321 Oregon Road
Description
Discover refined coastal living in this thoughtfully updated 5-bedroom, 3-bath home perfectly positioned on a spacious double lot on Kent Island. Freshly painted throughout, the home features brand-new carpet in all bedrooms and rich hickory flooring across the expansive upper level. A new HVAC system provides year-round comfort and peace of mind. The newly completed upper-level addition flows effortlessly...Beautifully Updated 5-Bedroom Home on a Double Lot with Water Views & Oversized Detached Garage
Discover refined coastal living in this thoughtfully updated 5-bedroom, 3-bath home perfectly positioned on a spacious double lot on Kent Island. Freshly painted throughout, the home features brand-new carpet in all bedrooms and rich hickory flooring across the expansive upper level. A new HVAC system provides year-round comfort and peace of mind. The newly completed upper-level addition flows effortlessly into a large screened-in porch—an ideal spot to unwind while taking in serene water views and soothing island breezes. All three bathrooms have been tastefully remodeled with beautiful tile flooring, creating a clean, modern, and cohesive aesthetic that carries throughout the home. The fully finished lower level adds exceptional versatility with its complete in-law suite, featuring heated floors, a private bath, and a full kitchen—perfect for extended family, guests, or independent living. Outside, a generous 660 sq. ft. detached garage offers abundant space for storage, hobbies, or a workshop. Blending timeless coastal charm with modern upgrades and flexible living options, this Kent Island gem provides space, comfort, and effortless island living. Surrounded by natural beauty and just a short walk to local trails and water access, this home offers the peaceful lifestyle you’ve been searching for—without sacrificing convenience. And the location couldn’t be better: you’re just minutes from the Romancoke Fishing and Crabbing Pier, Kentmorr Marina & Restaurant, and popular local favorites like the popular Beach and Dock Bars. The area offers countless options for fine dining, nightlife, and waterfront entertainment. The community also provides access to three beaches, giving you endless opportunities to enjoy the best of Eastern Shore living.
- Listed by Justin Kennedy • Samson PropertiesP: (443) 848-9542 justin.kennedyrealtor@gmail.com
Property Details for 321 Oregon Road
Recent comparable sales
Median sold price
$541,000
Avg days on market
84
Sale-to-list ratio
93.8%
[Stevensville, MD]
9 comparable properties found
$715,000
Sold 02/12/25
- 5
- Bedrooms
- 3
- Bathrooms
- 2,392
- Square Feet
- 1.04
- Acres
$586,500
Sold 11/12/24
- 5
- Bedrooms
- 3
- Bathrooms
- 2,612
- Square Feet
- 0.34
- Acres
$541,000
Sold 06/11/25
- 6
- Bedrooms
- 3
- Bathrooms
- 2,688
- Square Feet
- 0.50
- Acres
$665,000
Sold 03/31/26
- 5
- Bedrooms
- 3
- Bathrooms
- 3,400
- Square Feet
- 1.32
- Acres
$485,000
Sold 02/19/26
- 4
- Bedrooms
- 3
- Bathrooms
- 2,162
- Square Feet
- 0.25
- Acres
$513,000
Sold 05/28/25
- 4
- Bedrooms
- 3
- Bathrooms
- 2,275
- Square Feet
- 1.00
- Acres
$490,000
