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Dorchester County MD Homes for Sale with Pool

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  • /42

    $449,900

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

    4904 Ravenwood Rd, Vienna, MD 21869

    Beautifully renovated farmhouse offering versatile living space on just under three-quarters of an acre. Thoughtfully updated inside and out, this 3-bedroom, 2-bath home blends classic Eastern Shore architecture with high ceilings and large, airy windows with modern comforts designed for today’s lifestyle. The first floor features a spacious living area and a private office that could easily

    Agent Photo

    Brian Gearhart

    Benson & Mangold, LLC

    (410) 734-5592

    4904 Ravenwood Rd, Vienna, MD 21869
  • /21

    $299,990 New Construction

    • 3 Beds
    • 2 Baths
    • 1,840 Sq Ft

    2178 Winterberry Ln, Cambridge, MD 21613

    This newly designed three-story townhome welcomes you with a flexible recreation room and a convenient two-car garage on the entry level. The main floor showcases a contemporary open-concept layout, seamlessly connecting the Great Room, dining area, and kitchen, along with a versatile flex space perfect for working from home. Upstairs, all three bedrooms are thoughtfully placed for added privacy,

    Agent Photo

    Terri Hill

    Builder Solutions Realty

    2178 Winterberry Ln, Cambridge, MD 21613
  • /19

    $374,990 New Construction

    • 3 Beds
    • 2 Baths
    • 2,172 Sq Ft

    2164 Winterberry Ln, Cambridge, MD 21613

    This two-story home provides the opportunity for single-level living with everything you need on the first floor, including an open kitchen, dining room and Great Room, along with the owner’s suite. Upstairs is a loft overlooking the Great Room and two comfortable bedrooms that could be used as an office and for guests. An optional fourth bedroom provides even more livable space on the second

    Agent Photo

    Terri Hill

    Builder Solutions Realty

    2164 Winterberry Ln, Cambridge, MD 21613
  • /67

    $345,000

    • 4 Beds
    • 3 Baths
    • 3,210 Sq Ft

    31 Main St, East New Market, MD 21631

    31 Main Street – East New Market, MarylandStep back in time and experience the charm of this 1920 Victorian-style home located in the HistoricDistrict of the Town of East New Market. This home showcases many of its original architectural detailsand period character while offering several important modern updates. Over the years, the property hasseen numerous improvements,

    Gary Lucks

    Keller Williams Realty

    (410) 623-7595

    31 Main St, East New Market, MD 21631
  • /117

    $765,000

    • 4 Beds
    • 3 Baths
    • 2,128 Sq Ft

    4825 Madison Canning House Rd, Madison, MD 21648

    A must-see if you're looking for Eastern Shore Waterfront charm! Beautiful waterfront with expansive sunrise views of Madison Bay! Recently renovated primary residence or weekend getaway 15 minutes off of Route 50 outside Cambridge. Four bedroom, three bathroom two-story on 2.2 Acres. 800 ft of wrap around rip rap, pier with deep water docking for 2 to 3 boats. Detached shed/ one car garage for

    Agent Photo

    Wayne Phillips

    Coastal Life Realty Group LLC

    (410) 618-4673

    4825 Madison Canning House Rd, Madison, MD 21648
  • /14

    $399,990 New Construction

    • 3 Beds
    • 2 Baths
    • 2,275 Sq Ft

    2145 Winterberry Ln, Cambridge, MD 21613

    This two-story home is the largest plan in this community and features an open layout in the dining room, kitchen, morning room and family room that flows to the outdoor patio. The two-car garage connects to a convenient mudroom. The upstairs loft is surrounded by a total of three bedrooms.

    Agent Photo

    Terri Hill

    Builder Solutions Realty

    2145 Winterberry Ln, Cambridge, MD 21613
  • /18

    $421,465 New Construction

    • 3 Beds
    • 2 Baths
    • 2,195 Sq Ft

    2137 Winterberry Ln, Cambridge, MD 21613

    This two-story home has a low maintenance layout with a first-floor owner’s suite, along with a flex space, open kitchen and family room with tall ceilings. Upstairs a loft is surrounded by two bedrooms and an unfinished storage area for versatile needs. Ideal for outdoor living, there is a cozy front porch and a back patio.

