191

Homes for Sale near Kent Island High School

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  • /31

    $535,000

    • 6 Beds
    • 3 Baths
    • 3,500 Sq Ft

    205 Anchor Ln, Chester, MD 21619

    Price Improvement! Need more room? This expansive home is ready to welcome your whole family! With 6 bedrooms, 3 full bathrooms and an over-sized, 4-car garage, there's plenty of space for everyone to spread out and enjoy their own privacy. You'll be delighted by a mix of formal and casual living spaces, including a bright formal living room, a cozy lower-level family room, and a huge screened

    Darlene Winegardner RE/MAX Executive

    205 Anchor Ln, Chester, MD 21619
  • /8

    $140,000

    • Land
    • 0.34 Acre
    • $411,765 per Acre

    103 Chesapeake Estates Dr, Stevensville, MD 21666

    This 0.34-acre uncleared lot, located next to the entrance sign of the Chesapeake Estates community, is in a prime location for those seeking both relaxation and convenience. Public sewer available. Playground and picnic area at the waterfront community park. Easy access to the Bay Bridge, walking trails, shopping & restaurants. This lot offers a rare opportunity to create a personalized space

    Katie Waddell Gamble Realty, Inc

    103 Chesapeake Estates Dr, Stevensville, MD 21666
  • /55

    $569,000

    • 4 Beds
    • 2.5 Baths
    • 2,184 Sq Ft

    515 Bayside Dr, Stevensville, MD 21666

    PRICE DROP! This spacious colonial home is where comfort meets coastal charm!Tucked in the sought-after water privileged community of Bay City, this charming home offers relaxed Eastern Shore living with a touch of elegance and views of the Bay from the upper level.Inside, you’ll find beautiful wood floors, a main-level office, and two cozy fireplaces—one in the living room and another in

    The Williams Home Team Douglas Realty, LLC

    515 Bayside Dr, Stevensville, MD 21666
  • /63

    $589,600

    • 4 Beds
    • 2.5 Baths
    • 2,443 Sq Ft

    212 Ackerman Dr, Stevensville, MD 21666

    ******* HUGE PRICE IMPROVEMENT!! Wow, you do not want to miss it.****** Bright, Modern, Newer 4-Bedroom Home in Stevensville is 100% Move-In Ready! Welcome to 212 Ackerman Drive, a beautifully maintained, newer construction home (2023) offering 4 bedrooms and 2.5 baths, spacious 2 car attached garage with storage, and almost 2500SF of living space. The open main level features a bright living

    Violeta Aguirre Long & Foster Real Estate, Inc.

    212 Ackerman Dr, Stevensville, MD 21666
  • /81

    $3,950,000

    • 5 Beds
    • 4.5 Baths
    • 5,593 Sq Ft

    231 Lighthouse View Dr, Stevensville, MD 21666

    Unparalleled Waterfront Luxury on Lighthouse View DriveThis estate is the epitome of opulence in every inch! Nearly 6000 sq feet of luxury is now offered with all the amenities your heart desires. Unobstructed waterfront views of the Chesapeake Bay with perfect sunsets year-round. Less than 25 minutes from the metro area, this solid brick two-story colonial with a new 50-year

    Cynthia Sullivan Sullivan Select, LLC.

    231 Lighthouse View Dr, Stevensville, MD 21666
  • /18

    $275,000

    • Land
    • 0.46 Acre
    • $597,826 per Acre

    0 Reynolds Ave, Stevensville, MD 21666

    Looking for a nice cleared flat lot that happens to be sitting in a Chesapeake Bay waterfront community-Then come check this one out..Quick walk to the community beach, marina, waterfront bar & grill, and local shopping & Dining.Public sewer with a convenient commute to the Bay Bridge. Bring your beautiful new home plans and come see for your self.ATTENTION.... WHEN

    Patricia O'Donnell CENTURY 21 New Millennium

    0 Reynolds Ave, Stevensville, MD 21666
  • /53

    $515,000

    • 3 Beds
    • 2.5 Baths
    • 2,260 Sq Ft

    335 Larch Place, Stevensville, MD 21666

    Welcome Home to This Charming Two-Story Colonial with over 2200 sq ft of living space! Want more than just bedroom square footage but actual entertaining space? This home is for you! Formal living room and dining room which could be used for an office/playroom and more! Open family room, eat in kitchen and a large great room also! Nestled on a spacious lot backing to peaceful

