New homes for sale & real estate in Windermere, FL

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NEW CONSTRUCTION

ABOUT THIS HOME
New Home for sale in Windermere, FL:
Welcome to a rare modern estate in an intimate gated enclave, complete with your own social membership to Isleworth Golf & Country Club. Imagine 6,816 square feet of fully furnished luxury with six bedrooms, six full baths and two half baths. Every detail of this custom-built masterpiece was designed for those who value privacy, prestige and perfection. Go inside to discover European white oak flooring, soaring ceilings and designer-curated finishes that define understated elegance. The chef’s kitchen features Wolf appliances, an oversized island, and custom cabinetry that flows seamlessly into open-concept living and dining spaces, ideal for entertaining or effortless daily liv

$5,499,999

6 beds7 baths6,816 sq ft

1003 Down Reserve Ct, Windermere, FL 34786

Negative-edge pool • Private theater • Cascading waterfalls

NEW CONSTRUCTION

ABOUT THIS HOME
New Home for sale in Windermere, FL:
Seller is Motivated and open to negotiate! Luxury new construction lakefront home in Windermere, newly completed. Situated on Lake Bessie, this modern custom residence delivers architectural elegance, premium finishes, and a prime location just steps from the Town Center. The home offers 3,136 sq ft of air-conditioned space, featuring 4 en-suite bedrooms, a dedicated office at the entry, 5 full bathrooms, an outdoor shower, and an oversized 3-car garage. A dramatic two-story living area sets the tone with clean lines, expansive glass, and natural light throughout. The chef’s kitchen pairs performance and elegance, with a waterfall-edge quartz island, full-height book-matched backsplas

$2,375,000

4 beds5 baths3,136 sq ft

436 E 7th Ave, Windermere, FL 34786

Premium finishes • Outdoor shower • Chef's kitchen

NEW CONSTRUCTION3D WALKTHROUGH

ABOUT THIS HOME
New Home for sale in Windermere, FL:
Under Construction. Experience unmatched privacy, prestige, and personalization with this brand-new mansion on 2.5 pristine acres in the heart of Windermere. Tucked against protected government land that can never be developed, this estate offers the serenity of untouched nature with the ultimate in luxury living. Two Pools one outdoor with a swim up bar and grill area and the other indoor pool with a spa and massage room ! Highlights: • Custom-built mansion in progress — secure it now to choose your colors, flooring, cabinetry, countertops, lighting, and finishes • Over [insert sq ft if known] of meticulously designed living space • Private h

$13,700,000

9 beds13 baths20,445 sq ft

9621 Windy Ridge Rd, Windermere, FL 34786

Custom built mansion • Luxury bowling alley • 2.5 acre lot

NEW CONSTRUCTION

ABOUT THIS HOME
New Home for sale in Windermere, FL:
One or more photo(s) has been virtually staged. The Ellington II offers the perfect balance of space, comfort, and style. This modern two-story home features 5 bedrooms, 3 baths, and over 3,500 square feet of living space designed for today’s lifestyle. The open-concept main level includes a spacious kitchen, dining area, and great room ideal for entertaining. The private owner’s suite provides a peaceful retreat, while a first-floor guest suite adds flexibility. Upstairs, you’ll find additional bedrooms, a large loft, and a convenient laundry room. Blending elegance and functionality, the Ellington II is a home built for how families live today.

$1,048,337

6 beds4.5 baths3,628 sq ft

7007 Windy Palm Way, Windermere, FL 34786

6,900 sq ft lot • 3 garage spots • Built 2025

NEW CONSTRUCTION

ABOUT THIS HOME
New Home for sale in Windermere, FL:
Listed BELOW appraised value & PRICED TO SELL! With this brand new construction home, your dream lakefront lifestyle starts here!! Set along the tranquil waters of Lake Sawyer, this brand-new Davila Homes masterpiece blends refined luxury with the magic of everyday lake life. With 5 bedrooms, 4.5 baths, and 3,685 sq. ft. of beautifully designed living space, every element is crafted to impress. The 1st floor primary suite is a true sanctuary, designed for rest and rejuvenation. Its spa-inspired bath features a large herringbone-tiled shower, soaking tub, dual vanities, and a custom walk-in closet. At the heart of the home, the gourmet kitchen shines with luxury-brand appliances, a gas

