Homes for Sale near Windy Hill Middle School

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  /54

  $585,000

  • 4 Beds
  • 3 Baths
  • 3,281 Sq Ft

  4013 Greystone Dr, Clermont, FL 34711

  Welcome to your dream home in the highly sought-after, gated golf community of Bridgestone at Legends in Clermont! This stunning residence offers an impressive 3,281 sq ft of beautifully designed living space with 5 spacious bedrooms, 3 full bathrooms and an office. From the moment you arrive, you’re greeted by lush landscaping, a paver driveway, and stately columns framing the grand entryway.

  Lindsay Gunter LPT REALTY, LLC

  4013 Greystone Dr, Clermont, FL 34711
• 

  

  

  /23

  $309,900

  • 2 Beds
  • 2 Baths
  • 1,679 Sq Ft

  4012 Capland Ave, Clermont, FL 34711

  DRAMATIC PRICE IMPROVEMENT – MOTIVATED SELLER! Welcome to King’s Ridge, a highly sought-after 55+ active adult golf community, where resort-style living meets everyday convenience. The owner has already moved – BRING US AN OFFER! This popular OXFORD model features 2 BEDROOMS, 2 bathrooms, PLUS a VERSATILE DEN, and a spacious 2-car garage—all thoughtfully designed for comfort and ease. Set on a

  Kevin Dickey COLDWELL BANKER RESIDENTIAL RE

  4012 Capland Ave, Clermont, FL 34711
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  /30

  $1,600,000

  • 3 Beds
  • 5 Baths
  • 2,146 Sq Ft

  17936 W Phil C Peters Rd, Winter Garden, FL 34787

  Unique live/work opportunity on 5 acres in Winter Garden! This property features a well-maintained 3-bedroom, 3-bath custom home with ±2,146 SF of living space, a screened porch, and an attached 2-car garage. Tucked away on a private, partially wooded lot, the residence offers comfort and privacy just minutes from FL-429 and local shopping.In addition to the home, the property includes ±39,700 SF

  David Basher PINECREST REAL ESTATE MNGT

  17936 W Phil C Peters Rd, Winter Garden, FL 34787
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  /41

  $545,000

  • 5 Beds
  • 3 Baths
  • 2,615 Sq Ft

  1001 Rivers Crossing St, Clermont, FL 34714

  Built in 2023 this home is Turn key and ready for a new owner! Featuring stunning preservation views. This spacious property includes 5 bedrooms, 3 bathrooms, an upstairs loft, and a 2-car garage, thoughtfully designed with modern conveniences such as a washer, dryer, refrigerator, window blinds, and ample storage throughout. Solar panels to save on electricity and water softener system

  Rodrigo Oliveira WRA BUSINESS & REAL ESTATE

  1001 Rivers Crossing St, Clermont, FL 34714
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  /28

  $549,999

  • 5 Beds
  • 4 Baths
  • 2,187 Sq Ft

  15725 Heron Hill St, Clermont, FL 34714

  Come see this spacious Cypress Springs Floor plan. This is a beautiful home with 5 bedrooms, 4 bathrooms, an open living floor plan overlooking the pool area. Perfect space for large family living and entertaining. Freshly painted interior, exterior, pool deck, garage floors and walls. Brand new Gas Pool heater. Newly landscaped yard. Roof shingled replaces in Nov.2023. New carpet and toilets

  Tina Brown ARELLANO REALTY & INVESTMENTS

  15725 Heron Hill St, Clermont, FL 34714
• 

  

  /35

  $579,900

  • 5 Beds
  • 3.5 Baths
  • 3,116 Sq Ft

  3676 Briar Run Dr, Clermont, FL 34711

  Welcome to 3676 Briar Run Drive, located in the peaceful and desirable Foxchase community of Clermont! This spacious 5-bedroom, 3.5-bath home offers over 3,100 square feet of well-designed living space, situated on a generous 0.27-acre lot.Inside, you'll find a bright and open layout with high ceilings, a split bedroom floor plan, and multiple living areas perfect for entertaining or

  Tarrish Rajbansie CENTURY 21 BE3

  3676 Briar Run Dr, Clermont, FL 34711
• 

  

