322

Talbot County MD Homes for Sale

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  • /14

    $525,000

    • 4 Beds
    • 4 Baths
    • 2,420 Sq Ft

    1211 Washington Dr, Saint Michaels, MD 21663

    DESIREABLE RIO VISTA LIVING -MOVE IN ONE SIDE OF THIS DUPLEX AND RENT THE OTHER ONE TO HELP PAYING FOR YOUR MORTGAGE. THESE DUPLEXES RARELY BECOME AVAILABLE.The duplex is located in a water access community with dock access through the owner's approved application and payment.The building consists of two units with mirrored floor plans. They offer a kitchen with small eating area, an open

    Cornelia Heckenbach Long & Foster Real Estate, Inc.

    1211 Washington Dr, Saint Michaels, MD 21663
  • /14

    $2,995,000 Coming Soon

    • 4 Beds
    • 3.5 Baths
    • 4,571 Sq Ft

    9716 Bantry Rd, Easton, MD 21601

    Travel along an enchanting and winding drive, through a park-like setting, across the bridge, to the grand reveal of a prairie-style home boasting coastal-meets-contemporary design elements, all situated in the desirable Bantry community of Easton! On a private cove feeding into the Miles River, this property offers expansive, breathtaking water views and, the opportunity for boating, kayaking

    Tiffany Cloud Meredith Fine Properties

    9716 Bantry Rd, Easton, MD 21601
  • /4

    $3,500,000

    • Land
    • 64.88 Acres
    • $53,946 per Acre

    0 Bar Neck Rd Unit MDTA2012008, Tilghman, MD 21671

    Very rare opportunity to buy a truly beautiful Eastern Shore Farm. This 65 acre farm has four residential building sites. There are two ponds and nearly 4,000’ of rip-rapped shoreline. Build your dream home or compound with unobstructed views of the Chesapeake Bay and Choptank River.

    Chuck Mangold Benson & Mangold, LLC

    0 Bar Neck Rd Unit MDTA2012008, Tilghman, MD 21671
  • /87

    $5,500,000

    • 3 Beds
    • 4 Baths
    • 5,921 Sq Ft

    5499 Anderby Hall Rd, Royal Oak, MD 21662

    Royal Oak - escape to your own Eastern Shore estate. Anderby Hall is part of an original 1680 land grant. This 12 +/- acre parcel features 3,260' +/- of shoreline (mostly rip rapped) including a tidal pond and island (accessed by bridge)to a private peninsula and private cove. The gated driveway leads to the main house- a 3000 +/- sq.ft. Colonial featuring a great room with fireplace, charming

    Valerie Brown Coldwell Banker Realty

    5499 Anderby Hall Rd, Royal Oak, MD 21662
  • /30

    $525,000

    • 4 Beds
    • 4 Baths
    • 2,420 Sq Ft

    1215 Washington Dr, Saint Michaels, MD 21663

    DESIREABLE RIO VISTA LIVING -MOVE IN ONE SIDE OF THIS DUPLEX AND RENT THE OTHER ONE TO HELP PAYING FOR YOUR MORTGAGE. THESE DUPLEXES RARELY BECOME AVAILABLE. The duplex is located in a water access community with dock access through the owner's approved application and payment. The building consists of two units with mirrored floor plans. They offer a kitchen with small eating area, an open

    Cornelia Heckenbach Long & Foster Real Estate, Inc.

    1215 Washington Dr, Saint Michaels, MD 21663
  • /97

    $8,400,000

    • 7 Beds
    • 8 Baths
    • 8,001 Sq Ft

    26546 Presquile Dr N, Easton, MD 21601

    Presquile Manor House, originally built by the Lloyd Family circa 1800 as one of their three Plantation Houses, sits up high on the Wye River with due West Exposure. The Main House has recently gone through a two-year renovation process from top to bottom by West & Callahan Construction and Peter Zimmerman Architects Inc, with much thought and care to keep all of the historic attributes that this

    Henry Gibbons-Neff Meredith Fine Properties

    26546 Presquile Dr N, Easton, MD 21601
  • /36

    $419,990 New Construction

    • 4 Beds
    • 2 Baths
    • 1,774 Sq Ft

    CALI Plan at Gannon Range, Easton, MD 21601

    The Cali is a one-story home that optimizes living space with an open kitchen overlooking the living area and dining room. This 1,774 square foot home offers four bedrooms, two baths, and a two-car garage. As you enter the home from your porch, two guest bedrooms share the same bath and are separated from the living area. Continuing down the hallway, the well-appointed kitchen comes with a large

