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$1,010,000

  • Sold
  • Closed
  • Single Family
  • 5 Beds
  • 4 Full Baths
  • 1 Partial Bath
  • 3,839 Sq. Ft.
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Welcome to this beautifully designed executive pool home with private in-law quarters, nestled on an oversized corner lot in the gated community of Bear Gully Pointe in Winter Park. Thoughtfully crafted with architectural elegance, this residence features timeless details including plantation shutters, crown molding, and hardwood flooring throughout the first floor. Step inside and be greeted by soaring ceilings, a sweeping circular staircase, and expansive views of the screened lanai and sparkling pool and spa. The bright, open layout includes a spacious first-floor primary suite with a sitting area, spa-like bath, and a custom walk-in closet, as well as a second bedroom conveniently located on the main level. Upstairs you'll find two additional bedrooms, two full bathrooms, and a versatile loft. Ideal for multi-generational living or guest privacy, the detached in-law suite offers its own living space, full bath, and private access from across the pool. At the heart of the home is a gourmet kitchen equipped with granite countertops, stainless steel appliances, gas cooktop, double ovens, center island, butler's pantry, oversized walk-in pantry, and a cozy breakfast nook-perfect for entertaining. Additional features include a generous laundry room with washer and dryer, a spacious 3-car side-entry garage with epoxy floors, gas water heater, circular front drive, extended side driveway, and beautifully manicured landscaping. Bear Gully Pointe offers community tennis courts and a playground, all just minutes from Trinity Prep, major highways, UCF, and Orlando International Airport. This is Florida living at its finest.

Full Property Details for 2880 Old Castle Dr

General

  • Sold For: $1,010,000
  • HOA FEE: $167/month
  • HOA FEE FREQ.: Quarterly
  • Taxes: $8,350 (2024)
  • Status: Closed
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: O6313631
  • Added to Site: 230 day(s) ago

Rental Information

  • Min. Lease: 7 Months

Interior

  • Number of Rooms: 8
  • Interior Features: Eating Space In Kitchen, High Ceilings, Kitchen and Family Room Combination, Open Floorplan, Primary Bedroom Main Floor, Solid Wood Cabinets, Stone Counters, Vaulted Ceiling(s), Walk-In Closet(s), Window Treatments
  • Fireplace: Yes
  • Fireplace(s): Family Room, Wood Burning
  • Appliances: Dishwasher, Disposal, Range, Refrigerator
  • Flooring: Carpet, Ceramic Tile, Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 5
  • Full Bathrooms: 4
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 5

Other Rooms

  • Laundry: Inside, Laundry Room

Additional Information

  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: Gunite, In Ground
  • Spa: Yes
  • Spa Description: In Ground

Exterior

  • Exterior Features: Irrigation System, Sidewalk, Sliding Doors

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 3
  • Covered Spaces: 3

Location

  • Area: 32792 - Winter Park/Aloma
  • County: Seminole
  • Development Name: 32792 - Winter Park/Aloma
  • Subdivision: BEAR GULLY POINTE
  • Driving Directions: From 436 and ALOMA, go East on SR 426/ALOMA just past Trinity Prep and then turn left onto Bear Gully Road and Rt into Bear Gully Pointe Subdivision through Gate on Old Castle Road; house is on the left.
  • Direction Faces: Northeast

Community

  • Community Name: 32792 - Winter Park/Aloma
  • Association: Yes
  • Assoc. Name: Michael Leqve

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Cable Connected, Natural Gas Connected, Public, Sewer Connected

Structural Information

  • Exterior Const.: Stucco
  • Roof: Shingle
  • Windows: Blinds
  • Stories/Levels: Two
  • Square Feet: 3,839
  • Sq. Ft. Source: Public Records
  • Living Area: 3,839 Sq. Ft.
  • Year Built: 1993

Lot Features

  • Lot Size (Acres): 0.41
  • Lot Size (Sq. Ft.): 17,764
  • Lot Size: 17764
  • Street/Road Desc.: Asphalt

Financial Considerations

  • Association Fee: $500
  • Assoc Fee Freq.: Quarterly
  • Assoc Fee Desc.: Required
  • Tax Amount: $8,350.72
  • Tax Year: 2024

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: LOT 52 BEAR GULLY POINTE PB 44 PGS 7 TO 9
  • Flood Zone Info: x
  • APN: 36213050800000520
  • Property ID: 36213050800000520

Listed by Corcoran Premier Realty
Sold by Re/Max 200 Realty

Listing agent

— 2880 Old Castle Dr —

  • Corcoran Premier Realty

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 2880 Old Castle Dr

School District:Seminole County School District
NameGradesDistance
Eastbrook Elementary School
5525 Tangerine Avenue, Winter Park, FL 32792
K-51.1 mi
Tuskawilla Middle School
1801 Tuskawilla Road, Oviedo, FL 32765
6-81.2 mi
Lake Howell High School
4200 Dike Road, Winter Park, FL 32792
9-121.2 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 2880 Old Castle Dr

Date
Details
Price
Change
Source
9/30/2025
Sold
$1,010,000
-8.18%
MLS
7/24/2025
Price Reduced
$1,100,000
-1.79%
MLS
7/07/2025
Price Reduced
$1,120,000
-0.44%
MLS
5/31/2025
Listed
$1,125,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Listed by Corcoran Premier Realty
Sold by Re/Max 200 Realty

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2880 Old Castle Drive, Winter Park, FL 32792 (MLS# O6313631) is a Single Family property that was sold at $1,010,000 on September 30, 2025. Want to learn more about 2880 Old Castle Drive? Do you have questions about finding other Single Family real estate for sale in Winter Park? You can browse all Winter Park real estate or contact a Coldwell Banker agent to request more information.