16

Pittsville, MD Homes for Sale under $400,000

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  • 0 Casher Wells Rd, Pittsville, MD 21850
    0 Casher Wells Rd, Pittsville, MD 21850
    0 Casher Wells Rd, Pittsville, MD 21850
    /27

    $179,000

    • Land
    • 6.39 Acres
    • $28,013 per Acre

    0 Casher Wells Rd, Pittsville, MD 21850

    Looking for some acreage to build your house, pole building, horse pasture, yard birds, garden, homestead or just plain space to spread out, then this is an ideal tract that is situated just far enough removed but still close enough to run up to the store or such in a couple minutes time. The property has a total of 6.39 acres that is mostly cleared except for a wooded buffer in the rear. Good

    Jay Phillips Holiday Real Estate

    0 Casher Wells Rd, Pittsville, MD 21850
  • 7676 Maple St, Pittsville, MD 21850
    7676 Maple St, Pittsville, MD 21850
    7676 Maple St, Pittsville, MD 21850
    /38

    $199,999

    $25K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 828 Sq Ft

    7676 Maple St, Pittsville, MD 21850

    Welcome home! This Home, in the Branchwood Neighborhood, which is conveniently located just north of US 50, in Pittsville, MD. Near the Heart of Pittsville, Main Town Center, and a short distance to Ocean City, MD Beaches, and Salisbury, MD. This Home sits on a larger open 1 acre lot. Features a first-floor primary bedroom, and second bedroom and a bonus room on the second floor! Spacious

    Karen Oass Long & Foster Real Estate, Inc.

    7676 Maple St, Pittsville, MD 21850
  • 34780 Main St, Pittsville, MD 21850
    34780 Main St, Pittsville, MD 21850
    34780 Main St, Pittsville, MD 21850
    /51

    $307,900

    $11K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,242 Sq Ft

    34780 Main St, Pittsville, MD 21850

    Welcome to 34780 Main St., ideally located in the heart of Pittsville, offering small-town charm with easy access to Salisbury and the beautiful beaches of Maryland and Delaware. This immaculate one-story rancher features 3 bedrooms, 2 bathrooms, and a spacious, comfortable layout designed for everyday living. Updates in 2026 include fresh interior paint throughout the entire home, new LVP tile

    Julie Woulfe ERA Martin Associates, Shamrock Division

    34780 Main St, Pittsville, MD 21850
  • 34950 Old Ocean City Rd Unit 39563520, Pittsville, MD 21850
    34950 Old Ocean City Rd Unit 39563520, Pittsville, MD 21850
    34950 Old Ocean City Rd Unit 39563520, Pittsville, MD 21850
    /38

    $397,990

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 1,911+ Sq Ft

    Topaz Plan at Solomon's Place, Pittsville, MD 21850

    The Topaz home design is a single-family home, from our signature Gem Series, with 4 bedrooms, 2.5 baths, and a 2-car garage.As you walk in the first floor is an expansive great room with an open floorplan of the kitchen and breakfast nook. The openness of these areas offers plenty of space for informal dining and entertaining. Complement the kitchen by adding an optional Sunroom or add an island

    Gemcraft Homes Builder
    34950 Old Ocean City Rd Unit 39563520, Pittsville, MD 21850
  • 35087 Sunrise Ct, Pittsville, MD 21850
    35087 Sunrise Ct, Pittsville, MD 21850
    35087 Sunrise Ct, Pittsville, MD 21850
    /17

    $125,000

    $45K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft

    35087 Sunrise Ct, Pittsville, MD 21850

    Motivated seller! Bring all offers!The seller is offering a $10,000 credit towards a new roof AND lot rent paid for the rest of 2026 with acceptable offer!Welcome to this well-maintained 3-bedroom, 2-bath home located in the highly desirable Strawberry Village Mobile Home Park, just minutes from Ocean City and all the beaches, shopping, dining, and entertainment the area has to offer.

    Kayla Walter Keller Williams Realty

    35087 Sunrise Ct, Pittsville, MD 21850
  • 34950 Old Ocean City Rd Unit 39563522, Pittsville, MD 21850
    34950 Old Ocean City Rd Unit 39563522, Pittsville, MD 21850
    34950 Old Ocean City Rd Unit 39563522, Pittsville, MD 21850
    /4

    $359,990

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 1,440 Sq Ft

    Opal Plan at Solomon's Place, Pittsville, MD 21850

    The Opal is a single-family home with 3 bedrooms, 2.5 baths and 2-car garage. The first floor features a great room, laundry, and kitchen. The second floor features 3 bedrooms, and 2 full baths.

