Talbot County, MD Homes

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  /37

  $830,000 Under Contract

  • 3 Beds
  • 3 Baths
  • 2,439 Sq Ft

  24822 Swan Rd, Saint Michaels, MD 21663

  Located in the sought-after Martingham community and close proximity to downtown Saint Michaels, 24822 Swan Road offers the perfect balance of privacy, convenience, and Eastern Shore charm. Designed for comfortable single-level living, the home features 3 bedrooms and 3 full baths, including a spacious primary suite with a walk-in closet and an updated en-suite bath. The main living area is

  

  Brian Gearhart

  Benson & Mangold, LLC

  (833) 317-2015

  24822 Swan Rd, Saint Michaels, MD 21663
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  /26

  $2,400 per month

  • 2 Beds
  • 2 Baths
  • 1,349 Sq Ft
  • Townhouse for Rent

  295 Bay St Unit 6, Easton, MD 21601

  Location!!! This 2 Bedroom/2 bath Brick Cape Cod End Unit has recently been updated featuring new appliances, redone bathrooms, recessed lighting, new countertops, hardwood flooring throughout the main living areas. There is a living room with wood burning fireplace, a first floor primary with a dedicated bathroom. Second floor includes a large bedroom, separate walk-in closet, bathroom with

  

  Brian Gearhart

  Benson & Mangold, LLC

  (443) 205-6360

  295 Bay St Unit 6, Easton, MD 21601
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  /35

  $2,075,000 Sold Dec 05, 2025

  6680 Peachblossom Point Rd, Easton, MD 21601

  • 3 Beds
  • 2.5 Baths
  • 2,832 Sq Ft
  • Built 1968

  Last Sold Summary

  • $733/SF
  • 31 Days On Market

  Last Listing Agent Robert G. Shannahan Shoreline Realty

  6680 Peachblossom Point Rd, Easton, MD 21601
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  /21

  Est $317,941 Not Listed For Sale

  29455 Greenfield Ave, Trappe, MD 21673

  • 3 Beds
  • 2 Baths
  • 1,460 Sq Ft
  • Built 1963

  29455 Greenfield Ave, Trappe, MD 21673

  Last Sold Summary

  • 4% Above List Price
  • $209/SF
  • 39 Days On Market

  Last Sold Price $305,000

  Last Listing Agent Amina Haidara Samson Properties
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  /39

  $3,250,000 Under Contract

  • 4 Beds
  • 4.5 Baths
  • 3,289 Sq Ft

  601 Cove Rd, Saint Michaels, MD 21663

  Experience tranquil waterfront living in this stunning 4BR/4.5 BA home sited on .68 acres overlooking the Miles River. This cottage-style home was completely renovated by Focus ConstructionFeaturing exquisite architectural and interior design details throughout and include custom built-ins, and a large dual-sided gas fireplace. The open floor plan offers breathtaking river views from nearly

  

  Brian Gearhart

  Benson & Mangold, LLC

  (855) 789-7380

  601 Cove Rd, Saint Michaels, MD 21663
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  /20

  $2,500 per month

  • 2 Beds
  • 2.5 Baths
  • 1,360 Sq Ft
  • Townhouse for Rent

  7410 Tour Dr, Easton, MD 21601

  Great townhouse in Easton Club. This 2 bedroom/2.5 Bath unit has hardwood flooring, an upgraded gas fireplace, open floorplan, track lighting, upgraded composite decking, freshly painted, new flooring and trim on second floor, awning, etc. New Gas Furnace and Heat Pump – 2021. Ideal location, minutes to downtown Easton’s historic district, restaurants, shops, etc. Rent Spree Application link:

  

  Brian Gearhart

  Benson & Mangold, LLC

  (410) 862-2806

  7410 Tour Dr, Easton, MD 21601
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  /17

  $27,000 Sold Sep 10, 2025

  13510 Main St, Queen Anne, MD 21657

  • 3 Beds
  • 1 Bath
  • 1,166 Sq Ft
  • Built 1910

  Last Sold Summary

  • $23/SF
  • 133 Days On Market

  Current Estimated Value $91,500

  Last Listing Agent Sherry Price RealHome Services and Solutions, Inc.

