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Chester MD Real Estate & Homes for Sale

48 Properties Found


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1–25 of 48 properties displayed
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Beds:
5
Baths:
5 Full
Sq.Ft.:
n/a
Status:
Active
MLS#:
1000039399
Type:
Single Family, Single Family-Detached
Subdivision:
Southwind
Lot size:
1.2 Acres
Year built:
2017
Courtesy: Monument Sotheby's International Realty
View additional info

Gorgeous to-be-built Zero Energy waterfront home on Crab Alley Bay! Green aspects include geothermal energy, solar panels, energy star appl, air purification system, low VOC materials, home automation, superior framing and insulation! This open floor plan features 2 master bdrm suites w/ water views, great room and 3 additional bedrooms. Enjoy one level living and entertaining for years to come!

Beds:
4
Baths:
5 Full/1 Half
Sq.Ft.:
5,789
Status:
Active
MLS#:
1000399074
Type:
Single Family, Single Family-Detached
Subdivision:
Southwind
Lot size:
4.1 Acres
Year built:
1990
Courtesy: Long & Foster Real Estate, Inc.
View additional info

SUPERB QUALITY AND DETAIL IN THIS CUSTOM HOME ON AN EXCEPTIONAL PREMIER WATERFRONT POINT WITH ENDLESS VIEWS, A PRIVATE PIER AND YOUR OWN PRIVATE BEACH! You will find extraordinary appointments at every turn, and Nature abounds all around you. BREATHTAKING VIEWS & SUNSETS entertain you every day, and you will enjoy the lovely inground pool with abundant sitting areas. A huge two-story Great Room features soaring volume walls of windows looking out to gorgeous broad water views. The open floorplan brings you into a fabulous kitchen offering a very large pantry and built-ins that include a desk with hutch/bookshelves and charming curved custom tufted upholstered kitchen nook seating. Both the oversized Game and Billiard Room and the Kitchen provide access to a generous enclosed Florida Room that goes out to the extensive vast terracing and a parklike setting ensconced in a very special, secluded site. The separate dining room features pocket doors and a walk-in linen closet to house your dining accessories. All BRs are ensuite and have walk-in closets. Most even have private WF balconies! The incomparable two story Owner's Suite has a WF terrace, a WF deck, a super-sized luxury Master Bath with separate vanities and enormous multi-customized organized Master Closets. An Office, a Den, a three-car garage, multiple outdoor storage units, Dual staircases and a partially fenced yard couple with a Butler Service Wet Bar and extensive lush landscaping and hardscapes for a superb year-round getaway! There is a Community Clubhouse for ongoing neighborhood gatherings, a Community Dock, Boat Ramp, tot lot tennis court and WF walking trails to complete the best Eastern Shore lifestyle has to offer!

Beds:
4
Baths:
4 Full
Sq.Ft.:
4,248
Status:
Active
MLS#:
1002054676
Type:
Single Family, Single Family-Detached
Subdivision:
Southwind
Lot size:
1.2 Acres
Year built:
1994
Courtesy: RE/MAX Executive
View additional info

Stunning Southwind home w/living area of 4,248 sq. ft. Gourmet kitchen off great room with soaring windows to enjoy the Eastern Bay views. First floor bedroom with 3 additional bedrooms up. Office wing could be add'l bedroom. Huge master with sitting room.Radiant heat. Commercially constructed pier and boat lifts and waterside "adirondeck." Community club house, tennis, beach, scenic trails.

Beds:
4
Baths:
3 Full/1 Half
Sq.Ft.:
3,519
Status:
Active
MLS#:
1009914480
Type:
Single Family, Single Family-Detached
Subdivision:
Bentons Pleasure
Lot size:
0.61 Acres
Year built:
2005
Courtesy: TTR Sotheby's International Realty
View additional info

The pinnacle of waterfront living on Kent Island! This artfully designed 4 bedroom, 3.5 bathroom residence boasts over 3,500 square feet with open living and entertainment spaces throughout. An elevated and screened in deck yields to sweeping water views. A private dock with boat and jet ski lifts complete the picture on Bentons Pleasure Road!

Beds:
4
Baths:
4 Full
Sq.Ft.:
3,839
Status:
Active
MLS#:
1004082915
Type:
Single Family, Single Family-Detached
Subdivision:
Dominion
Lot size:
11 Acres
Year built:
1993
Courtesy: Long & Foster Real Estate, Inc.
View additional info

PRICE adjustment! A waterfront with 11+ acres on Crab Alley Creek, where you can have your own very private retreat. The house is a unique contemporary Victorian style, perfect for entertaining with a huge game room off the kitchen and lots of windows creekside. An adjacent craft room, two master suites and 2 new gas furnaces...making the utility bills extremely low...are just some of the many upgrades and features! For summer fun there's a gorgeous pool and patio! The huge 25' x 50' 2-story barn, with electricity, is just the place for a home business, the car collector, winter boat storage and/or the hobbyist! This is one of the few properties in Q.A. Co. with a boat house! Home warranty being given. Within minutes of the Bay Bridge, the property is an easy commute to Annapolis, Baltimore, D.C., as well as major and commuter airports. Please allow 24 hrs. to arrange an appointment. Thank you.

