Homes for sale under $400k in Rock Hall, MD

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NEW CONSTRUCTIONVIDEO TOUR

ABOUT THIS HOME
Homes for sale under $400k in Rock Hall, MD
OPEN HOUSE, SATURDAY, NOV 1, 10-12 PM! 100% financing is available! The seller is offering a special incentive with in-house financing that includes up to $10,000 toward closing costs or a rate buy‑down. This brand new home in Rock Hall, a historic harbor town celebrated for its Chesapeake Bay shoreline, boating lifestyle and vibrant coastal charm, features four bedrooms and two bathrooms with two thousand square feet of single level living built with high quality craftsmanship and modern upgrades. It offers gleaming hardwood floors, energy efficient windows, a spacious central island with seating, stainless steel appliances, a large porch for entertaining and an attached one car garage. Si

$394,999

4 beds2 baths2,000 sq ft

21733 Centennial Ln, Rock Hall, MD 21661

Home warranty • New construction • Large porch

(410) 729-7700

NEW CONSTRUCTION

ABOUT THIS HOME
Homes for sale under $400k in Rock Hall, MD
COMING SOON! Welcome to 21745 Centennial Lane, Rock Hall, MD — a brand-new 1,415 SF coastal-style rancher perfectly situated just minutes from local marinas, waterfront dining, and unforgettable sunsets. Crafted by JAC Homes, this thoughtfully designed 3-bedroom, 2-bath home combines modern comfort with timeless coastal charm. Step inside to discover an open concept living space filled with natural light and featuring durable LVP flooring throughout. At the heart of the home, the kitchen boasts granite countertops, quality cabinetry, and a seamless flow into the dining and living areas — perfect for entertaining or relaxing after a day on the water. The primary suite includes a

$379,500

3 beds2 baths1,413 sq ft

21745 Centennial Ln, Rock Hall, MD 21661

9,496 sq ft lot • Garage • Built 2026

(410) 479-3993

ABOUT THIS HOME
Homes for sale under $400k in Rock Hall, MD
Convenient one-level living in this 3BR, 2.5 bath rancher. The house needs some cosmetic updates, but has a desirable split bedroom layout with the primary bedroom, bath & closet off the kitchen and two bedrooms and another full bath off the other side of the house. The sun room has a propane stove and exits to a 12' x 15' deck. There's a 10' x 16' shed. (Tractor not included) Nice quiet, in-town location.

$375,000

3 beds2.5 baths1,684 sq ft

21336 Haven Rd, Rock Hall, MD 21661

0.34 acre lot • 2 garage spots • Built 1986

(410) 639-4003

ABOUT THIS HOME
Homes for sale under $400k in Rock Hall, MD
Sweet corner property in downtown Rock Hall, right on the "parade route, " and just two blocks from the Rock Hall Harbor/ Chesapeake Bay. Welcoming home with a first floor primary bedroom, and large living room with a woodstove. There is a formal dining room, or you could enjoy meals outside in the fenced in back yard! Upstairs offers two more bedrooms, a full bath and an additional room, perfect for a home office. The large corner lot is set back from Main St, offering some privacy. Charming garage has loft storage on top, this would make a great studio or workshop. Close to EVERYTHING - marinas, shops, restaurants and the bay. This popular vacation rental could be a great income

$375,000

3 beds2 baths1,326 sq ft

5686 S Main St, Rock Hall, MD 21661

Large corner lot • restaurants • Close to marinas

(410) 639-2118

NEW CONSTRUCTION

ABOUT THIS HOME
Homes for sale under $400k in Rock Hall, MD
New Construction Alert! The last two beautiful 3BR, 2.5 bath duplexes under construction on Striper Run in Watermans Estates are now for sale. Nice open 1st floor layout with living, dining & kitchen areas, powder room and separate laundry room. Luxury vinyl plank flooring in the 1st and 2nd levels is included. Upstairs, there's a primary suite with walk-in closet, full bath, two more spacious bedrooms and another full bath. The 7' x 23' storage room with overhead door provides lots of space for toys and tools. Out back there's a concrete patio and 6 ft vinyl privacy fence. Watermans Estates is an attractive community in the heart of Rock Hall. Walkable or bike-able to restaurants, ma

