Fairlee, MD homes for sale & real estate

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FLOOR PLAN

ABOUT THIS HOME
Fairlee, MD Homes for Sale
Looking for peaceful country living? The search is over! Nestled on 1.66 acres, this beautifully renovated 3-bedroom, 1.5-bath home offers the perfect blend of comfort, functionality, and privacy with NO HOA! In addition, there's a versatile bonus/flex room that is ideal for a home office, hobby area, or even a potential 4th bedroom to suit your needs - all on the convenience of one-level living. Step inside to discover a bright, inviting interior featuring brand-new luxury vinyl plank flooring and carpet, fresh paint throughout, and a thoughtfully updated kitchen complete with new butcher block countertops, brand-new stainless-steel appliances, and ample cabinet space. A new HVAC system, b

$324,000

3 beds1.5 baths1,216 sq ft

9126 Fairlee Rd, Chestertown, MD 21620

1.66 acres • One-level living • Updated kitchen

(443) 215-4663

ABOUT THIS HOME
Fairlee, MD Homes for Sale
Located in the small Eastern Shore town of Fairlee, this spacious Bi-level sits on 1.65 acres of cleared land, just a short 10-minute drive to both Chestertown and Rock Hall. The home offers 3 bedrooms and 2 bathrooms, with a finished lower level for additional living space. A large sunroom with cathedral ceilings and walls of windows is the heart of the home, filling the space with natural light. Enjoy cooking in the updated kitchen with stainless steel appliances and serving meals in the separate dining room. Outdoor living is a highlight with an enclosed back porch, decks on both the first and second floors, and plenty of open yard space. Additional features include two fireplaces, a ded

$385,000

4 beds3 baths2,630 sq ft

23043 Bay Shore Spur, Chestertown, MD 21620

1.65 acre lot • 3 garage spots • Built 1974

(410) 639-4003

ABOUT THIS HOME
Fairlee, MD Homes for Sale
Desirable wooded country 2.2 acre building parcel located near public boat landings between Chestertown and Rock Hall. Recorded plat with perc denoted on the plat signed by Health Department Officer in 1994. Engineered plans are in place as well as architect plans for a 3 bedroom, 2 bath home. Buyer welcome to use these plans if it fits their needs. Lots of wildlife in the area. Perfect location to build your new home back off the road in a convenient location. Maybe even have your own deer stand! Plat is filed in Kent County Land Records in Plat Book MLM liber1, Folio 391 dated 6/19/1995.

$75,000

Land2.20 acres (lot)

Fairlee Rd, Chestertown, MD 21620

Engineered plans • Architect plans • Public boat landings

(410) 398-9200

ABOUT THIS HOME
Fairlee, MD Homes for Sale
Discover the potential of this open . 69-acre lot in Fairlee! Whether you’re looking to build your dream home, create a weekend retreat, or invest in future development, this property offers endless possibilities. Zoned Village, this lot could potentially allow for a duplex or multiple dwellings, making it an excellent opportunity for builders, investors, or buyers seeking additional flexibility. Nestled off the main road and deeded with a right-of-way for access, this parcel offers a peaceful, private setting while remaining conveniently close to local amenities, recreation, and the waterfront charm of the Eastern Shore. Public water and sewer may be available, offering the potential

$55,000

Land0.70 acre (lot)

Map 36 Parcel 80 Watertower Rd, Chestertown, MD 21620

Zoned village

(410) 810-0010

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ABOUT THIS HOME
Fairlee, MD Homes for Sale
Tulip Forest, a farm defined by scale, stewardship, and long-term value. Recognized as a premier sporting estate, this legacy holding property is the kind of asset that seldom comes to market on Maryland's Upper Eastern Shore. 1,054 +/- acres held intact under one ownership: 680 tillable acres, 272 acres of timber, 5 ponds, 3 impoundments, 26.75-acre wetlands restoration project, 45 acres CRP, a 3.75 mile interior gravel road system, 3 residences, and multiple farm outbuildings. At its center stands Caulk's Field House, circa 1743, a remarkably preserved residence on the ground recognized among Maryland's best-preserved War of 1812 sites. Nearly four miles of farm roads reach every corner

$38,200,000

4 beds2 baths2,330 sq ft

8184 Rock Hall Rd, Chestertown, MD 21620

Tillable acres • Acres of timber • Ponds

(410) 778-3779

FLOOR PLAN

ABOUT THIS HOME
Fairlee, MD Homes for Sale
Welcome to 22470 Fairgale Farm Ln, a spacious home and property perched over Fairlee Creek, with an assigned boat slip. 3.55 acres, partly wooded, exceptionally landscaped, and perfectly framed water views. Walk down to the water to enjoy the views or launch a kayak. The deep-water boat slip, outfitted with a boat lift, is just a short distance away. The home features 4 bedrooms and 5 full bathrooms, plus a large loft that could be used as an additional bedroom. The large eat-in kitchen has expansive windows that perfectly frame the water view. A great spot for entertaining! Doors in the kitchen lead to the waterfront deck, spanning the front of the home. A new roof wa

$1,450,000

4 beds5 baths4,257 sq ft

22470 Fairgale Farm Ln, Chestertown, MD 21620

3.55 acre lot • 2 garage spots • Built 2002

(410) 275-2118

$69,900

Land4.03 acres (lot)

8886 Georgetown Rd, Chestertown, MD 21620

Listed 94 days

(443) 317-8125

ABOUT THIS HOME
Fairlee, MD Homes for Sale
Nearly 4 Acres of Wooded Privacy! Bring your vision to life on this beautiful, almost 4-acre parcel surrounded by nature. The water and sewer allocation has already been paid—a $16,200 value! The lot is mostly level with a few natural clearings throughout, offering several great options for a home site. Enjoy the peace and quiet of the woods, with plenty of deer and wildlife all around. Buyer will need to install a driveway and connect to utilities.

$90,000

Land3.92 acres (lot)

Georgetown Rd, Chestertown, MD 21620

Wooded privacy • Mostly level lot

(443) 215-4663

Average home prices near Fairlee, MD

Cities

Zip Codes

21620 homes for sale
$375,000

Fairlee, MD real estate trends

$331K

Sale price

$192

Sale $/sq ft

Under list price

1.2%

Days on market

213

Down payment

—

Total homes sold

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