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Somerset County MD Homes for Sale with AC

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  • /7

    $330,000

    • 4 Beds
    • 2 Baths
    • 1,232 Sq Ft

    10407 William Sharpless Rd, Princess Anne, MD 21853

    Very unique water front property in eastern shore, near Princess Ann and Deal Island. It is on a tidal creek and small boart/kayak can be launched, the remnant of a small pier is still there, public boat ramp is also close by. The house has 3 bed 1 bath upstairs and 1 bed 1 bath on main floor. The barn is idea for hanging out and social. House needs work, but previous owner has been living there

    Leon Liang Signature Home Realty LLC

    10407 William Sharpless Rd, Princess Anne, MD 21853
  • /45

    $299,900

    • 3 Beds
    • 2 Baths
    • 1,454 Sq Ft

    102 Williams St Unit 209, Crisfield, MD 21817

    Welcome to the Crab Capital of the World and This 3 bedroom 2 full bath unit that is ready for you to turn into YOUR dream home or vacation getaway! Enjoy evenings watching the sunset from the balcony or morning coffee on your screened in private balcony off the primary bedroom. Harbour Lights offer views of downtown, Annemessex River and the Tangier Sound. Enjoy fishing, crabbing and boating or

    Wendy Stever Long & Foster Real Estate, Inc.

    102 Williams St Unit 209, Crisfield, MD 21817
  • /27

    $420,000

    • 4 Beds
    • 3 Baths
    • 2,000 Sq Ft

    109-D Waters Edge Unit 109D, Crisfield, MD 21817

    Wake up to wide, unobstructed water views in this spacious end-unit waterfront condo located in the heart of Crisfield. With 4 bedrooms and 3 full baths, this beautifully designed residence offers the ideal blend of comfort, functionality, and coastal lifestyle. The bright, open main level features expansive windows that capture natural light and showcase stunning water views. A main-floor

    Mr. Guy Kabwenge Samson Properties

    109-D Waters Edge Unit 109D, Crisfield, MD 21817
  • /33

    $315,000

    • 4 Beds
    • 2.5 Baths
    • 1,881 Sq Ft

    11820 Drexwood Dr, Princess Anne, MD 21853

    Experience the perfect blend of contemporary style and small-town charm. This impeccably maintained 4-bedroom, 2.5-bathroom home, built in 2021, offers the peace of mind of a newer construction without the wait for a builder. ?The main level welcomes you with an open-concept floor plan designed for the way people live today. The heart of the home is the chef-inspired kitchen, boasting sleek white

    Lee Wolff FSBO Broker

    11820 Drexwood Dr, Princess Anne, MD 21853
  • /84

    $209,000

    • 3 Beds
    • 2 Baths
    • 1,608 Sq Ft

    3223 Lawsonia Rd, Crisfield, MD 21817

    Well maintained 3 bedroom/2 full bath bungalow style home. First floor primary bedroom, large first floor bathroom with a walk in shower, dining room and a large living room. The house features hardwood floors throughout the first floor, a single car garage, a carport with easy access to the side entrance of the home and a glassed in heated front porch. The property is located a short distance

    Terrence McGowan Keller Williams Realty Delmarva

    3223 Lawsonia Rd, Crisfield, MD 21817
  • /70

    $489,999

    • 3 Beds
    • 2 Baths
    • 1,512 Sq Ft

    26388 Mount Vernon Rd, Princess Anne, MD 21853

    Welcome to easy living on the shores of the Wicomico River, where life moves a little slower and the sunsets seem to last a little longer. “The Anchorage,” originally built in 1870 and lovingly expanded with two additions over the years, is a waterfront home full of character, comfort, and the kind of charm you just can’t recreate.As soon as you enter, your eyes are naturally drawn to the

    Donna Harrington Coldwell Banker Realty

    26388 Mount Vernon Rd, Princess Anne, MD 21853
  • /25

    $225,000

    • 2 Beds
    • 1 Bath
    • 1,096 Sq Ft

    10116 Deal Island Rd, Deal Island, MD 21821

    Escape to the charm of Eastern Shore Living with this charming cottage style home located in the heart of Deal Island, Maryland. Enjoy fishing, boating and crabbing the waters of the Chesapeake Bay. This home offers an ideal retreat for weekend getaways or relaxed year-round living. The home offers two bedrooms and one bathroom as well as updated appliances. The extra-large attic has been framed

