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Homes for Sale in 21666

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  • /21

    $565,990 New Construction

    • 2 Beds
    • 2.5 Baths
    • 1,900 Sq Ft

    630 Warbler Way Unit 22, Chester, MD 21619

    Functional home office with elegant French doors. Beautiful gourmet kitchen with pendant lighting. Spacious dining area and great room with electric fireplace. Palatial owner's suite with triple windows & balcony access. Glamorous owner's spa bath featuring split vanities. Beautiful balcony for outdoor enjoyment.

    K. Hovnanian Homes Builder
    630 Warbler Way Unit 22, Chester, MD 21619
  • /86

    $719,900 Open Sat 11AM - 1PM

    • 4 Beds
    • 3.5 Baths
    • 2,624 Sq Ft

    418 Bay City Rd, Stevensville, MD 21666

    Get ready to be impressed by this stunning home - JUST LISTED & OPEN Sat 12/20 from 11am-1pm. As you drive up you’ll immediately fall in love with the impressive architecture of the home and the incredible water views! As you step inside, you’ll be greeted by gleaming wide plank flooring, fresh neutral paint, and an ideal lay out offering multiple living spaces. The first level features a private

    Violeta Aguirre Long & Foster Real Estate, Inc.

    418 Bay City Rd, Stevensville, MD 21666
  • /8

    $499,990 New Construction

    • 2 Beds
    • 2.5 Baths
    • 2,003 Sq Ft

    630 Warbler Way Unit 12, Chester, MD 21619

    Charming gourmet kitchen featuring center island & ample counter space. Electric fireplace adds warmth to spacious great room. Refined dining area with dry bar. Functional home office for studying or reading. Private owner's suite & spa bath with walk-in closet. Versatile covered patio for outdoor relaxation.

    K. Hovnanian Homes Builder
    630 Warbler Way Unit 12, Chester, MD 21619
  • /25

    $799,990 New Construction

    • 3 Beds
    • 3 Baths
    • 2,772 Sq Ft

    527 Warbler Way, Chester, MD 21619

    Polished kitchen featuring Brellin White cabinets & Statuary Clasique quartz countertops. Spacious great room with stylish ceiling treatment & warm fireplace. Private Extra Suite for overnight guests. Functional home office for working remotely. Lavish primary suite & bath featuring generous walk-in closet. Inviting screened patio for outdoor enjoyment. Attached 3-car garage provides ample

    K. Hovnanian Homes Builder
    527 Warbler Way, Chester, MD 21619
  • /33

    $415,000

    • 3 Beds
    • 2 Baths
    • 1,696 Sq Ft

    122 E Main St, Stevensville, MD 21666

    122 E Main Street brings timeless colonial architecture to the heart of Historic Stevensville. Thoughtful updates, natural light, and generous room sizes create a home that feels both polished and comfortable. The kitchen is bright and efficient, offering extensive cabinet and counter space. A wide living and dining area anchors the main level, providing one cohesive space for gathering and

    Braden Maley Cummings & Co. Realtors

    122 E Main St, Stevensville, MD 21666
  • /9

    $555,555 Coming Soon

    • 4 Beds
    • 3 Baths
    • 2,676 Sq Ft

    511 Chesapeake Ave, Stevensville, MD 21666

    Discover the perfect blend of coastal living and everyday comfort in this spacious 4-bedroom, 3-bath single-family home located in the lovely area of Stevensville. Set on a generous 0.39-acre private fully fenced in lot. Ideal for those who enjoy entertaining, recreation, gardening or simply rest and relaxation with the Chesapeake Bay in your own backyard. Inside, you’ll find a bright and

    Catalina Sandoval RE/MAX Realty Centre, Inc.

