Crawfordorlandorealestate.com Search Results

$3,400,000

Spectacular Private Gated Lakefront Estate on Lake Olivia in Windermere - From the moment you enter through the custom iron gates, you are welcomed into a private lakefront estate unlike any other. Nestled on 1.75 acres along the shores of Lake Olivia, this custom-built Mediterranean residence showcases Tuscan-inspired architecture, mature landscaping, and a winding paver drive creating a true sense of arrival and privacy. Offering six bedrooms, all with ensuite bathrooms, including a private attached mother-in-law suite, this estate features an ideal floor plan with nearly all living spaces and five bedrooms conveniently located on the main level, with the sixth bedroom and bonus/media space upstairs. Elegant craftsmanship is showcased throughout with stone accents, travertine and granite finishes, and refined details. The primary retreat features French doors opening to the screened lanai with pool and lake views, dual custom closets, and a luxurious bath complete with stone flooring, tiled shower, jetted tub with fireplace and mounted TV, dual vanities, private water closet with bidet, and illuminated makeup area. The attached sixth bedroom suite offers a private side entrance, separate kitchen, sitting area, and serene lake views, perfect for guests or multigenerational living. The gourmet chef’s dream kitchen features double islands, granite countertops, premium appliances including a full-size professional Wolf 6-burner and griddle gas range with double ovens, 48” Sub-Zero Pro refrigerator/freezer with lit glass door, food warmer drawer, additional convection oven, wine fridge, and butler’s pantry. Additional highlights include a separate media/games room upstairs, formal living and dining spaces, spacious laundry room with pantry storage, and an oversized 3-car garage with keypad entry, side entrance, and epoxy flooring. The expansive 1,200+ square-foot screened lanai spans the rear of the home and is fully protected with 8 remote hurricane shutters. Enjoy multiple gathering areas overlooking the pool and lake, a summer kitchen with Viking grill, hood, fridge and sink, stone fireplace, teak ceilings, and a breathtaking lagoon-style saltwater pool with heart-shaped spa. Recent enhancements totaling over $200,000 include all-new light fixtures and ceiling fans, whole-house generator with automatic transfer capability restoring power in under 15 seconds during an outage, Leaf Guard gutter system, new AC system, remote hurricane shutters, roof tile servicing and sealing for pest protection, newly installed side pavers, and fresh interior paint. Take in the stunning lake views from the oversized boathouse and screened dock room, featuring a motorized boat lift with direct access to Lake Olivia — a private spring-fed lake with no public access, sandy bottom, and exceptional opportunities for boating, skiing, and fishing. A rare opportunity to own a private lakefront estate with no HOA offering architectural elegance, exceptional entertaining spaces, modern upgrades, and the tranquility of one of Central Florida’s most desirable private lakes. Conveniently located near world-class shopping, major highways, and area attractions. Move-in ready and available for immediate showings with 360 Tour and floorplan available.

