Homes for Sale Near Windy Hill Middle in Clermont - 108 homes

Remarks: A rare opportunity to own a highly upgraded home without the cost or wait of new construction. This beautifully upgraded 4-bedroom, 3-bath home offers a true move-in ready experience with extensive owner improvements throughout. Located on a larger-than-average lot in the sought-after Waterbrooke community, this home stands out for its quality finishes and thoughtful upgrades. Highlights include new flooring throughout, professional interior painting with custom wallpaper, upgraded lighting, elegant chandeliers, a decorative living room panel, and a cozy fireplace. The kitchen features an upgraded cabinet color, larger-than-standard sink, premium dishwasher, pantry door, and a whole-house reverse osmosis water system, plus an additional built-in dual filtration system at the kitchen sink (approx. $6,000 value). All bathrooms were upgraded with walk-in glass showers (no tubs), and the home also offers upgraded stair railings, whole-house gutters, electronic smart lock. Furniture is negotiable. Enjoy resort-style community amenities, excellent schools, and convenient access to major roads, shopping, and dining.

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

Listing Agent: Poliana De Souza (772-284-9682)

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: Step inside this 2024 KB Home in the desirable Sanctuary community of Clermont, offering 4 bedrooms and 3 full baths, including a first-floor bedroom and full bath ideal for guests, multigenerational living, or a home office. Tile flooring runs throughout the main living areas, with plush carpet in the bedrooms for added comfort. The open-concept layout seamlessly connects the living room, dining area, and kitchen, creating an inviting space for everyday living and entertaining. Upstairs features a spacious loft, perfect for a second living area, playroom, or media room. The primary suite offers a peaceful retreat, complete with a walk-in closet and en-suite bath. Step outside to enjoy the fenced backyard with a screened-in lanai and above-ground pool, creating a private space to relax or entertain. Skip the build timeline and step into a move-in ready home with upgrades already completed. Located in a growing Clermont community offering resort-style amenities including a pool, playground, and fitness center, with convenient access to shopping, dining, and outdoor recreation. 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: This 3 bedroom single story home is located in the quiet community of Serenoa. The property has received touch up painting throughout, new carpets and professional cleaning. The open space living area has the kitchen in the center of the living space breaking up the living area to the dining area with three bedrooms off the family room. An attached additional space can be used as a dining room or office and breakfast nook / dining room overlooks the backyard. The kitchen has 42 inch cabinets with stainless steel appliances. Serenoa is a family orientated community with a huge clubhouse and pool, splash pad and playground with a full social calendar and onsite activities director. Eventually the road at the back or Serenoa will be opened to join Western way directly into Disney.

Listing is courtesy of: WENDY MORRIS REALTY (407-575-5392)

Listing Agent: Wendy Morris (407-575-5392)

Remarks: Whole-home solar will be PAID OFF by the seller at closing. Welcome! Located in the heart of Clermont, this thoughtfully designed two-story home boasts a sparkling pool, an open main living space, a split-bedroom floor plan, and a striking kitchen, providing the perfect foundation for a divine living experience. Its prime location provides modern amenities and adventures at your fingertips, while the small neighborhood offers a peaceful daily living experience. Stunning quartz counters are perfectly complimented by a stylish grey tile backsplash, maple cabinets, and undercabinet lighting. Stainless-steel appliances and an island with space for seating complete this beautiful kitchen. Overlooking the living and dining rooms, this is a versatile living space, fit for any occasion. Its split-bedroom floor plan and spacious bedrooms, as well as its 4th bedroom / upstairs bonus room add to this home’s versatility, while providing a quality design for personal privacy. Outside, the refreshing, screen-enclosed pool and covered patio are perfect for quiet days, exciting gatherings, and year-round enjoyment. Nearby, River Park & Boat Ramp allows for easy boating and water activities across the Clermont Chain of Lakes. Lake Louisa State Park for nature exploration, Clermont Waterfront Park for scenic activities, and the South Lake Trail just minutes away for cycling enthusiasts. Lake Minnehaha adds another dimension to the area's natural appeal, while Legends Golf Club provides championship-level play within easy reach. For everyday conveniences and primary services, numerous retail, medical, and dining options are nearby. This exceptional combination of private amenities and outstanding location creates an ideal setting for those seeking both relaxation and active lifestyle opportunities. Schedule your showing today to explore this delightful home's inviting spaces and discover the comfortable lifestyle that awaits you in this charming property!

Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY (407-203-0007)

Listing Agent: Joseph Doher (407-203-0007)

Remarks: The Exbury was this community's most popular model. It can no longer be built due to the lot size needed. THIS is the only one available. The last two new build Exbury's sold above $900,000. With no rear neighbors, and just a few blocks from the community pool and playground, this home is perfectly positioned. Tastefully upgraded with luxury finishes, built in 2023 and still in like-new condition. Upon entry, you'll be greeted by a foyer with a volume ceiling. A cozy sitting room to the left takes you into the kitchen through the butler's pantry. The kitchen includes quartz countertops, a large island with seating, 42" cabinets, subway backsplash, and stainless steel appliances, including a double oven. The dining room sits just beyond the kitchen, offering a serene view of the backyard. The grand living room also includes volume ceilings and is a great place to relax while surrounded by the beauty of this home. Living Room & Dining Room slider doors include custom made plantation shutters. The primary bedroom is downstairs, sharing the backyard view. The primary, spa-inspired, bathroom includes a large sitting tub that sits in front of the upgraded, glass enclosed shower. Luxury vinyl flooring covers the stairs, upper level hallways, and the spacious open loft. Wrought iron balusters line the stairs and upper level hallways. 4 additional bedrooms and 2 additional full bathrooms are also located upstairs. This home is truly unique and beautifully maintained. The neighborhood is located across from Lake Louisa State Park and within walking distance of one of Central Florida's biggest developing projects; Olympus. 10 minutes to Hamlin, 20 minutes to Disney, and close to top-rated schools, shopping, and US-27. This is a great opportunity to own a piece of Clermont's booming Real Estate. This particular area is in it's initial stages, offering the perfect time to purchase.

Listing is courtesy of: OPTIMA ONE REALTY, INC. (352-243-6784)

Listing Agent: Tony Stanley (407-883-9694)

Remarks: Under contract-accepting backup offers. MOVE-IN READY and packed with UPDATES, this ideal single-story floor plan in the gated Weston Hills community of Clermont offers the perfect combination of style, comfort, and flexibility – whether you are looking for a primary residence, vacation home, or investment property with short-term rental potential! ****Major updates have already been taken care of for you: PRIMARY BATHROOM UPDATED (2026), GUEST BATH UPDATED (2026), FRESH INTERIOR PAINT & NEW LIGHTING (2026), VINYL PRIVACY FENCE (2025), A/C UPDATED (2024), NEW ROOF (2023), WATER HEATER (2022), and a beautifully UPDATED KITCHEN (2018).**** With LUXURY VINYL PLANK FLOORING throughout and a neutral color palette, the home feels modern, cohesive, and truly turn-key. The interior delivers a flowing floor plan with high ceilings and abundant natural light that make every space feel open and inviting. Formal living and dining areas greet you at the front of the home, while the central kitchen anchors the layout and opens seamlessly to the casual dining space and spacious family room. The kitchen features updated finishes, a GAS RANGE, ample cabinetry and counter space, and easy access to the main living areas so the home chef never misses out. The spacious PRIMARY SUITE is a standout feature the seller especially loves, offering plenty of room to unwind along with a beautifully refreshed en-suite bath complete with dual sinks, a relaxing SOAKING TUB and SEPARATE SHOWER. Three additional bedrooms provide flexibility for guests, a home office, or hobby space – making this rare 4-bedroom layout especially desirable in a neighborhood where many homes are 3-bedroom floor plans. Outdoor living is just as enjoyable thanks to the COVERED & SCREENED LANAI, creating the perfect INDOOR/OUTDOOR LIFESTYLE Florida is known for. The backyard is FULLY FENCED with a vinyl privacy fence and features mature landscaping plus a paved area ideal for a fire pit or outdoor entertaining, offering plenty of room to relax or host friends and family. Located inside Weston Hills, a GATED COMMUNITY with a virtual guard and LOW HOA, residents enjoy a welcoming neighborhood atmosphere with many long-term neighbors while still benefiting from short-term rental flexibility for investors. Community AMENITIES include a POOL, splash pad, sand volleyball court, basketball courts, tennis courts, playground, and scenic walking trails, making it easy to enjoy an active Florida lifestyle right outside your front door. Perfectly positioned just off US Highway 27, this Clermont location offers convenient access to shopping, dining, golf, major roadways, and Central Florida’s world-famous theme parks. With extensive updates already completed, abundant natural light, and a flexible 4-bedroom layout, this Weston Hills home is the definition of turn-key Florida living – call today to schedule a tour! ** HOME HAS COMPLETED FHA APPRAISAL OVER ASKING PRICE **Seller may consider buyer concessions if made in an offer**

