Homes for Sale Near Windy Hill Middle in Clermont - 183 homes

Remarks: MOVE-IN READY and thoughtfully updated, this RV-PORT home is tucked deep within the well-maintained Citrus Highlands community in Clermont, offering an exceptional blend of functionality, storage, and flexibility. A manicured approach and wide driveway lead to one of the property’s most valuable features—a 50-FT COVERED RV PORT with FULL RV HOOK-UPS, including WATER, SEWER, TV, AND 20/30/50-AMP ELECTRICAL SERVICE, all protected under roof for year-round convenience. The front entry opens into a bright, open living space designed for everyday comfort and easy flow. NEW LUXURY VINYL PLANK FLOORING runs throughout the main living areas and is complemented by VAULTED CEILINGS, LED LIGHTING, and abundant natural light. The living and dining areas connect seamlessly, creating a flexible layout for both daily living and entertaining. The kitchen sits centrally within the home and offers practical functionality with CORIAN COUNTERTOPS, ample cabinetry, and a PANTRY, maintaining open sightlines to the main living spaces while preserving a dedicated work area. A SPLIT-BEDROOM FLOOR PLAN enhances privacy. The PRIMARY SUITE is generously sized, allowing space for a full bedroom set along with a sitting area or desk. NEW CARPET adds comfort, while the WALK-IN CLOSET and private bath complete the retreat. The secondary bedroom is positioned near the guest bath and can function as a bedroom, office, or flex space. Storage is a standout feature throughout the home, including an OVERSIZED LAUNDRY ROOM with PULL-DOWN ATTIC ACCESS and additional overhead storage, making organization efficient and accessible. Outdoor living continues on the COVERED AND SCREENED LANAI, providing a comfortable space to relax or entertain. The backyard offers room for gardening or additional outdoor use and includes a PRE-WIRED HOT TUB OUTLET, ADDITIONAL GATED STORAGE, and an ADDITIONAL CARPORT for covered parking of a daily driver, boat, or recreational vehicles. Recent and notable updates include a NEW ROOF (2023), BRAND-NEW A/C, NEWER WATER HEATER, GUTTERS, and UPDATED LANAI TILE, reflecting consistent care and long-term maintenance. Located within Citrus Highlands, residents enjoy a quiet, well-kept neighborhood while remaining close to shopping, dining, and major roadways. Clermont’s lakes, trails, and rolling landscape continue to make this area a sought-after destination in Central Florida. Schedule a private showing to experience this well-maintained and highly functional property firsthand.

Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)

Listing Agent: Simi Lakhani (407-408-7393)

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. An incredible opportunity awaits to own this highly sought-after Magnolia floor plan, perfectly positioned on one of the largest homesites in the community. Offered by the original owner and maintained in like-new condition, this home is priced to sell and represents exceptional value at this price point. From the moment you arrive, you will appreciate the spacious setting and added privacy with no direct rear neighbors, creating a peaceful backdrop for everyday living. Inside, the home showcases a bright and open layout designed for both comfort and functionality, highlighted by wood look tile flooring throughout the main living areas and an abundance of natural light. The thoughtfully designed floor plan features a desirable first-floor owner’s suite, offering convenience and privacy. The suite includes a large walk-in shower and dual vanities. The open kitchen was incredibly designed for everyday living and food preparation. Built in oven, cooktop with vented hood, large island and plenty of storage making this the true heart of the home, Built with energy efficiency in mind, this home provides modern construction benefits that help keep utility costs down while enhancing year-round comfort. The community itself adds even more appeal, featuring a resort-style pool just a short distance away and high-speed fiber internet included in the low HOA fees, delivering both lifestyle and value. Ideally located in a highly regarded K–12 school district, the home is just minutes from an array of shopping, dining, and everyday conveniences in every direction. With Walt Disney World less than 20 minutes away, you are never far from world-class entertainment and attractions. This is truly a standout opportunity in the under $500,000 price range, offering space, privacy, and modern features rarely found at this value. Don’t miss your chance to make it yours.

