#MDKE2004902, Terry L Catalano, Listing office: RE/MAX Leading Edge
21082 Wyoming Ave Chestertown, MD 21620
Property details
About 21082 Wyoming Ave
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!
Highlights
(ACTIVE)
Summary
- Partial Bathrooms: 1
- Full Bathrooms: 3
- Appliances: Dishwasher, Refrigerator, Stove, Washer/Dryer Stacked, Tankless Water Heater, Stainless Steel Appliances
- Basement: Yes
- Flooring Type: Luxury Vinyl Tile
- Interior: 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)
- Total Bedroom Count: 3
- Garage Space: 2 spaces
- Parking: Garage - Side Entry,Garage Door Opener, Crushed Stone, Detached Garage,Driveway,Off Street
- View: Panoramic, Water, Bay
- Exterior: Hot Tub, Sidewalks, Play Area, Exterior Lighting, Extensive Hardscape
- Architectural Style: Contemporary
- Heating: Heat Pump
- Cooling: Ceiling Fan(s), Geothermal, Central Air
- List Price: $1,550,000
- Price/SqFt: $574
- Annual Tax Amount: $9,667
- Tax Year: 2024
- Lot: Interior Lot, Landscaped, Open Lot, Back Yard, Wooded, Side Yard(s)
- 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
- Year Built: 1965
- Stories: 1
- Living Area: 2,699 SqFt
- Lot Size: 0.99 Acres
- MLS Number: MDKE2005016
- MLS Name: BRIGHT
- Office Name: Doug Ashley Realtors, LLC
- Office Phone: (410) 810-0010
- Listing Agent: Retha J Arrabal
- Agent Phone: (410) 810-0010
- Agent Email: rarrabal@hotmail.com
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Price information
Property sales
Date | Event | Price |
---|---|---|
Oct 20, 2021 | Home Sold | $635,000 |
May 13, 2003 | Home Sold | $295,000 |
Tax history
Year | Assessment | Property Tax |
---|---|---|
2024 | $852,500 | $9,667 |
2023 | $713,100 | $5,787 |
2022 | $514,933 | $5,787 |
2021 | $464,500 | $5,257 |
2020 | $463,667 | $5,257 |
2019 | $462,833 | $5,248 |
2018 | $462,000 | $5,239 |
2017 | $462,000 | $5,239 |
History based on county public records data.
Nearby schools
7
Rock Hall Elementary School
Public District PK-5
5.9 mi
•21203 W Sharp St
4
Henry Highland Garnet Elementary School
Public District PK-5
9.1 mi
•320 Calvert St
1
Seneca Elementary School
Public District PK-5
11.0 mi
•545 Carrollwood Rd
School ratings are a score out of 10, where 10 is the highest and 1 is the lowest.
Neighborhood
The neighbors living near this home have an average income of $69,767. Residents of Chestertown, MD typically earn between $35k-100k each year. Most families are married, no kids. The most common level of education of people living in this area is post secondary degree.
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Frequently asked questions
About 21082 Wyoming Ave
The listing price of 21082 Wyoming Ave property is $1,550,000.
The property 21082 Wyoming Ave is a house located in Chestertown, Maryland, 21620.
Active Listing: 21082 Wyoming Ave is For Sale (Active/New) which means the seller is accepting offers.
The nearby schools for 21082 Wyoming Ave are: Rock Hall Elementary School (GreatSchools Rating 7/10), Henry Highland Garnet Elementary School (GreatSchools Rating 4/10), Seneca Elementary School (GreatSchools Rating 1/10), Kent County Middle School (GreatSchools Rating 3/10), Sparrows Point Middle School (GreatSchools Rating 5/10), Deep Creek Middle School (GreatSchools Rating 3/10), Kent County High School (GreatSchools Rating 5/10), Chesapeake High School (GreatSchools Rating 4/10), Sparrows Point High School (GreatSchools Rating 4/10).
According to the records, the last property tax for 2024 is $9,667 (source: MLS/based on county public records data).
The last sale was on October 20, 2021 for $635,000 (source: MLS/tax record).
The property at 21082 Wyoming Ave has 3 bedrooms and 3 full and 1 half bathrooms.
The property 21082 Wyoming Ave is 2,699 SqFt (source: MLS/tax record).
The year of construction for 21082 Wyoming Ave is 1965.
This home is located at 21082 Wyoming Ave in Chestertown, MD and zip code 21620 in the Tolchester neighborhood. This 2,699 square foot home, which was built in 1965, sits on a 0.99 acre lot. Features: 3 bedrooms, 4 bathrooms. It has been listed on Rocket Homes since April 30, 2025 and is currently priced at $1,550,000.
The number of homes for sale in Chestertown, MD increased by 44.2% between May and June 2025. In June 2025 median list price was $419,000 and the average listing age was 109 days.