Features & Amenities

Interior

  • Other Interior Features

    Eat-in Kitchen, High Ceilings, Walk-In Closet(s)

  • Total Bedrooms

    5

  • Bathrooms

    5

  • 1/2 Bathrooms

    1

  • Cooling YN

    YES

  • Cooling

    Central Air

  • Fireplace YN

    YES

  • Heating YN

    YES

  • Heating

    Central

  • Pet friendly

    Yes

Exterior

  • Garage

    Yes

  • Garage spaces

    4

  • Construction Materials

    Block, Stucco

  • Other Exterior Features

    Outdoor Kitchen

  • Parking

    Attached

  • Patio and Porch Features

    Covered, Rear Porch

  • Pool

    Yes

  • Pool Features

    In Ground, Private

  • Waterfront YN

    NO

  • View

    Golf Course, Water

Area & Lot

  • Lot Features

    On Golf Course

  • Lot Size(acres)

    0.44

  • Lot Size(square feet)

    19183.0

  • Property Type

    Residential

  • Property Sub Type

    Single Family Residence

  • Architectural Style

    Mediterranean

Price

  • Sales Price

    $2,987,500

  • Tax Amount

    $36,989

  • Sq. Footage

    5, 845

  • Price/SqFt

    $511

HOA

  • Association

    Yes

  • Association Fee

    $3,578

  • Association Fee Frequency

    Annually

  • Association Fee Includes

    N/A

  • Total Monthly Fees

    $298.17

School District

  • Elementary School

    Windermere Elem

  • Middle School

    Bridgewater Middle

  • High School

    Windermere High School

Property Features

  • Stories

    2

  • New Construction

    NO

  • Foundation Details

    Slab

  • Ownership

    Fee Simple

  • Senior Community YN

    NO

  • Sewer

    Public Sewer

  • Tax Lot

    438

  • Water Source

    Public

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Location

County

Orange

Elementary School

Windermere Elem

Middle School

Bridgewater Middle

High School

Windermere High School

Listing Courtesy of Ken Pozek , REAL BROKER, LLC

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Set within the guard-gated community of Keene’s Pointe, this golf course front residence offers sweeping views across the fairway to Lake Burden just beyond, creating one of the rarest and uninterrupted backdrops in all of Windermere. Walls of glass draw in natural light and keep the scenery front and center throughout the home. In the evenings, the sun settles over the lake, casting warm reflections across the water and fairway, creating an ever changing backdrop enjoyed from both inside and out. As night falls, Disney fireworks complete the view. Designed for modern living, the home features two full bedroom suites on the main level, ideal for multi-generational living, guests, or options for office space. The open kitchen anchors the home and flows seamlessly into the family room and lanai, making it equally suited for entertaining and everyday life. Viking appliances, dual farmhouse sinks, a pot filler, and a generous center island create a chef-driven layout without sacrificing style. Indoor and outdoor living blend effortlessly as sliding glass doors open to a resort style setting. The backyard is anchored by a custom pool with sun shelf, spillover spa, fire features, and water elements, all surrounded by expansive pavers and lush landscaping. A covered lanai offers multiple lounge zones, a summer kitchen with built in grill and beverage refrigerator, ceiling fans, and an open air shower, all positioned to maximize sunset views over the lake. The upper level serves as a private retreat. Enjoy elevated views of the golf course and Lake Burden from your second story primary bedroom which includes a spa inspired bath with freestanding tub, oversized shower, dual vanities, and a boutique style closet. Two additional bedroom en-suites, massive media room with fireplace, and extended balcony provide flexibility for relaxation or work from home living. A split four car garage offers epoxy flooring, EV charging, and climate control adds modern convenience, while thoughtful upgrades throughout make the home truly turnkey. This is a rare opportunity to own a lake and golf front home in Windermere where the view, the floor plan, and the lifestyle align.

11255 MACAW COURT

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Related Properties

Positioned on a corner homesite along the 18th hole of the Golden Bear Club within the guard-gated community of Keene's Pointe, this thoughtfully updated custom home offers five bedrooms, four full bathrooms, and three half bathrooms, combining exceptional golf-front living with breathtaking views of the golf course, pool, and surrounding landscape. A grand foyer welcomes guests with a soaring 22-foot ceiling, while oversized tile flooring extends throughout the first floor. Expansive windows fill the home with natural light while creating a seamless connection to the outdoor living spaces.