$2,000,000

5 beds4.5 baths3,685 sq ft

6564 Lagoon St, Windermere, FL 34786

Lakefront living • Private boat dock • Breathtaking sunsets

Property at 14347 Crest Palm Ave, Windermere, FL 34786, 4 beds, 3 baths

$1,079,004

4 beds3 baths3,100 sq ft

14347 Crest Palm Ave, Windermere, FL 34786

Property at 7019 Windy Palm Way, Windermere, FL 34786, 4 beds, 3.5 baths

$1,099,198

4 beds3.5 baths3,404 sq ft

7019 Windy Palm Way, Windermere, FL 34786

Property at 14225 Crest Palm Ave, Windermere, FL 34786, 6 beds, 4.5 baths

$1,139,000

6 beds4.5 baths4,443 sq ft

14225 Crest Palm Ave, Windermere, FL 34786

Property at 14427 Crest Palm Ave, Windermere, FL 34786, 6 beds, 4.5 baths

$1,049,657

6 beds4.5 baths4,443 sq ft

14427 Crest Palm Ave, Windermere, FL 34786

Property at 14377 Crest Palm Ave, Windermere, FL 34786, 4 beds, 2.5 baths

$939,990

4 beds2.5 baths3,100 sq ft

14377 Crest Palm Ave, Windermere, FL 34786

Property at 14354 Crest Palm Ave, Windermere, FL 34786, 4 beds, 3.5 baths

$1,078,179

4 beds3.5 baths3,389 sq ft

14354 Crest Palm Ave, Windermere, FL 34786

Listing provided by Zillow

Property at 14371 Crest Palm Ave, Windermere, FL 34786, 4 beds, 3 baths

$1,086,436

4 beds3 baths3,100 sq ft

14371 Crest Palm Ave, Windermere, FL 34786

Property at 14261 Crest Palm Ave, Windermere, FL 34786, 6 beds, 4.5 baths

$1,119,435

6 beds4.5 baths3,628 sq ft

14261 Crest Palm Ave, Windermere, FL 34786

Property at 14285 Crest Palm Ave, Windermere, FL 34786, 4 beds, 4 baths

$979,990

4 beds4 baths3,137 sq ft

14285 Crest Palm Ave, Windermere, FL 34786

Listing provided by Zillow

Property at 11113 Lake Butler Blvd, Windermere, FL 34786, 5 beds, 5.5 baths

$2,499,000

5 beds5.5 baths4,094 sq ft

11113 Lake Butler Blvd, Windermere, FL 34786

Property at 14421 Crest Palm Ave, Windermere, FL 34786, 4 beds, 3.5 baths

$1,078,999

4 beds3.5 baths3,722 sq ft

14421 Crest Palm Ave, Windermere, FL 34786

Listing provided by Zillow

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FOR SALE BY OWNER

ABOUT THIS HOME
New Home for sale in Windermere, FL:
A rare, newly constructed luxury home on the 15th fairway of the renowned Bay Hill golf club. High end appliances in the kitchen, bar and summer kitchen. Laundry room upstairs next to the three bedrooms as well as a laundry room in the master bedroom mudroom. Another mudroom (not pictured) is next to the large garage. Ample storage closet in the garage. Another upstairs playroom/fitness room is not pictured.

$5,920,000

5 beds8 baths6,445 sq ft

6208 Donegal Dr, Orlando, FL 32819

Newly constructed • 15th fairway • Luxury home

NEW CONSTRUCTION

ABOUT THIS HOME
New Home for sale in Windermere, FL:
Absolutely stunning and elegant Stone House–style townhouse located in the desirable Winter Garden area, just minutes from Hamlin Town Center, Flamingo Crossings, and Historic Winter Garden. This modern, almost-new property features 4 bedrooms and 3.5 bathrooms, including a primary suite conveniently located on the first floor, a junior suite upstairs with its own private bath, and two additional spacious bedrooms sharing a full bathroom. Designed with premium finishes, open-concept living spaces, and a private patio, this home combines beauty and functionality. It also includes an EV charger, ideal for electric car owners. Elegant, bright, and move-in ready—located in one of th

$535,000

4 beds3.5 baths1,914 sq ft

7036 Twilight Bay Dr, Winter Garden, FL 34787

End unit • Ev charger • Private patio

NEW CONSTRUCTION

ABOUT THIS HOME
New Home for sale in Windermere, FL:
Under Construction. Looking for one Charming Home with a great Park view in Prime Orlando Location and NO HOA ?? Welcome to 101 Grove Street, a unique property perfectly situated in Orlando’s Metrowest/Ocoee area. The cozy open floor plan will catch you the minute you enter, with a high ceiling over a beautiful wood look tile flooring. The kitchen is equipped with a modern stainless steel appliances including a french door refrigerator, and a modern quartz/countertop where the Home Chef can enjoy the family while cooking as the family room, kitchen, and dining are all open to each other, creating a perfect spot for family hangouts or weekend gathering, also there is a half bath for yo

$475,000

3 beds2.5 baths1,209 sq ft

101 Grove St, Orlando, FL 32835

Park view • Master suite • Quartz countertop

NEW CONSTRUCTION3D & VIDEO TOUR

ABOUT THIS HOME
New Home for sale in Windermere, FL:
Unparalleled Luxury & International Design in Prestigious Bay Hill, Dr Phillips This newly developed, architecturally unique residence in Bay Hill is not merely a house—it is an iconic masterpiece and an internationally inspired designer art piece that redefines the zenith of luxury living in Orlando. Your grand experience begins by passing through 10-foot modern pivot doors that open like magnificent stage curtains, revealing the home's spectacular scale: Italian hardwood planks grounded below soaring 20-foot ceilings. Sunlight floods the space, bathing a stunning indoor garden oasis with live mini olive trees—a breathtaking, bespoke element that sets an extraordinary t