    511 Chesapeake Ave, Stevensville, MD 21666
  • /42

    $3,495,000

    • 4 Beds
    • 5 Baths
    • 5,900 Sq Ft

    200 Mallard Cove Ln, Stevensville, MD 21666

    Welcome to 200 Mallard Cove, a rare 15-acre waterfront estate on Maryland’s Eastern Shore, just 23 miles from Annapolis and moments from the Bay Bridge. This private coastal retreat offers an extraordinary blend of refined living, panoramic Chesapeake Bay views, and the wide-open feeling that defines life on the Shore. A long, tree-lined, 1/4-mile paved driveway leads you through acres of

    Brad Kappel TTR Sotheby's International Realty

    200 Mallard Cove Ln, Stevensville, MD 21666
  • /30

    $644,990 New Construction

    • 2 Beds
    • 2.5 Baths
    • 1,900 Sq Ft

    630 Warbler Way Unit 33, Chester, MD 21619

    Charming gourmet kitchen featuring designer cabinetry & wall oven. Open concept living spaces with electric fireplace & dry bar. Private owner's suite for rest & relaxation. Refreshing primary bath featuring split vanities. Functional home office featuring double doors for added privacy. Lovely balcony for spending time with friends.

    K. Hovnanian Homes Builder
    630 Warbler Way Unit 33, Chester, MD 21619
  • /20

    $849,990 New Construction

    • 3 Beds
    • 3 Baths
    • 2,772 Sq Ft

    519 Warbler Way, Chester, MD 21619

    Convenient Extra Suite for guests to stay overnight. Functional home office off foyer for working from home. Breathtaking kitchen with Winstead Maple Flagstone cabinetry. Beautiful Calacatta Abezzo quartz countertops & island. Refined great room & equisite fireplace. Intimate dining area for hosting dinner parties. Private primary suite & spa-like bath with dual vanities. Stunning screened patio

    K. Hovnanian Homes Builder
    519 Warbler Way, Chester, MD 21619
  • /21

    $1,100,000 Open Sat 11:30AM - 1:30PM

    • 5 Beds
    • 3.5 Baths
    • 2,600 Sq Ft

    101 Beachside Dr, Stevensville, MD 21666

    Owner has found home of choice, please bring offers. You can install new bulkhead and fishing pier. Boat ramp is directly across the street. Nantucket meets the Bay in this 5 bedrooms, 3.5 baths Carriage style home. The Coastal charmer has views from nearly every room, with the house wrapping around both creek and bay views. Recent improvements include true hardwood floors, new doors, siding,

    Candice Friday Coastal Realty Maryland

    101 Beachside Dr, Stevensville, MD 21666
  • /24

    $610,000

    • 4 Beds
    • 2.5 Baths
    • 2,232 Sq Ft

    325 Larch Place, Stevensville, MD 21666

    Professional photos coming! Discover the charm and space you’ve been looking for at 325 Larch Place in Cloverfields! This updated and expanded 4-bedroom, 2.5-bath home offers a warm, inviting feel with multiple living spaces that can be customized to fit your lifestyle, whether you need a cozy family room, a formal dining area, a playroom, or all of the above. The large kitchen features stainless

    Marti McGinty Chesapeake Real Estate Associates, LLC

    325 Larch Place, Stevensville, MD 21666
  • /75

    $614,950

    • 4 Beds
    • 2.5 Baths
    • 2,580 Sq Ft

    306 N Lake Rd, Stevensville, MD 21666

    Recently Updated Spacious 2-Story w/ 4 Bedrooms, 2.5 Baths Plus Main Level Bedroom/Office & Rec Room! Located in Sought After Kent Island Estates! Beautiful New Tiled Bathrooms! Huge .60 Acre Level Fenced Lot w/ Water Views of Tolson Creek! Oversized 2-Car Garage w/Auto-Openers & Ample Off–Street Parking for the Camper, Boat, Etc! Public Sewer Too! Updated Kitchen Boasts White Cabinets, Breakfast

    Bill Beam Beam Realty Group, Inc.

    306 N Lake Rd, Stevensville, MD 21666
  • /19

    $714,990 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,602 Sq Ft

    630 Warbler Way Unit 24, Chester, MD 21619

    Gourmet kitchen with central island for prep & dining. Dining area enhanced by a built-in dry bar. Great room warmed by an electric fireplace. Owner’s suite with private sitting room retreat. Balcony accessible from both great room & sitting room. Owner’s suite includes dual walk-in closets. Spa-inspired owner’s bath with dual vanities.

    K. Hovnanian Homes Builder
    630 Warbler Way Unit 24, Chester, MD 21619
  • /30

    $644,990 New Construction

    • 2 Beds
    • 2.5 Baths
    • 1,900 Sq Ft

    630 Warbler Way Unit 32, Chester, MD 21619

    Efficient gourmet kitchen featuring designer cabinetry & center island. Spacious great room with electric fireplace. Charming dining area featuring dry bar. Lavish owner's suite & spa bath with walk-in closet. Productive home office featuring double doors. Versatile balcony for outdoor relaxation.