    Gemcraft Homes Builder
    34950 Old Ocean City Rd Unit 39563522, Pittsville, MD 21850
  • TBD Old Ocean City Rd, Pittsville, MD 21850
    TBD Old Ocean City Rd, Pittsville, MD 21850
    TBD Old Ocean City Rd, Pittsville, MD 21850
    /20

    $385,990

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 1,680 Sq Ft

    TBD Old Ocean City Rd, Pittsville, MD 21850

    Welcome to the Pearl, a beautifully designed new construction home that is to be built in Pittsville, MD, offering 4 bedrooms, 2.5 bathrooms, and a 2-car attached garage. Part of Gemcraft Homes' signature Gem Series, this thoughtfully designed home features an open-concept first floor perfect for both everyday living and entertaining. The spacious great room flows seamlessly into the kitchen and

    Pamela Price Berkshire Hathaway HomeServices PenFed Realty

    TBD Old Ocean City Rd, Pittsville, MD 21850
  • LOT 1 Main St, Pittsville, MD 21850
    LOT 1 Main St, Pittsville, MD 21850
    LOT 1 Main St, Pittsville, MD 21850
    /9

    $114,900

    $10K PRICE DROP
    • Land
    • 41,382 Sq Ft
    • $120,947 per Acre

    LOT 1 Main St, Pittsville, MD 21850

    ONE OF LAST BUILDABLE LOTS IN PITTSVILLE WITH TAP FEES ALREADY PAID BY THE SELLER! Buildable lots in Pittsville are a rare commodity!! Build your dream home now on this fully SHOVEL READY lot just shy of an acre in the heart of Pittsville—where much of the heavy lifting has already been done for you. Public water and sewer are available, AND the seller has already paid the $15,000 tap fee—a major

    Donna Harrington Coldwell Banker Realty

    LOT 1 Main St, Pittsville, MD 21850
  • 34762 Main St, Pittsville, MD 21850
    34762 Main St, Pittsville, MD 21850
    34762 Main St, Pittsville, MD 21850
    /37

    $299,900

    • 3 Beds
    • 2 Baths
    • 1,260 Sq Ft

    34762 Main St, Pittsville, MD 21850

    Welcome to 34762 Main St, a very nice 3 bedroom/2 bath home priced to sell in Pittsville, MD! Built in 2003, this home has a first floor primary bedroom and full bath, a good sized living area, kitchen with plenty of cabinet space and dining area just off the kitchen. Upstairs, you have 2 bedrooms with lots of closet space and a full bath. The HVAC was replaced in November, 2025 and the water

    BRIAN LINDQUIST 1ST CHOICE PROPERTIES LLC

    34762 Main St, Pittsville, MD 21850
  • 0 Lot 4a Main St Unit MDWC2021284, Pittsville, MD 21850
    0 Lot 4a Main St Unit MDWC2021284, Pittsville, MD 21850
    0 Lot 4a Main St Unit MDWC2021284, Pittsville, MD 21850
    /8

    $212,000

    • Land
    • 3.03 Acres
    • $69,967 per Acre

    0 Lot 4a Main St Unit MDWC2021284, Pittsville, MD 21850

    Highly sought after over 3 acre lot located in the Town of Pittsville. Conveniently located right across from the school. Approximately 1/2 acre cleared with remaining balance wooded. Public Water and Sewer possible with approval from Town of Pittsville. Please call Town of Pittsville with any questions in regards to obtaining an EDU to build on the property (410-835-8872).

    Andrew Rayne Whitehead Real Estate Exec.

    0 Lot 4a Main St Unit MDWC2021284, Pittsville, MD 21850
  • 34950 Old Ocean City Rd Unit 39563515, Pittsville, MD 21850
    34950 Old Ocean City Rd Unit 39563515, Pittsville, MD 21850
    34950 Old Ocean City Rd Unit 39563515, Pittsville, MD 21850
    /42

    $385,990

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 1,680+ Sq Ft

    Pearl Plan at Solomon's Place, Pittsville, MD 21850

    The Pearl home design is a single-family home, from our signature Gem Series, with 4 bedrooms, 2.5 baths, and a 2-car garage.As you walk in the first floor is an expansive living area with an open floorplan of the great room, kitchen, and breakfast nook. A wide glass sliding door provides an abundance of natural light giving the breakfast nook an airy and fresh atmosphere. As you climb up the