  13510 Main St, Queen Anne, MD 21657
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  /6

  Not Listed For Sale

  0 Deep Neck Rd Unit MDTA2009854, Royal Oak, MD 21662

  0 Deep Neck Rd Unit MDTA2009854, Royal Oak, MD 21662

  Last Sold Summary

  • 0 Days On Market

  Last Sold Price $125,000

  Last Listing Agent Shawn Moore Meredith Fine Properties
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  /27

  $949,000

  • 5 Beds
  • 3 Baths
  • 2,981 Sq Ft

  28715 Jacks Field Rd, Wye Mills, MD 21679

  Set on a peaceful two-acre lot in Wye Mills, 28715 Jacks Field Road has been thoughtfully updated from top to bottom, offering the space, functionality, and modern finishes today’s buyers are looking for. This spacious five-bedroom, three-bath home features a newly reimagined interior with new flooring throughout, custom blinds, and a series of high-impact upgrades that elevate both everyday

  

  Brian Gearhart

  Benson & Mangold, LLC

  (410) 593-1432

  28715 Jacks Field Rd, Wye Mills, MD 21679
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  /34

  $1,531 - $2,741 per month

  Brant Court

  1 - 2 Beds

  29568 Brant Ct, Easton, MD 21601

  Receive $500 off your first month's rent when you sign a lease and move in by January 31, 2026. *Limited time offer *Subject to change without notice

  29568 Brant Ct, Easton, MD 21601
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  /64

  $2,895,000 Sold Jul 11, 2025

  8831 Quailsar Rd, Easton, MD 21601

  • 8 Beds
  • 6 Baths
  • 8,107 Sq Ft
  • Built 1994

  Last Sold Summary

  • 28% Below List Price
  • $357/SF
  • 741 Days On Market

  Current Estimated Value $3,411,213

  Last Listing Agent Chuck Mangold Benson & Mangold, LLC

  8831 Quailsar Rd, Easton, MD 21601
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  /46

  Not Listed For Sale

  12 Sandy Ln, Easton, MD 21601

  • 3 Beds
  • 2 Baths
  • 1,357 Sq Ft
  • Built 2024

  12 Sandy Ln, Easton, MD 21601

  Last Sold Summary

  • $335/SF
  • 148 Days On Market

  Last Sold Price $455,000

  Last Listing Agent Janet Larson Benson & Mangold, LLC
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  /44

  $1,895,000

  • 3 Beds
  • 4 Baths
  • 2,568 Sq Ft

  6119 Country Club Dr, Easton, MD 21601

  Location, Location, Location!!! This recently renovated waterfront rancher on a 2+ acre, park-like lot is conveniently located next to Talbot Country Club, and off the Oxford Road corridor. This home features 3 bedrooms, 2 full and 2 - 1/2 baths, a large living room with fireplace, kitchen/family room combo with the kitchen featuring quartz counter tops, stainless steel appliances and custom

  

  Brian Gearhart

  Benson & Mangold, LLC

  (410) 941-0437

  6119 Country Club Dr, Easton, MD 21601
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  /13

  $2,295 per month

  • 3 Beds
  • 2 Baths
  • 2,288 Sq Ft
  • House for Rent

  8651 Chester Ct, Easton, MD 21601

  Split level with nice back yard and deck. Three bedrooms/2 baths. Available May 2026. Pets case by case. Good credit, background check and references required. 12 month lease.

  Carolina Barksdale Benson & Mangold, LLC

  8651 Chester Ct, Easton, MD 21601
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  /61

  $475,000 Sold Apr 29, 2025

  7328 Madaline Ave, Easton, MD 21601

  • 2 Beds
  • 2 Baths
  • 2,064 Sq Ft
  • Built 2004

  Last Sold Summary

  • $230/SF
  • 148 Days On Market

  Current Estimated Value $479,934

  Last Listing Agent Judy Moore Benson & Mangold, LLC

  7328 Madaline Ave, Easton, MD 21601
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  /84

  Est $2,164,530 Not Listed For Sale

  27303 Baileys Neck Rd, Easton, MD 21601

  • 4 Beds
  • 4 Baths
  • 3,544 Sq Ft
  • Built 1940

  27303 Baileys Neck Rd, Easton, MD 21601

  Last Sold Summary

  • 12% Below List Price
  • $691/SF
  • 46 Days On Market

  Last Sold Price $2,450,000

  Last Listing Agent Coard Benson Benson & Mangold, LLC
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  /25

