Homes for Sale near Windermere Preparatory School

• 

  $870,000

  New Construction

  • 5 Beds
  • 3 Baths
  • 3,147 Sq Ft

  276 Summer Pine St, Winter Garden, FL 34787

  Discover the flexibility you've been looking for with the Coral Grand home design, providing a spacious owner's suite on the main floor and open living space in the upstairs Loft.

  Pulte Homes Builder

  276 Summer Pine St, Winter Garden, FL 34787
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  /57

  $4,995,000

  • 6 Beds
  • 6.5 Baths
  • 7,349 Sq Ft

  5070 Down Point Ln, Windermere, FL 34786

  Nestled behind the gates in the heart of Windermere, this exceptional lakefront estate commands sweeping views across the renowned Butler Chain of Lakes. Designed for refined living and effortless entertaining, the residence offers six bedrooms, six full baths, and a powder bath — including a fully equipped private guest apartment ideal for extended family or long-term visitors.From the

  Isis Sarcos EXP REALTY LLC

  5070 Down Point Ln, Windermere, FL 34786
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  /50

  $525,000

  • 3 Beds
  • 2.5 Baths
  • 2,079 Sq Ft

  9354 Meadow Hunt Way, Winter Garden, FL 34787

  Located in Watermark, one of Horizon West's most sought-after resort-style communities, this TURN-KEY, ENERGY-EFFICIENT home offers the perfect blend of modern upgrades, flexible living space, and an unbeatable location just minutes from Hamlin Town Center, Walt Disney World, top-rated schools, shopping, dining, and major highways.Offered for the first time by the original owner, this

  Deb Schroeder INFINITY REALTY GROUP LLC

  9354 Meadow Hunt Way, Winter Garden, FL 34787
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  /6

  $1,650,000

  $450K PRICE DROP

  • Land
  • 7.41 Acres
  • $222,672 per Acre

  9717 Morton Jones Rd, Gotha, FL 34734

  7.4 Acre Residential Development Land Opportunity in Gotha, Greater Orlando Area, less than 30 min from Walt Disney World Resort! Rare opportunity to own 7.41 acres of lakefront property in the highly sought-after area of Gotha. This parcel’s future land use allows up to 1 dwelling unit per acre, making it desirable for development. The property features lake frontage, natural surroundings, and

  Andrew Comeens DASH REAL ESTATE COMPANY

  9717 Morton Jones Rd, Gotha, FL 34734
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  /35

  $284,995

  • 3 Beds
  • 2 Baths
  • 1,340 Sq Ft

  431 Southern Pecan Cir Unit 101, Winter Garden, FL 34787

  ONE-YEAR HOME WARRANTY AVAILABLE WITH A FULL-PRICE OFFER! Welcome to this beautifully maintained 3-bedroom, 2-bathroom FIRST-FLOOR condo in the gated Southern Pines community of Winter Garden. Featuring a FRESH INTERIOR REPAINT (2026), UPDATED FIXTURES, a bright, open-concept layout, and NO CARPET THROUGHOUT FOR EASY MAINTENANCE, this home is truly move-in ready.Step inside to a spacious

  Nick Whitehouse RE/MAX PRIME PROPERTIES

  431 Southern Pecan Cir Unit 101, Winter Garden, FL 34787
• 

  

  /22

  $734,290

  New Construction

  • 4 - 5 Beds
  • 3 Baths
  • 3,017 Sq Ft

  Coral Grand Plan at Silverleaf Oaks - Classic, Winter Garden, FL 34787

  Discover the Coral Grand home design, offering a spacious owner's suite on the main floor, with the versatility of a flex room just off the foyer that can serve as an extra bedroom, study, or office. Then, enjoy generous loft space that includes two additional bedrooms, a full bath, and a walk-in closet.