The well-designed floor plan features a dedicated office with a coffered ceiling, spacious living and dining areas, and a beautifully appointed kitchen with beautiful cabinetry, granite countertops, a professional-grade gas range, center island, and abundant storage. Just off the kitchen and family room is a spectacular custom entertainment bar featuring extensive cabinetry, generous serving space, and four under-counter refrigerators, creating the ultimate setting for entertaining.

The first-floor primary suite serves as a private retreat with direct access to the lanai and pool area. The updated spa-inspired bath features designer cabinetry, quartz countertops, a freestanding soaking tub, oversized walk-in shower, premium fixtures, and elegant floor-to-ceiling tilework. Completing the owner's retreat are two spacious walk-in closets, including a large walk-in closet directly off the bedroom and an additional oversized walk-in closet conveniently located off the bathroom, providing exceptional storage and organization.
The secondary bedroom layout offers both comfort and privacy for family and guests. Two bedrooms feature en-suite bathrooms, while two additional bedrooms are connected by a Jack-and-Jill bathroom. The expansive second-floor bonus room serves as a versatile gathering space, ideal as a media room, game room, lounge, or secondary family room. A dramatic vaulted tongue-and-groove wood ceiling creates architectural interest and warmth, while large windows and French doors fill the space with natural light and provide direct access to the covered second-floor terrace overlooking the pool and golf course. A conveniently located half bath serves the bonus room and outdoor terrace, making the space perfectly suited for entertaining family and guests.

Designed to embrace Florida's indoor-outdoor lifestyle, the home offers an abundance of covered outdoor living space. The resort-style outdoor area features a covered lanai, summer kitchen, pool, spa, dedicated pool bath, and multiple gathering spaces thoughtfully positioned to capture views of the Golden Bear Club's signature finishing hole.

An expansive covered second-floor terrace with a tongue-and-groove wood ceiling is accessible from multiple bedrooms as well as the bonus room, providing stunning views of the pool and golf course. A spiral staircase leads to a private third-story observation deck featuring a wet bar and panoramic views across the fairways and surrounding treetops, creating the perfect setting for entertaining, enjoying evening sunsets, or watching play unfold along the Golden Bear Club's signature finishing hole.
#S5151608

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Embraced on nearly an acre within the gated community of Casabella, The Renaissance at Casabella is an extraordinary Toll Brothers estate offering over 7,000 square feet of refined living space, resort-inspired outdoor amenities, and timeless Mediterranean elegance. A sweeping circular paver drive and stately architectural details create a grand first impression, while inside, soaring ceilings, a dramatic curved staircase, expansive windows, and marble-look porcelain floors set the tone for elevated living. The chef’s kitchen is beautifully appointed with Jenn-Air professional appliances, rich granite countertops, custom cabinetry, and a generous center island, all flowing seamlessly into the impressive two-story family room and sunlit breakfast area. The first-floor owner’s retreat offers a private sitting area, dual walk-in closets, exercise or dressing room space, and a luxurious spa bath. A two-story study with loft library, media room, loft, learning center, guest suite, and spacious secondary bedrooms provide exceptional flexibility for modern living. Outdoor living is elevated with a spectacular screened lanai, decorative infinity-edge spa, custom pool with in-water bar seating, summer kitchen, sunken fire pit lounge, pergola sun deck, fruit trees, and expansive gathering spaces designed for year-round entertaining. Additional upgrades include an oversized 4-car garage, natural gas, tankless water heater, whole-house water treatment, tempered glass windows, and elegant trim and moldings throughout. Ideally located in the heart of Windermere near top-rated schools, golf, dining, and world-class attractions, this exceptional estate offers luxury living at its finest.
#O6413509

WINDERMERE

4071 ISABELLA CIRCLE

5 Beds

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7,058 Sq.Ft.