    K. Hovnanian Homes Builder
    630 Warbler Way Unit 32, Chester, MD 21619
  • /70

    $875,000

    • 5 Beds
    • 3.5 Baths
    • 3,128 Sq Ft

    2806 Love Point Rd, Stevensville, MD 21666

    Enjoy your custom waterfront paradise, nestled in the heart of scenic Love Point on Kent Island and overlooking the Chester River inlet. This five-bedroom, three-and-a-half-bath home features two main-floor master suites on opposite sides of the house—perfect for multigenerational living or providing extra space for visiting friends and family. Inside, you’ll find recently refinished hardwood

    Agent Photo

    Amy Juras

    Long & Foster Real Estate, Inc.

    (410) 970-3037

    2806 Love Point Rd, Stevensville, MD 21666
  • /45

    $480,000

    • 4 Beds
    • 3 Baths
    • 2,640 Sq Ft

    620 Old Love Point Rd, Stevensville, MD 21666

    Seller is open to considering creative offers and/or credits; reach out to Listing Agent with any questions - Over *2,600sqft* of living space located in the desirable Cloverfields community. Enjoy being near the water and having access to the many community amenities, including a community pool, playgrounds, and gathering areas. This home boasts 4 large bedrooms and 3 full bathrooms; 2-bedrooms

    Michael McVearry Berkshire Hathaway HomeServices PenFed Realty

    620 Old Love Point Rd, Stevensville, MD 21666
  • /11

    $550,000

    • 3 Beds
    • 2 Baths
    • 1,524 Sq Ft

    526 Victoria Dr, Stevensville, MD 21666

    Charming waterview rancher with an attached 2-car garage, located on a beautiful and quiet street in Stevensville! This property features a welcoming front porch and a peaceful setting with partial water views from the front of the home. The generous lot offers plenty of outdoor space and curb appeal. Perfectly situated at 526 Victoria Dr, this home offers unbeatable convenience — close to local

    Pennye Green Long & Foster Real Estate, Inc.

    526 Victoria Dr, Stevensville, MD 21666
  • /63

    $484,900

    • 4 Beds
    • 4 Baths
    • 2,304 Sq Ft

    111 Keenan Way, Stevensville, MD 21666

    Immaculately well-kept END of Group 2300SQ FT Townhome located in the Amenity filled Ellendale Community on Kent Island. Home features Gleaming Hardwood floors in Foyer & Family Room, Gourmet Kitchen w/ 18x18 Tile - 42" Cherry Kitchen Cabinets - Granite Counters - Center Island - Double Wall Ovens, 9ft ceilings on ALL 3 levels, 12x20 Trex Deck, Owner's Suite w/ Walk in Closet, En-suite bath w/

    Jennifer Norfolk Coldwell Banker Waterman Realty

    111 Keenan Way, Stevensville, MD 21666
  • /21

    $2,895,000

    • 4 Beds
    • 4.5 Baths
    • 6,361 Sq Ft

    220 Old Steamship Rd, Stevensville, MD 21666

    WATERFRONT (20 acres) located on the Northern section of Kent Island, in the area of larger acreage estates, the "Pink House" provides a peaceful respite from the rush of the world. As easy 5 minute drive from the Chesapeake Bay Bridge the home offers access to the western shore metro areas. With over a 1000' of protected shoreline fronting along the broad, open waters of the Chester River the

    Sharon Tryon Long & Foster Real Estate, Inc.