  /31

  $89,900

  • 3 Beds
  • 2 Baths

  235 Apache Cir, Clermont, FL 34711

  Step into this beautifully maintained 3 bedroom, 2 bathroom home featuring a bright and modern renovated kitchen with crisp white cabinetry, stainless steel appliances, and a stylish backsplash that adds a contemporary flair. The open layout creates a welcoming space for everyday living and entertaining. This home features a desirable split floor plan for privacy and functionality. Located in a

  Jackie Rogers Southern Comfort Homes

  235 Apache Cir, Clermont, FL 34711
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  /41

  $510,000

  • 4 Beds
  • 2.5 Baths
  • 2,343 Sq Ft

  3361 Rolling Plains Cir, Clermont, FL 34714

  Better Than New in The Sanctuary — Modern Style, Serene Views & Fresh Vibes Welcome to 3361 Rolling Plains Circle, where modern design, comfort, and location come together in one stunning package. Nestled within the highly sought-after Sanctuary community, this home outshines new construction with thoughtful upgrades, a peaceful POND VIEW, and NO REAR NEIGHBORS — the perfect blend of privacy and

  Michelle Forbes MARK SPAIN REAL ESTATE

  3361 Rolling Plains Cir, Clermont, FL 34714
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  /30

  $475,000

  • 5 Beds
  • 4 Baths
  • 2,211 Sq Ft

  1845 Morning Star Dr, Clermont, FL 34714

  Step into your Florida dream lifestyle with this beautifully upgraded 5-bedroom, 4-bath pool home-perfect as a primary residence or a proven income-producing short-term rental. Sold fully furnished, this spacious home is ready to welcome guests or become your forever home. The primary suite is conveniently located on the main floor, offering comfort and privacy. Enjoy peace of mind and energy

  Erica Diaz HOMEVEST REALTY

  1845 Morning Star Dr, Clermont, FL 34714
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  /63

  $549,999

  • 3 Beds
  • 2 Baths
  • 2,035 Sq Ft

  2675 Ridgetop Ln, Clermont, FL 34711

  BRAND NEW CONSTRUCTION 2023! Securely located in the new construction gated community of Crestview, this contemporary craftsman is the epidemy of privacy, built on a peaceful cul-de-sac within the subdivision with no rear neighbors. An airy, vaulted foyer welcomes you into an open concept floor plan boasting consistent 14 FT ceilings and gorgeous yet durable wood plank tile throughout the main

  Dean Doulou PIB REALTY

  2675 Ridgetop Ln, Clermont, FL 34711
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  /76

  $349,000

  • 2 Beds
  • 2 Baths
  • 1,554 Sq Ft

  2292 Edmonton Ct, Clermont, FL 34711

  MOTIVATED SELLER!! Price improvement by $10,000. A Must See! One of the few Colonial Homes in gated 55+ Kings Ridge community. It is a Royal Sydney model located on the championship golf course. It is a very open floor plan with 1554 SF, with 2 BD/2 BA and a Den plus an oversized 2 car garage. The paver brick driveway adds great curb appeal. New roof in Oct 2014 and a Carrier AC unit was

  Diane Rogers KELLER WILLIAMS ELITE PARTNERS III REALTY

  2292 Edmonton Ct, Clermont, FL 34711
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  /34

  $289,000

  • 2 Beds
  • 2 Baths
  • 1,374 Sq Ft

  3512 Belland Cir Unit B, Clermont, FL 34711

  Immaculately maintained 2 bedroom/2 bathroom Villa with a flex room in the 55+ Heritage Hills community. Open floor plan for entertaining with crown molding, fresh interior/exterior paint and new lighting throughout the home. The flex room is ready to fit your needs and lifestyle. Ceiling fans in main living space, flex room and bed rooms all match for a clean consistent look. Move outdoors to

  Jill Kruse COLDWELL BANKER HUBBARD HANSEN

  3512 Belland Cir Unit B, Clermont, FL 34711
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  /55

  $474,900

  • 5 Beds
  • 4 Baths
  • 2,184 Sq Ft

  15935 Heron Hill St, Clermont, FL 34714

  INSTANT EQUITY! Priced under market value! Live, Invest, or vacation! Stunning pool home outfitted with 5 bed 4 bath in highly sought after, City of Hills, Clermont, FL! This move in ready gem in the desirable community of Orange Tree on hwy 27 South. NO FRONT FACING NEIGHBORS and Brand new (Nov 2025) Privacy screen at pool area. This home offers the BEST of both worlds - Can be used as a

