2832 Bear Island Pointe Winter Park, FL 32792
Lake Howell Neighborhood
5
Beds
5
Baths
3,983
Sq Ft
10,667
Sq Ft Lot
Highlights
- Heated In Ground Pool
- Gated Community
- Vaulted Ceiling
- Lake Howell High School Rated A-
- Living Room with Fireplace
- Marble Flooring
About This Home
As of June 2025Welcome to 2832 Bear Island Pointe in Winter Park's premier gated community, Cypress Reserve! This meticulously maintained estate-like home is move-in-ready with 5 bedrooms plus a large office room with its own bathroom and separate exterior entry. Nestled near the serene Bear Gully Lake, this stunning residence offers the perfect blend of elegance, convenience, and resort-style living. The thoughtfully designed floor plan features a spacious first-floor primary suite with a spa-like ensuite, including double vanities, a soaking tub, a walk-in shower, and a generous walk-in closet (11x13 ft). A gourmet kitchen with granite counter tops and stainless steel appliances makes meal preparation effortless, while the formal living and dining rooms provide an ideal setting for entertaining. With five versatile bedrooms, there is plenty of space for guest rooms, home offices, a gym, or a library. High ceilings (11 feet) throughout the home enhance the open and airy feel. The laundry room is equipped with a stackable washer and dryer, built-in cabinets, and a sink for added convenience. The outdoor space is an entertainer’s dream, featuring a large screened-in pavered patio, an indoor pool and spa, and a built-in barbecue area perfect for hosting gatherings. A spiral staircase leads to a private balcony off the primary suite, offering a peaceful retreat with beautiful views. This home is also equipped with solar panels (owner owned), providing an energy-efficient solution that helps reduce utility costs while promoting sustainable living. Perfectly positioned between world-famous beaches and major attractions, this home is just minutes from top-rated schools, including UCF, Rollins College, Trinity Prep, and The Master's Academy. It also offers easy access to Orlando International Airport, premier healthcare facilities, and the scenic Seminole Trail. Experience the best of Winter Park living in this exceptional home. Schedule your private showing today.
Last Agent to Sell the Property
COMPASS FLORIDA LLC License #3235743 Listed on: 04/24/2025
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $4,618
Year Built
- Built in 1999
Lot Details
- 10,667 Sq Ft Lot
- North Facing Home
- Property is zoned R-1AA
HOA Fees
- $151 Monthly HOA Fees
Parking
- 3 Car Attached Garage
- Driveway
Home Design
- Slab Foundation
- Shingle Roof
- Block Exterior
- Stucco
Interior Spaces
- 3,983 Sq Ft Home
- 2-Story Property
- Built-In Features
- Vaulted Ceiling
- Ceiling Fan
- Gas Fireplace
- Family Room
- Living Room with Fireplace
- Den
Kitchen
- Eat-In Kitchen
- Range
- Microwave
- Dishwasher
- Solid Surface Countertops
- Disposal
Flooring
- Wood
- Carpet
- Marble
- Luxury Vinyl Tile
Bedrooms and Bathrooms
- 5 Bedrooms
- Walk-In Closet
- 5 Full Bathrooms
Laundry
- Laundry Room
- Dryer
- Washer
Pool
- Heated In Ground Pool
- In Ground Spa
- Saltwater Pool
- Auto Pool Cleaner
Outdoor Features
- Exterior Lighting
Schools
- Eastbrook Elementary School
- Tuskawilla Middle School
- Lake Howell High School
Utilities
- Central Heating and Cooling System
- Electric Water Heater
- Cable TV Available
Listing and Financial Details
- Visit Down Payment Resource Website
- Tax Lot 41
- Assessor Parcel Number 36-21-30-510-0000-0410
Community Details
Overview
- Vista Cam Thadius Knowles Association, Phone Number (407) 682-3443
- Cypress Reserve Subdivision
Security
- Gated Community
Ownership History
Date
Name
Owned For
Owner Type
Purchase Details
Listed on
Apr 24, 2025
Closed on
Jun 17, 2025
Sold by
Gersdorf Gregory W and Gregory W & Jennifer J Gersdorf Trust
Bought by
Fang Ray and Lu Jianna
Seller's Agent
Drew Belani
COMPASS FLORIDA LLC
Buyer's Agent
Erin Fang
