Homes for Sale Near Windy Hill Middle in Clermont - 203 homes

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)

Remarks: MOTIVATED SELLER – Welcome to Serenity Dream Townhomes—an exceptional community just minutes from Disney, world-class golf courses, shopping, dining, and Orlando’s top attractions. This beautifully maintained 3-bedroom, 3-bathroom townhome features a private splash pool, a spacious open-concept floor plan, and a modern kitchen with granite countertops and stainless steel appliances. Upstairs, the primary suite offers a private balcony, creating the perfect space to relax and unwind after a long day. Whether you're looking for a turnkey short-term rental investment, vacation home, or primary residence, this property offers incredible flexibility and value. Enjoy resort-style amenities including a clubhouse, fitness center, and game room, all covered by the HOA for low-maintenance, hassle-free living. Income-producing opportunity with tenants already in place—start earning from day one! Don’t miss this one!

Listing is courtesy of: MIAMI TANGO INVESTMENTS REALTY (786-464-8803)

Listing Agent: Moses Nae (407-499-0240)

Remarks: Welcome to 4293 Bugle Street—where luxury, space, and lifestyle come together in the highly sought-after gated community of Hunter’s Run. Why wait to build on a cramped 40’ lot when you can own this meticulously maintained Somerset model, ideally positioned on an expansive quarter-acre homesite? This thoughtfully designed home features a 4-foot rear extension, a versatile bonus room, tropical landscaping, and an extended three-car paver driveway. Inside, you’ll find a light-filled interior with crown molding, decorative trim, and elegant finishes throughout. A private office with a half bath sits at the front of the home, while the spacious great room—complete with a 5.1 surround sound system, faux tray ceiling, and stone accent wall—is perfect for entertaining. The chef’s kitchen offers 42” upper cabinets, stainless steel appliances, a natural gas cooktop, double ovens, a large island with seating, pendant lighting, and a stylish stone backsplash—delivering both function and style. A sunlit bonus room surrounded by windows provides flexible space for a playroom, gym, or media room. Step outside to your private oasis featuring a covered lanai, natural gas outdoor BBQ surround, and an oversized saltwater pool with sun shelf, bubbler, pebble-tech finish, and solar heat—all within an extended screened enclosure. The large fenced backyard offers plenty of room for kids to play and dogs to roam. Ideal for your next 4th of July cook out. Upstairs, the oversized primary suite includes a sitting area, coffered ceiling with wood trim, electric fireplace, and abundant natural light. The spa-like bath features a huge walk in frameless glass shower, large jetted garden tub, dual vanities, private water closet, and a large walk-in closet. Three additional bedrooms and a guest bathroom featuring a dual-sink vanity and tub-shower combination provide comfortable accommodations for family or guests, while plenty of storage is thoughtfully incorporated throughout the home. A two-car garage, mudroom, and main-floor laundry complete this exceptional home—offering the perfect blend of comfort, functionality, and resort-style living. Conveniently located just minutes from Highway 27, Highway 50, the Florida Turnpike, I-4, and SR 429, this home offers seamless connectivity throughout Central Florida, making travel to Orlando, Walt Disney World, and surrounding attractions effortless. Residents enjoy close proximity to premier shopping, dining, and entertainment at Winter Garden Village, along with access to highly rated public and private schools. The community features resort-style amenities, including a pool, cabana, playground, dog-walking areas, and low HOA dues. Situated in the heart of Clermont, the property is surrounded by the area’s natural beauty, with easy access to Lake Louisa State Park and Clermont’s renowned rolling hills and scenic lakes. Just minutes from downtown Clermont, enjoy the vibrant local atmosphere, including the popular weekly farmers market. Located just around the corner from the highly anticipated Olympus Project—projected for phased completion beginning in 2026—this move-in ready home is ideally positioned near a transformative master-planned destination centered around sports, wellness, and entertainment, offering a unique opportunity to invest in one of Central Florida’s fastest-growing areas. Schedule your private tour today.

