Homes for Sale Near Windy Hill Middle in Clermont - 231 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: 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: 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: 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: Charming Two-Story Townhome in a Desirable Community – Prime Clermont Location Welcome to this beautiful and well-maintained two-story townhome, offering the perfect blend of comfort, functionality, and style. This inviting property features 3 spacious bedrooms, 2 full bathrooms, and 1 half bathroom, making it ideal for families or anyone seeking extra space. As you arrive, you’ll be greeted by a charming front porch—perfect for relaxing and enjoying your morning coffee. Inside, the home features a thoughtfully designed layout with comfortable living areas and cozy carpeted bedrooms that create a warm and inviting atmosphere. The kitchen comes fully equipped with modern appliances, providing convenience for everyday living, and the home also includes a fully equipped laundry area. Additionally, you’ll enjoy the benefit of an attached one-car garage, offering both secure parking and extra storage. Located within a well-maintained community, residents have access to great amenities including a swimming pool, playground, and sidewalks—perfect for outdoor activities and a pleasant neighborhood feel. Conveniently situated in Clermont, this home is just minutes from shopping centers, restaurants, grocery stores, and top-rated schools. You’ll also enjoy easy access to major highways, making commuting simple, and you’re just a short drive from Orlando’s world-famous attractions, theme parks, and entertainment options. Don’t miss this opportunity to own a beautiful home in one of Clermont’s most convenient and growing areas!

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

Listing Agent: Sarah Santos (689-254-8519)

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: 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: 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: 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: 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)

Remarks: Welcome home to the Palisades! Located in a highly desirable community known for its tree-lined streets and welcoming atmosphere. This beautifully maintained 3-bedroom, 2-bath home with a bonus office/flex room offers lake views and no rear neighbors for added privacy. The home features a renovated kitchen, updated flooring, and major upgrades including a roof replaced in 2022, tankless water heater, all kitchen appliance and water softener system are fairly new. The exterior was freshly painted two years ago, enhancing curb appeal. Enjoy outdoor living perfect for relaxing or entertaining, along with resort-style community amenities including a pool, clubhouse, tennis courts, playground, and private boat ramp with access to the Clermont Chain of Lakes via Lake Minneola. HOA includes basic cable and internet. Schedule your private showing today

Listing is courtesy of: RED CREST REALTY, LLC (786-317-6359)

Listing Agent: Laura Matos (786-317-6359)