  Jose Melendez LA ROSA REALTY ORLANDO LLC

  15935 Heron Hill St, Clermont, FL 34714
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  /44

  $515,000

  • 3 Beds
  • 2 Baths
  • 2,000 Sq Ft

  13319 Via Roma Cir, Clermont, FL 34711

  Welcome to your Florida dream home in the desirable Lake Louisa Highlands community! Situated on a large, fully fenced lot with no rear neighbors, this well-maintained pool home offers privacy, comfort, and resort-style living with deeded lake access and use of the community dock on beautiful Lake Louisa.Enjoy a relaxing morning coffee or evening breeze on the screened front porch before

  Gillian Redman REAL BROKER, LLC

  13319 Via Roma Cir, Clermont, FL 34711
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  /7

  $144,900

  • Land
  • 0.06 Acre
  • $2,415,000 per Acre

  2414 Cypress St Unit 232, Four Corners, FL 34714

  Experience the ultimate outdoor lifestyle just 25 minutes from the magic of Disney World! This spacious RV lot, located within the premier Citrus Valley RV Park, is perfectly designed for your adventures. Featuring a beautifully crafted paver driveway and lush landscaping, this lot creates an inviting atmosphere for relaxation and fun. Included is a large 12X16' metal patio cover and a large

  Michael Greene, LLC RV LOT SPECIALISTS LLC

  2414 Cypress St Unit 232, Four Corners, FL 34714
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  /30

  $579,000

  • 5 Beds
  • 3 Baths
  • 3,071 Sq Ft

  17044 Goldcrest Loop, Clermont, FL 34714

  One or more photo(s) has been virtually staged. Make this Beautiful turnkey, move in ready home yours. Located in Clermont Florida, city of rolling hills, minutes from Disney World entertainment and amusement park. Over 3,000 sq ft of heated living space, that includes high ceilings, 5 bedrooms & 3 baths. Enter your home to an open living and dining area off of your open family room and eat

  Appie Alexander KELLER WILLIAMS ADVANTAGE 2 REALTY

  17044 Goldcrest Loop, Clermont, FL 34714
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  /44

  $675,000

  • 5 Beds
  • 3.5 Baths
  • 3,295 Sq Ft

  3520 Banana Shrub Blvd, Clermont, FL 34711

  One or more photo(s) has been virtually staged. SELLERS ARE HIGHLY MOTIVATED!This nearly new modern Florida home—just one year old and over 3,000 square feet—offers the space, flexibility, and low-maintenance lifestyle today’s buyers crave. Located in the gated, resort-style community of Waterbrooke, this 5-bedroom, 4-bath home combines luxury finishes, energy efficiency, and smart-home

  Erica Diaz HOMEVEST REALTY

  3520 Banana Shrub Blvd, Clermont, FL 34711
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  /30

  $495,000

  • 4 Beds
  • 3.5 Baths
  • 3,111 Sq Ft

  15319 Montauk Ln, Clermont, FL 34714

  Spacious 4-Bed, 3-Bath home near Lake Louisa State Park in rolling hills of Clermont. This home boast over 3,000 sq. ft. of living space in a well-maintained home, featuring a large living/dining combo room adorned by plenty of natural light. The open kitchen boasts a big pantry, island, breakfast bar, and dining nook all overlooking the family room. Main level includes a bedroom with full

  Stanley Yan CHARLES RUTENBERG REALTY ORLANDO

  15319 Montauk Ln, Clermont, FL 34714
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  /56

  $1,200,000

  • 4 Beds
  • 3.5 Baths
  • 4,126 Sq Ft

  1773 Bella Lago Dr, Clermont, FL 34711

  This custom-built 4-bedroom, 3.5-bathroom residence sets a new benchmark for refined living. Every detail has been thoughtfully designed to deliver architectural sophistication, modern elegance, and unmatched comfort. From the moment you step inside, you are greeted by expansive open-concept living areas that seamlessly blend style and functionality. The gourmet chef’s kitchen serves as the heart