    Chrystianna Wilkins-Gosnell Keller Williams Realty

    10116 Deal Island Rd, Deal Island, MD 21821
  • /15

    $215,000

    • 3 Beds
    • 2 Baths
    • 1,296 Sq Ft

    30090 Kristwood Way, Princess Anne, MD 21853

    Welcome to 30090 Kristwood, a charming 3-bedroom, 2 full bathroom home nestled in the heart of the desirable Princess Anne area. Surrounded by mature landscaping and a peaceful residential setting, this property offers the perfect blend of comfort, privacy, and convenience. Inside, you’ll find light-filled living spaces designed for both everyday living and easy entertaining. The functional

    Chris Thomas Berkshire Hathaway HomeServices PenFed Realty

    30090 Kristwood Way, Princess Anne, MD 21853
  • /56

    $295,500 Open House 4/11

    • 2 Beds
    • 2 Baths
    • 2,130 Sq Ft

    23258 Hastings Dr, Deal Island, MD 21821

    A Corner lot with great water views at Scott's Cove! Life here is surely going to bring you the relaxation and luxury at this waterfront community! This treasure of a rancher has all the bells and whistles. Fully Furnished (flatscreens and mounts included), 2 Bedroom 2 Bath with flex space for a workout room or hobby room, etc. The house details will amaze you! New Kraftmaid kitchen cabinets with

    Caroline Reed Century 21 Harbor Realty

    23258 Hastings Dr, Deal Island, MD 21821
  • /37

    $299,999 Open House 4/11

    • 4 Beds
    • 3 Baths
    • 2,214 Sq Ft

    3231 Lawsonia Rd, Crisfield, MD 21817

    Welcome to 3231 Lawsonia Road! Set on 1.67 peaceful acres just beyond the town limits of Crisfield, this thoughtfully updated home features timeless farmhouse character with today’s must-have upgrades. A wide front porch creates a welcoming setting, while an extended gravel drive leads to an oversized detached two-car garage with a large workshop space with electric, water, storage above, and a

    Donna Harrington Coldwell Banker Realty

    3231 Lawsonia Rd, Crisfield, MD 21817
  • /19

    $174,500

    • 3 Beds
    • 2 Baths
    • 2,098 Sq Ft

    29550 Deal Island Rd, Princess Anne, MD 21853

    Investor Opportunity on 1.75 Acres! Brick House on a 1.75‐acre lot (76,230 sq ft) offering strong upside and flexibility. This 3‐bedroom, 2‐bath home features approximately 2,300 sq ft, including a partially finished walk‐out basement with additional living space. Heated breezeway connects to a 2‐car garage.Expansive lot provides privacy and potential for future improvements or expansion

    Daniel Demers Sell Your Home Services

    29550 Deal Island Rd, Princess Anne, MD 21853
  • /40

    $255,900

    • 2 Beds
    • 1 Bath
    • 952 Sq Ft

    23550 Deal Island Rd, Deal Island, MD 21821

    Welcome to Deal Island and this beautifully renovated home, where peaceful coastal living meets modern comfort. Located less than one mile from the public beach and boat ramp, and near the well-known Deal Island Labor Day Skipjack Race, this property offers a relaxed island lifestyle with a strong sense of community. Several nearby State Wildlife Management Areas add to the natural beauty and

    Sharon Fisher RE/MAX Advantage Realty

    23550 Deal Island Rd, Deal Island, MD 21821
  • /37

    $365,000

    • 3 Beds
    • 2 Baths
    • 1,868 Sq Ft

    30472 Plantation Dr, Princess Anne, MD 21853

    Welcome to this beautifully maintained home located on a desirable corner lot in the Beckford Manor Association. Featuring 2 bedrooms and 2 full bathrooms, this home also offers the potential for a third bedroom, providing flexibility to fit your lifestyle.Hardwood floors flow throughout the home, creating a warm and cohesive feel. The open kitchen is perfect for everyday living and