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

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

Remarks: Your Search is Over — This Home Has It All! Trust Me! Welcome to this beautifully maintained home, lovingly cared for by its owners and located in the peaceful Sawgrass Bay community in beautiful Clermont. From the moment you step inside, you’ll feel the warmth and comfort of this cozy residence. The spacious, open-concept kitchen is the heart of the home—inviting you to gather with family and friends around the oversized island, perfect for cooking, entertaining, and creating memories. Step outside to the extended screened-in lanai, a tranquil outdoor retreat that offers the perfect setting to relax, enjoy your morning coffee, or host an evening get-together. The fully fenced backyard with privacy screen adds both peace of mind and charm. This stunning home features 4 spacious bedrooms and 3 full bathrooms, luxury vinyl flooring on the first floor, high ceilings on both levels, a smart hybrid water heater, irrigation system, and a whole-house water filtration and softener system. The washer and dryer are included, and the garage offers floating storage shelves and gutters all around. Located in the family-friendly Sawgrass Bay community, residents enjoy a community pool and playground—making this home the perfect blend of comfort, style, and lifestyle.

Listing is courtesy of: URBAN-O REAL ESTATE SOLUTIONS (407-822-1063)

Listing Agent: Yesenia Barrios (321-276-1977)

Remarks: Inside the guard-gated community of Magnolia Pointe, this one-story townhome offers the perfect blend of security, the comfort of home, and a location that just makes sense, and where the HOA takes care of the roof and the exterior of the home! Living here means enjoying a maintenance-free lifestyle in a charming 3-bedroom, 2-bathroom end unit. Because it’s positioned on the corner, the home receives natural light you won’t find in an interior unit. The heart of the home is a smart, wrap-around kitchen that flows visually into the dining and living areas, making it easy to stay part of the conversation while cooking. The two-way split floor plan offers a good balance, providing plenty of privacy for the bedrooms while maintaining an open main space for together time. Being on the end of the building adds an extra layer of convenience—perfect for quick dog walks or simply stepping out onto the patio for a breath of fresh air. The single-car garage is a full 20' length, offering space for storage as well as your vehicle. As a resident, you’ll have exclusive access to resort-style amenities including a clubhouse, fitness center, tennis courts, a paved area for walking, and a community pool. Perhaps the best-kept secret here is the private boat ramp and dock providing rare access to Johns Lake. Located near the Florida Turnpike and Hwy 50, your commute to Orlando is easy, yet you’re tucked away in the beautiful lakes and hills of Clermont. Everything you need-- groceries, dining, services, and the West Orange Trail—is within a mile of your front door. Come see why this is the perfect place to call home.

