2820 BEAR ISLAND POINTE, Winter Park, FL 32792
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2820 BEAR ISLAND POINTE, Winter Park, FL 32792
2820 BEAR ISLAND POINTE, Winter Park, FL 32792
2820 BEAR ISLAND POINTE, Winter Park, FL 32792
2820 BEAR ISLAND POINTE, Winter Park, FL 32792
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$ 2,095,000
Est. payment /mo
Pending

2820 BEAR ISLAND POINTE Winter Park, FL 32792

3 Beds

5 Baths

5,138 SqFt


UPDATED:

Key Details

Property Type Single Family Home

Sub Type Single Family Residence

Listing Status Pending

Purchase Type For Sale

Square Footage 5,138 sqft

Price per Sqft $407

Subdivision Cypress Reserve

MLS Listing ID O6395836

Bedrooms 3

Full Baths 4

Half Baths 1

HOA Fees $1,900/ann

HOA Y/N Yes

Annual Recurring Fee 1900.0

Year Built 1998

Annual Tax Amount $13,815

Lot Size 0.800 Acres

Acres 0.8

Lot Dimensions 101x345

Property Sub-Type Single Family Residence

Source Stellar MLS

Property Description

Under contract-accepting backup offers. 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.

Location

State FL

County Seminole

Community Cypress Reserve

Area 32792 - Winter Park/Aloma

Zoning R-1AA

Rooms

Other Rooms Den/Library/Office, Formal Dining Room Separate, Great Room, Inside Utility, Storage Rooms

Interior

Interior Features Built-in Features, Ceiling Fans(s), Crown Molding, Eat-in Kitchen, Split Bedroom, Walk-In Closet(s)

Heating Central, Electric

Cooling Central Air

Flooring Tile, Wood

Fireplaces Type Family Room, Living Room

Furnishings Unfurnished

Fireplace true

Appliance Dryer, Washer

Laundry Inside, Laundry Room

Exterior

Exterior Feature Private Mailbox

Garage Spaces 2.0

Community Features Deed Restrictions, Gated Community - No Guard

Utilities Available BB/HS Internet Available, Cable Available

Amenities Available Gated

Waterfront Description Lake Front

View Y/N Yes

Water Access Yes

Water Access Desc Lake

View Water

Roof Type Shingle

Porch Rear Porch

Attached Garage true

Garage true

Private Pool No

Building

Entry Level Two

Foundation Slab

Lot Size Range 1/2 to less than 1

Sewer Public Sewer

Water Public

Structure Type Frame

New Construction false

Schools

Elementary Schools Eastbrook Elementary

Middle Schools Tuskawilla Middle

High Schools Lake Howell High

Others

Pets Allowed Yes

Senior Community No

Ownership Fee Simple

Monthly Total Fees $158

Membership Fee Required Required

Special Listing Condition None

Virtual Tour https://listing.trevisuality.com/vd/239199241


Stellar MLS
Listed by Kelly Price KELLY PRICE & COMPANY LLC

NEARBY SCHOOLS & PROPERTIES

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Sherry Shaheen

Sherry Shaheen

Real Estate Advisor | License ID: SL3517451

+1(352) 455-0712

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2820 BEAR ISLAND POINTE