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Homes for Sale near Keenes Crossing Elementary School

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  • /33

    $710,000

    • 5 Beds
    • 3.5 Baths
    • 2,868 Sq Ft

    4918 Wildwood Pointe Rd, Winter Garden, FL 34787

    Located in the highly sought-after community of Orchard Hills, this stunning home offers the epitome of Central Florida living. Orchard Hills is a community that attracts buyers from all walks of life, making it an ideal investment. This spacious, single-story residence boasts 5 bedrooms, 3 full bathrooms, and one half-bath, ready for you to move in. From the moment you step inside, you'll be

    Agent Photo

    Carlos Hernandez Franquet

    AGENT TRUST REALTY CORPORATION

    (321) 328-4515

    4918 Wildwood Pointe Rd, Winter Garden, FL 34787
  • /12

    $1,024,990 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,783 Sq Ft

    Tuttle Plan at Lake Cawood Cove - Traditional, Windermere, FL 34786

    The Tuttle is a two-story home offering four bedrooms, two full bathrooms, one half bathroom, and a two-car garage. The first-floor primary suite provides privacy and comfort. The spacious kitchen opens to a covered lanai, ideal for outdoor living and entertaining. Additional features include an oversized laundry room and an optional butler’s pantry to enhance functionality. Modern finishes,

    Ashton Woods Builder
    5432 Winter Garden Vineland Rd Unit 37932784, Windermere, FL 34786
  • /17

    $1,034,990 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,791 Sq Ft

    Moseley Plan at Lake Cawood Cove - Traditional, Windermere, FL 34786

    The Moseley is a thoughtfully designed two-story home with three bedrooms, two full bathrooms, one half bathroom, and a two-car garage. This plan features a dramatic two-story family room that creates a bright and open living space. The second-floor primary suite offers privacy and comfort, while additional flexible living areas provide room to relax or entertain. Modern finishes, abundant

    Ashton Woods Builder
    5432 Winter Garden Vineland Rd Unit 37932785, Windermere, FL 34786
  • /14

    $1,074,990 New Construction

    • 4 Beds
    • 3.5 Baths
    • 3,074 Sq Ft

    Griffin Plan at Lake Cawood Cove - Traditional, Windermere, FL 34786

    The Griffin is a two-story home offering four bedrooms, three full bathrooms, one half bathroom, and a two-car garage. The kitchen opens to a dramatic two-story family room, creating a bright and inviting living space. The second-floor primary suite offers privacy and comfort, while a conveniently located laundry room and optional butler’s pantry enhance everyday functionality. Additional

    Ashton Woods Builder
    5432 Winter Garden Vineland Rd Unit 37932783, Windermere, FL 34786
  • /43

    $339,775

    • 2 Beds
    • 2 Baths
    • 1,068 Sq Ft

    6343 Merrick Landing Blvd, Windermere, FL 34786

    Highest and Best By 5pm on Saturday March 7. Welcome to Merrick Landing, a highly desirable Windermere community offering comfort, convenience, and a touch of magic. This well appointed One Story townhome features a primary bedroom with a Private Ensuite. The Open concept kitchen boasts stainless steel appliances and overlooks the spacious living area, making it perfect for both everyday living

    Wende Landt BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY

    6343 Merrick Landing Blvd, Windermere, FL 34786
  • /48

    $925,000

    • 6 Beds
    • 4 Baths
    • 3,710 Sq Ft

    14327 Wabasso Loop, Winter Garden, FL 34787

    Welcome to this beautifully maintained home located in the highly desirable Independence/Horizon West community of Winter Garden! This spacious home showcases thoughtful upgrades and a bright open layout designed for modern living. The gourmet kitchen is the centerpiece of the home, featuring luxury cabinets, premium finishes, and ample counter space that flow seamlessly into the family and

    Stephanie Li KARDOSH REALTY

    14327 Wabasso Loop, Winter Garden, FL 34787
  • /99

    $1,399,000

    • 5 Beds
    • 4.5 Baths
    • 4,030 Sq Ft

    14501 Wabasso Loop, Winter Garden, FL 34787

    Welcome to this 5-bedroom, 4.5-bath home offering 4,030 sq ft of living space in the gated community of Tilden Place. Upon entry, you’re greeted by views of a grotto waterfall (2025) that conceals a private spa, creating a true backyard retreat. The open layout features granite countertops, a large waterfall-edge island, and glass backsplash in the kitchen, perfect for entertaining. The main