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

Listing Agent: Matthew Mobley (407-267-2312)

Remarks: Under Construction. *READY BY THE END OF FEBRUARY 2026* The 2,278 sq. ft. Glacier Bay offers thoughtfully designed single-story living with 4 bedrooms, 3 baths and a 3-car garage. A walk-in pantry enhances the open, flowing space and connectedness of the kitchen and dining area. A covered lanai provides excellent outdoor living space. The primary room has a large walk-in closet and linen storage.

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

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

Remarks: Under Construction. The 2,278 sq. ft. Glacier Bay offers thoughtfully designed single-story living with 3 bedrooms, 2.5 baths and a 3-car garage. A walk-in pantry enhances the open, flowing space and connectedness of the kitchen and dining area. A flex room offers versatile space perfect as an office, game room or additional sitting area. A covered lanai provides excellent outdoor living space. The owner’s suite has a large walk-in closet and linen storage.

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

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

Remarks: Under Construction. The 2,278 sq. ft. Glacier Bay offers thoughtfully designed single-story living with 3 bedrooms, 2.5 baths and a 3-car garage. A walk-in pantry enhances the open, flowing space and connectedness of the kitchen and dining area. A flex room offers versatile space perfect as an office, game room or additional sitting area. A covered lanai provides excellent outdoor living space. The owner’s suite has a large walk-in closet and linen storage.

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

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

Remarks: Under Construction. This Glacier Bay offers thoughtfully designed single-story living with 4 bedrooms (flex room upgraded to the 4th bedroom), 3 bathrooms (instead of 2.5) and a 3-car garage. A walk-in pantry enhances the open, flowing space and connectedness of the kitchen and dining area. The covered lanai provides excellent outdoor living space. The primary room has a large walk-in closet and linen storage.

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

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

Remarks: This beautiful 4-bedroom, 3-bath pool home is located in the highly sought-after Orange Tree community in Clermont. Just minutes from Walt Disney World, the home offers convenient access to shopping, dining, and a variety of local attractions.Recent upgrades include a new roof, fresh interior paint, offering peace of mind for the new owner. The kitchen features upgraded granite countertops and stainless steel appliances, providing a clean, modern look. The open-concept kitchen and living area is ideal for entertaining, allowing you to stay connected with family and guests. Enjoy French door access from multiple rooms to the screened-in, heated pool, creating a seamless indoor-outdoor living experience. A full bathroom with direct pool access adds extra convenience. The community amenities include a playground, tennis courts, basketball courts, and a soccer field, offering something for everyone.

Listing is courtesy of: KELLER WILLIAMS ELITE PARTNERS III REALTY (321-527-5111)

Listing Agent: Natthan Birkett (561-906-0665)

Remarks: The 2,278 sq. ft. Glacier Bay offers thoughtfully designed single-story living with 3 bedrooms, 2.5 baths and a 3-car garage. A walk-in pantry enhances the open, flowing space and connectedness of the kitchen and dining area. A flex room offers versatile space perfect as an office, game room or additional sitting area. A covered lanai provides excellent outdoor living space. The owner’s suite has a large walk-in closet and linen storage.