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

Listing Agent: Nick Whitehouse (407-902-4639)

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: Short Sale. 24 Hour Notice, Appointment Only, See Remarks

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

Listing Agent: Paola Castellano (407-452-2732)

Remarks: Welcome to Serenoa Lakes, a gated 55+ community in Clermont, where refined design meets effortless, turnkey living. Ideally positioned near the cul-de-sac, this nearly new, turnkey furnished 2-bedroom, 2-bath residence with a versatile office/den offers both privacy and a thoughtfully designed layout. Inside, a light-filled open-concept floor plan creates a seamless flow between the living, dining, and kitchen spaces. The kitchen is intentionally designed for efficiency and ease of movement, featuring stainless steel appliances, a designer backsplash, an expansive center island with seating, and a dedicated dining area—ideal for everyday living and hosting alike. Crown molding throughout adds a subtle architectural elegance. The primary suite serves as a private retreat, overlooking peaceful conservation views, and features two walk-in closets and a spa-inspired en-suite bath with dual vanities and a spacious walk-in shower. Outdoor living is equally inviting, with a screened lanai finished in pavers—perfect for relaxed mornings or quiet evenings. The fully fenced backyard is enclosed with wrought iron fencing, offering both visual openness and defined privacy, all complemented by maintained landscaping. Serenoa Lakes delivers a true resort-style lifestyle, featuring a zero-entry pool heated year-round to 80 degrees, tennis courts, pickleball and racquetball courts, a clubhouse, fire pit, and dog park. Residents also enjoy a curated social calendar with events such as Food Truck Thursdays, hobby and craft groups, and community gatherings. The HOA enhances ease of ownership by including cable and internet, lawn mowing and care, exterior painting every 5 years, and reroofing every 15 years—supporting a true lock-and-leave lifestyle. Conveniently located near Walt Disney World, Lake Louisa State Park, and an array of shopping and dining, this residence offers a rare balance of convenience, natural beauty, and elevated living. See Realtor Remarks: some furniture not included.

Listing is courtesy of: SOVERA REALTY GROUP, LLC (407-586-5500)

Listing Agent: Gennifer Pickering (689-353-0322)

Remarks: Loaded with upgrades and priced below recent purchase, this move-in ready 2023 Cambridge Villa stands out immediately in Palms at Serenoa. Tucked on a quiet cul-de-sac with no rear neighbors, it offers a level of privacy and finish quality rarely found at this price point. This single-story villa features 2 bedrooms, 2 bathrooms, plus a dedicated office with a custom built-in Murphy bed, and 1,627 square feet of open-concept living designed for comfort and ease. Thoughtfully enhanced beyond builder grade, the home includes over $59,000 in upgrades already completed—saving you time, cost, and effort. Inside, you’ll find upgraded flooring and baseboards throughout, along with epoxy-finished shower walls and floors for a sleek, modern, low-maintenance design. The main living area flows seamlessly to an extended, covered back porch with an insulated roof—perfect for indoor-outdoor living, relaxing, or entertaining. Additional features include a fenced yard, plantation shutters, and custom closet systems throughout. The home also includes enhanced attic insulation, an extended driveway, reclaimed water irrigation for the sprinkler system, and an electric car or generator hookup installed in the garage. Washer and dryer are also included. The HOA offers lawn and landscape maintenance, cable TV, and internet, along with access to resort-style amenities including a clubhouse, fitness center, pool, pickleball, tennis, bocce courts, and more—creating a true low-maintenance, active lifestyle. Located in Clermont with a future road connection underway placing you approximately 6 miles from Walt Disney World and convenient access to Orange County. The neighboring villa may also be coming to market soon, creating a unique opportunity for side-by-side ownership for family or investment. Schedule your private showing today.

Listing is courtesy of: IRON VALLEY REAL ESTATE CENTRAL FLORIDA (407-203-9595)

Listing Agent: Janet Hepburn (302-897-1850)

Remarks: Beautiful home located in a growing and highly desirable area of Clermont! This property offers a perfect combination of comfort, space, and functionality, ideal for families or investors. The home features spacious living areas filled with natural light, along with a well-designed kitchen offering ample cabinetry and great flow into the main living and dining spaces. The bedrooms are generously sized, providing comfort and flexibility, while the primary suite offers a private retreat with its own bathroom. Enjoy the outdoor space, perfect for relaxing or entertaining, with room to create your own backyard oasis. Conveniently located near shopping, dining, major highways, and top-rated schools, making daily living easy and accessible. A fantastic opportunity to own a home in one of Central Florida’s fastest-growing areas!

Listing is courtesy of: SELECTA REALTY LLC (407-777-7131)

Listing Agent: Paulo Goncalves Ferreira (407-818-0717)

Remarks: One or more photo(s) has been virtually staged. Stunning 5-bedroom, 3-bath home built in 2023 in one of Clermont’s fastest-growing communities. Featuring a gourmet-style kitchen with quartz countertops, stainless steel appliances, built-in oven, and an oversized island. Tranquil pond panoramics with no rear neighbors, offering privacy. Situated on an expansive ~9,300 sq ft lot, this home provides generous indoor and outdoor living space. Bright open layout, tile flooring in main areas, and a dedicated indoor laundry room. Prime location near major highways, shopping, dining, and Orlando attractions. Move-in ready!

