Homes for Sale Near Windy Hill Middle in Clermont - 280 homes

Remarks: JUST REDUCED $30,000 — NOW OFFERED AT $485,000! Built in 2024, this 4-bedroom, 3-bath KB Home in The Sanctuary offers a strong value opportunity compared to building new, especially with a fenced backyard, screened-in lanai, and above-ground pool already in place. Comparable KB Home new construction in The Sanctuary is advertised from the low-to-high $400s before homesite premiums, upgrades, and move-in expenses—making this home a smart option for buyers who want nearly new without the wait. This desirable two-story layout includes a hard-to-find first-floor bedroom and full bath, ideal for guests, multigenerational living, or a private office. The open-concept main level connects the kitchen, dining, and living areas, while the upstairs loft adds flexible space for a media room, playroom, or second lounge. Located in growing Clermont, buyers love the balance of convenience and lifestyle—close to Disney, Orlando attractions, shopping, dining, and entertainment while still enjoying a quieter suburban setting outside the heavy tourist traffic. Community amenities include a resort-style pool, fitness center, and playground. Zoned for Sawgrass Bay Elementary, this home offers location, flexibility, and move-in-ready value.

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

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

Remarks: Click the Virtual Tour link to view the 3D walkthrough. Located in the gated Crestview community, this beautifully designed two-story home offers an open floor plan, upscale finishes, and flexible living spaces ideal for everyday comfort and entertaining. The main living area features wood plank tile flooring, soaring ceilings, a custom dry bar with mini fridge, and a seamless flow between the living, dining, and chef’s kitchen. The kitchen is equipped with quartz countertops, a gas cooktop with designer hood, built-in microwave and wall oven, spacious pantry, and under-sink water filtration system. A convenient first-floor half bath and laundry room with cabinetry add functionality to the thoughtfully designed layout. The first-floor owner’s suite is a private retreat with a tray ceiling, custom walk-in closet with extra storage, and a spa-inspired bath featuring dual sinks and an oversized frameless glass shower. Also downstairs is a dedicated study with French doors and custom built-in cabinetry with granite countertops. Upstairs, wood spindle rail stairs lead to a loft overlooking the main living space, along with three additional bedrooms—one with a private full bath. The fourth bedroom has been transformed into a custom movie theatre complete with built-in speakers, projector, screen, and a custom walk-in closet, with the option to convert it back into a bedroom upon buyer request. Additional features include a tankless water heater, water softener, overhead garage storage racks, wall organizer systems, vinyl fencing added in 2021, and a screened porch added in 2025. The home also includes a transferable 10-year structural warranty with five years remaining and Massey termite bond that can be transferred by the buyer. Residents enjoy community amenities including a pool, tot lot, and green spaces, all conveniently located near downtown Clermont and Minneola shopping, dining, breweries, parks, lakes, and major roadways with easy 30 minute drive to Orlando, Central Florida theme parks and more. ***A DISCOUNTED INTEREST RATE AND NO LENDER FEE REFINANCING FOR LIFE AVAILABLE FOR QUALIFIED BUYERS PURCHASE THIS HOME USING AN AFFILIATE OF ORCHARD BROKERAGE, LLC! Some restrictions apply. Consult with the Listing Agent for more program details.***

Listing is courtesy of: ORCHARD BROKERAGE, LLC (844-515-9880)

Listing Agent: Jen Mccarty (502-655-5570)

Remarks: Welcome to resort-style living in the highly desirable community of Elite Resorts at Citrus Valley! This beautifully maintained 1 bedroom, 1 bathroom home offers the perfect blend of comfort, convenience, and Florida charm. The home features an open concept kitchen and living room, creating a bright and inviting space perfect for entertaining or relaxing. Enjoy the stunning enclosed Florida room designed for year-round comfort and additional living space. Located in a gated community, residents enjoy access to outstanding resort-style amenities including a sparkling community pool, clubhouse, fitness center, recreation building, laundry facilities, bathhouses, shuffleboard, putting green, playground, and planned social activities throughout the year. The community is beautifully landscaped with well-maintained grounds and offers a welcoming atmosphere perfect for full-time living, vacation use, or seasonal enjoyment. Conveniently located near shopping, dining, major attractions, and Central Florida’s world-famous theme parks. Come experience relaxed Florida living at its finest! MORE PHOTOS WILL BE POSTED IN THE NEXT WEEK