    D.R. Horton Builder
    8749 Harper Way Unit 36203247, Easton, MD 21601
  • /43

    $544,888 New Construction

    • 3 Beds
    • 2 Baths
    • 2,068 Sq Ft

    5648 Trafalgar Cir, Tilghman, MD 21671

    Built in 2025, this new construction home offers the best of Eastern Shore living in the water-privileged community of Tilghman on the Chesapeake. Enjoy the ease of one-level living and a thoughtfully designed split-bedroom floor plan. The welcoming covered front porch opens to a bright entry foyer leading to the spacious, open-concept living area. The kitchen boasts granite countertops, a center

    Kim Crouch Ozman Benson & Mangold, LLC

    5648 Trafalgar Cir, Tilghman, MD 21671
  • /29

    $8,000,000

    • Land
    • 56.62 Acres
    • $141,293 per Acre

    0 Ocean Gateway Unit MDTA2008568, Easton, MD 21601

    Don’t miss out on this rare opportunity to transform this 56+/ -acre parcel into a premier development project. This expansive property offers a blend of zoning options and fantastic exposure on Route 50, making it an ideal investment for developers. The property is well-suited for high-visibility projects including home improvement stores, pad sites, restaurants, and so much more. All utilities

    Barbara Watkins Benson & Mangold, LLC

    0 Ocean Gateway Unit MDTA2008568, Easton, MD 21601
  • /12

    $530,990 New Construction

    • 2 Beds
    • 2 Baths
    • 2,143 Sq Ft

    Kelly Plan at Four Seasons at Easton - Bay Series, Easton, MD 21601

    Welcoming porch leading into inviting extended foyer with ceiling treatment and convenient HovHall with a valet and closet off 3-car-garage entrance to help keep your home clean and organized. Gorgeous kitchen with island overlooking sun-drenched great room with optional beam ceiling treatment, dining area, and covered patio. Tranquil primary suite at rear of home, with stunning bathroom and

    K. Hovnanian Homes Builder
    29434 Dutchmans Ln Unit 37862404, Easton, MD 21601
  • /14

    $449,990 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,978 Sq Ft

    Seagrove Plan at Four Seasons at Easton - River Series, Easton, MD 21601

    Inviting foyer with convenient half-bath. Gorgeous open-concept living space with beautiful kitchen island, dining area, and great room. Primary suite with large bathroom and walk-in closet offering you your own private retreat. HovHall with pantry, Stuff of Life Room, and laundry room connecting kitchen and 2-car garage. Secluded bedrooms 2 and 3 with hall bath on second floor. Versatile loft

    K. Hovnanian Homes Builder
    29434 Dutchmans Ln Unit 37862408, Easton, MD 21601
  • /4

    $950,000

    • Land
    • 10.5 Acres
    • $90,476 per Acre

    1700 Ocean Gateway, Trappe, MD 21673

    Excellent Traffic Exposure - Frontage on Choptank River - Potential Winter Boat Storage - All Earnest Money Deposits (EMD) shall be held in escrow by listing broker.

    Robert E. Latshaw Jr Latshaw Real Estate Brokers & Advisors

    1700 Ocean Gateway, Trappe, MD 21673
  • /64

    $410,000

    • 3 Beds
    • 2.5 Baths
    • 2,511 Sq Ft

    209 Tubman Dr, Easton, MD 21601

    NEW PRICE - Former Builders Models Home with Many Upgrades!! Brand New Roof in December 2025!! Tray ceilings, crown molding, chair railings, 9 foot ceilings, an office/library, recessed lighting, hardwood floors and more. This 3 bedroom with 2 and 1/2 bathroom home provides generous living space and a comfortable layout. The updated kitchen with granite counter tops, and 42' cabinets, leads into

