315

Talbot County MD Homes for Sale

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  • /130

    $6,495,000

    • 4 Beds
    • 5 Baths
    • 6,731 Sq Ft

    24679 Deep Neck Rd, Royal Oak, MD 21662

    Irish Creek Waterfront EstateSet along more than 1,000 +/- feet of pristine, navigable waterfront on Irish Creek, this remarkable 22.14 +/- acre waterfront estate captures the very essence of luxury living on Maryland’s Eastern Shore. Surrounded by sweeping southwest-facing water views and unspoiled natural beauty, the property offers exceptional privacy and scale just minutes from the

    Chuck Mangold Benson & Mangold, LLC

    24679 Deep Neck Rd, Royal Oak, MD 21662
  • /36

    $455,000

    $25K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,800 Sq Ft

    9518 Quail Hollow Dr Unit 702, Saint Michaels, MD 21663

    Set within the sought-after Martingham community of Quail Hollow, backing to the top rated golf course The Links at Perry Cabin, this fully updated 3-bedroom, 3-bath townhome offers stylish, low-maintenance living just minutes from downtown St. Michaels. Extensive renovations completed between 2022 and 2024 make this home truly turnkey. The main level welcomes you with beautiful wood floors, a

    Barbara Watkins Benson & Mangold, LLC

    9518 Quail Hollow Dr Unit 702, Saint Michaels, MD 21663
  • /41

    $249,000

    • Land
    • 1.12 Acres
    • $222,321 per Acre

    0 Deepwater Point Dr, Saint Michaels, MD 21663

    ONE OF THE LAST LOTS IN MARTINGHAM ON DEEP WATER POINT DRIVE. LOCATED VERY CLOSE TO THE COMMUNITY WATERFRONT PARK WITH GAZEBO AND CHAIRS FOR PICKNICKS OR JUST RELAXING IN THE BREEZE WATCHING THE BOATS GO BY ; DROP YOUR KAYAK OR ENJOY THE SUNSETS, WALK OR BIKE THERE. THIS LOT IS CLEANED, HAS A BEAUTIFUL ENTRANCE , WATER METER, AND IS READY FOR YOU TO BUILT YOUR MAIN RESIDENCE OR WEEKEND GET AWAY.

    Cornelia Heckenbach Long & Foster Real Estate, Inc.

    0 Deepwater Point Dr, Saint Michaels, MD 21663
  • /2

    $850,000

    Coming Soon
    • 4 Beds
    • 3.5 Baths
    • 3,752 Sq Ft

    13351 Quiet Hollow Ct, Wye Mills, MD 21679

    BUCKLE UP because this is a lot of house! This large, beautiful 4-bedroom, 3½-bath home is located in the sought-after Preserve at Wye Mills. The gourmet kitchen features a huge island, granite countertops, stainless steel appliances, newer refrigerator, gas cooktop, double wall ovens, walk-in pantry and more. The formal dining room is accented with chair rail and crown molding and includes a

    Wendy Trebbe Blackwell Real Estate, LLC

    13351 Quiet Hollow Ct, Wye Mills, MD 21679
  • /50

    $1,985,000

    • 3 Beds
    • 3 Baths
    • 2,622 Sq Ft

    303 Manor St, Saint Michaels, MD 21663

    Welcome to "Mostly Porches" an exceptional coastal retreat with captivating views of the harbor, perfectly situated on a spacious .41 acre corner lot just around the corner from the shops and restaurants of St. Michaels. Built in 2018 with virtually maintenance-free construction, this beautifully designed home offers the ideal blend of comfort, style, and convenience in a rare St. Michaels

    Monica Penwell TTR Sotheby's International Realty

    303 Manor St, Saint Michaels, MD 21663
  • /3

    $319,990

    New Construction $11K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,263 Sq Ft

    1404 Lake Geneva Dr, Trappe, MD 21673

    This three-story home features a first-floor a recreation room, ideal for entertaining guests, with access to an outdoor space. Upstairs is an open layout shared among the kitchen, dining area and Great Room, creating the perfect space for hosting special gatherings. On the top floor are two secondary bedrooms, along with the luxe owner’s suite with an en-suite bathroom and walk-in closet.