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Nestled within the exclusive gated enclave of Weatherstone on Lake Olivia, one of Windermere’s most private and sought-after lakefront communities, this extraordinary estate offers an exceptional combination of luxury, space, and waterfront living. Situated on approximately two acres of dry land with direct frontage on skiable Lake Olivia, this impressive 7,016-square-foot residence is designed to maximize breathtaking lake views from nearly every room. The home features seven spacious bedrooms, including two luxurious primary suites, one conveniently located on the first floor and another on the second level, providing flexibility for multi-generational living or long-term guests. Four additional bedrooms all enjoy picturesque lake views, while the seventh bedroom functions perfectly as a private guest retreat or in-law suite, complete with its own adjoining living/media room and full bathroom. Expansive living spaces flow seamlessly to the outdoor entertaining areas, where a heated swimming pool, oversized patio, and sprawling backyard create the ultimate setting for enjoying Florida’s year-round lifestyle. A large second-floor balcony captures panoramic views of the lake and surrounding grounds, while a circular driveway, three-car garage, and abundant off-street parking provide both convenience and impressive curb appeal. Weatherstone is a boutique gated community comprised of just 13 estate homes, offering a rare level of privacy and exclusivity while remaining just minutes from downtown Windermere, top-rated schools, dining, shopping, and major roadways. This is a rare opportunity to own one of Windermere’s premier lakefront estates.
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7,016 Sq.Ft.

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Set on an elevated corner homesite within Isleworth, this four-bedroom residence presents a unique opportunity to secure a coveted address in one of Central Florida's most distinguished private golf communities. Encompassing more than 4,700 square feet, the property offers exceptional potential for renovation, customization, or the creation of a new vision tailored to today's luxury lifestyle.Positioned overlooking the 6th tee of Isleworth's renowned championship golf course and across from a scenic pond with water features, the homesite enjoys a picturesque setting with golf and water views and mature landscaping. Existing amenities include a pool, summer kitchen, circular driveway, and a three-car garage.For buyers seeking an opportunity to personalize a home within Isleworth or establish a long-term presence in this exceptional community, few properties offer such a compelling combination of location, scale, and potential. Surrounded by the Butler Chain of Lakes and secured by four staffed guard gates, Isleworth is renowned for its championship golf, exceptional amenities, and unparalleled lifestyle, with club membership available separately.
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Opportunities like this in Windermere rarely reach the open market and are often treasured for generations.Welcome to an extraordinary lakefront estate in the highly coveted community of Kelso on Lake Butler, where timeless architecture, unmatched privacy and the ultimate Florida lifestyle come together on over 2 pristine acres along the shores of private Lake Davis.
This sprawling custom one-story estate offers almost 4000 square feet of thoughtfully designed living space with breathtaking sunset views, a private sandy shoreline,private boat ramp and covered boat dock on Lake Davis. Residents of Kelso on Lake Butler also enjoy exclusive access to a private community boat ramp, fishing pier and park on the world-renowned Butler Chain of Lakes,connecting you to 13 interconnected ski lakes and more than 5,000 acres of recreational paradise just moments from your front door.
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The chef’s kitchen is equally spectacular,featuring an oversized gathering island,separate Sub-Zero refrigerator and freezer,custom cabinetry and a showstopping Wolf freestanding range,vented hood and pot filler.This space was designed to bring people together and will quickly become the centerpiece of every gathering.
The  owner’s retreat is a true private sanctuary , massive custom walk-in closet with additional full sized W & D, massive spa and secluded outdoor shower. On the opposite side of the home, a bonus/flex room leads to an additional ensuite bedroom and two oversized secondary bedrooms connected by a Jack and Jill bath provide exceptional privacy and flexibility for family and guests. A secondary garage exit also allows this area to easily be converted into an in law suite.
One of the home’s most captivating features is the massive pocketing glass wall that completely opens the interior to the enormous covered & screened lanai, creating a seamless indoor-outdoor living experience. Tongue & groove ceilings,a summer kitchen and panoramic lake views transform this space into the ultimate entertaining destination.Every evening feels special as you enjoy postcard-worthy sunsets over Lake Davis from the comfort of your own backyard.
Additional highlights include a climate-controlled garage,irrigation sourced directly from the lake for reduced waterbill &a durable metal roof designed for decades of drama free ownership.
Kelso on Lake Butler is one of Windermere’s most sought-after luxury lakefront communities,known for its canopy oak-lined streets,estate homes and unmatched access to the Butler Chain of Lakes.Tucked away in one of Windermere’s best-kept secrets,yet only minutes from top-rated schools, dining, shopping and major attractions,this location perfectly balances tranquility and convenience.
This is more than a home,it is a rare legacy property and a true unicorn opportunity in the Windermere luxury real estate market. Opportunities like this are few and far between.Do not miss your chance to own one of Central Florida’s most special lakefront estates.
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3,736 Sq.Ft.