    Valeria Nasir The Land Group

    30472 Plantation Dr, Princess Anne, MD 21853
  • /32

    $267,900

    • 3 Beds
    • 2.5 Baths
    • 1,352 Sq Ft

    11679 Beckford Ave, Princess Anne, MD 21853

    Welcome to 11679 Beckford Ave, a well-maintained property offering comfort, functionality, and strong long-term value. This home features a practical layout with ample living space, natural light throughout, and well-proportioned rooms designed for everyday living and entertaining.Step outside to a large rear patio, perfect for outdoor dining, entertaining guests, or creating your own private

    Mike Cowan Coldwell Banker Realty

    11679 Beckford Ave, Princess Anne, MD 21853
  • /147

    $300,000

    • 3 Beds
    • 2 Baths
    • 1,200 Sq Ft

    5241 Frances Rd, Crisfield, MD 21817

    WATERFRONT HOME ON CANAL!! Price is reduced $65,000 because septic failed and county is requiring a holding tank to go back. Meticulously cared for home with beautiful views of the water, sits on a large double lot. This is the perfect home!! Waterview from the front and back of house. Home has 3 bedrooms, 2 full baths. As you come in the front door you will enter the living room with wood

    Melissa Laird LAIRD & ASSOCIATES

    5241 Frances Rd, Crisfield, MD 21817
  • /39

    $359,900

    • 3 Beds
    • 2 Baths
    • 1,512 Sq Ft

    34157 Somerset Rd, Pocomoke City, MD 21851

    Enjoy peaceful country living on Maryland’s Eastern Shore! Situated on 1.06 acres, this 3-bedroom, 2-bath single-family home offers space, privacy, and plenty of potential. The backyard is fenced in for privacy and has A 2-car garage which provides ample room for vehicles, storage, or weekend projects, while the open lot gives you space to garden, entertain, or simply relax outdoors.Located

    Gerald Shockley Keller Williams Realty

    34157 Somerset Rd, Pocomoke City, MD 21851
  • /58

    $299,000

    • 3 Beds
    • 3.5 Baths
    • 1,550 Sq Ft

    11161 Roland Parks Rd, Deal Island, MD 21821

    Welcome to your island escape in Chance, Maryland—a serene coastal retreat for true nature lovers, just steps from the Tangier Sound and a short boat ride to the Chesapeake Bay. This beautifully updated three-bedroom, three-bath home offers a sought-after first-floor primary suite, with two generously sized upstairs bedrooms featuring ample closet space.Designed for indoor-outdoor living, the

    Casey Neves The Parker Group

    11161 Roland Parks Rd, Deal Island, MD 21821
  • /31

    $309,000

    • 4 Beds
    • 2 Baths
    • 1,800 Sq Ft

    4810 Jacksonville Rd, Crisfield, MD 21817

    Charming 4-Bedroom Home in a Peaceful Country Setting! Step into comfort and style with this beautifully updated home featuring 4 spacious bedrooms and 2 full baths. You’ll love the convenience of a first-floor bedroom, perfect for guests or flexible living. Two of the bedrooms offer dual closets, giving you outstanding storage space! One of the second floor bedrooms could be used as a multi

    Nina Littleton Coldwell Banker Realty

    4810 Jacksonville Rd, Crisfield, MD 21817
  • /122

    $1,300,000

    • 4 Beds
    • 2.5 Baths
    • 2,848 Sq Ft

    27947 Fairmount Rd, Westover, MD 21871

    Cedar Point Farm is a rare, intact nineteenth-century Chesapeake farmstead set along the Big Annemessex River between Manokin and Upper Fairmount. Approached by a long, tree-lined lane from Fairmount Road, the property encompasses upland fields, mature woodland, tidal marsh, ponds, and more than 2,200 feet of protected river frontage. The landscape is one of the most historically significant and

    Benjamin Alder The Land Group

    27947 Fairmount Rd, Westover, MD 21871
  • /31

    $198,500

    • 3 Beds
    • 1 Bath
    • 1,482 Sq Ft

    26419 Minden Ave, Crisfield, MD 21817

    Great location, large half acre lot outside city limits, but walking distance to shopping, schools and recreation facilities. Ranch style home with NEW architectural shingle roof, large living room with new LVP flooring and a brick fireplace with an insert, bright kitchen with breakfast bar, dining area flows into family room. Two bedrooms on one end with a bathroom with double sink and linen

