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$1,900,000
13 Days On Site

24390 OAKWOOD PARK ROAD
ST MICHAELS, MD 21663

For Sale|Single Family Residence|Active
4
Beds
4
Total Baths
3
Full Baths
1
Partial Bath
2,839
SqFt
$669
/SqFt
1978
Built
Subdivision:
OAKWOOD PARK
County:
TALBOT
Listing courtesy of Benson & Mangold, LLC
Call Now: 1-410-251-5291
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1-410-251-5291
24390 OAKWOOD PARK ROAD24390 OAKWOOD PARK ROAD24390 OAKWOOD PARK ROAD24390 OAKWOOD PARK ROAD
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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.

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Listing Snapshot
Price 
$1,900,000
Days On Site 
13 Days
Bedrooms 
4
Inside Area (SqFt) 
2,839 sqft
Total Baths 
4
Full Baths 
3
Partial Baths 
1
Lot Size 
0.7 Acres
Year Built 
1978
MLS® Number 
MDTA2012326
Status 
Active
Property Tax 
$7,046
HOA/Condo/Coop Fees 
$50 monthly
Sq Ft Source 
Estimated
Friends & Family
Recent Activity
2 weeks agoListing updated with changes from the MLS®
2 weeks agoListing first seen on site
General Features
Acres 
0.7
Direction Faces 
West
Foundation 
Slab
Garage 
Yes
Garage Spaces 
2
Levels 
One
Number Of Stories 
1
Parking 
OversizedGarageDrivewayDetached
Parking Spaces 
8
Pets 
Yes
Property Sub Type 
Single Family Residence
Security 
Security System
Sewer 
Septic Tank
Special Circumstances 
Standard
SqFt Above 
2839
SqFt Total 
2839
Style 
TraditionalRanch/Rambler
Utilities 
Cable Available
Water Source 
Well
Zoning 
RC
Interior Features
Appliances 
RangeElectric Water HeaterBuilt-In RangeDishwasherRefrigeratorWasherDryerMicrowave
Basement 
Crawl Space
Cooling 
Ceiling Fan(s)OtherElectric
Fireplace 
Yes
Fireplace Features 
Wood Burning
Fireplaces 
1
Flooring 
CarpetWood
Heating 
ElectricHeat Pump
Interior 
Ceiling Fan(s)Recessed LightingWalk-In Closet(s)Vaulted Ceiling(s)High CeilingsBuilt-in FeaturesBeamed Ceilings
Laundry Features 
Main Level
Main Level Bedrooms 
4
Window Features 
Window CoveringsWindow Treatments
Bathroom 2 
Level - Main
Bathroom 3 
Level - Main
Bedroom 2 
Level - MainFeatures - Walk-In Closet(s)
Bedroom 3 
Level - MainFeatures - Ceiling Fan(s)
Bedroom 4 
Level - MainFeatures - Ceiling Fan(s)
Dining Room 
Level - Main
Family Room 
Level - Main
Foyer 
Level - Main
Half Bath 
Level - Main
Kitchen 
Level - MainFeatures - Pantry
Living Room 
Level - Main
Primary Bathroom 
Level - Main
Primary Bedroom 
Level - MainFeatures - Walk-In Closet(s)
Utility Room 
Level - Main
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Exterior Features
Exterior 
Rain Gutters
Frontage 
Waterfront
Lot Features 
Cul-De-SacWaterfront
Pool Features 
None
Roof 
Shingle
View 
WaterRiverScenic
Waterfront 
Yes
Waterfront Features 
River FrontStream
Waterview 
WaterRiverScenic
Windows/Doors 
Window CoveringsWindow Treatments
Community Features
Association Amenities 
Boat Dock
Association Dues 
600
HOA Fee Frequency 
Annually
School District 
TALBOT COUNTY PUBLIC SCHOOLS
Schools
School District
TALBOT COUNTY PUBLIC SCHOOLS
Elementary School
ST. MICHAELS
Middle School
ST. MICHAELS
High School
ST. MICHAELS
Listing courtesy of Benson & Mangold, LLC



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Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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