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The expansive DESIGNER-ENHANCED GOURMET KITCHEN serves as a striking centerpiece of the home, showcasing imported custom cabinetry, architect-inspired detailing, premium JennAir APPLIANCES, and seamless flow into the GREAT ROOM, multiple dining areas, and surrounding living spaces.

Additional interior highlights include a custom-designed EXECUTIVE OFFICE, luxury flooring throughout, ELECTRIC blackout shades, DIGITAL CODE LOCK entry systems on all bedroom doors for added privacy and convenience.

Across all 4 FULL BATHROOMS and 2 HALF BATHS, the home showcases floor-to-ceiling tilework, integrated bidet systems, and refined finishes throughout, while 1 HALF BATH offers direct OUTDOOR ACCESS, adding convenience for the POOL and surrounding outdoor living spaces.

Designed for both relaxation and everyday enjoyment, the outdoor living experience features a HEATED SALTWATER POOL, SPA, SUMMER KITCHEN, FENCED BACKYARD, and mature PRIVACY LANDSCAPING.

Set on approximately 0.63 ACRES, the property also includes a 5-CAR GARAGE with EPOXY FLOORING and AIR-CONDITIONED garage space, an estate-style driveway with exceptional space for car enthusiasts and guests, TESLA CHARGER, FULLY PAID SOLAR PANELS, WATER SOFTENER SYSTEM, and a WHOLE-HOUSE GENERATOR.

With proximity to premier GOLF COURSES, scenic LAKES including the Butler Chain of Lakes, top-rated public and private schools, shopping, hospitals, and major roadways, plus convenient access to Disney and Orlando’s premier attractions, Casabella offers privacy, security, and elevated luxury living in one of Windermere’s most desirable communities.
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4303 ISABELLA CIRCLE

7 Beds

4 Baths

5,122 Sq.Ft.

$2,899,000

MLS#: O6409406

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LOCATION, LOCATION, LOCATION!!! This beautifully custom 5 Bedroom/ 6 full bathroom located a few walks to lake Tibet at KEENE'S POINTE man guard gated Windermere community. Situated on almost half-acre lot, as soon as you walk in toward this custom double-door facade door, you feel the true flawless finish of this stunning Home.  The property is richly appointed with travertine floors, granite counter tops, custom cabinetry, with extensive molding throughout the home with top quality of appliances featuring a 6-burner natural gas cook top plus griddle, pot filler, 3 ovens, and a warming drawer just perfect for family gathering of hosting formal dinner. This property has it all from Design features include high ceilings and open below with beautiful chandeliers and plenty of large windows surrounding the entire home for more natural lights.
The three bedrooms downstairs, including the Owner Master bedroom on the first floor and two other bedrooms upstairs, Plus the Bonus room 20 x 20 and small seating are upstairs as well.
The 3-car garage with newly insulated garage doors with high lift tracks to accommodate car lifts and brand-new garage flooring.
  This contemporary Home has large, tall 90 degree sliding pocket doors that invite you to this beautiful outdoor living area including a custom heated pool, spa with New interior pool and tiles as well as New pool equipment (2025) including Pool enclosure, new outdoor kitchen with spacious outdoor large seating area with brand new pavers. 
This particular home is ready for new buyer with worry free from Brand New roof (2024), 2 brand new water Heaters (2025) , Whole home water treatment system (2026) and (3) A/C units (2021) not to mention All pool maintenance, landscaping and pest control are pre-paid for the rest of 2026 with no charge.
Conveniently located to shopping, dining, expressways, tourist attractions, and top-rated public and private schools, this is a great opportunity to own this meticulously designed Home that has it all from comfort and style.
Keene's point Community is golf community that has Jack Nicklaus Signature Golf Course at the Golden Bear Club, Lake Butler chain access, four playgrounds, scenic walking trails, and several parks
ALL INFORMATION RECORDED IN THIS MLS IS INTENDED TO BE ACCURATE FROM THE PUBLIC RECORD; HOWEVER, ALL THE SQUARE FEET, LOT SIZE, ROOM DIMEMSIONS, SCHOOLS AND TAXES SHOULD BE VERIFIED BY BUYER/BUYER'S AGENT ***
***Home can be purchased with all brands new furniture, TVs and Car lifts to make this gorgeous Home a true Turnkey***
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5,323 Sq.Ft.