    Gemcraft Homes Builder
    34950 Old Ocean City Rd Unit 39563515, Pittsville, MD 21850
  • 34950 Old Ocean City Rd Unit 39563523, Pittsville, MD 21850
    34950 Old Ocean City Rd Unit 39563523, Pittsville, MD 21850
    34950 Old Ocean City Rd Unit 39563523, Pittsville, MD 21850
    /3

    $393,990

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,462 Sq Ft

    Emerald Plan at Solomon's Place, Pittsville, MD 21850

    The Emerald is the perfect home for single-floor living. Enter through the foyer with two bedrooms and a full bath to the left. Continue down the hallway where the floorplan opens to the large great room and country kitchen with a dining nook. The kitchen offers plenty of cabinet space and a peninsula with an overhang, perfect for entertaining. The expansive owners suite includes a walk in closet

    Gemcraft Homes Builder
    34950 Old Ocean City Rd Unit 39563523, Pittsville, MD 21850
  • 7216 Etonian Ct, Pittsville, MD 21850
    7216 Etonian Ct, Pittsville, MD 21850
    7216 Etonian Ct, Pittsville, MD 21850
    /54

    $330,000

    Coming Soon Sep 8
    • 3 Beds
    • 2 Baths
    • 1,518 Sq Ft

    7216 Etonian Ct, Pittsville, MD 21850

    More details coming soon!

    Macy Bradford RE/MAX Advantage Realty

    7216 Etonian Ct, Pittsville, MD 21850
  • 8255 Whitesville Rd, Pittsville, MD 21850
    8255 Whitesville Rd, Pittsville, MD 21850
    8255 Whitesville Rd, Pittsville, MD 21850
    /32

    $200,000

    $35K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 825 Sq Ft

    8255 Whitesville Rd, Pittsville, MD 21850

    Situated on spacious 2 acres in Pittsville, this well-maintained, private drive, single-story home offers the perfect blend of space, convenience, and Eastern Shore charm. Whether you're looking for an investment opportunity, a place to downsize, or simply a quieter lifestyle, this property has plenty to offer. Multiple storage sheds, a garage, a carport, and a pool provide ample space for

    Victor J King Real Broker, LLC

    8255 Whitesville Rd, Pittsville, MD 21850
  • 5045 Powellville Rd, Pittsville, MD 21850
    5045 Powellville Rd, Pittsville, MD 21850
    5045 Powellville Rd, Pittsville, MD 21850
    /14

    $199,900

    $50K PRICE DROP
    • Land
    • 25,264 Sq Ft
    • $344,655 per Acre

    5045 Powellville Rd, Pittsville, MD 21850

    Prime Commercial Property LOCATION - LOCATION! LET'S BUILD! Site of Historic Powellville Store and Post Office. The building has recently been professionally removed and acreage cleared. HIGH TRAFFIC spot at intersection of Mt Hermon and Powellville Rd. Property consists of two parcels, One directly on Powellville Road and second half acre was annexed to provide septic field for old Post Office

    Candi Noyes Coldwell Banker Realty

    5045 Powellville Rd, Pittsville, MD 21850
  • 34339 Pine Meadows Ln, Pittsville, MD 21850
    34339 Pine Meadows Ln, Pittsville, MD 21850
    34339 Pine Meadows Ln, Pittsville, MD 21850
    /62

    $320,000

    $20K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,532 Sq Ft

    34339 Pine Meadows Ln, Pittsville, MD 21850

    Small town living starts with breakfast and coffee on the back deck! The remainder of the day can be followed by a full list of possibilities as the location for this one level gem is ideal. Just a short drive to the world-famous Ocean City beaches and Assateague National Seashore where the ponies run free and are often seen frolicking in the ocean. The central location is also close to Salisbury

    Michael Moore Keller Williams Realty Delmarva

    34339 Pine Meadows Ln, Pittsville, MD 21850
Maryland Wicomico County

Real Estate & Homes in Pittsville, MD under $400,000

Home Prices in Pittsville, MD

The median home sale price in Pittsville, MD is $305,000, down 7% year-over-year. Homes in Pittsville sell in 59 days on average, compared to the national average of 55 days.

Home Price Trends

Median Sale Price
$305,000
Median Single Family Sale Price
$354,945
Median 2 Bedroom Sale Price
$239,999
Average Price Per Sq Ft
$222
Number of Homes for Sale
23
Last 12 months Home Sales
23
Months of Supply
12.00
Median List Price
$359,990
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-7%
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