# 106 HARLAN Loop, Chestertown, MD 21620 > **TL;DR:** 4bd/3ba single family, $425,000 ($134/sqft), built 2009, 3,165 sqft. > 2-car garage. Est. $2,593/mo. Listed 17 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $425,000 | | Price/sqft | $134 | | Bedrooms | 4 | | Bathrooms | 2 full, 1 half | | Square Feet | 3,165 | | Year Built | 2009 | | Lot Size | 12,219 sqft (0.28 acres) | | Stories | 3 | | Garage | 2-car | | Property Type | Single Family (Other) | | Status | Active | | Days on Market | 17 | ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $2,149 | | Estimated Insurance | $124 | | HOA | $320 | | **Total** | **$2,593** | ## Key Amenities - 2-car garage ## Property Highlights - Built in 2009 - 0.28 acre lot - 3 stories - 6 parking spaces ## Description ### Agent Description Nestled in Coventry Farms II, this exquisite Colonial-style residence offers a harmonious blend of Space, Convenience and comfort, perfect for those who appreciate the finer things in life. Built in 2009, this stunning home boasts 3,165 square feet of meticulously designed living space, ensuring ample room for both relaxation and entertainment. Step inside to discover an inviting interior adorned with high-end finishes and thoughtful details. The spacious family room, seamlessly connected to the kitchen, is perfect for gatherings, while the formal dining room sets the stage for elegant dinner parties. The gourmet kitchen is a chef's dream, featuring a generous island, stainless steel appliances, and a convenient pantry, all bathed in natural light from the double-pane windows. Enjoy casual meals in the cozy breakfast area, where morning sunlight creates a warm ambiance. Retreat to the luxurious primary suite, complete with a walk-in closet with an additional closet and a spa-like bathroom featuring a walk-in shower and double sinks. Each of the additional three bedrooms offers generous space and comfort and large closets, ensuring everyone has their own sanctuary. Recessed lighting and ceiling fans throughout enhance the home's inviting atmosphere, while plush carpeting and laminate flooring provide a perfect balance of style and practicality. The partially finished basement offers endless possibilities, whether you envision a home theater, gym, or additional living space. The basement even has a rough in for an additional bathroom. With interior access and heating, this area is ready to be transformed into your personal oasis. Outside, the property sits on a 0.28-acre lot that backs to serene trees, while the front over looks the large common area providing a tranquil backdrop for outdoor living. The expansive deck invites you to unwind and entertain, while the attached garage and ample driveway space accommodate all your vehicles with ease. This home is not just a residence; it's a lifestyle. Enjoy the peace of mind that comes with living in a well-established community, where every detail has been considered for your comfort and enjoyment. Experience the perfect blend of luxury, convenience, and nature in this exceptional Coventry Farms II gem that is "Move In Ready". Enjoy a walk in Downtown Historical Chestertown which is on the Chester River. Explore many events that the town has such as Saturday morning Farmers Markets, The Annual Tea Party, Downrigging Festival, Fourth of July Fireworks, tours on the Sultana and River Packet and Dickens of a Christmas or just relax on a bench by the River or Wilmer Park. Don't miss the opportunity to make this dream home your reality! Chestertown is a great place to call Home! ## Location - **Address:** 106 HARLAN Loop, Chestertown, MD 