    1404 Lake Geneva Dr, Trappe, MD 21673
  • /72

    $1,195,000

    • 4 Beds
    • 3.5 Baths
    • 4,500 Sq Ft

    28711 Hope Cir, Easton, MD 21601

    Approximately 4400 square feet +/- , 3 Level, newly updated, 4 bedroom, Federal style home on a quiet circle. Newer kitchen and first floor owner's en suite, new sun room and finished third floor office/bedroom. Second floor includes two spacious bedrooms, two baths (both en suite); plus, large bonus/storage room which could easily be converted to a 5th bedroom or in-law suite. Perfect for

    Brian Petzold Benson & Mangold, LLC

    28711 Hope Cir, Easton, MD 21601
  • /40

    $799,900

    $79K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 3,740 Sq Ft

    29583 Skipton Estates Dr, Cordova, MD 21625

    Brand new roof just completed! Extremely well maintained Skipton Estates colonial situated on a wooded 2 acre lot which offers loads of privacy and plenty of bird watching. Upon entering this spacious home you are greeted by a bright, open 2 story foyer with hardwood flooring that's open to the office/study and formal dining room. Continuing into the home features a generous family room that has

    Bryan Wieland Benson & Mangold, LLC

    29583 Skipton Estates Dr, Cordova, MD 21625
  • /119

    $1,200,000

    $150K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,477 Sq Ft

    21441 Dogwood Cove Rd, Tilghman, MD 21671

    Unique Tilghman Island Property. Zoned Residential-Commercial. Situated on a 2.74 acre fenced yard. This 2450 sq ft Stone Rancher has many upgrades, new 2 car garage and 24 new commercial slips. The possibilities are endless....... Vacation Rental, 24 brand new slips, typically rent from 175.00-225.00 monthly. Develop a new fishing center, crabbing tours, sunsets cruises. Let's see what you can

    Dawn Lednum Chesapeake Bay Real Estate Plus, LLC

    21441 Dogwood Cove Rd, Tilghman, MD 21671
  • /33

    $719,990

    New Construction Coming Soon
    • 4 Beds
    • 2.5 Baths
    • 3,090 Sq Ft

    0000 Quiet Hollow Ct, Wye Mills, MD 21679

    Deaming of estate living, an inground pool, and days on the water? Welcome to the Aspen model. Nestled in a premier Eastern Shore Community minutes from the scenic Wye River, this executive model offers the grand footprint of an estate home at an incredible value. Inside the thoughtful architectural design shines with a dual-staircase layout-featuring a grand front foyer entry staircase and a

    Mike Boryk Koch Realty, Inc.

    0000 Quiet Hollow Ct, Wye Mills, MD 21679
  • /12

    $630,990

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 3,511 Sq Ft

    Mykonos Plan at Four Seasons at Easton, Easton, MD 21601

    Inviting foyer with volume ceiling opening into sunlit formal dining room.Breathtaking vaulted ceiling with optional beams spanning across kitchen and great room, bringing in natural light and a sense of scale.Cozy additional dining area with access to covered patio.Resort-worthy primary suite with beautiful ceiling treatment, spa-like primary bath with optional freestanding tub, and

    K. Hovnanian Homes Builder
    29434 Dutchmans Ln Unit 37862415, Easton, MD 21601
  • /52

    $1,295,000

    $155K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,816 Sq Ft

    9251 Mallard Point Ct, McDaniel, MD 21647

    Harris Creek Waterfront. This 3 bedroom, 2 bath well maintained brick one story house is the perfect getaway. Nestled on 1.63+/- acres it is the perfect blend of privacy and community. This home features a large kitchen with several entertaining areas including a cozy living room complete with a fireplace and a large living room that overlooks the huge screen porch and Harris Creek and a gracious

    Jim Corson Benson & Mangold, LLC

    9251 Mallard Point Ct, McDaniel, MD 21647
  • /3

    $895,000

    $100K PRICE DROP
    • Land
    • 7,405 Sq Ft
    • $5,264,706 per Acre

    26 S Washington St, Easton, MD 21601

    7,422 square foot lot zoned Commercial Business

    Clifford Meredith Meredith Fine Properties

    26 S Washington St, Easton, MD 21601
  • /35

    $649,990

    New Construction $70K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 2,963 Sq Ft

    29401 Jobes St, Easton, MD 21601

    Elegant kitchen with Pewter Grey cabinetry & center island.Open concept living areas featuring cozy fireplace & vaulted ceiling.Lavish primary suite & bath with generous walk-in closet.Secluded home office, perfect for working remotely.Functional laundry room with washer & dryer included.Peaceful screened patio for relaxing with friends.Attached 2-car garage with