    Agent Photo

    Terri Hill

    Builder Solutions Realty

    2137 Winterberry Ln, Cambridge, MD 21613
  • /15

    $259,990 New Construction

    • 3 Beds
    • 2 Baths
    • 1,762 Sq Ft

    2187 Winterberry Ln, Cambridge, MD 21613

    Located on the first floor of this two-story townhome is the open-concept main living area. It includes a modern kitchen with a center island overlooking the dining area and a spacious Great Room, along with glass-sliders to connect to the backyard. Upstairs are all three bedrooms to provide tranquil retreats, including the owner’s suite with split walk-in closets and an attached bathroom.

    Agent Photo

    Terri Hill

    Builder Solutions Realty

    2187 Winterberry Ln, Cambridge, MD 21613
  • /23

    $309,990 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,117 Sq Ft

    2190 Winterberry Ln, Cambridge, MD 21613

    This three-story townhome offers a two-car garage and a first-floor recreation room ready for customization. The second floor boasts an open layout connecting the kitchen, dining area, and Great Room, with an optional deck for outdoor living. The top level includes all three bedrooms, with the option to add a fourth floor featuring a loft or a fifth bedroom.

    Agent Photo

    Terri Hill

    Builder Solutions Realty

    2190 Winterberry Ln, Cambridge, MD 21613
  • /17

    $352,890 New Construction

    • 4 Beds
    • 3.5 Baths
    • 2,195 Sq Ft

    2162 Winterberry Ln, Cambridge, MD 21613

    Enjoy million-dollar views in this luxurious 4-bedroom, 3.5-bath home that backs to the golf course. Featuring dual owner’s suites and a gourmet kitchen, this home is perfect for both entertaining and everyday living. Elegant design, serene surroundings, and exceptional finishes make this a must-see property.

    Agent Photo

    Terri Hill

    Builder Solutions Realty

    (410) 680-2647

    2162 Winterberry Ln, Cambridge, MD 21613
  • /21

    $333,340 New Construction

    • 3 Beds
    • 2 Baths
    • 1,840 Sq Ft

    2174 Winterberry Ln, Cambridge, MD 21613

    A new three-story townhome features a versatile recreation room and two-car garage upon entry. The second floor hosts a modern open-concept layout situated among the Great Room, dining area and kitchen, along with a flex space ideal for at-home work. At the top level are all three bedrooms to provide peaceful retreats, including the owner’s suite with a private bathroom.

    Lennar Builder
    2174 Winterberry Ln, Cambridge, MD 21613
  • /21

    $352,940 New Construction

    • 3 Beds
    • 2 Baths
    • 1,840 Sq Ft

    2176 Winterberry Ln, Cambridge, MD 21613

    A new three-story townhome features a versatile recreation room and two-car garage upon entry. The second floor hosts a modern open-concept layout situated among the Great Room, dining area and kitchen, along with a flex space ideal for at-home work. At the top level are all three bedrooms to provide peaceful retreats, including the owner’s suite with a private bathroom.

    Lennar Builder
    2176 Winterberry Ln, Cambridge, MD 21613
  • /22

    $431,315 New Construction

    • 3 Beds
    • 2 Baths
    • 2,117 Sq Ft

    2198 Winterberry Ln, Cambridge, MD 21613

    This three-story townhome features a two-car garage and a first-floor recreation room ready to be transformed. On the second level is an open layout in the spacious kitchen, dining room/living room and Great Room, with an optional deck for outdoor living. The top floor features all three total bedrooms. An optional fourth floor is available with the choice to add a loft or a fifth bedroom.

    Lennar Builder
    2198 Winterberry Ln, Cambridge, MD 21613
  • /14

    $549,990 New Construction

    • 4 Beds
    • 3.5 Baths
    • 2,987+ Sq Ft

    St. John Plan at The Tides at River Marsh, Cambridge, MD 21613

    DRB Homes is pleased to announce the St. John, a new and exciting home design! Attached two-car garage. Open concept kitchen, gathering area, and casual dining space. Second floor includes three secondary bedrooms and two full baths.

