For Sale
Single family home for sale at 8630 Elm Rd, Chestertown, MD 21620 | MLS# MDKE2006914 | Listing updated on 2026-10-16
Photo 1 of Single family home for sale at 8630 Elm Rd, Chestertown, MD 21620 | MLS# MDKE2006914 | Listing updated on 2026-10-16
Photo 2 of Single family home for sale at 8630 Elm Rd, Chestertown, MD 21620 | MLS# MDKE2006914 | Listing updated on 2026-10-16
Photo 3 of Single family home for sale at 8630 Elm Rd, Chestertown, MD 21620 | MLS# MDKE2006914 | Listing updated on 2026-10-16
Photo 4 of Single family home for sale at 8630 Elm Rd, Chestertown, MD 21620 | MLS# MDKE2006914 | Listing updated on 2026-10-16
49+
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Street View

$399,900

Monthly Est:$1,990

  • Beds Icon5 Beds
  • Beds Icon
    3 Baths
  • Beds Icon1,936sqft

8630 Elm Rd, Chestertown, MD 21620

$1,990/moEst:

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  • Single Family Residence

  • Built in 2006

  • $4.17/mo HOA

  • 16,416 sqft lot

  • $207/sq.ft

Description

Welcome to 8630 Elm Road, where comfortable living meets the relaxed pace of Maryland’s Eastern Shore. Located in the water-oriented Tolchester Estates community, this refreshed five-bedroom, 2.5-bath home offers approximately 1,936 square feet of flexible living space on about 0.38 acres.

Begin the day with a quiet moment on the furnished front porch, then enjoy a versatile interior with room to work from home, welcome overnight guests, and spend time together. The fifth bedroom can serve as a private home office, guest room, hobby room, or other flexible space separate from the main living area. Attractive ceiling fans throughout the home add comfort and style.

The re
freshed kitchen features bright white cabinetry, a French-door refrigerator, stainless-steel appliances, and a spacious adjoining dining area with room to gather and enjoy meals. The main living ar

Start the day with a quiet moment on the furnished front porch, then enjoy a layout with room to work from home, welcome guests, and spend time together. The fifth bedroom can serve as a home office separate from the main living area, a guest room, or a hobby space. Attractive ceiling fans throughout the home add both comfort and style.

The updated kitchen features bright white cabinetry, a French-door refrigerator, and stainless-steel appliances. A new white porcelain herringbone backsplash is scheduled for installation on October 8. The spacious kitchen and dining area offer room to gather and enjoy a meal.

The main living area is anchored by a stylish electric fireplace with custom floating shelving, creating a warm focal point for the home. Adjustable fireplace settings add to the cozy atmosphere.

Step outside to the expanded deck, unwind in the hot tub, or gather around the fire pit. Imagine sharing hot chocolate and s’mores on a crisp fall evening, or taking a quiet moment to enjoy the setting and watch for local wildlife.

Boating enthusiasts will appreciate the nearby seasonal marina, with restaurants and a dive bar about three blocks away, and a public boat ramp approximately one mile away, providing convenient access to the area’s waterways. The expansive driveway offers parking for up to eight vehicles, with room for multiple cars, larger vehicles, and weekend guests.

The partially finished one-car garage can become a game room, hobby area, home gym, or extra gathering space. Additional features include an approximately two-year-old water heater and a private well with a water-treatment and softening system, professionally serviced in 2025 with a new Clack neutralizer head installed. Furnishings throughout the home, including the porch furniture, are included.

Though built in 2006, the home has been gently enjoyed primarily as a second home or vacation getaway and has received updates and improvements, including stainless-steel appliances, a built-in electric fireplace, and the newer water heater.

This home could be a great fit if you’re:

Looking for a second home or vacation getaway you can enjoy yourself and explore renting part-time when you’re away.
Looking for an investment property with a history of income from both traditional and short-term rentals. Certain loan programs may consider rental income when evaluating an investment property; eligibility depends on lender guidelines.
Looking for a primary residence with flexible living space and convenient access to the marina.
Preferred Lender Credit: Eligible buyers may receive a lender credit when using the preferred lender. Financing programs and credits are subject to eligibility, underwriting, and lender approval.

Whether you’re looking for a primary residence, a weekend retreat, or a home designed for entertaining, 8630 Elm Road offers space, versatility, thoughtful updates, and the Eastern Shore lifestyle in one inviting package.

Ready to see it in person? Schedule your private showing today through the listing’s appointment link!

  • Houzeo last checked: 6 minutes ago
  • Listing updated: October 16, 2026 at 7:17 pm
  • Listing Provided by: Lawrence M. Lessin (301) 355-6104 | Save 6, Incorporated (301) 355-6104
  • Source: Bright MLS-NJ | MLS#: MDKE2006914 Bright MLS-NJ

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Kent Md County

  • City

    Chestertown

  • Neighborhood

    --

  • Year Built

    2006

  • HOA Fees

    $4.17/mo

  • Finished Area

    1,936 sqft

  • Lot Size

    16,416 sqft lot

  • Basement Area

    - sqft

  • MLS Name

    Bright MLS

  • MLS Number

    MDKE2006914

  • MLS Status

    ACTIVE-BRIGHT

  • Days on Market

    64

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Location

HOA Management

N/A

HOA Fees

$50/ Annually

Amenities

Amenities and services may be covered by one or multiple associations and service providers.

Other Other

Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 5

    Bathrooms: 3

Interior

  • Appliances

    Built In Microwave, Cooktop, Dishwasher, Dryer, Icemaker, Stainless Steel Appliances, Stove, Washer

  • Sewer

    Public Sewer

  • Heating

    Heat Pump(s)

  • Cooling

    Central A/c, Ceiling Fan(s)

  • Interior Features

    Attic, Built Ins, Carpet, Ceiling Fan(s), Kitchen Eat In, Kitchen Table Space, Primary Bath(s), Wood Floors, Formal/separate Dining Room, Floor Plan Open

Construction

  • Year Built

    Year Built: 2006

  • Home type

    Single Family Residence

  • Architectural Style

    Cape Cod

  • Construction Materials

    Vinyl Siding

  • Foundation Details

    Other

Utilities & Energy

  • Water Source

    Well

Other Features

  • Subdivision Name

    Tolchester Estates

  • Patio And Porch Features

    Deck, Porch

  • Lot Features

    Backs To Trees, Landscaping

Price History

DateEventPrice

10/16/2026

Source: mls_logoBright MLS-NJ #MDKE2006914

Price Decreased

$399,900 -5.88%

$207/sqft

08/26/2026

Source: mls_logoBright MLS-NJ #MDKE2006914

Price Increased

$424,900 +6.25%

$219/sqft

08/14/2026

Source: mls_logoBright MLS-NJ #MDKE2006914

Listed for Sale

$399,900 -10.13%

$207/sqft

08/14/2026

Source: mls_logoBright MLS-NJ #MDKE2006914

Price Increased

$445,000 +21.58%

$230/sqft

06/03/2022

Source: mls_logoBright MLS-NJ #MDKE2001352

Price Increased

$366,000 +43.53%

$189/sqft

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Nearby Homes

Based on information from Bright MLS through Oct 18, 2026, 12:00AM. Listing information is from various brokers who participate in the Bright MLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. © 2026 Bright MLS, Inc. All Rights Reserved. Click here for more information

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