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Historic Homes for Sale in Chestertown, MD

28 Homes

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New Construction

Homes for sale in Chestertown, MD | 104 Little Harbor Way, Chestertown, MD 21620 | MLS# MDKE2005894

$849,900

3Bds

3Ba

1,980sqft

Single family home for sale

104 Little Harbor Way, CHESTERTOWN, MD 21620

Gunther-Mcclary Real Estate

New Construction

Homes for sale in Chestertown, MD | 106 Landing Ln, Chestertown, MD 21620 | MLS# MDKE2005892

$799,900

3Bds

4Ba

2,092sqft

Townhouse for sale

106 Landing Ln, CHESTERTOWN, MD 21620

Gunther-Mcclary Real Estate

Deal Alert?

Homes for sale in Chestertown, MD | 134 Char Nor Manor Blvd, Chestertown, MD 21620 | MLS# MDQA2013988

$279,000

3Bds

1Ba

1,128sqft

Single family home for sale

134 Char Nor Manor Blvd, CHESTERTOWN, MD 21620

Meredith Fine Properties

Deal Alert?

Homes for sale in Chestertown, MD | 222 Mount Vernon Ave, Chestertown, MD 21620 | MLS# MDKE2005876

$470,000

4Bds

2Ba

1,656sqft

Single family home for sale

222 Mount Vernon Ave, CHESTERTOWN, MD 21620

Long & Foster Real Estate, Inc.

Deal Alert?

Homes for sale in Chestertown, MD | 23110 Old Fairlee Rd, Chestertown, MD 21620 | MLS# MDKE2005676

$359,900

3Bds

1Ba

1,805sqft

Single family home for sale

23110 Old Fairlee Rd, CHESTERTOWN, MD 21620

Real Broker Llc

Deal Alert?

Homes for sale in Chestertown, MD | 204 Rolling Rd, Chestertown, MD 21620 | MLS# MDKE2005896

$370,000

3Bds

2Ba

2,296sqft

Single family home for sale

204 Rolling Rd, CHESTERTOWN, MD 21620

Coldwell Banker Chesapeake Real Estate Company

Homes for sale in Chestertown, MD | 304 Hadaway Dr, Chestertown, MD 21620 | MLS# MDKE2005848

$399,000

4Bds

2Ba

1,325sqft

Single family home for sale

304 Hadaway Dr, CHESTERTOWN, MD 21620

Cummings & Co. Realtors

Deal Alert?

Homes for sale in Chestertown, MD | 318 Lincoln, Chestertown, MD 21620 | MLS# MDKE2005842

$269,000

3Bds

2Ba

960sqft

Single family home for sale

318 Lincoln, CHESTERTOWN, MD 21620

Coldwell Banker Chesapeake Real Estate Company

Homes for sale in Chestertown, MD | 5700 Johnsontown Rd, Chestertown, MD 21620 | MLS# MDKE2005562

$110,000

3Bds

1Ba

1,144sqft

Sale Pending

5700 Johnsontown Rd, CHESTERTOWN, MD 21620

Tesla Realty Group, Llc

Homes for sale in Chestertown, MD | 8833 Georgetown Rd, Chestertown, MD 21620 | MLS# MDKE2005766

$364,000

4Bds

2Ba

1,625sqft

Single family home for sale

8833 Georgetown Rd, CHESTERTOWN, MD 21620

Coldwell Banker Chesapeake Real Estate Company

Homes for sale in Chestertown, MD | 206 S Water St, Chestertown, MD 21620 | MLS# MDKE2005840

$619,000

4Bds

4Ba

2,008sqft

Single family home for sale

206 S Water St, CHESTERTOWN, MD 21620

Ttr Sotheby'S International Realty

Deal Alert?

Homes for sale in Chestertown, MD | 105 High St, Chestertown, MD 21620 | MLS# MDKE2005890

$1,395,500

5Bds

5Ba

3,243sqft

Single family home for sale

105 High St, CHESTERTOWN, MD 21620

Coldwell Banker Chesapeake Real Estate Company

Homes for sale in Chestertown, MD | 206 Valley, Chestertown, MD 21620 | MLS# MDKE2005762

$615,000

4Bds

2Ba

2,869sqft

Sale Pending

206 Valley, CHESTERTOWN, MD 21620

Coldwell Banker Chesapeake Real Estate Company

Homes for sale in Chestertown, MD | 109 S College Ave, Chestertown, MD 21620 | MLS# MDKE2005818

$449,900

3Bds

3Ba

1,216sqft

Single family home for sale

109 S College Ave, CHESTERTOWN, MD 21620

Cross Street Realtors Llc

Homes for sale in Chestertown, MD | 26933 Mallard Rd, Chestertown, MD 21620 | MLS# MDKE2005422

$625,000

3Bds

3Ba

1,600sqft

Sale Pending

26933 Mallard Rd, CHESTERTOWN, MD 21620

Coldwell Banker Chesapeake Real Estate Company

Deal Alert?

