CONTACT
FAVORITE
SHARE
CLAIM

2820 BEAR ISLAND POINTE WINTER PARK FL 32792

$2,095,000
USD CAD EUR GBP BTC
2820 BEAR ISLAND POINTE, WINTER PARK, FL 32792 - MLS#MFRO6395836 2820 BEAR ISLAND POINTE, WINTER PARK, FL 32792 - MLS#MFRO6395836 2820 BEAR ISLAND POINTE, WINTER PARK, FL 32792 - MLS#MFRO6395836 2820 BEAR ISLAND POINTE, WINTER PARK, FL 32792 - MLS#MFRO6395836

Zev Freidus Broker / President
Zev Freidus
Broker / President
561-235-2161
Call Me
Text Me
Email Me
When clicking Request Info, you are registering to this website and agreeing that ZFC Real Estate, its affiliates or associated third parties may contact you, including with calls or texts by automated means. You also agree to our Terms of Use and Privacy Policy

Overview of 2820 Bear Island Pointe

3 Bedrooms
4/1 Bathrooms
2 Car Garage
6,899 Square Feet
5,138SF Living Area
Pool:
No
Water
Year Built 1998
Listed For 0 Days

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.

This luxury single family home was built in 1998 and features 3 bedrooms, and 4 full bathrooms plus 1 half bath. This home for sale is 6,899 square feet, with 5,138 sq ft being air conditioned living space. The home has a 2 car garage and does not have a private swimming pool.

Directions to this property are as follows: 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.

Please contact your ZFC agent for more information about MLS# MFRO6395836 or any other homes for sale in Winter Park or elsewhere in the Seminole County area.

Features & Amenities

Appliances

Dryer, Washer

Cooling

Central Air

Heating

Central, Electric

Flooring

Tile, Wood

Lot Dimensions

101x345

Lot Size

34756

View

Water view

Construction Materials

Frame

Interior Features

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

Furnished

Unfurnished

Exterior Features

Private Mailbox

Patio And Porch Features

Rear Porch

Roof

Shingle

Window Features

Blinds

Utilities

B B/H S Internet Available, Cable Available

Waterfront Features

Lake Front

Water Body Name

B E A R G U L L Y L A K E

Laundry

Inside, Laundry Room

Fireplace

Family Room, Living Room

Zoning

R-1 A A

Year Built

1998

Pets Allowed

Yes

Annual Real Estate Taxes

$13,815 (2024)

Legal Description

Lot 38 Cypress Reserve Pb 50 Pgs 10 & 11

Property Type

Single Family Home

HOA Fees

$1,900 /Annually

Association Amenities

Gated

Community Features

Deed Restrictions, Gated Community -No Guard

Direction Faces

Southeast

MLS Number

MFRO6395836

Universal Property Id

U S-12117-N-36213051000000380-R-N

Community Name

Cypress Reserve

2820 Bear Island Pointe Price Calculator

Get Mortgage Quote For This Home

The payment calculator figures for 2820 Bear Island Pointe should be used as an estimate only. Loan terms including interest rate, and required downpayment will vary with each lender and/or individual. RE taxes for this home for sale are estimated based on the actual property taxes for this property for the tax year 2024 which are $13,815 but will likely change when this home sells. These estimations are calculated from a list price of $2,095,000 and a 25% down payment and do not include homeowners insurance which will vary greatly depending on the home characteristics and location.

Recent Home Sales near 2820 Bear Island Pointe

Address Sale Price Bed Bth Size Location Sale Date
No comps found for this property

MLS# MFRO6395836 Listing History

04/03/2026 Listed for sale by KELLY PRICE & COMPANY LLC with MLS# MFRO6395836 with a list price of $2,095,000.

Seminole County Schools

Elementary School

Middle School

This listing of 2820 Bear Island Pointe Winter Park FL 32792 was last updated on 2026-04-03 23:12:03. Listing courtesy of KELLY PRICE & COMPANY LLC.
MLS

Map of 2820 Bear Island Pointe Winter Park FL 32792

Similar Homes For Sale

141 Glenridge Way, WINTER PARK
$3,250,000

MLS#MFRO6393616

141 Glenridge Way
Winter Park, FL 32789

5

5

3

7,714 SqFt

0.48 Acres

1529 Holts Grove Cir, WINTER PARK
$2,850,000

Windsong

1529 Holts Grove Cir
Winter Park, FL 32789

4

6

3

6,601 SqFt

0.37 Acres

2040 Randall Cir, WINTER PARK
Reduced
$3,350,000
$3,450,000

MLS#MFRO6386920

2040 Randall Cir
Winter Park, FL 32789

5

6

2

6,085 SqFt

0.27 Acres

611 Williams Dr, WINTER PARK
Under Contract
$2.995 Million

MLS#MFRO6387016

611 Williams Dr
Winter Park, FL 32789

5

5

2

6,066 SqFt

0.32 Acres

1581 Forest Ave, WINTER PARK
$3,495,000

MLS#MFRO6382377

1581 Forest Ave
Winter Park, FL 32789

4

6

2

5,979 SqFt

0.39 Acres

1117 Kenwood Ave, WINTER PARK
$3,978,900

MLS#MFRO6389970

1117 Kenwood Ave
Winter Park, FL 32789

4

5

2

5,793 SqFt

0.39 Acres

Zev Freidus Broker / President
Zev Freidus
Broker / President
561-235-2161
Call Me
Text Me
Email Me
When clicking Submit Request, you are registering to this website and agreeing that ZFC Real Estate, its affiliates or associated third parties may contact you, including with calls or texts by automated means. You also agree to our Terms of Use and Privacy Policy

The data relating to homes for sale or lease or other real estate for sale or for rent on the ZFC website comes in part from a cooperative data exchange program of the MLS in which this Broker participates. The real estate displayed may not be all of the homes in the database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Homes for sale that are listed by Brokers other than this Broker are marked with either the listing Broker's name or the MLS name or a logo provided by the MLS and the details page about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. ZFC, the Florida Association of Realtors and its cooperating Multiple Listing Services do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law including the fair housing act prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.

Currency