  Erica Anderson FREEMAN REALTY SOLUTIONS LLC

  1773 Bella Lago Dr, Clermont, FL 34711
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  /56

  $830,000

  • 5 Beds
  • 4.5 Baths
  • 4,440 Sq Ft

  3387 Current Ave, Oakland, FL 34787

  Gorgeous home at Winter Garden gated community LakeView Preserve, San Benita model with upgrade of extended lanai and a lot of home improvement, Gourmet Kitchen, open floor plan, engineer wood flooring, NO CARPET in the house, crown molding, study room, dining room, and huge game room in second floor, first floor master bedroom suite, second floor with another bedroom suite. Ceiling fans with

  Li Xue AGENT GROUP REALTY

  3387 Current Ave, Oakland, FL 34787
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  /18

  $527,990 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,081 Sq Ft

  6020 Wellbeing Way, Clermont, FL 34714

  This new two-story home offers a spacious and low-maintenance layout with ample space to live and grow. An open-concept floorplan makes up the first level, blending the kitchen, dining room and family room with easy access to an inviting covered patio. On the second floor, a versatile loft provides a convenient shared living space easily accessible from three bedrooms and a lavish owner’s suite

  Lennar Builder

  6020 Wellbeing Way, Clermont, FL 34714
• 

  

  /17

  $416,990 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,615 Sq Ft

  Wilshire Plan at Wellness Ridge - Trail Townhomes, Clermont, FL 34714

  This new two-story townhome features an open layout among the family room, dining room and kitchen. Ideal for outdoor living and entertaining is an open walkway and lanai that can be accessed through the kitchen. Upstairs are all three bedrooms, including the owner’s suite with an attached bathroom and walk-in closet.

  Lennar Builder

  2786 Fitness St Unit 36037601, Clermont, FL 34714
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  /33

  $649,250

  • 5 Beds
  • 3.5 Baths
  • 3,385 Sq Ft

  2917 Armstrong Ave, Clermont, FL 34714

  Your new home awaits! Check out this lovely and spacious home including a separate Mother-in-law suite. As you enter, you'll walk into common space that boasts a large entertaining space that includes a huge kitchen with a grand island. Plenty of storage in the pantry and many cabinets. Decorator lights over the island add elegance and ambiance. Nest your family in the ever-present living room.

  Mileine Davis KARDOSH REALTY

  2917 Armstrong Ave, Clermont, FL 34714
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  /16

  $525,000

  • 3 Beds
  • 2.5 Baths
  • 1,755 Sq Ft

  10012 Lake Louisa Rd, Clermont, FL 34711

  Welcome to your dream home!! Nestled on a spacious 0.69 acre lot in a beautiful location! This charming ranch-style home boasts 3 bedrooms, 2 1⁄2 bathrooms, and a 2 car garage offering ample space for comfortable living and endless possibilities. A sprawling layout features an open kitchen, dining and living room with a cozy nook area. The spacious kitchen, complete with a central cooking island,

  Bob Broughton BROUGHTON REALTY GROUP

  10012 Lake Louisa Rd, Clermont, FL 34711
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  /42

  $569,900

  • 4 Beds
  • 3.5 Baths
  • 2,688 Sq Ft

  4473 Davos Dr, Clermont, FL 34711

  GORGEOUS 4 BED + BONUS ROOM, THIS TWO-YEAR-OLD HOME NEAR OLYMPUS SHOWS LIKE A MODEL! This POPULAR ANNA MARIA WITH BONUS ROOM offers 4 BEDROOMS, 3.5 BATHS and 2,688 SQ. FT. of beautifully upgraded living space, including over $60,000 in UPGRADES. From the welcoming FRONT PORCH WITH STONE-ACCENTED COLUMNS to the LONG FOYER perfect for showcasing artwork, every detail has been thoughtfully designed

