Pittsville, MD homes for sale & real estate

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ABOUT THIS HOME
Pittsville, MD Homes for Sale
Welcome home to this charming Colonial-style residence, built in 2005 and offering a generous 1,920 sq. ft. of living space. Featuring 3 spacious bedrooms and 2.5 baths, this home provides a comfortable layout with an open floor plan ideal for everyday living and entertaining. The eat-in kitchen includes essential appliances and a pantry, flowing seamlessly into the dining and living areas enhanced by recessed lighting and ceiling fans throughout. The primary bed/bath suite offers an oversized walk-in closet and private bath, creating a relaxing retreat. Topping off the upstairs, you’ll find two additional bedrooms with a convenient second full bath. Outside, enjoy a 0.24-acre lot wit

$346,000

3 beds2.5 baths1,920 sq ft

34698 Railroad Ave, Pittsville, MD 21850

In-ground pool • Upper-level laundry • Ample attic storage

(410) 543-4545

ABOUT THIS HOME
Pittsville, MD Homes for Sale
This tastefully renovated/updated home is nestled in the middle of an 115 acre farm that is currently in a multi year easement with CREP/State/Fed gov't, where no crops will be grown, only grass to be mown once a year. This guarantees scenic views from all points inside the home! Especially from the rear southwestern exposure and the maintenance free deck with built-in grill or the spacious multiple covered front porches. The home has been recently renovated, with upscale features with Luxury Vinyl Plank flooring throughout the home, as well as porcelain tile surrounds in all bathrooms faeturing custom lighting , with an abundance of features, which can only be appreciated by seeing it in

$695,000

7 beds7 baths6,892 sq ft

6728 Friendship Rd, Pittsville, MD 21850

115 acre farm • Built-in grill • 0.66 acre lot

(410) 677-0909

ABOUT THIS HOME
Pittsville, MD Homes for Sale
BRING ALL OFFERS!!-3-Bedroom, 1-Bath Home with Huge Potential in Pittsville. This spacious 3-bedroom, 1-bath home offers a fantastic opportunity for first-time buyers or investors looking for a potential flip. Located on one of the largest lots in Pittsville, the property provides ample space both indoors and outdoors. The home features a converted garage that has been transformed into additional living space, complete with a mini-split system for heating and cooling. A bathroom has already been started in this area, offering plenty of potential to finish it to your liking. While the kitchen is in need of a remodel, this presents the perfect opportunity to design and upgrade the space, addi

$259,900

3 beds1 bath1,724 sq ft

34572 Pitts Ave, Pittsville, MD 21850

0.62 acre lot • Pool • Built 1965

(443) 856-2211

ABOUT THIS HOME
Pittsville, MD Homes for Sale
Motivated seller bring offers!! * * * Seller is offering buyer $9,000 seller concession towards closing costs and lender rate buy down if an acceptable offer is received by February 1, 2026 * * * Custom-Built 2 Bedroom, 1.5 Bath Home on central heat and air with 3-Car Garage, Bonus Room, and Outdoor Living in Pittsville, MD. Welcome to 7434 Cemetery Rd, Pittsville – a meticulously maintained 2-bedroom, 1.5-bath stick-built home, custom constructed in 2020 by respected local builder Vernon Esham, using high-quality 2x6 framing for durability and energy efficiency. Located within Pittsville town limits, this property offers city water and sewer, and easy access to Route 50, just m

$308,950

2 beds1.5 baths960 sq ft

7434 Cemetery Ave, Pittsville, MD 21850

Backyard oasis • Outdoor shower • Two tiered deck

(443) 205-4007

NEW CONSTRUCTION

ABOUT THIS HOME
Pittsville, MD Homes for Sale
Introducing this brand new custom to be built home/lot package by Bowden Construction Solutions, offering effortless one-floor living on a cleared half acre lot on a quiet cul-de-sac — tucked away for added privacy with no HOA and no utility poles in sight. The 3 bedroom, 2.5 bath layout pairs with easy everyday living and outdoor space galore: a large back deck and yard with a covered front porch plus options to add a concrete patio. A 2-car garage adds even more storage and convenience. Enjoy the peace of mind that comes with new construction, with the ability to customize the home to fit your needs. Convenient central location between Ocean City and Salisbury, enjoy peaceful single

