Kennedyville, MD homes for sale & real estate

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29341 Glencoe Rd, Kennedyville, MD 21645
29341 Glencoe Rd, Kennedyville, MD 21645
29341 Glencoe Rd, Kennedyville, MD 21645
ABOUT THIS HOME
Kennedyville, MD Homes for Sale
Nestled along the tranquil banks of the Sassafras River, this charming brick fixer-upper presents a rare opportunity to own a waterfront paradise. Imagine waking up to sweeping river views and sipping coffee from the expansive enclosed porch as the sun rises. Though the home requires renovating, its potential is undeniable. Offering over 1,500 sq ft of functional space, this 2-bedroom 2-full bath residence features a cozy family room with a fireplace, a spacious river room with stunning bluestone flooring, and an attached garage. Outside, the true gem awaits: enjoy direct water access via a private 185-foot deep-water (4+ MLW) dock, complete with a boat house, lift, and launch ramp —

$995,000

2 beds1.5 baths1,566 sq ft

29341 Glencoe Rd, Kennedyville, MD 21645

2.58 acre lot • Garage • Car-dependent

(410) 327-2200

11944 Augustine Herman Hwy, Kennedyville, MD 21645
11944 Augustine Herman Hwy, Kennedyville, MD 21645
11944 Augustine Herman Hwy, Kennedyville, MD 21645
ABOUT THIS HOME
Kennedyville, MD Homes for Sale
This classic home has been beautifully renovated and updated while maintaining the original charm. Enjoy cooking meals in the gourmet kitchen with stainless steel appliances, double wall oven and downdraft cooktop. The kitchen leads to the formal dining room and large open living space, perfect for entertaining. There are four bedrooms, two full bathrooms, and a third-floor bonus room, which could be an office or game room. The spacious backyard includes a cute workshop, ideal for projects or extra storage. Enjoy mornings or evenings on the large front porch with pointed stone columns. Home updates include central air and forced heat, new appliances, granite kitchen countertops, updated bat

$489,000

4 beds2 baths2,156 sq ft

11944 Augustine Herman Hwy, Kennedyville, MD 21645

8,000 sq ft lot • Car-dependent

(410) 275-2118

OPEN AUG 9, 10AM TO 12PM

11779 Augustine Herman Hwy, Kennedyville, MD 21645
11779 Augustine Herman Hwy, Kennedyville, MD 21645
11779 Augustine Herman Hwy, Kennedyville, MD 21645
ABOUT THIS HOME
Kennedyville, MD Homes for Sale
This is the one you’ve been waiting for! With over 2,100 square feet of living space, this 4-bedroom, 2-bath home sits on a spacious half-acre lot and has all the room you need—inside and out. The layout is so functional, with three bedrooms and a full bath on the main level, plus an XL living room with a cozy gas fireplace and loads of natural light. The real showstopper? The entire second floor is dedicated to the primary suite—your own private retreat! You'll love the large bathroom, walk-in closets, and the Juliet porch with gorgeous views. .. it’s like a breath of fresh air every single morning. There’s even more to love outside—fire up the grill and

$460,000

4 beds2 baths2,128 sq ft

11779 Augustine Herman Hwy, Kennedyville, MD 21645

0.5 acre lot • 3 garage spots • Car-dependent

(410) 778-0330

11960 Flour Mill St, Kennedyville, MD 21645
11960 Flour Mill St, Kennedyville, MD 21645
11960 Flour Mill St, Kennedyville, MD 21645
ABOUT THIS HOME
Kennedyville, MD Homes for Sale
Welcome to 11960 Flour Mill Street. This is the perfect house for a growing family or a multi-generational household. Main House has 6 full bedrooms and 4 full bathrooms while the second floor above the garage is a spacious mother-in-law suite with a separate entrance, efficiency kitchen, full bath and walk-in closet. First floor has a bedroom and full bath and wide open floor plan in the kitchen and living rooms. Kitchen features stainless steel appliances, granite countertops and wood cabinets. Second floor has 5 bedrooms and 2 full baths. Partially finished full basement has another full bathroom and offers a range of possibilities for the next owner. This home has more room and storage

$539,000

7 beds5 baths3,136 sq ft

11960 Flour Mill St, Kennedyville, MD 21645

0.28 acre lot • $20 HOA • 2 garage spots

(410) 778-0330

Blackmon Rd, Still Pond, MD 21667
ABOUT THIS HOME
Kennedyville, MD Homes for Sale
Wooded lot not far from Betterton Beach. See Documents for additional information. Has never been perked.