    Samantha Reyes NEXTHOME LOTT PREMIER REALTY

    14501 Wabasso Loop, Winter Garden, FL 34787
  • /15

    $979,990 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,226 Sq Ft

    Plant at Lake Cawood Cove - Traditional, Windermere, FL 34786

    The Plant is a one-story home offering three bedrooms, two full bathrooms, one half bathroom, and a two-car garage. The spacious kitchen features a large island and flows seamlessly into the dining and family rooms. A private primary suite includes a walk-in closet, while a generously sized den and covered lanai provide versatile living spaces for work, relaxation, and outdoor enjoyment. Modern

    Ashton Woods Builder
    5432 Winter Garden Vineland Rd Unit 37932781, Windermere, FL 34786
  • /54

    $1,050,000

    • 5 Beds
    • 4 Baths
    • 3,070 Sq Ft

    13858 Caywood Pond Dr, Windermere, FL 34786

    JUST REMODELED! Stunning lakefront pool home located in the heart of Windermere, offering 5 bedrooms, 4 full bathrooms, and nearly 3,100 square feet of beautifully updated living space. Perfectly positioned between downtown Windermere and Winter Garden Village, this exceptional property is nestled within the highly desirable Summerport community and features pristine waterfront views. This is

    Chun Cai SPRING REALTY ONE LLC

    13858 Caywood Pond Dr, Windermere, FL 34786
  • /13

    $1,129,990 New Construction

    • 5 Beds
    • 4.5 Baths
    • 3,542 Sq Ft

    Duval Plan at Lake Cawood Cove - Traditional, Windermere, FL 34786

    The Duval is a two‐story home offering five bedrooms, four full bathrooms, one half bathroom, and a two‐car garage. A bright kitchen with breakfast nook anchors the open main floor, while a second‐floor loft overlooks the family room below. The private second‐floor primary suite, optional butler’s pantry, and centrally located laundry room add convenience and luxury to this spacious plan.

    Ashton Woods Builder
    5432 Winter Garden Vineland Rd Unit 37932788, Windermere, FL 34786
  • /4

    $400,000

    • Land
    • 4.27 Acres
    • $93,677 per Acre

    0 W Orange Country Club Dr, Winter Garden, FL 34787

    This is a wetland property. W Orange Country Club Drive in Winter Garden, Florida 34787. Nestled in a desirable and well-established area. This county currently is not allowing anything to be built on it.

    Samih Sadiq KELLY RIGHT REAL ESTATE

    0 W Orange Country Club Dr, Winter Garden, FL 34787
  • /37

    $399,000

    • 3 Beds
    • 2.5 Baths
    • 1,741 Sq Ft

    14801 Evergreen Oak Loop, Winter Garden, FL 34787

    Welcome to Your Dream Townhome!Perfectly situated on a desirable corner lot, this charming home offers both comfort and convenience in a prime location. Featuring 2 full bathrooms and 1 half bath, it boasts a spacious open floor plan with modern countertops in the kitchen and bathrooms. The living room is filled with natural light, creating a warm and inviting space for relaxing or

    Manuel Duran Jr VYLLA HOME

    14801 Evergreen Oak Loop, Winter Garden, FL 34787
  • /84

    $1,720,000

    • 4 Beds
    • 3.5 Baths
    • 4,437 Sq Ft

    13734 Lake Cawood Dr, Windermere, FL 34786

    Don’t miss out on this one !!!Welcome to this stunning single-story luxury estate located in the highly sought-after gated community of Lake Cawood Estates in Windermere, Florida. Situated on nearly a full acre at the end of a cul-de-sac, this beautifully maintained four-bedroom, three-and-a-half-bathroom home offers over 4,400 square feet of spacious, thoughtfully designed living with a

    Angela Schifano CHARLES RUTENBERG REALTY ORLANDO

    13734 Lake Cawood Dr, Windermere, FL 34786
  • /34

    $625,000

    • 3 Beds
    • 3 Baths
    • 2,533 Sq Ft

    3029 Irish Peach Dr, Winter Garden, FL 34787

    Welcome home! This beautifully designed 3-bedroom, 3-bath residence offers 2,533 square feet of bright, inviting living space, along with an oversized, fully fenced backyard and no rear neighbors — giving you the privacy and room to truly relax and enjoy. From the moment you step inside, you’re greeted by a welcoming entry with a full bath conveniently located to the right — ideal for guests.