21620 - **County:** KENT - **Neighborhood:** COVENTRY FARMS - **Coordinates:** 39.23226, -76.09277 - **Google Maps:** https://www.google.com/maps?q=39.23226,-76.09277 ## Virtual Tour & Media - **Video Tour:** https://portal.jmrealestatephotos.com/106-Harlan-Loop/idx ## Listing Agent - **Name:** Barbara A McPhail · **License:** 655895 - **Brokerage:** Douglas Realty LLC - **Broker Phone:** (410) 255-3690 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/106-Harlan-Loop_Chestertown_MD_21620_M64849-92450?f=listhub&s=TRENDPA&m=MDKE2007190&c=propsimple) ## Photos ![106 HARLAN Loop - Photo 1](http://lh.rdcpix.com/aaaccb506ee15d64c1be25a29d20ab77l-f2398754978r.jpg) ![106 HARLAN Loop - Photo 2](http://lh.rdcpix.com/aaaccb506ee15d64c1be25a29d20ab77l-f2551630839r.jpg) ![106 HARLAN Loop - Photo 3](http://lh.rdcpix.com/aaaccb506ee15d64c1be25a29d20ab77l-f3286488520r.jpg) ![106 HARLAN Loop - Photo 4](http://lh.rdcpix.com/aaaccb506ee15d64c1be25a29d20ab77l-f728345915r.jpg) ![106 HARLAN Loop - Photo 5](http://lh.rdcpix.com/aaaccb506ee15d64c1be25a29d20ab77l-f1080696070r.jpg) ![106 HARLAN Loop - Photo 6](http://lh.rdcpix.com/aaaccb506ee15d64c1be25a29d20ab77l-f1651366940r.jpg) ![106 HARLAN Loop - Photo 7](http://lh.rdcpix.com/aaaccb506ee15d64c1be25a29d20ab77l-f66605654r.jpg) ![106 HARLAN Loop - Photo 8](http://lh.rdcpix.com/aaaccb506ee15d64c1be25a29d20ab77l-f3055593191r.jpg) ![106 HARLAN Loop - Photo 9](http://lh.rdcpix.com/aaaccb506ee15d64c1be25a29d20ab77l-f3972773468r.jpg) ![106 HARLAN Loop - Photo 10](http://lh.rdcpix.com/aaaccb506ee15d64c1be25a29d20ab77l-f1057047635r.jpg) ![106 HARLAN Loop - Photo 11](http://lh.rdcpix.com/aaaccb506ee15d64c1be25a29d20ab77l-f3302790527r.jpg) ![106 HARLAN Loop - Photo 12](http://lh.rdcpix.com/aaaccb506ee15d64c1be25a29d20ab77l-f1777685762r.jpg) ![106 HARLAN Loop - Photo 13](http://lh.rdcpix.com/aaaccb506ee15d64c1be25a29d20ab77l-f1366684851r.jpg) ![106 HARLAN Loop - Photo 14](http://lh.rdcpix.com/aaaccb506ee15d64c1be25a29d20ab77l-f4143210900r.jpg) ![106 HARLAN Loop - Photo 15](http://lh.rdcpix.com/aaaccb506ee15d64c1be25a29d20ab77l-f303728506r.jpg) ![106 HARLAN Loop - Photo 16](http://lh.rdcpix.com/aaaccb506ee15d64c1be25a29d20ab77l-f2334880714r.jpg) ![106 HARLAN Loop - Photo 17](http://lh.rdcpix.com/aaaccb506ee15d64c1be25a29d20ab77l-f1205263251r.jpg) ![106 HARLAN Loop - Photo 18](http://lh.rdcpix.com/aaaccb506ee15d64c1be25a29d20ab77l-f1853187886r.jpg) ![106 HARLAN Loop - Photo 19](http://lh.rdcpix.com/aaaccb506ee15d64c1be25a29d20ab77l-f2308156041r.jpg) ![106 HARLAN Loop - Photo 20](http://lh.rdcpix.com/aaaccb506ee15d64c1be25a29d20ab77l-f1164627785r.jpg) ![106 HARLAN Loop - Photo 21](http://lh.rdcpix.com/aaaccb506ee15d64c1be25a29d20ab77l-f2530637390r.jpg) ![106 HARLAN Loop - Photo 22](http://lh.rdcpix.com/aaaccb506ee15d64c1be25a29d20ab77l-f1244232172r.jpg) ![106 HARLAN Loop - Photo 23](http://lh.rdcpix.com/aaaccb506ee15d64c1be25a29d20ab77l-f410403354r.jpg) ![106 HARLAN Loop - Photo 24](http://lh.rdcpix.com/aaaccb506ee15d64c1be25a29d20ab77l-f3836401384r.jpg) ![106 HARLAN Loop - Photo 25](http://lh.rdcpix.com/aaaccb506ee15d64c1be25a29d20ab77l-f3530820982r.jpg) ![106 HARLAN Loop - Photo 26](http://lh.rdcpix.com/aaaccb506ee15d64c1be25a29d20ab77l-f2784902621r.jpg) ![106 HARLAN Loop - Photo 27](http://lh.rdcpix.com/aaaccb506ee15d64c1be25a29d20ab77l-f3259370174r.jpg) ![106 HARLAN Loop - Photo 28](http://lh.rdcpix.com/aaaccb506ee15d64c1be25a29d20ab77l-f4179582431r.jpg) ![106 HARLAN Loop - Photo 29](http://lh.rdcpix.com/aaaccb506ee15d64c1be25a29d20ab77l-f2634304481r.jpg) ![106 HARLAN Loop - Photo 