Chestertown, MD Homes For Sale | Real Living At Home | Real Living Real Estate

Chestertown MD Real Estate & Homes for Sale

118 Properties Found

The median home value in Chestertown, MD is $233,750. This is higher than the county median home value of $183,500. The national median home value is $185,800. The average price of homes sold in Chestertown, MD is $233,750. Approximately 41.87% of Chestertown homes are owned, compared to 42.32% rented, while 15.82% are vacant. Chestertown real estate listings include condos, townhomes, and single family homes for sale. Commercial properties are also available. If you see a property you’re interested in, contact a Chestertown real estate agent to arrange a tour today!
Learn more about Chestertown Real Estate.


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1–25 of 118 properties displayed
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Beds:
3
Baths:
1.00
Sq.Ft.:
960
Status:
NEW LISTING
MLS#:
1009949688
Type:
Single Family
Subdivision:
Washington Park
Lot size:
0.52 Acres
Year built:
1965
Courtesy: Keller Williams Select Realtors
View additional info

Remodeled rancher in Chestertown. New, eat-in kitchen with granite counters, stainless appliances. Hardwood floors. Tile bath, New carpet, Recessed lighting in living room and kitchen. New HVAC, New wiring,plumbing, Large lot. Great home for the price. Just move in.

Beds:
4
Baths:
2.00
Sq.Ft.:
1,404
Status:
NEW LISTING
MLS#:
1009958372
Type:
Single Family
Subdivision:
Chesapeake Landing
Lot size:
0.47 Acres
Year built:
2005
Courtesy: The Hogans Agency Inc.
View additional info

Dutch colonial in water privileged community with docks and boat ramp close to marina. Nice size rooms, first floor bedroom, deck off Dining Room. Large lot. Home is in excellent condition - like new.

Beds:
2
Baths:
1.00
Sq.Ft.:
768
Status:
NEW LISTING
MLS#:
1009957738
Type:
Single Family
Subdivision:
Calvert Homes
Lot size:
0.09 Acres
Year built:
1949
Courtesy: Cross Street Realtors LLC
View additional info

Affordable home beautifully and thoroughly renovated in 2015 with new roof, kitchen, windows, bathroom, range, dishwasher, washer & dryer. You could own this home for LESS than $950/mo and this INCLUDES taxes & insurance. This is a must see to appreciate everything this house has to offer including the front porch, rear deck and completely fenced yard. TENANT OCCUPIED so please allow 24 hour notice. Investor Buyers - Tenant would like to stay if possible!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,712
Status:
NEW LISTING
MLS#:
1009154950
Type:
Single Family
Subdivision:
Chesapeake Landing
Lot size:
0.62 Acres
Year built:
1988
Courtesy: Doug Ashley Realtors, LLC
View additional info

Nice home, well cared for with large workshop, detached building outside. Three bedrooms, 2 full baths, two decks, off street parking, and the possibility of purchase with another lot just next door that has been perked. Quiet cul-de-sac

Beds:
5
Baths:
6.00
Sq.Ft.:
10,870
Status:
NEW LISTING
MLS#:
1009942958
Type:
Single Family
Subdivision:
Chestertown
Lot size:
300 Acres
Year built:
1990
Courtesy: Benson & Mangold, LLC
View additional info

300+/- acre waterfront estate with exceptional amenities. Main house with 7,500+/- sq ft, with a retreat feel and open floor plan. Indoor and outdoor pools, high elevation and expansive southern and western views down coveted West Fork Langford Creek. Boat house with 7'+.- MLW, tenant house, historic farm house, antique covered bridge, large barn, waterfowl ponds and 1.5+/- miles of shoreline.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,500
Status:
NEW LISTING
MLS#:
1009933688
Type:
Single Family
Subdivision:
Chester Harbor
Lot size:
0.34 Acres
Year built:
1989
Courtesy: Century 21 Downtown
View additional info

Deeply Discounted Foreclosure Opportunity in Chester Harbor. Property was previously renovated/updated. Large, clean rancher w/ addition in need of TLC. Sold Subject to ground rent if existing seller will not redeem. Assignment of a bank foreclosure, special papers needed for offer. Contact LA. Sold as-is cash or hard money . Conventional w/ 20% down possible. NO FHA . Seller does not guarantee accuracy in this listing, buyer/agent to verify.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,826
Status:
NEW LISTING
MLS#:
1009929014
Type:
Single Family
Subdivision:
Quaker Neck Landing
Lot size:
0.21 Acres
Year built:
1890
Courtesy: Coldwell Banker Chesapeake Real Estate Company
View additional info