    Alyssa Brass REYES REAL ESTATE LLC

    3029 Irish Peach Dr, Winter Garden, FL 34787
  • /13

    $460,000

    • 3 Beds
    • 2.5 Baths
    • 1,712 Sq Ft

    5706 Cypress Hill Rd, Winter Garden, FL 34787

    Welcome to 5706 Cypress Hill Rd, a 3-bedroom, 2.5-bath townhome located in the Orchard Hills community of Winter Garden. With 1,886 sq ft of living space, this home offers an open layout that flows comfortably between the kitchen, dining, and living areas, making it practical for everyday living. Orchard Hills features amenities including a community pool, fitness center, playgrounds, dog park,

    Mariana Nossa WRA BUSINESS & REAL ESTATE

    5706 Cypress Hill Rd, Winter Garden, FL 34787
  • /46

    $785,000

    • 3 Beds
    • 2.5 Baths
    • 2,379 Sq Ft

    5018 River Gem Ave, Windermere, FL 34786

    Welcome to 5018 River Gem Avenue, an exceptional one-story pool estate with serene pond views in the prestigious Summerport community of Windermere, perfectly positioned for luxury living, convenience, and resort-style enjoyment — only 20 minutes from the Disney Theme Parks, Disney Springs, premier shopping, dining, and major roadways. This 3-bedroom, 2.5-bath, 2,379 sq ft showpiece features a

    Anastasia Fischer KELLER WILLIAMS SOUTH TAMPA

    5018 River Gem Ave, Windermere, FL 34786
  • /56

    $799,000

    • 4 Beds
    • 3.5 Baths
    • 3,360 Sq Ft

    13609 Ancilla Blvd, Windermere, FL 34786

    Welcome to this stunning and spacious single-family home located in the heart of Windermere, offering breathtaking lake views from both the front and rear of the property. With 3,360 sqft heated living space, this beautifully maintained residence features a thoughtfully designed floor plan ideal for comfort and functionality. The first floor includes a private primary suite with its own balcony,

    Fernanda Soares Santos de Oliveira WRA BUSINESS & REAL ESTATE

    13609 Ancilla Blvd, Windermere, FL 34786
  • /43

    $595,000

    • 3 Beds
    • 2.5 Baths
    • 2,470 Sq Ft

    5561 Cypress Hill Rd, Winter Garden, FL 34787

    Welcome home to this truly exceptional, move-in ready two-story gem in the highly desirable Orchard Hills community of Winter Garden—showing like a brand-new model home! Meticulously maintained by the owners, this nine-year-old home feels fresh, modern, and beautifully cared for from the moment you arrive. Step inside to an inviting open-concept design featuring stylish wood-look tile throughout

    Kathy McDonald WATSON REALTY CORP

    5561 Cypress Hill Rd, Winter Garden, FL 34787
  • /64

    $444,900

    • 3 Beds
    • 2.5 Baths
    • 1,997 Sq Ft

    13712 Summerport Village Pkwy, Windermere, FL 34786

    Location!!! Great price!!! Top-rated school district!!! and a Renovated!!! Property ready for you to move in or invest. High rental demand and low inventory, ideal for investors or families.Fresh paint inside and out, new carpets, new indoor A/C with warranty, rear entry 2-car garage with epoxy flooring, and a spacious driveway. Kitchen island, granite counters, breakfast bar, stainless

    Carines Hernandez Bustillo AGENT TRUST REALTY CORPORATION

    13712 Summerport Village Pkwy, Windermere, FL 34786
  • /52

    $588,000

    • 4 Beds
    • 2.5 Baths
    • 2,547 Sq Ft

    13118 Sunkiss Loop, Windermere, FL 34786

    One or more photo(s) has been virtually staged. Welcome to 13118 Sunkiss Loop in the heart of Summerport, one of Windermere's most desirable communities. Major updates provide peace of mind. A brand-new roof was installed in February, along with brand new interior and exterior paint, new ceiling fans, and new toilets giving the home a fresh, move in ready feel. The home also includes brand new

    Desmond Garcia LLC ONE LUXURY INTERNATIONAL LLC

    13118 Sunkiss Loop, Windermere, FL 34786
  • /74

    $3,590,000

    • 8 Beds
    • 7.5 Baths
    • 8,203 Sq Ft

    13643 Lake Cawood Dr, Windermere, FL 34786

    Luxury HOME 8 Bedroom (all Suite) - with One acre lot in exclusive Lake Cawood Estates in Windermere. Built from ICF insulated concrete blocks for superior energy efficiency and hurricane protection with foam roof insulation, barrel tile roof and $25k whole house generator included. this home features the latest in technology and designer trends-whole house zoned audio system, multi point camera