Listing is courtesy of: DOWN HOME REALTY, LLLP (352-753-0976)

Listing Agent: Melanie Holt (321-750-6340)

Remarks: Lovely 4 Bedroom / 2.5 Bathroom Home located in a sought-after area where residents enjoy access to top-rated schools, vibrant neighborhood events, and a strong sense of community. Located in Clermont, just minutes outside of Winter Garden, there is easy access to shopping, expressways to Orlando and all of its amenities, major employers, and theme parks like Walt Disney World, Universal Studios, Sea World, and Orlando International Airport. This home has an open floor plan with flexibility in its use. Living Room / Dining Room Combo and Family Room / Breakfast Nook Combo on the first floor with a large open Kitchen. The Kitchen has Stainless Steel Appliances, dark wood cabinets, and Granite Countertops with a large walk-in pantry and separate Laundry Room and half bath leading out to the oversized 2 car garage with built-in shelving. The second floor has a very large primary suite with double door entry to the Bedroom and attached Bathroom and Walk-in Closet. Bathroom has dual sink vanity and separate Tub and Shower. Off of the Bonus Room space perfect for family relaxing and gathering, are three secondary bedrooms each with their own closet and sharing a large second bathroom. The house has a large fenced in backyard great for Pets or to add a Pool / personal Playspace. Newer Roof, Flooring, and Appliances in this well-maintained house will make it an easy transition to move into. House having new Exterior Painting completed now. Come see this property before it is gone.

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

Listing Agent: Joseph Driscoll (407-927-8849)

Remarks: This beautiful 3-bedroom, 2-bath home in Sawgrass Bay truly has it all. The impressive, highly functional kitchen features stainless steel appliances, quartz countertops, a spacious pantry, and a clear view into the family room—perfect for everyday living and entertaining. The primary suite offers an oversized walk-in closet along with dual sinks for added convenience. As an Ecosmart home, it includes solar panels to help offset electric costs and comes fully connected with smart features such as a Honeywell thermostat, Schlage smart lock, and Ring doorbell. Enjoy peaceful mornings on the covered front porch or unwind on the screened-in, pavered back patio. The large, fenced backyard is ideal for pets and backs up to conservation land, ensuring privacy with no rear neighbors. A 2-car garage adds both convenience and extra storage space. Sawgrass Bay residents enjoy fantastic community amenities, including a swimming pool, playground, athletic fields, and even views of the Disney fireworks from within the neighborhood. This is the perfect place to call home in Sawgrass Bay.

Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)

Listing Agent: Lee Goldberg (407-223-6965)

Remarks: This stunning home offers nearly 3,500 square feet of living space, featuring four spacious bedrooms, four full bathrooms, and one half bath. From the moment you step onto the large covered front porch and enter the grand foyer, you’ll be impressed by all this home has. Beautiful hardwood floors flow throughout the main living areas on the first floor, seamlessly connecting the formal living and dining rooms to the expansive layout. The home includes a three-car garage and showcases solid-surface countertops in both the kitchen and bathrooms. The large, open kitchen is equipped with stainless steel appliances and overlooks the inviting family room—perfect for everyday living and entertaining. The spacious primary suite features built-in shelving in the walk-in closet, while the luxurious primary bathroom offers separate vanities, a garden tub, and a large walk-in shower. Additional bedrooms and bathrooms are generously sized, providing comfort and flexibility for family and guests. Outside, enjoy a screened back porch and mature landscaping, creating a peaceful outdoor retreat. Offering abundant space paired with luxury amenities, this home is a wonderful opportunity for your next chapter. You're also nestled within a well-established gated community, this property enjoys an enviable location close to major highways, ensuring convenient access to all amenities. Just minutes away, residents can indulge in excellent shopping opportunities, dine at a variety of luxury and casual eateries, and explore nearby theme parks for entertainment. The neighborhood benefits from proximity to brand-new, state-of-the-art hospitals and a top notch school system, providing peace of mind for residents seeking quality healthcare services and high end education for their family. This vibrant community offers an abundance of options to suit every lifestyle need and preference. Call today to schedule a private tour.