    K. Hovnanian Homes Builder
    29401 Jobes St, Easton, MD 21601
  • /62

    $509,000

    • 3 Beds
    • 3 Baths
    • 2,342 Sq Ft

    7432 Karen Ave, Easton, MD 21601

    Chesapeake by Del Webb. Nicely sited for maximum sunshine , this handsome and beautifully cared for two story Wittman model awaits you. Recent upgrades include luxury Vinyl flooring throughout the entire house ( even the stairs ! ) , entire house repainted neutral tones, custom blinds, enhanced lighting and fans, architectural roof, new high quality kitchen appliances including washer/dryer,

    Kelly Showell Benson & Mangold, LLC

    7432 Karen Ave, Easton, MD 21601
  • /34

    $299,999

    • 3 Beds
    • 1 Bath
    • 1,136 Sq Ft

    122 Prospect Ave, Easton, MD 21601

    Charming 3-bedroom, 1-bath home conveniently located in Easton with easy access to Route 50 and just minutes from historic downtown Easton, shopping, restaurants, parks, and all the town's amenities. Recent owner improvements include updated kitchen flooring and the addition of a rear patio. Other notable features include architectural shingle roofing, an updated heat pump, replacement vinyl

    Eddie Mangold Benson & Mangold, LLC

    122 Prospect Ave, Easton, MD 21601
  • /41

    $575,000

    $10K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,424 Sq Ft

    6705 Tilghman Island Rd, Sherwood, MD 21665

    Nestled on over 2 acres in the desirable water access community of Deep Harbor Farm, this beautiful Cape Cod beams with natural light. The home features over 2,400 sqft with 4 bedrooms and 2.5 baths. The welcoming foyer overlooks a spacious dining room and leads to an open kitchen complete with white cabinetry, stainless steel appliances, breakfast bar and a large table space. Just off the

    Kim Crouch Ozman Benson & Mangold, LLC

    6705 Tilghman Island Rd, Sherwood, MD 21665
  • /50

    $2,000,000

    $600K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 4,492 Sq Ft

    7909 Church Neck Rd, Saint Michaels, MD 21663

    PRICE IMPROVEMENT.... PRIVATE Estate Living Minutes from Historic St. Michaels... Escape to nearly twenty acres of unspoiled countryside just moments from the charm and waterfront allure of historic St. Michaels. This 4,492-square-foot home offers refined comfort with four bedrooms, two and a half baths, and a gourmet kitchen designed for both everyday living and effortless entertaining. A

    Cheri Bruce-Phipps TTR Sotheby's International Realty

    7909 Church Neck Rd, Saint Michaels, MD 21663
  • /67

    $1,080,000

    $20K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 2,000 Sq Ft

    140 S Washington St, Easton, MD 21601

    Looking for the ideal downtown Easton location? This beautifully renovated Colonial offers a rare opportunity—perfect as a high‐end investment property or as your personal residence with an income‐producing second unit. This stunning building features two fully updated 1,000 sq. ft. units, each finished with high‐quality materials and thoughtful design. First‐Floor Unit2 bedrooms, 2 baths

    Jana Meredith Meredith Fine Properties

    140 S Washington St, Easton, MD 21601
  • /24

    $725,000

    • Land
    • 1.99 Acres
    • $364,322 per Acre

    n/s Gosling Ln, Royal Oak, MD 21662

    Discover a prime investment opportunity with this 1.991-acre parcel of land featuring direct access to the picturesque Plaindealing Creek. This waterfront property offers significant potential with a perc test approved for a 4-bedroom dwelling. With navigable water access, this land is ideal for activities such as boating, swimming, and kayaking, or for creating a serene retreat, enhancing its

    Marguerite Lucas Long & Foster Real Estate, Inc.

    n/s Gosling Ln, Royal Oak, MD 21662
  • /40

    $415,000

    $14K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,028 Sq Ft

    3868 Marvel Dr, Trappe, MD 21673

    Welcome Home to a beautifully maintained home tucked away on a quiet cul-de-sac in an established neighborhood conveniently located within minutes of RT50 for easy commuting to Easton, Cambridge or the beach. This spacious 4 Bedroom, 3 Full Bath home offers the flexibility today's buyer's are looking for with a potential 5th main level bedroom thanks to a dining room with closet access and