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

Listing Agent: Ronald Ziolkowski (407-592-7653)

Remarks: Move-in Ready for a First time Homeowner or Investment property! LOW HOA AND NO CDD. This custom-built home offers 3 spacious bedrooms, 2 full bathrooms, and a one-of-a-kind outdoor kitchen with a stunning fire pit! As you walk in the front door you're greeted by 12-foot high ceilings with wood beams expending wall to wall, luxury wood-like tile flooring, and tons of natural light. This true open concept design allows you to entertain parties of all sizes with the kitchen, dining room, and family room all being together. The kitchen has tons of cabinetry, an abundance of counter space, and stainless steel appliances for all your cooking needs. The grand family room has a custom fireplace with an expansive stone accent wall. This home also offers a true split floor plan design with two bedrooms and 1 full bathroom on the right side of the home and the owner's suite on the back left. The owner's suite has tons of natural light, a large ensuite equipped with dual vanities, a walk-in shower with seamless glass, and high-end wall tile. If you enjoy entertaining or being outdoors this home has a one-of-a-kind outdoor kitchen/fire pit combo and comfy seating surrounding. The outdoor kitchen with custom cabinetry, stainless steel appliances, wine refrigerator, ceiling fans, beautiful wood paneling, stone accents, and turf flooring. The fire pit has seating for 10 and overlooks the oversized backyard. Other features include indoor and outdoor surround sound, custom lighting, and a vinyl fence. The community has lake access on the largest of the Clermont Chain of lakes, Lake Louisa. You're also located in a very established community that's highly desirable while being close to all major highways and minutes from excellent shopping, hospitals, dining, theme parks and so much more. Call me today to schedule a private showing!

Listing is courtesy of: FLORIDA INVESTMENT REALTY GRP (407-937-8450)

Listing Agent: Yuleisy Marquez (407-937-8450)

Remarks: Put the Snow shovels AWAY!! Time for Resort Life in carefree secure 55+ community. Enjoy the good life beside your own private heated pool. Entertain in this beautiful 4 bedroom and 3 bath home. Freshly painted inside and out and 1 yr. old roof. This will be the destination for family and friends. The open concept floorplan that opens to the pool from the primary suite, living room and family room. No tracking through the house in wet swimsuits, the second bath opens to the pool deck. Fresco dining and the changing of the color pool lights will be memorable times. Put on your dancing shoes, it time to dance in the clubhouse ballroom. Great fun to be had indoor at the game room, arts and crafts, the gym or outside in the heated Olympic size pool. Tennis and so much more. The next best thing to a golf community is having several golf courses within 5 min. of home. Clermont has restaurants and lake side dining and entertainment. The National training center has Olympic size pool, gym, classes, therapy and more across from the Orlando Hospital. There are hiking and bike trails along with regular competition events. But finally your dog with love you as you walk the Heritage hills community paths and go to the doggie park. Take an evening stroll and watch the Disney firework from a distance at the overlook park.

Listing is courtesy of: DALTON WADE INC (888-668-8283)

Listing Agent: Rae Harless (407-781-6990)

Remarks: The living room, kitchen, and family room now features freshly painted walls throughout giving the main living areas a bright, refreshed look. NEW ROOF (2024) NEW HURRICANE-RATED, ENERGY-EFFICIENT WINDOWS (2024). Welcome to Lake Louisa Highlands, where this well-maintained home offers valuable recent updates. Additional improvements include a newer hot water heater (2022), new kitchen appliances, front-load washer and dryer, and updated ceiling fans, enhancing comfort and convenience throughout the home. This spacious property features 3 bedrooms, plus an office, and 2 baths, offering 2,222 sq. ft. of open living space. The office can easily convert to a 4th bedroom if desired. The layout is thoughtfully designed with widened doorways for enhanced accessibility. The home is equipped with an ADP security system (monthly service required). Surrounded by rolling hills and majestic oaks, the community offers a private dock to enjoy lake access to the Clermont Chain of Lakes, fishing pier, and tranquil lake views. Lake Louisa State Park is just minutes away, with endless outdoor recreation. Ideally located near Disney, shopping, dining, and major attractions, yet tucked into a quiet, established neighborhood—this home delivers the perfect blend of serenity and convenience.

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

Listing Agent: Arlene De Leon (407-473-0563)

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: This move-in-ready, one-story home offers a desirable 3/2 layout with a two-car garage and a functional, easy-flow floor plan. The property is well maintained and provides comfortable living spaces throughout. Priced to sell, it presents a convenient option for buyers seeking a single-level home ready for occupancy.

Listing is courtesy of: ENTERA REALTY LLC (888-216-6364)

Listing Agent: Robert Salmons (888-216-6364)

Remarks: Excellent opportunity in the Florence ridge community! 4 bedrooms 3 bathrooms with an open floor plan and over 3,000 sq ft of living area + outdoor spaces. The home backs up to Florence Lake. This home offers several upgrades throughout the home which includes a gourmet kitchen with crown molding, a huge granite counter island, double oven, cooktop, soft close cabinets and drawers along with lower roll out drawers for convenience. Formal dining room with dinette area as well which makes three eating areas great for family gatherings. Office / den with French doors for privacy. The foyer/entry, office / den, formal dining room and master bedroom all have tray ceilings with crown molding along with a spacious great room with upgraded 11 feet ceiling height. Upgraded tile in all the wet areas. All 3 bathrooms and separate laundry room have granite and quartz countertops. Nice open front porch, with brand new sod front and back. Privacy fence as well, Lanai with a newer jacuzzi tub with a retractable screen to enjoy privacy and the view of Florence Lake and sunsets. VACANT! QUICK POSSESSION!

