24390 OAKWOOD PARK ROAD

Property Description

Welcome to your private waterfront retreat just minutes from the charming, historic town of St. Michaels, Maryland. Tucked away on a quiet cul-de-sac in the serene Oakwood Park community along San Domingo Creek, this one-story residence offers four bedrooms, three and a half baths, and a harmonious blend of space and comfort. With approximately 2,839 finished square feet, all on the main level, the home is designed for convenience and ease of living. Inside, generous rooms are enhanced by rich custom yellow pine floors, premium carpeting, and tile. At the heart of the home, the living room impresses with a vaulted ceiling, exposed beams, custom built-ins, and a rustic wood-burning fireplace. A waterfront family room flows into the dining area, while the country kitchen features handsome cabinetry, premium countertops, modern appliances, and a pantry with washer and dryer. The waterside primary suite offers a fireplace, walk-in closet, and a spacious bathroom with dual vanities. On the opposite side of the home, a second bedroom includes an ensuite bath and walk-in closet, complemented by two additional bedrooms and a full bath.
The exterior showcases cedar shake siding, a welcoming covered front porch, a private patio between the main bedrooms, a large rear waterside deck, a two-car detached garage, and a wide gravel driveway with ample guest parking. The property is served by a private well and septic system, with public sewer hookup approved and coming soon, offering flexibility for future expansion or renovation. This home is part of a unique five-property HOA that shares a central community lot, a deepwater dock with five slips, and a historic pavilion available for member events and leisure. Residents also enjoy a kayak rack and a small sandy beach for launching boats or paddle boards. The setting provides not only a comfortable home but a lifestyle of Chesapeake Bay waterfront living. According to research, the grounds of the five lots and the "Oakwood Association" belonged long ago to the Oakwood Inn, a prominent retreat in the early 20th century. Known for its scenic harbor views and role in local leisure culture, the inn appeared in postcards from the 1930s and was a hub for skating, swimming, pleasure boating, regattas, and log canoe races. Its legacy adds a rich historical dimension to the property, connecting today's residents to St. Michaels' vibrant past as a sailing and leisure destination. There are photos of two pieces of memorabilia at the end of the photo section of this listing for your enjoyment. See attached documents for HOA information ($600/year per property), HOA easement information, C&Rs, Contract Disclosures, etc.

Overview

Open House

11/18/2025 12:00PM - 2:00PM EST

11/23/2025 12:00PM - 2:00PM EST

Property Status

For Sale

Lot Size

0.7 Acres

MLS ID

MDTA2012326

Property Type

Residential

Year Built

1978

Are you interested?

Schedule a Tour

or Contact

Janet Larson

(410) 310-1797 [email protected]

Henry Hale

(410) 829-3777 [email protected]

Features & Amenities

Total Area

2,839 Sq.Ft.

Neighborhood

St. Michaels

Architecture Styles

Traditional, Ranch/Rambler

Water Frontage

River Front, Stream

View Description

Water, River, Scenic

Stories

Garage Spaces

2.0

Water Source

Well

Utilites

Cable Available

Pool

None

Roof

Shingle

Lot Features

Cul-De-Sac, Waterfront

Parking

Oversized, Garage, Driveway, Detached

Heat Type

Electric, Heat Pump

Air Conditioning

Ceiling Fan(s), Other, Electric

Other Interior Features

Ceiling Fan(s), Recessed Lighting, Walk-In Closet(s), Vaulted Ceiling(s), High Ceilings, Built-in Features, Beamed Ceilings

Sewer

Septic Tank

Substructure

Slab

HOA Amenities

Boat Dock

Security Features

Security System

Other Exterior Features

Rain Gutters

Elementary School

ST. MICHAELS

Middle School

ST. MICHAELS

High School

ST. MICHAELS

School District

TALBOT COUNTY PUBLIC SCHOOLS

Sales Price

$1,900,000

Real Estate Tax

$7,046/yr

HOA

$600/yr

Zoning

Are you interested?

Schedule a Tour

or Contact

Janet Larson

(410) 310-1797 [email protected]

Henry Hale

(410) 829-3777 [email protected]

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