# 8630 ELM Road, Chestertown, MD 21620 > **TL;DR:** 5bd/3ba single family, $399,900 ($207/sqft), built 2006, 1,936 sqft. > A/C, 1-car garage. Est. $2,189/mo. Listed 80 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $399,900 | | Price/sqft | $207 | | Bedrooms | 5 | | Bathrooms | 2 full, 1 half | | Square Feet | 1,936 | | Year Built | 2006 | | Lot Size | 16,418 sqft (0.38 acres) | | Stories | 2 | | Garage | 1-car | | Property Type | Single Family (Other) | | Status | Active | | Days on Market | 80 | ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $2,022 | | Estimated Insurance | $117 | | HOA | $50 | | **Total** | **$2,189** | ## Key Amenities - A/C - 1-car garage ## Property Highlights - Built in 2006 - 0.38 acre lot - 2 stories - 9 parking spaces ## Description ### Agent 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 refreshed 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! ## Location - **Address:** 8630 ELM Road, Chestertown, MD 21620 - **County:** KENT - **Neighborhood:** TOLCHESTER ESTATES - **Coordinates:** 39.21556, -76.23754 - **Google Maps:** https://www.google.com/maps?q=39.21556,-76.23754 ## Listing Agent - **Name:** Lawrence M. Lessin · **License:** 33633 - **Brokerage:** Save 6, Incorporated - **Broker Phone:** (301) 355-6104 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/8630-Elm-Rd_Chestertown_MD_21620_M56478-30906?f=listhub&s=TRENDPA&m=MDKE2006914&c=propsimple) ## Photos ![8630 ELM Road - Photo 1](http://lh.rdcpix.com/49fb8bc79c4e6447d3189a7d08ca49edl-f3212914678r.jpg) ![8630 ELM Road - Photo 2](http://lh.rdcpix.com/49fb8bc79c4e6447d3189a7d08ca49edl-f2448875446r.jpg) ![8630 ELM Road - Photo 3](http://lh.rdcpix.com/49fb8bc79c4e6447d3189a7d08ca49edl-f2783714553r.jpg) ![8630 ELM Road - Photo 4](http://lh.rdcpix.com/49fb8bc79c4e6447d3189a7d08ca49edl-f1801248539r.jpg) ![8630 ELM Road - Photo 5](http://lh.rdcpix.com/49fb8bc79c4e6447d3189a7d08ca49edl-f3795900335r.jpg) ![8630 ELM Road - Photo 6](http://lh.rdcpix.com/49fb8bc79c4e6447d3189a7d08ca49edl-f528193584r.jpg) ![8630 ELM Road - Photo 7](http://lh.rdcpix.com/49fb8bc79c4e6447d3189a7d08ca49edl-f784087674r.jpg) ![8630 ELM Road - Photo 8](http://lh.rdcpix.com/49fb8bc79c4e6447d3189a7d08ca49edl-f338342411r.jpg) ![8630 ELM Road - Photo 9](http://lh.rdcpix.com/49fb8bc79c4e6447d3189a7d08ca49edl-f4007866051r.jpg) ![8630 ELM Road - Photo 10](http://lh.rdcpix.com/49fb8bc79c4e6447d3189a7d08ca49edl-f325011194r.jpg) ![8630 ELM Road - Photo 11](http://lh.rdcpix.com/49fb8bc79c4e6447d3189a7d08ca49edl-f3249844421r.jpg) ![8630 ELM Road - Photo 12](http://lh.rdcpix.com/49fb8bc79c4e6447d3189a7d08ca49edl-f1213911836r.jpg) ![8630 ELM Road - Photo 13](http://lh.rdcpix.com/49fb8bc79c4e6447d3189a7d08ca49edl-f968121248r.jpg) ![8630 ELM Road - Photo 14](http://lh.rdcpix.com/49fb8bc79c4e6447d3189a7d08ca49edl-f1528874807r.jpg) ![8630 ELM Road - Photo 15](http://lh.rdcpix.com/49fb8bc79c4e6447d3189a7d08ca49edl-f3249844421r.jpg) ![8630 ELM Road - Photo 16](http://lh.rdcpix.com/49fb8bc79c4e6447d3189a7d08ca49edl-f914730984r.jpg) ![8630 ELM Road - Photo 17](http://lh.rdcpix.com/49fb8bc79c4e6447d3189a7d08ca49edl-f3979405770r.jpg) ![8630 ELM Road - Photo 18](http://lh.rdcpix.com/49fb8bc79c4e6447d3189a7d08ca49edl-f1295711606r.jpg) ![8630 ELM Road - Photo 