$4,499,995

6 beds6.5 baths5,428 sq ft

8968 Bay Cove Ct, Orlando, FL 32819

Gourmet kitchen • 20 foot ceilings • Indoor garden oasis

NEW CONSTRUCTION

ABOUT THIS HOME
New Home for sale in Windermere, FL:
Find your dream home at Osprey Ranch, a beautiful community of new homes for sale in Winter Garden, FL. Choose from a stunning selection of luxury new-construction single-family homes offering up to 5 beds, 4.5 baths, and 4,008 sq. ft. , each finished in one of our designer-curated Looks. A resort-inspired pool and cabana, splash pad and playground, and dog park await in this perfectly located community. Nestled in the highly sought-after Horizon West suburb of Winter Garden, Osprey Ranch offers a lifestyle of comfort and adventure. The new-construction homes at Osprey Ranch showcase top-tier quality and craftsmanship, with a variety of spacious single-family floorplans and elegant townhome

$669,012

4 beds3 baths2,500 sq ft

12555 Grape Chardonnay Aly, Winter Garden, FL 34787

Dog park • Resort inspired pool • Vast center island

Listing provided by Zillow

ABOUT THIS HOME
New Home for sale in Windermere, FL:
Welcome to this extraordinary estate, gracefully positioned on one of the most desired lots within the community, offering unmatched privacy and exclusivity. Strategically located with no neighbors on the right side and a serene green area that will never be developed, this residence provides a rare blend of tranquility, seclusion and prestige. In an exclusive gated enclave of just 34 custom-built homes, and only two miles from downtown Windermere, the property combines privacy with exceptional convenience in one of Central Florida’s sought-after settings. Spanning more than 5,226 square feet of meticulously designed living space, the estate features 6 spacious bedrooms + flex space,

$1,990,000

6 beds6 baths5,226 sq ft

10199 Brocksport Cir, Gotha, FL 34734

Spacious game room • 0.33 acre lot • 3 garage spots

Property at 12595 Gold Honeysuckle St, Winter Garden, FL 34787, 5 beds, 4.5 baths

$889,888

5 beds4.5 baths3,291 sq ft

12595 Gold Honeysuckle St, Winter Garden, FL 34787

Listing provided by Zillow

Property at 9414 Emerald Berry Dr, Winter Garden, FL 34787, 4 beds, 3.5 baths

$869,000

4 beds3.5 baths2,921 sq ft

9414 Emerald Berry Dr, Winter Garden, FL 34787

Property at 14168 Larkspur Lake Dr, Winter Garden, FL 34787, 6 beds, 7 baths

$3,304,469

6 beds7 baths6,442 sq ft

14168 Larkspur Lake Dr, Winter Garden, FL 34787

Property at 12543 Grape Chardonnay Aly, Winter Garden, FL 34787, 3 beds, 2 baths

$533,141

3 beds2 baths1,533 sq ft

12543 Grape Chardonnay Aly, Winter Garden, FL 34787

Listing provided by Zillow

Property at 7363 Mezzano Ln, Winter Garden, FL 34787, 4 beds, 3.5 baths

$490,000

4 beds3.5 baths1,920 sq ft

7363 Mezzano Ln, Winter Garden, FL 34787

Property at 7399 Mezzano Ln, Winter Garden, FL 34787, 4 beds, 3.5 baths

$510,000

4 beds3.5 baths1,920 sq ft

7399 Mezzano Ln, Winter Garden, FL 34787

Property at 338 Crystal Wood Dr, Winter Garden, FL 34787, 4 beds, 3 baths

$875,000

4 beds3 baths3,017 sq ft

338 Crystal Wood Dr, Winter Garden, FL 34787

Property at 14804 Coscester St, Winter Garden, FL 34787, 3 beds, 2.5 baths

$409,999

3 beds2.5 baths1,456 sq ft

14804 Coscester St, Winter Garden, FL 34787

Property at 276 Summer Pine St, Winter Garden, FL 34787, 5 beds, 3 baths

$850,000

5 beds3 baths3,147 sq ft

276 Summer Pine St, Winter Garden, FL 34787

Property at 226 Woodfall Ln, Winter Garden, FL 34787, 5 beds, 5 baths

$1,050,000

5 beds5 baths4,442 sq ft

226 Woodfall Ln, Winter Garden, FL 34787

Based on information submitted to the MLS GRID as of Mon Dec 01 2025. 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.

New Homes for Sale in Windermere

There are currently 16 new homes for sale in Windermere at a median listing price of $1.82M. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Windermere stay on the market for 120 days. Popular neighborhoods include Isleworth. This map is refreshed with the newest listings in Windermere every 15 minutes.

In the past month, 11 homes have been sold in Windermere. In addition to houses in Windermere, there were also 2 condos, 1 townhouse, and 0 multi-family units for sale in Windermere last month. Find your dream home in Windermere 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 Windermere are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Windermere. Our Windermere real estate stats and trends will give you more information about home buying and selling trends in Windermere. If you're looking to sell your home in the Windermere area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Windermere with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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