Homes for Sale Near Windy Hill Middle in Clermont - 216 homes

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: Available NOW! Welcome to this brand new, never-lived-in 4-bedroom, 3-bath Aspen model in the highly sought-after Wellness Ridge community. Priced below appraised value, this home offers exceptional value with full lawn care and ultra-fast 1.2G fiber internet included, and closing cost assistance available! Be the very first to live in this thoughtfully designed home featuring a spacious foyer, desirable three-way split floorplan, and an open-concept kitchen complete with a large quartz island, stainless steel appliances, upgraded finishes, and premium paint throughout. Enjoy peaceful privacy with no rear neighbors and panoramic views from the screened-in patio, the perfect place to take in beautiful Florida sunsets and enjoy outdoor living year-round! The front of the home offers a 2-car garage, paver driveway, and wide community sidewalks that enhance the neighborhood’s charm and walkability. Residents of Wellness Ridge enjoy resort-style amenities including two swimming pools with cabanas, a lap pool, pickleball, tennis and basketball courts, a soccer field, playground, scenic walking trails, and a clubhouse with a state-of-the-art fitness center. Ideally located just minutes from world-class theme parks and Lake Louisa State Park, this home is also near the upcoming Olympus development, a 243-acre mixed-use destination planned for sports, entertainment, retail, hospitality, and wellness. This exciting addition is expected to bring even more dining, recreation, and entertainment to the area. Do not miss this opportunity to own a truly move-in-ready, never-lived-in home in one of Central Florida’s most vibrant and rapidly growing communities.

Listing is courtesy of: THE REAL ESTATE COLLECTION LLC (407-656-7814)

Listing Agent: Danielle Ramesar (352-638-3080)

Remarks: Welcome to 16760 Meadows Street, located in the highly sought-after community of Sawgrass Bay in Clermont. This beautifully maintained home offers a spacious, open layout designed for comfortable living and effortless entertaining, all in one of the fastest-growing areas of Central Florida. From the moment you arrive, you’ll appreciate the attractive curb appeal, paver driveway, and clean, well-kept exterior. Inside, the home opens up to a bright and airy floor plan with high ceilings, neutral tones, and an expansive living space that seamlessly connects to the kitchen and dining areas. The kitchen is a standout feature, complete with granite countertops, stainless steel appliances, abundant cabinetry, and a large center island with bar seating—perfect for hosting or everyday use. Sliding glass doors bring in natural light and lead to a covered patio and private backyard, ideal for relaxing or entertaining. The split-bedroom layout provides privacy, with a generously sized primary suite featuring tray ceilings and an ensuite bathroom with dual vanities, a soaking tub, and a separate shower. Additional bedrooms are well-sized and flexible for guests, a home office, or growing needs. In Sawgrass Bay, residents enjoy a peaceful neighborhood setting with convenient access to Hwy 27, nearby shopping, dining, schools, and just a short drive to Disney and major attractions. Whether you’re looking for a primary residence, second home, or investment property, this home offers strong value in a rapidly developing area. Schedule your private showing today and see why Sawgrass Bay continues to be one of Clermont’s most desirable communities.

Listing is courtesy of: SUNBRIGHT REALTY, LLC. (352-536-3714)

Listing Agent: Lou Salvemini, Jr. (352-536-3714)

