Homes with a View for Sale in Isleworth, FL

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NEW CONSTRUCTIONVIDEO TOUR

ABOUT THIS HOME
Home with View for sale in Isleworth, FL:
Virtually Staged. Pre-Construction. To be built. Poised on a remarkable . 69-acre homesite along the shores of Lake Bessie, this exceptional new residence offers a rare opportunity to create a substantial private estate in one of Isleworth’s most coveted lakefront settings. Designed and to be built by Supreme International Construction, the residence will encompass approximately 15,337 square feet of living space across three levels, with six bedrooms, including two private primary suites, an elevator and a four-car garage accommodating up to eight vehicles with lifts. Created for both grand entertaining and effortless everyday living, the main level will feature a dramatic great hall

$18,750,000

6 beds8 baths15,337 sq ft

5036 Latrobe Dr, Windermere, FL 34786

Formal dining room • Expansive kitchen • Lakefront estate

OPEN SAT, 11AM TO 1PM

ABOUT THIS HOME
Home with View for sale in Isleworth, FL:
Set along the shores of Lake Bessie in the heart of Downtown Windermere, this contemporary lakefront residence pairs clean architectural design with effortless single-story living. Completed in 2024, the home offers 2,868 square feet with four bedrooms, each featuring a private en-suite bath, along with a dedicated home office and an open-concept layout designed around the water views. Inside, wide-plank white oak hardwood floors, soaring ceilings and expansive black-framed glass doors create a bright, modern aesthetic while drawing the lake into the main living areas. The European-inspired kitchen anchors the home with an oversized island, quartz countertops, sleek cabinetry and smart appl

$1,895,000

4 beds4.5 baths2,868 sq ft

930 East Blvd, Windermere, FL 34786

Quartz countertops • Lakefront residence • Oversized island

ABOUT THIS HOME
Home with View for sale in Isleworth, FL:
Impressively elegant NEW CONSTRUCTION Isleworth estate, prominently positioned on the 17th fairway of the championship golf course, with sweeping Lake Louise vistas beyond. This home was completely gutted and rebuilt with everything masterfully crafted to create a shimmering grand statement of luxury living on one of the most premier lots in the community. The spectacular 10-foot tall, 6-foot wide swinging front door sets the stage for a residence of distinction. A grand, light filled entry welcomes with soaring ceilings, polished marble floors, and a dramatic glass railed staircase that create an immediate sense of scale and sophistication. The open layout flows seamlessly through the dram

$7,200,000

5 beds5.5 baths5,993 sq ft

5373 Isleworth Country Club Dr, Windermere, FL 34786

New construction • Lake louise vistas • 17th fairway

ABOUT THIS HOME
Home with View for sale in Isleworth, FL:
Positioned along the 6th fairway of Isleworth Golf & Country Club, this thoughtfully updated single-story residence offers a rare combination of privacy, golf-course views and effortless everyday living. A welcoming circular drive and mature oaks set the stage, while inside, nearly 3,400 square feet unfolds in a light-filled collection of spaces designed to feel equally comfortable for quiet evenings at home or a house full of guests. Natural light pours through the glass entry into a dramatic foyer with a groin-vaulted ceiling, introducing the architectural character found throughout the home. Arched openings lead into the formal living room, where a striking stone fireplace creates

$3,189,000

4 beds4.5 baths3,365 sq ft

5050 Isleworth Country Club Dr, Windermere, FL 34786

Circular drive • Formal dining space • Renovated kitchen

VIDEO TOUR

ABOUT THIS HOME
Home with View for sale in Isleworth, FL:
Positioned along the back nine of Isleworth’s renowned championship golf course, this exceptional estate spans nearly 7,000 square feet and has been thoughtfully reimagined through an extensive three-year renovation. Showcasing timeless architecture with a fresh, sophisticated aesthetic, the residence blends elegant European influences with light-filled interiors, superior craftsmanship and refined contemporary finishes. Custom French doors open to a breathtaking foyer, where soaring double-height ceilings introduce beautifully redesigned living spaces. Beautiful new flooring, designer lighting and a striking stone fireplace create an elegant backdrop, while expansive windows frame vi

