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2703 Sherman Dr, Chester image
2703 Sherman Dr, Chester $699,000

Nestled in the serene Harbor View subdivision, this Colonial-style home offers a perfect blend of luxury and comfort. The interior features elegant bamboo and ceramic til...

  • 3 Beds
  • 3 Baths
Courtesy of Rosendale Realty

Listing courtesy of Rosendale Realty. Contact:

2011 Stevens Dr, Chester image
2011 Stevens Dr, Chester $489,900

Welcome to 2011 Stevens Drive — a completely renovated home offering exceptional one-level living with a spacious, open floor plan and a long list of thoughtful upgrades ...

  • 3 Beds
  • 2 Baths
Courtesy of Samson Properties

Listing courtesy of Samson Properties. Contact:

1717 Harbor Dr, Chester image
1717 Harbor Dr, Chester $1,250,000

Discover exceptional waterfront living on picturesque Cox Creek. Beautifully renovated approximately four years ago, this move-in-ready home combines modern updates with ...

  • 3 Beds
  • 3 Baths
Courtesy of Chesapeake Real Estate Associates, LLC

Listing courtesy of Chesapeake Real Estate Associates, LLC. Contact:

2513 Cecil Dr, Chester image
2513 Cecil Dr, Chester $1,290,000 ▼

Waterfront homes are common on Kent Island. Waterfront acreage is not. The difference is the land -- and at 1.65 acres with 205 feet of protected shoreline, this property...

  • 5 Beds
  • 2 Baths
Courtesy of Real Broker, LLC - Chester

Listing courtesy of Real Broker, LLC - Chester. Contact:

2702 Harrington Rd, Chester image
2702 Harrington Rd, Chester $689,000

Get ready to be wowed!!! This home has undergone an extensive renovation over the last 5 years. The owners have poured so much love into this home, and it shows. On the ...

  • 3 Beds
  • 2 Baths
Courtesy of Rosendale Realty

Listing courtesy of Rosendale Realty. Contact:

Selling Office: Douglas Realty LLC.

2702 Sherman Dr, Chester image
2702 Sherman Dr, Chester $989,000

Discover the extraordinary waterfront oasis of 2702 Sherman Dr. in Chester. This remarkable residence, featuring 5 bedrooms, 2 full bathrooms, and 2 half bathrooms, has u...

  • 5 Beds
  • 4 Baths
Courtesy of Samson Properties

Listing courtesy of Samson Properties. Contact:

2645 Cox Neck Rd, Chester image
2645 Cox Neck Rd, Chester $379,900

Welcome to 2645 Cox Neck Road, a move-in ready home in the desirable Harbor View Community of Chester. Offering 3 bedrooms, 1.5 baths, and situated on a spacious .34-acre...

  • 3 Beds
  • 2 Baths
Courtesy of Compass

Listing courtesy of Compass. Contact:

Selling Office: Berkshire Hathaway HomeServices Homesale Realty.

1848 Harbor Dr, Chester image
1848 Harbor Dr, Chester $480,000

Don’t miss this charming Cape Cod-style home in the highly desirable Harbor View neighborhood of Chester. Thoughtfully designed and move-in ready, this home offers the pe...

  • 3 Beds
  • 2 Baths
Courtesy of EXP Realty, LLC

Listing courtesy of EXP Realty, LLC. Contact:

Selling Office: Northrop Realty.

1906 Stevens Dr, Chester image
1906 Stevens Dr, Chester $471,500

Spacious and beautifully updated ranch-style home offering over 2,000 square feet of comfortable one-level living. This versatile layout features 3 bedrooms and 2 full ba...

  • 3 Beds
  • 2 Baths
Courtesy of RE/MAX Executive

Listing courtesy of RE/MAX Executive. Contact:

Selling Office: TTR Sotheby's International Realty.

1921 Harbor Dr, Chester image
1921 Harbor Dr, Chester $519,900

Just completed brand new home! Energy efficient! The comfort of knowing that everything is new! One year warranty included! The fully finished daylight basement offe...

  • 3 Beds
  • 3 Baths
Courtesy of Coldwell Banker Waterman Realty

Listing courtesy of Coldwell Banker Waterman Realty. Contact:

Selling Office: Redfin Corp.