$2,599,000

MLS#: O6405278

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A truly exceptional CUSTOM residence in the gated enclave of SAWYER SOUND, a private neighborhood of 20 luxury homes.  Across the street from Windermere Prep and Windermere High School! This MODERN TRANSITIONAL FARMHOUSE is a rare blend of architectural presence, intentional design, and elevated livability - set on nearly half an acre.

Built in 2020 by Cam Bradford Homes, this home showcases solid BLOCK CONSTRUCTION, a METAL ROOF and a combination of BOARD AND BATTEN SIDING and HAND LAID PAINTED BRICK.  From the moment you enter, SOARING CEILINGS, WIDE PLANK WHITE OAK flooring, CUSTOM BEAM DETAILS, and FULL CROWN MOLDING including 7’ BASEBOARDS THROUGHOUT create a sense of understated luxury.

Designed for both everyday living and refined entertaining, the OPEN CONCEPT interiors flow effortlessly through retractable glass walls to a PRIVATE OUTDOOR RETREAT. The kitchen is a true centerpiece, crafted with QUARTZITE SURFACES, an OVERSIZE ISLAND WITH STORAGE, 
CUSTOM CABINETRY with glass accents, a fully integrated THERMADOR refrigerator, HIDDEN WALK-IN PANTRY creating a clean and tailored aesthetic.

The floor plan is functional as it is beautiful, offering 1 DEDICATED FIRST FLOOR OFFICE,  FIRST FLOOR 2ND OFFICE/BEDROOM FLEX SPACE, FIRST FLOOR PRIMARY bedroom/bath, FIRST FLOOR GUEST BEDROOM WITH ENSUITE BATH, a versatile LOFT space flanked by 2 more bedrooms, BOTH WITH ENSUITE BATHROOMS. The primary suite is a private sanctuary featuring DUAL CUSTOM WALK-IN CLOSETS and a spa inspired MARBLE BATH with a DOUBLE SHOWER.

Outdoors, the property transforms into a RESORT CALIBER SETTING.  A CUSTOM DESIGNED POOL with GLASS TILE, WATERFALL, SUNSHELF, BUBBLER, THERAPY JETS and ambient LED LIGHTING is surrounded by TRAVERTINE, TURF ACCENTS, and a CURATED LANDSCAPE of mature CYPRESS TREES creating both privacy and visual impact.  The SUMMER KITCHEN and lLARGE COVERED PATIO open up through RETRACTABLE GLASS SLIDERS to elevate the experience of year round indoor/outdoor living.

EVERY ELEMENT REFLECTS COMMITMENT TO QUALITY AND CUSTOMIZATION!  Including the WHOLE HOME AUDIO with a DEDICATED AV ROOM with FIBER CONNECTIVITY IN EVERY ROOM, WiFi optimization, CAT 6 WIRING, 3 AIR HANDLERS including a separate unit for the great room, 1 ton for primary bedroom and 1 ton for upstairs.  A 3 CAR GARAGE with EPOXY FLOORING and CUSTOM STORAGE complete this home.

A statement of architectural intention and refined living, this is a home that quietly sets itself apart.
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5061 SAWYER COVE WAY

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4 Baths

3,888 Sq.Ft.

