Homes for Sale near Windermere Preparatory School

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  /35

  $565,000 Open Sun 1PM - 3PM

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

  8636 Alegre Cir, Orlando, FL 32836

  Embrace the Florida lifestyle in this inviting 3-bedroom, 2-bath single-story pool home, ideally located in the family-friendly Bay Lakes community in historic Dr. Phillips. Set on a quarter-acre lot, this home offers a comfortable, efficient layout designed for both everyday living and entertaining. The great room features vaulted ceilings and a wood-burning fireplace as its focal point,

  Lynn Roeder REAL LIVING R E SOLUTIONS

  8636 Alegre Cir, Orlando, FL 32836
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  /54

  $1,498,000

  • 5 Beds
  • 4.5 Baths
  • 3,835 Sq Ft

  7231 Sangalla Dr, Windermere, FL 34786

  Located in the gated community of Casa Del Lago in Windermere, featuring just 88 luxury homes surrounding Lake Burden, this neighborhood offers an exceptional setting near top-rated schools and only minutes from Orlando’s most popular destinations, including major highways, airports, shopping, dining, and world-renowned attractions. Built by one of the nation’s top private homebuilders, David

  Matt Kester THE REAL ESTATE COLLECTION LLC

  7231 Sangalla Dr, Windermere, FL 34786
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  /97

  $1,939,999

  • 3 Beds
  • 3.5 Baths
  • 3,240 Sq Ft

  13137 Lake Butler Blvd, Windermere, FL 34786

  Kitchen refresh...Quartz countertops, seamless oversized sink. A kitchen designed to gather, host, and impress. Welcome to a private Windermere estate where thoughtful design meets relaxed luxury—set on over an acre with no restrictions. This beautifully updated 3-bedroom, 3.5-bath home offers space, privacy, and versatility, all surrounded by natural beauty. Enter through oversized double wood

  Tricia Davis KELLER WILLIAMS REALTY SMART

  13137 Lake Butler Blvd, Windermere, FL 34786
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  /7

  $835,000

  • 5 Beds
  • 3.5 Baths
  • 3,974 Sq Ft

  15007 Night Heron Dr, Winter Garden, FL 34787

  This absolutely immaculate home features 5 bedrooms and an open concept floor plan design for relaxation and entertainment which showcases a beautiful kitchen with granite countertops, natural gas range, coffee bar, walk-in pantry, and center island with bar seating. There is a spacious living area perfect for entertaining and relaxation plus a formal dining room. The primary suite is on the 1st

  Delza Hopkins COLDWELL BANKER SOLOMON

  15007 Night Heron Dr, Winter Garden, FL 34787
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  /31

  $480,000

  • 3 Beds
  • 2 Baths
  • 1,796 Sq Ft

  14342 Breda Center Loop, Winter Garden, FL 34787

  PRICE ADUSTMENT**PRICED TO SELL**Welcome home to this charming single-story gem, full of warmth and character! Enjoy relaxing mornings on the spacious front porch or cozy evenings on the covered back patio. Inside, high 9’4” ceilings and beautiful upgraded tile flooring create an open, airy feel throughout. The bright, spacious kitchen sits at the heart of the home and overlooks the great

  Maribel Ramos VESTI LLC

  14342 Breda Center Loop, Winter Garden, FL 34787
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  /45

  $2,499,000

  • 4 Beds
  • 5.5 Baths
  • 4,810 Sq Ft

  6102 S Hampshire Ct, Windermere, FL 34786

  Welcome to 6102 S Hampshire Ct, Windermere, FL 34786 where elegance, privacy, and lifestyle come together inside the 24-hour guard-gated community of Keene’s Pointe.This stunning one-story golf-front residence is perfectly positioned on a premium golf-front lot in a quiet cul-de-sac, offering breathtaking fairway views and an unmatched sense of tranquility. Designed with impact-rated windows

  Jessica Dessire Cueva PA CHARLES RUTENBERG REALTY ORLANDO

  6102 S Hampshire Ct, Windermere, FL 34786
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  /58

  $619,900 Open Sat 2PM - 5PM

  • 5 Beds
  • 3.5 Baths
  • 2,396 Sq Ft

  11578 Ashlin Park Blvd, Windermere, FL 34786

  PRICE IMPROVEMENT! Welcome to this stunning 5-bedroom, 3.5 bath single-family home located in the highly desirable Ashlin Park community of Windermere. Designed with both style and functionality in mind, this open-concept home features a spacious kitchen with quartz countertops, ample cabinetry, and a walk-in pantry, perfect for entertaining and everyday living. The fenced backyard offers

