Regan Jackson
ACME REAL ESTATE FLORIDA LLC
(689) 207-6591
221 Total Sales
5 in Lake Howell
$245K - $735K Price Range
Estimated Value: $1,129,949
Welcome 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
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
Regan Jackson
ACME REAL ESTATE FLORIDA LLC
(689) 207-6591
221 Total Sales
5 in Lake Howell
$245K - $735K Price Range
Rick Brown
KELLER WILLIAMS ADVANTAGE 2 REALTY
(689) 300-4372
257 Total Sales
8 in Lake Howell
$310K - $910K Price Range
Roo Klaers
COLDWELL BANKER REALTY
(321) 732-6108
82 Total Sales
1 in Lake Howell
$471,425 Price
Ian Trumbach
Florida Prestigious Homes Inc
(754) 354-9460
145 Total Sales
1 in Lake Howell
$469,900 Price
Deanna Meredith
LUXE PROPERTIES LLC
(844) 771-9834
172 Total Sales
2 in Lake Howell
$490K - $520K Price Range
Ginny Adkins
EXP REALTY LLC
(689) 210-4706
38 Total Sales
2 in Lake Howell
$200K - $485K Price Range
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 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 | View Prior Sale |
| 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 |
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| 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 |
|---|---|---|---|---|
| 2025 | $5,581 | $410,073 | ||
| 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 |
Seller's Agent in 2025
Drew Belani
COMPASS FLORIDA LLC
(407) 456-3226
3 in this area
68 Total Sales
Buyer's Agent in 2025
Erin Fang
FLORIDA REALTY INVESTMENTS
(407) 960-7898
2 in this area
47 Total Sales
Seller's Agent in 2021
Cliff Glansen
FLATFEE.COM
(954) 965-3990
2 in this area
5,355 Total Sales
Source: Stellar MLS
MLS Number: O6301897
APN: 36-21-30-510-0000-0410
Ask me questions while you tour the home.