30](http://lh.rdcpix.com/aaaccb506ee15d64c1be25a29d20ab77l-f522158972r.jpg) ![106 HARLAN Loop - Photo 31](http://lh.rdcpix.com/aaaccb506ee15d64c1be25a29d20ab77l-f1422705018r.jpg) ![106 HARLAN Loop - Photo 32](http://lh.rdcpix.com/aaaccb506ee15d64c1be25a29d20ab77l-f3245623472r.jpg) ![106 HARLAN Loop - Photo 33](http://lh.rdcpix.com/aaaccb506ee15d64c1be25a29d20ab77l-f3565155608r.jpg) ![106 HARLAN Loop - Photo 34](http://lh.rdcpix.com/aaaccb506ee15d64c1be25a29d20ab77l-f1502697910r.jpg) ![106 HARLAN Loop - Photo 35](http://lh.rdcpix.com/aaaccb506ee15d64c1be25a29d20ab77l-f183433870r.jpg) ![106 HARLAN Loop - Photo 36](http://lh.rdcpix.com/aaaccb506ee15d64c1be25a29d20ab77l-f884304961r.jpg) ![106 HARLAN Loop - Photo 37](http://lh.rdcpix.com/aaaccb506ee15d64c1be25a29d20ab77l-f267730599r.jpg) ![106 HARLAN Loop - Photo 38](http://lh.rdcpix.com/aaaccb506ee15d64c1be25a29d20ab77l-f1309190858r.jpg) ![106 HARLAN Loop - Photo 39](http://lh.rdcpix.com/aaaccb506ee15d64c1be25a29d20ab77l-f2501593028r.jpg) ![106 HARLAN Loop - Photo 40](http://lh.rdcpix.com/aaaccb506ee15d64c1be25a29d20ab77l-f2903959461r.jpg) ![106 HARLAN Loop - Photo 41](http://lh.rdcpix.com/aaaccb506ee15d64c1be25a29d20ab77l-f3100007044r.jpg) ![106 HARLAN Loop - Photo 42](http://lh.rdcpix.com/aaaccb506ee15d64c1be25a29d20ab77l-f2683979889r.jpg) ![106 HARLAN Loop - Photo 43](http://lh.rdcpix.com/aaaccb506ee15d64c1be25a29d20ab77l-f3542696370r.jpg) ![106 HARLAN Loop - Photo 44](http://lh.rdcpix.com/aaaccb506ee15d64c1be25a29d20ab77l-f158975085r.jpg) ![106 HARLAN Loop - Photo 45](http://lh.rdcpix.com/aaaccb506ee15d64c1be25a29d20ab77l-f1371975689r.jpg) ![106 HARLAN Loop - Photo 46](http://lh.rdcpix.com/aaaccb506ee15d64c1be25a29d20ab77l-f1560313525r.jpg) ![106 HARLAN Loop - Photo 47](http://lh.rdcpix.com/aaaccb506ee15d64c1be25a29d20ab77l-f4143739708r.jpg) ![106 HARLAN Loop - Photo 48](http://lh.rdcpix.com/aaaccb506ee15d64c1be25a29d20ab77l-f3963055467r.jpg) ![106 HARLAN Loop - Photo 49](http://lh.rdcpix.com/aaaccb506ee15d64c1be25a29d20ab77l-f647688182r.jpg) ![106 HARLAN Loop - Photo 50](http://lh.rdcpix.com/aaaccb506ee15d64c1be25a29d20ab77l-f1790136105r.jpg) ![106 HARLAN Loop - Photo 51](http://lh.rdcpix.com/aaaccb506ee15d64c1be25a29d20ab77l-f2132370829r.jpg) ![106 HARLAN Loop - Photo 52](http://lh.rdcpix.com/aaaccb506ee15d64c1be25a29d20ab77l-f1011896739r.jpg) ![106 HARLAN Loop - Photo 53](http://lh.rdcpix.com/aaaccb506ee15d64c1be25a29d20ab77l-f2511754637r.jpg) ![106 HARLAN Loop - Photo 54](http://lh.rdcpix.com/aaaccb506ee15d64c1be25a29d20ab77l-f2496019942r.jpg) ![106 HARLAN Loop - Photo 55](http://lh.rdcpix.com/aaaccb506ee15d64c1be25a29d20ab77l-f1390656708r.jpg) ![106 HARLAN Loop - Photo 56](http://lh.rdcpix.com/aaaccb506ee15d64c1be25a29d20ab77l-f3627842838r.jpg) ![106 HARLAN Loop - Photo 57](http://lh.rdcpix.com/aaaccb506ee15d64c1be25a29d20ab77l-f664715272r.jpg) ![106 HARLAN Loop - Photo 58](http://lh.rdcpix.com/aaaccb506ee15d64c1be25a29d20ab77l-f2491472747r.jpg) ![106 HARLAN Loop - Photo 59](http://lh.rdcpix.com/aaaccb506ee15d64c1be25a29d20ab77l-f1540287898r.jpg) ![106 HARLAN Loop - Photo 60](http://lh.rdcpix.com/aaaccb506ee15d64c1be25a29d20ab77l-f2056112007r.jpg) ![106 HARLAN Loop - Photo 61](http://lh.rdcpix.com/aaaccb506ee15d64c1be25a29d20ab77l-f2915732886r.jpg) ![106 HARLAN Loop - Photo 62](http://lh.rdcpix.com/aaaccb506ee15d64c1be25a29d20ab77l-f2386048776r.jpg) ![106 HARLAN Loop - Photo 63](http://lh.rdcpix.com/aaaccb506ee15d64c1be25a29d20ab77l-f1704512323r.jpg) ![106 HARLAN Loop - Photo 64](http://lh.rdcpix.com/aaaccb506ee15d64c1be25a29d20ab77l-f873318375r.jpg) ![106 HARLAN Loop - Photo 65](http://lh.rdcpix.com/aaaccb506ee15d64c1be25a29d20ab77l-f121996981r.jpg) ![106 