19](http://lh.rdcpix.com/49fb8bc79c4e6447d3189a7d08ca49edl-f4197683140r.jpg) ![8630 ELM Road - Photo 20](http://lh.rdcpix.com/49fb8bc79c4e6447d3189a7d08ca49edl-f4250498977r.jpg) ![8630 ELM Road - Photo 21](http://lh.rdcpix.com/49fb8bc79c4e6447d3189a7d08ca49edl-f1664110120r.jpg) ![8630 ELM Road - Photo 22](http://lh.rdcpix.com/49fb8bc79c4e6447d3189a7d08ca49edl-f1591288278r.jpg) ![8630 ELM Road - Photo 23](http://lh.rdcpix.com/49fb8bc79c4e6447d3189a7d08ca49edl-f1808950490r.jpg) ![8630 ELM Road - Photo 24](http://lh.rdcpix.com/49fb8bc79c4e6447d3189a7d08ca49edl-f2951744486r.jpg) ![8630 ELM Road - Photo 25](http://lh.rdcpix.com/49fb8bc79c4e6447d3189a7d08ca49edl-f1133011262r.jpg) ![8630 ELM Road - Photo 26](http://lh.rdcpix.com/49fb8bc79c4e6447d3189a7d08ca49edl-f4230865277r.jpg) ![8630 ELM Road - Photo 27](http://lh.rdcpix.com/49fb8bc79c4e6447d3189a7d08ca49edl-f1779830780r.jpg) ![8630 ELM Road - Photo 28](http://lh.rdcpix.com/49fb8bc79c4e6447d3189a7d08ca49edl-f1957905148r.jpg) ![8630 ELM Road - Photo 29](http://lh.rdcpix.com/49fb8bc79c4e6447d3189a7d08ca49edl-f2733924810r.jpg) ![8630 ELM Road - Photo 30](http://lh.rdcpix.com/49fb8bc79c4e6447d3189a7d08ca49edl-f3062988102r.jpg) ![8630 ELM Road - Photo 31](http://lh.rdcpix.com/49fb8bc79c4e6447d3189a7d08ca49edl-f4217197877r.jpg) ![8630 ELM Road - Photo 32](http://lh.rdcpix.com/49fb8bc79c4e6447d3189a7d08ca49edl-f1396635403r.jpg) ![8630 ELM Road - Photo 33](http://lh.rdcpix.com/49fb8bc79c4e6447d3189a7d08ca49edl-f1836059474r.jpg) ![8630 ELM Road - Photo 34](http://lh.rdcpix.com/49fb8bc79c4e6447d3189a7d08ca49edl-f3014288145r.jpg) ![8630 ELM Road - Photo 35](http://lh.rdcpix.com/49fb8bc79c4e6447d3189a7d08ca49edl-f1679450604r.jpg) ![8630 ELM Road - Photo 36](http://lh.rdcpix.com/49fb8bc79c4e6447d3189a7d08ca49edl-f2429458898r.jpg) ![8630 ELM Road - Photo 37](http://lh.rdcpix.com/49fb8bc79c4e6447d3189a7d08ca49edl-f420120032r.jpg) ![8630 ELM Road - Photo 38](http://lh.rdcpix.com/49fb8bc79c4e6447d3189a7d08ca49edl-f2674515155r.jpg) ![8630 ELM Road - Photo 39](http://lh.rdcpix.com/49fb8bc79c4e6447d3189a7d08ca49edl-f925322412r.jpg) ![8630 ELM Road - Photo 40](http://lh.rdcpix.com/49fb8bc79c4e6447d3189a7d08ca49edl-f949803407r.jpg) ![8630 ELM Road - Photo 41](http://lh.rdcpix.com/49fb8bc79c4e6447d3189a7d08ca49edl-f3116914950r.jpg) ![8630 ELM Road - Photo 42](http://lh.rdcpix.com/49fb8bc79c4e6447d3189a7d08ca49edl-f3983611978r.jpg) ![8630 ELM Road - Photo 43](http://lh.rdcpix.com/49fb8bc79c4e6447d3189a7d08ca49edl-f3241498837r.jpg) --- **MLS#:** MDKE2006914 | **Updated:** 2026-10-27 **Source:** listhub *Copyright © 2026 Bright MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.* [View on PropertySimple](https://staging.propertysimple.ai/listing/8630-elm-road-chestertown-md-21620-5e25606f0381426d87a8a600c4c08687) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://staging.propertysimple.ai/listing/8630-elm-road-chestertown-md-21620-5e25606f0381426d87a8a600c4c08687#listing", "url": "https://staging.propertysimple.ai/listing/8630-elm-road-chestertown-md-21620-5e25606f0381426d87a8a600c4c08687", "name": "8630 ELM Road, Chestertown, MD 21620", "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 refreshed 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? 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