Set on two extraordinary acres, this rare bayfront estate offers exceptional privacy, scale, and presence. Positioned directly on the water, this fortress-style residence was constructed in 2023 for durability, security, and long-term ownership. The home features two bedrooms and two and one-half baths, yet lives far beyond its footprint with expansive living areas, soaring ceilings, and walls of glass capturing panoramic bay views. The primary suite is a private retreat with tranquil waterfront vistas, while guest accommodations reflect the same level of comfort and quality. Finishes throughout are thoughtfully selected, blending craftsmanship with timeless coastal design. Outdoor living is equally compelling. A waterfront pool overlooks the bay, and a private dock provides immediate access for boating, paddleboarding, and fishing. The grounds offer a level of space and privacy rarely found on bayfront property. Additional features include a solar power system for low operating costs, solar pool heating, and an impressive collection of included assets: a double-decker Triton boat, two wave runners, a Rubicon Jeep, Hobie cat pedal kayaks, and an all-glass greenhouse. Floor plans for a potential carriage house are available. This is a true waterfront estate--designed for privacy, built for strength, and positioned for generational ownership.
Single-familyProperty Type
2023Year Built
2 acresLot Size
$1,627Price/Sq.Ft.
10 spacesParking
Listed by the Jabbour Luxury Group• Scenic Sotheby's International Realty
Listed by Gayle Adams• Scenic Sotheby's International Realty
Santa Rosa Beach, located between Grayton Beach State Park and Seaside, is a coastal and low-rise Miramar Beach neighborhood with dune-backed shorelines and pine-flatwood trails. The neighborhood’s character concentrates around the 30A corridor near the County Highway 393 junction, where bike traffic, beach cruisers, and small storefronts set a relaxed, design-forward pace. Architectural cues lean toward coastal cottages and contemporary beach homes with deep porches and metal roofs. Gulf views and rare coastal dune lakes shape daily rhythms, with boardwalks and trailheads threading through scrub and sand. Community pillars include The REP Theatre in Seaside, the open-air E.O. Wilson Park, and the long-running Grayton Beer Company taproom.
Provided by Walk Score and Local Logic
Offer insights
252 Chat Holley Rd · $4,700,000
$4.6M and above
75% chance or better to win
Why $4.6M+ is a strong offer
DAYS ON MARKET
178 days
The average home goes pending in 86 days.
SALE-TO-LIST
97.4%
Most homes are selling 3% below list price.
About offer insights
Property details
Interior
Exterior
Finance
Kitchen
Bathroom
Bedroom
Living
Dining
Interior features
Partially furnished
Family room
Bedrooms
2 bedrooms on the first floor
Bathrooms
3 total bathrooms (2 full, 1 half)
Kitchen
Kitchen located on the first floor
Heating & cooling
Central air conditioning
Exterior features
Boatlift and dock
Hot tub/whirlpool
Patio with covered area
Greenhouse
Fenced lot
Level terrain
Additional land available
Within 1/2 mile to water
Bay view
Waterfront property with approximately 173 feet of frontage
County road frontage; paved road access with controlled access
Home design
Contemporary style
Single-story home
Built in 2023
Parking
Driveway with about 10 spaces
Construction
Concrete construction
Utilities
Electric service available
HOA & community
Community features include BBQ pit/grill and TV cable
Electricity and solar
View estimated energy costs and solar savings for this home
This district is intended for areas transitioning from fragmented developments to an area with higher density and a mixed use core that will facilitate neighborhood continuity. Each Small Neighborhood shall provide for a mixture of uses to encourage economic diversity and sustainability within the area, promote the future viability of the neighborhood, and encourage a walking and bicycle-friendly design to conserve energy and reduce emissions.
Permitted uses
Include but are not limited to:
Bank
Day care facility
Housing-Single unit
Housing-Multiple units
Mixed use building
Office
Medical office
Educational/school
Library
Museum / gallery
Feb 20, 2024 • Final
Residential pool
Pool and hot tub
Aug 24, 2023 • Final
Solar
Electrical
Solar
Permit history is from public records and may be incomplete or inaccurate. Redfin and its agents make no representations about the property condition or permit status. Buyers should independently verify all information.
Climate risks
1/10 Flood Factor
Minimal risk of a flood reaching the building in the next 30 years
3/10 Fire Factor
0.77% chance of being in a wildfire in next 30 years
10/10 Heat Factor
7 days above 105° expected this year, 22 days in 30 years
9/10 Wind Factor
99% chance of strong winds in next 30 years
1/10 Air Factor
0 unhealthy days expected this year, 0 days in 30 years
Provided by First Street
Historical weather
Santa Rosa Beach, FL • 32459
Average low and high temperatures (°F)
59
43
65
52
71
57
76
64
80
70
86
76
88
79
88
78
85
74
79
66
73
59
64
50
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
57/ 100
Moderate sunlight
Sunscore
There appears to be some shading by surrounding buildings, terrain, and vegetation.
5.6 hrs
3.4 hrs
JuneDecember
Provided by Shadowmap
Redfin Estimate for 252 Chat Holley Rd
$4,412,678
$287K under list price of $4.70M
Nearby comparable homes
The Redfin Estimate uses 6 recent nearby sales, priced between $549K to $1.8M.