Listing is courtesy of: CANVAS REAL ESTATE (954-332-7121)

Listing Agent: Ernesto Vega (954-646-5677)

Remarks: One or more photo(s) has been virtually staged. Motivated seller! Paid solar panels! Beautiful 3-bedroom, 2.5-bath home in the highly sought-after Waterbrooke community. Built in 2019, this home features an open floor plan ideal for entertaining. Upon entry, a long hallway leads to a versatile flex room perfect for an office, playroom, or additional bedroom. The kitchen offers a large center island, with 42 in cabinets, spacious pantry, and overlooks the bright living area with abundant natural light. Upstairs includes a loft great for movie or game nights, a primary suite with tray ceiling, ensuite bath, and walk-in closet, plus a laundry room with washer and dryer and two additional bedrooms. Enjoy the Florida lifestyle in the screened lanai overlooking the spacious, fenced backyard. Home includes paid solar panels for energy efficiency. Prime location near hospitals, Publix, Target, Costco, and Walmart, with easy access to the Turnpike, Hwy 27, and Hwy 50. Seller is open to offering seller credit with a strong offer—terms are negotiable. Ask your realtor how you can save 1% on your interest rate! Schedule your showing today!

Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)

Listing Agent: Eneida Cortes (321-438-3256)

Remarks: Under contract-accepting backup offers. Welcome home to this meticulously updated and move-in-ready residence, perfectly situated within the sought-after, gated community of Hartwood Reserve. This property offers modern luxury and peace of mind thanks to a comprehensive list of recent upgrades including new ceramic tile throughout. The heart of the home, the kitchen, has been completely transformed with brand-new cabinets, stunning countertops, backsplash, and all new LG ThinQ appliances, making it a chef's dream. Ensure efficiency and comfort for years to come with a new HVAC system (2023) complete with ducts and insulation throughout. Embrace sustainable living and enjoy significant energy savings with new roof (2025), Water heater (2025), and solar panels (2020). The home's true Florida lifestyle shines in the backyard complete with a lime and avocado trees. Enjoy the privacy of a fenced yard, screened-in lanai, and extended paved patio, further enhanced by a stylish pergola, creating the perfect space for al fresco dining, entertaining, or simply relaxing. As a resident of Hartwood Reserve, you'll have exclusive access to a wealth of community amenities designed for an active and social lifestyle, including a pool, Clubhouse, fitness center, tennis courts, basketball courts, and a playground. This home perfectly blends modern updates, low-maintenance living, and premium community features. Don't miss your chance to secure your piece of paradise!

Listing is courtesy of: KINGS REALTY & CO LLC (407-353-7176)

Listing Agent: Ree Henderson (407-603-9503)

Remarks: One or more photo(s) has been virtually staged. Welcome to this beautifully upgraded, nearly new home (built in 2025) located in Clermont, Central Florida’s fastest-growing area! This 4-bedroom, 2-bathroom property features a 2-car garage and a layout perfectly designed for modern living and entertaining. The heart of the home is a gourmet kitchen with an oversized island that flows seamlessly into the family room. The primary suite offers a private sanctuary to unwind, with a beautifully designed bathroom. Step outside to your covered lanai—the ideal spot to enjoy your morning coffee or take in vibrant evening sunsets. Please see the attached list for the extensive premium upgrades! Amenities in John’s Lake North include two beautifully maintained pickleball courts, a covered picnic area, walking trails, a large outdoor fire pit, an outdoor grill with additional seating and picnic areas and a large enclosed dog park. Check the 360/3D virtual tour for more details.

Listing is courtesy of: FLAT FEE FLORIDA REALTY LLC (786-295-1410)

Listing Agent: William Tordjman (305-305-7872)

Remarks: Welcome to 17421 Blazing Star Circle, located in a great and welcoming 55+ community featuring a community pool and scenic walking trails—perfect for an active and social lifestyle. Wellness Way and the other newly constructed roads will easily connect you to all that Lake and Orange County has to offer! This well-maintained home offers modern upgrades throughout, including new appliances (2024), upgraded countertops, and recessed lighting. The floor plan includes a flex room ideal for a home office, hobby space, or guests. Additional features include recently carpeted bedrooms, elegant plantation shutters, and an epoxy-coated garage floor. Enjoy peaceful living with conservation area views providing privacy and a serene backdrop. Designed for comfort, convenience, and connection, this home is ideal for enjoying the best of active living in Clermont.