$364,900

3 beds2.5 baths1,626 sq ft

21133 Striper Run, Rock Hall, MD 21661

Storage room • Walk-in closet • Primary suite

(410) 639-4003

Property at 21131 Striper Run, Rock Hall, MD 21661, 3 beds, 2.5 baths

$364,900

3 beds2.5 baths1,626 sq ft

21131 Striper Run, Rock Hall, MD 21661

(410) 639-4003

Property at 21305 Haven Rd, Rock Hall, MD 21661, 4 beds, 2 baths

$350,000

4 beds2 baths1,499 sq ft

21305 Haven Rd, Rock Hall, MD 21661

(302) 426-2211

Property at 6345 Rock Hall Rd, Rock Hall, MD 21661, 3 beds, 1.5 baths

$310,000

3 beds1.5 baths1,622 sq ft

6345 Rock Hall Rd, Rock Hall, MD 21661

(410) 639-4003

Property at 21332 E Sharp St, Rock Hall, MD 21661, 4 beds, 2 baths

$285,000

4 beds2 baths2,368 sq ft

21332 E Sharp St, Rock Hall, MD 21661

(410) 639-4003

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ABOUT THIS HOME
Homes for sale under $400k in Rock Hall, MD
This 1680 sq ft , 2 1/2 story townhome & this community have it all! It features many updates within the last year, and it shows beautifully! All It is "move-in ready", !. . The updates include a new main-level half bath & a new full bathroom on the top level, both have new flooring, ADA-compliant toilets, new vanity/sink & faucets, and paint. Interior doors are 6 panel colonial replaced in 2024! The main level features new SS appliances, including frig w/ icemaker, dishwasher, a convection range, new faucet, under sink disposal, and an additional, movable cabinet for storage & food prep. It has solid surface countertops. The dining area is right off

$399,000

3 beds2.5 baths1,680 sq ft

9-B Queen Victoria Way, Chester, MD 21619

$505 HOA • Community pool • Built 1984

(301) 490-5400

ABOUT THIS HOME
Homes for sale under $400k in Rock Hall, MD
REDUCED! Opportunity Knocks Welcome to Harbor View on Kent Island - Just 7 minutes from the Bay Bridge This oversized ranch style home boasts 4 Bedrooms and 2 Full baths and is located just one block from Cox Creek. The open concept floor plan features a formal living room, large main level bedroom, hardwood flooring throughout, a modern kitchen with ample cabinetry, center island, extra counter spaces and stainless appliances. Relax in the spacious and cozy extra family room with fireplace, hearth and convenient built-ins. The adjacent spare room is the perfect spot for a home office or gym and the home is equipped with a separate convenient laundry/mudroom. Plenty of parking for family an

$384,999

4 beds2 baths2,035 sq ft

1839 Harbor Dr, Chester, MD 21619

0.32 acre lot • 5 parking spots • Built 1975

(301) 970-2447

COMING SOON

ABOUT THIS HOME
Homes for sale under $400k in Rock Hall, MD
COMING SOON in Tolchester Estates! Discover this well-maintained 2004 rancher located in a water-privileged community with access to the Chesapeake Bay. This charming home offers 3 bedrooms, 2 full baths, and beautiful wood floors throughout. The full unfinished basement is already roughed in for a future bathroom, giving you outstanding potential for added living space. A floored walk-up attic provides even more room for storage or expansion. Additional features include an attached garage and a screened porch perfect for enjoying the outdoors. Tolchester Estates offers the relaxed Eastern Shore lifestyle buyers love—quiet streets and access to the Bay. Showings begin soon—don&r

$370,000

3 beds2 baths1,680 sq ft

21111 Texas Ave, Chestertown, MD 21620

0.41 acre lot • 2 garage spots • Built 2004

(410) 690-7356

ABOUT THIS HOME
Homes for sale under $400k in Rock Hall, MD
Move-in ready and freshly updated in 2025! This 3-bedroom, 2-bath home offers approx. 1,600 sq. ft. of stylish living on an 2.66 acre corner lot with public water and sewer. Every detail has been thoughtfully upgraded—appliances and systems are brand new, complemented by luxury vinyl plank flooring throughout. The spacious layout includes a large mudroom and plenty of modern finishes. Located just minutes from Fairlee Creek’s public landing for easy water access, and a short drive to downtown Chestertown and Rock Hall, this home combines comfort, convenience, and Chesapeake charm. PROPERTY CAN BE PURCHASED FOR $314,000 with . 39 acres after recordation this acreage will be subdi

$364,000

4 beds2 baths1,625 sq ft

8833 Georgetown Rd, Chestertown, MD 21620

2.66 acre lot • 4 parking spots • Built 1900

(410) 778-0330

ABOUT THIS HOME
Homes for sale under $400k in Rock Hall, MD
Turnkey Perfection! Fully Renovated Ranch Home in Desirable Fairlee! Prepare to be impressed by this stunning ranch home that has undergone a complete, top-to-bottom renovation! Offering 1800 sq. ft. of newly renovated finished interior space, this property is much bigger than it looks and provides true move-in ready convenience with zero deferred maintenance. Upgrades Inside & Out! Enjoy peace of mind knowing the entire house has been meticulously updated with major systems and aesthetic finishes, including: Exterior: New Roof, New Siding, New Windows, and a crisp, modern look. Mechanicals: Brand New Heater, New Central A/C, New Plumbing, New Electrical Service, and a New Hot Water

