Skip main navigation
Sold for $1,350,000 on 09/22/25
  • $1,350,000

    21082 Wyoming Ave, Chestertown, MD 21620

    3beds
    2,699sqft
    Single Family Residence
    Built in 1965
    0.99 Acres Lot
    $1,350,100 Zestimate®
    $500/sqft
    $2,977 Estimated rent

    Owner options

    List your home for rent

    $2,977/mo

    Rent Zestimate®

    Find your next renter with Zillow Rental Manager. Plus, with online applications, you can quickly screen prospective tenants – for free.

    Learn more

    $2,977/mo

    Rent Zestimate®

    Refinance and save

    $7,991/mo

    Est. payment

    Refinancing to a lower rate could help reduce your monthly payments and save thousands over the life of the loan.

    See today's rates

    $7,991/mo

    Est. payment

    What's special

    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!

    Zillow last checked: 8 hours ago

    Listing updated: September 22, 2025 at 07:35am

    Listed by:

    Retha Arrabal 410-810-0010,

    Doug Ashley Realtors, LLC

    Bought with:

    Mike Lapp, rs369099

    Stoltzfus Realty

    Source: Bright MLS,MLS#: MDKE2005016MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 3
    • Bathrooms: 4
    • Full bathrooms: 3
    • 1/2 bathrooms: 1
    • Main level bathrooms: 4
    • Main level bedrooms: 3
    Primary bedroom
    • Features: Ceiling Fan(s), Flooring - Luxury Vinyl Tile, Recessed Lighting, Primary Bedroom - Sitting Area, Walk-In Closet(s)
    • Level: Main
    • Area: 546 Square Feet
    • Dimensions: 26 x 21
    Bedroom 2
    • Features: Ceiling Fan(s), Flooring - Luxury Vinyl Plank, Recessed Lighting
    • Level: Main
    • Area: 208 Square Feet
    • Dimensions: 16 x 13
    Bedroom 3
    • Features: Ceiling Fan(s), Flooring - Luxury Vinyl Tile
    • Level: Main
    • Area: 208 Square Feet
    • Dimensions: 16 x 13
    Primary bathroom
    • Features: Bathroom - Walk-In Shower, Flooring - Tile/Brick, Double Sink
    • Level: Main
    • Area: 100 Square Feet
    • Dimensions: 10 x 10
    Bathroom 1
    • Features: Flooring - Tile/Brick, Double Sink
    • Level: Main
    Kitchen
    • Features: Lighting - Pendants, Recessed Lighting, Kitchen - Propane Cooking, Eat-in Kitchen, Flooring - Luxury Vinyl Tile, Kitchen Island, Attic - Non-Use
    • Level: Main
    • Area: 400 Square Feet
    • Dimensions: 25 x 16
    Living room
    • Features: Ceiling Fan(s), Dining Area, Flooring - Luxury Vinyl Tile, Formal Dining Room
    • Level: Main
    • Area: 544 Square Feet
    • Dimensions: 17 x 32
    Heating
    • Heat Pump, Geothermal, Propane
    Cooling
    • Ceiling Fan(s), Geothermal, Central Air
    Appliances
    • Included: Dishwasher, Refrigerator, Cooktop, Washer/Dryer Stacked, Tankless Water Heater, Stainless Steel Appliance(s), Instant Hot Water
    • Laundry: Main Level
    Features
    • Bathroom - Walk-In Shower, Ceiling Fan(s), Combination Dining/Living, Combination Kitchen/Dining, Open Floorplan, Entry Level Bedroom, Kitchen - Gourmet, Kitchen Island, Kitchen - Table Space, Recessed Lighting, Upgraded Countertops, Primary Bath(s), Dry Wall
    • Flooring: Luxury Vinyl
    • Basement: Connecting Stairway
    • Has fireplace: No
    Interior area
    • Total structure area: 4,647
    • Total interior livable area: 2,699 sqft
    • Finished area above ground: 2,699

    Property

    Parking
    • Total spaces: 6
    • Parking features: Garage Faces Side, Garage Door Opener, Crushed Stone, Detached, Driveway, Off Street
    • Garage spaces: 2
    • Uncovered spaces: 4
    Accessibility
    • Accessibility features: None
    Features
    • Levels: One
    • Stories: 1
    • Patio & porch: Deck, Porch
    • Exterior features: Sidewalks, Play Area, Lighting, Extensive Hardscape, Balcony
    • Has private pool: Yes
    • Pool features: Gunite, Salt Water, Private
    • Spa features: Hot Tub
    • Fencing: Back Yard,Split Rail
    • Has view: Yes
    • View description: Panoramic, Water, Scenic Vista, Bay
    • Has water view: Yes
    • Water view: Water,Bay
    • Waterfront features: Sandy Beach, Rip-Rap, Bayfront, Bay
    • Body of water: Chesapeake Bay
    • Frontage type: Road Frontage
    • Frontage length: Water Frontage Ft: 100
    Lot
    • Size: 0.99 Acres
    • Features: Additional Lot(s), Interior Lot, Landscaped, Open Lot, Rear Yard, Wooded, Poolside, SideYard(s)
    Details
    • Additional structures: Above Grade, Below Grade
    • Additional parcels included: Separate sewer allocation on the additional lot that is paid quarterly. Footprint of 2000 SQ ft. Possible to build up as well.
    • Parcel number: 1506021492
    • Zoning: CAR
    • Zoning description: Residential Critical Area
    • Special conditions: Standard

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Contemporary
    • Property subtype: Single Family Residence
    Materials
    • Brick
    • Foundation: Permanent
    Condition
    • Excellent
    • New construction: No
    • Year built: 1965
    • Major remodel year: 2021

    Utilities & green energy

    • Electric: 200+ Amp Service
    • Sewer: Public Sewer
    • Water: Well
    • Utilities for property: Propane, Underground Utilities, Broadband

    Community & neighborhood

    Location
    • Region: Chestertown
    • Subdivision: Tolchester

    Other

    Other facts
    • Listing agreement: Exclusive Right To Sell
    • Listing terms: Cash,Conventional
    • Ownership: Fee Simple