$445,000

3 beds2.5 baths1,591 sq ft

Chatham Manor Way Lot 22, Pittsville, MD 21850

Large back deck • Covered front porch • Quiet cul-de-sac

(443) 856-2211

Property at 34292 West St, Pittsville, MD 21850

$575,000

— beds— baths— sq ft

34292 West St, Pittsville, MD 21850

(410) 749-1818

Property at 0 Morris Rd, Pittsville, MD 21850

$150,000

— beds— baths— sq ft

0 Morris Rd, Pittsville, MD 21850

(410) 677-0909

Property at Casher Wells Rd, Pittsville, MD 21850

$179,000

— beds— baths— sq ft

Casher Wells Rd, Pittsville, MD 21850

(410) 524-7700

Property at 7235 Sixty Foot Rd, Pittsville, MD 21850

$650,000

— beds— baths— sq ft

7235 Sixty Foot Rd, Pittsville, MD 21850

(410) 208-9200

Property at 5045 Powellville Rd, Pittsville, MD 21850

$215,000

— beds— baths— sq ft

5045 Powellville Rd, Pittsville, MD 21850

(443) 856-2211

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NEW CONSTRUCTION

ABOUT THIS HOME
Pittsville, MD Homes for Sale
Located in the countryside of northeast Delmar, DE, this well-built 4-bedroom, 2.5-bath home offers the perfect blend of quality construction and everyday comfort. Inside, you’ll find LVP and tile flooring throughout. Both a breakfast room and a separate formal dining room, ideal for everyday living and entertaining alike. The kitchen is thoughtfully designed with stainless steel appliances, a center island, and upgraded countertops, complemented by stylish light fixtures and recessed lighting. A convenient half bath completes the first floor. Upstairs, the primary suite provides a relaxing retreat, while three additional bedrooms share a full bath. Bathrooms feature tile flooring and

$475,000

4 beds2.5 baths2,400 sq ft

38332 Whaleys Rd, Delmar, DE 19940

Formal dining room • Breakfast room • Upgraded countertops

(410) 208-3500

ABOUT THIS HOME
Pittsville, MD Homes for Sale
Great home, or investment property. This 1344 sq ft ranch home sits on 1.49 acres and is situated just minutes from Millsboro and Selbyville, DE. Completely remodeled in 2025, with all new appliances, fixtures, Oversized windows, New roof, LVP Flooring, Custom island and cabinetry. Master bedroom with full ensuite, and 2 additional bedrooms, 2 full bathrooms, laundry room, kitchen with oversized island and breakfast bar, and an open air attic/storage. playroom area. Owned water conditioning system included. New well in 2025, Sellers paying for new septic to be installed. Home is move in ready. Located right on Millsboro Hwy and centrally located from Salisbury, Millsboro, Selbyville, and o

$375,000

3 beds2 baths1,344 sq ft

38240 Millsboro Hwy, Millsboro, DE 19966

Custom island • New well • Remodeled in 2025

(302) 539-9040

COMING SOON

ABOUT THIS HOME
Pittsville, MD Homes for Sale
Coming soon! Updated + upgraded, turn-key contemporary rancher on 1.5 acre homesite. New new new - roof, kitchen w/ new cabinets, granite counters, stainless steel appliances, bathrooms, luxury vinyl plank flooring throughout, ceiling fans, fixtures, paint. Incredible location - 8mi to Berlin, 10 to Ocean City or Salisbury. Sneak peek photos - reserve your showing today! Sizes, taxes, distances approximate

$359,990

4 beds2 baths2,004 sq ft

36047 Woodyard Rd, Willards, MD 21874

1.51 acre lot • Garage • Built 1966

(888) 860-7369

ABOUT THIS HOME
Pittsville, MD Homes for Sale
Pristine condition! The 4 bedroom and 3 full bath 2 level cottage has been completely gutted and fully renovated in 2024/2025. The house sits on a private setting on almost 1 Acre of land. Showings by appointment only.