Listing is courtesy of: FLORIDA CAPITAL REALTY (786-953-5870)

Listing Agent: William Turner (651-263-0159)

Remarks: Location, Location, Location! This is a very rare listing right at the center of a life in Kings Ridge! 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: Beautiful fully furnished townhouse located in the desirable Hidden Forest community in Clermont, just minutes from Disney and major attractions.This spacious property features 3 bedrooms and 3 full bathrooms, including a convenient first-floor bedroom with a full bath, ideal for guests or multi-generational living. On the second floor, you’ll find the primary suite with its private bathroom, a third bedroom with its own full bath, and an additional loft area with TV, perfect for relaxation or entertainment.Enjoy your own private covered pool, offering comfort and privacy year-round.This property is located in a short-term rental friendly area, making it an excellent opportunity for both investors and primary buyers. Currently rented with excellent tenants. Lease expires on October 31,2026, immediate income producing property

Listing is courtesy of: MY REALTY GROUP, LLC. (786-847-7421)

Listing Agent: Veronica Martinez (954-918-8108)

Remarks: Welcome to Tradd's Landing in beautiful Clermont!! Showcasing this beautifully maintained 4-bedroom, 3-bathroom home. This home provides exceptional privacy and tranquil views with no neighbors behind. The driveway is pavered and the grand entrance has no steps to enter because a new sloped entry way to accommodate wheelchair access has been added. The interior features a split floor plan that offers both privacy and convenience. The formal living and dining areas are perfect for entertaining, while the modern kitchen, complete with stainless steel appliances, makes meal prepping easy for family and entertaining. The master bedroom boasts a large sitting area perfect for relaxing, a new born room, or setting up a home office. The en-suite bathroom includes all the luxury touches you’d expect including garden bathtub and split vanities. The home also features a cozy screened-in back porch, perfect for enjoying outdoor living year-round. NEW ROOF INSTALLED IN 2023. this home is move-in ready.

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

Listing Agent: Jason Seda (954-856-8794)

Remarks: Stunning upgraded multigenerational home in the highly sought after gated community of Waterbrooke. This home is one of a kind in the community with two primary suites, one on the first floor and one upstairs with 3 additional bedrooms allowing for flexibility as your needs change. Great room with fireplace, soaring ceilings and open floor plan. The gourmet kitchen has a large center island, quartz countertops, oversized walk-in pantry and spacious eating area large enough for your favorite farmhouse table. The first floor primary bedroom has a spacious bathroom with dual sinks, large walk in shower with seamless shower doors and large walk in closet. Also on the first floor are two flexible living areas that can be used as a dining room, media room, office, den, playroom, workout room, additional bedroom, or anything your lifestyle chooses. Upstairs is the second primary bedroom, dream closet with windows and mirrored barn doors and attached bathroom with wet room containing an oversized shower and luxurious tub. Three additional bedrooms and bathroom complete the upstairs. A paver screened lanai and extended paver patio with gazebo that overlooks the fully fenced back yard is perfect for entertaining and play. The 3-car split garage offers plenty of parking and storage space. LVP and upgraded tile throughout for a carpet free home. World class resort style amenities are literally steps away (three doors down) and include a community pool, fitness center, splash pad, playground, community lake and lots of open space to enjoy leisurely walks. LOW HOA fees. Easy access to the Turnpike, 408, Downtown, West Orange Trail, Downtown Winter Garden and Downtown Clermont. Close to major attractions, the airport, hospitals, dining, shopping. Make your appointment to see this beautiful home today!

Listing is courtesy of: BHHS FLORIDA REALTY (407-876-2090)

Listing Agent: Jeannie Stokes (770-331-4646)

Remarks: Well-maintained 3-bedroom, 2-bath manufactured home located in Orange Lake Mobile Home Park in Clermont. Approximately 1,456 sq ft on leased land. Major updates include a NEW ROOF (2023) and A/C system (2021). Monthly lot rent of $954 includes water, sewer, trash, and property taxes. Carport included. Security camera system included (some cameras currently disconnected but equipment conveys). Buyer must obtain park approval prior to closing. Title is clear and ready for transfer. Affordable living with recent upgrades already completed.

Listing is courtesy of: FORTEZA REALTY LLC (407-289-1444)

Listing Agent: Karia Ortiz (407-289-1444)

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

Remarks: 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)