  $1,195,000

  • 3 Beds
  • 2 Baths
  • 2,038 Sq Ft

  8987 Glebe Creek Rd, Easton, MD 21601

  Set on 1.7 elevated acres overlooking scenic Glebe Creek, this updated 3-bedroom, 2-bath rancher offers expansive southern-facing water views and effortless Eastern Shore living. The single-story layout is designed for comfort and connection to the outdoors, with large windows throughout that capture natural light and sweeping creek views. The heart of the home features a fully renovated kitchen

  

  Brian Gearhart

  Benson & Mangold, LLC

  (443) 733-6712

  8987 Glebe Creek Rd, Easton, MD 21601
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  /31

  $2,499 - $4,140 per month

  Lakeside Run at Trappe

  2 - 4 Beds

  4313 Ocean Gateway, Trappe, MD 21673

  Lakeside Run at Trappe offers new single family homes on Maryland's Eastern Shore with modern coastal living unique for any lifestyle. Footsteps away from your two, three, or four bedroom home, features a swimming pool, walking trails, fitness center, sporting courts, on-site retail, a dog park, and much more.

  4313 Ocean Gateway, Trappe, MD 21673
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  /12

  $171,500 Sold Aug 11, 2025

  9637 Tall Oaks Rd, Easton, MD 21601

  • 1 Bed
  • 1 Bath
  • 480 Sq Ft
  • Built 1962

  Last Sold Summary

  • $357/SF
  • 3 Days On Market

  Current Estimated Value $169,610

  Last Listing Agent Jimmy Higgins Benson & Mangold, LLC

  9637 Tall Oaks Rd, Easton, MD 21601
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  /66

  Est $637,763 Not Listed For Sale

  7432 Casey Ave, Easton, MD 21601

  • 5 Beds
  • 3.5 Baths
  • 3,446 Sq Ft
  • Built 2005

  7432 Casey Ave, Easton, MD 21601

  Last Sold Summary

  • 2% Below List Price
  • $189/SF
  • 63 Days On Market

  Last Sold Price $650,000

  Last Listing Agent Melanie Hopkins Coldwell Banker Chesapeake Real Estate Company
• 

  

  /50

  $799,900

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

  28309 Village Lake Way, Easton, MD 21601

  Reduced Price! Beautifully maintained 4-bedroom, 2.5 bath home in the highly desirable Easton Village community, offering a perfect blend of traditional style, modern comfort, and timeless charm. Step into a bright 2-story foyer with newly installed luxury vinyl plank (LVP) flooring that continues throughout much of the home. On either side, the formal living and dining rooms provide elegant

  

  Lori Woods-Fortney

  Berkshire Hathaway HomeServices Homesale Realty

  (410) 517-7606

  28309 Village Lake Way, Easton, MD 21601
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  /16

  $1,900 per month

  • 3 Beds
  • 1 Bath
  • 1,500 Sq Ft
  • House for Rent

  3920 Main St Unit A, Trappe, MD 21673

  Spacious 3-bedroom, 1-bath first-floor rental available for immediate occupancy. This well-maintained unit features a bright open living and dining area, updated flooring, a modern kitchen with stainless steel appliances, and an in-unit washer and dryer. The functional layout offers comfortable first-floor living with generously sized bedrooms and a full bath. Enjoy a spacious yard and inviting

  Peter Stark Benson & Mangold, LLC

  3920 Main St Unit A, Trappe, MD 21673
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  /68

  $465,000 Sold Sep 17, 2025

  7395 Karen Ave, Easton, MD 21601

  • 2 Beds
  • 2 Baths
  • 1,878 Sq Ft
  • Built 2004

  Last Sold Summary

  • $248/SF
  • 18 Days On Market

  Current Estimated Value $461,084

  Last Listing Agent Phyllis Endrich Long & Foster Real Estate, Inc.

