Homes for Sale near Windy Hill Middle School

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  /2

  $75,000

  • Land
  • 8 Acres
  • $9,271 per Acre

  2955 Chesapeake Beach Rd, Chesapeake Beach, MD 20732

  8 acres of land off Chesapeake Beach Road

  

  Sarah Swann

  Baldus Real Estate, Inc.

  (443) 291-5954

  2955 Chesapeake Beach Rd, Chesapeake Beach, MD 20732
• 

  

  

  /19

  $359,900 Open Sat 10AM - 1PM

  • 3 Beds
  • 2.5 Baths
  • 1,280 Sq Ft

  8540 F St, Chesapeake Beach, MD 20732

  Open House 5/3 10 am-1pmCharming Coastal Living Just Minutes from the Waterfront!Welcome to your dream home in the heart of Chesapeake Beach, Maryland! This beautifully updated 3-bedroom, 2.5-bath home is a perfect blend of comfort and modern style. Step inside to discover a stunning, fully upgraded kitchen with sleek countertops, modern cabinetry and new appliances. The bathrooms have been

  

  Bob Swarm

  Keller Williams Select Realtors of Annapolis

  (410) 983-3485

  8540 F St, Chesapeake Beach, MD 20732
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  /2

  $99,990

  • Land
  • 0.13 Acre
  • $769,154 per Acre

  7536 C St, Chesapeake Beach, MD 20732

  This is a rare opportunity to own land and build new construction in the heart of Chesapeake Beach. Walk to everything the town has to offer. Just a short stroll to the boardwalk where you can watch the ships go by, see the sunrise, or walk to the town beach. This location is also walkable to restaurants, marinas, and concerts at the resort. It's the perfect spot to build your dream beach

  Adam Hoyt

  Keller Williams Flagship

  (443) 363-0471

  7536 C St, Chesapeake Beach, MD 20732
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  /5

  $699,990 New Construction

  • 4 Beds
  • 2.5 Baths

  7536 C St, Chesapeake Beach, MD 20732

  RARE opportunity to own a BRAND NEW home with a VIEW OF THE CHESAPEAKE BAY! WALK to restaurants, shops, boardwalk, Brownie's Beach, marinas, concerts at the resort, and so much more from this location in the heart of Chesapeake Beach. Less than an hour away from Washington, D.C. it's the perfect commuter location too. You don't want to miss this rare find. Enjoy picking your colors

  Adam Hoyt

  Keller Williams Flagship

  (443) 785-6316

  7536 C St, Chesapeake Beach, MD 20732
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  /30

  $589,990

  • 3 Beds
  • 2.5 Baths
  • 1,536 Sq Ft

  9333 Bay Ave, North Beach, MD 20714

  Live Where Every Day Feels Like a Vacation9333 Bay Avenue | North Chesapeake Beach, MDStep into timeless coastal luxury at 9333 Bay Avenue—an exceptional 3-bedroom, 2.5-bath bayfront retreat that invites you to live the life most only dream of. The first floor offers an openfloor plan concept that features the living and diningroom and separate kitchen layout. Fireplaces in both livingroom and

  Van Mason Maryland Dream Home Realty

  9333 Bay Ave, North Beach, MD 20714
• 

  

  /15

  $750,000

  • 4 Beds
  • 2 Baths
  • 1,682 Sq Ft

  4006 1st St, North Beach, MD 20714

  Situated on one lot, the property also includes two separately deeded building lots, with the potential for a third buildable lot pending additional engineering - ideal for developers, investors, or those seeking a family compound .Nestled just a few blocks from the boardwalk, sandy beach and local restaurants, this spacious Cape Cod offers charm and opportunity. The home features 4 bedrooms and

  Laura Peruzzi RE/MAX One

  4006 1st St, North Beach, MD 20714
• 

  

  /23

  $550,000

  • 4 Beds
  • 3 Baths
  • 2,496 Sq Ft

  1905 5th St, Owings, MD 20736

  Discover a home where every corner feels welcoming and every room invites you to unwind. With its spacious layout and abundance of natural light, this home is perfect for both peaceful moments and lively gatherings. Set on a quiet street, you'll experience a sense of tranquility while still being near schools, local amenities, and major routes for easy commuting. The large yard offers plenty of

