Explore Windermere, FL Homes for Sale Between $1,250,000 to $1,500,000

Homes for Sale in Windermere, FL Between $1,250,000 to $1,500,000

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Welcome to your dedicated resource for Homes for Sale Between $1,250,000 to $1,500,000 in Windermere, FL. This page is your live portal for listings that match the exact homes for sale you demand, filtering out irrelevant properties to save you time. As a local Windermere, FL agent, The Nest Group specializes in the unique market dynamics of this area, offering insights into amenities, home values, and investment potential. Start exploring the properties currently available between $1,250,000 to $1,500,000 below, or contact a local agent to discuss the details that matters most to your search.

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All Windermere, FL Homes for Sale Between $1,250,000 to $1,500,000

4 Beds ⋅ 3 Baths ⋅ Reserve At Belmere SubDv. ⋅ 34786 Zip Code

Price Improvement! Located behind the gates of the prestigious Reserve at Belmere in sought-after Windermere, this exceptional Mediterranean-inspired estate offers a rare blend of timeless architecture, modern luxury and thoughtful custom enhancements. Built in 2004 by the original owners and expanded during construction, the residence offers more than 3,427 square feet of refined living space and over 4,528 total square feet, creating a larger footprint than many comparable homes within the community. Extensively upgraded with more than $250,000 in recent improvements, this meticulously maintained home showcases true pride of ownership. Significant updates completed within the last three years include three new Trane HVAC systems, replacement windows, premium appliances, pool renovations, designer lighting and numerous interior and exterior enhancements. From the moment you enter, soaring 24-foot ceilings and elegant architectural details set the tone. Crown molding, coffered ceilings, engineered hardwood flooring, custom window treatments and a marble wood-burning fireplace create a sophisticated yet inviting atmosphere. Expansive glass sliding doors frame the outdoor living spaces and provide seamless indoor-outdoor flow ideal for everyday living and entertaining. The chef’s kitchen has been thoughtfully curated with luxurious quartzite countertops, custom pullout cabinetry with rotating shelving systems and an impressive suite of premium German appliances, including a Miele built-in coffee system, convection oven, dishwasher and refrigerator. A professional-grade 48-inch chef gas range with six burners and a griddle, custom lighting and a built-in three-stage water filtration system complete the space. Privately on the main level, the primary suite offers a tranquil retreat with coffered ceilings, newly installed commercial-grade carpeting, serene pool views and direct patio access. The spa-inspired primary bath is appointed with marble and travertine finishes, a soaking tub, a separate shower and custom walk-in closet built-ins. Upstairs, generously sized secondary bedrooms and a spacious loft overlook the formal living and dining areas below. Designed for elevated outdoor living, the resort-style backyard features a resurfaced saltwater pool and spa, an updated pool heater, decorative fountains, remote-controlled pool systems and multiple entertaining areas surrounded by lush European-inspired landscaping, stone pathways and manicured grounds. Canary palms and mature landscaping create a private, luxurious setting. Additional highlights include a new front entry door, an oversized three-car garage, an upgraded security system, a partial roof replacement and designer chandeliers and lighting throughout. Ideally located in one of Windermere’s premier gated communities, residents of Reserve at Belmere enjoy convenient access to top-rated schools, dining, shopping, golf, major roadways and the area’s renowned luxury lifestyle offerings.

