Michael Saunders & Company logo
Michael Saunders & Company logo

Search Homes

2873 Old Castle DriveWinter Park, FL 32792Price: $1,395,000

  • Price: $1,395,000
  • Est. Mortgage of $/month
  • 2 Days on Market
$
$
%
$/month over payments
Federal 30-year interest rate: 6.71% last updated on Sep 3, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Request More Info

  • $1,395,000List Price
  • ActiveStatus
  • 65Number of Photos
  • 28.620743Latitude
  • 2873 Old Castle DriveAddress
  • Old Castle DriveStreet
  • Winter ParkTown
  • FLState
  • 32792Zip
  • SeminoleCounty
  • O6438691MLS Number
  • 09/08/2026Date Listed
  • 4Bedrooms
  • 4Full Bath
  • 4,247Square Feet
  • 1993Year Built
  • 0.59Acreage
  • 3 DaysOnMarket Date

Listing Tools

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

LISTING COURTESY OF Wendy Williams Crumit of FANNIE HILLMAN & ASSOCIATES (407-644-1234)

Listings courtesy of StellarMLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of September 10, 2026 3:07 AM UTC. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. IDX information is provided exclusively 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. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end user license agreement.

Hi there! How can we help you?

Contact us using the form below or give us a call.

Send Us A Message:

By submitting this form I agree to receive marketing and customer service calls and text messages from Michael Saunders & Company. To opt out, you can reply 'stop' at any time or click the unsubscribe link in the emails. Consent is not a condition of purchase. Msg/data rates may apply. Msg frequency varies. Privacy Policy.

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Hi there! How can we help you?

Contact us using the form below or give us a call.

Send Us A Message:

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Hi there! How can we help you?

Contact us using the form below or give us a call.

Send Us A Message:

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

$

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Property Details of 2873 Old Castle Drive

Property Details

Interior Features

Exterior Features

Utilities and Appliances

Community

Estimate Your Payment

Monthly Payment (excluding insurance*) $0.00

Principal & Interest $0.00

Property Tax $0.00

(Payments are an estimate and may vary by lender.)

*For an insurance quote on this property, please contact the Baldwin Group.

Mortgage Calculator

Change Payment Information

$
$
=
%
%
$
Image

Committed to making your mortgage application simple and smooth, MSC Mortgage provides a full range of financing options. Whether buying or refinancing a home, our goal is to choose the loan that is best tailored to your individual needs and provide outstanding customer service. Already have a pre-approval? Our mortgage experts will review it for free to explore potential opportunities for improvement or better terms.

Image

Work with Megan Kendrick

Mortgage Loan Officer

Lifestyle

Demographics

Open one door for all your real estate needs.

When you work with Michael Saunders & Company agents, they will connect you with a team of in-house experts in our mortgage, insurance and title divisions, ensuring a seamless full homeownership experience from start to finish.

MSCMortgage

Providing a full range of financing options.

Get Started
MSCTitle logo

Ensuring a clear path to closing.

Get Started
The Baldwin Group logo

Protecting your investment with comprehensive coverage.

Get Started

Let’s Get in Touch

To schedule a showing or learn more information about this listing, please call or send a message.

Do not fill in this field:

By submitting this form I agree to receive marketing and customer service calls and text messages from Michael Saunders & Company. To opt out, you can reply 'stop' at any time or click the unsubscribe link in the emails. Consent is not a condition of purchase. Msg/data rates may apply. Msg frequency varies. Privacy Policy.

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.