    Cynthia Stevens Wilson Realty

    26419 Minden Ave, Crisfield, MD 21817
  • /42

    $209,500

    • 3 Beds
    • 3 Baths
    • 1,744 Sq Ft

    232 N Somerset Ave, Crisfield, MD 21817

    RENOVATED VICTORIAN IN THE CRAB CAPITAL OF THE UNITED STATES! Welcome to the waterfront town of Crisfield, home of the annual Hard Crab Derby, the Soft Crab Celebration and the J. Millard Tawes Crab and Clam Bake. This small town hosts these large events as well as the Wheels on the Waterfront Classic Car Show and the Bluegrass Festival. Crisfield is home to the Somers Cove Marina, whose natural

    Thomas Ward Coldwell Banker Realty

    232 N Somerset Ave, Crisfield, MD 21817
  • /136

    $550,000

    • 3 Beds
    • 3 Baths
    • 2,531 Sq Ft

    5111 Old Auger Rd, Crisfield, MD 21817

    Beautiful Waterfront Home in Annemessex Ridge!! Home is over 2500 sq ft and sits on 3 lots. Home has had many upgrades and renovation done. New roof has been put on 2025, freshly painted inside and new flooring. The kitchen has beautiful cabinets and granite counter tops. Tons of cabinet and counter space. The large living room has a gas burning fireplace. There is a nice family room with water

    Melissa Laird LAIRD & ASSOCIATES

    5111 Old Auger Rd, Crisfield, MD 21817
  • /64

    $319,900

    • 5 Beds
    • 2.5 Baths
    • 2,400 Sq Ft

    23290 Custom House Rd, Deal Island, MD 21821

    Looking for peace, tranquility, and true Eastern Shore living? Welcome home. This unique 5-bedroom retreat on Deal Island is still in its teenage years and ready to meet its next chapter. Lovingly cared for by the original owner since completion in 2008, this 2,400-sq-ft home blends comfort, privacy, and value rarely found in this setting. Tucked into its own private pocket of mature trees and

    William Brown EXP Realty, LLC

    23290 Custom House Rd, Deal Island, MD 21821
  • /29

    $209,900

    • 3 Beds
    • 1.5 Baths
    • 1,386 Sq Ft

    3372 Sackertown Rd, Crisfield, MD 21817

    Thoughtful renovation of this charming Victorian style home located outside city limits with public water and sewer. Large open front porch, mud room at rear entrance, cute laundry room with 1/2 bath, totally renovated kitchen with tiled floor, all new stainless appliances. Charming dining room has mantle and opens to the porch, large living room has hardwood floor and flooded with light. There

    Cynthia Stevens Wilson Realty

    3372 Sackertown Rd, Crisfield, MD 21817
  • /3

    $160,000

    • 1,442 Sq Ft

    11528 Beckford Ave, Princess Anne, MD 21853

    Fully leased Triplex for sale in southern Princess Anne near Rt13. There are two units that are 1br/1ba each and one unit that is a 2br/1ba. The property needs work to reach it's full potential but there is definitely room to make some money here. Roof is good, just needs to be cleaned. City water/sewer service saves you from expensive septic/well repairs in the future. Renovate one unit at a

    Charles Campbell Keller Williams Realty Delmarva

    11528 Beckford Ave, Princess Anne, MD 21853
  • /52

    $315,000

    • 4 Beds
    • 3 Baths
    • 2,664 Sq Ft

    29769 Kingston Ln, Westover, MD 21871

    Discover incredible space and potential at 29759 Kingston Lane in Westover, Maryland — a 4-bedroom, 3 bath home with over 2,600 square feet of living area, set on nearly two acres of peaceful countryside. Offering exceptional square footage and versatility for the price, this home is ready for its next chapter with room to update and make it your own. Inside, the spacious floor plan features a

    Dale King Vision Realty Group of Salisbury

    29769 Kingston Ln, Westover, MD 21871
  • /40

    $209,000

    • 3 Beds
    • 2 Baths
    • 1,272 Sq Ft

    225 N Somerset Ave, Crisfield, MD 21817

    Welcome to Crisfield, the Crab Capital of the United States! Investor Alert! This house is rented until 1 June, 2026 for $1,700 per month. If you purchase the property you will have to abide by the lease but you will also collect the $1,700 every month. Located close to Crisfield High School is this charming home that offers 3 Bedrooms and 2 Bathrooms that has been renovated. The 20'x8' Three

    Thomas Ward Coldwell Banker Realty

    225 N Somerset Ave, Crisfield, MD 21817
  • /12

    $205,000

    • 3 Beds
    • 1 Bath
    • 864 Sq Ft

    11983 Drexwood Dr, Princess Anne, MD 21853

    Kitchen has new Samsung stainless steel appliances, range, built -in microwave, French door refrigerator, quite dishwasher and new 42" kitchen cabinets, New vinyl plank flooring throughout house. New ceramic tile in bathroom. New HVAC. New ceiling fans. New large deck. Seller preferers to settle at Jacquie's Title Group.

