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$1,395,000
Active
2873 OLD CASTLE DRIVE
WINTER PARK, FL 32792 — BEAR GULLY POINTE
4 Beds
4 Baths
4,247 sqft
0.59 acres
Built 1993
3-Car Garage
About This Property
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.
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.
Property Details
Basics
- Property Type
- Residential
- Property Subtype
- Single Family Residence
- MLS Number
- O6438691
- Year Built
- 1993
- Levels
- Two
- Architectural Style
- Custom
- Additional Rooms
- Bonus Room,Breakfast Room Separate,Den/Library/Office,Family Room,Formal Dining Room Separate,Formal Living Room Separate,Inside Utility
- Direction Faces
- West
- Occupant Type
- Owner
Size & Structure
- Living Area
- 4,247 sqft
- Total Area
- 5,575 sqft
- Lot Size
- 0.59 acres
- Lot Sq Ft
- 25,595 sqft
- Bedrooms
- 4
- Full Baths
- 4
- Garage Spaces
- 3
Interior
- Flooring
- Carpet, Marble, Tile, Wood
- Appliances
- Bar Fridge, Built-In Oven, Cooktop, Dishwasher, Disposal, Gas Water Heater, Microwave, Refrigerator
- Interior Features
- Built-in Features, Cathedral Ceiling(s), Ceiling Fans(s), Coffered Ceiling(s), Crown Molding, Eat-in Kitchen, High Ceilings, Kitchen/Family Room Combo, Primary Bedroom Main Floor, Solid Wood Cabinets, Split Bedroom, Stone Counters, Tray Ceiling(s), Walk-In Closet(s), Wet Bar, Window Treatments
- Laundry
- Inside, Laundry Room
- Windows
- Drapes, Shutters
- Fireplace
- Yes — Family Room, Gas
- Furnished
- Unfurnished
- A/C
- Central Air, Zoned
- Heating
- Central, Electric, Zoned
Exterior & Lot
- Exterior Features
- Sidewalk
- Construction
- Stucco, Frame
- Roof
- Built-Up, Shingle
- Foundation
- Slab
- Patio/Porch
- Covered, Rear Porch, Screened
- Lot Features
- In County, Landscaped, Oversized Lot, Sidewalk, Paved
Water & Pool
- Pool
- Yes — Gunite, Heated, In Ground, Outside Bath Access, Screen Enclosure
- Spa
- Yes — Heated, In Ground
Community & HOA
- HOA
- Yes
- HOA Fee
- $500/Quarterly
- HOA Amenities
- Gated, Playground
- Community Features
- Deed Restrictions, Gated Community - No Guard, Playground, Sidewalks, Tennis Court(s), Street Lights
- Pets Allowed
- Yes
- Security
- Gated Community, Security System Owned, Smoke Detector(s)
Utilities & Systems
- Water
- Public
- Sewer
- Public Sewer
- Utilities
- Electricity Connected, Natural Gas Connected, Sewer Connected, Underground Utilities, Water Connected
- Cooling
- Central Air, Zoned
- Heating
- Central, Electric, Zoned
- Flood Zone
- X
- Parking
- Driveway, Garage Door Opener, Garage Faces Side, Oversized
Financial
- List Price
- $1,395,000
- Annual Taxes
- $11,148
- Tax Year
- 2025
- Listing Terms
- Cash, Conventional
- Special Conditions
- None
Schools
- Elementary
- Eastbrook Elementary
- Middle School
- Tuskawilla Middle
- High School
- Lake Howell High