    Marla Baines Meredith Fine Properties

    209 Tubman Dr, Easton, MD 21601
  • /52

    $1,350,000

    • 4 Beds
    • 4.5 Baths
    • 3,528 Sq Ft

    114 W Chestnut St, St. Michaels, MD 21663

    Ideally located in the heart of the St. Michaels Historic District, this beautifully maintained three-story home offers exceptional walkability just a half block from the waterfront, scenic walking trail, public park and kayak launch, as well as the shops, restaurants, and other amenities that make St. Michaels such a sought-after place to live. A welcoming front porch introduces an inviting

    Wink Cowee Benson & Mangold, LLC

    114 W Chestnut St, St. Michaels, MD 21663
  • /24

    $299,900

    • 2 Beds
    • 1 Bath
    • 1,116 Sq Ft

    801 N Washington St, Easton, MD 21601

    Charming 2-Bedroom Bungalow in the Heart of Easton!Welcome to this beautifully refreshed 2 bed, 1 bath home boasting 1,116 sq ft of comfortable living space just minutes from downtown Easton. Step inside to an inviting layout featuring a new kitchen with stainless-steel appliances — including a double-door refrigerator, range, dishwasher, and microwave — perfect for everyday cooking and

    Traci Jordan Meredith Fine Properties

    801 N Washington St, Easton, MD 21601
  • /86

    $1,325,000

    • 2 Beds
    • 2.5 Baths
    • 2,282 Sq Ft

    106 E Chestnut St, Saint Michaels, MD 21663

    Luxury Restoration in the Heart of Historic St. Michaels Welcome to 106 E. Chestnut Street, where historic charm and modern luxury come together in one of the Eastern Shore’s most beloved waterfront towns. Completely renovated down to the studs, this exceptional home has been thoughtfully reimagined to preserve its classic character while introducing high-end systems, refined finishes, and modern

    Justin Pokrywka Taylor Properties

    106 E Chestnut St, Saint Michaels, MD 21663
  • /66

    $1,685,000

    • 5 Beds
    • 5 Baths
    • 4,728 Sq Ft

    9180 Saint Michaels Rd, Saint Michaels, MD 21663

    UNIQUE PROPERTY RIGHT OUTSIDE OF HISTORIC ST MICHAELS TOWN LIMITS ACROSS THE LINK AT PERRY CABIN. THIS FABULOUS HOME OFFERS SPACE FOR GATHERINGS WITH FAMILY OR FRIENDS BUT ALSO FEELS COZY FOR EMPTY NESTERS THAT LOVE TO ENTERTAIN. THERE ARE NO RESTRICTIONS THAT PROHIBIT VACATION RENTAL, THERE SHOULD BE SPACE FOR AN INGROUND POOL .ORIGINALLY BUILD IN 1973 THE CURRENT OWNER GUTTED THE HOME, ALL

    Cornelia Heckenbach Long & Foster Real Estate, Inc.

    9180 Saint Michaels Rd, Saint Michaels, MD 21663
  • /12

    $399,990 New Construction

    • 2 Beds
    • 2 Baths
    • 1,385 Sq Ft

    Pacifica II Plan at Four Seasons at Easton - River Series, Easton, MD 21601

    Lovely kitchen overlooking airy dining area, great room, and covered patio. Secluded primary suite with beautiful bathroom and walk-in closet. Home office at front of home, ideal for focused work. Hallway leading connecting kitchen to additional pantry and closet, hall bath, laundry room, bedroom 2, and 2-car garage.

    K. Hovnanian Homes Builder
    29434 Dutchmans Ln Unit 37862406, Easton, MD 21601
  • /2

    $1,500,000

    • Land
    • 18.86 Acres
    • $79,533 per Acre

    0 Ocean Gateway Unit MDTA2009628, Easton, MD 21601

    Final section of Lakelands subdivision! Previously approved for up to 48 lots, road cut thru, some water & sewer installed. PUD approved by Town in 2010. See agent for plats, engineering and current status. Unique opportunity! Wetlands needs to be updated with possible additional land becoming available. Road needs completion. Some Capital fees already paid. Water lines partially installed along

    Bill Wieland Benson & Mangold, LLC

    0 Ocean Gateway Unit MDTA2009628, Easton, MD 21601
  • /60

    $2,390,000 Open House 4/04

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

    938 Marea Terrace, Saint Michaels, MD 21663

    Fabulous in-town St. Michaels waterfront property – This coastal style waterfront residence, built in 2020, offers approximately 3,000 square feet of thoughtfully designed, sophisticated yet relaxed waterfront living space on San Domingo Creek. Located within town limits, the property enjoys direct access to the St. Michaels Nature Trail, allowing effortless walkability to shops, dining, and