  7395 Karen Ave, Easton, MD 21601
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  /7

  Est $3,038,899 Not Listed For Sale

  27033 Rigbylot Rd, Easton, MD 21601

  • 3 Beds
  • 4 Baths
  • 3,284 Sq Ft
  • Built 2006

  27033 Rigbylot Rd, Easton, MD 21601

  Last Sold Summary

  • 2% Below List Price
  • $944/SF
  • 0 Days On Market

  Last Sold Price $3,100,000

  Last Listing Agent Clifford Meredith Meredith Fine Properties
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  /25

  $275,000

  • 3 Beds
  • 1 Bath
  • 1,224 Sq Ft

  21749 Camper Cir, Tilghman, MD 21671

  A fantastic opportunity awaits at 21749 Camper Circle in Tilghman, Maryland. This home is perfect for first-time buyers or investors looking for great value at an affordable price. It features central heating and air conditioning, three spacious bedrooms, and one full bathroom. Enjoy a large sunroom with tile flooring that is conveniently located next to the kitchen. The hardwood floors

  

  John McGlannan

  Meredith Fine Properties

  (410) 936-4361

  21749 Camper Cir, Tilghman, MD 21671
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  /35

  $1,584 - $2,440 per month

  The Promenade at Easton

  1 - 3 Beds

  8337 Ellliott Rd, Easton, MD 21601

  Upscale Living in the Heart of Maryland's Eastern ShoreThe Promenade at Easton is a thoughtfully designed community that offers the perfect blend of luxury and convenience. Featuring spacious floorplans, each apartment home includes high-end finishes and essential features such as walk-in closets and full-size washers and dryers. Designed to elevate everyday living, the community provides a host

  8337 Ellliott Rd, Easton, MD 21601
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  /55

  $389,900 Sold May 28, 2025

  24580 Deepwater Point Dr Unit 4, Saint Michaels, MD 21663

  • 2 Beds
  • 2 Baths
  • 1,296 Sq Ft
  • Built 1978

  Last Sold Summary

  • $301/SF
  • 14 Days On Market

  Last Listing Agent Kim Crouch Ozman Benson & Mangold, LLC

  24580 Deepwater Point Dr Unit 4, Saint Michaels, MD 21663
• 

  

  /26

  Est $343,275 Not Listed For Sale

  28473 Pinehurst Cir, Easton, MD 21601

  • 2 Beds
  • 2.5 Baths
  • 1,320 Sq Ft
  • Built 1999

  28473 Pinehurst Cir, Easton, MD 21601

  Last Sold Summary

  • 1% Above List Price
  • $258/SF
  • 37 Days On Market

  Last Sold Price $340,000

  Last Listing Agent Brian Gearhart Benson & Mangold, LLC
• 

  

  /25

  $5,200,000 Under Contract

  • 20 Beds
  • 24 Baths
  • 14,035 Sq Ft

  21384 Coopertown Rd, Tilghman, MD 21671

  *A Once-in-a-Lifetime Chesapeake Bay Waterfront Offering – The Iconic Tilghman Island Inn* NOTE: Has public sewer and well. Welcome to a rare opportunity to own one of the most beautiful, fully reimagined waterfront hospitality properties on Maryland’s Eastern Shore. Set on five acres with sweeping views of the Chesapeake Bay, the Tilghman Island Inn is that extraordinary blend of romance,

  

  Angela Simonelli

  Compass

  (410) 200-0414

  21384 Coopertown Rd, Tilghman, MD 21671
• 

  

  /27

  $3,200 per month

  • 3 Beds
  • 4 Baths
  • 2,330 Sq Ft
  • Townhouse for Rent

  300 Dixon St Unit 204, Easton, MD 21601

  Discover an exquisite urban retreat in the heart of Downtown Easton-Dixon Square-where modern luxury meets timeless elegance. This newly constructed Colonial townhouse, completed in 2025, boasts a harmonious blend of high-end finishes and thoughtful design, creating an inviting atmosphere that feels like home. Step inside to find an open floor plan that seamlessly connects the gourmet kitchen,

  Judith Germain Benson & Mangold, LLC

  300 Dixon St Unit 204, Easton, MD 21601
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  /60

  $480,000 Sold Jun 19, 2025

  9529 Quail Hollow Dr Unit 503, Saint Michaels, MD 21663

  • 3 Beds
  • 3 Baths
  • 1,800 Sq Ft
  • Built 1996

  Last Sold Summary

  • $267/SF
  • 9 Days On Market

  Last Listing Agent Eugene Smith TTR Sotheby's International Realty

  9529 Quail Hollow Dr Unit 503, Saint Michaels, MD 21663
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  /64

  Est $4,311,800 Not Listed For Sale

  6398 Hopkins Neck Rd, Easton, MD 21601

  • 5 Beds
  • 8 Baths
  • 8,453 Sq Ft
  • Built 2004

  6398 Hopkins Neck Rd, Easton, MD 21601

  Last Sold Summary

  • 3% Above List Price
  • $497/SF
  • 154 Days On Market

  Last Sold Price $4,200,000

  Last Listing Agent Robert Lacaze TTR Sotheby's International Realty
• 

  