1554 Lake Rhea Drive, Windermere

4 Beds ⋅ 4 Baths ⋅ Balmoral SubDv. ⋅ 34786 Zip Code

Virtually Staged. Welcome to an exceptional opportunity in the exclusive gated enclave of Balmoral, home to just 32 distinctive custom residences, where privacy, timeless elegance, and the coveted Windermere lifestyle come together seamlessly. Situated on over half an acre, this beautifully landscaped property offers a serene and private retreat surrounded by mature greenery, lush tropical foliage, and a fully fenced yard thoughtfully designed for both peaceful relaxation and effortless entertaining. Step through striking 8-foot wrought iron and glass entry doors into a bright, light-filled interior featuring soaring 12-foot ceilings, impressive architectural details, and thoughtfully designed living spaces. This spacious 4-bedroom, 4-bath home with a dedicated office and large bonus room and 3-car garage offers an exceptionally flexible layout ideal for both comfortable everyday living and graciously hosting guests. Formal living and dining areas flow effortlessly into the kitchen and family room, creating a natural gathering space filled with warmth, character, and abundant natural light. The oversized first-floor primary suite serves as a tranquil private retreat, complete with direct access to the sparkling pool and covered lanai, along with dual custom closets that provide ample and beautifully organized storage. Upstairs, you’ll find generously sized secondary bedrooms, additional bathrooms, and a versatile bonus room perfect for a media room, home gym, game space, creative studio, or comfortable secondary living area. The outdoor setting is equally impressive, offering the privacy and space to enjoy Florida living throughout the year. Whether gathering around the pool, dining beneath the covered lanai, entertaining family and friends, or simply unwinding among the lush surroundings, the expansive backyard provides a peaceful extension of the home’s interior living spaces. Beyond the home, Windermere offers a distinctive lifestyle that is hard to match. Known for its majestic oak-canopied streets, sparkling lakes, natural beauty, and relaxed small-town atmosphere, the area offers a welcome retreat while remaining conveniently connected to everything Central Florida has to offer. Enjoy charming tree-lined streets, inviting local dining, boutique shopping, scenic parks, and beloved community traditions such as the weekly farmers market and festive seasonal events. Just minutes away, the renowned Butler Chain of Lakes invites you to experience boating, fishing, paddleboarding, watersports, and picturesque days spent on the water. Nearby public lake access makes it easy to take advantage of one of the area’s most celebrated natural features. Windermere’s convenient location also places you within easy reach of Restaurant Row, premier shopping, championship golf courses, world-famous attractions, upscale resorts, and the energy and entertainment of downtown Orlando. Experience refined living in one of Central Florida’s most sought-after communities, where custom architecture, generous homesites, lush surroundings, and an exceptional location create an elevated way of life. This is more than a home, it’s a lifestyle.

9119 Balmoral Mews Sq, Windermere

4 Beds ⋅ 5 Baths ⋅ Casa Del Lago SubDv. ⋅ 34786 Zip Code

SELLER MOTIVATED!!! A custom home in the desirable Casa del Lago community. The Spanish-style exterior and elegant, clean transitional interior will surely catch your attention. This home offers 4 beds, 4.5 baths, plus an office, 3,400 sq ft under air, a saltwater pool and spa, an outdoor kitchen, and a gas fireplace near the pool. This home is full of upgrades! Porcelain floors, exotic granite throughout the home a full Carrera marble master bath with floating vanities, organize closet system in every bedroom, all bedrooms have their own private bath, $15,000 worth of plantation shutters, $5,000 security system with cameras with access from your smart phone, all of the wood in the home is African Sapele, 7.25" crown molding and base boards in every room, pre-wired surround sound, casement double pane windows as well as spray foam insulation. Too many extras to list. This home is a MUST SEE!!

12411 Montalcino Circle, Windermere

5 Beds ⋅ 4 Baths ⋅ Isles Windermere SubDv. ⋅ 34786 Zip Code

Spectacular residence tucked away on a quiet cul-de-sac in the heart of Windermere. Situated on a sprawling nearly one-acre lot, this beautifully remodeled home offers an exceptional blend of privacy, space, and elegance. Enjoy serene views of the expansive backyard from the spacious shaded patio or the screened rear porch. The outdoor living area is designed for true Florida living, featuring a sparkling pool and spa, perfect for relaxing or entertaining. Adding to the sense of tranquility, one side of the property has no direct neighbors—only beautifully maintained green space and a scenic bridge, creating gorgeous views and a rare feeling of serenity. One of the property's standout features is the detached shed/workshop, offering incredible flexibility. Whether you need extra storage for a boat, jet skis, golf cart, or outdoor equipment, or envision a workshop, hobby space, home gym, art studio, or creative space, this versatile structure adds tremendous value and functionality. Inside, the home features five generously sized bedrooms, including an oversized family room with a wood-burning fireplace that creates a warm and inviting atmosphere. The primary suite is a private retreat, complete with a luxurious bath featuring dual sinks, a jetted garden tub, a large walk-in shower, and a dedicated vanity area. Every detail has been thoughtfully updated with style and functionality in mind. Additional highlights include a three-car garage with ample space for parking and storage, as well as a prime location within a top-rated public school district, just minutes from Windermere's premier shopping, dining, and recreation. A rare opportunity to own a beautifully updated estate home on nearly one acre in one of Central Florida's most desirable locations.