  Shirley Guercio PREFERRED RE BROKERS III

  4473 Davos Dr, Clermont, FL 34711
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  /35

  $159,900

  • 2 Beds
  • 1.5 Baths
  • 840 Sq Ft

  10301 US Highway 27 Unit 16, Clermont, FL 34711

  Price Improvement! RARE VACATION VILLAGE A-FRAME HOME #16 is now available for purchase. NEW ROOF 2025. These A-Frame home units are not available often. Content may also be negotiated in the purchase price. Live the VACATION LIFE FULL TIME and it is so welcoming to walk in your condo, your primary bedroom conveniently downstairs includes a 1/2 bath, 2nd bedroom is upstairs and it has a great

  Mendy Bacon BONJORN REAL ESTATE

  10301 US Highway 27 Unit 16, Clermont, FL 34711
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  /29

  $499,000

  • 5 Beds
  • 4 Baths
  • 2,186 Sq Ft

  15722 Heron Hill St, Clermont, FL 34714

  Welcome to Orange Tree Community in Clermont! This immaculate single-family home features 5 bedrooms, 4 bathrooms, and a heated pool, offering the perfect blend of comfort, entertainment, and Florida living. Step inside to find expansive vinyl plank flooring throughout the main living areas, providing durability and easy maintenance, while carpeted bedrooms add an extra touch of warmth. The

  Alreyas Baksh RIO HOMES AND INVESTMENTS LLC

  15722 Heron Hill St, Clermont, FL 34714
• 

  

  /45

  $387,900

  • 2 Beds
  • 2 Baths
  • 1,975 Sq Ft

  4232 Newland St, Clermont, FL 34711

  WELCOME TO 4232 NEWLAND ST WHERE EXTRAORDINARY UPGRADES MEET STYLE AND COMFORTABLE LIVING IN A POPULAR GUARD GATED 55+ ACTIVE RESORT COMMUNITY! This Popular Saint Regis floor plan is a 2- Bedroom 2-Bath with office/den and boasts an open airy floor plan, with lots of natural light for your enjoyment that is perfect for entertaining family and friends. Upon arrival you will be greeted with a paver

  Jearri Bush COLDWELL BANKER HUBBARD HANSEN

  4232 Newland St, Clermont, FL 34711
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  /42

  $619,000

  • 5 Beds
  • 4 Baths
  • 2,893 Sq Ft

  7639 Agrigento St, Clermont, FL 34714

  *SELLER MOTIVATED – JUST REDUCED!*Stunning 5-Bedroom Home in Ridgeview – Clermont, FL | No CDD | Built in 2022This property qualifies for a credit of up to $6,000 through the seller’s preferred lender. Welcome to this beautifully maintained two-story home in the highly sought-after Ridgeview community of Clermont, Florida. Built in 2022, this modern and energy-efficient residence offers 5

  Mabel Colon-Torres ROBERT SLACK LLC

  7639 Agrigento St, Clermont, FL 34714
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  /37

  $279,900

  • 2 Beds
  • 2 Baths
  • 1,374 Sq Ft

  3210 Sonesta Ct Unit B, Clermont, FL 34711

  Situated within Clermont’s sought-after Heritage Hills enclave, this thoughtfully cared-for villa delivers comfortable living inside a secure, 55+ active neighborhood. The residence offers a smart two-bedroom, two-bath layout with modern porcelain tile enhancing the main living spaces. A bright, contemporary kitchen anchors the home, showcasing stone surfaces, generous cabinetry, stainless

  Scott Cohara KELLER WILLIAMS CLASSIC

  3210 Sonesta Ct Unit B, Clermont, FL 34711
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  /47

  $605,000

  • 4 Beds
  • 2.5 Baths
  • 2,924 Sq Ft

  7670 Modica St, Clermont, FL 34714

  This impeccably UPGRADED newer build home blends comfort, style, and convenience. Enjoy HEATED BIDET TOILET SEATS, EPOXY floors in garage and lanai patio, a SCREENED-IN lanai, and a FULLY FENCED (Vinyl) backyard perfect for entertaining. Premium touches include FULL house gutters, PAVER WALKWAY to rear patio, DARKENING SHADES, and CUSTOM BUILT closets and PANTRY SHELVING. Other benefits include

  Zee Romero EXP REALTY LLC

  7670 Modica St, Clermont, FL 34714

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