  Sarah Reynolds Keller Williams Chantilly Ventures, LLC

  1905 5th St, Owings, MD 20736
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  /16

  $699,999

  • 7 Beds
  • 3 Baths
  • 3,840 Sq Ft

  7625 B St, Chesapeake Beach, MD 20732

  Waterview with street in front of you then the bay. It has 2 homes with 3 rentals presently. 1 home in front with side by side rentals their attached. Then a cottage in back with more lots. It would make a great spot for single family home or a family compound. There is new roof on back cottage. Presently have all 3 places rented. This property had 3 kitchens. 3 rentals Waterfront with walk way

  Debbie Buckingham Samson Properties

  7625 B St, Chesapeake Beach, MD 20732
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  /46

  $649,900

  • 6 Beds
  • 5 Baths
  • 2,360 Sq Ft

  3612 30th St, Chesapeake Beach, MD 20732

  Owner Occupant or Investor Opportunity in Sought-After Chesapeake Beach!Don’t miss this rare chance to own a well-maintained duplex in the desirable Chesapeake Beach community. Both units offer generous space, peaceful wooded views, and excellent rental potential.The larger unit, 3608, features three bedrooms and two and a half bathrooms. Upon entering, you’re greeted by a

  Mark Frisco CENTURY 21 New Millennium

  3612 30th St, Chesapeake Beach, MD 20732
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  /64

  $629,900

  • 4 Beds
  • 3.5 Baths
  • 2,496 Sq Ft

  8207 Elm Ln, Chesapeake Beach, MD 20732

  New custom built coastal home in Chesapeake Beach! Great location, in a sought after area, just a few blocks to all the restaurants, parks, boardwalks and beaches. Beautiful kitchen with granite countertops, stainless steel appliances, recessed lighting, ample sized pantry, countertop seating and open concept to the dining area. LVP flooring throughout the main level for convenience and

  Conor Stueckler Keller Williams Flagship

  8207 Elm Ln, Chesapeake Beach, MD 20732
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  /48

  $639,900

  • 3 Beds
  • 3.5 Baths
  • 2,186 Sq Ft

  4018 17th St, Chesapeake Beach, MD 20732

  Stunning Chesapeake Bay Views – Custom Upgrades & Prime Location!Welcome to beautifully renovated 4018 17th St, where breathtaking water views of the Chesapeake Bay can be enjoyed from the front porch, back deck, primary suite, and entertaining spaces. With a thoughtful custom kitchen renovation completed in 2022, along with remodeled bathrooms, updated flooring, new lighting, and more, this home

  Pattee McInerney Scott McInerney RE/MAX One

  4018 17th St, Chesapeake Beach, MD 20732
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  /47

  $595,000 Open Sun 1PM - 4PM

  • 3 Beds
  • 2.5 Baths
  • 2,505 Sq Ft

  4001 7th St, North Beach, MD 20714

  REDUCED! PRICED $30,000 BELOW recent appraisal!Appraised at $625,000 and now offered at $595,000 — instant equity and true beach town living await!**Deceptively spacious, this 2,505 sq ft home is much larger than it appears and offers the perfect coastal lifestyle — just steps to the boardwalk, waterfront, locally owned shops, and fantastic local restaurants.**As a North Beach resident, you’ll

  Wendy Farrar Home Towne Real Estate

  4001 7th St, North Beach, MD 20714
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  /24

  $599,900

  • 4 Beds
  • 2.5 Baths
  • 2,554 Sq Ft

  9121 Woodland Way N, Owings, MD 20736

  Home is ready for its new owners with a FANTASTIC NEW PRICE! Discover your dream home in this charming colonial set on a beautiful 1.49-acre wooded lot, where tranquility and elegance combine. Boasting 4 spacious bedrooms and 2.5 bathrooms, this inviting residence features a fully finished basement ideal for a cozy den or playroom. Step outside to enjoy a multi-tier deck that leads to a

  Heather Cooksey RE/MAX One

  9121 Woodland Way N, Owings, MD 20736
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  /35

  $525,000 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,100 Sq Ft

  6955 Solomons Island Rd N, Sunderland, MD 20689

  This stunning two-story new construction home offers a spacious open-concept design, perfect for modern living. Upon entry, you’ll find a versatile living room that can serve as a home office, along with a formal dining room near the foyer—an inviting space that transforms even the simplest meals into special occasions. The well-appointed kitchen features a central island and stainless steel