Sold 02/03/25
- 4
- Bedrooms
- 3
- Bathrooms
- 2,784
- Square Feet
- 0.57
- Acres
$699,990
Sold 06/29/26
- 4
- Bedrooms
- 3
- Bathrooms
- 2,400
- Square Feet
- 0.8
- Acres
$519,000
Sold 03/27/26
- 5
- Bedrooms
- 3
- Bathrooms
- 1,080
- Square Feet
- 0.46
- Acres
Location
Sold By Corner House Realty
Building Information for 321 Oregon Road
Payment Calculator
$3,289 per month
30 year fixed, 6.55% Interest
$2,994
$295
$1
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1Property Information for 321 Oregon Road
- In City Limits: No
- School District Name: QUEEN ANNE'S COUNTY PUBLIC SCHOOLS
- School District County ID: 121137777627
- SchoolDistrictSource: Listing Agent
- Elementary School: MATAPEAKE (QUEEN ANNES MD)
- ElementarySchoolSource: Listing Agent
- Middle Or Junior School: MATAPEAKE (QUEEN ANNES MD)
- MiddleSchoolSource: Listing Agent
- High School: KENT ISLAND (QUEEN ANNES MD)
- County: QUEEN ANNES
- Water View: Yes
- Water Access: Yes
- Water Access Features: Canoe/Kayak, Fishing Allowed
- Water Oriented: Yes
- Navigable Water: Yes
- Tidal Water: No
- Water Body Type: Bay
- Riparian Rights Y/N: No
- Docks Count: 0
- HOA Name: KENT ISLAND ESTATES
- HOA Condo Coop Amenities: Beach, Water/Lake Privileges
- Senior Community: No
- Type of Condo: Home Owner Association
- Tax Year: 2024
- Tax Assessed Value: $411,500
- Year Assessed: 2025
- County Tax: $3,535
- Improvement Assessed Value: $262,600
- Land Assessed Value: $185,100
- Clean Green Assessed: No
- Land Use Code: R
- Section: 3
- Historic: No
- Zoning: NC-20
- Tax Lot: 32 34
- School Tax: $0
- Automatically Update Tax Values Y/N: Yes
- # Bedrooms Count Main Level: 3
- # Bathrooms Count Main Level: 2
- # Bathrooms Full Main Level: 2
- # Bedrooms All Lower Levels: 2
- # Bathrooms All Lower Levels: 1
- # Bathrooms Full All Lower Levels: 1
- # Bedrooms Lower Level: 2
- # Bathrooms Lower Level: 1
- # Bathrooms Full Lower Level: 1
- Stories: Lower 1, Main
- Total Finished SQFT: 2,492.00
- Total Finished SQFT Source: Estimated
- Tax Total Finished SQFT: 2,464.00
- Total SQFT: 2,492.00
- Total SQFT Source: Estimated
- Construction Materials: Block, Combination, Concrete, CPVC/PVC, Mixed, Vinyl Siding
- Roof: Asphalt, Architectural Shingle
- Wall and Ceiling Types: Dry Wall, Paneled Walls
- Flooring Type: Ceramic Tile, Engineered Wood, Hardwood, Luxury Vinyl Plank, Partially Carpeted
- Foundation Details: Permanent
- Room and Floor: Bedrooms-Main Level-1, Bedrooms-Main Level-2, Bedrooms-Main Level-3, Bathrooms Full-Main Level-1, Bathrooms Full-Main Level-2, Bedrooms-Lower Level 1-1, Bedrooms-Lower Level 1-2, Bathrooms Full-Lower Level 1-1
- # Bathrooms Full: 3
- Other Structure: Garage(s)
- Lot Size Source: Assessor
- Lot Features: Corner
- Road Surface Type: Black Top
- Road Responsibility: City/County
- Fencing: Panel, Privacy, Wood
- Parcel ID: 4519316
- Type Of Parking: Detached Garage, Driveway, Off Street
- Num of Detached Garage Spaces: 2
- Driveway - # of Spaces: 4
- Total Garage Spaces: 2
- Parking Features: Crushed Stone, Circular Driveway
- Garage Features: Garage - Front Entry
