Under contract-accepting backup offers. Virtually Staged. Private Windermere Estate in Guard-Gated Waterford Pointe with Detached Guest Casita, and Lake Access.
A rare opportunity in one of Windermere’s most established guard-gated communities, this private estate offers the space, flexibility, and lifestyle today’s luxury buyers are actively seeking. Set on over an acre within Waterford Pointe, the property combines architectural presence, exceptional privacy, and resort-inspired living in a peaceful enclave known for estate-sized homes, mature landscaping, and private access to Lake Roberts.

Designed around a dramatic courtyard pool, the home creates a true indoor-outdoor lifestyle experience, ideal for both grand entertaining and everyday living. The detached guest casita is a standout feature, offering exceptional flexibility for guests, private office use, wellness retreat, creative studio, or evolving lifestyle needs.

Inside, soaring ceilings, polished marble tile flooring, detailed crown molding, and dramatic two-story living spaces create a sense of scale and elegance throughout. The thoughtfully updated chef’s kitchen is designed for gathering, featuring quartz countertops, an oversized island, premium KitchenAid and Bosch appliances, double ovens, wine refrigeration, and seamless connection to the expansive family room with custom built-ins and fireplace.

The private first-floor primary suite serves as a true retreat, offering direct courtyard and pool access, a spacious custom walk-in closet, and a beautifully appointed bath with dual vanities, jetted soaking tub, and walk-in shower. A second first-floor suite provides ideal accommodations for guests or family.

Upstairs, expansive, flexible living spaces include a large game room overlooking the courtyard, a dedicated office with custom built-ins, a private fitness room with balcony access, and additional secondary bedrooms thoughtfully arranged for privacy and functionality.

Outdoor living is equally compelling, with a screened resort-style saltwater pool and heated spa with waterfall, covered summer kitchen, multiple entertaining spaces, and the privacy that only a homesite of this scale can provide.

Waterford Pointe residents enjoy an exceptional lifestyle with private access to Lake Roberts, a waterfront clubhouse, tennis courts, playground, and beautifully tree-lined streets—all within one of Windermere’s most desirable gated communities.

Additional highlights include a 4-car garage, a new whole-house generator, three HVAC systems, a newly painted exterior courtyard, and highly regarded local schools.

For buyers seeking privacy, architectural character, flexible living, and established Windermere luxury—without the premium of direct lakefront pricing—this is a compelling opportunity.

**Private tours available by appointment**

Virtually Staged. Move in. Reimagine. Or build new. Welcome to the Lake Down Shores lifestyle, where one-acre homesites and private community access to the Windermere Chain of Lakes offer a special opportunity. Set on a beautiful corner lot just a few homes from the lake, 9601 Ambleside Drive offers something increasingly difficult to find: a move-in-ready home today, an exceptional amount of land, and the flexibility to imagine something entirely different for the future. Situated on a full, flat acre, the property offers a generous front yard while still leaving an enormous backyard with incredible possibilities. Offering more than 3,000 square feet of single-story living, 4 bedrooms, 2.5 baths, and garage parking for four vehicles, the home has been refreshed with a roof replaced in 2021, one of two HVAC systems replaced in 2022, new interior and exterior paint, lighting and fixtures, updated bathrooms, new door hardware, new front door, new carpet in many rooms, plumbing updates, new water softener, and new water heater. Generously sized rooms and an interconnected floor plan make this a wonderful home for entertaining. Wood flooring complements the main gathering areas, while expansive near-floor-to-ceiling windows and Solatubes bring in abundant natural light. The family room connects to the kitchen and air-conditioned Florida room, which features casement windows and plantation shutters. Updated in 2020, the kitchen features abundant cabinetry with wood pull-out drawers, a large island, quartz countertops, stainless-steel Samsung and LG appliances, and a glass-top convection range. The spacious primary suite features an ensuite bath and walk-in closet, plus French doors leading to a flexible bonus room ideal for a home office, nursery, or sitting room. Three additional bedrooms are also generously sized, and a large laundry room provides additional storage. What truly distinguishes this property is the opportunity it presents. Enjoy the beautifully refreshed residence today, reimagine the existing home through a comprehensive transformation, or create an entirely new custom residence on this exceptional one-acre homesite. Additional features include a 2-car attached garage plus a separate 2-car detached garage, dedicated irrigation well, and septic system pumped in April 2026. Lake Down Shores residents enjoy access to the community’s private HOA boat ramp onto the Windermere Chain of Lakes. The seller, an experienced luxury home builder, has already developed concepts specifically for the property, including plans for both a complete renovation of the existing residence and new construction. These concepts offer a compelling vision of what this remarkable homesite could become while letting the next owner choose the path that best reflects their lifestyle. Conceptual plans are available for review and are presented for inspiration only; future improvements and construction are subject to applicable governmental and HOA approvals. To experience the builder’s design aesthetic, finishes, and portfolio of completed residences, please ask to view Web Link 1.