    220 Old Steamship Rd, Stevensville, MD 21666
  • /84

    $720,000

    • 6 Beds
    • 4 Baths
    • 3,536 Sq Ft

    109 Chesapeake Bay Dr, Stevensville, MD 21666

    Welcome to this beautiful Kent Island home with views of the Chesapeake Bay offering two full living spaces — a spacious main level and a private in-law suite — perfect for multigenerational living or guest accommodations. The main living area, located on the second floor, features vaulted ceilings with exposed cross-beams, creating an open and airy feel. The living room showcases a wall of

    Dustin Oldfather Compass

    109 Chesapeake Bay Dr, Stevensville, MD 21666
  • /22

    $679,900 New Construction

    • 4 Beds
    • 2.5 Baths

    312 Columbia Ln, Stevensville, MD 21666

    New Construction to be built in Queen Anne Colony. Water Privileged plus a community park and kayak launch. A serene lifestyle awaits you for full-time living or vacation home, all on 1 level. Make this your home with your personal selections, and you can move in this summer. Model home available to tour. The best of Eastern Shore living just 5 minutes from the Bay Bridge. Enjoy your home as well

    George Bailey Keller Williams Flagship

    312 Columbia Ln, Stevensville, MD 21666
  • /58

    $649,000

    • 4 Beds
    • 2.5 Baths
    • 2,556 Sq Ft

    122 Mallard Dr, Stevensville, MD 21666

    Welcome to this beautifully maintained 4-bedroom, 2.5-bath home with an attached two-car garage, nestled in one of South Kent Island’s most desirable communities. The home offers a comfortable layout featuring an open kitchen and family room with fireplace, perfect for gathering and entertaining. Enjoy the inviting front porch overlooking mature landscaping and a private backyard setting ideal

    Agent Photo

    Petra Quinn

    Realty Navigator

    (443) 256-4343

    122 Mallard Dr, Stevensville, MD 21666
  • /40

    $529,000

    • 4 Beds
    • 3 Baths
    • 2,162 Sq Ft

    122 S Carolina Rd, Stevensville, MD 21666

    Welcome to 122 S Carolina Rd! This 4-bed, 3-bath home offers over 2,100 sq ft of stylish, comfortable living. And at 4 years-young, it still feels like a brand new home. The upgraded kitchen features 42” soft-close cabinets, granite countertops, a gas range, and a sliding door leading to the composite deck overlooking the well-manicured lawn. The upper level holds the spacious primary suite,

    Lauren McMullen Next Step Realty

    122 S Carolina Rd, Stevensville, MD 21666
  • /2

    $879,900 New Construction

    • 4 Beds
    • 3.5 Baths

    303 Queen Anne Club Dr, Stevensville, MD 21666

    New Construction to be built in Queen Anne Colony. First floor primary and spacious open floor plan.Water View plus a community park and kayak launch. A serene lifestyle awaits you for full-time living or vacation home. Make this your home with your personal selections,and be ready for summer on The Shore. The best of Eastern Shore living just 5 minutes from the Bay Bridge. Enjoy your home as

    George Bailey Keller Williams Flagship

    303 Queen Anne Club Dr, Stevensville, MD 21666
  • /52

    $550,000 New Construction

    • 4 Beds
    • 2.5 Baths
    • 1,700 Sq Ft

    208 Long Point Rd, Stevensville, MD 21666

    HOUSE IS UP AND COMPLETE! Welcome to your brand new coastal retreat on beautiful Kent Island! This stunning 4-bedroom, 2.5-bath home is perfectly situated just one block from the water, offering a relaxed Eastern Shore lifestyle with modern luxury and comfort. Enjoy minor waterviews, refreshing breezes, and all the charm of island living in this thoughtfully crafted home. Inside, you’ll find 9’

    DJ Dauses Coldwell Banker Waterman Realty

    208 Long Point Rd, Stevensville, MD 21666
  • /42

    $2,495,000

    • 4 Beds
    • 4.5 Baths
    • 4,906 Sq Ft

    205 Lighthouse View Dr, Stevensville, MD 21666

    Unobstructed, breathtaking views of the Chesapeake Bay! This stunning and newly remodeled waterfront home sits on a double lot along one of the most picturesque and peaceful streets—just minutes from the Bay Bridge yet worlds away from it all. A new rip rap shoreline and 350 feet of water frontage create a private, protected setting enhanced by mature landscaping and a spacious, level yard with a

    Brad Kappel TTR Sotheby's International Realty

    205 Lighthouse View Dr, Stevensville, MD 21666
  • /48

    $644,990 New Construction

    • 2 Beds
    • 2.5 Baths
    • 1,900 Sq Ft

    630 Warbler Way Unit 2232, Chester, MD 21619

    The Chester blends modern design with everyday comfort in a thoughtfully designed layout perfect for both work and relaxation. Featuring 2 bedrooms, 2.5 baths, and a 1-car garage, this home offers stylish finishes and smart functionality throughout. Standout features include a home office with lited French doors, an electric fireplace that adds warmth and ambiance, and a convenient dry bar for