- Interior Features: 2nd Kitchen, Attic, Bathroom - Stall Shower, Bathroom - Walk-In Shower, Breakfast Area, Carpet, Ceiling Fan(s), Combination Dining/Living, Combination Kitchen/Dining, Dining Area, Entry Level Bedroom, Family Room Off Kitchen, Floor Plan - Open, Kitchen - Gourmet, Primary Bath(s), Recessed Lighting, Upgraded Countertops, Walk-in Closet(s)
- Fireplace: No
- Appliances: Built-In Microwave, Dishwasher, Disposal, Dryer - Electric, Dryer, ENERGY STAR Clothes Washer, Energy Efficient Appliances, ENERGY STAR Dishwasher, ENERGY STAR Refrigerator, ENERGY STAR Freezer, Exhaust Fan, Microwave, Oven - Self Cleaning, Oven/Range - Electric, Refrigerator, Washer, Water Conditioner - Owned, Water Heater
- Accessibility Features: 32"+ wide Doors, 48"+ Halls, Grab Bars Mod, Other Bath Mod, Roll-in Shower
- Door Features: ENERGY STAR Qualified Door(s)
- Window Features: Energy Efficient, Double Pane
- Laundry Type: Lower Floor
- Exterior Features: Exterior Lighting, Sidewalks
- Pool: No Pool
- Utilities: Cable TV
- Heating: Yes
- Cooling Type: Central A/C, Heat Pump(s), Ductless/Mini-Split, Energy Star Cooling System
- Cooling Fuel: Electric
- Heating Type: Energy Star Heating System, Heat Pump - Electric BackUp
- Heating Fuel: Electric
- Hot Water: Electric
- Water Source: Well
- Sewer Septic: Public Sewer
- Electric Service: 200+ Amp Service
- Internet Services: Broadband, Cable, Fiber Optic
- List Agent AOR: Bay Area Association of REALTORS
Property History for 321 Oregon Road
| Date | Event & Source | Price | Appreciation |
|---|---|---|---|
| Jan 30, 2026 | Closed (Public Record) Public Record #1931742853 | $589,000 | +9.0% / yr |
| Jan 30, 2026 | Closed BRIGHT #MDQA2014854 | $589,000 | — |
| Dec 13, 2025 | Pending BRIGHT #MDQA2014854 | — | |
| Nov 28, 2025 | Listed (Active) BRIGHT #MDQA2014854 | $589,000 | — |
| Aug 28, 2014 | Closed (Public Record) Public Record #434368479 | $220,000 | +22.1% / yr |
| Sep 27, 2012 | Closed (Public Record) Public Record #343268088 | $150,000 | — |
| Sep 27, 2012 | Closed BRIGHT #1004098600 | $150,000 | — |
| Aug 22, 2012 | Pending BRIGHT #1004098600 | — | |
| Jul 31, 2012 | Listed (Active) BRIGHT #1004098600 | $230,500 | — |
| May 7, 2008 | Withdrawn BRIGHT #MDQA130210 | $364,889 | — |
| May 7, 2008 | Withdrawn BRIGHT #MDQA130210 | — | |
| Dec 8, 2007 | Listed (Active) BRIGHT #MDQA130210 | $369,000 | — |
| Nov 29, 2007 | Withdrawn BRIGHT #MDQA128902 | $379,000 | — |
| Nov 29, 2007 | Withdrawn BRIGHT #MDQA128902 | — | |
| Apr 7, 2007 | Listed (Active) BRIGHT #MDQA128902 | $395,000 | — |
| Sep 27, 2006 | Withdrawn BRIGHT #MDQA138628 | $389,900 | — |
| Aug 24, 2006 | Withdrawn BRIGHT #MDQA138628 | — | |
| Jul 1, 2006 | Listed (Active) BRIGHT #MDQA138628 | $399,900 | — |
| Jun 16, 2006 | Withdrawn BRIGHT #MDQA138014 | $395,000 | — |
| Jun 16, 2006 | Withdrawn BRIGHT #MDQA138014 | — | |
| Mar 11, 2006 | Listed (Active) BRIGHT #MDQA138014 | $419,000 | — |
| Oct 14, 2002 | Withdrawn BRIGHT #MDQA132912 | $239,900 | — |
| Oct 14, 2002 | Listed (Active) BRIGHT #MDQA132912 | $254,900 | — |
| Date | Event & Source | Price |
|---|---|---|
| 01/30/2026 | Closed (Public Record) Public Record #1931742853 | $589,000 +9.0% / yr |
