Homes for Sale near Windermere Preparatory School

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  $1,699,000

  • 5 Beds
  • 4 Baths
  • 4,614 Sq Ft

  9146 Great Heron Cir, Orlando, FL 32836

  Welcome to this stunning 5-bedroom, 4-bathroom Jones-Clayton custom home spanning over 4,600 sq ft in the exclusive 24 Hour Guard Gated community of Cypress Point! Thoughtfully updated with over $200,000 in recent upgrades, including a new tile roof, new A/C units, new windows, and more, this home blends timeless craftsmanship with modern luxury. The gourmet kitchen has been completely remodeled

  Giovanni Sanginesi REAL BROKER, LLC.

  9146 Great Heron Cir, Orlando, FL 32836
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  $530,000

  • 3 Beds
  • 2.5 Baths
  • 2,128 Sq Ft

  6060 Glory Bower Dr, Oakland, FL 34787

  Beautifully maintained home featuring 3 bedrooms plus a versatile flex room that can easily be converted into a 4th bedroom, offering the potential to increase future value. The home includes 2.5 bathrooms and a spacious private front porch, perfect for enjoying sunrise views and outdoor living. The kitchen has been thoughtfully upgraded by an interior designer, showcasing luxury finishes and

  Alexandra Lattuf ANCHOR REAL ESTATE

  6060 Glory Bower Dr, Oakland, FL 34787
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  $950,000 Open Sun 1:30PM - 2:30PM

  • 4 Beds
  • 4 Baths
  • 2,636 Sq Ft

  3328 Wax Berry Ct, Windermere, FL 34786

  One or more photo(s) has been virtually staged. ** Price improvement of $25,000! ** A rare find in the heart of Downtown Windermere! This 4 bedroom, 4 full bath home with an in ground pool sits not only on 1 acre but also in a semi-private cul-de-sac with only 8 other homes. You are welcomed by the circular driveway plus rear side entry garage and additional parking pad perfect for an RV or boat.

  Ferris Kassar PREFERRED REAL ESTATE BROKERS

  3328 Wax Berry Ct, Windermere, FL 34786
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  /27

  $495,000

  • 3 Beds
  • 2.5 Baths
  • 2,056 Sq Ft

  272 Longhirst Loop, Ocoee, FL 34761

  This stunning residence features 3 spacious bedrooms and 2 full baths in the highly sought-after gated community of Wesmere, ideally situated just off Maguire Road and minutes from Windermere. Meticulously maintained, the home blends elegant finishes with a thoughtfully designed floor plan. Step inside to be welcomed by soaring 20+ foot ceilings and an abundance of natural light that pours into

  David Johnston CREEGAN GROUP

  272 Longhirst Loop, Ocoee, FL 34761
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  $408,500

  • 3 Beds
  • 2.5 Baths
  • 1,784 Sq Ft

  7959 Ava Jade Aly, Winter Garden, FL 34787

  BEAUTIFUL and METICULOUS 3-bedroom 2.5 bath home in PRISTINE CONDITION. Pride in ownership shows. FRESHLY PAINTED interior. A home inspection was done prior to putting the home on the market so there are no surprises. All CABINETS in the home were RESURFACED and professionally PAINTED in 2025.GRANITE countertops in Kitchen and bathrooms. The kitchen boasts NEWER SLATE APPLIANCES, LARGE

  Sandy Jones CLOCK TOWER REALTY

  7959 Ava Jade Aly, Winter Garden, FL 34787
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  /20

  $7,500,000 New Construction

  • 5 Beds
  • 8 Baths
  • 7,043 Sq Ft

  8774 Lake Tibet Ct, Orlando, FL 32836

  Pre-Construction. To be built. This is a rare opportunity to build a new construction custom home within an established, gated neighborhood - and the last available lakefront lot in the prestigious Cypress Point community. Konkol Custom Homes, one of Central Florida’s premier luxury builders, and MJS designed plans for a 7,000-square-foot lakefront masterpiece on nearly one acre along Lake Tibet,