Welcome to Ruby Lake, a gated community in the heart of Orlando's Dr. Phillips area! This beautifully updated, move-in-ready 4-bedroom, 3-bath home offers an open floor plan, spacious living areas, and wood-look tile flooring throughout. The thoughtfully designed layout provides plenty of room for everyday living and entertaining. The generous primary suite offers space for a sitting area and features a custom walk-in closet with beautiful built-ins and abundant storage. Step outside to the covered lanai overlooking a spacious backyard with plenty of possibilities for a future pool, outdoor entertaining, or your own private retreat. Additional features include a Tesla EV charging station, HOA-included lawn care, and designer furnishings that may be negotiated separately. Enjoy the convenience of nearby shopping, restaurants, and entertainment, with easy access to Walt Disney World, Universal Orlando, and everything Central Florida has to offer. Single-story living, modern updates, and a fantastic Dr. Phillips location!

Windermere Custom Interior Pool Home, 4 bedroom, 2 Primary Suites, 3 full Bathrooms New Exterior and Interior paint 2026, New Hardwood Bamboo Floors 2025, Crown Molding, Coffered Ceilings. New Heated Salt Water Pool, New Air Conditioner 2025, New Hot Water Heater 2025, Gourmet Kitchen with Hand Cut European Backsplash, Butler Pantry and Walk In Pantry, New Dishwasher 2024. Remodeled Master Shower 2023. Custom Stair Railing, New Paver Front porch and Driveway. Double Pain Windows and Extra Insulated exterior Walls. Watch Disney Fireworks from your front porch. Community Pool with Cabana, walking trials, tot lot, outdoor physical fitness areas, 3 parks, dog park with washing station. Windermere High School voted top school in USA today. Elementary school in Neighborhood, Windermere Prep 3 miles, Close to Publix, Restaurants, and Theme Parks. Butler Chain Public Boat Ramp at Keene Point Park 5 minutes.

Completely Updated 3-Bedroom, 2-Bath Waterfront Home on .47 Acres! Enjoy peaceful waterfront living on Lake Steven in this beautifully updated home featuring a concrete seawall, a spacious .47-acre lot, and no HOA. Located on a quiet cul-de-sac with only five homes, this property offers privacy, room to enjoy the outdoors, and a serene setting.

The interior features beautiful luxury wood-plank flooring, brand-new wood kitchen cabinets, granite countertops, and brand-new stainless steel appliances. The popcorn ceilings have been removed, and the home has been freshly painted inside and out. Additional updates include updated electrical with a Square D electrical panel, a re-pipe in February 2026, new ceiling fans, all-new exterior doors, a new hot water heater, and a new sprinkler pump. The roof was replaced in September 2018, and the A/C was installed in 2018.

The oversized garage offers additional storage space, enclosed shelving, and freshly painted walls and floor, along with a new garage door opener. Outside, enjoy the black chain-link fenced backyard, complete with a shuffleboard court and a covered, screened-in patio featuring new outdoor carpeting.

Lake Steven provides a tranquil natural setting, with no motorized boats permitted on the lake. For boating enthusiasts, Ferncreek Boat Ramp and the Lake Conway Chain of Lakes are only 2miles away.

Conveniently located near Boone High School, with easy access to downtown Orlando and Orlando International Airport, this home combines extensive updates, a generous waterfront lot, and a convenient location.

This beautiful 4-bedroom, 3-bathroom pool home offers the perfect blend of comfort, space, and functionality. Located in the highly desirable gated community of Windsor Landing, this property combines privacy with an exceptional lifestyle. The thoughtfully designed layout features a spacious eat-in kitchen with newer appliances, ideal for casual dining, along with a separate formal dining room perfect for entertaining guests and hosting special occasions. The home also boasts generous walk-in closets, providing ample storage throughout. Upstairs, you'll find the private fourth bedroom and third full bathroom, an ideal setup for guests, a home office, or a secluded retreat. Step outside to enjoy your own backyard oasis, complete with a screened-in, solar-heated pool, perfect for year-round relaxation. A privacy fence surrounds the yard, offering both security and seclusion. Additional highlights include a newer AC system, a spacious 3-car garage, and a layout designed to accommodate both everyday living and entertaining with ease. This home truly has it all!