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

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

Remarks: Under Construction. This single-story Napa villa is designed to maximize space while delivering low-maintenance living. Upon entry are two comfortable bedrooms flanking the foyer, one of which is the owner’s suite with a private bathroom and walk-in closet. Further down the hallway is the open-concept kitchen, a lovely dining area and a sunny living room with lanai access. Tucked to the side is a flex space for additional needs, as well as a convenient rear garage. 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. R13 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.

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

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

Remarks: Brand new, energy-efficient home available NOW! No rear neighbors. 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 elevated living in this stunning two-story bungalow featuring 4 bedrooms and 3 bathrooms, thoughtfully designed for modern comfort and style. The open layout includes a spacious family room, elegant dining area, chef-inspired kitchen, first-floor guest bedroom, plus a lanai and covered front porch—perfect for enjoying the Florida lifestyle. Upstairs, the luxurious owner’s suite is complemented by two additional bedrooms. Located in Wellness Ridge, residents enjoy resort-style amenities including a clubhouse, fitness center, sports courts, playground, trails, and a resort-style pool. Just minutes from Lake Louisa State Park and conveniently near Orlando, this home is perfectly positioned in the fast-growing city of Clermont. You’re also minutes from the upcoming Olympus Project—a sports and wellness hub offering elite training, dining, and year-round entertainment. Enjoy Southern Hill Farms for fresh produce and seasonal fun, plus quick access to shopping, dining, and major highways along Schofield Road. The western entrance of Walt Disney World Resort is just minutes away, with Downtown Winter Garden 20 minutes out and Historic Downtown Clermont Historic District just 12 minutes away—offering the charm, rolling hills, and pristine lakes that make Clermont one of Central Florida’s most picturesque and fastest-growing cities. Schedule your showing today! (All information deemed accurate but not warranted or guaranteed in any way by the seller, listing agent, or listing brokerage. Inspections and buyer due diligence are recommended.)

Listing is courtesy of: LOKATION (954-545-5583)

Listing Agent: Vicky Yang (386-383-5666)

Remarks: One or more photo(s) has been virtually staged. Beautiful 1-story home featuring 3 bedrooms, 2 bathrooms, and a 2-car garage with a spacious and functional layout designed for comfortable everyday living. Inviting living areas offer abundant natural light, while the dining area features a charming bay window that adds warmth and character. The kitchen provides ample cabinet and counter space, and the primary suite includes a private bath with double vanity. Additional bedrooms offer flexibility for guests, a home office, or hobbies. Enjoy relaxing on the screened back porch, perfect for outdoor living and entertaining. Fresh interior paint adds a refreshed feel throughout the home. Conveniently located near shopping, dining, major roadways, Lake Louisa State Park, and just a short drive to Walt Disney World and other Central Florida attractions.

Listing is courtesy of: MAINSTAY BROKERAGE LLC (800-583-2914)

Listing Agent: Summer Brady (678-928-5792)

Remarks: Welcome to 3649 Peace Pipe Way — a beautifully maintained home offering comfort, space, and functionality in a desirable community. This residence features a spacious open-concept layout perfect for everyday living and entertaining. The kitchen flows seamlessly into the main living areas, creating the ideal gathering space for family and guests. Generously sized bedrooms provide comfort and privacy, while the primary suite offers a relaxing retreat. Enjoy outdoor living with a private backyard space ready for your personal touch. Conveniently located near major roadways, shopping, dining, and local attractions, this home blends location and lifestyle. Schedule your private showing today!

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: Jamar Joseph (321-978-3327)