1914 Anchorage Dr, Chester image
1914 Anchorage Dr, Chester $299,900

Property is a combination of an Estate Sale (being sold As-Is) and a pre-approved short sale. 3Bd/2ba rancher on approximately .4 acres. Well and septic. Livrm, dinrm, f...

  • 3 Beds
  • 2 Baths
Courtesy of Century 21 Downtown

Listing courtesy of Century 21 Downtown. Contact:

Selling Office: Rosendale Realty.

1719 Harbor Dr, Chester image
1719 Harbor Dr, Chester $1,300,000

Escape the ordinary in this one-of-a-kind waterfront masterpiece on Cox Creek. Designed for those who refuse to settle for "cookie-cutter," this residence seamlessly blen...

  • 3 Beds
  • 5 Baths
Courtesy of Chesapeake Real Estate Associates, LLC

Listing courtesy of Chesapeake Real Estate Associates, LLC. Contact:

Selling Office: Long & Foster Real Estate, Inc..

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Cox Neck Rd, Chester $119,000

Kent Island lots do not often hit the market! Here is your chance. Don't waste it. .368 acre lot conveniently located close to most everything on the Island. (Houses ...

Courtesy of Berkshire Hathaway Homeservice Homesale Realty

Listing courtesy of Berkshire Hathaway Homeservice Homesale Realty. Contact:

Selling Office: Coldwell Banker Realty.

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1852 Harbor Dr, Chester — Harbor View $490,000

KENT ISLAND - Hurry to Harbor View. This move in ready home features over 2,200 sq ft of well maintained space for you and your family. From the front covered porch you a...

  • 3 Beds
  • 3 Baths
Courtesy of Coldwell Banker Waterman Realty

Listing courtesy of Coldwell Banker Waterman Realty. Contact:

Selling Office: GybeSet Homes.

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2608 Cecil Dr, Chester — Harbor View $649,900

Entertainer's Delight! Renovated inside & out. Not a square inch left untouched......only thing original is the slab it sits on and maybe the studs!! Home offers granit...

  • 3 Beds
  • 3 Baths
Courtesy of Rosendale Realty

Listing courtesy of Rosendale Realty. Contact:

Selling Office: Sullivan Select, LLC..

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1808 Stevens Dr, Chester $226,000

Ranch style home with large lot and detached 2+ car garage. Perfect for hobbyist ! This home makes for the perfect permanent residence or weekend retreat. Quietly nestle...

  • 3 Beds
  • 1 Baths
Courtesy of Maryland Realty Connection

Listing courtesy of Maryland Realty Connection. Contact:

Selling Office: Engel & Volkers Annapolis.

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1816 Stevens Dr, Chester $490,000

Welcome to one of Kent Islands most charming Cape Cods nestled in the coveted Harbor View community. This impeccably well maintained home is a turnkey masterpiece. So man...

  • 3 Beds
  • 2 Baths
Courtesy of Berkshire Hathaway HomeServices PenFed Realty

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

Selling Office: Berkshire Hathaway HomeServices PenFed Realty.

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1921 Stevens Dr, Chester $346,000

Embrace serenity on Kent Island with this inviting 3-bedroom, 1-bathroom rancher, offering potential for further enhancements. Newly refreshed with fresh paint, plush car...

  • 3 Beds
  • 1 Baths
Courtesy of Long & Foster Real Estate, Inc.

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

Selling Office: Cross Street Realtors LLC.

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2608 Harrington Rd, Chester $351,000

Ranch style home with cozy front porch located in the waterfront community of Harbor View. Tree lined lot offers backyard privacy. Laminate wood floors throughout. Open f...

  • 3 Beds
  • 2 Baths
Courtesy of Maryland Realty Connection

Listing courtesy of Maryland Realty Connection. Contact:

Selling Office: RE/MAX Executive.

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2015 Stevens Dr, Chester $465,000

Welcome to 2015 Stevens Drive!! Tucked away right off Route 50, this beautiful 3-bedroom, 3-bathroom split foyer home in Chester, Maryland, is a wonderful opportunity to ...

  • 3 Beds
  • 3 Baths
Courtesy of Keller Williams Realty Centre

Listing courtesy of Keller Williams Realty Centre. Contact:

Selling Office: RE/MAX Excellence Realty.

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2655 Cox Neck Rd, Chester $394,000

Usda financing available for no money down. Welcome to your dream home in Chester, Maryland, located on Kent Island! This charming rancher offers the perfect blend of com...