  Teairra Jones Samson Properties

  6955 Solomons Island Rd N, Sunderland, MD 20689
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  /4

  $489,000

  • 3 Beds
  • 4 Baths
  • 2,089 Sq Ft

  3716 Bedford Dr, North Beach, MD 20714

  Looking for a large affordable home with unique charm? This is the ONE! With 2900 finished square feet, you will be WOWED by this 4 level townhome in the sought after neighborhood of San Francisco by the Bay. This home has so much character that you just will not find in others. As you enter the home you will be met with an inviting foyer with custom molding. There is a newly finished rec

  Terri McClain RE/MAX One

  3716 Bedford Dr, North Beach, MD 20714
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  /41

  $500,000 Open Wed 1PM - 7:45PM

  • 4 Beds
  • 3 Baths
  • 1,984 Sq Ft

  7828 Deforest Dr, Chesapeake Beach, MD 20732

  Welcome to 7828 Deforest Drive – a beautifully maintained home in the heart of Chesapeake Beach! This spacious residence features **3 bedrooms and 2 full bathrooms on the main level**, with an additional **bedroom and full bath on the fully finished lower level** – perfect for guests, a home office, or multi-generational living. Enjoy the best of indoor and outdoor living with a **private

  Tri Cao Keller Williams Flagship

  7828 Deforest Dr, Chesapeake Beach, MD 20732
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  /7

  $230,000

  • 3 Beds
  • 1 Bath
  • 864 Sq Ft

  3741 7th St, North Beach, MD 20714

  INVESTOR ALERT!! Great property on a double lot with amazing potential! Property is part of an Estate and is being sold strictly as is, to include any contents remaining upon settlement. Showings are not being allowed at this time and will not be allowed without proof of funds. Property will NOT qualify for typical financing. CASH OR HARD MONEY ONLY. DO NOT CONTACT OCCUPANT.

  Heidi Heiderman Coldwell Banker Realty

  3741 7th St, North Beach, MD 20714
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  /26

  $465,000

  • 3 Beds
  • 2.5 Baths
  • 1,624 Sq Ft

  8822 Rymer Way, Owings, MD 20736

  Adorable split level home in Woodland Hills Community. 3 bed 2.5 bath property in serene setting with many updates. Newer HVAC (2017) , Roof Replaced (2023), updated kitchen and bathrooms. New Fence added in the backyard. Newer LVP flooring throughout the home with open floor plan that provides plenty of options for entertaining. Upgraded Kitchen includes Island, Stainless Steel Appliances and

  Craig Jocius Curtis Real Estate Company

  8822 Rymer Way, Owings, MD 20736
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  /8

  $500,000

  • 4 Beds
  • 3 Baths
  • 1,776 Sq Ft

  8815 Falling Leaf Dr, Owings, MD 20736

  Escape to your private retreat—this 4BR, 3BA home sits on 3.6 wooded acres, offering peace and space while being just minutes from Chesapeake Beach, North Beach, and Willow Beach. Enjoy soaring cathedral ceilings in the Great Room and a cozy wood stove in the basement. Secluded yet close to everything!

  Fredrick McGee Keller Williams Preferred Properties

  8815 Falling Leaf Dr, Owings, MD 20736
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  /61

  $510,000

  • 3 Beds
  • 2.5 Baths
  • 3,120 Sq Ft

  3841 5th St, North Beach, MD 20714

  Discover the charm of North Beach living in this contemporary home, offering more than 3,100 square feet of space just a short stroll or bike ride from the beach. This beautiful home boasts 3 bedrooms, 2.5 baths, and an open-concept design, featuring a kitchen with soaring 2-story ceilings, granite countertops, elegant cabinetry, stainless steel appliances, and ceramic flooring. The spacious

  Tom Walsh RE/MAX One

  3841 5th St, North Beach, MD 20714
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  /72