Beds:
5
Baths:
4 Full/1 Half
Sq.Ft.:
3,314
Status:
Active
MLS#:
1007698200
Type:
Single Family, Single Family-Detached
Subdivision:
Gibsons Grant
Lot size:
0.21 Acres
Year built:
2014
Courtesy: Long & Foster Real Estate, Inc.
View additional info

Click on video icon for virtual tour for interior and aerial overview --- 5 Bedroom 4.5 Bath Koch Builders Home, Including Guest Apartment w Full Bath, Kitchen Area and Separate Entrance. Main Level and Second Level Master Suites with Sunset View Balconies. Incredible Water Views from Sunrise on the Chester River to Sunset on Macum Creek. Front and Rear Covered Porches. Gourmet Kitchen w granite, SS and Hardwoods.Great Room w Stone Fireplace, Whirlpool Jetted Tub + More. Direct access to Cross Island Nature Trail, 10 -minute drive to Annapolis, Community Center featuring pool, fitness center, Chester Riverside Pavilion and Fishing Pier.

Open House:

Sunday, 12/16 2:30-4:30PM

Beds:
6
Baths:
4 Full/2 Half
Sq.Ft.:
4,400
Status:
Active
MLS#:
1002067600
Type:
Single Family, Single Family-Detached
Subdivision:
Bentons Pleasure
Lot size:
1.55 Acres
Year built:
1991
Courtesy: Coldwell Banker Residential Brokerage-Annapolis
View additional info

WATER FRONT!*1.5 acres*Conveniently located 3 miles of the bridge, 15 mins to Annapolis* 2 Homes on this Wonderful Property...Main house offers 4 beds 2.5 baths hardwood floors, 2 fireplaces while the guest house/possible rental/In-Law house has 2 bedrooms, 2 baths.*Gourmet Kitchen*fully updated!*Gather Everyone around the Fire-pit outback in the Evenings (in between the 2 Homes)Kent Island Living w Amazing VIEWs Go crabbing, kayaking, paddle boarding from your large PRIVATE PIER W 10,000# BOAT LIFT.

Beds:
4
Baths:
2 Full/1 Half
Sq.Ft.:
3,144
Status:
Active
MLS#:
1000737188
Type:
Single Family, Single Family-Detached
Subdivision:
Gibsons Grant
Lot size:
0.19 Acres
Year built:
2010
Courtesy: TTR Sotheby's International Realty
View additional info

BACK ON MARKET! Buyers home sale contingency expired and sellers are motivated to sell this again! We are reintroducing one of Gibsons Grant's premiere properties built by NV Homes in 2009. With 4 bedrooms, 4 baths, and over 3000sf its ideal for all situations. Other features include gas fireplace, formal study, gourmet kitchen w big island, second floor laundry, huge front porch- a must see! Comes with a 3 car detached garage with a separately heated and cooled bonus room above (w full bath)!

Beds:
3
Baths:
2 Full/1 Half
Sq.Ft.:
2,394
Status:
Active
MLS#:
1002069306
Type:
Single Family, Single Family-Detached
Subdivision:
Gibsons Grant
Lot size:
0.13 Acres
Year built:
2010
Courtesy: RE/MAX Realty Centre, Inc.
View additional info

Most charming home in wonderful Gibson's Grant! Open floor plan w/tons of sunlight & rare soaring 2-story ceilings in great room, dining rm & gourmet kitchen w/island. Main level owner's suite, powder room & laundry room ~ French door leads to screened-in porch leading to deck and fenced yard. Upper level has cozy loft, 2 large bedrms & full bath! Community pool/gym/pier+!!

Beds:
4
Baths:
3 Full
Sq.Ft.:
n/a
Status:
Active
MLS#:
1009983894
Type:
Single Family, Single Family-Detached
Subdivision:
Gibson's Grant On The Chester River
Courtesy: Koch Realty, Inc.
View additional info

Koch Homes newest design the Kingston! 10" ceilings on the first floor, beautiful gourmet kitchen, gas fireplace, fenced courtyard, and porch off of the master bedroom. This home has so many features. Come visit to

Beds:
4
Baths:
2 Full/1 Half
Sq.Ft.:
2,620
Status:
Active
MLS#:
1009197128
Type:
Single Family, Single Family-Detached
Subdivision:
Gibsons Grant
Lot size:
0.19 Acres
Year built:
2011
Courtesy: Coldwell Banker Residential Brokerage-Annapolis
View additional info

Gibsons Grant*Ready to Move in Now *Brand New Carpet & Paint Throughout*Eat in Gourmet Kitchen w Breakfast Bar*Gas Fireplace*Formal Dining Room*Corner Lot location*Detached 2 Car Garage*Community Offers Pool, Kayaking, Just off The Cross Island Trail*Clubhouse/Pier/Playground/Fitness Center & Open Play Areas*This Home is a Must See!