  • 3 Beds
  • 1 Baths
Courtesy of RE/Max Experience

Listing courtesy of RE/Max Experience. Contact:

Selling Office: Keller Williams Flagship.

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1808 Chester Dr, Chester $383,000

Best Value on Kent Island!! Price Adjustment of $10,000! Welcome to 1808 Chester Drive located in the Harbor View community on beautiful Kent Island. Step inside and you ...

  • 3 Beds
  • 2 Baths
Courtesy of Keller Williams Flagship

Listing courtesy of Keller Williams Flagship. Contact:

Selling Office: Coldwell Banker Realty.

1803 Chester Dr, Chester image
1803 Chester Dr, Chester $385,000

Adorable rancher on Kent Island in the community of Harbor View! Featuring 4 beds, 2 baths, and private driveway. Enjoy the large fenced yard with deck, shed, and firepit...

  • 4 Beds
  • 2 Baths
Courtesy of Keller Williams Legacy

Listing courtesy of Keller Williams Legacy. Contact:

Selling Office: EXP Realty, LLC.

1872 Harbor Dr, Chester image
1872 Harbor Dr, Chester $445,000

Harbor View Community | Corner Lot | Renovated Rancher with Room to Grow If you’ve been searching for a home where the work is already done and you can move in without wo...

  • 3 Beds
  • 2 Baths
Courtesy of Cross Street Realtors LLC

Listing courtesy of Cross Street Realtors LLC. Contact:

Selling Office: Taylor Properties.

1838 Sherman Dr, Chester image
1838 Sherman Dr, Chester $379,000

Nestled in the heart of Chester, Maryland on the beautiful Eastern Shore, this charming rancher offers comfort and convenience. Inside, a bright and inviting interior fea...

  • 3 Beds
  • 2 Baths
Courtesy of Keller Williams Realty Centre

Listing courtesy of Keller Williams Realty Centre. Contact:

Selling Office: Realty Navigator.

2613 Cecil Dr, Chester image
2613 Cecil Dr, Chester $900,000

BIG REDUCTION! Welcome to easy waterfront living on Kent Island. Western exposure to beautiful sunsets. Tucked away on a quiet street, this 5-bedroom, 3.5-bath home offer...

  • 5 Beds
  • 3 Baths
Courtesy of Benson & Mangold, LLC

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: EXP Realty, LLC.

2644 Cecil Dr, Chester image
2644 Cecil Dr, Chester $382,000

Welcome to this Harbor View home offering approximately 1,108 square feet of comfortable, updated, one-level living on a spacious 1/3 ac lot. The backyard is fully fenced...

  • 3 Beds
  • 2 Baths
Courtesy of Realty Navigator

Listing courtesy of Realty Navigator. Contact:

Selling Office: Coldwell Banker Realty.

1906 Harbor Dr, Chester image
1906 Harbor Dr, Chester $430,000

*PRICE IMPROVEMENT!* Welcome to this beautifully renovated ranch-style home offering 4 bedrooms, 2 full bathrooms, and a spacious open floor plan designed for modern liv...

  • 4 Beds
  • 2 Baths
Courtesy of Five Star Real Estate

Listing courtesy of Five Star Real Estate. Contact:

Selling Office: Douglas Realty LLC.

1916 Stevens Dr, Chester image
1916 Stevens Dr, Chester $470,000

New and improved price! SELLERS OFFERING $5k in CLOSING HELP. This beautifully updated and well maintained home delivers exceptional value in the highly desirable Harbor ...

  • 3 Beds
  • 3 Baths
Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Samson Properties.

1870 Harbor Dr, Chester image
1870 Harbor Dr, Chester $310,000

Discover this charming 2-bedroom, 1-bath home in Harbor View featuring beautiful wood floors, a brand-new roof, updated windows, and a spacious rear deck overlooking a la...

  • 2 Beds
  • 1 Baths
Courtesy of RE/MAX Executive

Listing courtesy of RE/MAX Executive. Contact:

Selling Office: Keller Williams Flagship.

1839 Harbor Dr, Chester image
1839 Harbor Dr, Chester $350,000

MAJOR REDUCTION! Opportunity Knocks Welcome to Harbor View on Kent Island - Just 7 minutes from the Bay Bridge This oversized ranch style home boasts 4 Bedrooms and 2 Ful...