$425,000

4 beds3 baths1,580 sq ft

6431 Powellville Rd, Willards, MD 21874

Fully renovated • Private setting • Almost 1 acre

(301) 975-9500

ABOUT THIS HOME
Pittsville, MD Homes for Sale
Escape to your own private slice of paradise with this stunning offering: a 26-acre farm bundled with an adjacent 8.14-acre land parcel, perfectly situated just 30 minutes from the ocean. This idyllic property blends rural charm with coastal convenience, offering endless possibilities for farming, homesteading, or creating your dream retreat. Whether you're a hobby farmer, an equestrian enthusiast, or simply craving wide-open space, this property provides the flexibility to bring your vision to life. The property boasts multiple outbuildings, a diesel farm generator, and is currently in hay production. Two parcels at a great price—call for details!

$615,000

3 beds1 bath1,416 sq ft

36555 Sheppards Crossing Rd, Willards, MD 21874

26 acre farm • 34.28 acre lot • Built 1915

(410) 208-9200

ABOUT THIS HOME
Pittsville, MD Homes for Sale
Discover the possibilities with this 3.64-acre property in Millsboro! This versatile parcel offers both convenience and opportunity with a large garage/storage barn already on site—perfect for equipment, hobbies, or future projects. A new well was installed in 2023, providing reliable water service, and electric is already connected to the garage and available for tie-in to any new construction you envision. The land features a mix of open space and portions previously used for farming, which will not be replanted next season, giving buyers a clean slate for personal or investment use. Whether you’re looking to build your dream home, establish a small farmstead, or simply enjoy

$330,000

3 beds1 bath800 sq ft

37485 Millsboro Hwy, Millsboro, DE 19966

3.64-acre property • Mix of open space • New well installed

(302) 504-6147

Property at 37007 Peanut Tingle Rd, Frankford, DE 19945, 4 beds, 2 baths

$399,000

4 beds2 baths1,584 sq ft

37007 Peanut Tingle Rd, Frankford, DE 19945

(302) 536-1838

Property at 37245 Firemans Rd, Millsboro, DE 19966, 7 beds, 1 bath

$225,000

7 beds1 bath1,088 sq ft

37245 Firemans Rd, Millsboro, DE 19966

(410) 208-3500

Property at 7411 Main St, Willards, MD 21874, 7 beds, 4 baths

$259,000

7 beds4 baths3,999 sq ft

7411 Main St, Willards, MD 21874

(410) 546-3211

Property at 7457 Market St, Willards, MD 21874, 3 beds, 2.5 baths

$339,900

3 beds2.5 baths1,440 sq ft

7457 Market St, Willards, MD 21874

(410) 677-0909

Property at 33737 Bob Smith Rd, Parsonsburg, MD 21849, 1 bed, 1 bath

$339,000

1 bed1 bath656 sq ft

33737 Bob Smith Rd, Parsonsburg, MD 21849

(410) 208-3500

Property at 0 Bent Pine Rd, Willards, MD 21874

$389,000

— beds— baths— sq ft

0 Bent Pine Rd, Willards, MD 21874

(888) 860-7369

Property at 0 Lot 2 Poplar Neck Rd, Willards, MD 21874

$229,900

— beds— baths— sq ft

0 Lot 2 Poplar Neck Rd, Willards, MD 21874

(410) 677-0909

Property at 0 Lot 1 Poplar Nck Unit ROAD, Willards, MD 21874

$175,000

— beds— baths— sq ft

0 Lot 1 Poplar Nck Unit ROAD, Willards, MD 21874

(410) 677-0909

Property at 7455 Market St, Willards, MD 21874

$85,000

— beds— baths— sq ft

7455 Market St, Willards, MD 21874

(410) 677-0909

Property at 0 Richardson Rd, Willards, MD 21874

$699,000

— beds— baths— sq ft

0 Richardson Rd, Willards, MD 21874

(410) 677-0909

Property at 6794 Bent Pine Rd, Willards, MD 21874

$599,000

— beds— baths— sq ft

6794 Bent Pine Rd, Willards, MD 21874

(410) 749-1818

Average home prices near Pittsville, MD

Cities

Zip Codes

Pittsville, MD real estate trends

$345K

Sale price

-11.5%
since last year

$229

Sale $/sq ft

+11.7%
since last year

Under list price

0.7%

Days on market

Down payment

—

Total homes sold

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