6 Beds ⋅ 7 Baths ⋅ 34786 Zip Code

Spectacular Private Gated Lakefront Estate on Lake Olivia in Windermere - From the moment you enter through the custom iron gates, you are welcomed into a private lakefront estate unlike any other. Nestled on 1.75 acres along the shores of Lake Olivia, this custom-built Mediterranean residence showcases Tuscan-inspired architecture, mature landscaping, and a winding paver drive creating a true sense of arrival and privacy. Offering six bedrooms, all with ensuite bathrooms, including a private attached mother-in-law suite, this estate features an ideal floor plan with nearly all living spaces and five bedrooms conveniently located on the main level, with the sixth bedroom and bonus/media space upstairs. Elegant craftsmanship is showcased throughout with stone accents, travertine and granite finishes, and refined details. The primary retreat features French doors opening to the screened lanai with pool and lake views, dual custom closets, and a luxurious bath complete with stone flooring, tiled shower, jetted tub with fireplace and mounted TV, dual vanities, private water closet with bidet, and illuminated makeup area. The attached sixth bedroom suite offers a private side entrance, separate kitchen, sitting area, and serene lake views, perfect for guests or multigenerational living. The gourmet chef’s dream kitchen features double islands, granite countertops, premium appliances including a full-size professional Wolf 6-burner and griddle gas range with double ovens, 48” Sub-Zero Pro refrigerator/freezer with lit glass door, food warmer drawer, additional convection oven, wine fridge, and butler’s pantry. Additional highlights include a separate media/games room upstairs, formal living and dining spaces, spacious laundry room with pantry storage, and an oversized 3-car garage with keypad entry, side entrance, and epoxy flooring. The expansive 1,200+ square-foot screened lanai spans the rear of the home and is fully protected with 8 remote hurricane shutters. Enjoy multiple gathering areas overlooking the pool and lake, a summer kitchen with Viking grill, hood, fridge and sink, stone fireplace, teak ceilings, and a breathtaking lagoon-style saltwater pool with heart-shaped spa. Recent enhancements totaling over $200,000 include all-new light fixtures and ceiling fans, whole-house generator with automatic transfer capability restoring power in under 15 seconds during an outage, Leaf Guard gutter system, new AC system, remote hurricane shutters, roof tile servicing and sealing for pest protection, newly installed side pavers, and fresh interior paint. Take in the stunning lake views from the oversized boathouse and screened dock room, featuring a motorized boat lift with direct access to Lake Olivia — a private spring-fed lake with no public access, sandy bottom, and exceptional opportunities for boating, skiing, and fishing. A rare opportunity to own a private lakefront estate with no HOA offering architectural elegance, exceptional entertaining spaces, modern upgrades, and the tranquility of one of Central Florida’s most desirable private lakes. Conveniently located near world-class shopping, major highways, and area attractions. Move-in ready and available for immediate showings with 360 Tour and floorplan available.

9679 Westover Roberts Rd, Windermere

$3,900,000

Positioned along the stunning 4th fairway of the renowned Isleworth Golf & Country Club, this exceptional single-story estate offers four bedrooms and more than 5,300 square feet of meticulously crafted living space. Every detail of this residence reflects the owner’s exceptional craftsmanship, with bespoke woodwork woven throughout the home, culminating in the crown jewel: the primary suite’s expansive wardrobe, featuring a central island, tiger wood floors, and cherry birch built-in displays—a true collector’s dream. The elegant foyer sets the tone, leading to formal living and dining spaces, and flowing effortlessly past a private office into the heart of the home: an open-concept kitchen, casual dining area, and family room designed for both entertaining and daily living. The gourmet kitchen is appointed with anigre wood cabinetry, a center island, dual sinks, a walk-in pantry, and professional appliances by Sub-Zero, Dacor, and Kitchenaid, marrying style and functionality in perfect harmony. A spacious game room with a wet bar provides an ideal space for recreation or hosting, while four luxurious bedrooms and 4.5 spa-inspired baths ensure comfort and privacy for family and guests alike. Seamlessly blending indoor and outdoor living, the estate features a sparkling open-air pool set against serene golf course vistas—an idyllic setting for year-round leisure and entertaining. Additional highlights include a circular driveway and motor court, a three-car garage, and a separate workshop. This is a rare opportunity to acquire a residence where world-class craftsmanship, refined design, and premier golf-front location converge, offering an unparalleled lifestyle in one of Central Florida’s most coveted enclaves.

