Seller's Agent in 2025
Jennifer King
CORCORAN PREMIER REALTY
(407) 595-3272
2 in this area
98 Total Sales
2880 Old Castle Dr Winter Park, FL 32792
Lake Howell Neighborhood
5
Beds
4.5
Baths
3,839
Sq Ft
0.41
Acres
Highlights
- In Ground Pool
- Open Floorplan
- Vaulted Ceiling
- 0.41 Acre Lot
- Family Room with Fireplace
- Wood Flooring
About This Home
As of September 2025Welcome 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.
Last Agent to Sell the Property
CORCORAN PREMIER REALTY Brokerage Phone: 407-965-1155 License #3012268 Listed on: 05/31/2025
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $8,351
Year Built
- Built in 1993
Lot Details
- 0.41 Acre Lot
- Northeast Facing Home
- Corner Lot
- Irrigation Equipment
- Property is zoned PUD
HOA Fees
- $167 Monthly HOA Fees
Parking
- 3 Car Attached Garage
Home Design
- Slab Foundation
- Shingle Roof
- Stucco
Interior Spaces
- 3,839 Sq Ft Home
- 2-Story Property
- Open Floorplan
- Crown Molding
- Vaulted Ceiling
- Wood Burning Fireplace
- Plantation Shutters
- Blinds
- Sliding Doors
- Family Room with Fireplace
- Family Room Off Kitchen
- Separate Formal Living Room
- Formal Dining Room
- Inside Utility
- Laundry Room
Kitchen
- Breakfast Area or Nook
- Eat-In Kitchen
- Walk-In Pantry
- Double Oven
- Range
- Dishwasher
- Stone Countertops
- Solid Wood Cabinet
- Disposal
Flooring
- Wood
- Carpet
- Ceramic Tile
Bedrooms and Bathrooms
- 5 Bedrooms
- Primary Bedroom on Main
- Walk-In Closet
- In-Law or Guest Suite
Pool
- In Ground Pool
- In Ground Spa
- Gunite Pool
Utilities
- Central Heating and Cooling System
- Natural Gas Connected
- Cable TV Available
Community Details
- Michael Leqve Association
- Bear Gully Pointe Subdivision
Listing and Financial Details
- Visit Down Payment Resource Website
- Tax Lot 52
- Assessor Parcel Number 36-21-30-508-0000-0520
Matterport 3D Tour
Floorplans
Ownership History
Date
Name
Owned For
Owner Type
Purchase Details
Listed on
May 31, 2025
Closed on
Sep 30, 2025
Sold by
Cochran Steve Andrew and Cochran Karen Smith
Bought by
Moore Marina Michelle and Dookeran Ronald E
Seller's Agent
Jennifer King
CORCORAN PREMIER REALTY
Buyer's Agent
Abby Nelson
RE/MAX 200 REALTY
List Price
$1,100,000
Sold Price
$1,010,000
Premium/Discount to List
-$90,000
-8.18%
Views
1158
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
16.74%
Original Mortgage
$959,500
Outstanding Balance
$959,500
Interest Rate
6.25%
Mortgage Type
New Conventional
Estimated Equity
$88,721
Purchase Details
Closed on
May 13, 2016
Sold by
Piedrahita Alfredo and Piedrahita Carmen
Bought by
Cochran Steve Andrew and Cochran Karen Smith
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$605,000
Interest Rate
3.59%
Mortgage Type
New Conventional
Purchase Details
Closed on
Mar 15, 2007
Sold by
Stewart Carey and Stewart Byron
Bought by
Piedrahita Alfredo and Piedrahita Carmen
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$400,000
Interest Rate
6.22%
Mortgage Type
Unknown
Purchase Details
Closed on
Dec 31, 2001
Sold by
James Keenan M and James Janice Keenan
Bought by
Stewart Byron and Stewart Carey
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$275,000
Interest Rate
6.49%
Mortgage Type
New Conventional
Purchase Details
Closed on
Oct 1, 2001
Bought by
Cochran Steve A and Cochran Karen S
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$75,000
Interest Rate
6.98%
Mortgage Type
Credit Line Revolving
Purchase Details
Closed on
May 1, 1993
Bought by
Cochran Steve A and Cochran Karen S
Create a Home Valuation Report for This Property
The Home Valuation Report is an in-depth analysis detailing your home's value as well as a comparison with similar homes in the area
Home Values in the Area
Average Home Value in this Area
Purchase History
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Warranty Deed | $1,010,000 | None Listed On Document | |
| Warranty Deed | $638,000 | Attorney | |
| Warranty Deed | $800,000 | First Southwestern Title Com | |
| Warranty Deed | $425,000 | -- | |
| Warranty Deed | $425,000 | -- | |
| Warranty Deed | $379,900 | -- |
Source: Public Records
Mortgage History
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Open | $959,500 | New Conventional | |
| Previous Owner | $605,000 | New Conventional | |
| Previous Owner | $400,000 | Unknown | |
| Previous Owner | $163,733 | New Conventional | |
| Previous Owner | $275,000 | New Conventional | |
| Previous Owner | $75,000 | Credit Line Revolving |
Source: Public Records
Property History
| Date | Event | Price | List to Sale | Price per Sq Ft |
|---|---|---|---|---|
| 09/30/2025 09/30/25 | Sold | $1,010,000 | -8.2% | $263 / Sq Ft |
| 08/29/2025 08/29/25 | Pending | -- | -- | -- |
| 08/04/2025 08/04/25 | For Sale | $1,100,000 | 0.0% | $287 / Sq Ft |
| 07/25/2025 07/25/25 | Pending | -- | -- | -- |
| 07/24/2025 07/24/25 | Price Changed | $1,100,000 | -1.8% | $287 / Sq Ft |
| 07/07/2025 07/07/25 | Price Changed | $1,120,000 | -0.4% | $292 / Sq Ft |
| 05/31/2025 05/31/25 | For Sale | $1,125,000 | -- | $293 / Sq Ft |
Source: Stellar MLS
Tax History Compared to Growth
Tax History
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $8,845 | $641,066 | -- | -- |
| 2024 | $8,351 | $622,999 | -- | -- |
| 2023 | $8,168 | $604,853 | $0 | $0 |
| 2021 | $7,906 | $570,132 | $0 | $0 |
| 2020 | $7,868 | $562,260 | $0 | $0 |
| 2019 | $7,779 | $549,619 | $0 | $0 |
| 2018 | $7,729 | $539,371 | $0 | $0 |
| 2017 | $7,701 | $528,277 | $0 | $0 |
| 2016 | $6,832 | $525,443 | $0 | $0 |
| 2015 | $6,316 | $447,586 | $0 | $0 |
| 2014 | $6,316 | $444,034 | $0 | $0 |
Source: Public Records
Agents Affiliated with this Home
-
Jennifer King
-
Abby Nelson
Buyer's Agent in 2025
Abby Nelson
RE/MAX
(407) 571-1413
7 in this area
446 Total Sales
Map
Source: Stellar MLS
MLS Number: O6313631
APN: 36-21-30-508-0000-0520
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Listing Information presented by local MLS brokerage: Ten-X - (888)-952-6393
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