Remarks: Skip the delays, added costs, and limitations of new construction on a narrow 50’ lot—this exceptional property delivers space, privacy, and immediate enjoyment. Perfectly positioned on a generous 100’ wide, 0.26-acre corner lot at the end of a quiet cul-de-sac in the highly desirable South Ridge community, this home truly stands apart. Step into a home that truly has it all—space, style, and the Florida lifestyle you’ve been dreaming of. From the moment you arrive, the oversized three-car driveway and mature landscaping set the tone for what’s inside. Through the grand double entry doors, you’re welcomed by a bright, open layout filled with natural light and upgraded with no carpet throughout for a clean, modern feel. Designed with flexibility in mind, the formal living and dining areas can easily transform into a private office, den, or flex space to fit your lifestyle. At the heart of the home, the expansive open-concept kitchen is a true showstopper—perfect for entertaining and everyday living alike. Enjoy 42” cabinetry, stainless steel appliances, a natural gas range, granite countertops, a large center island with bar seating, and a separate prep island. Whether hosting friends or enjoying a quiet morning, the cozy breakfast nook and spacious family room create the perfect gathering spaces. Then step outside—and this is where the home truly shines. Your private backyard oasis awaits, featuring a stunning saltwater pool with a waterfall, tanning ledge, and built-in seating. The covered lanai offers the ideal space for outdoor dining or relaxing in the shade, while the fully fenced yard provides privacy and room for pets or play. The thoughtfully designed split floor plan offers both comfort and privacy. The oversized primary suite is a retreat of its own, complete with a bay window, direct pool access, new vinyl flooring, and dual walk-in closets. The en-suite bathroom delivers spa-like luxury with separate vanities, a makeup station, garden tub, walk-in shower, and private water closet. On the opposite side of the home, three additional bedrooms and two full bathrooms provide the perfect setup for family or guests. Additional features include a dedicated laundry room and a spacious three-car garage with plenty of storage. Enjoy peace of mind with major updates already completed: new roof (2025), water heater (2023), HVAC (2018), fresh interior paint, updated lighting, new primary flooring, and new front sod. **POOL DECK BEING REPAINTED 4/25/26** Location is everything—and this home delivers. Ideally situated near shopping, dining, golf courses, state parks, and the Chain of Lakes, you’ll also be just minutes from the National Training Center, hospitals, and everyday conveniences. With easy access to US-27, Highway 50, the Turnpike, 408, and 429, commuting is seamless. Plus, enjoy the convenience of being within walking distance to East Ridge High School and close to top-rated middle and elementary schools. Homes like this—with a pool, upgrades, space, and location—don’t come around often. Schedule your private showing today.

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

Listing Agent: Nick Whitehouse (407-902-4639)

Remarks: Beautiful home located in a growing and highly desirable area of Clermont! This property offers a perfect combination of comfort, space, and functionality, ideal for investors. The home features spacious living areas filled with natural light, along with a well-designed kitchen offering ample cabinetry and great flow into the main living and dining spaces. The bedrooms are generously sized, providing comfort and flexibility, while the primary suite offers a private retreat with its own bathroom. Enjoy the outdoor space, perfect for relaxing or entertaining, with room to create your own backyard oasis. Conveniently located near shopping, dining, major highways, and top-rated schools, making daily living easy and accessible. A fantastic opportunity to own a home in one of Central Florida’s fastest-growing areas!

Listing is courtesy of: SELECTA REALTY LLC (407-777-7131)

Listing Agent: Paulo Goncalves Ferreira (407-818-0717)

Remarks: One or more photo(s) has been virtually staged. Nestled in a desirable area of Clermont, 4326 Hammersmith Drive offers a wonderful blend of comfort, convenience, and charm. This well-maintained home features a bright, open layout with inviting living spaces that are perfect for both everyday living and entertaining. The spacious kitchen and generously sized bedrooms provide functionality and comfort, while the private outdoor area creates an ideal setting for relaxation or gatherings. With its prime location near shopping, dining, schools, and major roadways, this property presents an excellent opportunity to enjoy the best of Central Florida living in a welcoming Golf community.

Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)

Listing Agent: Soumia Radi (407-360-6622)

Remarks: Some photos are Virtually Staged. Welcome home! This stylish two-story residence offers modern amenities, a functional layout, and a spacious backyard with serene conservation views. Inside, an open-concept design seamlessly connects the living room and kitchen—ideal for entertaining or family gatherings. The kitchen features quartz countertops, a large island, stainless steel appliances, abundant cabinet space, and a pantry for extra storage. Step outside to the covered lanai, where indoor and outdoor living blend effortlessly. The first floor also includes a full bedroom and bathroom, ideal for guests, a home office, or formal dining space. Upstairs, a versatile loft provides the perfect spot for a playroom, office, or media area. The primary suite overlooks the peaceful conservation area and includes an en-suite bathroom and spacious walk-in closet. Two additional bedrooms, another full bath, and a laundry room complete the second floor. Recent updates include stylish luxury vinyl plank flooring throughout. Enjoy resort-style amenities including a clubhouse with cozy fireplace patio, two stunning pools (a zero-entry pool and a lap pool), a 24-hour fitness center, dog park, and splash pad. Just minutes from Walt Disney World, shopping, and dining, this home offers the perfect blend of comfort, convenience, and Central Florida living. Schedule your showing today!