    Heather Bold Berkshire Hathaway Homeservice Homesale Realty

    335 Larch Place, Stevensville, MD 21666
  • /77

    $510,000

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

    170 Harrier Way Unit 22, Chester, MD 21619

    For a limited time, $4000 credit towards Capital Contribution Fee for full price offer. When I asked the seller what is the best part of living here, she said......"the best things about my place is the balcony and view !! Unobstructed. No buildings directly between my unit and the river". Easy place to live !! Lock the door and leave everything to someone else !! Stunning condo with breathtaking

    Vic Pascoe Keller Williams Select Realtors of Annapolis

    170 Harrier Way Unit 22, Chester, MD 21619
  • /81

    $740,000

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

    170 Harrier Way Unit 34, Chester, MD 21619

    Recently reduced by $55,000 to $740,000 with immediate availability. This is one of only two on 3 bedroom condos on the market in Four Seasons with the immediate availability. Welcome to luxury condo living at Four Seasons at Kent Island, an active 55+ community packed with amenities. No need to wait for a new condo to be built – you can move in now to 170 Harrier Way #34. This third floor Severn

    Barry Davis Long & Foster Real Estate, Inc.

    170 Harrier Way Unit 34, Chester, MD 21619
  • /28

    $499,000

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

    1000 Herons Nest Way Unit 32, Chester, MD 21619

    Move in this May and enjoy low-maintenance living in the sought-after 55+ community of Four Seasons on Kent Island. This 2-bedroom, 2-bath home offers spacious one-level living with an open layout, freshly painted interiors, and a stylish kitchen featuring a modern glass subway tile backsplash—perfect for entertaining or relaxing. A 1-car garage with additional storage units keeps everything

    Jennifer Thomas RE/MAX Executive

    1000 Herons Nest Way Unit 32, Chester, MD 21619
  • /17

    $249,500

    • Land
    • 1.64 Acres
    • $152,134 per Acre

    201 Sawmill Ln, Grasonville, MD 21638

    Don't miss this rare opportunity to acquire 1.64 acres of subdividable land! According to the county, this lot can be divided into a total of 3 lots, and it is on public sewer, with one hook-up already on site. Whether you want to create a family compound or have investment ideas, this property has great potential. It backs up to large protected woods and offers views of beautiful open fields

    Chris Rosendale CR Realty

    201 Sawmill Ln, Grasonville, MD 21638
  • /59

    $488,000

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

    1000 Herons Nest Way Unit 22, Chester, MD 21619

    Welcome to 1000 Heron's Nest Way. This Chester model has scenic, seasonal views of Macum Creek, beautiful sunrises, and an incredible display of wildlife in all seasons. With 1900 square feet of open living space this home has a great layout for entertaining family and friends. The spacious great room, adjacent to the dining area and kitchen, provide an open area for gatherings. The gourmet

    Ralph Kennedy RE/MAX Executive

    1000 Herons Nest Way Unit 22, Chester, MD 21619
  • /102

    $1,295,000

    • 5 Beds
    • 4.5 Baths
    • 5,399 Sq Ft

    141 Winchester Ave, Grasonville, MD 21638

    NEW PRICE! WOW! Welcome to 141 Winchester Avenue, an exceptional waterfront property in the charming community of Grasonville, near Kent Island. This custom-built home, constructed in 2006, sited at the end of the peninsula facing Winchester Creek boasts 180-degree unobstructed water views, 265 feet of water frontage over one-third+ of an acre, offering an unparalleled sense of tranquility and

    Gitika Kaul Compass

    141 Winchester Ave, Grasonville, MD 21638
  • /22

    $60,000

    • Land
    • 0 Acre

    111 Saddler Way Unit 46F, Grasonville, MD 21638

    Wonderful LOT now available at Beach Harbor Camper's Co Op which is a Private, Gated Membership on the Chester River! Unique camping in the woods and on the shore. 6 Miles East of the Chesapeake Bay Bridge. 3 Season Campground Open Mid March to Mid November 263 Lots, water and sewer hook-up. This lot has a great paver patio, shed with full size refrig, patio furniture included

    Deborah Iversen Century 21 Don Gurney

    111 Saddler Way Unit 46F, Grasonville, MD 21638
  • /8

    $175,775

    • Land
    • 0.33 Acre
    • $532,652 per Acre

    0 Chesapeake Estates Dr, Stevensville, MD 21666

    Create your dream home on this desirable 0.33-acre corner lot located in the established Chesapeake Estates community—a prime setting for enjoying all that Stevensville and Kent Island have to offer.