$359,900

3 beds1 bath1,805 sq ft

23110 Old Fairlee Rd, Chestertown, MD 21620

8,276 sq ft lot • 2 garage spots • Built 1938

(855) 450-0442

COMING SOON

ABOUT THIS HOME
Homes for sale under $400k in Rock Hall, MD
Discover the charm of this beautiful LIKE NEW cottage, set to impress with its thoughtful design, modern upgrades and convenient location. This home has undergone a complete renovation, including a redesigned floor plan. Everything in the property is brand new, with no expense spared. The updates include -New roof, windows, siding, gutters, insulation, electric, plumbing, HVAC and the list goes on and on!! This two-bedroom, two-bath home features an open floor plan with a spacious kitchen equipped with SS appliances, granite countertops and a connecting dining area that flows seamlessly into the cozy living room. The primary bedroom boasts a full ensuite bath and a walk-in closet. The layo

$349,900

2 beds2 baths1,033 sq ft

108 Wall St, Queenstown, MD 21658

0.25 acre lot • Built 1950 • Listed 13 days

(410) 827-4663

Property at 206 Ringneck Ct #78, Chester, MD 21619, 3 beds, 2.5 baths

$349,000

3 beds2.5 baths1,747 sq ft

206 Ringneck Ct #78, Chester, MD 21619

(443) 274-1900

$349,000

2 beds2 baths1,280 sq ft

54-H Queen Caroline Ct, Chester, MD 21619

(410) 643-2244

Property at 30-C Queen Mary Ct, Chester, MD 21619, 2 beds, 2.5 baths

$339,900

2 beds2.5 baths1,440 sq ft

30-C Queen Mary Ct, Chester, MD 21619

(410) 255-3690

Property at 8750 Georgetown Rd, Chestertown, MD 21620, 3 beds, 2 baths

$339,000

3 beds2 baths1,900 sq ft

8750 Georgetown Rd, Chestertown, MD 21620

(443) 215-4663

$330,000

1 bed1 bath724 sq ft

10-B Queen Elizabeth Ct, Chester, MD 21619

(410) 643-2244

Property at 113 Moes Ln, Grasonville, MD 21638, 3 beds, 2 baths

$329,998

3 beds2 baths1,152 sq ft

113 Moes Ln, Grasonville, MD 21638

(410) 220-4648

Property at 23043 Bay Shore Spur, Chestertown, MD 21620, 4 beds, 3 baths

$325,000

4 beds3 baths2,630 sq ft

23043 Bay Shore Spur, Chestertown, MD 21620

(410) 639-4003

Property at 1870 Harbor Dr, Chester, MD 21619, 2 beds, 1 bath

$324,900

2 beds1 bath832 sq ft

1870 Harbor Dr, Chester, MD 21619

(443) 274-1900

Property at 3729 Main St, Grasonville, MD 21638, 2 beds, 1 bath

$320,000

2 beds1 bath1,056 sq ft

3729 Main St, Grasonville, MD 21638

(866) 987-3937

Property at 312 Teal Ct Unit F, Chester, MD 21619, 2 beds, 2 baths

$305,000

2 beds2 baths1,073 sq ft

312 Teal Ct Unit F, Chester, MD 21619

(443) 292-6767

Property at 302 Teal Ct Unit A, Chester, MD 21619, 2 beds, 1.5 baths

$294,000

2 beds1.5 baths1,073 sq ft

302 Teal Ct Unit A, Chester, MD 21619

(410) 451-3300

Property at 201 Golden Eye Ct, Chester, MD 21619, 2 beds, 2 baths

$285,000

2 beds2 baths1,073 sq ft

201 Golden Eye Ct, Chester, MD 21619

(410) 673-3344

Property at 21316 Persimmon Dr, Chestertown, MD 21620, 2 beds, 1 bath

$179,000

2 beds1 bath1,232 sq ft

21316 Persimmon Dr, Chestertown, MD 21620

(410) 810-0010

Property at 111 Beach Harbor F, Grasonville, MD 21638, 2 beds, 1 bath

$89,000

2 beds1 bath950 sq ft

111 Beach Harbor F, Grasonville, MD 21638

(443) 250-4707

Homes for sale under $400k in Rock Hall

There are currently 9 homes for sale under $400k in Rock Hall. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Rock Hall stay on the market for 77 days and receive 1 offers. This map is refreshed with the newest listings in Rock Hall every 15 minutes.

In the past month, 3 homes have been sold in Rock Hall. In addition to houses in Rock Hall, there were also 0 condos, 6 townhouses, and 0 multi-family units for sale in Rock Hall last month. Find your dream home in Rock Hall using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Rock Hall are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Rock Hall. Our Rock Hall real estate stats and trends will give you more information about home buying and selling trends in Rock Hall. If you're looking to sell your home in the Rock Hall area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Rock Hall with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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