  Erika Garcia CENTURY 21 CARIOTI

  11578 Ashlin Park Blvd, Windermere, FL 34786
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  /29

  $350,000

  • 2 Beds
  • 2.5 Baths
  • 1,289 Sq Ft

  14267 Avenue of the Groves, Winter Garden, FL 34787

  Welcome to this beautifully maintained townhome in the highly desirable Independence community in Winter Garden! This home features 2 bedrooms and 2.5 bathrooms, with both bedrooms offering their own en-suite bathrooms, making it a comfortable and functional layout.Inside, you’ll find several thoughtful updates throughout. The first floor features tile flooring, while the second floor has

  Carly Ruecker DENIZ REALTY PARTNERS LLC

  14267 Avenue of the Groves, Winter Garden, FL 34787
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  /48

  $879,000

  • 4 Beds
  • 3 Baths
  • 3,055 Sq Ft

  9107 Ivey Hill Ct, Orlando, FL 32819

  One or more photo(s) has been virtually staged. ***$200K+ on upgrades***Welcome to 9107 Ivey Hill. Nestled in the heart of Dr. Phillips, sitting between the prestigious Bay Hill Golf Course and beautiful Butler Chain of lakes, You will find this North Bay Semi-custom residence to be the best opportunity to live in one of Orlando’s most desirable communities! This 4-bedroom, 3-bath + Office,

  Claudia Kester FOLIO REALTY LLC

  9107 Ivey Hill Ct, Orlando, FL 32819
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  /3

  $817,990 New Construction

  • 5 Beds
  • 3.5 Baths
  • 3,764 Sq Ft

  Deerfield Plan at Avalon Woods - 60' Homesites, Winter Garden, FL

  The Deerfield floorplan is a spacious two-story home designed for growing families, featuring 5 bedrooms and 3.5 bathrooms. This layout offers an ideal combination of private retreats and open gathering spaces. The first floor includes the primary bedroom suite, complete with a luxurious bathroom and walk-in closet, a separate study perfect for working from home, and an expansive great room

  Dream Finders Homes Builder

  0 Avalon Woods St Unit 37162194, Winter Garden, FL
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  /39

  $605,990 New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,515 Sq Ft

  Carter Plan at Avalon Woods - 40' Homesites, Winter Garden, FL

  The Carter offers a well-designed living space with 3 bedrooms, 3.5 baths, and a 2-car garage. The open-concept layout features a spacious family room, a gourmet kitchen with a large island and pantry, and a dining area. The primary suite includes a luxurious bath and walk-in closet, while additional bedrooms provide comfort and privacy. An optional above-garage apartment adds flexibility,

  Dream Finders Homes Builder

  0 Avalon Woods St Unit 37162042, Winter Garden, FL
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  /25

  $523,000

  • 3 Beds
  • 2.5 Baths
  • 1,859 Sq Ft

  9330 Mira Valle Ln, Winter Garden, FL 34787

  Located at 9330 Mira Valle Lane in Winter Garden, Florida, this charming bungalow is perfect for those seeking convenience and comfort in one of Florida's most upscale neighborhoods. Built in 2015 in the Watermark community, the property offers a dining room on the first floor, a living room integrated with the kitchen, and a spacious living room on the second floor, which can be converted into a

  Jean Dadam WRA BUSINESS & REAL ESTATE

  9330 Mira Valle Ln, Winter Garden, FL 34787
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  /40

  $548,000

  • 3 Beds
  • 2 Baths
  • 1,610 Sq Ft

  8203 Andalucia Ct, Orlando, FL 32836

  Enjoy the relaxed lifestyle of Granada Villas! This exceptional Orlando location offers easy-maintenance living just steps from fabulous restaurants and shopping. Walk to Trader Joe’s and a variety of popular shops and eateries—this location truly can’t be beat.This lovingly maintained 3-bedroom, 2-bath home has been thoughtfully updated, including new double-pane windows and French doors