  Leighton Hope COMPASS FLORIDA LLC

  8774 Lake Tibet Ct, Orlando, FL 32836
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  $498,000

  • 3 Beds
  • 2 Baths
  • 1,690 Sq Ft

  6108 Lewis And Clark Ave, Winter Garden, FL 34787

  AMAZING HOME in WINTER GARDEN, set in Signature Lakes, within the INDEPENDENCE COMMUNITY of Horizon West. This single-story residence was recently remodeled and is move-in ready, with new laminate flooring in all three bedrooms, fresh interior and exterior paint, a new irrigation system and new garage door springs. The location is excellent, in South Winter Garden, just minutes from Hamlin, where

  Marilu Drummond AMG INTERNATIONAL REALTY

  6108 Lewis And Clark Ave, Winter Garden, FL 34787
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  $950,000

  • 5 Beds
  • 3.5 Baths
  • 3,407 Sq Ft

  12530 Climbing Vine Ct, Windermere, FL 34786

  Tucked at the end of a quiet cul-de-sac in the sought after community of Windstone, this beautifully appointed Windermere residence offers a lifestyle centered on comfort, connection, and effortless everyday luxury. Designed with both relaxation and entertaining in mind, the home welcomes you with an open layout filled with natural light and refined finishes that elevate each space. The main

  Andy Neal THE AGENCY FL

  12530 Climbing Vine Ct, Windermere, FL 34786
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  /54

  $680,000

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

  13339 Roskin Ln, Windermere, FL 34786

  Welcome to an exceptional opportunity in one of Central Florida’s most sought-after areas. This ginormous 4 bedroom, 2.5 bath, two story home offers 2,947 square feet of versatile living space designed for comfort, entertaining, and everyday luxury. The layout is ideal, featuring a private den/office, a massive upstairs loft, and generously sized bedrooms throughout. The primary suite is a true

  Karla Price COLDWELL BANKER REALTY

  13339 Roskin Ln, Windermere, FL 34786
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  $795,000

  • 4 Beds
  • 3.5 Baths
  • 2,945 Sq Ft

  15716 Sweet Lemon Way, Winter Garden, FL 34787

  Beautiful two-story single-family home located in the highly desirable Winter Garden area, featuring a welcoming front porch perfect for morning coffee. This well-maintained residence offers 2,945 sq ft of heated living space with quality flooring, excellent finishes, and tasteful details throughout.The open-concept main level showcases a spacious living area with a custom accent wall and

  Any Alves WRA BUSINESS & REAL ESTATE

  15716 Sweet Lemon Way, Winter Garden, FL 34787
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  $5,920,000

  • 5 Beds
  • 8 Baths
  • 6,445 Sq Ft

  6208 Donegal Dr, Orlando, FL 32819

  Introducing a one of a kind, breathtaking custom estate situated on the 15th fairway of the world-renowned Arnold Palmer’s Bay Hill Club & Lodge. Newly constructed with uncompromising craftsmanship and thoughtful design, this 5-bedroom, 8-bath masterpiece is a rare offering that blends luxury, comfort, and true resort style living. From the moment you step inside, the grand great room sets the

  Joseph Newstreet EXP REALTY LLC

  6208 Donegal Dr, Orlando, FL 32819
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  $3,495,000

  • 6 Beds
  • 5.5 Baths
  • 6,000 Sq Ft

  5538 W Lake Butler Rd, Windermere, FL 34786

  Welcome to 5538 W Lake Butler Road—an expansive, newly renovated estate set on 1.9 acres of lush, lakefront land in arguably one of Central Florida’s most coveted locations, Kelso on Lake Butler. What distinguishes this property is its remarkable dual lake access. Your own private boat dock provides direct skiable waterfront on Lake Davis, while exclusive community privileges grant you gated

  Julie Bettosini STOCKWORTH REALTY GROUP

  5538 W Lake Butler Rd, Windermere, FL 34786

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