Waterfront - Primary on Main
Listed By:
Janet R Larson with Benson & Mangold, LLC - 4107450415;
Address
24390 Oakwood Park Road, Saint Michaels, MD
Price
$ 1,679,000
Property Attributes
  • MLS#MDTA2012326
  • TypeSingle Family
  • Listing Status ACTIVE
  • CountyTALBOT
  • CitySaint Michaels
  • NeighborhoodOakwood Park
  • Zip21663
  • StyleTraditional,Ranch/Rambler
  • Year Built1978
  • Taxes$ 7046
  • Price$ 1,679,000
  • Bedrooms4
  • Full Bathrooms3
  • Half Bathrooms1
  • Sqr Footage2839
  • Lot Size0.7 Acres
Data Source:
Bright MLS
Property Description

Significant 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 todays 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.

Elementary School Middle School High School
St. Michaels Elementary School St. Michaels Middle School St. Michaels High School
Price History
11/17/2025 Listed $1,900,000
2/22/2026 4$1,825,000
4/18/2026 8$1,679,000

General Features

Living Area 2839
Sewer On Site Septic
Heating Heat Pump(s)
Cooling Other
Possession Settlement
Roof Architectural Shingle
Appliances Built-In Range,Built-In Microwave,Dishwasher,Refrigerator,Washer,Dryer
Zoning RC
HOA Fee 600.00
Garage Spaces 2.00
Association Fee Includes Pier/Dock Maintenance,Other
Architectural Style Traditional,Ranch/Rambler
Security Features Security System
Construction Materials Mixed
School District TALBOT COUNTY PUBLIC SCHOOLS
Exclusions Tori Lantern Statue in backyard
Year Built 1978
View Water,River,Scenic Vista
Levels 1
Tax Year 2025
Ownership Fee Simple
Cool Fuel Electric
Waterfront Features Rip-Rap,Shared,Private Dock Site
Accessibility 2+ Access Exits,Level Entry - Main
Assoc Fee Paid Per Annually
County TALBOT
New Construction No
Property Type Residential
Association Amenities Boat Dock/Slip,Pier/Dock,Common Grounds
HOA Yes
Subdivision Name OAKWOOD PARK
Facing Direction West
Garage Y/N Yes
Water Access Y/N Yes
Other Structures Above Grade
Total Rooms 14
Full Baths 3
Status ACTIVE
Directions From Easton to St. Michaels,left on Railroad,left on Church Neck,left on Oakwood Park Rd to end.
City SAINT MICHAELS
Body of Water San Domingo Creek
Disclosures Lead Based Paint - State
Association Name OAKWOOD ASSOCIATION OF ST MICHAELS
Senior Community Y/N No
Lot Size Units Square Feet
Lot Size Square Feet 30492.00
Tax Assessed Value 769900.0
Tax Annual Amount 7046.0
Home Warranty Y/N No
Property Condition Excellent
Structure Type Detached
Condo/Coop Association fee Y/N No
Number of Community Docks 1
Bathrooms Full Main Level 3
Bathrooms Count Main Level 4.00
Price Per Sq Ft Total AG 591.41
Additional Parcels Y/N No
Lease Considered Y/N No
Vacation Rental Y/N No
Virtual Tour https://thru-the-lens-ivuf.view.property/2353581?idx=1
Total SQFT 2839
Location Type River
Standard Status Active
Year Built Source Estimated
Legal Subdivision 21020094
Tax Lot 3
Association Recreation Fee No

Interior Features

Interior Amenities 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
Heating Fuel Electric
Flooring Wood,Carpet,Tile/Brick
Total Fireplaces 1
Fireplace Features Wood
Hot Water Electric
Total Stories 1
Basement (Y/N) No
Heating Y/N Yes
Fireplace Y/N Yes
Above Grade Finished Area 2839
Half Baths 1
Central Air Y/N No
Total Bedrooms 4
Room Type Living Room,Dining Room,Primary Bedroom,Bedroom 2,Bedroom 3,Bedroom 4,Kitchen,Family Room,Foyer,Utility Room,Bathroom 2,Bathroom 3,Primary Bathroom,Half Bath
Main Level Bedrooms 4
LivingAreaSource Estimated
Laundry Type Main Floor
Bathrooms Half Main Level 1
Above Grade Unfin Area Units Square Feet
Above Grade Finished Area Source Estimated
Above Grade Finished Area Unit Type Square Feet
Total Baths 4

Exterior Features

Exterior Amenities Extensive Hardscape,Gutter System
Pool No Pool
Lot Features Cul-de-sac,No Thru Street,Premium,Rip-Rapped,Stream/Creek
Water Source Well
Inclusions All appliances and mechanicals currently on site. Safe.
Total Parking Spaces 8
Garage Features Garage - Front Entry,Oversized
Type of Parking Detached Garage,Driveway
Foundation Details Crawl Space,Slab
Spa No
Water View Y/N Yes
Lot Dimensions rectangular
Lot Size Acres 0.70
Road Surface Type Black Top
Water Body Type River
Lot Size Source Estimated
Waterfront Y/N Yes
Road Responsibility City/County
Horse Y/N No
Land Assessed Value 425000.00
Navigable Water Y/N Yes
Water Oriented Y/N Yes
# of Detached Garage Spaces 2
LotDimensionsSource Estimated

Room Details

Room Dimensions Level Flooring Details
Bathroom 2 Main Bathroom - Tub Shower,Double Sink
Bathroom 3 Main Bathroom - Tub Shower,Flooring - Ceramic Tile
Bedroom 2 Main Flooring - Carpet,Cathedral/Vaulted Ceiling,Attached Bathroom,Walk-In Closet(s)
Bedroom 3 Main Flooring - Carpet,Ceiling Fan(s)
Bedroom 4 Main Flooring - Wood,Ceiling Fan(s)
Dining Room Main Flooring - Carpet
Family Room Main Flooring - Carpet
Foyer Main Flooring - Wood
Half Bath Main Flooring - Ceramic Tile
Kitchen Main Flooring - Wood,Cathedral/Vaulted Ceiling,Pantry
Living Room Main Fireplace - Wood Burning,Flooring - Wood,Cathedral/Vaulted Ceiling,Built-Ins
Primary Bathroom Main Flooring - Ceramic Tile,Double Sink
Primary Bedroom Main Flooring - Wood,Cathedral/Vaulted Ceiling,Attached Bathroom,Walk-In Closet(s),Fireplace - Wood Burning
Utility Room Main

Amenities

  • Foreclosure
  • Views
  • Short Sale
  • New Construction
  • Adult 55+
  • Lease To Own
  • No HOA Fees
  • Furnished
  • Primary On Main
  • Air Conditioning
  • Seller Finance
  • Green
  • Fixer Upper
  • Horse
  • Golf
  • Fireplace
  • Deck
  • Garage
  • Basement
  • Pool

Property vs Single Family Average in 21663

Price
AVG $1.58M
$1.68M
Taxes
AVG $7,595
$7,046
Year Built
AVG 1969
1978
Visits
AVG 760
391
Data Provided by Inside Real Estate®

Looking for a more comfortable experience?

Download our mobile app for a personalized browsing experience.

Areas We Cover