$1,125,000

2880 Old Castle Dr Winter Park, FL 32792

$10,000
Closing credit¹
5 beds
4 full, 1 partial
3,839 sqft
0.4 acres
$293 / sqft
House

Property details

About 2880 Old Castle Dr

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.

Highlights

Home typeSingle Family Residence
HeatingCentral
StatusActive
CoolingCentral Air
Size3,839 sqft
Lot size0.41 Acres
Year built1993
MLS #O6313631
Attached garage3 spaces
FireplaceFamily Room, Wood Burning
Private poolYes

Virtual tour

Summary

  • Partial Bathrooms: 1
  • Full Bathrooms: 4
  • Appliances: Dishwasher, Disposal, Range, Refrigerator
  • Flooring Type: Carpet, Ceramic Tile, Wood
  • Interior: 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
  • Fireplace: Family Room, Wood Burning
  • Total Bedroom Count: 5
  • Garage Space: 3 spaces
  • Attached Garage: Yes
  • Private Pool: Yes
  • Exterior: Sidewalk, Sliding Doors
  • Heating: Central
  • Cooling: Central Air
  • List Price: $1,125,000
  • Price/SqFt: $293
  • HOA Amount: $500 Quarterly
  • Annual Tax Amount: $8,168
  • Tax Year: 2023
  • Lot: Corner Lot
  • Directions: From 436 and ALOMA, go East on SR 426/ALOMA just past Trinity Prep and then turn left onto Bear Gully Road and Rt into Bear Gully Pointe Subdivision through Gate on Old Castle Road; house is on the left.
  • Year Built: 1993
  • Stories: 2
  • Living Area: 3,839 SqFt
  • Lot Size: 0.41 Acres
  • MLS Number: O6313631
  • MLS Name: MFRMLS
  • Office Name: CORCORAN PREMIER REALTY
  • Office Phone: (407) 965-1155
  • Listing Agent: Jennifer King

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Last updated on: 6/2/2025, 4:19:39 PM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.

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2880 Old Castle Dr, Winter Park, FL 32792 - view of front facade featuring a balcony, stucco siding, roof with shingles, and curved driveway

$1,125,000

2880 Old Castle Dr

$10,000

closing credit¹

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0.5% sale price²

Price information

Property sales

DateEventPrice
May 18, 2016
Home Sold
$638,000
Mar 22, 2007
Home Sold
$800,000
Dec 31, 2001
Home Sold
$425,000

Tax history

YearAssessmentProperty Tax
2023$604,853$8,168
2022$587,236$7,984
2021$570,132$7,984
2020$562,260$7,867
2018$539,371$7,728
2017$528,277$7,701

History based on county public records data.

Nearby schools

5

Eastbrook Elementary School

Public District KG-5

1.1 mi

5525 Tangerine Ave

4

Red Bug Elementary School

Public District KG-5

2.0 mi

4000 Red Bug Lake Rd

3

Aloma Elementary School

Public District KG-5

2.5 mi

2949 Scarlet Rd

School ratings are a score out of 10, where 10 is the highest and 1 is the lowest.

All data from GreatSchools

Neighborhood

The neighbors living near this home have an average income of $94,406. Residents of Winter Park, FL typically earn between $35k-100k each year. Most families are married, no kids. Typical level of education for residents in this area is post secondary degree.

How much money do the neighbors make?

13%
<35k
42%
35k-100k
31%
100k-200k
14%
200k+

What level of education do the neighbors have?

High School Diploma
Post Secondary Degree
Masters Degree
Doctorate

What types of families live nearby?

27%
Single, No Kids
8%
Single, with Kids
38%
Married, No Kids
27%
Married, with Kids

Are the neighbors home owners or renters?

Home Owners
Renters

How old are people in this area?

13%
<11 yrs old
9%
12-17 yrs old
19%
18-34 yrs old
48%
35-64 yrs old
11%
65+ yrs old

What do the neighbors do for fun?

  • Symphony or OperaSymphony or Opera
  • NBA/WNBANBA/WNBA
  • Hiking/backpackingHiking/backpacking

Where do the neighbors shop?

  • Chico'sChico's
  • New York & CompanyNew York & Company
  • Nordstrom RackNordstrom Rack

Where do the neighbors go to eat?

  • Boston MarketBoston Market
  • QdobaQdoba
  • ChipotleChipotle

What do the neighbors drive?

  • VolvoVolvo
  • InfinitiInfiniti
  • MazdaMazda

What do the neighbors listen to?

  • Talk/PersonalityTalk/Personality
  • Active RockActive Rock
  • RockRock
All data provided by Home Junction and Claritas

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Frequently asked questions

About 2880 Old Castle Dr

The listing price of 2880 Old Castle Dr property is $1,125,000.

The property 2880 Old Castle Dr is a house located in Winter Park, Florida, 32792.

Active Listing: 2880 Old Castle Dr is For Sale (Active/New) which means the seller is accepting offers.

The nearby schools for 2880 Old Castle Dr are: Eastbrook Elementary School (GreatSchools Rating 5/10), Red Bug Elementary School (GreatSchools Rating 4/10), Aloma Elementary School (GreatSchools Rating 3/10), Tuskawilla Middle School (GreatSchools Rating 5/10), Arbor Ridge School (GreatSchools Rating 8/10), Orange County Preparatory Academy Charter (GreatSchools Rating 3/10), Lake Howell High School (GreatSchools Rating 6/10), Aloma High Charter (GreatSchools Rating 2/10), Winter Park High School (GreatSchools Rating 7/10).

According to the records, the last property tax for 2023 is $8,168 (source: MLS/based on county public records data).

The last sale was on May 18, 2016 for $638,000 (source: MLS/tax record).

The property at 2880 Old Castle Dr has 5 bedrooms and 4 full and 1 half bathrooms.

The property 2880 Old Castle Dr is 3,839 SqFt (source: MLS/tax record).

The year of construction for 2880 Old Castle Dr is 1993.

This home is located at 2880 Old Castle Dr in Winter Park, FL and zip code 32792 in the Bear Gully Pointe neighborhood. This 3,839 square foot home, which was built in 1993, sits on a 0.41 acre lot. Features: 5 bedrooms, 5 bathrooms. It has been listed on Rocket Homes since May 31, 2025 and is currently priced at $1,125,000.

In May 2025, from all listings sold in Winter Park, FL there were more than 11 sold above asking price, over 74 sold below and more than 27 were sold right at the asked price. Between April and May 2025, Winter Park, FL real estate market has seen increase in the number of listings by 3.5%. In May 2025, listings were on the market for 47 days. During the same period, the median list price in this real estate market was $465,611.

From Rocket Homes Real Estate and based on county public records data.

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