$2,095,000
2820 Bear Island Pointe Winter Park, FL 32792 - BEAR GULLY LAKE
For Sale MLS# O6395836
3 beds 5 baths 5,138 sq ft Single Family
Details for 2820 Bear Island Pointe
MLS# O6395836
Description for 2820 Bear Island Pointe, Winter Park, FL, 32792 - BEAR GULLY LAKE
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.
Listing Information
Property Type: Residential, Single Family Residence
Status: Active
Bedrooms: 3
Bathrooms: 5
Lot Size: 0.80 Acres
Square Feet: 5,138 sq ft
Year Built: 1998
Garage: Yes
Stories: 2 Story
Construction: Wood Frame
Subdivision: Cypress Reserve
Foundation: Slab
County: Seminole
School Information
Elementary: Eastbrook Elementary
Middle: Tuskawilla Middle
High: Lake Howell High
Room Information
Main Floor
Office: 14x16
Dining Room: 15x16
Living Room: 18x25
Family Room: 18x21
Primary Bathroom: 8x18
Primary Bedroom: 31x15
Dinette: 10x15
Kitchen: 10x15
Upper Floor
Bonus Room: 28x27
Bedroom 3: 20x22
Bedroom 2: 19x15
Bathrooms
Full Baths: 4
1/2 Baths: 1
Additonal Room Information
Laundry: Inside, Laundry Room
Interior Features
Appliances: Washer, Dryer
Flooring: Tile,Wood
Doors/Windows: Blinds
Fireplaces: Living Room, Family Room
Additional Interior Features: Eat-In Kitchen, Split Bedrooms, Walk-In Closet(s), Ceiling Fan(s), Built-in Features, Separate/Formal Dining Room, Crown Molding
Utilities
Water: Public
Sewer: Public Sewer
Other Utilities: Cable Available,High Speed Internet Available
Cooling: Ceiling Fan(s), Central Air
Heating: Electric, Central
Exterior / Lot Features
Attached Garage: Attached Garage
Garage Spaces: 2
Roof: Shingle
Lot View: Lake,Water
Lot Dimensions: 101x345
Additional Exterior/Lot Features: Rear Porch, Landscaped
Waterfront Details
Standard Water Body: BEAR GULLY LAKE
Water Front Features: Lake Privileges, Lake Front
Community Features
Community Features: Gated
Security Features: Gated Community
Association Amenities: Gated
Homeowners Association: Yes
HOA Dues: $1,900 / Annually
Driving Directions
Howell Branch Rd to Bear Gully Rd. Turn left on Cypress Reserve Place. Then left on Bear Island Pointe. Home is on left hand side.
Financial Considerations
Tax/Property ID: 36-21-30-510-0000-0380
Tax Amount: 13815
Tax Year: 2024
A broker reciprocity listing courtesy: KELLY PRICE & COMPANY LLC
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Sales History & Tax Summary for 2820 Bear Island Pointe
Sales History
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Tax Summary
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Schools
Schools nearby 2820 Bear Island Pointe
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The schools shown represent both the assigned schools and schools by distance based on local school and district attendance boundaries. Attendance boundaries change based on various factors and proximity does not guarantee enrollment eligibility. Please consult your real estate agent and/or the school district to confirm the schools this property is zoned to attend. Information is deemed reliable but not guaranteed.
SchoolDigger ® Rating
The SchoolDigger rating system is a 1-5 scale with 5 as the highest rating. SchoolDigger ranks schools based on test scores supplied by each state's Department of Education. They calculate an average standard score by normalizing and averaging each school's test scores across all tests and grades.
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