Listing is courtesy of: WAYPOINT REAL ESTATE GROUP INC (407-566-8265)

Listing Agent: James Tate (407-566-8265)

Remarks: LUXURY RENOVATION WITH 3 FULL BATHS & INCOME POTENTIAL – NO CDD & LOW HOA! Welcome to 10618 Reagans Run Drive, a masterfully upgraded residence in Clermont where no expense has been spared. Featuring over $40,000 in premium improvements, this home offers the perfect combination of sophisticated design, top-tier mechanical reliability, and a smart layout for maximum ROI. UNMATCHED UPGRADES & LUXURY FEATURES: MECHANICAL EXCELLENCE: Total peace of mind with a BRAND NEW ROOF (Installed 2025) with a 40-year life expectancy and a NEW HVAC SYSTEM featuring a 10-year warranty. LUXURY INTERIOR FEATURES: The entire home features stunning Luxury Italian Porcelain tile flooring (no carpet!). GOURMET KITCHEN: A chef’s dream! Completely renovated with Exquisite Wood Cabinetry, high-end Quartz countertops, and premium Stainless Steel appliances. BONUS INCOME SUITE: The garage has been professionally converted into a fully independent Studio/Efficiency with its own full bathroom and private side entrance. Ideal for generating rental income to pay your mortgage or as a private guest suite. OUTDOOR ENTERTAINING: Relax on the covered back porch with premium pavers and a built-in Outdoor Kitchen (sink and cabinets), all overlooking a large, fully fenced backyard. FINANCIAL ADVANTAGES: NO CDD fees and a remarkably low HOA of only $298/Annually. Move-in ready with "Zero" deferred maintenance. LOCATION: Enjoy the best of Clermont’s rolling hills, lakes, and shopping, with easy access to major highways for a quick commute to Orlando. Conveniently located near US-27 and SR-50, with easy access to supermarkets, restaurants, Clermont Landing, and Downtown Clermont. Enjoy nearby recreational areas such as Lake Louisa State Park and the Clermont Chain of Lakes, and benefit from being just 30–40 minutes from Orlando’s top attractions including Walt Disney World and Universal Studios. This is a rare "Turn-Key" opportunity that pays for itself. Schedule your private showing today!

Listing is courtesy of: LA ROSA REALTY ORLANDO LLC (407-288-8201)

Listing Agent: Brigida Lopez (321-945-3989)

Remarks: Brand new, energy-efficient home available NOW! No rear neighbors, fence behind home. 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: PRICELESS WATER VIEW! Beautiful well maintained two-story home with natural light and NONE carpeting! Entrance hall you'll find a powder room and storage. Spacious open concept TV and dining room, kitchen with ALL NEW (2022) appliances included. Upstairs, you'll find a large bonus room/loft, laundry room (NEW dryer and washer 2022), 2 spacious bedrooms + bathroom with double sink, and a bright owner bedroom with walk-in closet, double sink, and a pond view. FENCED backyard with terrace, lawn with fruit trees, and a water view to relax after a day of work. NEW vinyl upstairs floor (2022), ceramic tile ground floor, CARRIER NEW A/C (2026) NEW roof (2023), NEW interior painting (2022), large 2-car garage with cabinets PLUS EXTRA fridge. CARPET FREE HOME! WATER VIEW BACKYARD! Don't miss the chance to live in a spacious home, quiet community with a pool, walking trail and playground, near to the new Olympic Center in a highly valued area. 20 minutes from FL POLYTECHNIC UNIVERSITY, 20 minutes from Disney and Universal Parks, 20 minutes from MONTVERDE ACADEMY EXCELLENCE IN EDUCATION SCHOOL, 5 minutes from Southern Hill Farms. Shops, supermarkets, pharmacies, movie-theather and hospitals are nearby. The new access road that connects to Avalon will be ready soon. Need a house ASAP? HOUSE IS READY TO MOVE-IN!

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

Listing Agent: Vania Machado (321-333-9290)

Remarks: Motivated seller , best-priced home in the area! Beautifully maintained 4-bedroom, 3-bathroom home located in a gated community with low HOA. This property features a spacious open-concept living and dining area, a brand-new kitchen with elegant quartz countertops, and updated bathrooms with modern improvements. Major upgrades include a 2019 roof, a 2021 A/C system, and nearly new appliances, offering peace of mind and move-in-ready convenience. Step outside and enjoy the Florida lifestyle with a large patio, a heated pool with a new pump, and a relaxing spa—perfect for entertaining or unwinding. The community offers resort-style amenities and provides a quiet and family-friendly environment ideal for outdoor activities like biking and jogging around the community. Ideally located near Lake Louisa State Park and just minutes from Disney parks, this home offers the perfect blend of comfort, style, and convenience.