$6,650,000

5 beds6 baths6,970 sq ft

9921 Lake Louise Dr, Windermere, FL 34786

Outdoor living areas • Breathtaking foyer • Expansive windows

Property at 5524 Worsham Ct, Windermere, FL 34786, 4 beds, 6 baths

$3,500,000

4 beds6 baths7,669 sq ft

5524 Worsham Ct, Windermere, FL 34786

Property at 9832 Laurel Valley Dr, Windermere, FL 34786, 6 beds, 8.5 baths

$11,750,000

6 beds8.5 baths11,100 sq ft

9832 Laurel Valley Dr, Windermere, FL 34786

Property at 5073 Latrobe Dr, Windermere, FL 34786, 4 beds, 5 baths

$2,800,000

4 beds5 baths4,706 sq ft

5073 Latrobe Dr, Windermere, FL 34786

Property at 5199 Latrobe Dr, Windermere, FL 34786, 6 beds, 6.5 baths

$5,300,000

6 beds6.5 baths4,665 sq ft

5199 Latrobe Dr, Windermere, FL 34786

Property at 9725 Chestnut Ridge Dr, Windermere, FL 34786, 7 beds, 6 baths

$5,975,000

7 beds6 baths8,000 sq ft

9725 Chestnut Ridge Dr, Windermere, FL 34786

Property at 5138 Fairway Oaks Dr, Windermere, FL 34786, 4 beds, 5 baths

$4,999,500

4 beds5 baths4,330 sq ft

5138 Fairway Oaks Dr, Windermere, FL 34786

Property at 5151 Latrobe Dr, Windermere, FL 34786, 4 beds, 4.5 baths

$3,900,000

4 beds4.5 baths5,301 sq ft

5151 Latrobe Dr, Windermere, FL 34786

Property at 5145 Latrobe Dr, Windermere, FL 34786, 4 beds, 4.5 baths

$2,999,999

4 beds4.5 baths4,512 sq ft

5145 Latrobe Dr, Windermere, FL 34786

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ABOUT THIS HOME
Home with View for sale in Isleworth, FL:
Pro pics coming soon * Charming 1 Bedroom 1 Bath Craftsman Cottage on a spacious lot in Downtown Windermere * Mature Oak Trees * The covered porches on the front and rear offer additional spaces to entertain, watch nature or read your favorite book while you slow down and truly experience the "Old Windermere" lifestyle * Home has been lovingly maintained and will impress even the most finicky Buyer * Don't miss this rare opportunity * Must see inside to really appreciate the home

$700,000

1 bed1 bath750 sq ft

628 Forest St, Windermere, FL 34786

Covered porches • Mature oak trees • Downtown windermere

ABOUT THIS HOME
Home with View for sale in Isleworth, FL:
Professional Pics Coming Soon - They say Good Things Come in Small Packages & This Proves It * Must see this Gem to really appreciate the craftsmanship and attention to detail throughout * Completely renovated in 2020 & 2023, this exceptional Windermere property seamlessly blends timeless character with modern luxury, offering thoughtfully designed spaces, quality finishes, and an impressive level of care in every detail. From the beautifully appointed kitchen featuring Kitchenaid Fridge, Miele Dishwasher, Kitchenaid Gas Range, to the versatile in-law apartment with Sub Zero Double Drawer Fridge, every aspect of this home has been designed for comfort, functionality, and eff

$775,000

3 beds2 baths1,774 sq ft

611 Butler St, Windermere, FL 34786

Completely renovated • Mature landscaping • 8,376 sq ft lot

ABOUT THIS HOME
Home with View for sale in Isleworth, FL:
Virtually Staged. Your private oasis has been hiding in plain sight in the heart of Dr. Phillips. Mature landscaping and the natural slope of the land create a surprising sense of privacy, while inside, distinct living spaces unfold from one to the next. The kitchen offers generous butcher-block work surfaces and connects to both the main living area and dining room. Just beyond, the Florida room with built-in bar creates an entertaining space all its own. Multiple sliding glass doors connect the room to the secluded pool, where tropical landscaping and a vine-covered pergola create an inviting setting for gathering in the shade. With five bedrooms plus a dedicated den, the home offers flex

$750,000

5 beds2.5 baths2,914 sq ft

9130 Dollanger Ct, Orlando, FL 32819

Florida room • Private oasis • Secluded pool

ABOUT THIS HOME
Home with View for sale in Isleworth, FL:
This Bay Hill golf-front estate offers a rare opportunity to enjoy one of the community’s most exceptional settings, perfectly positioned on an oversized lot along the picturesque 3rd hole with stunning elevated views of both golf and water. From its premier location, the home also captures sweeping vistas of holes 4 and 5, creating a spectacular backdrop that can be appreciated from nearly every major living space. Designed for both comfortable everyday living and effortless entertaining, this large and inviting residence features expansive living areas filled with natural light and oriented to showcase the breathtaking scenery. The updated kitchen is a chef’s delight, featurin