  Pulte Homes Builder

  16808 Silver Brook Way Unit 36474516, Winter Garden, FL 34787
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  /2

  $706,035

  New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,807 Sq Ft

  7568 Spring Valley St, Winter Garden, FL 34787

  7568 Spring Valley Street The Everly floorplan offers 2,807 square feet of spacious, thoughtfully designed living across two stories. This home features 4 bedrooms, 3.5 bathrooms, and a 2-car garage, providing ample room for families and entertaining. The first floor showcases an open-concept layout with a large family room, casual dining area, and a well-appointed kitchen with an optional

  Dream Finders Homes Builder

  7568 Spring Valley St, Winter Garden, FL 34787
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  /69

  $4,695,000

  • 6 Beds
  • 6 Baths
  • 8,157 Sq Ft

  9320 Cypress Cove Dr, Orlando, FL 32819

  Contemporary lakefront luxury meets exceptional multigenerational living on the shores of Lake Tibet Butler, part of the renowned Butler Chain of Lakes, in the highly desirable Bay Hill area. Thoughtfully expanded in 2019 with an extensive modern addition by renowned builder Phil Kean, this distinctive waterfront residence offers dramatic architecture, expansive living spaces and breathtaking

  Michael Julian JULIAN PROPERTIES, INC.

  9320 Cypress Cove Dr, Orlando, FL 32819
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  /14

  $824,900

  • Land
  • 2.49 Acres
  • $331,285 per Acre

  17206 Red Bird Rd, Winter Garden, FL 34787

  RARE corner 2.5-acre homesite in Winter Garden's sought-after Lake Avalon. No HOA and A-1 zoning that welcomes a custom estate, ADU, extra garage, barn, horses, or RV and boat storage. High and dry with gentle slope, mature trees, and a mix of cleared and wooded ground already prepped for plans and permitting, this 333-by-327-foot parcel offers real, usable space and strong frontage just minutes

  Kevin Pederson CREEGAN GROUP

  17206 Red Bird Rd, Winter Garden, FL 34787
• 

  Price To Be Determined

  New Construction

  • 5 Beds
  • 5.5 Baths
  • 5,801 Sq Ft

  Varen Plan at Saddlecrest at Windermere, Windermere, FL

  The Varen's welcoming covered porch and double-door entry open onto the stunning two-story foyer and two-story great room, with views to the desirable large covered lanai beyond. The well-designed kitchen overlooks a bright casual dining area, and is highlighted by a large center island with breakfast bar, plenty of counter and cabinet space, and ample walk-in pantry. The marvelous primary

  Toll Brothers, Inc. Builder

  1841 Windermere Rd Unit 41281972, Windermere, FL
• 

  

  /95

  $1,090,000

  • 4 Beds
  • 3 Baths
  • 2,842 Sq Ft

  1407 Hempel Ave, Windermere, FL 34786

  Welcome to this incredible investment opportunity located in one of the most desirable areas in Central Florida. This beautiful property offers the perfect combination of space, privacy, freedom, and location. Featuring 4 spacious bedrooms and 3 full bathrooms, this home sits on more than half an acre of land, giving you and your family the opportunity to truly enjoy comfort and outdoor

  Lina Abi Hanna De El Bonne MY REALTY GROUP, LLC.

  1407 Hempel Ave, Windermere, FL 34786
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  /63

  $1,159,900

  • 7 Beds
  • 4.5 Baths
  • 4,720 Sq Ft

  5074 Breezy Acres St, Oakland, FL 34787

  Welcome to an exceptional expression of modern luxury in Winter Garden’s highly sought-after Wincey Groves community. Crafted by Dream Finders Homes, this impressive 2021 Sweetwater residence offers more than 4,700 square feet of beautifully appointed living space, with 7 bedrooms, 4.5 baths, and two additional flex rooms that provide the extraordinary potential to create a 9-bedroom estate.

  David Johnston CREEGAN GROUP

  5074 Breezy Acres St, Oakland, FL 34787
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  /56

  $499,000

  $26K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,893 Sq Ft

  8628 Granada Blvd, Orlando, FL 32836

  ***Seller is offering a $10,000 credit toward the buyer’s closing costs and/or interest rate buy-down***Welcome to Bay Lakes at Granada, one of Dr. Phillips’ sought-after communities, where location, lifestyle, and opportunity come together. This spacious single-story 3-bedroom, 2-bath pool home sits on an oversized quarter-acre lot and offers a fantastic opportunity for a buyer looking

  Andrew Burgard CHARLES RUTENBERG REALTY ORLANDO

  8628 Granada Blvd, Orlando, FL 32836
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  /33

  $3,990,000

  $479K PRICE DROP

  • 3 Beds
  • 4.5 Baths
  • 6,236 Sq Ft

  4906 Aviva Garden Ct, Windermere, FL 34786

  Welcome to an exceptional opportunity within the gates of Isleworth, one of Central Florida’s most Acclaimed private golf communities. Perfectly positioned along a tranquil pond and scenic walking trail, this move-in ready residence offers a rare blend of privacy, natural beauty, and refined living in the heart of Windermere.Thoughtfully designed for both everyday comfort and elevated

