69 Bennett Dr
Stunning Bay-View Home in Churchill Oaks. Experience timeless craftsmanship and sweeping, unobstructed bay views from this exceptional custom home, the very first residence built in prestigious Churchill Oaks. Constructed by Davis-Dunn Construction, this home blends modern luxury with rich character, showcasing exposed brick and reclaimed 19th-century textile mill beams. An expansive 1,600-square-foot wraparound porch provides multiple vantage points to enjoy the serene beauty of Choctawhatchee Bay. Inside, the spacious layout offers 5 bedrooms, 4.5 baths, two master suites, and two laundry rooms. The open chef's kitchen and living area anchor the main floor, featuring custom cabinetry, hardwood floors, a gas range, double oven, and warm architectural details that add depth and charm. The primary suite on the main level ensures easy, comfortable living, while the private brick courtyard complete with a built in outdoor kitchen and fireplace offers a relaxing and inviting extension of the living space. Upstairs, a secondary master suite and three guest bedrooms open onto the sweeping wraparound porch, enhancing the home's signature indoor-outdoor design and delivering some of the finest bay views in the community. Located in Santa Rosa Beach's premier gated bayfront neighborhood, Churchill Oaks offers an unmatched coastal lifestyle. Residents enjoy access to a deep-water dock, a resort-style bayfront clubhouse with three pools, a fitness room, a media room, and expansive gathering spaces. Miles of walking paths wind beneath centuries-old oaks and along the water's edge, connecting you to the natural beauty that defines this extraordinary community. A rare opportunity to own a legacy home with unmatched character, craftsmanship, and panoramic waterfront vistas in one of South Walton's most sought-after communities.
Listing Information
Facts & Features
Location
Community Information
Architecture
Features & Amenities
Property Features
Square Footage
Tax & Financial Information
Schools
South Walton High School
Van R. Butler Elementary School
Les Petits Prep School
South Walton Academy
The Tree House Episcopal Montessori School
Compass Rose Academy Inc
School ratings are provided for informational purposes only and are subject to change. Attendance boundaries are for reference only — contact the school or district directly to verify enrollment eligibility.
Historical Data
Price History
| Date | Event | Price |
|---|---|---|
| 11/26/2025 | Listed for sale | $1,998,000 |
Listed by Brad Hilderbrand · Coastal Abode
IDX information is provided exclusively for consumers' personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing
Similar Homes For Sale In Santa Rosa Beach
Start Your Real Estate Journey
Whether you have questions about this listing, want to schedule a showing, or just want to talk through your options, Alene Civil is here to help. Reach out and expect a response within one business day.
How can I help?
Alene Civil is here to help. Reach out and expect a response within one business day.
Thanks — Alene Civil will be in touch shortly.
Make A Plan For Your Purchase
Know what you can afford before you start shopping — then run the numbers on any home you have in mind.
How much house can I afford?
- Principal & interest
- Property taxes
- Homeowner's insurance
- HOA dues
If your monthly savings are applied to the loan principal.
Enter your income, debts, and down payment to see how much home you may qualify for. Estimates only — not a lending decision.
Want to know more?
Keisha is here to help. Reach out and expect a response within one business day.
✓ Thanks — Keisha will be in touch shortly.
Your Next Chapter Starts With Just A Few Steps
Before you fall in love with a home, know what you can afford. Fill out a quick pre-approval so you're ready to make your move — on your timeline.

Pre-approval made easy
We're here to help you find the best option, not to help the best option find you. Trust that your information will not be shared with many different lenders like so many platforms do.
What type of home are you looking for?
How do you plan to use your new home?
Where are you in the home buying process?
Are you currently working with a real estate agent?
Do you currently own a home?
Is this your first time purchasing a home?
Do you plan to sell your current home before purchasing a new one?
Have you or your spouse served in the US military?
Veterans and active US military may be eligible for a $0 down VA loan.
What is your price range?
What is your current employment status?
What is your household pre-tax annual income?
What is your credit score?
Have you had a bankruptcy or foreclosure in the past 3 years?
Almost done — where can we reach you?
✓ Thank you for your time!
You'll hear back within one business day with your next steps.