    Wenwen Wang JWJ REALTY LLC

    13643 Lake Cawood Dr, Windermere, FL 34786
  • /31

    $740,000

    • 5 Beds
    • 4 Baths
    • 2,878 Sq Ft

    14345 Wabasso Loop, Winter Garden, FL 34787

    Located within the gated community of Tilden Place, this thoughtfully designed home offers exceptional flexibility and everyday comfort in one of Winter Garden’s most convenient locations. The main level features a private primary suite along with three additional bedrooms, including an en suite option ideal for guests, multigenerational living, or a home office. Upstairs, a spacious loft,

    Hilary Hall COMPASS FLORIDA LLC

    14345 Wabasso Loop, Winter Garden, FL 34787
  • /63

    $939,900

    • 5 Beds
    • 4 Baths
    • 3,630 Sq Ft

    14423 Wabasso Loop, Winter Garden, FL 34787

    New Pricing! Welcome home to this stunning two-story residence in the gated community of Tilden Place, ideally located in the heart of Winter Garden. Just minutes from Winter Garden Village with its abundant shopping, dining, fast-casual options, hospital access, and everyday conveniences—and only a short drive to Walt Disney World Resort, this home offers the perfect blend of luxury, comfort,

    Amy Kidwell PA PREFERRED REAL ESTATE BROKERS

    14423 Wabasso Loop, Winter Garden, FL 34787
  • /56

    $815,000

    • 5 Beds
    • 3 Baths
    • 3,211 Sq Ft

    4415 Blue Major Dr, Windermere, FL 34786

    This beautiful MOVE-IN-READY two-story home is located in the highly desired community of Summerport in Windermere! The Wow factor begins the moment the front door opens to a towering cathedral ceiling making for a dramatic and elegant entry into the main living area. The open floor plan creates a seamless flow throughout the home, whereby the family room opens to the kitchen and dinette space,

    Mariana Micheti M2M REALTY

    4415 Blue Major Dr, Windermere, FL 34786
  • /41

    $425,000

    • 3 Beds
    • 2.5 Baths
    • 1,617 Sq Ft

    5637 Water Rose Rd, Winter Garden, FL 34787

    ***WINDERMERE HIGH SCHOOL***Welcome to one of the most upgraded and well-maintained townhomes in the community — and a rare opportunity zoned for highly desirable Windermere High School. Unlike many comparable units, this beautifully maintained 2016 property has been thoughtfully updated and is truly move-in ready. The home features upgraded flooring throughout, eliminating outdated carpet

    Luciana Amorim Panajotti FLORIDA CONNEXION PROPERTIES

    5637 Water Rose Rd, Winter Garden, FL 34787
  • /80

    $879,000

    • 5 Beds
    • 4 Baths
    • 3,289 Sq Ft

    4937 Wildwood Pointe Rd, Winter Garden, FL 34787

    Welcome to this spacious and beautifully maintained 5-bedroom, 4-bathroom home in the desirable Winter Garden area. Situated on a premium lot with no rear neighbors, this home backs onto a peaceful preserve, offering privacy and natural views. The open-concept layout features a large kitchen with granite countertops, stainless steel appliances, and a center island—perfect for cooking and

    Yadira Olivo OLIVO REALTY GROUP, LLC

    4937 Wildwood Pointe Rd, Winter Garden, FL 34787
  • /29

    $619,900

    • 4 Beds
    • 2.5 Baths
    • 2,620 Sq Ft

    4773 Blue Major Dr, Windermere, FL 34786

    A rare opportunity to own a spacious home in Windermere's sought-after Summerport community with top-rated schools, offering over 2,600 square feet of well-designed living space that works for every lifestyle. Built in 2006, this 4-bedroom, 2.5-bath home features a functional open layout with generous living and dining areas, a kitchen with island seating that flows right into the main living

    Katya Odintsova LPT REALTY, LLC

    4773 Blue Major Dr, Windermere, FL 34786
  • /62

    $625,000

    • 4 Beds
    • 3 Baths
    • 2,204 Sq Ft

    5531 Cypress Hill Rd, Winter Garden, FL 34787

    Exquisitely upgraded 4-bedroom, 3-bath smart home in the highly sought-after Orchard Hills community of Winter Garden. Situated on a premium lot with no rear neighbors, this move-in-ready home offers a peaceful pond view and exceptional privacy. Soaring ceilings, elegant 20" tile flooring, and abundant natural light enhance the open-concept design. The designer kitchen features upgraded mocha

    Olga Kaza OLYMPUS EXECUTIVE REALTY INC

    5531 Cypress Hill Rd, Winter Garden, FL 34787
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