$10,000

— beds— baths— sq ft

Blackmon Rd, Still Pond, MD 21667

0.5 acre lot • Car-dependent

(800) 446-4267

Property at South Of Dutchtown Rd, Still Pond, MD 21667

$22,000

— beds— baths— sq ft

South Of Dutchtown Rd, Still Pond, MD 21667

(410) 544-4000

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321 Front St, Crumpton, MD 21628
321 Front St, Crumpton, MD 21628
321 Front St, Crumpton, MD 21628
ABOUT THIS HOME
Kennedyville, MD Homes for Sale
Welcome to this charming and thoughtfully cared-for home in the heart of Crumpton! The current owners have cherished the past three years here, making lasting memories while enhancing the home with artistic touches and practical upgrades that truly make it Home Sweet Home. Now, as life leads them in a new direction, this beautiful property is ready for its next chapter. Step inside to discover a well-maintained interior with a unique artistic flair. The cozy gas fireplace adds elegance and warmth to the living space, while the kitchen is fully equipped with stainless steel appliances, perfect for any home chef. A desirable first-floor primary bedroom and en suite bath offer comfort and conv

$425,000

3 beds2.5 baths1,484 sq ft

321 Front St, Crumpton, MD 21628

0.93 acre lot • Car-dependent

(443) 215-4663

COMING SOON

127 Cedarwood Dr, Galena, MD 21635
127 Cedarwood Dr, Galena, MD 21635
127 Cedarwood Dr, Galena, MD 21635
ABOUT THIS HOME
Kennedyville, MD Homes for Sale
Welcome to 127 Cedarwood Drive a charming and spacious Cape Cod-style home nestled on a beautifully landscaped corner lot in the desirable Dogwood Village community of Galena. This well-maintained 3-bedroom, 3-bathroom home offers over 1,800 square feet of comfortable living space and a full partially finished basement perfect for future expansion, storage, or recreational use. Step inside to find a thoughtfully designed main-level layout featuring a bright living room, a large eat-in kitchen, and a first-floor bedroom with a full bath, ideal for guests or single-level living. Upstairs, you’ll find two generously sized bedrooms, each with its own full bathroom. Additional highlights

$345,000

3 beds3 baths1,872 sq ft

127 Cedarwood Dr, Galena, MD 21635

0.26 acre lot • 2 garage spots • Car-dependent

(410) 398-3434

Lot 39, 40 ,41 Pueblo Ln, Earleville, MD 21919
Lot 39, 40 ,41 Pueblo Ln, Earleville, MD 21919
Lot 39, 40 ,41 Pueblo Ln, Earleville, MD 21919
ABOUT THIS HOME
Kennedyville, MD Homes for Sale
Lovely renovated ranch-style home offering 2 bedrooms and 1 full bath, situated on a nice lot. This sale consists of three lots (39, 40 & 41 in Glen 8) with plenty of outdoor space in Indian Acres at the Chesapeake Campground. The primary bedroom features wall-to-wall carpet, a ceiling fan, and lots of windows, plus an adjacent sitting room perfect for a sitting room or extra space for bunk beds. The large kitchen has ample cabinets and a dining area with stainless steel appliances. The property includes central heat and air, an attached garage with an electric opener, and a large detached garage with two overhead doors and a sliding side door — ideal for extra storage, boat sto

$40,000

2 beds1 bath— sq ft

Lot 39, 40 ,41 Pueblo Ln, Earleville, MD 21919

3,049 sq ft lot • $695 HOA • Community pool

(610) 696-4600

10 Accokeek Ln Unit GLEN 3, Earleville, MD 21919
10 Accokeek Ln Unit GLEN 3, Earleville, MD 21919
10 Accokeek Ln Unit GLEN 3, Earleville, MD 21919
ABOUT THIS HOME
Kennedyville, MD Homes for Sale
A great weekend/vacation destination you own in a gated community. Located in Indian Acres Campground which is deed restricted to 150 days a year no more than 100 consecutive days (not a full time residence). This property is a must see as the seller has made many upgrades and the place is so charming. Come enjoy the super size pool, a kiddy pool, boat ramp that leads to the Sassafras and onto the Chesapeake Bay, fishing ponds and lake to relax and enjoy nature. Still time to get in and enjoy the planned activities, convenience store, arcade, and so much more this community has to offer.

$20,000

1 bed1 bath— sq ft

10 Accokeek Ln Unit GLEN 3, Earleville, MD 21919

2,395 sq ft lot • $232 HOA • Community pool

(410) 398-9000

165 Char Nor Manor Blvd, Chestertown, MD 21620
165 Char Nor Manor Blvd, Chestertown, MD 21620
165 Char Nor Manor Blvd, Chestertown, MD 21620
ABOUT THIS HOME
Kennedyville, MD Homes for Sale
Chester River Views from Every Angle! Welcome to this stunning Colonial located on the Queen Anne’s County side of Chestertown, offering unmatched views of the Chester River and serene waterfront living. This spacious home features 4 large bedrooms, 2.5 bathrooms, and gorgeous hardwood floors throughout. Enjoy cozy nights by the wood-burning fireplace in the living room and enjoy entertaining in the massive kitchen, which boasts a large eat-in area and picture-perfect views of the river and backyard. The main level also includes a huge laundry room and a 2-car attached garage for convenience. Step outside to your beautiful back deck and large yard, where you can relax, entertain, and

