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2873 OLD CASTLE DRIVE

House For Sale
$1,395,000

BTC: 17.73680865

ETH: 551.27445169

2 days
4 bds
4 ba
4,247 sqft

Overview

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.

Location

Details

Type:
Residential
Parking:
Driveway / Garage Door Opener / Garage Faces Side / Oversized
Year Built:
1993
Lot:
0.59 Acres
Heating:
Central / Electric / Zoned
Price/sqft:
$328
Cooling:
Central Air / Zoned
HOA:
$500

Valuation

Our model vs. what's actually selling nearby.
Estimate
$1,522,000
$1.2M – $1.8M
Confidence Low
List vs. estimate
$127K below estimate
List $1,395,000 · -8.3%
Our model says this listing is priced below recent comparable activity. Expect competition.
Price per sq ft
$328
-22.3% vs. city median $422
Based on
6 MLS comparables
Median of recent comparable listings. Sold comps use closing price, active listings use list price.

Highlights

Annual tax
$11,147
2025
HOA
$500/qtr
Recreational Facilities
Pool
Gunite
Garage
3 car garage
Pets
Allowed
All facts and features
  • Flooring

    • Carpet

    • Marble

    • Porcelain Tile

    • Hardwood

    Heating

    • Central

    • Electric

    • Zoned

    Cooling

    • Central Air

    • Zoned

    Appliances

    • Bar Fridge

    • Built-In Oven

    • Cooktop

    • Dishwasher

    • Disposal

    • Gas Water Heater

    • Microwave

    • Refrigerator

    Other interior features

    • Built-in Features

    • Cathedral Ceiling(s)

    • Ceiling Fan(s)

    • Coffered Ceiling(s)

    • Crown Molding

    • Eating Space 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

    Bedrooms and bathrooms

    • Bedrooms: 4

    • Full bathrooms: 4

  • Parking

    • Driveway

    • Garage Door Opener

    • Garage Faces Side

    • Oversized

    Property

    • Levels: Two

    • Pool Private: Yes

    • Exterior Features: French Doors / Irrigation System / Sidewalk / Sliding Doors

    Lot

    • Lot: 0.59 Acres

    Other Property Information

    • Parcel Number: 36213050800000020

    • Zoning: PUD

  • Type and style

    • Property Type: Residential

    • Property Sub Type: Single Family Residence

  • Utility

    • Electricity Connected

    • Natural Gas Connected

    • Sewer Connected

    • Street Lights

    • Underground Utilities

    • Water Connected

  • Other financial information

    • HOA: $500

    • HOA Frequency: Quarterly

    • Annual tax amount: $11,148

  • Source details

    • MLS ID: O6438691

    Other facts

    • Construction Materials: Stucco / Wood Frame

    • Foundation Details: Slab

    • Fireplace Features: Family Room / Gas

    • Laundry Features: Inside / Laundry Room

    • Lot Features: In County / Landscaped / Oversized Lot / Sidewalk

    • Patio And Porch Features: Covered / Rear Porch / Screened

    • Pool Features: Gunite / Heated / In Ground / Outside Bath Access / Screen Enclosure

    • Window Features: Drapes / Shutters

    • Direction Faces: West

    • Architectural Style: Custom

    • Fireplace: Yes

    • Garage Spaces: 3

    • Attached Garage: Yes

    • Garage: Yes

    • Living Area: 4247

    • Water Source: Public

    • Subdivision Name: BEAR GULLY POINTE

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The multiple listing information is provided by the Stellar MLS from a copyrighted compilation of listings. The compilation of listings and each individual listing are ©2026-present Stellar MLS. All Rights Reserved. The information provided is 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. All properties are subject to prior sale or withdrawal. All information provided is deemed reliable but is not guaranteed accurate, and should be independently verified. Listing courtesy of: FANNIE HILLMAN & ASSOCIATES