Homes for sale under $500k in Rock Hall, MD

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ABOUT THIS HOME
Homes for sale under $500k in Rock Hall, MD
Fully renovated, spacious home with commercial or residential zoning use. Extensive upgrades, all new appliances, bathrooms, engineered hardwood floors, hardiplank exterior, new roof, and much more! This home has been tastefully finished with high-end new and selective antiques, echoing a coastal antique style. You'll love cooking and entertaining in the fully updated kitchen and dining area, boasting new appliances and travertine stone floors. 3 bedrooms, each with an en-suite full bathroom. Downstairs has an additional full bathroom and plenty of space for guests. Beautifully restored, classic front porch, spacious screened-in porch upstairs, and ample yard space. The property has incorpo

$465,000

3 beds4 baths1,881 sq ft

5829 N Main St, Rock Hall, MD 21661

0.31 acre lot • 4 parking spots • Built 1910

(410) 639-2118

ABOUT THIS HOME
Homes for sale under $500k in Rock Hall, MD
Welcoming to the newly renovated 21424 Catholic Ave! Situated on a large in-town parcel, the largest residential lot on Catholic Ave. Spacious open living space with a beautifully renovated kitchen, custom wood cabinets, new LVT and engineered hardwood flooring. The welcoming living space contains original wood accents, adding much charm to this newly updated home. There are three bedrooms, with great closet space, that share a full bath. Located at the end of the home is the primary bedroom with a large walk-in closet and it's own updated full bath. The 2 car garage has plenty of space for extra storage. This property has so much outdoor space, the possibilities are endless! located in the

$439,000

4 beds2 baths1,247 sq ft

21424 Catholic Ave, Rock Hall, MD 21661

Renovated kitchen • Large walk-in closet • Outdoor space

(410) 639-2118

ABOUT THIS HOME
Homes for sale under $500k in Rock Hall, MD
Adorable rancher in a PRIME location in Rock Hall. Just steps to the marinas, restaurants, and shops. The house has been completely remodeled. Large family room with a pellet stove and plenty of space for social gatherings. Nice-sized bedrooms and 2 full bathrooms. Luxury vinyl plank flooring throughout. Beautiful, low-maintenance perennial gardens with pretty paths weaving through the yard. Detached garage and shed. Less than 1/2 mile to the public beach. The current owners have their boat docked at a nearby slip, and they can see it from the property. There is no work to be done here. Just bring a suitcase and move right in!

$429,900

3 beds2 baths1,774 sq ft

5697 Walnut St, Rock Hall, MD 21661

Completely remodeled • Public beach • Boat docked nearby

(410) 778-0330

NEW CONSTRUCTIONVIDEO TOUR

ABOUT THIS HOME
Homes for sale under $500k 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 $500k 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

Property at 21336 Haven Rd, Rock Hall, MD 21661, 3 beds, 2.5 baths

$375,000

3 beds2.5 baths1,684 sq ft

21336 Haven Rd, Rock Hall, MD 21661

(410) 639-4003

Property at 5686 S Main St, Rock Hall, MD 21661, 3 beds, 2 baths

$375,000

3 beds2 baths1,326 sq ft

5686 S Main St, Rock Hall, MD 21661

(410) 639-2118

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 21133 Striper Run, Rock Hall, MD 21661, 3 beds, 2.5 baths

$364,900

3 beds2.5 baths1,626 sq ft

21133 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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NEW CONSTRUCTION

ABOUT THIS HOME
Homes for sale under $500k in Rock Hall, MD
New home being built! Act now and pick all your colors! Finished models can be seen! Call agent for details.

$499,900

3 beds2 baths1,250 sq ft

Harbor Dr, Chester, MD 21619

0.28 acre lot • 2 garage spots • Built 2025

(410) 643-5005

COMING SOON

ABOUT THIS HOME
Homes for sale under $500k in Rock Hall, MD
Beautifully renovated/remodeled 3 bedroom, 2 full bath home in Chester, MD. Expected date to go active on the market is January 1st, 2026.

$499,900

3 beds2 baths1,750 sq ft

1906 Harbor Dr, Chester, MD 21619

0.28 acre lot • 4 parking spots • Built 1988

(240) 222-3200

ABOUT THIS HOME
Homes for sale under $500k in Rock Hall, MD
Two Story Colonial on 1.37+/- acre lot, rectangular 200 x 300 ft. Approximately 2,700 sq ft. of living area in house (estimate). 4 bedrooms, 2.5 Bathrooms. ½ basement with laundry room and fix-it shop/work bench with 2 crawl spaces. Attached two-car garage with abundant built-in shelving and free-standing cabinets for lots of storage space with garage door opener on each of 2 doors. Forced Hot Air, Fuel Oil Heating; Central Air Conditioning. Well water pump upgraded in 2016. New, top-of-the-line “Meyers” well pump, with increased HP. Public sewer so no septic systems to deal with. Four upstairs Bedrooms. The MBR and BR2 are huge. MBR has slider door to lovely Sunroom/Sitt

