2880 Old Castle Dr, Winter Park, FL 32792
$1,125,000
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Home Description
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.
- Private Pool: True
- Pool Features: Gunite,In Ground
- Spa Features: In Ground
- Interior Features: Eat-in Kitchen,High Ceilings,Kitchen/Family Room Combo,Open Floorplan,Primary Bedroom Main Floor,Solid Wood Cabinets,Stone Counters,Vaulted Ceiling(s),Walk-In Closet(s),Window Treatments
- Appliances: Dishwasher,Disposal,Range,Refrigerator
- Fireplace Desc: Family Room,Wood Burning
- Floor Covering: Carpet,Ceramic Tile,Wood
- Additional Rooms: Formal Dining Room Separate,Formal Living Room Separate,Inside Utility,Interior In-Law Suite w/Private Entry
- Exterior Features: Sidewalk,Sliding Doors
- Exterior Contruction: Stucco
- Foundation: Slab
- Front Exposure: Northeast
- Roof: Shingle
- Building Sqft: 5133
Available now at $1,125,000
Approximate Room Sizes / Descriptions
| Living Room | 21x16 | First | Wood |
| Kitchen | 16x16 | First | Wood |
| Family Room | 18x16 | First | Wood |
| Primary Bedroom | 31x14 | First | Carpet |
| Bedroom 4 | 13x11 | Second | Carpet |
| Bedroom 2 | 14x12 | First | Carpet |
| Bedroom 3 | 15x13 | Second | Carpet |
| Bedroom 5 | 21x15 | First | Carpet |
- Attached Garage: True
- Garage: True
- Garage Spaces: 3
- Carport: False
- Carport Spaces: 0
- Air Conditioning: Central Air
- Heating: Central
- Utilities: Cable Connected,Natural Gas Connected,Public,Sewer Connected
- Lot Sqft: 17764.00
- Lot Acres: 0.4100
- Total Acre: 1/4 to less than 1/2
- Lot Num: 52
- HOA Fees: $500 Quarterly
- HOA Monthly Amount: $167
- HOA/Community Assoc: Required
- Senior Community: False
- Style: Single Family Residence
- Location: Corner Lot
- Building Num Floors: 2
- Pets Allowed: Yes
- : 407-965-1155
Neighborhood
The average asking price of a 5 bedroom Winter Park home in this zip code is
$1,085,150 (3.5% less than this home).
This home is priced at $293/sqft,
which is 4.2% less than similar homes
in the 32792 zip code.
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Financial
- Approx Payment:$5,473*
- Taxes:$8,351
Area Stats
These statistics are updated daily from the My Florida Regional MLS. For further analysis or
to obtain statistics not shown below please call EasyStreet Realty at
(407) 718-3706 and speak with one of our real estate consultants.
Popular Homes
$503,690
$440,000
135
1.5%
58.5%
90
$530,456
$487,000
582
0.7%
51.9%
84
$824,436
$689,000
19
5.3%
52.6%
62
$418,705
$407,500
102
2.0%
52.0%
64
$1,286,278
$1,012,495
54
0.0%
55.6%
100
$673,600
$675,000
18
0.0%
38.9%
293
$961,614
$800,000
21
0.0%
38.1%
44
$581,149
$499,000
734
0.5%
56.4%
79
$873,182
$715,000
11
0.0%
36.4%
57
$472,487
$404,000
285
1.1%
59.3%
84
$431,543
$419,900
79
0.0%
34.2%
93
$517,487
$439,970
2366
1.8%
52.0%
107
$734,486
$544,900
211
1.4%
55.5%
77
$977,188
$619,000
103
1.9%
60.2%
84
$569,270
$538,990
153
0.0%
47.1%
78
$1,535,743
$1,104,869
48
0.0%
58.3%
133
$526,058
$480,000
166
1.2%
46.4%
75
$682,533
$499,000
3117
1.8%
51.5%
80
$703,764
$600,000
248
0.8%
50.4%
71
$320,640
$311,545
264
1.9%
51.9%
125
$1,766,433
$1,050,000
107
2.8%
50.5%
145
$808,103
$575,000
23
0.0%
52.2%
342
$510,910
$419,990
395
1.3%
52.7%
87
$606,336
$450,000
102
1.0%
47.1%
88
$2,031,940
$1,297,950
282
0.4%
46.1%
90
$855,456
$714,950
610
0.5%
51.5%
87
$630,712
$499,450
146
0.0%
44.5%
70
Listing Courtesy of CORCORAN PREMIER REALTY.
For information or to schedule a viewing of this property (MLS# O6313631), call: 407 718 3706
2880 Old Castle Dr, Winter Park FL is a single family home of 3839 sqft and
is currently priced at $1,125,000
.
This single family home has 5 bedrooms.
A comparable home for sale at 4030 Cool Water Ct in Winter Park is listed at $675,000.
In addition to single family homes, EasyStreet also makes it easy to find Homes, Condos, New Homes and Foreclosures
in Winter Park, FL.
Waters Edge At Hawks Crest, Sanctuary At Lake Ann and Cypress Reserve are nearby neighborhoods.
MLS O6313631 has been posted on this site since 5/31/2025 (today).
2025
7/1/2025.