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

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

Remarks: Wekiva Model. Ready NOW. Phase 5 in now open in Ridgeview. What can I say about the Wekiva, this is a floorplan that has to be seen to be appreciated. When you first walk in this house the high ceiling entry will wow all of your guest. Huge family room dining combo is great for a big family and entertaining. This Wekiva model is 2992 sq. ft. with 5 Bedrooms (Guest room on first floor), 3 baths. No need for an interior decorator, our design center experts took care of the attention to detail in their selections. Enjoy the Trinity Triple Advantage, which includes Luxury Bath Retreats, Sustainable Greener Future Features, and Security Package Placement at the front of your entry just for your packages. Come see this home located in one of Central Floridas 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: Wekiva Model. Ready NOW. Phase 5 in now open in Ridgeview. What can I say about the Wekiva, this is a floorplan that has to be seen to be appreciated. When you first walk in this house the high ceiling entry will wow all of your guest. Huge family room dining combo is great for a big family and entertaining. This Wekiva model is 2992 sq. ft. with 5 Bedrooms (Guest room on first floor), 3 baths. No need for an interior decorator, our design center experts took care of the attention to detail in their selections. Enjoy the Trinity Triple Advantage, which includes Luxury Bath Retreats, Sustainable Greener Future Features, and Security Package Placement at the front of your entry just for your packages. Come see this home located in one of Central Floridas 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: Price Improvement! Discover a home that blends modern comfort, thoughtful upgrades, and one of Clermont’s most exciting locations. This spacious 5 bedroom, 3 bathroom bungalow sits in a rapidly growing area just minutes from the future Olympus sports and wellness district, one of Central Florida’s most anticipated developments. Inside, the home welcomes you with stylish upgrades and functional design. Custom chandeliers and upgraded lighting fixtures enhance the living spaces throughout the home, creating a bright and inviting atmosphere. Just off the entryway is a versatile open flex space that can easily serve as a home office, study, or private sitting area. The main living area flows into the kitchen and dining space, providing an open layout ideal for everyday living, entertaining guests, or hosting gatherings. Natural light and the spacious design make this area the heart of the home. The garage offers more than just parking. It features a professionally finished epoxy floor with warranty along with ceiling mounted storage racks that help keep tools, seasonal items, and equipment neatly organized. Location is one of the biggest advantages of this property. You are just minutes from the upcoming Olympus Project, a planned 243 acre destination featuring sports training facilities, wellness amenities, dining, and entertainment. With the newly improved Schofield Road corridor, commuting to Winter Garden, Hamlin, and major Central Florida routes is easier than ever. Homes in this growing Clermont corridor continue to attract attention due to their proximity to future development, expanding infrastructure, and strong community growth. If you are looking for a home that offers space, upgrades, and a location connected to Clermont’s future growth, this property is worth seeing in person.

Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)

Listing Agent: Ej Jimenez (407-743-6394)

Remarks: 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: Experience the ultimate blend of security, serenity, and style in the premier guard-gated, LAKEFRONT COMMUNITY of Magnolia Pointe. This unique two-story residence offers a "lock-and-leave" lifestyle with the feel of a private retreat and low-maintenance living. Featuring a rare oversized, attached 2-car garage with an inside LAUNDRY ROOM downstairs, and the living quarters are thoughtfully elevated on the second floor to maximize natural light and privacy. Inside, the 1,225 sq. ft. open-concept layout is anchored by a cozy wood-burning FIREPLACE in the living room with soaring high ceilings, as well as a SPLIT FLOOR PLAN with 2 full bathrooms and 2 bedrooms with their own WALK-IN CLOSETS. The primary suite serves as a true sanctuary, featuring FRENCH DOORS that open to your BALCONY, and an EN-SUITE BATHROOM with a luxurious garden tub. The spacious kitchen is a chef’s delight, boasting 42” cabinetry, a closet pantry, stainless steel appliances, and a breakfast bar that flows seamlessly into the dining and living areas. Recent updates include refreshed interior paint (2025), newer ceiling fans, and HVAC (2019). Living here means 24/7 security and world-class amenities at your fingertips. Take a dip in the sparkling COMMUNITY POOL, hit the fitness center or clubhouse, or enjoy the tennis courts and playgrounds. The community’s "crown jewel" is the LAKE ACCESS via a private boat ramp and pier, providing exclusive access to the 2,500-acre Johns Lake—renowned for premier bass fishing and boating. For location and convenience, this property is perfectly situated just 1.5 miles from the Florida Turnpike with access to Orlando and minutes from the charm of downtown Winter Garden and Clermont. You also have easy access to Costco, Target, and other nearby shopping, dining, and entertainment options. And don't forget the natural beauty of nearby biking trails, natural springs and state parks like Kelly Park and Wekiva Springs! Everything you need is right at your doorstep so come see why this Magnolia Pointe gem checks every box. Lender credits offered for eligible buyers.

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

Listing Agent: Amy Thrailkill (407-873-9710)