$2,750,000

MLS#: O6403804

Set within the private gates of Weatherstone on Lake Olivia, this stunning spring fed lakefront residence offers a rare opportunity to enjoy refined living along the peaceful shoreline of Lake Olivia in Windermere. Situated on an expansive lakefront homesite, an increasingly rare find in this area, the property provides exceptional space, privacy, and unobstructed water views. Boasting 6 bedrooms and 4 full baths, the home blends classic design with thoughtful updates and an inviting, functional layout. A charming wraparound front porch creates a warm first impression, surrounded by mature landscaping and tranquil views, perfect for relaxing mornings or unwinding at the end of the day. Inside, natural light fills the home, highlighting soaring ceilings, rich wood flooring, plantation shutters, crown molding, and carefully curated designer details. The open concept design allows for effortless flow between the main living spaces, many of which capture picturesque lake views. At the center of the home, the updated kitchen serves as a true gathering place, featuring generous prep space, a large island, stainless steel appliances, and a spacious dining area. Two oversized walk in pantries, one with a concealed bar, offer both convenience and a touch of character. The primary suite is located on the first floor, offering serene lake views, a spacious custom closet, and a beautifully redesigned bathroom with dual quartz vanities, a soaking tub, and a walk in shower. The first floor also includes a private office with custom built ins, an additional family room, or optional formal dining space, and a full bath. Upstairs, a well planned layout provides flexibility and privacy with five secondary bedrooms, some connected by updated Jack and Jill baths, plus a dedicated workspace with built in features on the landing area. An additional oversized bonus room with closet can easily function as a media room or play space. The home previously had a large loft area which could quite easily be converted back. Additional highlights include a first floor laundry room, abundant storage throughout, an updated tile roof, refreshed exterior paint, and a three car garage with epoxy flooring and built in storage.

Designed for entertaining, the outdoor living space features a covered lanai, summer kitchen, resort style pool, fire pit, artificial turf dog run, and a Trex dock with boat lift, all overlooking the calm waters of Lake Olivia, where you can water ski, have fun on your boat or jet ski’s or just enjoy a calm ride on your paddle boards, the fun is endless. The gently sloping homesite enhances the home’s elevated position, maximizing lake views while naturally directing rainwater away from the property, an often overlooked advantage in Florida lakefront living. It also adds character to the outdoor space, creating a more dynamic and enjoyable setting for both relaxation and play.

With only 13 homes, Weatherstone Ct offers a boutique gated setting just moments from local favorites like The Yellow Dog Eats, parks, top rated schools, and the heart of Windermere. This is lakefront living at its finest, private, spacious, and beautifully appointed. Ideally located with direct access to all the major highways, the home provides seamless connectivity to destinations throughout Central Florida and beyond, while still maintaining a quiet, tucked-away feel.
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9648 WEATHERSTONE COURT

6 Beds

4 Baths

4,482 Sq.Ft.

$2,500,000

MLS#: O6400680

Lakefront estate on Lake Down in the Butler Chain of Lakes with over 150 feet of frontage and no HOA in Sunset Bay. Built in 1983, this 5 bedroom, 4 bath pool home offers nearly 7,000 square feet across three levels and presents a rare opportunity to renovate a true chain-of-lakes property to your own style and standards. Home retains much of its original character and is priced accordingly, creating strong value for buyers seeking premier waterfront frontage, square footage, and long-term upside in one of Windermere’s most desirable locations. Main level includes kitchen, dining area, secondary bedrooms, full baths, oversized laundry room, and sliding doors opening to covered outdoor living and lake views. A few steps down, the sunken living room features a bar, fireplace, storage, and direct water views. Upstairs, the primary suite includes a fireplace, large walk-in closet, dual vanities, tub, separate shower, and screened balcony overlooking the lake. This level also includes a private office. The lower level is a standout feature, offering a full basement living space with its own kitchen, living room, bedroom, full bath, and direct pool access, ideal for extended family, guests, or multigenerational living. An additional reinforced interior room provides flexible use as a secure safe room, storm shelter, private storage room, or secluded flex space. Outdoor features include a screened pool, covered entertaining area, fenced yard, and private dock with space for two boats and two jet skis. Garage space accommodates up to 6 cars, plus a 2-car carport and a large circular driveway that provides additional parking for guests, larger households, or recreational vehicles. Additional storage areas and the lower-level garage create excellent space for boat gear, kayaks, paddle boards, trailers, and lakefront equipment. Home is priced in line with its recent appraisal, with the value reflecting both its current condition and the renovation investment a future owner may choose to make. For buyers seeking a large lakefront footprint, multigenerational layout, extensive parking, and the ability to modernize to today’s standards, this property offers a rare value on the Butler Chain. Located minutes from downtown Windermere, Restaurant Row, golf, shopping, and major attractions.
#O6398366

WINDERMERE

4301 DOWN POINT LANE

5 Beds

4 Baths

7,153 Sq.Ft.

$2,950,000

MLS#: O6398366

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