3D Tour

Homes for sale in Chestertown, MD | 7989 Quaker Neck Rd, Chestertown, MD 21620 | MLS# MDKE2005590

$2,500,000

5Bds

5Ba

4,305sqft

Single family home for sale

7989 Quaker Neck Rd, CHESTERTOWN, MD 21620

Coldwell Banker Chesapeake Real Estate Company

3D Tour

Homes for sale in Chestertown, MD | 107 Malone Ave, Chestertown, MD 21620 | MLS# MDKE2005764

$290,000

3Bds

1Ba

1,200sqft

Single family home for sale

107 Malone Ave, CHESTERTOWN, MD 21620

Douglas Realty Llc

Homes for sale in Chestertown, MD | 23043 Bay Shore Spur, Chestertown, MD 21620 | MLS# MDKE2005584

$325,000

4Bds

3Ba

2,630sqft

Single family home for sale

23043 Bay Shore Spur, CHESTERTOWN, MD 21620

Rock Hall Properties Real Estate

Deal Alert?

3D Tour

Homes for sale in Chestertown, MD | 21316 Persimmon Dr, Chestertown, MD 21620 | MLS# MDKE2005624

$179,000

2Bds

1Ba

1,232sqft

Townhouse for sale

21316 Persimmon Dr, CHESTERTOWN, MD 21620

Doug Ashley Realtors, Llc

Deal Alert?

Homes for sale in Chestertown, MD | 141 Prospect St, Chestertown, MD 21620 | MLS# MDKE2005504

$167,000

4Bds

2Ba

1,156sqft

Single family home for sale

141 Prospect St, CHESTERTOWN, MD 21620

Cross Street Realtors Llc

Homes for sale in Chestertown, MD | 300 Hickory Ln, Chestertown, MD 21620 | MLS# MDQA2013388

$1,198,000

5Bds

4Ba

3,640sqft

Single family home for sale

300 Hickory Ln, CHESTERTOWN, MD 21620

Gunther-Mcclary Real Estate

Deal Alert?

Homes for sale in Chestertown, MD | 24543 Chestertown Rd, Chestertown, MD 21620 | MLS# MDKE2004580

$425,000

3Bds

2Ba

3,280sqft

Sale Pending

24543 Chestertown Rd, CHESTERTOWN, MD 21620

Re/Max Executive

New Construction

Homes for sale in Chestertown, MD | #37 Landing Ln, Chestertown, MD 21620 | MLS# MDKE2005960

$765,900

3Bds

3Ba

1,964sqft

Single family home for sale

#37 Landing Ln, CHESTERTOWN, MD 21620

Gunther-Mcclary Real Estate

New Construction

Homes for sale in Chestertown, MD | #36 Landing Ln, Chestertown, MD 21620 | MLS# MDKE2005958

$753,500

3Bds

3Ba

1,964sqft

Single family home for sale

#36 Landing Ln, CHESTERTOWN, MD 21620

Gunther-Mcclary Real Estate

New Construction

Homes for sale in Chestertown, MD | #35 Landing Ln, Chestertown, MD 21620 | MLS# MDKE2005956

$786,900

3Bds

3Ba

1,964sqft

Single family home for sale

#35 Landing Ln, CHESTERTOWN, MD 21620

Gunther-Mcclary Real Estate

New Construction

Homes for sale in Chestertown, MD | 104 Landing Ln, Chestertown, MD 21620 | MLS# MDKE2005952

$813,900

3Bds

4Ba

2,192sqft

Townhouse for sale

104 Landing Ln, CHESTERTOWN, MD 21620

Gunther-Mcclary Real Estate

New Construction

Homes for sale in Chestertown, MD | #25 Landing Ln, Chestertown, MD 21620 | MLS# MDKE2005954

$1,099,900

4Bds

4Ba

2,784sqft

Single family home for sale

#25 Landing Ln, CHESTERTOWN, MD 21620

Gunther-Mcclary Real Estate

New Construction

Homes for sale in Chestertown, MD | 102 Little Harbor Way, Chestertown, MD 21620 | MLS# MDKE2005950

$839,500

3Bds

3Ba

1,964sqft

Single family home for sale

102 Little Harbor Way, CHESTERTOWN, MD 21620

Gunther-Mcclary Real Estate

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