Homes for Sale Near Windy Hill Middle in Clermont - 228 homes

Remarks: Turnkey 4-bedroom, 2.5 bath waterfront pool home with a fully fenced yard, offered fully furnished and ready for immediate enjoyment or rental income. Designed with the Florida lifestyle in mind, this home features an open-concept layout, a beautifully updated kitchen with new granite countertops, and a spacious loft perfect for a game room, home office, or additional living space. Step outside to your private screened-in pool overlooking the water, where upgraded evening lighting creates a stunning resort-style atmosphere, perfect for relaxing nights or entertaining guests. Located in a short-term rental approved community just minutes from Central Florida’s world-famous amusement parks, with easy access to shopping, dining, and major highways, this home offers the flexibility to serve as a primary residence, vacation home, or income-producing investment.

Listing is courtesy of: DREAM BUILDERS REALTY (407-847-5428)

Listing Agent: Tim Weisheyer (407-847-5428)

Remarks: ***HUGE PRICE REDUCTION*** Motivated seller!! Now is the chance to own this like-new home in the private resort community of Serenoa!! *** This nearly new 5-bedroom, 3-bath home truly has it all. A bright, open floor plan showcases a chef’s kitchen with a quartz island, ideal for gathering and entertaining, while a spacious upstairs loft provides flexible living space for work, play, or relaxation. A full guest suite on the main level offers comfort and privacy for visitors or multigenerational living. Inside floor tiles have been cleaned and sealed!!! Step outside to an oversized covered lanai overlooking a large, private yard—perfect for outdoor entertaining, gardening, or play. No worries about the recent freeze - ALL NEW LANDSCAPING has been taken care of!!! Located in Serenoa Lakes, a gated community with resort-style amenities including a sparkling pool, clubhouse, fitness center, dog park, and private kayak launch. The community also features included internet, Wi-Fi, and cable TV, plus an active social calendar with weekly events and seasonal festivals. Just minutes from Lake Louisa State Park and Orlando’s world-class attractions and theme parks - including a new street entry under construction to link directly to Disney within minutes!!! Schedule your private showing today and experience the Serenoa Lakes resort lifestyle.

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Lynn London (410-206-0952)

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

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

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

Remarks: Brand new, energy-efficient home available NOW! At the heart of this open-concept main level, the kitchen boasts an island perfect for entertaining. 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: One or more photo(s) has been virtually staged. Some photos have been virtually staged. Stunning upgraded single-story home on a wide estate lot with a rear view of pristine conservation land. Let's start with an open floor plan with all the modern conveniences waiting for you...including... Smart home phoenix system featuring thermostat, garage door, and front door controls from your phone. Twelve-foot ceilings, 17" ceramic tile floors, Large gourmet Kitchen with upgrades like granite countertops, walk-in pantry & 42" soft close cabinets with under cabinet lighting. California Closet systems in all bedrooms & Pantry, Hunter Douglas Blinds, 5.1 Surround sound audio system and the seller is leaving 2 Sharp Aquos 80-inch Tv's with full HD 1080p, that are professionally mounted with an articulating mount in the main gathering room and primary suite. Hideaway sliding doors to a fully screened patio overlooking the conservation preserve. 20 AMP power in the two-car garage with extra lighting and a soffit holiday light package, extended paver driveway, custom ceiling fans in all rooms and a great deal more. Step inside this stately home and immediately feel the open vibe with a view to the wilderness out back. The open floor plan welcomes you to the main area of the home with the spacious great room, opening to your family room for the perfect place to relax. The primary suite features and en-suite bathroom with two walk-in closets, dual sinks, quartz topped vanity and a frameless glass shower. Four additional bedrooms with 2 ½ baths. There is a separate laundry room and huge storage area. Don't miss the en-suite bed & bath just behind the kitchen towards the garage entry, a perfect spot for your guests when they come to visit. The expansive 35-foot screened covered lanai is accessible from the family gathering room and opens fully thanks to the pocket sliding doors - providing effortless indoor / outdoor entertaining space. There are connections for a future summer kitchen on the lanai and plenty of room for you to build a dream pool. Enjoy the Resort style amenities, including a huge clubhouse with catering kitchen, covered patio and fireplace, multi-purpose rooms available to rent for private functions, a zero-entry pool, lap pool, dog park, splash pad, 24 hour access fitness center, continuous 8 foot walking trail, community activity director and a private gated entry with resident-only kayak launch to John's lake. You can't miss this opportunity to own in the estates section of Serenoa lakes as these homes are not available often, schedule your visit today.

Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)

Listing Agent: Matt Davies (407-342-5547)

Remarks: This beautifully maintained, like-new home features 3 bedrooms upstairs and a versatile flex room on the first floor, perfect for a home office, TV room, or playroom. The kitchen showcases beautiful finishes and plenty of natural light, making it a bright and inviting heart of the home. The master suite offers a spacious retreat with a large walk-in closet, while the laundry conveniently upstairs adds to the home's practical layout. Step outside to a large backyard, ideal for outdoor entertaining or relaxing in the Florida sun. Perfectly designed for modern living, this home combines style, functionality, and comfort in a desirable Clermont location. Don’t miss the opportunity to make it yours!