    Lawrence Lessin Save 6, Incorporated

    11983 Drexwood Dr, Princess Anne, MD 21853
  • /55

    $315,000

    • 4 Beds
    • 2.5 Baths
    • 2,650 Sq Ft

    20949 Somers Rd, Ewell, MD 21824

    Welcome to your very own slice of paradise on Smith Island, Maryland! This rare offering is a water and nature enthusiast’s delight. Currently as one of the island's most desirable rentals, this fine property is an ideal weekend/vacation retreat or full-time island home for the most discerning buyer. Existing bookings are already secured for the upcoming season! Enjoy convenient one floor living,

    Laura Evans Wilson Realty

    20949 Somers Rd, Ewell, MD 21824
  • /51

    $595,000

    • 3 Beds
    • 1.5 Baths
    • 1,672 Sq Ft

    7751 Dividing Creek Rd, Pocomoke City, MD 21851

    45.8+/- acre farm with a 1,672 square foot farmhouse built originally in 1920. The farm is also improved with a three bay 40X60 pole building that includes a finished area with storage space above, Concrete floors, plumbing and electric. Land consists of 25+/- tillable acres, 1+/- acre in residence/barn, and 19+/- acres in timber. Soils consists mostly of hambrook sandy loams. Property is being

    Benjamin Alder The Land Group

    7751 Dividing Creek Rd, Pocomoke City, MD 21851
  • /20

    $165,000

    • 3 Beds
    • 2 Baths
    • 1,272 Sq Ft

    8339 Upper Hill Rd, Westover, MD 21871

    Investor’s opportunity in the heart of Somerset County! This 3-bedroom 2-bath ranch home offers strong potential for both fix-and-flip or long-term income production, backed by an established rental history. Key updates have already been made, including the HVAC system, new water heater, and a rebuilt rear deck—saving you time and upfront costs as you plan your investment strategy. Public water

    Dale King Vision Realty Group of Salisbury

    8339 Upper Hill Rd, Westover, MD 21871
  • /13

    $249,900

    • 1 Bed
    • 1 Bath
    • 1,004 Sq Ft

    6028 Cornstack Rd, Marion Station, MD 21838

    Discover the perfect blend of comfort, privacy, and natural beauty with this charming 1-bedroom, 1-bath home set on 14.15 TOTAL SERENE ACRES WHICH INCLUDES TWO PARCELS. Tucked away in a peaceful country setting, this property offers room to roam, garden, or simply enjoy the quiet outdoors. Inside, the home provides a cozy and functional layout with ample natural light. Outside, the expansive

    Mike Dunn Keller Williams Realty Delmarva

    6028 Cornstack Rd, Marion Station, MD 21838
  • /36

    $190,000

    • 3 Beds
    • 2 Baths
    • 1,456 Sq Ft

    16 Columbia Ave, Crisfield, MD 21817

    Welcome to a true classic in the heart of Crisfield, MD—104 years young and filled with charm! This timeless home has been thoughtfully updated to give you the best of both worlds: historic character and modern comfort. Inside, you’ll find hardwood floors throughout, a spacious living and dining room, a well-appointed kitchen, and 3 bedrooms with 2 full baths that provide plenty of space for

    Donna Harrington Coldwell Banker Realty

    16 Columbia Ave, Crisfield, MD 21817
  • /34

    $415,000

    • 6 Beds
    • 2.5 Baths
    • 2,401 Sq Ft

    10515 Cassandra Dr, Deal Island, MD 21821

    Beautiful Waterfront Retreat on Tangier Sound Welcome to the island life! This unique waterfront home offers a rare opportunity to own a property with 180 feet of bulkhead on the navigable Tangier Sound. Imagine spending your days crabbing and fishing right from your own backyard, and your mornings with a cup of coffee watching breathtaking sunrises. The evenings are just as magical, with