    Mary Anne Kowalewski KOVO Realty

    630 Warbler Way Unit 2232, Chester, MD 21619
  • /48

    $644,990 New Construction

    • 2 Beds
    • 2.5 Baths
    • 1,900 Sq Ft

    630 Warbler Way Unit 2233, Chester, MD 21619

    The Chester blends modern design with everyday comfort in a thoughtfully designed layout perfect for both work and relaxation. Featuring 2 bedrooms, 2.5 baths, and a 1-car garage, this home offers stylish finishes and smart functionality throughout. Standout features include a home office with lited French doors, an electric fireplace that adds warmth and ambiance, and a convenient dry bar for

    Mary Anne Kowalewski KOVO Realty

    630 Warbler Way Unit 2233, Chester, MD 21619
  • /27

    $715,000

    • 3 Beds
    • 2 Baths
    • 1,967 Sq Ft

    116 Mallard Dr, Stevensville, MD 21666

    Truly a rare find. Visit this stunning home on Kent Island, Maryland’s Eastern Shore! You will instantly fall in love with this beautifully designed property with views of Mallard Pond from the spacious front porch and screened in side porch. While blending with the inspiring natural surroundings, this home is designed for comfort, serenity and hospitality. Built in 2000, this home has almost

    Stephanie Smith Select Premium Properties, Inc

    116 Mallard Dr, Stevensville, MD 21666
  • /43

    $449,500

    • 3 Beds
    • 2 Baths
    • 1,604 Sq Ft

    515 Love Point Rd, Stevensville, MD 21666

    Welcome to 515 Love Point Road — a fully renovated farmhouse-style home just steps from historic downtown Stevensville. This charming home perfectly blends coastal comfort and modern living in one inviting space.Step inside to a brand-new kitchen featuring all-new cabinetry, granite countertops, and stainless steel appliances. The home offers three spacious bedrooms and two full baths, each

    Alex Hodges Cottage Street Realty LLC

    515 Love Point Rd, Stevensville, MD 21666
  • /60

    $484,999

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

    922 Petinot Place, Stevensville, MD 21666

    Spacious & Updated Home in Cloverfields on Kent Island Welcome to this beautifully improved home located in the desirable Cloverfields community on Kent Island in Stevensville. Set on an oversized double lot with a private, tree-lined backyard with a brand-new privacy fence, this 3 bedroom, 2 bath home offers over 2,300 sq ft of total living space and a long list of recent upgrades. On the upper

    Jen Voshell Coldwell Banker Chesapeake Real Estate Company

    922 Petinot Place, Stevensville, MD 21666
  • /13

    $190,000

    • Land
    • 0.34 Acre
    • $558,824 per Acre

    306 Irene Way, Stevensville, MD 21666

    This is an enticing real estate listing and the opportunity to build your own dream home! This lot is in Bay City, and offers a lot of potential, especially with its waterfront views, community amenities like boat launch access, and play areas. The convenience of having the sewer and water connections already installed and paid for is a big plus, and being minutes from the Bay Bridge is perfect

    Dee Dee McCracken Coldwell Banker Realty

    306 Irene Way, Stevensville, MD 21666
  • /45

    $799,990 Open Sat 11AM - 4PM

    • 3 Beds
    • 3 Baths
    • 2,789 Sq Ft

    527 Warbler Way, Stevensville, MD 21666

    Ready NOW! This stunning Kerr home offers an inviting open floor plan designed for both comfort and functionality. Featuring 3 bedrooms, 3 baths, and a spacious 3-car garage, this home perfectly blends everyday ease with elevated style. Highlights include a dedicated home office, a cozy screened patio for outdoor relaxation, and a dramatic 2-story stone fireplace that serves as the heart of the

    Mary Anne Kowalewski KOVO Realty

    527 Warbler Way, Stevensville, MD 21666
  • /48

    $499,000

    • 4 Beds
    • 2 Baths
    • 1,724 Sq Ft

    123 Long Point Rd, Stevensville, MD 21666

    Perfect for anyone wanting to be near the water, simplify, live on Kent Island and enjoy the the Eastern Bay only minutes away. Step into this beautifully remodeled waterview coastal home just one block from the water and Romancoke pier. Featuring striking white siding, black accents, and all-new exterior updates, this home offers modern coastal curb appeal and a bright, airy interior filled with