  • 4 Beds
  • 2 Baths
Courtesy of Taylor Properties

Listing courtesy of Taylor Properties. Contact:

Selling Office: Realty Navigator.

1903 Churchhill Ln, Chester image
1903 Churchhill Ln, Chester $405,000

Welcome Home to 1903 Churchhill Lane! This Beautifully updated Rancher offers the space you need to create a life you desire. Boasting an array of sleek finishes throug...

  • 4 Beds
  • 3 Baths
Courtesy of Alberti Realty, LLC

Listing courtesy of Alberti Realty, LLC. Contact:

Selling Office: TTR Sotheby's International Realty.

1757 Harbor Dr, Chester image
1757 Harbor Dr, Chester $1,198,800 ▲

*****Immediate Delivery*****WATERFRONT ****Schedule showoing today! New Home, New Pier,The Blue Heron is a new home design offered by Lacrosse Homes. The single family d...

  • 4 Beds
  • 4 Baths
Courtesy of Keller Williams Flagship

Listing courtesy of Keller Williams Flagship. Contact:

1773 Harbor Dr, Chester image
1773 Harbor Dr, Chester $610,000

Custom built waterfront home in Harbor View! Come on in and make it your own! Excellent views of the water from every room in the house! Kitchen with lots of storage and ...

  • 3 Beds
  • 3 Baths
Courtesy of Keller Williams Flagship

Listing courtesy of Keller Williams Flagship. Contact:

Selling Office: RE/MAX Executive.

2614 Ellicott Dr, Chester image
2614 Ellicott Dr, Chester $495,000

Like-New Construction | Turn-Key Living | Prime Chester Location. Welcome to 2614 Ellicott Drive, a stunning 2023-built home that blends modern design with everyday comf...

  • 3 Beds
  • 2 Baths
Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Keller Williams Flagship.

2723 Cox Neck Rd, Chester image
2723 Cox Neck Rd, Chester $447,500

Rates are coming down, time to buy! - 100% Financing is Available!!! This newly constructed home features 4 bedrooms and 2.5 baths. Offering a first-floor bedroom or thi...

  • 4 Beds
  • 3 Baths
Courtesy of Long & Foster Real Estate, Inc.

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

Selling Office: Ghimire Homes.

1833 Harbor Dr, Chester image
1833 Harbor Dr, Chester $350,000

Located in Harbor View, this cutie has 3 bedrooms and 2 full bathrooms. There's views of Cox Creek from both levels. This home has been freshly painted with new carpet an...

  • 3 Beds
  • 2 Baths
Courtesy of Chaney Homes, LLC

Listing courtesy of Chaney Homes, LLC. Contact:

Selling Office: Rosendale Realty.

2709 Cox Neck Rd, Chester image
2709 Cox Neck Rd, Chester $430,000

Charming 4-Bedroom, 2.5-Bath Cape Cod with Modern Updates! Discover this beautifully maintained 4-bedroom, 2.5-bath Cape Cod, offering classic charm with modern updates ...

  • 4 Beds
  • 3 Baths
Courtesy of Keller Williams Realty Centre

Listing courtesy of Keller Williams Realty Centre. Contact:

Selling Office: Douglas Realty LLC.

2612 Cecil Dr, Chester image
2612 Cecil Dr, Chester $575,000

Discover this captivating Colonial with partial water views, ready to welcome you! You'll fall in love as you step inside this meticulously maintained beauty. A charming...

  • 4 Beds
  • 3 Baths
Courtesy of Rosendale Realty

Listing courtesy of Rosendale Realty. Contact:

Selling Office: Benson & Mangold, LLC.

1752 Harbor Dr, Chester image
1752 Harbor Dr, Chester $495,000

Seller is calling for highest and best offers by Tuesday, 2/4/25 at 5 p.m. 🏠 Beautifully Renovated Rancher on Large Corner Lot with Water Views 🏠 This stunning 3-bedroo...

  • 3 Beds
  • 2 Baths
Courtesy of Cummings & Co. Realtors

Listing courtesy of Cummings & Co. Realtors. Contact:

Selling Office: Anne Arundel Properties, Inc..

