Homes for Sale Near Windy Hill Middle in Clermont - 299 homes

Remarks: Under contract-accepting backup offers. ** Assumable Mortgage at 3.1%** This 5 Bedroom 3 and a half Bath residence, just under 3000 sqft, is now available in the desirable Sawgrass Bay community of Clermont. The thoughtfully designed floor plan features a primary suite on the main level, complemented by a secondary upstairs bedroom with an en-suite bath, ideal for a second primary suite. The expansive upper-level loft offers versatile space for a children's play area, secondary living room, or study, while a dedicated flex room downstairs provides the perfect setting for a home office. Notable interior enhancements include upgraded showers plus a fully screened rear lanai complete with an in-ground spa. Premier grocery and dining establishments are conveniently located within a 15-minute drive, and with the upcoming extension of Sawgrass Bay Blvd to Flemings Road, residents will enjoy streamlined access to State Road 429 and Horizon West Winter Garden. Clermont, celebrated as the "Choice of Champions," is internationally renowned as a premier destination for elite athlete training, characterized by its rolling hills and scenic lakes. Historic Downtown Clermont further enriches the area with a sophisticated blend of culture, dining, and boutique shopping. This home also has an assumable mortgage at 3.1% with a remaining balance of around $324,000 making this one of the best deals in Clermont!

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

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

Remarks: Check out this amazing new single-story Next Gen®! The McCartney features a private suite with its own entrance, living area, kitchenette, bedroom, bathroom and laundry, perfect for multigenerational households. The main home is host to an inviting open-concept layout with easy access to a covered patio for seamless indoor-outdoor living. Two secondary bedrooms are located off the foyer, and a lavish owner’s suite is tucked into a private rear corner, complete with a full bathroom and 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: Under Construction. The Delray checks all your boxes! Beyond spacious - this popular two-story home features a versatile dining room off the foyer, followed by the open layout among the kitchen, breakfast nook and family room. Ideal for outdoor living, there is a covered porch and back patio. Throughout the home is a cozy and luxurious owner’s suite with a spa-inspired bathroom and four secondary bedrooms. 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: Under Construction. The Solana II has the “WOW” factor you have been searching for. There is a beautiful designer kitchen, that features an abundance of counter space that is sure to appeal to your inner-chef. The kitchen looks out to the combination dining and family rooms for the perfect open sight lines. There are a total of 3 bedrooms and 2 and a half bathrooms. The bedrooms are located on the second floor. The master suite includes a fabulous walk in closet and luxurious master bath. 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: Under Construction. The first floor of the Sienna two-story townhome showcases three bedrooms 2 and a half baths with a one car garage. There is a versatile flex space well-suited to hosting guests. Down the hall is a breezy and convenient shared layout between the dining room, kitchen, and great room, along with an attached lanai. Upstairs, a multipurpose loft divides the tranquil owner’s suite with a full-sized bathroom from the remaining bedrooms. 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: Under Construction. This trendsetting Capri covers two stories and includes four bedrooms, two and a half bathrooms and a two-car garage. An open-concept floorplan makes up the first level, blending the kitchen, dining room and family room with easy access to an inviting covered patio. On the second floor, a versatile loft provides a convenient shared living space easily accessible from three bedrooms and a lavish owner’s suite with a full-sized bathroom. 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: Under Construction. The Santo is designed for gracious living. This new two-story home features plenty of entertainment and relaxing spaces. On the first floor is an open-concept kitchen that merges seamlessly with the dining room, family room and covered patio. In a private corner is the owner’s suite with an attached bathroom and walk-in closet. There are four additional bedrooms and a spacious upstairs 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: Under Construction. McCartney Check out this amazing new single-story Next Gen®! The McCartney features a private suite with its own entrance, living area, kitchenette, bedroom, bathroom and laundry, perfect for multigenerational households. The main home is host to an inviting open-concept layout with easy access to a covered patio for seamless indoor-outdoor living. Two secondary bedrooms are located off the foyer, and a lavish owner’s suite is tucked into a private rear corner, complete with a full bathroom and 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. Sanctuary at 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. Nestled in the heart of Clermont, FL, Sanctuary at Wellness Ridge is an exclusive 55+ master-planned community designed for those who prioritize a luxurious, health-focused lifestyle. The state-of-the-art clubhouse is the vibrant heart of the community, where residents gather for events and activities. It features a fitness center and a golf simulator for year-round enjoyment. Sanctuary at Wellness Amenities include: clubhouse, resort style pool, fitness center, and walking trails. There are sports courts (basketball, pickleball, bocce ball), The sport courts will also feature chipping, a putting green and shuffleboard. Enjoy a fun & healthy lifestyle at Sanctuary at Wellness Ridge!