$2,690,000

5 beds4 baths5,008 sq ft

5912 Tarawood Dr, Orlando, FL 32819

Updated kitchen • Oversized lot • Two primary suites

ABOUT THIS HOME
Home with View for sale in Isleworth, FL:
Stately and elegant lakefront estate showcasing the best of Isleworth West. This grand home spans more than 7,000 square feet with 5 bedrooms- of which, four are on the ground floor – plus office, gym, library, storage room, upstairs media room and downstairs bonus room, perched along Lake Louise, the only lake on the Butler Chain surrounded by Isleworth. Expansive formal and living spaces are highlighted by picturesque lake views. The seamless flow from room to room takes full advantage of a layout built for living. The chef’s kitchen with island, gas cooktop, stainless appliances, hidden walk-in pantry, and built-in hutch offer an abundance of space for entertaining or family

$6,900,000

5 beds5.5 baths7,158 sq ft

6055 Louise Cove Dr, Windermere, FL 34786

Screened patio • Chef kitchen • Lakefront estate

ABOUT THIS HOME
Home with View for sale in Isleworth, FL:
Experience refined luxury in this extraordinary custom estate overlooking the 17th tee of the Jack Nicklaus Signature Golden Bear Club, nestled within the prestigious guard-gated community of Keene’s Pointe in Windermere. Completely reimagined with exceptional attention to detail, this residence seamlessly blends timeless architecture with sophisticated contemporary design. From the moment you enter, soaring ceilings accented by exposed wood beams, expansive porcelain flooring, designer lighting, custom millwork, and walls of glass create an atmosphere of understated elegance and warmth. Designed for both everyday living and grand-scale entertaining, the impressive great room is ancho

$4,495,000

5 beds6 baths6,159 sq ft

6719 Valhalla Way, Windermere, FL 34786

Gourmet kitchen • Catering kitchen • 0.5 acre lot

Property at 800 W 2nd Ave, Windermere, FL 34786, 5 beds, 4.5 baths

$5,999,000

5 beds4.5 baths5,511 sq ft

800 W 2nd Ave, Windermere, FL 34786

Property at 9113 Ivey Hill Ct, Orlando, FL 32819, 5 beds, 3 baths

$899,900

5 beds3 baths2,872 sq ft

9113 Ivey Hill Ct, Orlando, FL 32819

Property at 11051 Hawkshead Ct, Windermere, FL 34786, 5 beds, 5 baths

$1,795,000

5 beds5 baths3,728 sq ft

11051 Hawkshead Ct, Windermere, FL 34786

Property at 4906 Aviva Garden Ct, Windermere, FL 34786, 3 beds, 4.5 baths

$3,990,000

3 beds4.5 baths6,236 sq ft

4906 Aviva Garden Ct, Windermere, FL 34786

Property at 9144 Isleworth Gardens Dr, Windermere, FL 34786, 3 beds, 4 baths

$4,100,000

3 beds4 baths5,004 sq ft

9144 Isleworth Gardens Dr, Windermere, FL 34786

Property at 5070 Down Point Ln, Windermere, FL 34786, 6 beds, 6.5 baths

$4,995,000

6 beds6.5 baths7,349 sq ft

5070 Down Point Ln, Windermere, FL 34786

Property at 9319 Woodbreeze Blvd, Windermere, FL 34786, 4 beds, 2 baths

$554,555

4 beds2 baths1,798 sq ft

9319 Woodbreeze Blvd, Windermere, FL 34786

Property at 4812 Alexandra Garden Ct, Windermere, FL 34786, 3 beds, 4 baths

$3,699,000

3 beds4 baths4,262 sq ft

4812 Alexandra Garden Ct, Windermere, FL 34786

Property at 4819 Alexandra Garden Ct, Windermere, FL 34786, 4 beds, 4.5 baths

$3,200,000

4 beds4.5 baths3,745 sq ft

4819 Alexandra Garden Ct, Windermere, FL 34786

Based on information submitted to the MLS GRID as of Wed Sep 16 2026. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Homes with a View for Sale in Isleworth

There are currently 13 homes with a view homes for sale in Isleworth at a median listing price of $3.9M. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Isleworth stay on the market for 96 days. Popular neighborhoods include Little Sand Lake, Metro West, Sand Lake Hills, International Drive Area, and Keenes Pointe. This map is refreshed with the newest listings in Isleworth every 15 minutes.

In the past month, 1 home has been sold in Isleworth. Find your dream home in Isleworth using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Isleworth are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Isleworth. If you're looking to sell your home in the Isleworth area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Isleworth with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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