Remarks: 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. The 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, a 2-car rear-facing garage and our Move-In Ready package with includes a refrigerator, washer, dryer, and 2” faux wood blinds. The first floor is ideal for entertaining, featuring a spacious gathering room, café and kitchen, with a large center island, storage pantry, Trenton Burlap cabinets, a decorative tile backsplash, quartz countertops and Whirlpool stainless-steel kitchen appliances – including a refrigerator. 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 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 window blinds, 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: 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. The 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, white cabinetry, a decorative tile backsplash, 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 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 Shaw brand luxury vinyl plank flooring throughout the first floor living areas, tile flooring in the bathrooms and laundry room, and soft, stain-resistant, Shaw brand carpet in the bedrooms, 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: Don't miss your opportunity to own one of our final Wilshire plans offered in the beautiful Ridgeview Community! This spacious Move-In ready 5 Bedroom, 3 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, while 5 1/4" baseboards are included throughout, adding to the open and elegant feel. The well-appointed kitchen boasts 42" cabinets with crown molding, quartz countertops, a stylish tile backsplash, and stainless steel appliances. 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 and style—this home has it all! The beautiful Ridgeview Community offers outstanding amenities including Pool, Cabana, 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, providing convenient access 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 contract-accepting backup offers. Welcome to this beautifully maintained 3-bedroom, 2-bath home with a bonus room currently used as an office, located in the sought-after Serenoa community in Clermont. Designed with both comfort and functionality in mind, this home features an open-concept floorplan that seamlessly connects the living, dining, and kitchen areas, creating an inviting space for everyday living and entertaining. The kitchen is highlighted by stylish stone countertops, while durable tile flooring throughout the main living spaces adds both elegance and easy maintenance. Bedrooms offer soft carpet underfoot for added comfort, and recent updates include a 2023 roof, a new dishwasher, and an HVAC UV system added in 2024 for enhanced air quality and efficiency. Step outside to enjoy the screened lanai overlooking the fully fenced backyard, offering a great space to relax, entertain, or enjoy the Florida lifestyle year-round. Enjoy access to a variety of community amenities included through the HOA, such as cable and internet service, a community pool, grill area, fitness center, HOA-hosted events, and meeting room rental options. Conveniently located near shopping, dining, parks, and major roadways, this property offers the perfect blend of modern features and community living in one of Central Florida’s growing areas. Enjoy access to a variety of community amenities included through the HOA, such as cable and internet service, a community pool, grill area, fitness center, HOA-hosted events, and meeting room rental options. Conveniently located near shopping, dining, parks, and major roadways, this property offers the perfect blend of modern features and community living in one of Central Florida’s growing areas.

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

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

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. The Westwood is timeless and built to last. The Great Room and kitchen share a convenient open floorplan on the first floor of this two-story home, with sliding glass doors that lead to the lanai. All three bedrooms occupy the second level, including the owner’s suite which is comprised of a restful bedroom, en-suite bathroom and 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: Location, Location, Location! This is a very rare listing right at the center of a life in Kings Ridge! News Flash! The seller is offering up to $10,000 towards the buyers choice of closing costs or a flooring upgrade! This home has direct access to the clubhouse and pool making it ultimately convenient to take full advantage of all the amenities that the community has to offer! You really must see to fully understand how amazing this location is. The amenities in this meticulously maintained gated community are outstanding! The clubhouse, Pool and golf course that is adjacent are a dream! Please bring your golf cart and the world is your oyster! This is a 1 owner, no smoking, no pets ever, New AC system installed summer 2025, newer Fridge, Washer and Dryer with one of the best lots in Kings Ridge opportunity.. Act quickly, this location will not last long.

Listing is courtesy of: NORTHSTAR REAL ESTATE LLC (352-617-9616)

Listing Agent: Darren Sowell (352-617-9616)

Remarks: Brand new, energy-efficient home available NOW! No rear neighbors. 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 this beautifully maintained 3-bedroom, 2-bath home just under, located in the gated community of Cagan Crossings in Clermont. Thoughtfully designed and owned by only one owner, this home offers both comfort and timeless appeal. Step inside to continuous flooring throughout the entire home—no carpet, complemented by a hand-selected kitchen backsplash that adds a custom, designer touch. The kitchen and bathrooms feature rich brown cabinetry paired with granite countertops, creating a warm and inviting aesthetic that flows effortlessly throughout the space. One of the home’s most captivating features is the serene lake view, best enjoyed from the stunning covered back terrace, complete with a private jacuzzi—perfect for relaxing evenings or entertaining guests. The home also includes additional overhead storage in the garage, providing both functionality and convenience. This property combines peaceful water views, thoughtful upgrades, and low-maintenance living in a sought-after Clermont community—an ideal retreat to call home.

Listing is courtesy of: 365 REALTY, INC. (407-944-1365)

Listing Agent: Coreena Martin, Llc (689-230-3999)