$ 1,900,000
-
$1,900,000
Price -
4
Bed -
3.5
Bath -
2,839
SqFt
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About the Listing BAM2 - 81607,3005058
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 with ample closet space (one used as den) 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 (fees $600/year) with each property owning 20% of 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), easement information, C&Rs, Contract Disclosures, etc. Flood Zone X, no flood insurance required. Three-bedroom septic, public sewer hookup available near future.
Listing Highlights
Status
Active
Days on Site
32
Property Type
Residential
MLS ®
MDTA2012326
Year Built
1978
Total Square Footage
2,839
Lot/Acreage
0.7
County
Talbot
Neighborhood
Oakwood Park
HOA Dues
600/Annually
School District
Talbot County Public Schools
Elementary School
St. Michaels
Middle School
St. Michaels
High School
St. Michaels
Interior Details
- Bedrooms: 4
- Bathrooms: 3 Full / 1 Half
- Appliances: Built-In Range, Built-In Microwave, Dishwasher, Refrigerator, Washer, Dryer
- Air Cond:
- Heating: Heat Pump(s)
- Fireplaces: 1, Wood,1 Fireplace
- Floor: Wood,Carpet,Tile/Brick
- Above Ground Sq Ft: 2839
- Below Ground Sq Ft: n/a
- Basement:
- Other: Bathroom - Walk-In Shower,Bathroom - Tub Shower,Built-Ins,Carpet,Ceiling Fan(s),Entry Level Bedroom,Exposed Beams,Floor Plan - Traditional,Kitchen - Country,Primary Bath(s),Recessed Lighting,Walk-in Closet(s),Window Treatments,Wood Floors,No Pet Restrictions,Pets Allowed,Main Floor Bedrooms: 4
- Water: Well
Exterior Details
- Lot Description: Cul-de-sac,No Thru Street,Premium,Rip-Rapped,Stream/Creek,Not New Construction,Horse Property: No,Waterfront
- Garage Capacity: 2 car
- Parking Spaces: 8
- Lot Dimensions: rectangular
- Zoning: Rural Conservation
- Roof: Architectural Shingle
- Others: Extensive Hardscape,Gutter System,Excellent,Boat Dock/Slip,Pier/Dock,Common Grounds,Pier/Dock Maintenance
- Sewer: On Site Septic
- Parking Features: Garage - Front Entry,Oversized,Detached Garage,Driveway,4+ Spaces,3+ Spaces,2+ Spaces,1+ Spaces
Financial Details
- Tax Amount: $7,046
- Taxes w/Assessments: N/A
- Tax/Property ID: N/A
- Tax Year: 2025
Payment Calculator
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Questions About..
24390 Oakwood Park Rd St Michaels, MD 21663
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