Under contract-accepting backup offers. Welcome to one of the most compelling luxury investment opportunities in Story Lake—where upscale design, prime location, resort amenities, and exceptional income potential come together to deliver robust returns on investment. Here, ROI meets luxury, making this offering stand out for both personal enjoyment and strategic financial gain. This stunning 7-bedroom residence creates a bold first impression. It sits on a premium lot with no direct rear neighbors and offers a tranquil view of the pond. The property is fully furnished & professionally decorated, completely turnkey and ready for immediate enjoyment or rental. The thoughtfully designed interior features rectangular tile flooring throughout the first floor in the foyer, kitchen, baths, dining & living areas, and laundry room. A well appointed home chef’s kitchen offers grey subway tile backsplash, Extended cabinetry with crown molding, grey stainless steel appliances, a spacious pantry, massive center island, and upgraded pendant lighting. The adjacent dining room is elegantly furnished for entertaining and large group stays. The living room is professionally decorated to impress. It features a stunning polished porcelain tile accent wall behind the TV, high-end furnishings, and large sliding glass doors that open directly to the pool area. The first floor also includes: A guest suite with an adjacent full bath & quartz vanity, A dedicated owner’s storage closet, and a spacious laundry room equipped with a washer & two dryers. The garage has been converted into a game & media room, complete with a media projector & comfortable seating, dedicated split HVAC system, popcorn machine, and video games. Upstairs, you’ll find 6 additional bedrooms & 4 full baths; all professionally decorated with premium themed décor elevating the guest experience. Each bedroom is equipped with its own flatscreen TV, enhancing the experience. The rear primary suite offers a view of the pool & wooded area. It features a luxurious ensuite bath with a soaking tub, a separate walk-in shower, a quartz double vanity, a private water closet, and a big walk-in closet. Second-floor highlights include a Princess-themed room, a Mickey Mouse-themed room, and a Toy Story-themed room. There are also two additional spacious bedrooms at the front of the home, including a second primary suite with double queen beds, dual sinks, & a large walk-in shower. Step outside to your private retreat. Enjoy a heated pool and spa, plus a grill and added seating. Resort-Style Amenities allow Owners & guests to enjoy access to one of the most sought-after amenity packages in the area. Offerings include a resort-style clubhouse & community center, an expansive pool complex with a lazy river, water slides, and a splash pad, outdoor entertainment areas for guests and gatherings, a fitness center, jogging trails, a game room, and a theater. For an additional fee, guests can also enjoy: a Mini golf course, Kayak rentals & lake access, Ice cream shop, and a Full-service bar. In addition, the HOA provides basic lawn maintenance & includes basic cable + high-speed internet. These amenities enhance guest satisfaction, occupancy rates, and overall rental performance. From an investment perspective, this home excels: 7-bedroom capacity maximizes occupancy; water view and no rear neighbors drive premium bookings; high-end themed décor supports stronger nightly rates and guest retention; turnkey condition means immediate income potential.

Under contract-accepting backup offers. Virtually Staged. --A Rare Brookestone Opportunity — Spacious Corner-Lot 3-Car Garage Home with a Corner Water View--

If you've been waiting for a home in Brookestone that genuinely feels like the right fit, this 4-bedroom, 3-bath estate-sale property might be the one. Set on a premium corner lot with privacy hedging, a peaceful water view, and a hard-to-find side-entry 3-car garage, this home has been lovingly maintained—and it shows. Major updates like a new roof, new HVAC, and newer wood flooring mean you can move in with confidence.

Inside, this one-story home immediately feels open and welcoming. The tall ceilings, bright natural light, and spacious foyer create a sense of comfort the moment you walk in. The living and dining rooms offer ample space for gatherings, while extensive windows frame views of the screened patio and backyard, seamlessly blending indoor and outdoor living.

At the center of it all is the kitchen—truly the heart of the home. With stone countertops, extended cabinetry, a center island, and a corner pantry, it's designed for everyday cooking and the kind of moments people love to gather for. The adjoining family room easily accommodates oversized furniture and creates a warm, relaxed setting for movie nights or weekend lounging.

The primary suite feels like a private retreat. The extended bedroom includes a cozy sitting area and direct access to the patio, perfect for morning coffee or quiet evenings. You'll also find two closets and a spacious bath with dual sinks, stone countertops, a soaking tub, a walk-in shower, a linen closet, and a private water closet. Just steps away is another bedroom that works beautifully as a nursery, home office, or flex space.

On the opposite side of the home are two additional bedrooms and two full baths—an ideal layout for family, guests, or multigenerational living.

Outside, the screened patio overlooks a tranquil, hedge-lined backyard with room to add a pool if you wish. The setting feels peaceful and private, with mature landscaping and a calming corner water view.

Living in Brookestone means access to pickleball, tennis, and basketball courts, plus convenient proximity to shopping, dining, hospitals, and major highways. And with instant access to Walt Disney World via the 429, it's hard to beat this location for both everyday convenience and weekend fun.

A unique bonus: Brookestone's private solar farm helps power the community's main entrance and lighting along Maguire, helping reduce monthly HOA expenses.

If you're looking for a beautifully maintained home with space, comfort, and a story to grow into, this one is worth seeing in person.