  Sherri Palmer EXP REALTY LLC

  8203 Andalucia Ct, Orlando, FL 32836
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  /82

  $1,610,000

  • 5 Beds
  • 4.5 Baths
  • 4,258 Sq Ft

  16768 Sanctuary Dr, Winter Garden, FL 34787

  GORGEOUS LAKEFRONT POOL HOME BEING OFFERED IN THE TRANQUIL LAKE COMMUNITY, SANCTUARY AT TWIN WATERS! The home sits on a HALF-ACRE LOT on LAKE AVALON! This 5-bedroom, 4 and 1/2 bath, 4 car garage home has 4,258 heated square feet and 5,916 total square feet. The plan is perfect for MULTIGENERATIONAL LIVING with a guest (in-law) bedroom and ensuite bathroom downstairs; and upstairs the back bedroom

  Sidney Galloway GALLOWAY REAL ESTATE

  16768 Sanctuary Dr, Winter Garden, FL 34787
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  /44

  $1,490,000

  • 5 Beds
  • 4 Baths
  • 3,288 Sq Ft

  5701 Tarawood Dr, Orlando, FL 32819

  Welcome to Bay Hill, a completely renovated home, new roof, AC, new kitchen cabinets with quartz counters, charcoal appliances, touchless faucet, all four bathrooms new tile, vanities, faucets, toilets. New Windows, doors, custom gutter system, very generous landscaping professionally done. New sprinkler system, new horshoe brick paver driveway extending to rear of home, pavers include kitchen

  Domenic Spirito FREEDOM PROPERTIES LLC

  5701 Tarawood Dr, Orlando, FL 32819
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  /11

  $900,000

  • 4 Beds
  • 4.5 Baths
  • 3,119 Sq Ft

  11835 Gold Creek Trail, Windermere, FL 34786

  Windermere Trails Award Winning Model - Voted #1 Model by HBA 2013 It's surrounded by The Butler Chain of Lakes, with fabulous shopping and dining just minutes away. These are just a few of the celebrated qualities you'll love about Windermere Trails. Located in Windermere, FL, Windermere Trails is a community of new, incredibly energy-efficient homes, ranging 2,260 - 4,400 sq. ft. just

  Flavio Melo BB GROUP REALTY CORP

  11835 Gold Creek Trail, Windermere, FL 34786
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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 moment

  Isis Sarcos EXP REALTY LLC

  5070 Down Point Ln, Windermere, FL 34786
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  /28

  $550,000

  • 4 Beds
  • 2.5 Baths
  • 1,970 Sq Ft

  12784 Garridan Ave, Windermere, FL 34786

  Welcome to this well-maintained 4-bedroom, 2.5-bath home in the desirable Wickham Park community in Windermere. Offering 1,970 square feet of living space, this home is move-in ready and has been thoughtfully cared for.The layout is both functional and comfortable, making it easy to enjoy everyday living as well as time with family and friends. It’s a home that simply feels right from the

  Maria Sarmiento Webel ELITE GLOBAL REAL ESTATE LLC

  12784 Garridan Ave, Windermere, FL 34786
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  /59

  $489,000

  • 3 Beds
  • 3 Baths
  • 1,955 Sq Ft

  14010 Scarlet Aster Aly, Winter Garden, FL 34787

  Seller is offering a limited-time buyer incentive, including seller-paid closing costs or interest rate buy-down, to help reduce upfront and monthly expenses. Experience modern luxury in this beautifully crafted like new townhome by RockWell Homes. The Edison floor plan offers three spacious bedrooms, three stylish bathrooms, and a two car garage. Thoughtfully designed for comfort and outdoor

  Ana Afshin GERMEROTH REALTY LLC

  14010 Scarlet Aster Aly, Winter Garden, FL 34787
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  /3

  $1,109,989 New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,404 Sq Ft

  Baldwin Plan at Palms at Windermere, Windermere, FL 34786

  The Baldwin floor plan is a thoughtfully designed two-story home featuring 4 spacious bedrooms and 3.5 bathrooms, offering over 3,404 square feet of living space. The first floor boasts an inviting open-concept design, with a large great room adjacent to a dining room, perfect for gatherings and entertaining. The owner’s suite, complete with a walk-in closet and private bath, offers a comfortable

