated neighborhood features a pool, a splash pad, a playground, walking nature trails, a dog park, a fitness center, a yoga lawn, and a pavilion gathering area. Great location right off of Highway 50. 5 mins to Target or Publix. 10 mins to the New Costco. Restaurants and other food options within 5 mins, turnpike and highway 27 access 10 mins away. Inquire now to schedule a private tour!

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

Listing Agent: Marlon Persaud (407-760-9778)

Remarks: Brand new, energy-efficient home available NOW! 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: 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: Brand new, energy-efficient home available NOW! 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: Brand new, energy-efficient home available NOW! 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: Experience the sophistication of a 2023 luxury residence located in the highly desirable Ridgeview Phase 3 community in Clermont, a community known for modern design, quality construction, and proximity to nature. This exceptional property offers 5 bedrooms, 3 full bathrooms, a private office, loft, and a dedicated movie theater room, with an impressive 3,286 SqFt of air-conditioned living space, combining elegance, comfort, and functionality in every detail. The thoughtfully designed floor plan provides the perfect balance between open-concept living and private spaces. On the first floor, you will find a private office, ideal for working from home, along with a guest bedroom and a full bathroom, offering flexibility for visitors or multi-generational living. Upstairs, the home features a spacious loft area, perfect as a second living space, plus an impressive movie theater room, creating a true in-home entertainment experience. The second floor also includes four additional bedrooms, including the elegant primary suite, designed comfort, privacy, and relaxation. Step outside to your private pool with an extended pool deck, creating the ideal outdoor environment for entertaining, relaxing, and enjoying the Florida lifestyle year-round. The property backs to a natural vegetation area, providing a peaceful and private backdrop that enhances the sense of exclusivity and tranquility. Located in the rolling hills of Clermont, Ridgeview offers convenient access to major highways, shopping, dining, and outdoor recreation, including nearby Lake Louisa State Park, known for its natural beauty and outdoor activities. A rare opportunity to own a nearly new luxury home with private pool, cinema room, office, and conservation-style view, designed for those who value lifestyle, privacy, and long-term value.

Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)

Listing Agent: Carla Braga (407-205-9852)