    Camille Bullard Coldwell Banker Realty

    123 Long Point Rd, Stevensville, MD 21666
  • /58

    $349,999

    • 3 Beds
    • 1 Bath
    • 907 Sq Ft

    410 Stafford Rd, Stevensville, MD 21666

    Welcome to your storybook cottage in Bay City, Stevensville—just steps from the shimmering waters of the Chesapeake. This isn’t just a house; it’s a lifestyle. Imagine morning coffee with water views, evening strolls by the pier, and sunsets that look like they belong on a postcard (or better yet, a Hallmark movie). Community Perks You'll LoveBay City is one of Kent Island’s most sought-after

    Agent Photo

    Petra Quinn

    Realty Navigator

    (410) 671-0657

    410 Stafford Rd, Stevensville, MD 21666
  • /28

    $249,900

    • 3 Beds
    • 1.5 Baths
    • 968 Sq Ft

    1 UNIT 2 Compass Cir, Stevensville, MD 21666

    Updated 2/3 Bedroom Condo with Garage in Water-Privileged Community! Immediate Occupancy is available! Motivated Seller! Beautifully renovated two-level condo offering 2/3 bedrooms, 1.5 baths, and a one-car garage. This home has been thoughtfully updated over the past five years, including newer carpet and luxury vinyl plank flooring, a remodeled kitchen and bathrooms, and a new Bosch HVAC

    Heather Bold Berkshire Hathaway Homeservice Homesale Realty

    1 UNIT 2 Compass Cir, Stevensville, MD 21666
  • /53

    $1,795,000

    • 4 Beds
    • 3 Baths
    • 3,063 Sq Ft

    802 Broadcreek Dr, Stevensville, MD 21666

    Beautiful contemporary with soaring ceilings, hardwood floors and wall of glass looking out to the waterfront pool and sweeping views of Broad Creek. Protected water, yet a quick trip to the Bay. Home includes the open floorplan everyone wants. New three season sunroom poolside is great for cracking crabs. First floor office can be used as a bedroom, with a full bath just around the corner.

    Bob McWilliams Coldwell Banker Realty

    802 Broadcreek Dr, Stevensville, MD 21666
  • /65

    $679,000

    • 5 Beds
    • 3 Baths
    • 3,400 Sq Ft

    145 N Lake Dr, Stevensville, MD 21666

    Seller to pay up to $10,000.00 in buyer settlement fees. Contact the listing agent for details. This beautifully renovated multi-level home features over 3,000 sqft, and is situated on one of the nicest 1.3 acre lots in the community. It is within walking distance to the community's private waterfront access overlooking the Chesapeake Bay. The main level boasts an enormous, updated kitchen with

    John Freeman Coldwell Banker Realty

    145 N Lake Dr, Stevensville, MD 21666
  • /13

    $359,999

    • 4 Beds
    • 1 Bath
    • 1,325 Sq Ft

    9401 Romancoke Rd, Stevensville, MD 21666

    Rare Kent Island Opportunity — Let Your Imagination Run Wild! *.74 Acre sized corner lot with public water & sewer. Just steps from Romancoke fishing pier!Bring your ideas, your plans, and your vision — because this huge corner lot is ready for whatever you can dream up! Opportunities like this on Kent Island don’t come around often. Whether you’re envisioning a custom renovation, a new

    susan taylor Chaney Homes, LLC

    9401 Romancoke Rd, Stevensville, MD 21666
  • /25

    $435,000

    • 3 Beds
    • 2 Baths
    • 1,232 Sq Ft

    134 Benton Rd, Stevensville, MD 21666

    Welcome to this beautifully maintained ranch-style home in Stevensville, offering a perfect blend of comfort, convenience, and thoughtful upgrades. With 3 bedrooms, 2 full bathrooms, and 1,232 square feet of single-level living, this home sits on nearly a half-acre lot, providing plenty of outdoor space while still being close to all that Kent Island has to offer. Parks and ball field with in

    Steve DeBoe Keller Williams Realty

    134 Benton Rd, Stevensville, MD 21666

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