2820 BEAR ISLAND POINTE, WINTER PARK, FL, 32792
$2,095,000
Residential
Bedrooms
3
Bathrooms
5
Living Area
5,138 Sqft
Lot Size
34,756 Sqft
Tucked behind the gates of Cypress Reserve, this stunning custom-built lakefront home sits on 110 feet of private waterfront along the serene shores of Bear Gully Lake. Inspired by a featured Southern Living plan and thoughtfully expanded, the home blends timeless architecture with generous, well-appointed living spaces — all framed by panoramic water views, rolling greens, and towering oaks and cypress trees that define the lakefront lifestyle at its finest. Inside, the main level offers a gracious and versatile floor plan with formal living and dining rooms, a family room anchored by an electric fireplace, and a dedicated office or flex space. The spacious kitchen features custom cabinetry, generous prep space, and an adjoining dinette — with plenty of room to add an island — while a large laundry room with extensive cabinetry and a utility sink, plus a half bath, ensure exceptional everyday functionality. The first-floor primary suite is a true sanctuary, offering breathtaking lake views, a spa-inspired en suite with a jetted tub, walk-in shower, a very desirable his and her split bath with abundant counter space and storage, and an oversized walk-in closet complete with built-in shelving and dresser drawers. Upstairs, two oversized bedrooms each enjoy their own private en suite with tub/shower combination, ample closet space, and comfortable proportions. The enormous bonus room above the garage fills with natural light through dormer windows and offers endless possibilities. A walk-in attic provides exceptional storage rarely found in homes of any size. Step out to the covered back porch and take in sweeping panoramic views of Bear Gully Lake — a breathtaking backdrop that shifts beautifully with the light throughout the day - this is Florida lakefront living at its absolute finest. Meander down to your private dock for a morning kayak or a sunset boat ride, then rinse off at the east-facing porch complete with a sink and outdoor shower before heading back inside. The rolling greens, ancient oaks, and towering cypress trees frame the property in natural splendor, and an additional storage room with its own entrance and hurricane shutters ensures everything you need for lake life is right at hand. Set in the gated community of Cypress Reserve with easy access to top private schools including The Geneva School and Trinity Prep, and with convenient proximity to SR-417 for effortless travel to Orlando International Airport and beyond, this is a rare opportunity to own a one-of-a-kind lakefront estate in one of Winter Park's most coveted settings.
Property Details
Property Features Property Features
MLS ID: MFRO6395836 Year Built: 1998
Appliances: Dryer, Washer Association Amenities: Gated
Community Features: Deed Restrictions, Gated Community - No Guard Construction Materials: Frame
Cooling: Central Air Country: US
County Or Parish: Seminole Direction Faces: Southeast
Exterior Features: Private Mailbox Fireplace Features: Family Room, Living Room
Flooring: Tile, Wood Foundation Details: Slab
Furnished: Unfurnished Heating: Central, Electric
Laundry Features: Inside, Laundry Room Levels: Two
Listing Agreement: Exclusive Right To Sell Occupant Type: Owner
Patio And Porch Features: Rear Porch Pets Allowed: Yes
Property Sub Type: Single Family Residence Property Type: Residential
Road Surface Type: Paved Roof: Shingle
Sewer: Public Sewer Showing Requirements: 24 Hour Notice, Appointment Only, Listing Agent Must Accompany, No Lockbox, ShowingTime
Special Listing Conditions: None Standard Status: Active
State Or Province: FL Utilities: BB/HS Internet Available, Cable Available
Vegetation: Trees/Landscaped View: Water
Water Source: Public Waterfront Features: Lake Front
Window Features: Blinds
Rooms Rooms
Living Room: 25x18 ft Dining Room: 16x15 ft
Kitchen: 15x10 ft Dinette: 15x10 ft
Primary Bedroom: 15x31 ft Primary Bathroom: 18x8 ft
Family Room: 21x18 ft Bedroom 2: 15x19 ft
Bedroom 3: 22x20 ft Bonus Room: 27x28 ft
Office: 16x14 ft
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