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$1,350,000
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Property Description
Charming Chesapeake Bay Home with Stunning Water Views and Incredible Sunsets! Living space is 2699 and the unfinished basement is 1948. Additional guest house adds additional square footage, a kitchen/bath/sleeping area and living room. Discover the beauty of waterfront living in this exquisite home featuring panoramic views of the Chesapeake Bay. Having undergone a comprehensive renovation in 2022-2023, this property continues to impress with ongoing enhancements. The large deck overlooking the pool is the latest improvement. Inside the main house, the open-concept design flows effortlessly from the expansive living room area, and dining area that has nonstop water views. Amazing renovation of the kitchen is a standout feature. The kitchen is equipped with stainless steel appliances, a spacious kitchen island, and ample storage, it's perfect for culinary enthusiasts. The primary bedroom offers a luxurious retreat, complete with a large step-in shower and a two-person vanity, showcasing thoughtful design throughout. A charming book nook with access to the water views and landscaping provides an ideal spot for morning coffee. The design includes a walk-in closet, a custom designed ceiling and luxury vinyl tile continued. Throughout the home, the nautical theme is evident with lighting and ceiling fan fixtures. It just won't disappoint. The basement has even more storage and plenty of room for a workout area. Total square footage for the main level is 2569 and Unfinished basement area is 1948 sq. feet Guest House & Garage: Guests will appreciate the new two-car garage that includes a well-appointed guest house upstairs, featuring modern appliances and a balcony that showcases beautiful water views. This space combines privacy with luxury, ensuring a comfortable stay for visitors. Outdoor Oasis: Step onto the covered porch, designed for all-weather enjoyment, and take in the breathtaking vistas of the Chesapeake Bay. The outdoor space is further complemented by a brand-new custom-built deck that offers direct access from the bedrooms, perfect for entertaining. The Gunite pool, complete with a tanning ledge and seating, invites relaxation and fun and water views of the Chesapeake Bay. A convenient changing room and storage for pool toys are located in the garage of the guest house, which also features its own cozy covered porch area providing coverage from any inclement weather The guest house has a a kitchen/and full bath along with a combined living and sleeping area. Additional Features: This home also boasts a walk-in closet and exquisite landscaping that enhances its picturesque setting. Notable renovations include a geothermal well and HVAC system, Hardie Plank siding, and a 320-gallon propane tank that services both the main house and guest house which is leased through Dixie Land. Electric/plumbing/ New foam and spray insulation in exterior walls have all been updated, and a new grinder pump is in place. Additionally, an extra parcel with sewer allocation is included with sewer allocation billed quarterly-check with Kent County for further details. Footprint for a new build would possibly be 2000 SQ feet with the ability to build up. Verify with Planning and Zoning This home is a true gem, offering the perfect blend of luxury, comfort, and stunning natural beauty. Don't miss your chance to own a slice of paradise on the Chesapeake Bay! Whether you are looking for a second home to relax and enjoy or live here year around. It's an incredible home, not overwhelming in upkeep! Turnkey living with amazing water views and incredible sunsets!
Full Property Details
Full Property Details for 21082 Wyoming Ave
General
- Sold For: $1,350,000
- Taxes: $9,667 (2024)
- Status: Closed
- Type: Single Family
- Source: BrightMLSMidAtlantic
- MLS ID: MDKE2005016
- Added to Site: 262 day(s) ago
Interior
- Rooms/Areas: Living Room, Primary Bedroom, Bedroom 2, Bedroom 3, Kitchen, Bathroom 1, Primary Bathroom
- Interior Features: Bathroom - Walk-In Shower, Ceiling Fan(s), Combination Dining/Living, Combination Kitchen/Dining, Floor Plan - Open, Entry Level Bedroom, Kitchen - Gourmet, Kitchen - Island, Kitchen - Table Space, Recessed Lighting, Upgraded Countertops, Primary Bath(s)
- Appliances: Dishwasher, Refrigerator, Stove, Washer/Dryer Stacked, Water Heater - Tankless, Stainless Steel Appliances
- Flooring: Luxury Vinyl Tile
Rooms
Bathrooms
- Total Bathrooms: 4
- Full Bathrooms: 3
- Half Bathrooms: 1