    Dina Baxter Rosendale Realty

    0 Chesapeake Estates Dr, Stevensville, MD 21666
  • /50

    $14,950,000

    • 8 Beds
    • 10 Baths
    • 20,013 Sq Ft

    200 Bridgeview Ln, Stevensville, MD 21666

    Commanding 18.67 private acres with sweeping views of the Chesapeake Bay and its iconic bridge, 200 Bridgeview Lane is a world-class waterfront estate of unprecedented scale and refinement. The residence harmonizes architectural grandeur with the serenity of coastal living. Approached through a gated drive that unfolds past manicured lawns and sculpted gardens, the property immediately

    Brad Kappel TTR Sotheby's International Realty

    200 Bridgeview Ln, Stevensville, MD 21666
  • /9

    $110,000

    • Land
    • 0.47 Acre
    • $234,043 per Acre

    Lot 8 Ackerman Dr, Stevensville, MD 21666

    This spacious lot offers a unique opportunity to build your perfect home, backing up to peaceful open space for added privacy and natural beauty. With public sewer hook-up already set up, it’s ready for construction! Choose your own builder, or let us assist you in finding the right builder to bring your vision to life.The community is growing, with many new homes being built in the area,

    Dee Dee McCracken Coldwell Banker Realty

    Lot 8 Ackerman Dr, Stevensville, MD 21666
  • /27

    $464,900

    • 3 Beds
    • 2 Baths
    • 1,248 Sq Ft

    1340 Queen Anne Dr, Chester, MD 21619

    Discover the charm of this fully updated ranch in a serene, water-privileged community! With a spacious yard and an inviting open floor plan, this home features a stunning new kitchen complete with a large white granite island, sleek white cabinets, and stainless steel appliances. Sunlight floods the dining area through new sliding doors, while the generous living room is accented with stylish

    Darlene Winegardner RE/MAX Executive

    1340 Queen Anne Dr, Chester, MD 21619
  • /15

    $275,000

    • Land
    • 0.68 Acre
    • $404,412 per Acre

    0 Parks Rd, Chester, MD 21619

    Kent Island Waterfront on Cox Creek!! Public Sewer available, road frontage is 45ft. This is a flag lot with opening on the waterfront of 108 ft. This property does not have a pier, so please do not go on pier. This is the perfect lot to build your dream home. The natural environment has wildlife and waterfowl and as well as good fishing and crabbing. If you want a piece of the shore-life

    Linda Austin Long & Foster Real Estate, Inc.

    0 Parks Rd, Chester, MD 21619
  • /2

    $50,000

    • Land
    • 1.42 Acres
    • $35,211 per Acre

    8905 Romancoke Rd, Stevensville, MD 21666

    Don’t miss this rare opportunity to own 1.42 acres of land comprising Lots 1, 2, and 3 in the desirable Contract fell through and its back on the market.Romancoke community. Located just six blocks from the Chesapeake Bay.Enjoy community amenities including a beach area and boat ramp, perfect for those seeking a waterfront lifestyle. There is no water or sewer available at this time so

    Greg Salley Long & Foster Real Estate, Inc.

    8905 Romancoke Rd, Stevensville, MD 21666
  • /10

    $75,000

    • Land
    • 0.7 Acre
    • $107,143 per Acre

    Lot 7 Maple Rd, 4, Kent Island, MD 21666

    Anne Schmidt Long & Foster Real Estate, Inc.

    Lot 7 Maple Rd, 4, Kent Island, MD 21666
  • /2

    $199,000

    • 2 Beds
    • 1 Bath
    • 1,240 Sq Ft

    4926 Main St, Grasonville, MD 21638

    Jonathan Minerick Homecoin.com

    4926 Main St, Grasonville, MD 21638
  • /30

    $644,900 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
  • /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
  • /48

    $1,400,000 New Construction

    • 5 Beds
    • 4.5 Baths
    • 3,225 Sq Ft

    111 Flycatcher Way, Chester, MD 21619

    The Tuscaloosa Model Home offers an exceptional open-concept design enriched with high-end finishes and thoughtful upgrades throughout. Available for immediate settlement with a rent-back opportunity, this expansive home features 5 bedrooms, 4.5 baths, and a 3-car garage, delivering both space and sophistication. Standout features include a dedicated home office, an inviting fireplace, and a

    Mary Anne Kowalewski KOVO Realty

    111 Flycatcher Way, Chester, MD 21619
  • /49

    $1,100,000 New Construction

    • 2 Beds
    • 2 Baths
    • 1,993 Sq Ft

    127 Flycatcher Way, Chester, MD 21619

    The Jenkins Model Home offers a beautifully crafted open-concept layout paired with high-end designer finishes throughout—now available for immediate settlement with a rent-back opportunity. Thoughtfully designed with 2 bedrooms, 2 baths, and a 2-car garage, this home blends comfort, sophistication, and convenience. Standout features include a dedicated home office, a cozy fireplace, and a