FLORIDA REALTY INVESTMENTS
List Price
$1,165,000
Sold Price
$1,165,000
Views
33
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
-52.16%
Original Mortgage
$932,000
Outstanding Balance
$932,000
Interest Rate
6.76%
Mortgage Type
New Conventional
Estimated Equity
$166,262
Purchase Details
Listed on
Sep 22, 2020
Closed on
Jul 23, 2021
Sold by
Horgan James and Horgan Patrice
Bought by
Gersdorf Gregory W and Gersdorf Jennifer J
Seller's Agent
Cliff Glansen
FLATFEE.COM
Buyer's Agent
Drew Belani
COMPASS FLORIDA LLC
List Price
$759,000
Sold Price
$750,000
Premium/Discount to List
-$9,000
-1.19%
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
12.02%
Original Mortgage
$525,000
Interest Rate
2.1%
Mortgage Type
New Conventional
Purchase Details
Closed on
Jan 17, 1997
Sold by
Centex Real Estate Corp
Bought by
Scott L Philpot Inc
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$64,395
Interest Rate
7.43%
Mortgage Type
Balloon
Purchase Details
Closed on
Jan 14, 1997
Sold by
Scott L Philpot Inc
Bought by
Horgan James and Horgan Patrice
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$64,395
Interest Rate
7.43%
Mortgage Type
Balloon
Similar Homes in Winter Park, FL
Create a Home Valuation Report for This Property
The Home Valuation Report is an in-depth analysis detailing your home's value as well as a comparison with similar homes in the area
Home Values in the Area
Average Home Value in this Area
Purchase History
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Warranty Deed | $1,165,000 | Attorneys Key Title | |
| Warranty Deed | $750,000 | Destination Title Llc | |
| Warranty Deed | $75,000 | -- | |
| Warranty Deed | $75,000 | -- |
Source: Public Records
Mortgage History
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Open | $932,000 | New Conventional | |
| Previous Owner | $525,000 | New Conventional | |
| Previous Owner | $432,000 | Credit Line Revolving | |
| Previous Owner | $225,000 | Credit Line Revolving | |
| Previous Owner | $306,000 | New Conventional | |
| Previous Owner | $64,395 | Balloon | |
| Previous Owner | $64,395 | Balloon |
Source: Public Records
Property History
| Date | Event | Price | Change | Sq Ft Price |
|---|---|---|---|---|
| 06/17/2025 06/17/25 | Sold | $1,165,000 | 0.0% | $292 / Sq Ft |
| 05/12/2025 05/12/25 | Pending | -- | -- | -- |
| 05/12/2025 05/12/25 | For Sale | $1,165,000 | 0.0% | $292 / Sq Ft |
| 04/30/2025 04/30/25 | Pending | -- | -- | -- |
| 04/24/2025 04/24/25 | For Sale | $1,165,000 | +55.3% | $292 / Sq Ft |
| 07/30/2021 07/30/21 | Sold | $750,000 | -1.2% | $188 / Sq Ft |
| 05/04/2021 05/04/21 | Pending | -- | -- | -- |
| 03/31/2021 03/31/21 | Price Changed | $759,000 | 0.0% | $191 / Sq Ft |
| 03/31/2021 03/31/21 | For Sale | $759,000 | +1.2% | $191 / Sq Ft |
| 03/23/2021 03/23/21 | Off Market | $750,000 | -- | -- |
| 12/04/2020 12/04/20 | Price Changed | $789,000 | -3.2% | $198 / Sq Ft |
| 09/21/2020 09/21/20 | For Sale | $815,000 | -- | $205 / Sq Ft |
Source: Stellar MLS
Tax History Compared to Growth
Tax History
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2024 | $5,316 | $398,516 | -- | -- |
| 2023 | $5,198 | $386,909 | $0 | $0 |
| 2021 | $7,747 | $524,294 | $105,000 | $419,294 |
| 2020 | $8,143 | $548,623 | $0 | $0 |
| 2019 | $8,503 | $569,643 | $0 | $0 |
| 2018 | $7,820 | $511,191 | $0 | $0 |
| 2017 | $7,596 | $486,646 | $0 | $0 |
| 2016 | $7,650 | $486,646 | $0 | $0 |
| 2015 | $6,521 | $447,494 | $0 | $0 |
| 2014 | $6,521 | $431,198 | $0 | $0 |
Source: Public Records
Agents Affiliated with this Home
-
Drew Belani
Seller's Agent in 2025
Drew Belani
COMPASS FLORIDA LLC
(407) 456-3226
3 in this area
60 Total Sales
-
Erin Fang
Buyer's Agent in 2025
Erin Fang
FLORIDA REALTY INVESTMENTS
(407) 960-7898
2 in this area
51 Total Sales
-
Cliff Glansen
Seller's Agent in 2021
Cliff Glansen
FLATFEE.COM
(954) 965-3990
4 in this area
5,885 Total Sales
Map
Source: Stellar MLS
MLS Number: O6301897
APN: 36-21-30-510-0000-0410
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