    Joanie Hynes EXP Realty, LLC

    3868 Marvel Dr, Trappe, MD 21673
  • /12

    $774,990

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 2,329 Sq Ft

    7015 Cheston Way, Easton, MD 21601

    Move In Ready!! This gorgeous Hanover design by Koch Homes is the needle in the haystack you’ve been looking for. New Construction that is 100% complete in the highly sought after Cooke’s Hope community. This home focuses on main-level living, while having two bedrooms and one bath upstairs for family and friends. An open floorplan flows beautifully from the foyer entrance, past the home office,

    7015 Cheston Way, Easton, MD 21601
  • /27

    $504,990

    New Construction
    • 4 Beds
    • 1.5 Baths
    • 3,241 Sq Ft

    Beckham Plan at Lakeside at Trappe - Single Family Homes Collection, Trappe, MD 21673

    Step into the two-story foyer of the Beckham and you’ll feel the unmatched luxury and comfort. The open floorplan creates an atmosphere that is both impressive and inviting. Use the library to work from home and be tucked away in the back of the home or choose to turn this into a main level guest suite. A large gourmet kitchen with center island and pantry are a chef’s delight and flow into the

    Brookfield Residential Builder
    1254 Lake Michigan Unit 36578896, Trappe, MD 21673
  • /60

    $750,000

    • 3 Beds
    • 3.5 Baths
    • 2,594 Sq Ft

    30420 Deep Branch Rd, Trappe, MD 21673

    Extremely private 3 BR 3 1/2 BA house on 4 acres with a pool! This property features a huge, finished bonus/game room over the garage with separate hvac zone, large family room with vaulted ceiling, first floor mater suite with an extremely well-done tile bathroom and absolutely complete privacy!

    Henry Gibbons-Neff Meredith Fine Properties

    30420 Deep Branch Rd, Trappe, MD 21673
  • /52

    $579,990

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 4,025 Sq Ft

    1953 Silver Lake Ln, Trappe, MD 21673

    5-Bedroom Kendrick – Under Construction |Fall Move-In!Don’t miss this incredible opportunity—3 Car Garage! 4 bedrooms, 3.5 baths, offering exceptional space and value for today’s lifestyle. Backing to trees for added privacy and a serene view, this home delivers both comfort and setting.The bright sunroom off the kitchen creates the perfect gathering space, while the kitchen itself shines

    Elizabeth Ellis Brookfield Mid-Atlantic Brokerage, LLC

    1953 Silver Lake Ln, Trappe, MD 21673
  • /101

    $849,000

    • 3 Beds
    • 3.5 Baths
    • 3,570 Sq Ft

    10494 Rich Neck Rd, Claiborne, MD 21624

    An Exceptional Opportunity! Unexpectedly available once again due solely to a change in the buyers' personal circumstances, this exceptional property is available through no fault of the home. If you missed it the first time, here's your opportunity to own one of the area's most distinctive and beautifully maintained residences.Ideally situated just four miles from the heart of charming

    Maureen McHugh Chesapeake Bay Real Estate Plus, LLC

    10494 Rich Neck Rd, Claiborne, MD 21624
  • /149

    $3,500,000

    • 5 Beds
    • 7 Baths
    • 5,554 Sq Ft

    21721 Heavenly Haven Rd, Sherwood, MD 21665

    GENEROUS PRICE REDUCTION!!!! This remarkable property has it all. Private 15 plus acres. Beautiful views overlooking Dunn's Cove sunrises. A shore sportsman's dream. Partially wooded, fields of crops, hunting blind and a pier for your fishing vessel. This was a large compound with the Main house, in-law wing and a separate 2 BR guest house w/fireplace and large screened porch. Waterside in-ground

    Dawn Lednum Chesapeake Bay Real Estate Plus, LLC

    21721 Heavenly Haven Rd, Sherwood, MD 21665
  • /52

    $699,999

    $65K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,884 Sq Ft

    7586 Easton Club Dr, Easton, MD 21601

    THIS IS IT! 7586 Easton Club is an entertainer’s dream home—so much fun downstairs with open concept living, eat in kitchen with ample bar seating, double door pantry, a stainless wine fridge, natural gas fireplace, a new salt water hot tub, very private backyard and brick patio, garden seating area, huge driveway for lots of guest parking, and more! Upstairs, you can escape the party by enjoying

    Tiffany Cloud Meredith Fine Properties

    7586 Easton Club Dr, Easton, MD 21601
  • /72

    $845,000

    $105K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,729 Sq Ft

    21572 Chicken Point Rd, Tilghman Island, MD 21671

    The opportunities abound for this waterfront home overlooking the Knapps Narrows. Formally, Maynard Lowery's boat building business, this residentially zoned, single-family home comes with 5 boat slips and unlimited possibilities. Can be easily expanded up to 6 bedrooms and 4 baths. The first level would make an ideal hobby area or additional living area. Handicap Accessible with elevator.