  $999,900

  • 4 Beds
  • 3.5 Baths
  • 2,171 Sq Ft

  9308 Atlantic Ave, North Beach, MD 20714

  Stunning bayfront retreat with expansive and unobstructed view of the Chesapeake Bay. This custom home (fully rebuilt 19 years ago) offers a seamless blend of luxury, comfort, and unparalleled water views—an exceptional opportunity for those seeking a serene second home, a refined retirement retreat, or a year-round waterfront sanctuary just a short drive from Washington, D.C., and Northern

  Cheryl Bare CENTURY 21 New Millennium

  9308 Atlantic Ave, North Beach, MD 20714
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  /50

  $425,000

  • 5 Beds
  • 3 Baths
  • 1,389 Sq Ft

  3715 30th St, Chesapeake Beach, MD 20732

  Location, Location, Location!  Right in the heart of the charming small town of Chesapeake Beach, yet tucked away in a QUIET RESIDENTIAL NEIGHBORHOOD, this beautiful, updated split-foyer home is JUST A FEW BLOCKS FROM THE BAY!    **   Step inside the foyer with its dramatic soaring ceiling to discover stylish light fixtures, freshly painted rooms and lovely VINYL PLANK FLOORING in the main living

  Phyllis Elsner Redfin Corp

  3715 30th St, Chesapeake Beach, MD 20732
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  /42

  $439,000

  • 4 Beds
  • 2 Baths
  • 1,856 Sq Ft

  5131 Solomons Island Rd, Huntingtown, MD 20639

  **PRICE IMPROVEMENT!** Situated on a beautiful flag lot set back from the road, this lovely home offers exceptional privacy while being much larger than it appears! The open floor plan seamlessly blends the living room, kitchen, and dining area, all enhanced by stunning wood floors throughout. At the heart of the home is truly a dream kitchen, featuring an expansive granite island, stainless

  Cayleigh Gibbons RE/MAX One

  5131 Solomons Island Rd, Huntingtown, MD 20639
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  /64

  $409,900

  • 4 Beds
  • 2 Baths
  • 1,846 Sq Ft

  7526 H St, Chesapeake Beach, MD 20732

  This charming 3-bedroom beach house offers the perfect blend of comfort, convenience and community, just steps away from the newly built Beach Elementary School and in the thriving Twin Beaches! The main level bedroom is ideal for guests or single-level living, while upstairs boasts two large bedrooms with ample space and natural light. The finished basement adds versatility with a potential 4th

  Conor Stueckler Keller Williams Flagship

  7526 H St, Chesapeake Beach, MD 20732
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  /72

  $1,250,000

  • 4 Beds
  • 3.5 Baths
  • 2,171 Sq Ft

  9308 Atlantic Ave, North Beach, MD 20714

  Stunning bayfront retreat with expansive and unobstructed view of the Chesapeake Bay. This custom home (fully rebuilt 19 years ago) offers a seamless blend of luxury, comfort, and unparalleled water views—an exceptional opportunity for those seeking a serene second home, a refined retirement retreat, or a year-round waterfront sanctuary just a short drive from Washington, D.C., and Northern

  Cheryl Bare CENTURY 21 New Millennium

  9308 Atlantic Ave, North Beach, MD 20714
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  /34

  $379,900

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

  2219 Ivy Ln Unit 8, Chesapeake Beach, MD 20732

  PRICE REDUCED! Bring ALL OFFERS! If you've been dreaming about getting away to the "Beach Life", look no further than this beautiful upper-level townhouse. The main level is open concept with a sun-filled kitchen and deck to enjoy your morning coffee. Upstairs, there are three large bedrooms, including an owners suite with private bath. 2nd & 3rd bedrooms will have new neutral carpet

  Linda Gregory Redfin Corp

  2219 Ivy Ln Unit 8, Chesapeake Beach, MD 20732
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  /45

  $650,000

  • 4 Beds
  • 2.5 Baths
  • 3,130 Sq Ft

  1810 Foggy Bottom Ct, Sunderland, MD 20689

  Nestled in the peaceful Sunderleigh neighborhood of Sunderland, Maryland, this stunning two-story colonial sits on a spacious lot, offering a perfect blend of elegance and comfort. A welcoming wraparound front porch extends along the side, providing a second entrance into the cozy Dining room/Den. The asphalt driveway leads to a convenient side-load garage, adding both function and curb appeal.

