2873 Old Castle DriveWinter Park, FL 32792Price: $1,395,000

  • Price: $1,395,000
  • Est. Mortgage of $/month
  • 1 Day on Market
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$/month over payments
Federal 30-year interest rate: 6.71% last updated on Sep 3, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
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2873 Old Castle Drive Winter Park FL 327922873 Old Castle Drive Winter Park FL 327922873 Old Castle Drive Winter Park FL 327922873 Old Castle Drive Winter Park FL 327922873 Old Castle Drive Winter Park FL 327922873 Old Castle Drive Winter Park FL 327922873 Old Castle Drive Winter Park FL 327922873 Old Castle Drive Winter Park FL 327922873 Old Castle Drive Winter Park FL 327922873 Old Castle Drive Winter Park FL 327922873 Old Castle Drive Winter Park FL 327922873 Old Castle Drive Winter Park FL 327922873 Old Castle Drive Winter Park FL 327922873 Old Castle Drive Winter Park FL 327922873 Old Castle Drive Winter Park FL 327922873 Old Castle Drive Winter Park FL 327922873 Old Castle Drive Winter Park FL 327922873 Old Castle Drive Winter Park FL 327922873 Old Castle Drive Winter Park FL 327922873 Old Castle Drive Winter Park FL 327922873 Old Castle Drive Winter Park FL 327922873 Old Castle Drive Winter Park FL 327922873 Old Castle Drive Winter Park FL 327922873 Old Castle Drive Winter Park FL 327922873 Old Castle Drive Winter Park FL 327922873 Old Castle Drive Winter Park FL 327922873 Old Castle Drive Winter Park FL 327922873 Old Castle Drive Winter Park FL 327922873 Old Castle Drive Winter Park FL 327922873 Old Castle Drive Winter Park FL 327922873 Old Castle Drive Winter Park FL 327922873 Old Castle Drive Winter Park FL 327922873 Old Castle Drive Winter Park FL 327922873 Old Castle Drive Winter Park FL 327922873 Old Castle Drive Winter Park FL 327922873 Old Castle Drive Winter Park FL 327922873 Old Castle Drive Winter Park FL 327922873 Old Castle Drive Winter Park FL 327922873 Old Castle Drive Winter Park FL 327922873 Old Castle Drive Winter Park FL 327922873 Old Castle Drive Winter Park FL 327922873 Old Castle Drive Winter Park FL 327922873 Old Castle Drive Winter Park FL 327922873 Old Castle Drive Winter Park FL 327922873 Old Castle Drive Winter Park FL 327922873 Old Castle Drive Winter Park FL 327922873 Old Castle Drive Winter Park FL 327922873 Old Castle Drive Winter Park FL 327922873 Old Castle Drive Winter Park FL 327922873 Old Castle Drive Winter Park FL 327922873 Old Castle Drive Winter Park FL 327922873 Old Castle Drive Winter Park FL 327922873 Old Castle Drive Winter Park FL 327922873 Old Castle Drive Winter Park FL 327922873 Old Castle Drive Winter Park FL 327922873 Old Castle Drive Winter Park FL 327922873 Old Castle Drive Winter Park FL 327922873 Old Castle Drive Winter Park FL 327922873 Old Castle Drive Winter Park FL 327922873 Old Castle Drive Winter Park FL 327922873 Old Castle Drive Winter Park FL 327922873 Old Castle Drive Winter Park FL 327922873 Old Castle Drive Winter Park FL 327922873 Old Castle Drive Winter Park FL 327922873 Old Castle Drive Winter Park FL 32792
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  • 4Bedrooms
  • 0.59Acreage
  • 4Bathrooms
  • 1993Year Built
Welcome to 2873 Old Castle Drive, an exceptional property located within the sought-after gated community of Bear Gully Pointe in Winter Park. Nestled along the shores of Bear Lake, a 137- acre spring-fed lake, this stunning estate-like property sits on more than half an acre and is surrounded by lush landscaping, mature trees and beautifully maintained grounds. From the moment you arrive, the long, newly paved driveway sets the tone for what awaits. Meticulously maintained, this impressive home offers 4 bedrooms, 4 full bathrooms, a dedicated office and a spacious upstairs loft/bonus room. The dramatic entry features soaring ceilings, expansive windows and sliding glass doors that draw your attention to the pool and picturesque backyard. The formal dining room, accented by coffered ceilings, flows seamlessly into the beautifully appointed kitchen through a wet bar and wine closet. Completely reimagined down to the studs in 2016, the kitchen features gorgeous marble countertops, custom cabinetry with built-in drawers, a brand-new gas cooktop, double wall ovens, Sub-Zero refrigerator, generous breakfast nook and a large picture window overlooking the pool. The kitchen opens directly to the spacious family room, where soaring ceilings, floor- to-ceiling windows, a gas fireplace and custom built-in cabinetry create an inviting gathering space. A secondary bedroom and full bathroom are conveniently located just off the family room. The expansive downstairs primary suite is a true retreat, featuring tall ceilings, abundant windows and a French door providing direct access to the pool and lanai. Completely remodeled in 2019, the luxurious primary bath offers two separate vanities with dual sinks, a spacious shower with dual shower heads, a beautiful soaking tub and a custom walk-in closet. Just beyond the primary suite is a dedicated office and convenient pool bath. Upstairs, a separate living area provides exceptional flexibility with a generous loft/bonus room, two spacious bedrooms and a full bath featuring dual sinks, a soaking tub and separate shower. Designed with entertaining in mind, the home's indoor and outdoor spaces blend effortlessly together. The heated pool and spa are surrounded by a covered, screened lanai and a lush backyard oasis complete with mature trees and charming walking paths-creating a private setting for relaxing or entertaining. Bear Gully Pointe offers sidewalks throughout the community, a tennis court, playground and a brand-new gazebo overlooking Bear Lake. Ideally located just minutes from downtown Winter Park, Trinity Preparatory School, Winter Springs and Oviedo. Additional updates include a 2021 roof, 2022 gas water heater, 2024 re-pipe, 2016 pool resurfacing, 2025 driveway, 2022 exterior paint and hardwood flooring downstairs added in 2013.
Listing Courtesy of FANNIE HILLMAN & ASSOCIATES