  Dream Finders Homes Builder

  14207 Crest Palm Ave Unit 36486304, Windermere, FL 34786
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  /35

  $389,000

  • 3 Beds
  • 2.5 Baths
  • 2,028 Sq Ft

  14215 Desert Haven St Unit 3507, Windermere, FL 34786

  Welcome to this stunning, move-in-ready condo in the highly sought-after Windermere community of Oasis Cove at Lakeview Village.Boasting over 2,000 heated Sq. Ft. of meticulously maintained living space, this residence offers the perfect blend of modern updates andfunctional design. The first floor features a bright, open-concept living and dining area that flows seamlessly into a

  Brandi Crain IRON VALLEY REAL ESTATE OSCEOLA

  14215 Desert Haven St Unit 3507, Windermere, FL 34786
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  /21

  $624,900

  • 4 Beds
  • 3 Baths
  • 2,270 Sq Ft

  5367 Golden Apple Dr, Winter Garden, FL 34787

  Opportunity to secure a nearly new home in the highly desirable Wincey Groves community while planning ahead. Built in 2021, this well-maintained 4-bedroom, 3-bath residence offers a functional open-concept layout, modern finishes, and a comfortable living environment in one of Winter Garden’s fastest-growing areas. The main living space is bright and inviting, seamlessly connecting the kitchen,

  Li Xu AREATE REALTY

  5367 Golden Apple Dr, Winter Garden, FL 34787
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  /60

  $925,000

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

  3328 Wax Berry Ct, Windermere, FL 34786

  One or more photo(s) has been virtually staged. Located in Lake Butler Estates, one of Windermere’s most private established communities, this 4-bedroom, 4-bath single-family pool home sits on a 1-acre cul-de-sac lot surrounded by mature oak trees and lush landscaping, with only 11 neighboring homes and access to the Butler Chain of Lakes through the community’s private boat ramp. Built in 1959

  Ferris Kassar PREFERRED REAL ESTATE BROKERS

  3328 Wax Berry Ct, Windermere, FL 34786
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  /25

  $450,000

  • 3 Beds
  • 2 Baths
  • 1,650 Sq Ft

  14446 Whittridge Dr, Winter Garden, FL 34787

  Welcome to 14446 Whittridge Dr., Winter Garden, FL 34787 – a charming home nestled in the highly sought-after Independence community! This beautifully maintained 3-bedroom, 2-bath home offers a light and airy open-concept floor plan with high ceilings and abundant natural light throughout. From the moment you step onto the inviting covered front porch, you’ll feel right at home. Inside, the

  Jasmine Reierson THE C SMITH REAL ESTATE GROUP LLC

  14446 Whittridge Dr, Winter Garden, FL 34787
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  /30

  $489,990 New Construction

  • 3 Beds
  • 3.5 Baths
  • 2,072 Sq Ft

  15333 Hamlin Park Dr, Winter Garden, FL 34787

  Experience modern townhome living in this beautifully designed three-story residence located in Parkview at Hamlin in Winter Garden. This thoughtfully planned home features three private suites, including a convenient first-floor suite and a spacious third-floor primary suite, offering flexibility and privacy for today’s lifestyle. The second floor serves as the heart of the home, showcasing an

  Ashton Woods Builder

  15333 Hamlin Park Dr, Winter Garden, FL 34787
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  /48

  $998,000

  • 5 Beds
  • 4 Baths
  • 4,704 Sq Ft

  8612 Lost Cove Dr, Orlando, FL 32819

  Fantastic OPPORTUNITY to own this South Bay home in the Heart of Dr. Phillips! Priced very attractively, this 5 bedroom, 4 bath custom home is on a very convenient and quiet street in South Bay, close to Sand Lake Road's many conveniences! Over 4700 sq ft under A/C, built on a sloped .65 acre lot, with a charming, peaceful natural pond in the rear. MANY recent upgrades and RENOVATIONS such as,

  George Stringer COLDWELL BANKER REALTY

  8612 Lost Cove Dr, Orlando, FL 32819
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  /2

  $685,434 New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,515 Sq Ft

  5948 Flowering Cherry Bend, Winter Garden, FL 34787

  The Carter offers a well-designed living space with 3 bedrooms, 3.5 baths, and a 2-car garage. The open-concept layout features a spacious family room, a gourmet kitchen with a large island and pantry, and a dining area. The primary suite includes a luxurious bath and walk-in closet, while additional bedrooms provide comfort and privacy. An optional above-garage apartment adds flexibility,