    Mary Anne Kowalewski KOVO Realty

    127 Flycatcher Way, Chester, MD 21619
  • /8

    $879,900 New Construction

    • 2 Beds
    • 2.5 Baths
    • 2,010 Sq Ft

    117 Redstart Dr, Chester, MD 21619

    Charming kitchen featuring Brellin White cabinets & Statuary Classique quartz countertops. Connected great room & dining area featuring striking vault with painted ceiling beams. Cozy fireplace adds warmth & character to main living spaces. Tranquil primary suite featuring generous walk-in closet. Polished primary bath with dual vanities & matte black finishes. Versatile screened patio for

    K. Hovnanian Homes Builder
    117 Redstart Dr, Chester, MD 21619
  • /20

    $879,900 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
  • /25

    $869,900 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
  • /68

    $1,099,900 New Construction

    • 5 Beds
    • 3.5 Baths
    • 3,036 Sq Ft

    203 Riverside Dr, Chester, MD 21619

    To-be-built 5BR, 3.5BA waterfront home by Laine Street Homes — now under construction and perfectly positioned to capture breathtaking sunrises over the waterfront of Crab Alley Creek. Thoughtfully designed for modern coastal living, this home will offer panoramic water views from the main level and the primary suite, filling the interior with natural light and scenic beauty. The bright layout

    Chrissy Schultz Long & Foster Real Estate, Inc.

    203 Riverside Dr, Chester, MD 21619
  • /12

    $499,900 New Construction

    • 3 Beds
    • 2 Baths
    • 1,250 Sq Ft

    0 Harbor Dr, Chester, MD 21619

    New home being built! Act now and pick all your colors! Finished models can be seen! Call agent for details.

    DJ Dauses Coldwell Banker Waterman Realty

    0 Harbor Dr, Chester, MD 21619
  • /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
  • /49

    $498,750 New Construction

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

    208 Long Point Rd, Stevensville, MD 21666

    Builder Inventory Reduction Sale! Price is good for the month of November and then going back up! 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

    DJ Dauses Coldwell Banker Waterman Realty

    208 Long Point Rd, Stevensville, MD 21666
  • /48

    $654,900 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

    Mary Anne Kowalewski KOVO Realty

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

    $654,900 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

    Mary Anne Kowalewski KOVO Realty

    630 Warbler Way Unit 2233, Chester, MD 21619
  • /68

    $1,350,000 New Construction

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

    132 Wheelhouse Way, Chester, MD 21619

    This beautifully designed Chester Model Home offers sophisticated comfort and modern convenience, ready for immediate move-in with a flexible month-to-month leaseback opportunity. Featuring 2 bedrooms, 2.5 baths, and a 1-car garage, this home blends style and function seamlessly.Thoughtful touches include a fully furnished interior, a dry bar perfect for entertaining, and an electric

    Mary Anne Kowalewski KOVO Realty

    132 Wheelhouse Way, Chester, MD 21619
  • /45

    $869,900 Open Thu 11AM - 4PM

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

    527 Warbler Way, Stevensville, MD 21666

    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 great room.

    Mary Anne Kowalewski KOVO Realty

    527 Warbler Way, Stevensville, MD 21666
  • /62

    $724,900 New Construction

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

    630 Warbler Way Unit 2224, Chester, MD 21619

    Introducing the Severn Lot 2224, projected to settle in May 2026. This thoughtfully designed home offers 3 bedrooms, 2.5 baths, and a 1-car garage. Interior highlights include a dry bar, electric fireplace, a spacious owner’s suite with a sitting room, and large walk-in closets. The kitchen is beautifully appointed with a single oven, microwave, gas cooktop, range hood, dishwasher,

    Mary Anne Kowalewski KOVO Realty

    630 Warbler Way Unit 2224, Chester, MD 21619
  • /18

    $1,125,000 New Construction

    • 4 Beds
    • 3.5 Baths

    1757 Harbor Dr, Chester, MD 21619

    *****Immediate Delivery*****WATERFRONT DEEP WATER ****Schedule showoing today! The Blue Heron is a new home design offered by Lacrosse Homes. The single family design features now one but TWO decks -- one from the second floor great room and the second from the third level primary bedroom suite. Take in all the beautiful sights and sounds of a Coastal Maryland lifestyle in this home built for

    George Bailey Keller Williams Flagship

    1757 Harbor Dr, Chester, MD 21619

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