| 01/30/2026 | Closed BRIGHT #MDQA2014854 | $589,000 |
| 12/13/2025 | Pending BRIGHT #MDQA2014854 | — |
| 11/28/2025 | Listed (Active) BRIGHT #MDQA2014854 | $589,000 |
| 08/28/2014 | Closed (Public Record) Public Record #434368479 | $220,000 +22.1% / yr |
| 09/27/2012 | Closed (Public Record) Public Record #343268088 | $150,000 |
| 09/27/2012 | Closed BRIGHT #1004098600 | $150,000 |
| 08/22/2012 | Pending BRIGHT #1004098600 | — |
| 07/31/2012 | Listed (Active) BRIGHT #1004098600 | $230,500 |
| 05/07/2008 | Withdrawn BRIGHT #MDQA130210 | $364,889 |
| 05/07/2008 | Withdrawn BRIGHT #MDQA130210 | — |
| 12/08/2007 | Listed (Active) BRIGHT #MDQA130210 | $369,000 |
| 11/29/2007 | Withdrawn BRIGHT #MDQA128902 | $379,000 |
| 11/29/2007 | Withdrawn BRIGHT #MDQA128902 | — |
| 04/07/2007 | Listed (Active) BRIGHT #MDQA128902 | $395,000 |
| 09/27/2006 | Withdrawn BRIGHT #MDQA138628 | $389,900 |
| 08/24/2006 | Withdrawn BRIGHT #MDQA138628 | — |
| 07/01/2006 | Listed (Active) BRIGHT #MDQA138628 | $399,900 |
| 06/16/2006 | Withdrawn BRIGHT #MDQA138014 | $395,000 |
| 06/16/2006 | Withdrawn BRIGHT #MDQA138014 | — |
| 03/11/2006 | Listed (Active) BRIGHT #MDQA138014 | $419,000 |
| 10/14/2002 | Withdrawn BRIGHT #MDQA132912 | $239,900 |
| 10/14/2002 | Listed (Active) BRIGHT #MDQA132912 | $254,900 |
For completeness, we often displays two records for one sale: the MLS record and the public record.
Public Records for 321 Oregon Road
Schools near 321 Oregon Road
Rating | School | Type | Grades | Distance |
|---|---|---|---|---|
| Public - | PK to 5 | |||
| Public - | 6 to 8 | |||
| Public - | 9 to 12 |
Rating | School | Distance |
|---|---|---|
Matapeake Elementary School PublicPK to 5 | ||
Matapeake Middle School Public6 to 8 | ||
Kent Island High School Public9 to 12 |
School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.
Similar Homes
New listings in 21666
Nearby home values
| Address | Sold price | Beds | Baths | Sqft | Lot (Sqft) |
|---|---|---|---|---|---|
This home: 321 Oregon Road, Stevensville, MD 21666 | $589,000 | 5 | 3 | 2,492 | 25,425 |
– | – | 1 | 1,452 | 19,800 | |
$503,000 | – | 2.5 | 1,793 | 21,600 | |
$295,000 | 3 | 2 | – | 24,000 | |
– | – | 3 | 1,873 | 21,600 | |
$165,000 | 3 | 2 | – | 21,600 | |
$425,000 | 3 | 3 | 1,774 | 21,600 | |
$188,000 | – | 2 | 1,456 | 21,600 | |
$195,000 | – | 2 | 1,080 | 21,600 | |
$200,600 | 3 | 1 | – | 12,450 | |
$430,000 | 4 | 2 | 1,962 | 16,200 | |
$60,000 | – | – | – | 21,600 | |
$462,420 | – | 3 | 2,087 | 22,080 | |
$309,000 | – | 3 | 2,184 | 16,200 | |
$280,000 | 4 | 3 | – | 21,600 | |
$451,200 | – | 2 | 1,625 | 19,200 |
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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.
Listing Courtesy of Samson Properties
© 2026 Bright MLS. All rights reserved. All information is deemed reliable, but accuracy is not guaranteed. Listing information is from various brokers who participate in IDX and not all listings may be visible on the site. The property information being provided is for the consumer’s personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated on 02/03/2026 11:07 PM