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More Info

Location Information

  • Road Frontage DescriptionAsphalt

School Information

  • Elementary SchoolEastbrook Elementary
  • High SchoolLake Howell High
  • Junior HighTuskawilla Middle

Parking

  • Parking Features Driveway, Garage Door Opener, Garage Faces Side, Oversized

Location

  • Address2873 Old Castle Drive
  • AreaWinter Park/Aloma
  • CountySeminole
  • Exterior Features Sidewalk
  • StateFL
  • SubdivisionBear Gully Pointe
  • TownWinter Park
  • Township 21
  • Zip32792

Utilities

  • Cooling Central Air, Zoned
  • Heating Central, Electric, Zoned
  • Laundry Features Inside, Laundry Room
  • Sewer Public Sewer
  • Utilities Electricity Connected, Natural Gas Connected, Sewer Connected, Underground Utilities, Water Connected
  • Water Source Public

Amenities

  • Appliances IncludedBar Fridge, Built-In Oven, Cooktop, Dishwasher, Disposal, Gas Water Heater, Microwave, Refrigerator
  • Association Amenities Gated, Playground
  • Association Fee Includes Recreational Facilities
  • Association YN Yes
  • Community Features
    • Deed Restrictions
    • Gated Community - No Guard
    • Playground
    • Sidewalks
    • Street Lights
    • Tennis Court(s)
  • MFR Pet Restrictions See homeowners association rules and regulations
  • Other AmenitiesFireplace, Pool, Tennis
  • Other Equipment Irrigation Equipment
  • PetsYes
  • Pool Features Gunite, Heated, In Ground, Outside Bath Access, Screen Enclosure
  • Security Features Gated Community, Security System Owned, Smoke Detector(s)
  • Spa Features Heated, In Ground

Basic Information

  • List Price$1,395,000
  • ListingContractDate2026-09-08
  • MLS NumberO6438691
  • Mls Status Active
  • OriginalListPrice1395000
  • PostalCodePlus49421
  • PublicSurveyRange30
  • StatusACT

Rooms

  • Bedrooms4
  • Full Bath4
  • MFR Additional Rooms Bonus Room, Breakfast Room Separate, Den/Library/Office, Family Room, Formal Dining Room Separate, Formal Living Room Separate, Inside Utility

Building

  • Bathroom4
  • Construction Materials Stucco, Frame
  • FireplaceFamily Room, Gas
  • Fireplace YN Yes
  • Foundation Details Slab
  • GarageYes
  • Garage Spaces3
  • Levels Two
  • Patio And Porch Features Covered, Rear Porch, Screened
  • Property StyleCustom
  • RoofBuilt-Up, Shingle
  • Rooms10
  • Window Features Drapes, Shutters
  • Year Built1993

Water Body

  • MFR Water Access YN No
  • Pool Private YN Yes
  • Water ViewNo

Tax Information

  • Association Fee $500
  • Association Fee Frequency Quarterly
  • Fees$2,000
  • MFR Association Fee Requirement Required
  • Monthly HOA Amount $166
  • Tax Year 2025
  • Taxes$11,147
  • Total Monthly Fees $166

Basic Information

  • Property SubTypeSingle Family Residence
  • Property TypeResidential
  • Virtual TourView Tour

Property

  • ZoningPUD

Interior

  • Flooring Carpet, Marble, Tile, Wood
  • Furnished Unfurnished

Property Information

  • Acreage0.59
  • Attached Garage YN Yes
  • Building Area Total 5,575
  • BuildingAreaUnitsSquare Feet
  • LivingAreaUnitsSquare Feet
  • Lot DescriptionIn County, Landscaped, Oversized Lot, Sidewalk, Paved
  • Lot Size Square Feet 25,595
  • MFR Garage Dimensions 21x39
  • MFR Living Area Meters 394
  • MFR Lot Size Square Meters 2378
  • MFR Total Acreage 1/2 to less than 1
  • Square Feet4,247

Other

  • Building Area Source Owner
  • Date Listed09/08/2026
  • MFR Additional Lease Restrictions See homeowners association rules and regulations
  • MFR Exist Lse Tenant YN No
  • MFR Flood Zone Code X
  • MFR Flood Zone Date 2007-09-28
  • MFR Minimum Lease 6 Months
  • Status Change Timestamp2026-09-08T20:17:05
  • Vegetation Mature Landscaping, Wooded
Fusilier Realty Group
Fusilier Realty Group
Office: 407-281-8455
10016 Wellness Way
Orlando, FL 32832

Listings courtesy of StellarMLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of September 9, 2026 7:32 AM UTC. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. IDX information is provided exclusively for consumers’ personal noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end user license agreement.

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