12718 Windermere Isles Place, Windermere

5 Beds ⋅ 4 Baths ⋅ Gotha Town SubDv. ⋅ 34786 Zip Code

Experience refined Florida living in this extensively upgraded estate nestled in the sought-after Windermere–Gotha enclave. Set on a rare and private 0.55-acre homesite with no HOA, this 4-bedroom, 2.5-bath residence offers a seamless blend of luxury, comfort, and versatility. No detail has been overlooked—from the 2023 metal roof and full hurricane-impact windows to brand-new A/C systems, upgraded insulation, and a state-of-the-art water treatment system. Interiors are enhanced with modern finishes, custom window treatments, and fully remodeled spa-inspired bathrooms featuring premium upgrades. Step into your private resort-style retreat, complete with a newly built saltwater pool, expansive paved driveway, and a beautifully designed outdoor living space. The custom gazebo with outdoor kitchen creates the perfect setting for entertaining, while the fully enclosed, air-conditioned patio extends your living space year-round. A standout feature is the detached 1-bedroom, 1-bath guest residence, complete with a full kitchen—ideal for multigenerational living, a private office, or an income-producing opportunity. Located just minutes from Orlando Hospital, Orlando’s premier dining, shopping, and entertainment, including Walt Disney World and Universal Studios Florida, this exceptional property offers the ultimate balance of privacy and convenience.

9663 Gotha Road, Windermere

5 Beds ⋅ 4 Baths ⋅ Keenes Pointe SubDv. ⋅ 34786 Zip Code

Luxury Pond-View Home in Keene’s Pointe – Windermere Located in the highly sought-after gated golf community of Keenes Pointe, this beautiful 5-bedroom, 4-bathroom residence offers an exceptional combination of space, comfort, and scenic surroundings. The home features a thoughtfully designed floor plan with a private den/office, formal living and dining rooms, and expansive living areas perfect for both everyday living and entertaining. Large windows and sliding doors allow natural light to flow throughout the home while showcasing the peaceful pond views. The spacious kitchen opens to the family room and overlooks the outdoor living area, creating the perfect setting for gatherings and family time. Step outside to enjoy your private screened pool and spa, ideal for relaxing while enjoying the tranquil waterfront setting. Additional highlights include: 5 spacious bedrooms 4 full bathrooms Private den / home office Formal living and dining rooms 3-car garage Beautiful pond views Private pool and spa Brand new roof (2024) Situated in the prestigious Keenes Pointe community, residents enjoy 24-hour guard-gated security, tree-lined streets, and proximity to world-class golf, shopping, dining, and top-rated schools. This is a rare opportunity to own a spacious home with water views in one of Windermere’s most desirable communities.

11339 Camden Park Drive, Windermere

6 Beds ⋅ 5 Baths ⋅ Windermere Isle SubDv. ⋅ 34786 Zip Code

Stunning Two-Story Pool Home in Prime Windermere Location Welcome to this exceptional two-story residence located in the highly desirable Windermere area, offering the perfect blend of luxury, space, and comfort. With 6 generously sized bedrooms and an open, airy design, this home is ideal for families seeking both elegance and functionality. The primary suite is a true retreat, featuring a spacious layout and a walk-in closet, while the remaining bedrooms are equipped with built-in closets for added convenience and organization. The home offers 4 full bathrooms and 1 half bathroom, thoughtfully designed to accommodate both residents and guests with ease. As you enter, you are welcomed by an open floor plan enhanced by high ceilings that create a bright and expansive atmosphere throughout. The living room and dining room are impressively spacious, perfect for entertaining or enjoying everyday living in style. The beautifully designed kitchen features solid wood cabinets, stone countertops, and included appliances, combining timeless finishes with modern practicality. Step outside to your private outdoor oasis, where a fully equipped outdoor kitchen overlooks a large and stunning in-ground private pool. This space is ideal for hosting gatherings, relaxing, and enjoying Florida living year-round. The home also includes a 2-car attached garage and is located in a prime area with easy access to major roads and top-rated schools. This is a rare opportunity to own a remarkable home in one of Windermere’s most sought-after locations. Schedule your private showing today and experience everything this exceptional property has to offer.

13596 Gorgona Isle Drive, Windermere

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