1907 Churchhill Ln, Chester image
1907 Churchhill Ln, Chester $418,000

None

  • 3 Beds
  • 2 Baths
Courtesy of Keller Williams Flagship

Listing courtesy of Keller Williams Flagship. Contact:

Selling Office: Keller Williams Flagship.

lot 16 & 17 Cecil, Chester image
lot 16 & 17 Cecil, Chester $259,063

2 lot package deal (lot 16 & 17 Cecil Drive) part of larger parcel 1934 Harbor Drive. The lots front on Cecil drive and afford the opportunity to build your new dream h...

Courtesy of Berkshire Hathaway Homeservice Homesale Realty

Listing courtesy of Berkshire Hathaway Homeservice Homesale Realty. Contact:

Selling Office: Unrepresented Buyer Office.

1702 Harbor Dr, Chester image
1702 Harbor Dr, Chester $324,500

Amazing and affordable new price! Why rent when you can own your own home, This Kent Island charming rancher in Harbor View is a super cutie.* A newer roof in 2020 and en...

  • 3 Beds
  • 1 Baths
Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Coldwell Banker Realty.

1926 Sherman Dr, Chester image
1926 Sherman Dr, Chester $415,000

Photo's on the way !! Welcome to Kent Island. This 4 Bedroom 2 Bath property is move in ready, completely updated over the last couple years and it shows. Hardwood floors...

  • 4 Beds
  • 2 Baths
Courtesy of Rosendale Realty

Listing courtesy of Rosendale Realty. Contact:

Selling Office: Rosendale Realty.

1830 Sherman Dr, Chester image
1830 Sherman Dr, Chester — Harborview Kent Island $390,000

The expanded ranch you have been waiting for just hit the market. Located in friendly, water oriented Harbor View neighborhood  this spacious home at over 2175 square fee...

  • 4 Beds
  • 3 Baths
Courtesy of Douglas Realty LLC

Listing courtesy of Douglas Realty LLC. Contact:

Selling Office: Keller Williams Capital Properties.

1823 Chester Dr, Chester image
1823 Chester Dr, Chester $290,000

Welcome to Harborview, a long established community on Maryland's eastern shore, home of the best seafood on the eastern seaboard! Says me who has lived here all my life!...

  • 3 Beds
  • 1 Baths
Courtesy of Cummings & Co. Realtors

Listing courtesy of Cummings & Co. Realtors. Contact:

Selling Office: Unrepresented Buyer Office.

2719 Cox Neck Rd, Chester image
2719 Cox Neck Rd, Chester $415,000

Nestled on your .24-acre on a flat lot, your 3 bedroom 2 1/2 bath well maintained home in Harbor View awaits you! The main level hosts hardwood floors throughout and an o...

  • 3 Beds
  • 3 Baths
Courtesy of Compass

Listing courtesy of Compass. Contact:

Selling Office: RE/MAX Executive.

1815 Stevens Dr, Chester image
1815 Stevens Dr, Chester $610,000

Buyer failed to perform for home contingency. Welcome to 1815 Stevens Dr. Chester, MD—a home where elegance meets modern sophistication. This meticulously updated smart h...

  • 3 Beds
  • 3 Baths
Courtesy of Real Broker, LLC - Annapolis

Listing courtesy of Real Broker, LLC - Annapolis. Contact:

Selling Office: Long & Foster Real Estate, Inc..

2601 Ellicott Dr, Chester image
2601 Ellicott Dr, Chester $375,000

Welcome to 2601 Ellicott Drive, a delightful 3-bedroom, 1.5-bathroom home situated on a beautiful corner lot in Chester, MD. This cozy home has been lovingly maintained a...

  • 3 Beds
  • 2 Baths
Courtesy of Benson & Mangold, LLC

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Long & Foster Real Estate, Inc..

2608 Cecil Dr, Chester image
2608 Cecil Dr, Chester $655,000

OPEN HOUSE FOR SUNDAY JULY 14TH IS CANCELLED / HOME IS UNDER CONTRACT! Discover your dream home right here on Kent Island! After admiring the luscious landscape of the e...

  • 3 Beds
  • 3 Baths
Courtesy of Long & Foster Real Estate, Inc.

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

Selling Office: Long & Foster Real Estate, Inc..

Harbor View Real Estate & Homes

Our website features the best real estate search for homes, condos, land and foreclosure properties available in Harbor View, Chester MD. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire. 

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Considering selling or refinancing your home? Get an INSTANT property valuation now!

Contact us today to find out how we can be of assistance to you!

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