This one is a must see!! This charming restored farmhouse located steps away from Quaker Neck Landing has something for everyone whether your your looking for a family getaway or a full time residence. The home offers an upgraded cooks kitchen, bathrooms, new screened in porch, stone patio with fire pit, original hardwood floors, off street parking with carport, and barn for storage with workshop area. Call to schedule your showing today.

Beds:
4
Baths:
4.00
Sq.Ft.:
3,128
Status:
Active
MLS#:
1008575416
Type:
Single Family
Subdivision:
None Available
Lot size:
10 Acres
Year built:
2005
Courtesy: Coldwell Banker Chesapeake Real Estate Company
View additional info

Eastern Shore Georgian style home is situated on a serene, rural 10-acres, yet is conveniently located just 2 miles from the colonial town of Chestertown. Designed by the architect, Andrea Lombardini, and built in 2005, the thoughtfully designed interior lends an airy elegance harmoniously linking the sunlit living areas, including the first floor master suite. Taking full advantage of the pastoral views, the home showcases the finest details including random width wood floors, built-ins, high ceilings and a terrace overlooking the naturally beautiful setting. Chestertown offers a river walk, brick lined streets with 18th century homes, galleries, live theater and cafes. It enjoys a vibrant arts community, outdoor educational programs and is home to Washington College. Located about 90-minutes from Washington and Philadelphia.

Beds:
2
Baths:
1.00
Sq.Ft.:
1,168
Status:
Active
MLS#:
1009918978
Type:
Single Family
Subdivision:
Fairlee
Lot size:
2 Acres
Year built:
1948
Courtesy: Champion Realty, Inc.
View additional info
Beds:
3
Baths:
1.00
Sq.Ft.:
1,125
Status:
Active
MLS#:
1008362670
Type:
Single Family
Subdivision:
Beautiful Quaker Neck Peninsula
Lot size:
0.47 Acres
Year built:
1949
Courtesy: Doug Ashley Realtors, LLC
View additional info

Bring your water toys and enjoy this cute cottage located approximately 1.5 miles from Quaker Neck Landing! Family/dining area combination has wood floors, a wood burning stove and beamed wood ceiling. First floor bedroom has walk-in closet and hookup for stack-able washer/dryer. Upstairs has a 2nd bedroom and currently used as "the Bunk Room" . The grounds have been well landscaped and there is even an outdoor shower! Use as a retreat, primary home, hunting cabin/cottage, etc. Not too far from Historic downtown Chestertown!!

Open House:

Saturday, 10/27 12:00-2:00PM

Beds:
5
Baths:
4.00
Sq.Ft.:
5,367
Status:
Active
MLS#:
1009688038
Type:
Single Family
Subdivision:
None
Lot size:
13.17 Acres
Year built:
2006
Courtesy: Champion Realty, Inc.
View additional info

OPEN SAT, 27TH, 12-2 PM! AMAZING CUSTOM-BUILT ESTATE sited on almost 14 acres w/Every luxury & upgrade + 2500 sf basement. First floor master, 4 addtnl Brs, Phenomenal kitchen includes 3 ovens, double dishwasher, granite counters, custom Amish lighted, glass cab., custom tile floors, double sinks + veg sink, conv. micro, table space, serving counter, desk area. STUNNING wall of glass & two-story brick FIREPLACE in open family room w/balcony overlook. HUGE screened porch w/vaulted ceiling & brick floor. Amazing brick front porch w/entertainment area to capture every country view! IT'S WORTH A LOOK; YOU'LL FALL IN LOVE!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,200
Status:
Active
MLS#:
1008616880
Type:
Single Family
Subdivision:
Militota
Lot size:
2 Acres
Year built:
1972
Courtesy: Doug Ashley Realtors, LLC
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Double-wide home on a great 2 acre corner lot! House is being sold "AS IS" but with a little work this could be a great home. Has a relatively new metal roof.