HARLAN Loop - Photo 66](http://lh.rdcpix.com/aaaccb506ee15d64c1be25a29d20ab77l-f2228109397r.jpg) ![106 HARLAN Loop - Photo 67](http://lh.rdcpix.com/aaaccb506ee15d64c1be25a29d20ab77l-f386890588r.jpg) ![106 HARLAN Loop - Photo 68](http://lh.rdcpix.com/aaaccb506ee15d64c1be25a29d20ab77l-f353568679r.jpg) --- **MLS#:** MDKE2007190 | **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/106-harlan-loop-chestertown-md-21620-ada1689e64ee42ab875e8bb32eb1cc07) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://staging.propertysimple.ai/listing/106-harlan-loop-chestertown-md-21620-ada1689e64ee42ab875e8bb32eb1cc07#listing", "url": "https://staging.propertysimple.ai/listing/106-harlan-loop-chestertown-md-21620-ada1689e64ee42ab875e8bb32eb1cc07", "name": "106 HARLAN Loop, Chestertown, MD 21620", "description": "Nestled in Coventry Farms II, this exquisite Colonial-style residence offers a harmonious blend of Space, Convenience and comfort, perfect for those who appreciate the finer things in life. Built in 2009, this stunning home boasts 3,165 square feet of meticulously designed living space, ensuring ample room for both relaxation and entertainment. Step inside to discover an inviting interior adorned with high-end finishes and thoughtful details. The spacious family room, seamlessly connected to the kitchen, is perfect for gatherings, while the formal dining room sets the stage for elegant dinner parties. The gourmet kitchen is a chef's dream, featuring a generous island, stainless steel appliances, and a convenient pantry, all bathed in natural light from the double-pane windows. Enjoy casual meals in the cozy breakfast area, where morning sunlight creates a warm ambiance. Retreat to the luxurious primary suite, complete with a walk-in closet with an additional closet and a spa-like bathroom featuring a walk-in shower and double sinks. Each of the additional three bedrooms offers generous space and comfort and large closets, ensuring everyone has their own sanctuary. Recessed lighting and ceiling fans throughout enhance the home's inviting atmosphere, while plush carpeting and laminate flooring provide a perfect balance of style and practicality. The partially finished basement offers endless possibilities, whether you envision a home theater, gym, or additional living space. The basement even has a rough in for an additional bathroom. With interior access and heating, this area is ready to be transformed into your personal oasis. Outside, the property sits on a 0.28-acre lot that backs to serene trees, while the front over looks the large common area providing a tranquil backdrop for outdoor living. The expansive deck invites you to unwind and entertain, while the attached garage and ample driveway space accommodate all your vehicles with ease. This home is not just a residence; it's a lifestyle. Enjoy the peace of mind that comes with living in a well-established community, where every detail has been considered for your comfort and enjoyment. Experience the perfect blend of luxury, convenience, and nature in this exceptional Coventry Farms II gem that is \"Move In Ready\". Enjoy a walk in Downtown Historical Chestertown which is on the Chester River. Explore many events that the town has such as Saturday morning Farmers Markets, The Annual Tea Party, Downrigging Festival, Fourth of July Fireworks, tours on the Sultana and River Packet and Dickens of a Christmas or just relax on a bench by the River or Wilmer Park. Don't miss the opportunity to make this dream home your reality! 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