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

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

Remarks: 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: Bright and light meticulously maintained 4 bedrooms, 3 full bathrooms one-story pool home with 2 car garage in a desirable Timberlane Community. Side entry garage. This spacious and modern home offers the perfect blend of comfort and functionality. Open floor plan with vaulted ceilings and blinds. Open Great Room. New roof in 2025. Large and ergonomic updated kitchen with tons maple cabinets space, quartz countertop, high-end stainless-steel appliances with deep single sink, recessed LED ceiling lighting, an open eat-in-kitchen space with great big windows overlooking the pool area. Large diagonal custom travertine flooring throughout. The large Master suite features French doors to the pool, walk-in closet and an ensuite bathroom with stone countertop and dual sink, a relaxing garden tub and a separate shower and toilet room featuring wall-mounted grab bars to provide support and safety. Three carpeted bedrooms with closets, three full bathrooms with updated fixtures. Separated laundry room. All lighting and fan fixtures are modern. Nestled on an oversized lot with a large private backyard enclosed with vinyl privacy fencing and double gate by making an entertaining or just relaxing in peace and tranquility perfect place for BBQ while enjoying the large beautiful pool that features a waterfall and two deck jets and a new salt generator. This home is serviced by city water. This home is strategically located close to the Clermont chain of lakes and the Downtown Clermont Waterfront recreational areas and just minutes to Hwy 27. Near to everything. Quiet and family friendly neighborhood! Available for immediate occupancy. Don’t miss this opportunity. Schedule your tour today.

Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)

Listing Agent: Martha Ong Rodriguez (407-579-6167)

Remarks: 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: 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. Welcome to this beautiful four-bedroom, two-and-a-half bath home that blends timeless elegance with modern comfort. From the moment you arrive, you're greeted by impeccable curb appeal. Inside, expansive living living spaces flow seamlessly, featuring high ceilings and an abundance of natural light. The kitchen is a dream with it's quartz counters and 42' cabinets with crown molding, and stainless-steel appliances. The Primary retreat showcases spa-like shower. Come see this home located in one of Central Florida's most desirable locations. Directly across from Lake Louisa State Park and Next to Olympus.

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: Located in the sought-after Serenity at Silver Creek community, this FULLY FURNISHED ~ TURN-KEY ~ SHORT TERM RENTAL townhome delivers the ideal blend of vacation home enjoyment and investment opportunity with POSITIVE CASH FLOW potential! Thoughtfully maintained and RENTAL READY, this low maintenance property is designed for both owner enjoyment and guest appeal, complete with Disney-themed touches, stylish finishes, and private outdoor spaces that make every stay feel like a getaway. Inside, the OPEN CONCEPT layout creates an easy flow between the living, dining, and kitchen spaces, while sliding glass doors open to a COVERED LANAI overlooking your PRIVATE/SCREENED PLUNGE POOL for seamless indoor/outdoor Florida living. LUXURY VINYL PLANK and TILE flooring run throughout the home for durability and easy upkeep. The well-appointed kitchen offers STAINLESS STEEL APPLIANCES, ample storage, a waterfall counter with casual bar seating, pendant lighting, and recessed lighting that adds a modern feel to the space. The flexible floor plan features a MAIN FLOOR BEDROOM with en-suite access to a full bath, ideal for guests or multi-generational stays. Upstairs, the spacious PRIMARY SUITE opens to a private BALCONY overlooking peaceful green space with WOODED & POND VIEWS, creating another relaxing outdoor retreat. A second upstairs bedroom suite and convenient upstairs laundry complete the layout. Tucked into a small, well-kept community with a wooded backdrop, Serenity at Silver Creek offers a more private setting while still being just MINUTES FROM DISNEY PARKS, area attractions, golf courses, resorts, shopping, and dining. With easy access to US-27, Highway 192, and SR-429, guests and owners alike will appreciate the convenience of this prime Central Florida location. Whether you are looking for a vacation retreat, income-producing property, or both, this Clermont townhome checks all the boxes. Call today to schedule a tour!

Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)

Listing Agent: Jenny Wemert (407-809-1193)

Remarks: Under Construction. This new four-bedroom Bergen offers desirable single-story living. An open plan at the back of the home features the main living area, shared between the kitchen, living and dining spaces. A nearby covered patio provides year-round outdoor entertainment. Three secondary bedrooms are tucked away to the side, with a luxurious owner’s suite at the back of the home, complete with a spa-inspired bathroom and 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: Under Construction. This amazing new single-story Nash II provides a convenient and low-maintenance floorplan with modern essentials, including a versatile study off the foyer. An inviting open-concept layout blends the kitchen, living and dining areas with direct access to a spacious covered lanai. Upon entry is a secluded secondary bedroom, while a spacious owner’s suite at the back of the home offers a serene retreat with a full bathroom and 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. Sanctuary at 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. Nestled in the heart of Clermont, FL, Sanctuary at Wellness Ridge is an exclusive 55+ master-planned community designed for those who prioritize a luxurious, health-focused lifestyle. The state-of-the-art clubhouse is the vibrant heart of the community, where residents gather for events and activities. It features a fitness center and a golf simulator for year-round enjoyment. Sanctuary at Wellness Amenities include: clubhouse, resort style pool, fitness center, and walking trails. There are sports courts (basketball, pickleball, bocce ball), The sport courts will also feature chipping, a putting green and shuffleboard. Enjoy a fun & healthy lifestyle at Sanctuary at Wellness Ridge!

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

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

Remarks: One or more photo(s) has been virtually staged. Located in the sought after gated community of Mission Park, this well-maintained 3-bedroom, 2-bathroom home offers a functional split floor plan designed for comfortable everyday living. Positioned on an oversized lot, there’s plenty of space to add a pool or extend the screened lanai for added outdoor comfort and privacy. Once inside, the vaulted ceilings and fresh interior paint create a bright, open feel throughout the main living spaces, while thoughtful updates provide added peace of mind, including a roof replaced in 2022 and water heater updated in 2021. The kitchen features a vented hood and updated flooring completed in 2021, with additional updates including new guest bath flooring, new carpet in the two front bedrooms, marble window sills throughout, updated ceiling fans in the middle bedroom and lanai in 2024. Annual A/C maintenance and upgraded components in 2025 add to the home’s ongoing care and upkeep. Enjoy indoor and outdoor living with a screened lanai perfect for relaxing or entertaining. The community offers a variety of amenities, including a swimming pool, basketball court, playground, and scenic walking areas, providing opportunities to enjoy the Florida lifestyle close to home. Conveniently located near shopping, dining, and major roadways, this Clermont property combines comfort, functionality, and community amenities in one inviting package. Enjoy indoor and outdoor living with a screened lanai perfect for relaxing or entertaining. The community offers a variety of amenities, including a swimming pool, basketball court, playground, and scenic walking areas, providing opportunities to enjoy the Florida lifestyle close to home. Conveniently located near shopping, dining, and major roadways, this Clermont property combines comfort, functionality, and community amenities in one inviting package.

Listing is courtesy of: KELLER WILLIAMS REALTY AT THE LAKES (407-566-1800)

Listing Agent: Ashley Hellesvig (407-488-7182)

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 6014 Blissful St, a beautifully maintained 4-bedroom, 3-bath home located in the highly desirable community of Clermont, FL! This spacious property combines comfort, style, and functionality, making it the perfect choice for families, investors, or anyone seeking a modern move-in-ready home. Step inside to an inviting open floor plan filled with natural light, featuring a generous living area ideal for gatherings, a well-appointed kitchen with ample cabinetry, and a seamless flow perfect for everyday living. The home offers four spacious bedrooms, including a comfortable primary suite designed for relaxation, along with three full bathrooms that provide convenience and privacy for family members and guests. Enjoy the Florida lifestyle in the private backyard—perfect for outdoor dining, entertaining, or simply unwinding after a long day. Located near shopping, dining, top-rated schools, major highways, and popular attractions, this home delivers exceptional convenience and an unbeatable quality of life. Whether you're looking for a primary residence or a fantastic investment opportunity, this property is a must-see. Homes like this don’t last long—schedule your showing today!

Listing is courtesy of: GLASSTONE GROUP INC (321-988-4663)

Listing Agent: Adrian Antunes, Sr (857-343-9065)