Beds:
3
Baths:
2.00
Sq.Ft.:
852
Status:
Active
MLS#:
1009223586
Type:
Single Family
Subdivision:
Chester Harbor
Lot size:
0.34 Acres
Year built:
1987
Courtesy: Wyble Enterprises
View additional info

Raised rancher with 3-bedrooms, 1 1/2 baths, partially-finished basement, deck, 1-car garage, central heat and AC. om a water-privileged community 3 miles from Chestertown. Being Sold AS IS with inspections. Clothes dryer, water softener and microwave are not in working order. Possible investment opportunity.

Open House:

Saturday, 10/27 12:00-2:00PM

Beds:
4
Baths:
4.00
Sq.Ft.:
3,799
Status:
Active
MLS#:
1008146650
Type:
Single Family
Subdivision:
Coventry Farm
Lot size:
0.32 Acres
Year built:
2008
Courtesy: Doug Ashley Realtors, LLC
View additional info

Gorgeous Home, Energy efficient, upgraded, has a custom sauna in the rec area, a workout room, gorgeous wood floors, and a gourmet kitchen with a sunny breakfast room. There is a beautiful dining room, and office/den, outside has a deck and beautifully landscaped home. This owner had the home built, and paid for many energy efficient upgrades. Welcome to a wonderful lifestyle in Historic Chestertown. Washington College features art, drama, sports and a lifetime learning center. Chestertown is on the Chester River and there are many activities to enjoy!

Beds:
4
Baths:
3.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
1008349662
Type:
Single Family
Subdivision:
Coventry Farms
Lot size:
0.26 Acres
Year built:
2009
Courtesy: Real Estate Professionals, Inc.
View additional info

Stately Colonial Style Home now Available in the Coventry Farms Neighborhood of Chestertown. This Home Features 4 Bedrooms and 2.5 Baths, a Gourmet Kitchen with Breakfast Nook and Separate Dining Room, and Finished Basement with Access to Spacious Back Yard. Seller Financing May Be Available

Beds:
7
Baths:
9.00
Sq.Ft.:
9,651
Status:
Active
MLS#:
1008176730
Type:
Single Family
Subdivision:
Quaker Neck
Lot size:
164.13 Acres
Year built:
1965
Courtesy: Cross Street Realtors LLC
View additional info

Bachelors Hope Farm, available for the first time in 50+ years, is a once-in-a-lifetime waterfront & hunting farm. 9,600 square foot, 7 bed Main Home is situated within feet of the Chester River. 420 foot dock has 8 feet MLW, water & electric, with railway. 3,000+ feet of River frontage with 1,400+ foot revetment. 164+ acres: 96 tillable, 43 wooded & 3 ponds. 4 bed Farm Home & barn. Exquisite & prestigious Quaker Neck locale.

Beds:
7
Baths:
9.00
Sq.Ft.:
9,651
Status:
Active
MLS#:
1002149830
Type:
Farm
Subdivision:
Quaker Neck
Lot size:
164.13 Acres
Year built:
1965
Courtesy: Cross Street Realtors LLC
View additional info

Bachelors Hope Farm, available for the first time in 50+ years, is a once-in-a-lifetime waterfront & hunting farm. 9,600 square foot, 7 bed Main Home is situated within feet of the Chester River. 420 foot dock has 8 feet MLW, water & electric, with railway. 3,000+ feet of River frontage with 1,400+ foot revetment. 164+ acres: 96 tillable, 43 wooded & 3 ponds. 4 bed Farm Home & barn. Exquisite & prestigious Quaker Neck locale.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,423
Status:
Active
MLS#:
1007547006
Type:
Single Family
Subdivision:
The Flyway
Lot size:
1 Acres
Year built:
1998
Courtesy: Cross Street Realtors LLC
View additional info

This Is It! Situated on 1 acre in the Flyway on a cul-de-sac is a split bedroom open plan design custom-built Ranch home. Just shy of 2,500 sq.ft., this 3 bedroom, 2.5 bathroom home also features a 4-season room, great room, separate living room with french doors, and finished bonus room above the insulated 2-car garage. The 1,500 gal septic will accommodate more bedrooms if desired. From the crawl space to the roof to the sizeable workshop/shed, this home has been meticulously cared for and loved over the years. Excellent Sellers to follow!