Listing is courtesy of: POINTON REALTY INC (407-395-2860)

Listing Agent: Andrea Pointon (407-446-4414)

Remarks: Under contract-accepting backup offers. Welcome to your dream home in the highly desirable community of Clermont! This stunning 6-bedroom, 4-bathroom residence offers the perfect blend of comfort, elegance, and space for the entire family. Step inside to find an open-concept floor plan with soaring ceilings, abundant natural light, and beautiful upgrades throughout. The chef’s kitchen features granite countertops, stainless steel appliances, and a spacious island — perfect for entertaining or family gatherings. The home also features a 3-car garage, a newly added screened patio with pavers, and has been very lightly lived in, recently used only as a second home by the owners. The primary suite is a private retreat, complete with a luxurious en-suite bathroom and two walk-in closets. The additional bedrooms are bright and spacious, ideal for guests, a home office, or a playroom. Enjoy Florida living at its finest in the expansive backyard, perfect for outdoor dining or relaxing. The home also includes a large laundry room and plenty of storage space. Located just minutes from top-rated schools, shopping, dining, and major highways, this home truly has it all — space, style, and location. Don’t miss the opportunity to own this exceptional property — schedule your private tour today!

Listing is courtesy of: FLORIDA CONNEXION PROPERTIES (407-574-2636)

Listing Agent: Mulcy Tenorio (407-403-8229)

Remarks: Move-In Ready! Welcome to the final Miles plan in Ridgeview and experience the perfect blend of style and functionality in this beautifully designed open-concept home featuring 4 bedrooms and 3 full baths, enhanced by tile flooring in the main living areas, and 9'4" ceilings throughout. The Spacious Great room flows seamlessly to the covered rear Lanai - perfect for entertaining and outdoor living. The well-appointed kitchen showcases upgraded 42" cabinets, quartz countertops, a stylish tile backsplash, and stainless appliances—ideal for entertaining and everyday living. The Primary suite offers a serene retreat with ensuite bathroom featuring adult-height vanity with dual sinks, quartz countertops, and walk-in shower with wall tile surround, frameless glass enclosure, and multiple shower heads. A home that effortlessly combines comfort, luxury, and thoughtful design. Located in the desirable Ridgeview community, residents enjoy outstanding amenities including a pool and playground. Just steps from Lake Louisa State Park and adjacent to the exciting new Olympus Project, Ridgeview also offers direct access to Schofield Road—connecting Clermont to Winter Garden. Enjoy the convenience of nearby shopping, dining, and easy access to major thoroughfares for a connected and active lifestyle.

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

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

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: Under Construction. Welcome to Parkside Trails! Explore the charm of this premier Clermont location, offering exclusive amenities and quick access to shopping, dining, and entertainment. With a mix of new construction, single-family and townhomes, plus a variety of exclusive amenities, families will love coming home. Now Selling Onsite with 4 Models Open Daily! At Pulte, we build our homes with you in mind. Every inch was thoughtfully designed to best meet your needs, making your life better, happier and easier. Our new construction Foxtail interior unit townhome features 3 bedrooms, 2 full bathrooms, a powder room, an open concept kitchen, café and gathering room, a private courtyard, and a 2-car rear-facing garage. The first floor is ideal for entertaining, featuring a spacious gathering room, café and kitchen, with a large center island, storage pantry, Elkins White cabinets, a decorative tile backsplash, Blanco Maple quartz countertops and Whirlpool stainless-steel kitchen appliances. A powder room and laundry on the first floor add to the thoughtful convenience. Enjoy entertaining loved ones from your private, fenced rear courtyard. After a long day, retreat upstairs to your private oasis. The Owner's Suite features a spacious walk-in closet and en suite bathroom with a double sink Blanco Maple quartz-topped vanity, private water closet and a walk-in shower. Two additional bedrooms, the secondary bathroom and extra storage offered by a linen closet are on the opposite side of the second floor, offering privacy and space for everyone. Professionally curated design finishes for this popular Foxtail townhome include tile flooring throughout the first floor and bathrooms and soft, stain-resistant, Shaw brand carpet in the bedrooms and second floor living areas, and so much more.

Listing is courtesy of: PULTE REALTY OF NORTH FLORIDA LLC (407-250-9131)

Listing Agent: Adrienne Escott (407-250-9131)

Remarks: Brand new, energy-efficient home available! Retreat to your luxurious primary suite upstairs with an oversized walk-in closet and dual sinks in the bath. Now selling, Cagan Crossings West offers spacious open-concept townhomes from the mid $300s, on US-27 in Clermont, FL. This desirable location allows residents to be minutes from Clermont's chain of lakes, Downtown Clermont, and Disney World. This community will feature a resort-style pool and cabana as well as a tot lot. Each of our homes is built with innovative, energy-efficient features designed to help you enjoy more savings, better health, real comfort and peace of mind.