  William Campbell CAMPBELL CUSTOM HOMES INC

  4906 Aviva Garden Ct, Windermere, FL 34786
• 

  

  /19

  $899,990

  New Construction $100K PRICE DROP

  • 5 Beds
  • 3.5 Baths
  • 2,631 Sq Ft

  403 Winter Grove Blvd, Winter Garden, FL 34787

  Beautiful 5 Bedroom, 3.5 Bathroom Two-Story Imperial Former Model Home with Conservation View Complete with a Covered Lanai with Outdoor Kitchen, Built-In Natural Gas Cooktop, and Built-In Closet System at Owner's Closet

  Pulte Homes Builder

  403 Winter Grove Blvd, Winter Garden, FL 34787
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  /44

  $575,000

  $20K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,923 Sq Ft

  6785 Tamarind Cir, Orlando, FL 32819

  Welcome to this beautifully maintained 4-bedroom, 2-bath pool home in the heart of Dr. Phillips and with no HOA. The bright updated kitchen features new cabinets and granite countertops and opens to living spaces with engineered hardwood flooring. Major systems have been updated: roof 2023, windows 2016, AC 2015, and water heater 2014.Enjoy Florida living outdoors on the tiled back patio with

  Sammy Nakhleh CENTURY 21 CARIOTI

  6785 Tamarind Cir, Orlando, FL 32819
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  /27

  $265,000

  • 2 Beds
  • 2 Baths
  • 1,014 Sq Ft

  7661 Sugar Bend Dr, Orlando, FL 32819

  Welcome to 7661 Sugar Bend Drive, a 2-bedroom, 2-bath residence located in the gated Sanctuary at Bay Hill community in Orlando. Offering 1,014 square feet of living space, this home features a comfortable and functional floor plan with two full bathrooms and the added convenience of a private 1-car garage.Enjoy everything the Sanctuary at Bay Hill community has to give, including a

  Jai Phillips EXP REALTY SOUTH LLC

  7661 Sugar Bend Dr, Orlando, FL 32819
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  /59

  $679,999

  • 4 Beds
  • 2.5 Baths
  • 2,947 Sq Ft

  13339 Roskin Ln, Windermere, FL 34786

  Your Windermere lifestyle starts here. This beautifully designed 4 Bed 2.5 Bath home with nearly 3,000 square feet combines space, savings, and an unbeatable location.From the moment you walk in, you'll appreciate the flexible layout featuring a private home office, expansive upstairs loft, oversized bedrooms, and a spacious primary suite designed for comfort. Whether you're working from home,

  Karla Price COLDWELL BANKER REALTY

  13339 Roskin Ln, Windermere, FL 34786
• 

  

  /25

  $825,000

  • 5 Beds
  • 4 Baths
  • 3,812 Sq Ft

  13613 Larsen Ln, Winter Garden, FL 34787

  Welcome to the luxury living! Conveniently located in gated Glynwood II/Stone Crest you will find this charming home. Featuring 5bedrooms, 4 baths, formal living and dining rooms, office/den, upstairs bedroom and second floor bonus/theatre room. This exquisite residence offers an expansive and open floor plan that effortlessly blends comfort and sophistication. The gourmet kitchen, adorned with

  Theresa Sau CENTURY 21 CARIOTI

  13613 Larsen Ln, Winter Garden, FL 34787
• 

  

  /35

  $570,000

  • 4 Beds
  • 3 Baths
  • 2,088 Sq Ft

  16968 Hamlin Oasis Loop, Winter Garden, FL 34787

  Welcome to this beautiful like-new residence in the highly desirable Hamlin Pointe community, located in the heart of Hamlin/Horizon West, one of the fastest-growing and most sought-after areas in Central Florida. Thoughtfully designed for modern living, this home offers 4 bedrooms, 3 full bathrooms, and a spacious loft, providing flexibility for families of all sizes. The first-floor bedroom is

  Jardel Pizzolato Bittencourt WRA BUSINESS & REAL ESTATE

  16968 Hamlin Oasis Loop, Winter Garden, FL 34787

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