    DRB Homes Builder
    2694 Marsh Elder Dr Unit 36450155, Cambridge, MD 21613
  • /16

    $509,990 New Construction

    • 3 - 5 Beds
    • 2.5 - 3.5 Baths
    • 2,587+ Sq Ft

    Barbados Plan at The Tides at River Marsh, Cambridge, MD 21613

    First floor owner's suite included and up to five bedrooms and three and a half baths. Foyer opens to a generous study and leads directly to the great room. Open kitchen with pantry, huge island, and adjacent breakfast area. Lanai for outdoor living. Two secondary bedrooms, a hall bath, and loft complete the upper level. Add a front balcony, up to two additional bedrooms, and additional bath.

    DRB Homes Builder
    2694 Marsh Elder Dr Unit 36486180, Cambridge, MD 21613
  • /32

    $424,990 New Construction

    • 3 - 5 Beds
    • 2 - 4 Baths
    • 1,783+ Sq Ft

    Latitude Plan at The Tides at River Marsh, Cambridge, MD 21613

    Attached two-car garage. Open concept kitchen with island opens that to breakfast area and family room. Optional features available include a screened porch, dining room, study, fourth bedroom, bonus room, three-car garage, recreation garage, and fireplace. First floor owner’s suite with expansive walk-in closet, dual vanity, and seated shower.

    DRB Homes Builder
    2694 Marsh Elder Dr Unit 36493014, Cambridge, MD 21613
  • /29

    $469,990 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,834+ Sq Ft

    St. Kitts Plan at The Tides at River Marsh, Cambridge, MD 21613

    Open concept kitchen with island, breakfast bar, breakfast area and family room. Owner's suite at back of home and two secondary bedrooms with a hall bath towards the front. Outdoor living choices include: a lanai, L shaped screen porch, or combination of both. Main level add-ons include: a gourmet kitchen, study, formal dining room with coffered ceiling, drop zone, fireplace, and a recreation

    DRB Homes Builder
    2694 Marsh Elder Dr Unit 36494030, Cambridge, MD 21613
  • /26

    $449,990 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,182 Sq Ft

    Dover Slab Plan at The Tides at River Marsh - Signature, Cambridge, MD 21613

    This expansive single-story home features a formal dining room tucked to the side of the foyer, followed by a generous open-concept layout shared among the kitchen, breakfast area and family room. Close by is a covered porch for outdoor moments. Throughout the home are two secondary bedrooms and the luxurious owner’s suite with a versatile retreat space and adjoining full-sized bathroom. An

    Lennar Builder
    2693 Marsh Elder Dr Unit 36036619, Cambridge, MD 21613
  • /20

    $349,990 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,195 Sq Ft

    Jefferson Plan at The Tides at River Marsh - Villas, Cambridge, MD 21613

    This two-story home has a low maintenance layout with a first-floor owner’s suite, along with a flex space, open kitchen and family room with tall ceilings. Upstairs a loft is surrounded by two bedrooms and an unfinished storage area for versatile needs. Ideal for outdoor living, there is a cozy front porch and a back patio.

    Lennar Builder
    2693 Marsh Elder Dr Unit 36036613, Cambridge, MD 21613
  • /16

    $359,990 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,332 Sq Ft

    MacArthur Plan at The Tides at River Marsh - Villas, Cambridge, MD 21613

    This two-story home is the largest plan in this community and features an open layout in the dining room, kitchen, morning room and family room that flows to the outdoor patio. The two-car garage connects to a convenient mudroom. The upstairs loft is surrounded by a total of three bedrooms.

    Lennar Builder
    2693 Marsh Elder Dr Unit 36036614, Cambridge, MD 21613
  • /22

    $429,990 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,425 Sq Ft

    Portfield Slab Plan at The Tides at River Marsh - Signature, Cambridge, MD 21613

    This spacious two-story home features a bright study near the foyer and an open living area that extends to the backyard. Upstairs is a loft surrounded by four bedrooms, including the owner’s suite with a spa-inspired bathroom.