    Carolina Barksdale Benson & Mangold, LLC

    938 Marea Terrace, Saint Michaels, MD 21663
  • /26

    $545,000 Open Sun 12PM - 2PM

    • 2 Beds
    • 2 Baths
    • 1,570 Sq Ft

    6394 Bozman Neavitt Rd, Neavitt, MD 21652

    Just 12 miles from St Michaels, this house is in a quiet community of 60+ homes at the end of a lovely peninsula. A public landing is at the end of Bozman Neavitt Road, and a community center and park are in the heart of the village.Built by a member of the Neavitt family c.1870, this home was extensively updated yet retains its historic charm. The light-filled first floor now boasts a living

    Joan Wetmore TTR Sotheby's International Realty

    6394 Bozman Neavitt Rd, Neavitt, MD 21652
  • /39

    $1,390,000

    • 3 Beds
    • 2 Baths
    • 4,008 Sq Ft

    28701 Edgemere Rd, Easton, MD 21601

    Privately situated along the Oxford Road corridor, Heron Rest is a custom Pam Gardner–designed waterfront home that beautifully blends Eastern Shore charm with modern functionality. Built in 1995 and set on approximately two acres overlooking Peachblossom Creek, this property embodies the essence of relaxed waterfront living.The home features cathedral ceilings and hardwood floors throughout

    Coard Benson Benson & Mangold, LLC

    28701 Edgemere Rd, Easton, MD 21601
  • /71

    $410,000

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

    315 Dutchmans Ln, Easton, MD 21601

    Well built home in established area of Easton awaiting new owner! Great 3 bedroom 2 bath home with great front screened porch to enjoy relaxing! Hardwood floors throughout, living room fireplace with surrounding built-ins, eat-in kitchen with stainless steel appliances. This one is ready for your touches! Full dry basement with washer & dryer. You will have a shared driveway but plenty of parking

    Leslie Stevenson Shore Living Real Estate

    315 Dutchmans Ln, Easton, MD 21601
  • /3

    $150,000

    • Land
    • 0.36 Acre
    • $416,667 per Acre

    220 W Dover St, Easton, MD 21601

    Rare land development opportunity in the heart of Easton’s Central Business District. This ±0.36 acre parcel is ideally positioned within the Town of Easton PUD infill area, offering a highly desirable location for a variety of potential development concepts, including a multi-unit structure (subject to Town approvals). The property benefits from close proximity to Easton’s renowned historic

    Shawn Moore Meredith Fine Properties

    220 W Dover St, Easton, MD 21601
  • /31

    $200,000

    • 2 Beds
    • 1 Bath
    • 1,120 Sq Ft

    29506 Golton Dr, Easton, MD 21601

    Welcome to this rancher home in the neighborhood of Golton. Home offers 1,120 square feet of living space and features two well-appointed bedrooms, a full bath with tub shower, a spacious combine living and dining room, and a nice-sized kitchen with breakfast bar, wood cabinets, appliances, and sliding door that leads to the backyard. Home is located near public transportation and has varied

    Gina Gargeu Century 21 Downtown

    29506 Golton Dr, Easton, MD 21601
  • /3

    $49,900

    • Land
    • 1.28 Acres
    • $38,984 per Acre

    0 Ocean Gateway Unit MDTA2012696, Trappe, MD 21673

    1.28 Acres of vacant land on Route 50 Eastbound between Almshouse Road and Sanderstown Road. Undergrowth and small trees have been cleared and woodchips spread for easy access. Property does not have a SDA and therefore is not a buildable lot at this time. A 3 bedroom SDA application has been made for this 2026 wet season testing. Property will also need a driveway connection to Route 50 (an

    Holly Anderson Long & Foster Real Estate, Inc.