4 Beds ⋅ 5 Baths ⋅ Isleworth SubDv. ⋅ 34786 Zip Code

Positioned along the stunning 4th fairway of the renowned Isleworth Golf & Country Club, this exceptional single-story estate offers four bedrooms and more than 5,300 square feet of meticulously crafted living space. Every detail of this residence reflects the owner’s exceptional craftsmanship, with bespoke woodwork woven throughout the home, culminating in the crown jewel: the primary suite’s expansive wardrobe, featuring a central island, tiger wood floors, and cherry birch built-in displays—a true collector’s dream. The elegant foyer sets the tone, leading to formal living and dining spaces, and flowing effortlessly past a private office into the heart of the home: an open-concept kitchen, casual dining area, and family room designed for both entertaining and daily living. The gourmet kitchen is appointed with anigre wood cabinetry, a center island, dual sinks, a walk-in pantry, and professional appliances by Sub-Zero, Dacor, and Kitchenaid, marrying style and functionality in perfect harmony. A spacious game room with a wet bar provides an ideal space for recreation or hosting, while four luxurious bedrooms and 4.5 spa-inspired baths ensure comfort and privacy for family and guests alike. Seamlessly blending indoor and outdoor living, the estate features a sparkling open-air pool set against serene golf course vistas—an idyllic setting for year-round leisure and entertaining. Additional highlights include a circular driveway and motor court, a three-car garage, and a separate workshop. This is a rare opportunity to acquire a residence where world-class craftsmanship, refined design, and premier golf-front location converge, offering an unparalleled lifestyle in one of Central Florida’s most coveted enclaves.

5151 Latrobe Dr, Windermere

$2,240,000

Virtually Staged. This custom-built residence by Rick Watson is located in the sought-after community of Keene’s Pointe, positioned on a private lot overlooking the Jack Nicklaus Golden Bear Club golf course. The home offers consistent views of the 6th hole, along with the added bonus of nightly Disney fireworks visible from multiple areas, including the living room, primary bedroom, kitchen, and outdoor living space. Designed with a functional single-story layout, the home features a split floor plan. The primary suite and office are situated on one side for added privacy, while three additional bedroom suites and the laundry room are located on the opposite wing. A double-door entry leads into an open interior with quality finishes throughout, including 8-foot interior doors, custom woodwork, and detailed ceiling designs. The kitchen is equipped with high-end appliances, granite countertops, a spacious breakfast bar, a walk-in pantry, and a built-in desk area. The family room flows naturally into a bonus space that can be used as a media room, playroom, or game room. The primary suite includes a sitting area, a large custom closet, and a well-appointed bathroom with a soaking tub, walk-in shower, and dual vanities. The office features built-in cabinetry and classic wood detailing. Outdoor living is designed for comfort and functionality, with heated pool and spa, summer kitchen, and a dedicated pool bathroom. The exterior combines stucco and stone finishes, complemented by a paver driveway and a three-car side-entry garage. Keene’s Pointe is a gated community with 24-hour staffed security, offering privacy and a well-maintained environment.

4 Beds ⋅ 6 Baths ⋅ Keenes Pointe SubDv. ⋅ 34786 Zip Code

Virtually Staged. This custom-built residence by Rick Watson is located in the sought-after community of Keene’s Pointe, positioned on a private lot overlooking the Jack Nicklaus Golden Bear Club golf course. The home offers consistent views of the 6th hole, along with the added bonus of nightly Disney fireworks visible from multiple areas, including the living room, primary bedroom, kitchen, and outdoor living space. Designed with a functional single-story layout, the home features a split floor plan. The primary suite and office are situated on one side for added privacy, while three additional bedroom suites and the laundry room are located on the opposite wing. A double-door entry leads into an open interior with quality finishes throughout, including 8-foot interior doors, custom woodwork, and detailed ceiling designs. The kitchen is equipped with high-end appliances, granite countertops, a spacious breakfast bar, a walk-in pantry, and a built-in desk area. The family room flows naturally into a bonus space that can be used as a media room, playroom, or game room. The primary suite includes a sitting area, a large custom closet, and a well-appointed bathroom with a soaking tub, walk-in shower, and dual vanities. The office features built-in cabinetry and classic wood detailing. Outdoor living is designed for comfort and functionality, with heated pool and spa, summer kitchen, and a dedicated pool bathroom. The exterior combines stucco and stone finishes, complemented by a paver driveway and a three-car side-entry garage. Keene’s Pointe is a gated community with 24-hour staffed security, offering privacy and a well-maintained environment.

6102 S Hampshire Court, Windermere