    Lennar Builder
    2693 Marsh Elder Dr Unit 36036618, Cambridge, MD 21613
  • /24

    $299,990 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,117 Sq Ft

    Arcadia Front Load Garage Plan at The Tides at River Marsh - Townhomes, Cambridge, MD 21613

    This three-story townhome features a two-car garage and a first-floor recreation room ready to be transformed. On the second level is an open layout in the spacious kitchen, dining room/living room and Great Room, with an optional deck for outdoor living. The top floor features all three total bedrooms. An optional fourth floor is available with the choice to add a loft or a fifth bedroom.

    Lennar Builder
    2693 Marsh Elder Dr Unit 36036609, Cambridge, MD 21613
  • /28

    $479,990 New Construction

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

    Clearwater Slab Plan at The Tides at River Marsh - Signature, Cambridge, MD 21613

    This new two-story home showcases a sophisticated design. The first floor features an open-plan layout among the Great Room, dining room and kitchen. A lovely living room is located off the foyer. The owner’s suite is situated at the back of the first floor for added privacy. The second floor hosts a loft that’s an ideal space for entertaining and two secondary bedrooms, which both feature

    Lennar Builder
    2693 Marsh Elder Dr Unit 36036617, Cambridge, MD 21613
  • /21

    $349,990 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,172 Sq Ft

    Lafayette Plan at The Tides at River Marsh - Villas, Cambridge, MD 21613

    This two-story home provides the opportunity for single-level living with everything you need on the first floor, including an open kitchen, dining room and Great Room, along with the owner’s suite. Upstairs is a loft overlooking the Great Room and two comfortable bedrooms that could be used as an office and for guests. An optional fourth bedroom provides even more livable space on the second

    Lennar Builder
    2693 Marsh Elder Dr Unit 36036615, Cambridge, MD 21613
  • /23

    $299,990 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,840 Sq Ft

    Amelia Front Load Garage Plan at The Tides at River Marsh - Townhomes, Cambridge, MD 21613

    A new three-story townhome features a versatile recreation room and two-car garage upon entry. The second floor hosts a modern open-concept layout situated among the Great Room, dining area and kitchen, along with a flex space ideal for at-home work. At the top level are all three bedrooms to provide peaceful retreats, including the owner’s suite with a private bathroom.

    Lennar Builder
    2693 Marsh Elder Dr Unit 36036611, Cambridge, MD 21613
  • /39

    $1,250,000 Coming Soon

    • 5 Beds
    • 4.5 Baths
    • 3,849 Sq Ft

    2208 Horns Point Rd, Cambridge, MD 21613

    Stunning Classic Greek Revival Architecture Home on Jenkins Creek, just minutes from Downtown Cambridge. Enter the extended blacktop lane off Horns Point Rd until you arrive at the circular drive of this beautifully appointed 5 Bedroom, 4 1/2 Bath, waterfront home with water views from almost every room. The home sits on an elevated 3.3+/- acres with approximately three miles of unobstructed

    Craig Linthicum Benson & Mangold, LLC

    2208 Horns Point Rd, Cambridge, MD 21613
  • /21

    $347,840 New Construction

    • 3 Beds
    • 2 Baths
    • 1,840 Sq Ft

    2182 Winterberry Ln, Cambridge, MD 21613

    A new three-story townhome features a versatile recreation room and two-car garage upon entry. The second floor hosts a modern open-concept layout situated among the Great Room, dining area and kitchen, along with a flex space ideal for at-home work. At the top level are all three bedrooms to provide peaceful retreats, including the owner’s suite with a private bathroom.