Listing is courtesy of: REMAX SUNSTATE REALTY (416-450-7436)

Listing Agent: Maria Charras De Polanco (347-232-1745)

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: 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: 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: 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: Brand new, energy-efficient home available NOW! No rear neighbor, fence behind home. 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: Brand new, energy-efficient home available NOW! No rear neighbors, fence behind home. 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 home to 3823 Beacon Ridge Way, a single-story 4-bedroom, 3-bathroom, 2,262-square-foot golf course home in Legends, one of Clermont, Florida's premier 24-hour guard-gated golf communities. Set on a 0.18-acre lot with direct fairway frontage and mature oaks, this is the kind of Central Florida home where morning walks under the trees and sunset soaks in your private spa become part of the daily rhythm. Back on the market due to buyer contingency cancellation, no fault of the seller or the property. Step through the double front doors into soaring ceilings, arched transom windows, and wood-look ceramic tile flowing through the main living areas. The formal dining room features chandelier lighting, arched entries, and French doors opening to the lanai, ready for holiday dinners and long conversations with family and friends. At the heart of the home, the open-concept kitchen connects everyone together. White cabinetry, a breakfast bar, walk-in pantry, casual dining nook, and a full appliance package open directly to a spacious family room, all framed by large sliders and sweeping golf course views. The split-bedroom floor plan gives the primary suite its own private retreat, with an en suite bath featuring dual sinks, a garden soaking tub, separate shower, private water closet, and walk-in closet. Three additional bedrooms with built-in closets share two full bathrooms, flexible space for a guest suite, home office, nursery, or hobby room. Open the sliders and let Florida living take center stage. The screened rear lanai extends your living space outdoors with direct golf course views, the in-ground spa bubbles away the stress of a long day, and a private sauna turns the backyard into a true resort-at-home experience. Construction is block, brick, and stucco with a shingle roof, 2-car attached garage, interior laundry room, central air conditioning, and public water and sewer. Living in Legends of Clermont means 24-hour guarded security, a resort-style community pool and spa, fitness center, playground, and courts for tennis, basketball, and pickleball. Golf lovers have an on-site driving range, pro shop, and optional Legends Golf & Country Club membership inside the gates. The $316/month HOA covers the guard, cable TV, and internet. Positioned minutes from the Florida Turnpike, downtown Clermont, Winter Garden, and a short drive to Orlando's attractions, theme parks, and employment centers along SR-50 and US-27. You're also close to Lake Louisa State Park for trails, paddling, and horseback riding, and inside the expanding Wellness Way corridor, South Lake County's master-planned growth district for medical, wellness, and mixed-use development. A golf course home in Legends of Clermont where comfort, community, and convenience naturally align. Schedule your private showing today.

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

Listing Agent: Nelson Cruz Pa (407-901-9939)

Remarks: Under contract-accepting backup offers. 3016 Samosa Hill Circle is the kind of property that checks every box—location, layout, upgrades, and income potential—all in one. Located in the sought-after Orange Tree community just minutes from Disney, Hospitals, Walmart, Publix, Gyms, and Central Florida’s top attractions, this 5-bedroom, 3-bathroom POOL home offers a rare combination of flexibility and value. Inside, the home opens up with a clean, airy feel and a layout that simply makes sense, giving you space to live, host, or accommodate guests with ease. One of the bedrooms is perfectly suited for a home office or flex space, while the split-bedroom design creates separation and privacy, anchored by a primary suite with its own bathroom and direct access to the pool area. Major items have already been handled, including a newer roof (2022) and HVAC system (2023), along with upgraded finishes like granite countertops and updated fixtures throughout. The home is also equipped with natural gas for the range, dryer, and water heater—an added efficiency most properties in the area don’t come with. Step outside and you’ll find what really sets this home apart: a private, screened-in pool with no rear neighbors, creating a quiet, resort-style setting that’s ideal for both personal use and guest enjoyment. This property is not just move-in ready—it’s already a proven income-producing Airbnb in one of the strongest short-term rental corridors in Central Florida. Add in a low HOA of just $51/month, and you have a property that performs whether you’re living in it, vacationing, or generating income. Opportunities like this don’t come around often—especially in a location like this.

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

Listing Agent: Wilfred Sierra Sosa, Pa (863-588-8303)

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)