  Dream Finders Homes Builder

  5948 Flowering Cherry Bend, Winter Garden, FL 34787
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  /36

  $460,000

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

  6108 Lewis And Clark Ave, Winter Garden, FL 34787

  OPPORTUNITY!!!!!!! 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

  Marilu Drummond AMG INTERNATIONAL REALTY

  6108 Lewis And Clark Ave, Winter Garden, FL 34787
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  /53

  $499,900 Open Sat 11AM - 3PM

  • 3 Beds
  • 2.5 Baths
  • 2,067 Sq Ft

  6530 Pasturelands Place, Winter Garden, FL 34787

  Welcome to your New Home with Brand New Inverter AC unit in a tranquil setting with a water view of a beautiful pond and conservation area. This well maintained townhome in the highly desirable Independence community of Horizon West. Over 2,000 sq ft, this home blends comfort, style, and convenience. Step inside the open floor plan, the spacious living and dining areas flow into the kitchen,

  Amber Draus KELLER WILLIAMS REALTY AT THE PARKS

  6530 Pasturelands Place, Winter Garden, FL 34787
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  /60

  $1,295,000

  • 5 Beds
  • 4.5 Baths
  • 3,856 Sq Ft

  1826 Windermeredown Place, Windermere, FL 34786

  If you need a Separate 1st Floor In-Law Apartment with a Private Entrance overlooking the Screened Pool and Covered Lanai then here it is * Beautifully maintained and updated 5 Bed 4.5 Bath 1 Story Home nestled in one of Windermere’s most desirable Lakefront Communities * This Exceptional Home offers the perfect blend of Comfort, Elegance, and Florida Lifestyle Living * Step inside to discover a

  Darrell Nunnelley VINTAGE REALTY GROUP LLC

  1826 Windermeredown Place, 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 community, WINDERMERE. Sellers need to sell and are offering closing help! 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

  Karla Price COLDWELL BANKER REALTY

  13339 Roskin Ln, Windermere, FL 34786
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  $785,000

  • 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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  /28

  $850,000

  • 4 Beds
  • 4 Baths
  • 3,435 Sq Ft

  9669 Westover Club Cir, Windermere, FL 34786

  Behind the gates of Westover Club, 9669 Westover Club Circle presents a timeless expression of Windermere living — where privacy, established beauty, and effortless indoor-outdoor flow come together on nearly half an acre of lush, mature grounds. Thoughtfully designed for gracious entertaining and everyday comfort, this residence balances understated sophistication with the warmth of a true

  Regina Ferdinand FIRST WORLD REALTY GROUP

  9669 Westover Club Cir, Windermere, FL 34786
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  /68

  $854,900

  • 4 Beds
  • 3 Baths
  • 3,036 Sq Ft

  16545 Broadwater Ave, Winter Garden, FL 34787

  NOT JUST A PLACE TO LIVE...THIS HOME IS A REAL STUNNER!! From the ALLURING CURB APPEAL to the BEAUTIFULLY DESIGNED and FUNCTIONAL FLOOR PLAN, this 4 BEDROOM, 3 BATHROOM, 3036sf home will SURPASS YOUR EXPECTATIONS! Upon entrance, you will encounter the designated 13’x11’ OFFICE/DEN/CRAFT ROOM to the left with DOUBLE DOORS for easy furniture placement. To the right of the foyer, there is a 14’x11’

  Donna Cox REAL ESTATE FIRM OF ORLANDO

  16545 Broadwater Ave, Winter Garden, FL 34787
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  /80

  $5,550,000

  • 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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  /71

  $3,495,000 Open Sat 11AM - 1PM

  • 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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  /56

  $899,990

  • 5 Beds
  • 4.5 Baths
  • 3,619 Sq Ft

  9257 Outlook Rock Trail, Windermere, FL 34786

  One or more photo(s) has been virtually staged. Stunning 5-Bedroom, 4.5-Bathroom Home in the Highly Desirable Windermere Trails Community This luxurious and spacious residence is located in one of Windermere’s most privileged and sought-after areas. It features open-concept living spaces, a gourmet kitchen with premium finishes, and a beautiful and cozy primary suite with a spa-style bathroom and

  Macarena Jimenez PRIMUS CRE GROUP

  9257 Outlook Rock Trail, Windermere, FL 34786

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