  Danny Martin Keller Williams Flagship

  1810 Foggy Bottom Ct, Sunderland, MD 20689
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  /51

  $649,000

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

  8653 Baywalk Square, Chesapeake Beach, MD 20732

  LIVE the SALT LIFE Year round or Make this your Vacation Get Away! GREAT Walk-a-bility! Enjoy all the Twin Beaches have to offer * Public Beaches * Boardwalks * Fantastic Restaurants * Shopping * Rod N Reel Resort * Casinos/Slots * Marinas * Rich History * FANTASTIC SCHOOLS * Easy Commute to DC * Baltimore * Annapolis * JT Base Andrews * A rarity to find a home for Sale in this Neighborhood!

  Lara Owings RE/MAX Realty Group

  8653 Baywalk Square, Chesapeake Beach, MD 20732
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  /96

  $689,000

  • 5 Beds
  • 3 Baths
  • 2,818 Sq Ft

  151 Autumn Ct, Huntingtown, MD 20639

  Welcome to your dream retreat! This expansive property boasts a charming main house with gleaming hardwood floors and spacious living areas, perfect for relaxation and entertaining. Nestled on four picturesque acres, the estate includes a well maintained carriage house with a 2-car garage. With ample workable land, it's ideal for homesteading, offering endless possibilities for gardening or

  Nick Africano Compass

  151 Autumn Ct, Huntingtown, MD 20639
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  /47

  $674,900

  • 5 Beds
  • 3.5 Baths
  • 3,422 Sq Ft

  3182 Lawrin Ct, Chesapeake Beach, MD 20732

  PRICED BELOW MARKET! Welcome Home to this cozy Colonial in the heart of Chesapeake Village. Boasting 5 spacious bedrooms, 3 full baths, and a 2-car garage, this home provides plenty of room for your growing family. The deluxe kitchen, featuring beautiful granite countertops and a gas stove, is a chef's dream—ideal for preparing meals and entertaining guests. The elegant family room, complete

  Dorothy Bistransin Redfin Corp

  3182 Lawrin Ct, Chesapeake Beach, MD 20732
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  /32

  $430,000

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

  8322 Bayside Rd, Chesapeake Beach, MD 20732

  Some pictures have been enhanced or virtually stagesNestled in an incredible location in the historic resort town of Chesapeake Beach, this adorable 3 bed, 2 bath beach cottage with views of the bay could be your new home. This house is within walking distance to our sister town North Beach, the Chesapeake Beach Water Park, the Rod N' Reel and Boardwalk which makes it perfectly situated

  Steve Brien Home Towne Real Estate

  8322 Bayside Rd, Chesapeake Beach, MD 20732
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  /67

  $400,000

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

  2340 Forest Ridge Terrace, Chesapeake Beach, MD 20732

  Discover the perfect blend of modern comfort and coastal charm in this beautiful three bedrooms, 2.5-bath townhome in the Richfield Station community. Thoughtfully designed with an open and inviting layout, this home offers a warm and welcoming atmosphere from the moment you step inside. The bright and spacious kitchen is ideal for both everyday meals and entertaining, featuring contemporary

  Lydia Lin Allison James Estates & Homes

  2340 Forest Ridge Terrace, Chesapeake Beach, MD 20732
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  /38

  $360,000

  • 3 Beds
  • 2.5 Baths
  • 1,642 Sq Ft

  8914 Chesapeake Lighthouse Dr, North Beach, MD 20714

  FINANCING FELL THROUGH. DON'T WAIT!! Come see all the updates!!! Welcome to Chesapeake Lighthouse! Discover this Updated END UNIT 3-bedroom, 3.5-bath townhouse that offers a modern open-flow concept with stylish finishes throughout. The updated kitchen features butcher block countertops, updated cabinets, fresh paint throughout the home, and some updated light fixtures. The spacious living room

  Linda Stock RE/MAX One

  8914 Chesapeake Lighthouse Dr, North Beach, MD 20714
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  /48

  $674,900

  • 3 Beds
  • 3.5 Baths
  • 2,186 Sq Ft

  4018 17th St, Chesapeake Beach, MD 20732

  Stunning Chesapeake Bay Views – Custom Upgrades & Prime Location!Welcome to beautifully renovated 4018 17th St, where breathtaking water views of the Chesapeake Bay can be enjoyed from the front porch, back deck, primary suite, and entertaining spaces. With a thoughtful custom kitchen renovation completed in 2024, along with remodeled bathrooms, updated flooring, new lighting, and more,

