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.
Sold for $1,165,000
$1,165,000
2832 Bear Island Point, Winter Park, FL 32792
5beds
3,983sqft
Single Family Residence
Built in 1999
10,667 Square Feet Lot
$1,135,400 Zestimate®
$292/sqft
$5,156 Estimated rent
Home value
$1,135,400
$1.02M - $1.26M
$5,156/mo
Zestimate® history
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List your homeWhat's special
Indoor pool and spaVersatile bedroomsGranite counter topsHigh ceilingsBuilt-in barbecue areaGourmet kitchenSpacious first-floor primary suite
Zillow last checked:
Listing updated:
Listed by:
Drew Belani 407-203-9441,
COMPASS FLORIDA LLC 407-203-9441
Bought with:
Erin Fang, 3248313
FLORIDA REALTY INVESTMENTS
Source: Stellar MLS,MLS#: O6301897
Originating MLS: Orlando Regional
Originating MLS: Orlando Regional
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 5
- Full bathrooms: 5
Rooms
- Room types: Den/Library/Office, Family Room
Primary bedroom
- Features: Walk-In Closet(s)
- Level: First
- Area: 322 Square Feet
- Dimensions: 14x23
Family room
- Level: First
- Area: 440 Square Feet
- Dimensions: 22x20
Kitchen
- Level: First
- Area: 224 Square Feet
- Dimensions: 16x14
Living room
- Level: First
- Area: 360 Square Feet
- Dimensions: 18x20
Heating
- Central
Cooling
- Central Air
Appliances
- Included: Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer
- Laundry: Laundry Room
Features
- Built-in Features, Ceiling Fan(s), Eating Space In Kitchen, Solid Surface Counters, Vaulted Ceiling(s), Walk-In Closet(s)
- Flooring: Carpet, Luxury Vinyl, Marble, Hardwood
- Has fireplace: Yes
- Fireplace features: Gas, Living Room
Interior area
- Total structure area: 5,183
- Total interior livable area: 3,983 sqft
Property
Parking
- Total spaces: 3
- Parking features: Driveway
- Attached garage spaces: 3
- Has uncovered spaces: Yes
- Details: Garage Dimensions: 21x28
Features
- Levels: Two
- Stories: 2
- Exterior features: Lighting
- Has private pool: Yes
- Pool features: Auto Cleaner, Heated, In Ground, Salt Water
- Has spa: Yes
- Spa features: In Ground
Lot
- Size: 10,667 Square Feet
Details
- Parcel number: 36213051000000410
- Zoning: R-1AA
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Block, Stucco
- Foundation: Slab
- Roof: Shingle
Condition
- New construction: No
- Year built: 1999
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Cable Connected, Electricity Connected
Community & HOA
Community
- Features: Gated Community - No Guard, Sidewalks
- Pet fee: $0 monthly
- Subdivision: CYPRESS RESERVE
HOA
- Has HOA: Yes
- HOA fee: $151 monthly
- HOA name: Vista Cam - Thadius Knowles
- HOA phone: 407-682-3443
Location
- Region: Winter Park
Financial & listing details
- Price per square foot: $292/sqft
- Tax assessed value: $927,478
- Annual tax amount: $4,618
- Date on market: 4/24/2025
- Cumulative days on market: 6 days
- Listing terms: Cash,Conventional,FHA,VA Loan
- Ownership: Fee Simple
- Total actual rent: 0
- Electric utility on property: Yes
- Road surface type: Paved
Price history
| Date | Event | Price |
|---|---|---|
| 6/17/2025 | Sold | $1,165,000$292/sqft |
Source:  Stellar MLS #O6301897 Report a problem | ||
| 5/13/2025 | Pending sale | $1,165,000$292/sqft |
Source: Stellar MLS #O6301897 Report a problem | ||
| 5/12/2025 | Listed for sale | $1,165,000$292/sqft |
Source: Stellar MLS #O6301897 Report a problem | ||
| 5/1/2025 | Pending sale | $1,165,000$292/sqft |
Source: Stellar MLS #O6301897 Report a problem | ||
| 4/24/2025 | Listed for sale | $1,165,000+53.5%$292/sqft |
Source: Stellar MLS #O6301897 Report a problem | ||
| 7/31/2024 | Listing removed | $759,000+1.2%$191/sqft |
Source: Stellar MLS #A4478778 Report a problem | ||
| 7/29/2021 | Sold | $750,000-1.2%$188/sqft |
Source: Public Record Report a problem | ||
| 5/5/2021 | Pending sale | $759,000-3.8%$191/sqft |
Source: Stellar MLS #A4478778 Report a problem | ||
| 1/19/2021 | Listing removed | -- |
Source: Stellar MLS Report a problem | ||
| 12/5/2020 | Price change | $789,000-3.2%$198/sqft |
Source: FLATFEE.COM #A4478778 Report a problem | ||
| 9/22/2020 | Listed for sale | $815,000+986.7%$205/sqft |
Source: FLATFEE.COM #A4478778 Report a problem | ||
| 1/14/1997 | Sold | $75,000$19/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $5,581 +17.8% | $410,073 +2.9% |
| 2024 | $4,736 +2.5% | $398,516 +3% |
| 2023 | $4,618 +2.6% | $386,909 +3% |
| 2022 | $4,503 -41.9% | $375,640 -28.4% |
| 2021 | $7,747 -4.9% | $524,294 -4.4% |
| 2020 | $8,143 -4.2% | $548,623 -2.4% |
| 2019 | $8,503 | $562,310 +10% |
| 2018 | $8,503 +8.7% | $511,191 +5% |
| 2017 | $7,820 +2.9% | $486,646 |
| 2016 | $7,596 -0.7% | $486,646 +8.7% |
| 2015 | $7,650 | $447,494 +3.8% |
| 2014 | $7,650 +28.8% | $431,198 +16.2% |
| 2013 | $5,941 +6.4% | $371,197 +2.2% |
| 2012 | $5,583 -5.5% | $363,224 -4.4% |
| 2011 | $5,906 -7.9% | $380,105 -7% |
| 2010 | $6,416 -9.7% | $408,569 -10.1% |
| 2009 | $7,103 -11.1% | $454,627 -14.3% |
| 2008 | $7,991 -2.2% | $530,604 -4.1% |
| 2007 | $8,172 -32.1% | $553,342 -25.9% |
| 2006 | $12,040 +44.2% | $747,101 +46.6% |
| 2005 | $8,352 +3% | $509,678 +6.3% |
| 2004 | $8,105 +8.3% | $479,578 +9.8% |
| 2003 | $7,486 +3.6% | $436,625 +5.3% |
| 2002 | $7,226 +26% | $414,648 +27.8% |
| 2000 | $5,735 | $324,360 |
Find assessor info on the county website
Neighborhood: 32792
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Nearby schools
GreatSchools rating
- 7/10Eastbrook Elementary SchoolGrades: PK-5Distance: 1.5 mi
- 8/10Tuskawilla Middle SchoolGrades: 6-8Distance: 1 mi
- 7/10Lake Howell High SchoolGrades: 9-12Distance: 1.3 mi
Schools provided by the listing agent
- Elementary: Eastbrook Elementary
- Middle: Tuskawilla Middle
- High: Lake Howell High
Source: Stellar MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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Estimated market value
$1,135,400
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Estimated market value
$1,135,400
- Florida
- Seminole County
- Winter Park
- 32792
- 2832 Bear Island Point
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