    Jennifer Whittington EXP Realty, LLC

    10515 Cassandra Dr, Deal Island, MD 21821
  • /35

    $199,900

    • 3 Beds
    • 2 Baths
    • 1,192 Sq Ft

    215 N 1st St, Crisfield, MD 21817

    REFUCED TO SELL!!! TOTALLY RENOVATED - 3-bedroom, 2-bathroom farmhouse located in the historic waterfront community of Crisfield. Everything is new....... Stainless steel appliances, kitchen countertops, cabinets, pantry, roof, vinyl siding, insulation, electric, plumbing, septic connection, hot water heater, washer- dryer, windows, HVAC mini-splits, electrical fixtures and ceiling fans, recessed

    Melissa Laird LAIRD & ASSOCIATES

    215 N 1st St, Crisfield, MD 21817
  • /25

    $329,900

    • 3 Beds
    • 2 Baths
    • 1,436 Sq Ft

    103 Williams St Unit 213, Crisfield, MD 21817

    Boat slip INCLUDED!Experience premier waterfront living at Harbour Light Condos in the heart of Crisfield. This beautifully maintained 3-bedroom, 2-bath condo offers expansive views of the Tangier Sound and Annemessex River—perfect for enjoying stunning sunsets from both the open-concept living area and the spacious primary bedroom.Enjoy low-maintenance living with updated laminate

    Rebecca Lewis Century 21 Harbor Realty

    103 Williams St Unit 213, Crisfield, MD 21817
  • /39

    $324,900

    • 3 Beds
    • 2 Baths
    • 1,612 Sq Ft

    8160 Mennonite Church Rd, Westover, MD 21871

    REDUCED 15K!!! Have you been dreaming of living in the country with lots of space to move around? Then this could be your dream come true. This property includes a 3 bed 2 bath home situated on 9.58 acres. There is also a 30 ' X 40' three car garage with a concrete floor and new metal roof. One of the upgraded features of the home are a large covered porch that overlooks 3 sides of the property.

    Mike Beauchamp Hall Realty

    8160 Mennonite Church Rd, Westover, MD 21871
  • /20

    $105,000

    • 3 Beds
    • 2 Baths
    • 1,704 Sq Ft

    21125 Bay Berry Rd, Smith Island, MD 21824

    Escape the bustle of the mainland and step into the serene rhythm of island life with this charming 3-bedroom, 2-bathroom home nestled in the tight-knit waterman’s island village of Tylerton Maryland. This open floor plan home offers a large kitchen with upgraded cabinetry, dining room, spacious living room, sizable laundry area, and more. Surrounded by wildlife, marshes, and the Chesapeake Bay,

    Chris Thomas Berkshire Hathaway HomeServices PenFed Realty

    21125 Bay Berry Rd, Smith Island, MD 21824
  • /16

    $115,000

    • 2 Beds
    • 1 Bath
    • 1,176 Sq Ft

    35 W Chesapeake Ave, Crisfield, MD 21817

    Welcome to 35 W Chesapeake Ave! This home offers 2 bedrooms, and 1 spacious full bathroom with an all tiled walk-in shower. Formal dining room, and a separate living room. Roof is less than 3 years old with architectural shingles. This home is located in the heart of Crisfield, MD! This home is within walking distances to shopping, restaurants, and the depot! About a 5 mile drive to beautiful

    Kate Stevens Wilson Realty

    35 W Chesapeake Ave, Crisfield, MD 21817
  • /25

    $85,000

    • 2 Beds
    • 1 Bath
    • 1,184 Sq Ft

    3289 Sackertown Rd, Crisfield, MD 21817

    Cute retro house with rear deck, enclosed porch , and charming features. Large living room with propane fireplace that heats the entire house, modern bathroom with jetted tub and pocket doors for toilet enclosure. Two bedrooms on second floor. Large storage closet on first floor, and back stairway to bedroom on 2nd level. Access to huge insulated and floored attic. Two large outbuildings provide

    Cynthia Stevens Wilson Realty

    3289 Sackertown Rd, Crisfield, MD 21817

Showing Results 41 - 80, Page 2 of 3

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