  Pattee McInerney Scott McInerney RE/MAX One

  4018 17th St, Chesapeake Beach, MD 20732
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  /2

  $120,000

  • Land
  • 3.00 Acres
  • $40,000 per Acre

  6650 Solomons Island Rd N, Sunderland, MD 20689

  3 wooded acres available in the heart of Calvert County. This lot is part of an estate sale but there is documentation that the lot was perced a very long time ago. It would need to be renewed, but we have documents for the original perc test. This lot is beautiful and in a great location for commuting, schools, shopping, nature trails, etc. Call today!

  Kadie Moffitt RE/MAX One

  6650 Solomons Island Rd N, Sunderland, MD 20689
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  /53

  $690,000

  • 4 Beds
  • 2.5 Baths
  • 2,440 Sq Ft

  1855 Three Brothers Way, Owings, MD 20736

  This is a custom PF Summers home filled with windows and lots of light! Located at the end of a cul-de-sac with 2.77 acres of beautiful privacy! You will be greeted by a grand two story family room with two stories of windows looking out to the back deck and dense trees. The yard features a large flat area to the left of the garage perfect for sporting events, play grounds or hot tub. Spring

  Gail Nyman RE/MAX United Real Estate

  1855 Three Brothers Way, Owings, MD 20736
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  /16

  $305,000

  • 2 Beds
  • 1 Bath
  • 719 Sq Ft

  6122 6th St, Chesapeake Beach, MD 20732

  This home has a 3.75% Assumable Loan. Reach out for more details. This delightful ranch home is nestled on a peaceful street in Summer City. Step through the front door to discover an open floor plan and a bright, welcoming living room. The kitchen offers a charming cottage feel, featuring blue cabinetry and stainless-steel appliances, including a microwave, range, and dishwasher. A cozy spot

  Samuel J Thomas Hyatt & Company Real Estate, LLC

  6122 6th St, Chesapeake Beach, MD 20732
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  /108

  $1,200,000

  • 6 Beds
  • 4.5 Baths
  • 6,169 Sq Ft

  5 Cross Point Dr, Owings, MD 20736

  Beautiful, former model home in the sought after community of Cross Point with 4 FINISHED LEVELS on a 1 acre wooded homesite! Six (6) Bedrooms, Four (4) Full Baths, Powder Room, Two Story Foyer, Two Story Family Room, Finished Attic/Loft, Finished Basement w/2nd Kitchen, Finished Office on Main Level with separate outside & inside entrance and 2 Car Detached Garage. Main level Gourmet Kitchen

  Lynn Smithburger CENTURY 21 New Millennium

  5 Cross Point Dr, Owings, MD 20736
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  /11

  $250,000

  • Land
  • 0.15 Acre
  • $1,666,667 per Acre

  8314 Bayside Rd, Chesapeake Beach, MD 20732

  Ready to make your move to Chesapeake Beach? Not only that, are you ready to build the house of your dreams with a water view? Come walk the lot of 8314 Bayside road to picture your future mornings sipping coffee on your front porch. Public Sewer and water hookups already available as well as electricity! Only a couple of blocks from the Chesapeake Bay, this lot is not only convenient to the

  Haley Taylor Real Broker, LLC - Dunkirk

  8314 Bayside Rd, Chesapeake Beach, MD 20732
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  /26

  $1,400,000

  • 3 Beds
  • 1 Bath
  • 1,144 Sq Ft

  3826 Harbor Rd, Chesapeake Beach, MD 20732

  Waterfront Property zoned Marine Commercial Residential which equates to so much potential located on Fishing Creek which leads out to the Chesapeake Bay. Features include 4 boat slips, Full Shedding Operation, Walk In Box, Shed. Views of the Water from one side faces Fishing Creek to the other side which face the Chesapeake Bay. 3 Bedrooms, 1 Bath (with additional bath rough in), Beautiful

  Tammy L Marlowe RE/MAX One

  3826 Harbor Rd, Chesapeake Beach, MD 20732

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