Listing is courtesy of: COLDWELL BANKER HUBBARD HANSEN (352-394-4031)

Listing Agent: Lydia Todd (407-947-6771)

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. Introducing the Talbot bungalow, a luxurious new construction home that masterfully blends modern design with everyday convenience. This Modern-inspired home offers 5 bedrooms, 3 bathrooms, a loft, a covered lanai, and a 2-car rear-load garage—creating a space that is both stylish and functional. As you enter, a stunning wrap-around staircase sets the tone, leading into an open-concept living area designed for effortless flow. A private hallway off the foyer features a guest bedroom and full bath, providing a perfect space for visitors. The heart of the home is an expansive kitchen, café, and gathering room, all with seamless access to the covered lanai, ideal for indoor-outdoor living. The chef’s kitchen is a standout with its large center island, corner walk-in pantry, and Whirlpool stainless steel appliances, including a refrigerator. White cabinetry, decorative tile backsplash, and quartz countertops add sophistication and practicality to the space. Upstairs, the luxurious owner’s suite is tucked away at the front of the home for ultimate privacy. The spa-inspired en suite bathroom features a glass-enclosed shower, a quartz-topped dual vanity, and a spacious walk-in closet, offering a true sanctuary. Three additional bedrooms, located down their own private hallway, share a full bathroom, ensuring comfort and privacy. The second floor also boasts two linen closets, a laundry room, and a large loft area, perfect for flexible living. Thoughtful luxury touches throughout the home include wood-look luxury vinyl plank flooring on the first floor (except for the first-floor bedroom, which is carpeted with plush, stain-resistant Shaw brand carpet), carpeting on the staircase and second-floor bedrooms, tile flooring in the bathrooms and laundry room, a washer and dryer, and 2” faux wood blinds. With its combination of luxury, convenience, and modern design, the Talbot bungalow is the perfect place to live and unwind in style.

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

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

Remarks: Under Construction. This popular new Hendrix is a four-bedroom home with convenient single-story living. Three secondary bedrooms are located near the front of the home off the foyer, near a versatile flex space ready to be used as an office or studio. An open-concept floorplan blends the kitchen, living and dining areas with easy access to a covered patio, while a luxe owner’s suite is nestled into a private rear corner, providing direct access to a full bathroom with dual sinks and a walk-in closet. 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: Welcome to 1617 Morning Star Drive, Clermont — a beautifully updated pool home located in the desirable Glenbrook community. This spacious 4-bedroom, 3-bath residence features a flexible floor plan with two primary suites, making it an excellent primary residence, vacation home, or investment opportunity. Step inside to find a thoughtfully updated interior featuring granite countertops, stainless steel appliances, and an open-concept layout designed for both comfort and entertaining. The kitchen flows seamlessly into the main living and dining areas, creating a bright and inviting space for gatherings and everyday living. Major updates include a newer roof and solar panels that overgenerate energy, offering increased efficiency and potential utility savings — a valuable feature for both homeowners and investors. The garage has been professionally converted into an additional air-conditioned room, providing extra living space perfect for a game room, guest room, home office, or media room. This versatile bonus area adds significant functionality and value to the home. Enjoy true Florida living outdoors with your private screened-in pool and spa, ideal for relaxing after a long day or entertaining guests year-round. The covered patio offers additional space for outdoor dining and lounging while enjoying the peaceful surroundings. Residents of Glenbrook enjoy resort-style community amenities including a community pool, fitness center/gym, tennis courts, and beach volleyball, offering activities for everyone and enhancing the Florida lifestyle. Even better, the HOA provides exceptional value by covering fiber internet, cable TV, phone service, lawn care, and access to all community amenities — helping simplify ownership and reduce monthly expenses. Conveniently located just minutes from shopping, dining, golf, and major attractions, with easy access to US-27, Hwy 192, and the Disney area. Whether you're looking for a full-time residence, vacation getaway, or income-producing property, this updated pool and spa home offers comfort, convenience, and exceptional value in one of Clermont’s most sought-after communities.

Listing is courtesy of: HOUWZER INC (267-765-2080)

Listing Agent: John Walker, Jr (321-412-5671)