    Lennar Builder
    2182 Winterberry Ln, Cambridge, MD 21613
  • /22

    $389,990 New Construction

    • 3 Beds
    • 2 Baths
    • 2,117 Sq Ft

    2206 Winterberry Ln, Cambridge, MD 21613

    This three-story townhome features a two-car garage and a first-floor recreation room ready to be transformed. On the second level is an open layout in the spacious kitchen, dining room/living room and Great Room, with an optional deck for outdoor living. The top floor features all three total bedrooms. An optional fourth floor is available with the choice to add a loft or a fifth bedroom.

    Lennar Builder
    2206 Winterberry Ln, Cambridge, MD 21613
  • /48

    $375,000

    • 4 Beds
    • 2.5 Baths
    • 2,032 Sq Ft

    138 Regulator Dr N, Cambridge, MD 21613

    Beautifully maintained and newly refreshed 4BR/3.5BA Colonial in sought after Longboat Estates. Park in the double-wide driveway or attached two-car garage and enter through the covered front entry into a light-filled interior featuring fresh paint, luxury flooring, carpeting, and recessed lighting. The main level offers a welcoming living room, convenient half bath, and an open-concept layout

    Shane Slacum LPT Realty, LLC

    138 Regulator Dr N, Cambridge, MD 21613
  • /68

    $255,000

    • 3 Beds
    • 4 Baths
    • 2,484 Sq Ft

    317 Shipyard Dr Unit 67, Cambridge, MD 21613

    Waterfront Living in Deep Harbor — More Space, More Upgrades, Better PriceSome homes make you choose between the lifestyle you want and the value you need. This one doesn't.This 3-bedroom, 2.5-bath townhome sits in Deep Harbor, a gated waterfront community on Cambridge Creek with Chesapeake Bay access, boat slips, a protected deep-water harbor, community pool and the kind of pace that

    David Moore Real Broker, LLC

    317 Shipyard Dr Unit 67, Cambridge, MD 21613
  • /31

    $270,000

    • 3 Beds
    • 2 Baths
    • 1,024 Sq Ft

    102 Trinity Ct, East New Market, MD 21631

    Welcome to this well-maintained 3-bedroom, 2-bath rancher built in 2011, located in a quiet, newer subdivision within city limits. Offering over 1,000 square feet of comfortable living space, this home features a desirable single-level layout with a private primary suite complete with its own full bath.Enjoy the convenience of public water and sewer, a dedicated laundry closet, and a

    Jae Shockley Keller Williams Realty

    102 Trinity Ct, East New Market, MD 21631
  • /35

    $315,000

    • 3 Beds
    • 4 Baths
    • 1,796 Sq Ft

    340 Shipyard Dr, Cambridge, MD 21613

    *** House will be back for sale in Spring - Seller will still allow showings and consider offers before then***** ***** Sellers are offering $5000 in closing help or an interest rate by down to the buyer******Nestled in the charming town of Cambridge, this meticulously cared-for, almost-new townhome offers a wonderful blend of comfort and style. Step inside to discover a versatile finished

    David Moore Real Broker, LLC

    340 Shipyard Dr, Cambridge, MD 21613
  • /88

    $499,000 Open Sat 10AM - 12PM

    • 4 Beds
    • 2.5 Baths
    • 2,426 Sq Ft

    1911 Dailsville Rd, Cambridge, MD 21613

    Beautiful custom built rancher on a 2 acre lot. Just outside of the up and coming town of Cambridge MD. This home includes 4 bedrooms, 2.5 bathrooms and an open concept floorplan throughout. Two large living spaces inside, each with its own fireplace. 2-car attached garage leading to a large back patio, outdoor fireplace, and swimming pool. Fresh paint throughout. Close to Black Water Refuge,

    Jimmy Higgins Benson & Mangold, LLC

    1911 Dailsville Rd, Cambridge, MD 21613
  • /58

    $384,900

    • 4 Beds
    • 2 Baths
    • 1,576 Sq Ft

    1511 Crocheron Rd, Toddville, MD 21672

    Nestled in the heart of Maryland’s Lower Eastern Shore, 1151 Crocheron Road in Toddvilleoffers a rare opportunity to own a property surrounded by nature, privacy, and authenticEastern Shore charm.This home is perfectly positioned for those seeking peace, space, and outdoor living. Withabundant wildlife, open surroundings, and a quiet rural setting, the property is