- Main Floor Baths: 4
- Main - Full Baths: 3
- Main - 1/2 Baths: 1
- Primary Bathroom: Primary Bathroom - B, Main
Bedrooms
- Total Bedrooms: 3
- Bedrooms Main & Up: 3
- Primary Bedroom: Primary Bedroom - Ceiling Fan(s), Flooring - Luxury Vinyl Tile, Lighting - Recessed, Primary Bedroom - Sitting Area, Walk-In Closet(s), Main
- Bedroom 1: Bedroom 2 - Ceiling Fan(s), Flooring - Luxury Vinyl Plank, Lighting - Recessed, Main
- Bedroom 2: Bedroom 3 - Ceiling Fan(s), Flooring - Luxury Vinyl Tile, Main
Other Rooms
- Living Room: Living Room - Ceiling Fan(s), Dining Area, Flooring - Luxury Vinyl Tile, Formal Dining Room, Main
- Kitchen: Kitchen - Lighting - Pendants, Lighting - Recessed, Kitchen - Propane Cooking, Kitchen - Eat-in, Flooring - Luxury Vinyl Tile, Island, Attic - Non-Use, Main
- Laundry: Main Floor
Additional Information
- Pool: Yes
- Private Pool: Yes
- Pool Description: Gunite, Saltwater, Gunite, Saltwater
Exterior
- Exterior Features: Hot Tub, Sidewalks, Play Area, Exterior Lighting, Extensive Hardscape
- Porch/Patio/Deck: Deck(s), Porch(es), Balcony
Parking
- Garage: Yes
- Garage Spaces: 2
- Total Spaces: 6
- Parking Features: Crushed Stone
- Parking Type: Detached Garage, Driveway, Off Street
- Garage Description: Garage - Side Entry, Garage Door Opener
Location
- County: Kent
- Development Name: Tolchester
- Subdivision: Tolchester
- Driving Directions: From Chestertown take Rt 20 to a right onto Rt 21 (Tolchester Beach Road) and continue to a right onto Elm St, then a left onto Montgomery Ave, take a right onto South Bay view, Wyoming will be the next left. Property is on the right side
- Location Details: Bayfront
School Information
- School District: Kent County Public Schools
- Elementary School: Call School Board
- Middle School: Kent County
- High School: Kent County
Heating & Cooling
- Central air: Yes
- Cooling Type: Ceiling Fan(s), Geothermal, Central A/C
- Cooling Fuel: Geothermal
- Heating Type: Heat Pump(s)
- Heating Fuel: Geo-thermal, Propane - Leased
- Water Heater: Instant Hot Water
Utilities
- Sewer: Public Sewer
- Water: Well
- Utility Description: Propane, Under Ground
Structural Information
- Architectural Info: Contemporary
- Architectural Style: Contemporary
- Structure Type: Detached
- Construction: Brick
- Basement: Yes
- Basement Desc.: Connecting Stairway
- Foundation: Permanent
- Walls/Ceilings: Dry Wall
- Stories/Levels: 0
- Stories Description: Main
- Square Feet: 4,647
- Sq. Ft. Source: Estimated
- Living Area: 2,699 Sq. Ft.
- Year Built: 1965
- Year Built Source: Assessor
- Property Condition: Excellent
Additional Structures
- Other Structures: Guest House, Garage(s)
Lot Features
- Property View: Panoramic, Water, Scenic Vista, Bay
- Lot Size (Acres): 0.99
- Lot Size (Sq. Ft.): 43,000
- Lot Size Source: Assessor
- Lot Features: Additional Lot(s), Interior, Landscaping, Open, Rear Yard, Road Frontage, Trees/Wooded, Poolside, SideYard(s)
- Zoning: CAR
- Lot Description: Additional Lot(s), Interior, Landscaping, Open, Rear Yard, Road Frontage, Trees/Wooded, Poolside, SideYard(s)
- Fencing (Description): Rear, Split Rail
Water Features
- Water Front: Yes
- Water View: Yes
- Water Front Type: Bay
- Water Front Name: Chesapeake Bay
Financial Considerations
- Price Per Sq. Ft.: $574.29
- Assessment Year: 2024
- County Tax: $9,667
- County Tax Freq: Annually
- Tax w/Assessment: $852,500
- Tax Amount: $9,667
- Tax Year: 2024
- Terms: Standard Sale
- Tax Total Finished Sq. Ft.: 2699
Disclosures and Reports
- Ownership: Fee Simple
Listed by Doug Ashley Realtors, LLC, Retha J Arrabal
Sold by Stoltzfus Realty, Mike Lapp
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Schools
Schools serving 21082 Wyoming Ave
School District:Kent County Public Schools
| Name | Grades | Distance |
|---|---|---|
Kent County Middle School 402 East Campus Avenue, Chestertown, MD 21620 | 6-8 | 9.6 mi |
Kent County High School 25301 Lambs Meadow Road, Worton, MD 21678 | 9-12 | 9.2 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 21082 Wyoming Ave
Date
Details
Price
Change
Source
9/22/2025
Sold
$1,350,000
-12.9%
MLS
5/22/2025
Price Reduced
$1,550,000
-13.84%
MLS
4/30/2025
Listed
$1,799,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
21082 Wyoming Avenue, Chestertown, MD 21620 (MLS# MDKE2005016) is a Single Family property that was sold at $1,350,000 on September 22, 2025. Want to learn more about 21082 Wyoming Avenue? Do you have questions about finding other Single Family real estate for sale in Chestertown? You can browse all Chestertown real estate or contact a Coldwell Banker agent to request more information.