    0 Ocean Gateway Unit MDTA2012696, Trappe, MD 21673
  • /7

    $126,000

    • Land
    • 0.5 Acre
    • $252,000 per Acre

    25831 Turner Ave, Royal Oak, MD 21662

    Buildable 1/2 +/- acre lot ready for your vision and a builder ready to help you make it a reality! Over 500 ft of shoreline on the Tred Avon River. Close to the public park/playground and just a short boat ride or ferry ride to Oxford. Centrally located between Easton and St Michaels. Just minutes to Talbot County's favorite waterfront towns by car, bike, or boat.

    Chuck Mangold Benson & Mangold, LLC

    25831 Turner Ave, Royal Oak, MD 21662
  • /83

    $7,445,000 Coming Soon

    • 4 Beds
    • 4.5 Baths
    • 9,117 Sq Ft

    5289 Ferry Neck Rd, Royal Oak, MD 21662

    This one of a kind property has it all-145 acres of farmland, pastures and farmland in sought after Royal Oak with a long view of Fox Hole Creek leading to the Tred Avon River. The stately paved driveway passes through the verdant landscape of broad vistas to three ponds, fields, pastures defined by white fences and a canopy of mature sawtooth oaks, until the Colonial style main house is

    Cornelia Heckenbach Long & Foster Real Estate, Inc.

    5289 Ferry Neck Rd, Royal Oak, MD 21662
  • /25

    $389,990 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,978 Sq Ft

    7853 Ward Brothers Cir, Easton, MD 21601

    Kitchen with quartz central island highlighted by matte black pendant lighting. Great room & dining area share a cohesive ceiling treatment. Concrete patio off the great room for easy outdoor living. Primary suite with ceiling treatment adds refined detail. Primary bath with dual sinks & glass shower enclosure. Second-floor loft offers flexible extra living space.

    K. Hovnanian Homes Builder
    7853 Ward Brothers Cir, Easton, MD 21601
  • /31

    $435,500 Open Sun 12PM - 2PM

    • 3 Beds
    • 2 Baths
    • 1,834 Sq Ft

    6403 Bozman Neavitt Rd, Neavitt, MD 21652

    A great new price for a terrific property! Located in Neavitt, a charming village of +/-seventy houses located at the end of a peninsula, it's about 12 miles from the shops and restaurants of St Michaels but is in another, quieter world. The village has its own park and playground, a public landing with a launch for canoes, an active community association, AND there are no St Michaels

    Joan Wetmore TTR Sotheby's International Realty

    6403 Bozman Neavitt Rd, Neavitt, MD 21652
  • /37

    $395,000

    • 4 Beds
    • 2 Baths
    • 2,020 Sq Ft

    304 W Oak Ave, Easton, MD 21601

    Built in 1959 and enhanced with a spacious primary suite addition in 1995, this 3–4 bedroom, 2-bath home provides generous living space and a comfortable layout. The front covered porch leads into a bright living room with large windows overlooking the front yard. Beautiful original hardwood floors carry throughout much of the home. The open kitchen overlooks the dining area and sunroom. The home

    Kim Crouch Ozman Benson & Mangold, LLC

    304 W Oak Ave, Easton, MD 21601
  • /86

    $7,500,000

    • 5 Beds
    • 6 Baths
    • 10,000 Sq Ft

    7090 Cooper Point Rd, Bozman, MD 21612

    Welcome to this extraordinary waterfront estate, gracefully sited on 6.92 lush, landscaped acres with sweeping views of Leadenham Creek. Designed by architect Alan Meyers, constructed by Ilex Construction, and masterfully styled by interior designer Skip Sroka, this 10,000+/-sq. ft. residence is a showcase of timeless craftsmanship and elevated design. The custom brick exterior is crowned by a

    Laura Carney TTR Sotheby's International Realty

    7090 Cooper Point Rd, Bozman, MD 21612
  • /9

    $2,000,000

    • 3 Beds
    • 2 Baths
    • 2,566 Sq Ft

    104 Myrtle St, Oxford, MD 21654

    Located on a quiet street with walking distance to a Boat yard at end of cul-de sac This home built from the remains of the Oxford Military acadamy and recently updated in 2015 with all new kitchen equipment. This is an estate sale so all items in house, garage and gazebo will convey. Open floor plan and master bedroom with private porch and exterior stairway. Few properties in Oxford have