    Stephanie Faulkner Coldwell Banker Chesapeake Real Estate Company

    1511 Crocheron Rd, Toddville, MD 21672
  • /74

    $249,900 Open House 4/18

    • 2 Beds
    • 2 Baths
    • 1,579 Sq Ft

    900 Marshy Cove, Cambridge, MD 21613

    Welcome home to 900 Marshy Cove, Unit 111, located in the premier waterfront community of Deep Harbour in Cambridge. This 2 bedroom 2 bathroom condominium unit has been lovingly cared for by the same owners since its construction, and is now waiting for its new owners to come along and introduce themselves! Enjoy the charm and functionality of over 1,500sqft of living space, without the headaches

    William Brown EXP Realty, LLC

    900 Marshy Cove, Cambridge, MD 21613
  • /77

    $310,000

    • 3 Beds
    • 4 Baths

    343 Shipyard Dr, Cambridge, MD 21613

    Don’t miss this opportunity to own a beautifully maintained, nearly BUILT IN 2024 townhome in the charming waterfront town of Cambridge. Located in a private gated community along the scenic Choptank River, this home offers the perfect blend of modern comfort, style, and low-maintenance living. The entry level features a versatile finished recreation room. The main living level showcases a

    Emma Jungmarker Long & Foster Real Estate, Inc.

    343 Shipyard Dr, Cambridge, MD 21613
  • /59

    $399,900

    • 4 Beds
    • 3 Baths
    • 2,927 Sq Ft

    107 Regulator Dr N, Cambridge, MD 21613

    Welcome to Longboat Estates, a well-established waterfront community nestled along the peaceful waters of Jenkins Creek as it opens into the scenic Choptank River. Residents enjoy wonderful amenities including a community pool, boat ramp, and dock area, making it easy to embrace the relaxed boating and waterfront lifestyle the Eastern Shore is known for. This beautiful Lennar-built home features

    Colleen Smith EXP Realty, LLC

    107 Regulator Dr N, Cambridge, MD 21613
  • /63

    $395,900 Open Sat 11AM - 1PM

    • 2 Beds
    • 2 Baths

    2700 Willow Oak Dr, Cambridge, MD 21613

    We look forward to welcoming one and all to this magnificent Penthouse #405!This beautifully-updated 1536 sq ft condo has it all! It commands a bird's eye view of the mighty Choptank River & the beautifully-manicured grounds of the Chesapeake Bay Regency Hyatt Resort. The upgrades, too numerous to enumerate, include, but are not limited to, a brand new sliding glass door to the balcony,

    Mary Losty Compass

    2700 Willow Oak Dr, Cambridge, MD 21613
  • /25

    $440,000

    • 4 Beds
    • 2.5 Baths
    • 1,588 Sq Ft

    5632 Galestown Reliance Rd, Rhodesdale, MD 21659

    Waterfront, In-ground Pool & Hot-tub!This beautiful home offers a first-floor primary ensuite with a vaulted ceiling and a recently remodeled bath featuring a separate jetted soaking tub, tile shower, and walk-in closet. Step directly onto the full-length rear deck and unwind in your private 6-person hot tub (only 4 years old).The open floor plan showcases a remodeled kitchen with

    Mary Mabry Keller Williams Select Realtors of Cambridge

    5632 Galestown Reliance Rd, Rhodesdale, MD 21659
  • /41

    $238,000

    • 2 Beds
    • 2 Baths
    • 1,670 Sq Ft

    700 Cattail Cove, Cambridge, MD 21613

    Welcome to 700 Cattail Cove Unit #408! If you are seeking a simplified yet elegant living situation with a great view of the Cambridge Harbour, you need look no farther. #408 has been meticulously maintained and cared for by the current owner. The unit features a separate dining room, large kitchen, well-appointed living room, 2 bedrooms and 2 baths separated by the living room for ultimate

    Mary Losty Compass

    700 Cattail Cove, Cambridge, MD 21613

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