  /23

  $2,900,000 Pending

  • 3 Beds
  • 3 Baths
  • 1,973 Sq Ft

  26396 St Michaels Rd, Newcomb, MD 21653

  Generational Waterfront Farm. Magnificent Building site on the Miles River on 50+ acres. Private tree-lined driveway passing through productive fields, mature evergreen and deciduous trees. There is a brick cape cod on the property and an outbuilding that should be considered a footprint for future development. Existing well, pier and bulkhead area on the cove (Newcomb Creek). Over 1500 of

  

  Brian Gearhart

  Benson & Mangold, LLC

  (410) 618-4530

  26396 St Michaels Rd, Newcomb, MD 21653
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  /7

  Call for Price

  Riverwoods at Saint Michaels

  1 - 2 Beds

  111 Mitchell St, Saint Michaels, MD 21663

  111 Mitchell St, Saint Michaels, MD 21663
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  /16

  $70,000 Sold Oct 02, 2025

  112 Park Ln, Easton, MD 21601

  • 2 Beds
  • 1.5 Baths
  • 1,008 Sq Ft
  • Built 1983

  Last Sold Summary

  • $69/SF
  • 60 Days On Market

  Current Estimated Value $235,108

  Last Listing Agent Amanda Morgan Brenton Realty Group

  112 Park Ln, Easton, MD 21601
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  /44

  Est $1,895,546 Not Listed For Sale

  7930 Church Neck Rd, Saint Michaels, MD 21663

  • 3 Beds
  • 3.5 Baths
  • 2,670 Sq Ft
  • Built 1982

  7930 Church Neck Rd, Saint Michaels, MD 21663

  Last Sold Summary

  • 3% Above List Price
  • $687/SF
  • 1 Day On Market

  Last Sold Price $1,833,000

  Last Listing Agent Monica Penwell TTR Sotheby's International Realty
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  /10

  $80,000

  • Land
  • 0.3 Acre
  • $266,667 per Acre

  21472 Willey Rd, Tilghman, MD 21671

  Tilghman Island. Clear level building lot with public sewer available. The perfect spot for your new vacation / retirement home. Excellent opportunity to make your island dream come true.

  

  John McGlannan

  Meredith Fine Properties

  (667) 382-8747

  21472 Willey Rd, Tilghman, MD 21671
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  /30

  $2,900 per month

  • 3 Beds
  • 2 Baths
  • 2,476 Sq Ft
  • House for Rent

  14 Sandy Ln, Easton, MD 21601

  Come tour this move-in ready new construction rental home at 14 Sandy Lane in downtown Easton. This beautiful home is custom, stick-built construction in the new Sandy Lane subdivision. Be the first residents to reside in this stunning home and enjoy the peace of mind that comes with new high-quality construction, The convenient single-story floor plan offers three bedrooms, two full and one-half

  Janet Larson Benson & Mangold, LLC

  14 Sandy Ln, Easton, MD 21601
• 

  

  /36

  $279,900 Sold Jun 10, 2025

  1213 Broad Leaf Ct, Trappe, MD 21673

  • 2 Beds
  • 2.5 Baths
  • 1,550 Sq Ft
  • Built 2024

  Last Sold Summary

  • $181/SF
  • 131 Days On Market

  Last Listing Agent Samantha Grimes Chesapeake Real Estate Associates, LLC

  1213 Broad Leaf Ct, Trappe, MD 21673
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  /85

  Est $629,651 Not Listed For Sale

  5528 Marlan Dr, Trappe, MD 21673

  • 3 Beds
  • 2.5 Baths
  • 2,596 Sq Ft
  • Built 2000

  5528 Marlan Dr, Trappe, MD 21673

  Last Sold Summary

  • 10% Above List Price
  • $220/SF
  • 19 Days On Market

  Last Sold Price $570,000

  Last Listing Agent Coard Benson Benson & Mangold, LLC

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