Beds:
3
Baths:
2.00
Sq.Ft.:
2,052
Status:
Active
MLS#:
1006503594
Type:
Single Family
Subdivision:
Chestertown
Lot size:
0.25 Acres
Year built:
1988
Courtesy: Doug Ashley Realtors, LLC
View additional info

In Chestertown on a quiet cul-da-sac street with only a handful of houses. Roomy Cape Cod with living room, den as well as a first floor bedroom. Eat in kitchen, separate dining room, Peaceful screened in porch facing wooded area. 24x24 pole shed with lots of options. Replacement Windows, Roof 7 years young w/warrenty(30 yr Shingles) Already for new owners.

Beds:
5
Baths:
4.00
Sq.Ft.:
4,257
Status:
Active
MLS#:
1005644966
Type:
Single Family
Subdivision:
Fairgale Properties
Lot size:
3.55 Acres
Year built:
2002
Courtesy: Coldwell Banker Chesapeake Real Estate Company
View additional info

Fairlee Creek waterfront haven is set on a private 3.5-acres with water views throughout the home. Built in 2002 with a 2005 addition, the open design with great room, large kitchen, loft and deck invites outdoor living and entertaining. Features include a first floor Master Suite, an in-law apartment and detached 2 car garage. Also included is a deeded boat slip with lift at the community dock. F

Beds:
4
Baths:
2.00
Sq.Ft.:
2,064
Status:
Active
MLS#:
1006633640
Type:
Single Family
Subdivision:
N/A
Lot size:
0.06 Acres
Year built:
1900
Courtesy: Coldwell Banker Chesapeake Real Estate Company
View additional info

Live in the heart of Historic Chestertown, Water views of the Chester River from the back of the house. Historic Water Street in front. Charming Colonial Revival house overlooking Washington College's Presidents gardens. A great place to sit on back or front porch and watch the world go by. Off street parking on the river side, on street parking in front. Easy to show, come and see.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,612
Status:
Active
MLS#:
1006073456
Type:
Single Family
Subdivision:
Chesapeake Landing
Lot size:
0.34 Acres
Year built:
1995
Courtesy: Riverview Realty, LLC.
View additional info

Beautifully remolded with large eat in kitchen, crown molding, new cabinets & appliances. new septic, heat pump, pergo flooring and ceramic tile central bath. Master bedroom has double closets and new marble look showered bath. Fresh paint & carpet. Newer windows and roof. Huge great room w/ sliding door to a deck & new mini split system, separate laundry & utility room. agent related to owner

Beds:
3
Baths:
2.00
Sq.Ft.:
1,424
Status:
Active
MLS#:
1005610694
Type:
Single Family
Subdivision:
Gerogetown
Lot size:
1 Acres
Year built:
1920
Courtesy: The Hogans Agency Inc.
View additional info

Drastic reduction on this fixer upper - priced to sell. This is an estate sale and sold "AS IS". Public water and sewer to this 1 acre lot located in a quiet residential area with several nearby homes being renovated on Georgetown Road. Make an offer!

Beds:
2
Baths:
2.00
Sq.Ft.:
1,762
Status:
Active
MLS#:
1005610732
Type:
Single Family
Subdivision:
None
Lot size:
0.17 Acres
Year built:
1900
Courtesy: Village Real Estate Company LLC
View additional info

Nice location in Chestertown, walking distance to Washington College and downtown shops and restaurants. Private back yard, screened front porch. Your next project awaits!

Beds:
3
Baths:
2.00
Sq.Ft.:
2,055
Status:
Active
MLS#:
1004251654
Type:
Single Family
Subdivision:
Sarah Skipper Lands
Lot size:
0.57 Acres
Year built:
1974
Courtesy: Cross Street Realtors LLC
View additional info

Located in the 50' Critical Area Buffer, this location will support a value between $800k - $900k. Elevate the home to meet FEMA requirements - $35,000 (approx), Renovation of existing home - $260,000 (approx) and Dock Installation w/boat and jet-ski lifts - $60k. Excellent Opportunity to own a newly renovated waterfront on the Chester River for less than $800k.

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The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which participates, and is provided by BRIGHT through a licensing agreement. The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Copyright BRIGHT, All Rights Reserved

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Chevy Chase, MD 20815
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