$499,000

4 beds2.5 baths2,258 sq ft

165 Char Nor Manor Blvd, Chestertown, MD 21620

0.35 acre lot • 2 garage spots • Car-dependent

(443) 274-1900

134 Char Nor Manor Blvd, Chestertown, MD 21620
134 Char Nor Manor Blvd, Chestertown, MD 21620
134 Char Nor Manor Blvd, Chestertown, MD 21620
ABOUT THIS HOME
Kennedyville, MD Homes for Sale
Chester River Charm: Your Gateway to Eastern Shore Living Completely Renovated Cottage with River Views & Endless Possibilities Discover the perfect blend of modern comfort and Eastern Shore tranquility at this beautifully transformed 3-bedroom, 1-bath cottage just minutes from historic Chestertown and the pristine Chester River. Whether you're seeking a weekend escape, investment opportunity, or year-round retreat, this property delivers on every front. The Perfect Package Step into a home that's been thoughtfully reimagined from top to bottom. The open, light-filled interior showcases luxury vinyl plank flooring, fresh paint throughout, and new lighting that creates an inviting atmo

$325,000

3 beds1 bath1,128 sq ft

134 Char Nor Manor Blvd, Chestertown, MD 21620

8,750 sq ft lot • Car-dependent

(410) 714-9166

Property at 274,275 Hoonah Ln Unit GLEN 3, Earleville, MD 21919, 3 beds, 1 bath

$35,000

3 beds1 bath— sq ft

274,275 Hoonah Ln Unit GLEN 3, Earleville, MD 21919

(410) 398-9000

Property at 251 Rings End Rd, Millington, MD 21651, 3 beds, 1 bath

$554,500

3 beds1 bath1,762 sq ft

251 Rings End Rd, Millington, MD 21651

(800) 446-4267

Property at 189 Black Fish Ln Unit GLEN 4, Earleville, MD 21919, 1 bed, 1 bath

$22,500

1 bed1 bath— sq ft

189 Black Fish Ln Unit GLEN 4, Earleville, MD 21919

(410) 398-9000

Property at 123,124,125 Palute Cir Unit GLEN 8, Earleville, MD 21919, 2 beds, 1 bath

$52,000

2 beds1 bath— sq ft

123,124,125 Palute Cir Unit GLEN 8, Earleville, MD 21919

(410) 398-9000

Property at 104 Clark Ct, Millington, MD 21651, 3 beds, 2.5 baths

$349,900

3 beds2.5 baths1,500 sq ft

104 Clark Ct, Millington, MD 21651

(410) 544-8800

Property at 300 Hickory Ln, Chestertown, MD 21620, 5 beds, 3.5 baths

$1,297,000

5 beds3.5 baths3,640 sq ft

300 Hickory Ln, Chestertown, MD 21620

(410) 275-2118

Property at 201 Dogwood Lodge Ln, Millington, MD 21651, 3 beds, 2 baths

$798,000

3 beds2 baths1,841 sq ft

201 Dogwood Lodge Ln, Millington, MD 21651

(410) 810-0010

Property at 50,55 Pequot/sauk Ln Unit GLEN 8, Earleville, MD 21919, 1 bed, 1 bath

$54,900

1 bed1 bath— sq ft

50,55 Pequot/sauk Ln Unit GLEN 8, Earleville, MD 21919

(410) 398-9000

Property at 146 N Main St, Galena, MD 21635, 3 beds, 1.5 baths

$273,000

3 beds1.5 baths1,600 sq ft

146 N Main St, Galena, MD 21635

(410) 648-6844

Property at 26743 Medders Rd, Still Pond, MD 21667, 3 beds, 1 bath

$50,000

3 beds1 bath1,272 sq ft

26743 Medders Rd, Still Pond, MD 21667

(410) 810-0010

Property at 160,159 Comanche/eagle Claw Unit GLEN 1, Earleville, MD 21919

$6,000

— beds— baths— sq ft

160,159 Comanche/eagle Claw Unit GLEN 1, Earleville, MD 21919

(410) 398-9000

Property at 20 Inka Ln Unit GLEN 3, Earleville, MD 21919

$12,000

— beds— baths— sq ft

20 Inka Ln Unit GLEN 3, Earleville, MD 21919

(410) 398-9000

Property at 273 Hoonah Ln Unit GLEN 3, Earleville, MD 21919

$8,000

— beds— baths— sq ft

273 Hoonah Ln Unit GLEN 3, Earleville, MD 21919

(410) 398-9000

Property at 149 Pucksinwah Ln Unit GLEN 9, Earleville, MD 21919

$6,000

— beds— baths— sq ft

149 Pucksinwah Ln Unit GLEN 9, Earleville, MD 21919

(410) 398-9000

Average home prices near Kennedyville, MD

Cities

Zip Codes

21645 homes for sale
$514,000

Kennedyville, MD real estate trends

$255K

Sale price

-95.4%
since last year

$213

Sale $/sq ft

-92.9%
since last year

Under list price

2.7%

Days on market

Down payment

—

Total homes sold

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