Listing is courtesy of: MERITAGE HOMES OF FL REALTY (813-703-8860)

Listing Agent: Bryan Sumner (813-336-5895)

Remarks: Welcome to “Lakehouse Landing” an income-producing retreat in the sought-after Orange Tree community. Boasting a new roof, a newly resurfaced pool, 5 bedrooms, 4 full bathrooms, this spacious home is designed to deliver unforgettable vacation experiences to guests from all over. This home is situated on a cul-de-sac, and looks out over a conservation area and lake with waterfront views. The well located private pool provides wonderful sunset views over the lake for relaxing evenings and great indoor/outdoor entertaining with all of Florida’s sunshine. The community offers a low yearly HOA and has a tennis court, pickleball court, a 5 acre playing field, soccer pitch and two playgrounds. There is a lake where you can fish, and a beautiful conservation area, making Orange Tree a very desirable place to stay. With a proven record of strong rental income and high occupancy, this turn-key property is a revenue generating investment with bookings scheduled deep into 2027. The property is sold with all the contents. Located just 8 minutes from the Walt Disney World Resort main gates, close to Universal Orlando, SeaWorld, and world-famous International Drive, the property puts guests in the heart of Central Florida’s most popular attractions. Restaurants, outlet shopping, pharmacies, grocery stores, theatres, and entertainment venues are all minutes away. Don’t miss this incredible opportunity to own an established investment property in one of Florida’s most desirable vacation destinations. Schedule your showing today!

Listing is courtesy of: PARK PLACE REALTY ASSOCIATES (407-878-0607)

Listing Agent: Barrett Espinola (407-617-3189)

Remarks: Beautiful 5-bedroom, 4-bath residence Sims Model offering an exceptional blend of luxury, functionality, and location. This thoughtfully designed home features a dedicated home gym and a private den—perfect for today’s work-from-home lifestyle. The expansive kitchen is the heart of the home, highlighted by a large center island with seating for six, ideal for casual dining and entertaining. Open living spaces located in the highly sought-after Wellness Way Corridor, this property is perfectly positioned between Highway 27 and Schofield Road, providing both convenience and long-term growth potential. This home offers privacy, space, and a premier location in one of Central Florida’s most exciting emerging community. Wellness Way Corridor.

Listing is courtesy of: TRINITY FAMILY BUILDERS LLC (407-773-0029)

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

Remarks: Welcome to this spacious 4-bedroom, 2.5-bath home offering 2,197 SF of living space, nestled in the gated community of Crestview in Clermont. This bright and open residence features a modern kitchen perfect for cooking and entertaining, impressive high ceilings, and generously sized bedrooms conveniently located upstairs. The relaxing primary suite includes a private bath, creating a comfortable retreat. Located in Crestview, this home offers an exceptional lifestyle with access to a variety of amenities, including a refreshing community pool, inviting clubhouse, playground, and beautifully landscaped surroundings. Peaceful sidewalks throughout the neighborhood provide the perfect setting for relaxation and an active Florida lifestyle. With a low HOA fee and convenient access to top-rated schools, parks, shopping, and dining, this property combines comfort, convenience, and community living. Don’t miss the opportunity to make this beautiful home yours!

Listing is courtesy of: POINTON REALTY INC (407-395-2860)

Listing Agent: Andrea Pointon (407-446-4414)

Remarks: Well-Maintained Modern Townhome For Sale in Waterbrooke - One of Clermont's most desirable neighborhoods. One of the best-designed townhomes in Waterbrooke. Lots of Builder Upgrades, including Quartz Countertops with a waterfall peninsula island and Gray Cabinets in the kitchen, plus Stainless Steel Appliances. Luxury Vinyl Plank Floors throughout the downstairs. Fully tiled walk-in shower with frameless glass door enclosure in the primary bath. Quartz countertops and gray cabinets in all baths. High ceilings with recessed LED lights. Comes with Washer & Dryer plus ceiling fans in all bedrooms and upgraded light fixtures. Amenity-rich gated neighborhood features a pool, a splash pad, a playground, walking nature trails, a dog park, a fitness center, a yoga lawn, and a pavilion gathering area. Great location right off of Highway 50. 5 mins to Target or Publix. 10 mins to the New Costco. Restaurants and other food options within 5 mins, turnpike and highway 27 access 10 mins away. Inquire now to schedule a private tour!

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

Listing Agent: Marlon Persaud (407-760-9778)

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! 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: MOTIVATED SELLER – Welcome to Serenity Dream Townhomes—an exceptional community just minutes from Disney, world-class golf courses, shopping, dining, and Orlando’s top attractions. This beautifully maintained 3-bedroom, 3-bathroom townhome features a private splash pool, a spacious open-concept floor plan, and a modern kitchen with granite countertops and stainless steel appliances. Upstairs, the primary suite offers a private balcony, creating the perfect space to relax and unwind after a long day. Whether you're looking for a turnkey short-term rental investment, vacation home, or primary residence, this property offers incredible flexibility and value. Enjoy resort-style amenities including a clubhouse, fitness center, and game room, all covered by the HOA for low-maintenance, hassle-free living. Income-producing opportunity with tenants already in place—start earning from day one! Don’t miss this one!

Listing is courtesy of: MIAMI TANGO INVESTMENTS REALTY (786-464-8803)

Listing Agent: Moses Nae (407-499-0240)

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)