    Dawn Lednum Chesapeake Bay Real Estate Plus, LLC

    21572 Chicken Point Rd, Tilghman Island, MD 21671
  • /76

    $849,900

    • 3 Beds
    • 1.5 Baths
    • 1,176 Sq Ft

    6355 Bozman Neavitt Rd, Neavitt, MD 21652

    Offered for the first time in nearly 30 years, this charming waterfront bungalow on Duck Cove has been lovingly maintained and thoughtfully improved by its current owners. Filled with warmth and character, the home showcases beautiful original woodwork, hardwood floors, and a cozy wood-burning fireplace that creates an inviting atmosphere year-round. The main level features a spacious kitchen,

    Connie Loveland Benson & Mangold, LLC

    6355 Bozman Neavitt Rd, Neavitt, MD 21652
  • /25

    $999,000

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 2,600 Sq Ft

    108 Miles, Saint Michaels, MD 21663

    A rare opportunity to combine a half-acre+ wooded in-town setting with a classic Cape Cod–style home concept in the heart of St. Michaels. Concept B illustrates a two-story design featuring 3 bedrooms, 2 full baths, and 1 half bath, along with an attached two-car garage. The proposed layout offers a timeless architectural style with flexible living spaces that can be customized to suit individual

    Chuck Mangold Benson & Mangold, LLC

    108 Miles, Saint Michaels, MD 21663
  • /52

    $475,000

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

    29689 Lyons Dr, Easton, MD 21601

    Showing remarks are always a 10 out of 10. The property reviews always put it at the top of the list. Easton Club East - Where comfort, convenience and leisure meet.. This meticulously maintained 2-bedroom, 2-bathroom home offers an ideal blend of modern elegance and classic charm, perfect for comfortable living. As you enter, you’ll be captivated by the gorgeous hardwood floors and the intricate

    Connie Loveland Benson & Mangold, LLC

    29689 Lyons Dr, Easton, MD 21601
  • /14

    $295,000

    • 3 Beds
    • 2 Baths
    • 3,924 Sq Ft

    22314 Pot Pie Rd, Wittman, MD 21676

    Rental Opportunity in Wittman, MD Positioned in the desirable community of Wittman, this 3 bedroom, 2 bath home situated on 0.84± commercially zoned acreage and premier road frontage presents a compelling opportunity for investors seeking potential rental income in Talbot County. The property offers comfortable living space, a rural Eastern Shore setting, and proximity to key employment,

    Shawn Moore Meredith Fine Properties

    22314 Pot Pie Rd, Wittman, MD 21676
  • /25

    $450,000

    $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,914 Sq Ft

    29770 Captain Adamouski St, Easton, MD 21601

    Well Maintained Rancher offers 3 bedrooms and 2 full baths with a spacious, well-designed layout. The Kitchen is a standout, featuring granite countertops, abundant cabinetry, a walk-in pantry, center island, and a bar area with seating for six—perfect for entertaining. The cozy living room is filled with natural light and features a warm gas fireplace for relaxing evenings at home.Beautiful

    Dawn Hubbard Keller Williams Select Realtors of Cambridge

    29770 Captain Adamouski St, Easton, MD 21601
  • /38

    $729,500

    $46K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,819 Sq Ft

    28959 Jasper Ln, Easton, MD 21601

    Nestled in the prestigious Cooke's Hope community, this exquisite end-of-row townhouse embodies the perfect blend of elegance and comfort. Built in 2004, this Colonial-style residence boasts a timeless brick façade that invites you into a world of refined living. Spanning 2,819 square feet, this home features three spacious bedrooms and two and a half luxurious bathrooms, designed to cater to

    Bill Wieland Benson & Mangold, LLC

    28959 Jasper Ln, Easton, MD 21601

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