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4301 Down Point Lane, Windermere
$2,950,000
5 Beds ⋅ 4 Baths ⋅ O6439832 MLS
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.

4301 Down Point Lane, Windermere

9679 Westover Roberts Rd, Windermere
$3,400,000
6 Beds ⋅ 7 Baths ⋅ S5154885 MLS
Spectacular Private Lakefront Estate on Lake Olivia, Windermere Near The Grove Shops & Restaurants. Enter through custom Iron gates to this extraordinary Mediterranean estate set on 1.75 private acres along the shores of Lake Olivia. Featuring six bedrooms, all with ensuite baths, this exceptional home offers nearly 6,000 square feet of living space, mature landscaping, and no HOA. Ideal for multigenerational living, the attached one-bedroom in-law apartment features a private entrance, full kitchen, living area, and ensuite bedroom—perfect for extended family or guests. The chef’s kitchen is a showstopper, featuring double islands, granite countertops, a professional Wolf gas range with double ovens, a 48-inch Sub-Zero refrigerator/freezer, a wine fridge, and a butler’s pantry. Elegant finishes, formal living and dining rooms, and a private upstairs media/game room complete the interior. Enjoy Florida living in the expansive 1,200+ sq. ft. screened lanai with remote hurricane shutters, summer kitchen, stone fireplace, and a stunning lagoon-style saltwater pool with heart-shaped spa. The luxurious primary suite offers French doors overlooking the pool and lake, custom closets, and a spa-inspired bath. Boating enthusiasts will love the oversized boathouse, screened dock room, motorized boat lift, and direct access to Lake Olivia, a private spring-fed lake with no public access, ideal for boating, waterskiing, and fishing. Over $200,000 in recent enhancements include a whole-house generator, new A/C system, updated lighting and ceiling fans, remote hurricane shutters, Leaf Guard gutters, roof tile servicing and sealing, new side pavers, and fresh interior paint. A rare opportunity to enjoy privacy, luxury, and true multigenerational living on one of Central Florida’s most desirable private lakes. Convenient to shopping, major highways, and area attractions. Move-in ready! 360° virtual tour and floor plan available. Seller may consider a Lease Purchase Option.

9679 Westover Roberts Rd, Windermere

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