    Skipper Marquess Coldwell Banker Realty

    104 Myrtle St, Oxford, MD 21654
  • /39

    $385,000

    • 2 Beds
    • 1.5 Baths
    • 1,364 Sq Ft

    8805 Cummings Rd, Wittman, MD 21676

    Located in the waterfront village of Wittman, close to the public landing and county park, this beautifully crafted two-story cottage blends charm and character with thoughtful design. The home features 2 bedrooms, 1.5 baths, multiple living areas and 2 office spaces . Open beams, wood floors, and architectural details create a warm, inviting atmosphere throughout. Meticulous renovations by a

    Wink Cowee Benson & Mangold, LLC

    8805 Cummings Rd, Wittman, MD 21676
  • /30

    $419,000

    • 4 Beds
    • 2.5 Baths
    • 1,920 Sq Ft

    29736 Tallulah Ln, Easton, MD 21601

    Nestled in the serene community of Matthewstown Run, this exquisite Colonial-style residence offers a harmonious blend of elegance and comfort. Built in 2003, this meticulously maintained home spans 1,920 sq ft and is set on a 0.29-acre lot that backs to lush trees, providing a tranquil backdrop for your everyday life. Step inside to discover a warm and inviting interior that boasts an open floor

    James Bent Benson & Mangold, LLC

    29736 Tallulah Ln, Easton, MD 21601
  • /44

    $1,365,000

    • 3 Beds
    • 2.5 Baths
    • 2,336 Sq Ft

    114 E Chew Ave, Saint Michaels, MD 21663

    The George E. Shockley House (c. 1890) is a rare historic gem in the heart of St. Michaels, just moments from the harbor, fine dining, unique shops, walking trails, and the renowned Chesapeake Bay Maritime Museum. Beautifully preserved and enhanced with significant structural improvements by Victor MacSorley, this distinguished residence blends period charm with modern comfort and is notably not

    Wink Cowee Benson & Mangold, LLC

    114 E Chew Ave, Saint Michaels, MD 21663
  • /37

    $319,000

    • 4 Beds
    • 1 Bath
    • 1,680 Sq Ft

    3961 School St, Trappe, MD 21673

    Charming rancher set on a quiet one way street. The interior has an open space concept with the Kitchen in the middle. The kitchen has updated cabinetry and granite tops with brand new stainless steel refrigerator, microwave, stove and dishwasher. The Family Room on the back has a pellet stove for those chilly winter nights. The large laundry area with cabinetry is perfect for additional storage.

    Lori Neske Coldwell Banker Realty

    3961 School St, Trappe, MD 21673
  • /36

    $433,000

    • 3 Beds
    • 2 Baths
    • 1,394 Sq Ft

    66 Johnson St, Easton, MD 21601

    Remarkable remodel in the heart of Easton. Brand new everything from the studs out. Large open floorplan centered around the thoughtfully designed kitchen featuring a huge island, stainless steel appliances and close quiet cabinetry makes the heart of this home sing. Step outside to enjoy some after dinner cocktails on your beautiful brick patio with views of the Tred Avon River. Huge primary

    Juliet Wells Coldwell Banker Chesapeake Real Estate Company

    66 Johnson St, Easton, MD 21601
  • /34

    $924,000 Open Sun 10AM - 12PM

    • Studio
    • 3,400 Sq Ft

    607 A & B North St, Easton, MD 21601

    This custom-built duplex completed in 12/25, located in the heart of historic Easton, is a one-of-a-kind investment opportunity. Featuring three bedrooms and two and a half baths in each home, the homes offer an ensuite primary bedroom complete with a walk-in closet and private bath. Designed with modern luxury in mind, it includes new stainless-steel appliances, Marvin windows, a rich wood front

    Jana Meredith Meredith Fine Properties

    607 A & B North St, Easton, MD 21601
  • /2

    $2,650,000

    • Land
    • 49.53 Acres
    • $53,503 per Acre

    0 Chloras Point Rd Unit MDTA2005786, Trappe, MD 21673

    Prime hunting farm on the Choptank River in Talbot County. 49+ acres, duck, geese, deer, 500'+ of waterfrontage, 3.5-4' MLW, pond, sandy beach, beautiful, broad, westerly views.

    Clifford Meredith Meredith Fine Properties

    0 Chloras Point Rd Unit MDTA2005786, Trappe, MD 21673

Showing Results 81 - 120, Page 3 of 9

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