24390 Oakwood Park Rd, Saint Michaels, MD 21663
Local realty services provided by:Better Homes and Gardens Real Estate GSA Realty
Listed by: janet r larson, henry s hale
Office: benson & mangold, llc.
MLS#:MDTA2012326
Source:BRIGHTMLS
Price summary
- Price:$1,825,000
- Price per sq. ft.:$642.83
- Monthly HOA dues:$50
About this home
Price Improvement! 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.
Contact an agent
Home facts
- Year built:1978
- Listing ID #:MDTA2012326
- Added:111 day(s) ago
- Updated:March 08, 2026 at 01:36 PM
Rooms and interior
- Bedrooms:4
- Total bathrooms:4
- Full bathrooms:3
- Half bathrooms:1
- Rooms Total:14
- Flooring:Carpet, Tile/Brick, Wood
- Dining Description:Dining Room
- Bathrooms Description:Bathroom 2, Bathroom 3, Half Bath, Primary Bath(s), Primary Bathroom
- Kitchen Description:Built-In Microwave, Built-In Range, Built-Ins, Carpet, Dishwasher, Kitchen - Country, Recessed Lighting, Refrigerator
- Bedroom Description:Carpet, Entry Level Bedroom, Primary Bedroom, Walk In Closet(s)
- Living area:2,839 sq. ft.
Heating and cooling
- Heating:Electric, Heat Pump(s)
Structure and exterior
- Roof:Architectural Shingle
- Year built:1978
- Building area:2,839 sq. ft.
- Lot area:0.7 Acres
- Lot Features:Cul-de-sac, No Thru Street, Premium, Rip-Rapped, River, Stream/Creek
- Architectural Style:Ranch/Rambler, Traditional
- Exterior Features:Extensive Hardscape, Gutter System
- Foundation Description:Crawl Space, Slab
- Levels:1 Story
Schools
- High school:ST. MICHAELS
- Middle school:ST. MICHAELS
- Elementary school:ST. MICHAELS
Utilities
- Water:Well
- Sewer:On Site Septic
Finances and disclosures
- Price:$1,825,000
- Price per sq. ft.:$642.83
- Tax amount:$7,046 (2025)
Features and amenities
- Laundry features:Dryer, Washer
- Amenities:Built-Ins, Carpet, Ceiling Fan(s), Exposed Beams, Recessed Lighting, Security System, Window Treatments
New listings near 24390 Oakwood Park Rd
- New
$500,000Active3 beds 2 baths1,232 sq. ft.100 Bush, SAINT MICHAELS, MD 21663
MLS# MDTA2013050Listed by: TTR SOTHEBY'S INTERNATIONAL REALTY - Open Sun, 11am to 1pmNew
$2,390,000Active4 beds 6 baths3,000 sq. ft.938 Marea Terrace, SAINT MICHAELS, MD 21663
MLS# MDTA2012838Listed by: BENSON & MANGOLD, LLC - New
$1,284,000Active4 beds 3 baths1,500 sq. ft.101 Mulberry St, SAINT MICHAELS, MD 21663
MLS# MDTA2013022Listed by: MEREDITH FINE PROPERTIES - New
$2,575,000Active5 beds 9 baths4,394 sq. ft.205 Cherry St, SAINT MICHAELS, MD 21663
MLS# MDTA2012738Listed by: TTR SOTHEBY'S INTERNATIONAL REALTY - New
$350,000Active2 beds 3 baths1,800 sq. ft.24354 Widgeon #20, SAINT MICHAELS, MD 21663
MLS# MDTA2012988Listed by: TTR SOTHEBY'S INTERNATIONAL REALTY - Open Sun, 12 to 2pmNew
$1,365,000Active3 beds 3 baths2,336 sq. ft.114 E Chew Ave, SAINT MICHAELS, MD 21663
MLS# MDTA2012948Listed by: BENSON & MANGOLD, LLC
$3,250,000Pending4 beds 5 baths3,289 sq. ft.601 Cove Rd, SAINT MICHAELS, MD 21663
MLS# MDTA2012912Listed by: BENSON & MANGOLD, LLC
$525,000Active4 beds 4 baths2,420 sq. ft.1211 Washington, SAINT MICHAELS, MD 21663
MLS# MDTA2012942Listed by: LONG & FOSTER REAL ESTATE, INC.
$525,000Active4 beds 4 baths2,420 sq. ft.1215 Washington, SAINT MICHAELS, MD 21663
MLS# MDTA2012950Listed by: LONG & FOSTER REAL ESTATE, INC.
$1,685,000Active5 beds 5 baths4,728 sq. ft.9180 Saint Michaels, SAINT MICHAELS, MD 21663
MLS# MDTA2012944Listed by: LONG & FOSTER REAL ESTATE, INC.