$499,900

4 beds2.5 baths2,524 sq ft

8620 Park Dr, Chestertown, MD 21620

1.37 acre lot • Two story colonial • Laundry room

(410) 810-0010

ABOUT THIS HOME
Homes for sale under $500k in Rock Hall, MD
Move in this May and enjoy low-maintenance living in the sought-after 55+ community of Four Seasons on Kent Island. This 2-bedroom, 2-bath home offers spacious one-level living with an open layout, freshly painted interiors, and a stylish kitchen featuring a modern glass subway tile backsplash—perfect for entertaining or relaxing. A 1-car garage with additional storage units keeps everything organized and clutter-free. Move-in ready and priced to sell, this home is a wonderful opportunity to become part of one of Kent Island’s most desirable waterfront communities. The seller is motivated and prepared for a quick settlement—bring all offers! Four Seasons residents enjoy re

$499,000

2 beds2 baths1,900 sq ft

1000 Herons Nest Way #32, Chester, MD 21619

One-level living • Open layout • 1-car garage

(443) 274-1900

ABOUT THIS HOME
Homes for sale under $500k in Rock Hall, MD
Discover this beautifully updated 3-bedroom, 2 full and 1 half bathroom home located on a scenic 0.35-acre corner lot in the highly desirable Harbor View community, just two miles east of the Chesapeake Bay Bridge. Inside, enjoy a bright, modern kitchen with new countertops and backsplash, hardwood floors on the main and upstairs evels, and cathedral ceiling with skylights. Relax in the spacious lower-level family room plus a versatile bonus room/office/bedroom. Recent upgrades include a new roof (2019) with 50-year shingles, new windows, and a new vinyl pool liner with warranty. Step outside to your fully fenced back yard and private in-ground pool and deck, p

$495,000

3 beds2 baths1,728 sq ft

1916 Stevens Dr, Chester, MD 21619

0.35 acre lot • 3 parking spots • Pool

(410) 224-2200

READY TO BUILD

$489,990

2 beds2.5 baths2,003 sq ft

Magothy Plan, Chester, MD 21619

Clubhouse • Resort style pool • Waterfront condos

Listing provided by Zillow

Property at Chester Plan, Chester, MD 21619, 2 beds, 2.5 baths

$489,990

2 beds2.5 baths1,900 sq ft

Chester Plan, Chester, MD 21619

Listing provided by Zillow

Property at 1000 Herons Nest Way #22, Chester, MD 21619, 2 beds, 2.5 baths

$488,000

2 beds2.5 baths1,900 sq ft

1000 Herons Nest Way #22, Chester, MD 21619

(443) 274-1900

Property at 922 Petinot Pl, Stevensville, MD 21666, 3 beds, 2 baths

$484,999

3 beds2 baths2,400 sq ft

922 Petinot Pl, Stevensville, MD 21666

(410) 822-9000

Property at 312 Blenny Ln, Chester, MD 21619, 3 beds, 3 baths

$479,000

3 beds3 baths1,899 sq ft

312 Blenny Ln, Chester, MD 21619

(301) 850-0255

Property at 34-E Queen Anne Way, Chester, MD 21619, 2 beds, 2.5 baths

$469,000

2 beds2.5 baths1,104 sq ft

34-E Queen Anne Way, Chester, MD 21619

(301) 970-2447

Property at 100 Wall St, Queenstown, MD 21658, 6 beds, 2 baths

$450,000

6 beds2 baths2,486 sq ft

100 Wall St, Queenstown, MD 21658

(443) 274-1900

Property at 5128 Main St, Grasonville, MD 21638, 3 beds, 2 baths

$419,000

3 beds2 baths1,440 sq ft

5128 Main St, Grasonville, MD 21638

(443) 249-7653

Property at 1839 Harbor Dr, Chester, MD 21619, 4 beds, 2 baths

$384,999

4 beds2 baths2,035 sq ft

1839 Harbor Dr, Chester, MD 21619

(301) 970-2447

Property at 21111 Texas Ave, Chestertown, MD 21620, 3 beds, 2 baths

$370,000

3 beds2 baths1,680 sq ft

21111 Texas Ave, Chestertown, MD 21620

(410) 690-7356

Property at 8833 Georgetown Rd, Chestertown, MD 21620, 4 beds, 2 baths

$364,000

4 beds2 baths1,625 sq ft

8833 Georgetown Rd, Chestertown, MD 21620

(410) 778-0330

Property at 23110 Old Fairlee Rd, Chestertown, MD 21620, 3 beds, 1 bath

$359,900

3 beds1 bath1,805 sq ft

23110 Old Fairlee Rd, Chestertown, MD 21620

(855) 450-0442

Property at 108 Wall St, Queenstown, MD 21658, 2 beds, 2 baths

$349,900

2 beds2 baths1,033 sq ft

108 Wall St, Queenstown, MD 21658

(410) 827-4663

$349,000

2 beds2 baths1,280 sq ft

54-H Queen Caroline Ct, Chester, MD 21619

(410) 643-2244

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

Homes for sale under $500k in Rock Hall

There are currently 12 homes for sale under $500k 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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