Beds:
3
Baths:
2 Full/1 Half
Sq.Ft.:
2,336
Status:
Active
MLS#:
1006637714
Type:
Single Family, Single Family-Detached
Subdivision:
Harbor View
Lot size:
0.46 Acres
Year built:
1976
Courtesy: Rosendale Realty
View additional info

Entertainer's Delight! Renovated inside & out. Not a square inch left untouched. Home offers granite counters, wet bar, SS appliances, luxury vinyl tile, ceramic, built in entertainment center, 16x32 gunite heated pool with tiki bar and 2 waterfalls, 2 garages for 3 cars, den that could be 4th bedroom, huge sunroom, pellet stove, generator, and more. Sellers have added over 100K in upgrades!

Beds:
4
Baths:
2 Full/1 Half
Sq.Ft.:
2,454
Status:
Active
MLS#:
1004162013
Type:
Single Family, Single Family-Detached
Subdivision:
Gibsons Grant
Lot size:
0.09 Acres
Year built:
2017
Courtesy: Koch Realty, Inc.
View additional info

Eastern Shore's popular location for a wonderfully planned community. Craftsman styled Hartley floor plan with many included features. Hardwood floors, gourmet kitchen with upgraded appliances and granite countertops are only a few of the many features. Plan a visit and see what is waiting for you!

Beds:
3
Baths:
2 Full/1 Half
Sq.Ft.:
1,833
Status:
Active
MLS#:
1005936711
Type:
Single Family, Single Family-Detached
Subdivision:
Harbor View
Lot size:
0.34 Acres
Year built:
1963
Courtesy: Coldwell Banker Residential Brokerage
View additional info

BACK ON THE MARKET. Buyer unable to fulfill home sale contingency. Their loss is your gain! New lowered price. WAKE UP TO WATER VIEWS in your private, upstairs master suite w/waterview deck, HUGE walkin closet & spa bath. Downstairs find 2 more bedrooms & 1.5 baths. Kitchen has corian, gas cooking, breakfast bar. More water views from family room or step out into your ample screened in patio w/jacuzzi tub & privacy screens. Large grassy yard leads to newly replaced 190 ft pier w/3 boat lifts. 2 car garage!

Beds:
3
Baths:
2 Full/1 Half
Sq.Ft.:
2,320
Status:
Active
MLS#:
1002146432
Type:
Single Family, Single Family-Detached
Subdivision:
Gibsons Grant
Lot size:
0.15 Acres
Year built:
2012
Courtesy: Chaney Homes, LLC
View additional info

Seeking Gibson's Grant without the high price tag? Welcome Home! Nearly 2400 sq ft, Spacious, Open Floor-Plan, Impeccably Kept & Move-in-Ready- Walk to Community Pool/Clubhouse/Pier/Playground/Fitness Center & Open Play Areas- 5 mins from Bay Bridge- TOP-RATED SCHOOLS- Fenced Yard w/ Large Patio ready to entertain- Break into Coveted Gibson"s Grant with this one- Priced UNDER tax assessment- HURRY

Beds:
4
Baths:
2 Full/1 Half
Sq.Ft.:
2,804
Status:
Active
MLS#:
1001976868
Type:
Single Family, Single Family-Detached
Subdivision:
Bentons Pleasure
Lot size:
1 Acres
Year built:
2001
Courtesy: Better Homes & Gardens Real Estate The J. Melvin
View additional info

Check out this new price!! Largest house on largest lot under 510K in Chester!! Fantastic, spacious and well kept colonial in Benton's Pleasure. 4 BR/2.5BA w/ an over-sized master bedroom with private master bath. Enjoy the Sunroom, Covered Patio and the over-sized 2 car garage which has a bonus room above. Well maintained 2800 sq/ft of living space and sits on a flat 1 acre lot on a quiet street!

Beds:
4
Baths:
2 Full/1 Half
Sq.Ft.:
2,600
Status:
Active
MLS#:
1009972750
Type:
Single Family, Single Family-Detached
Subdivision:
Benton Pleasure
Lot size:
0.56 Acres
Year built:
2000
Courtesy: Long & Foster Real Estate, Inc.
View additional info
Beds:
3
Baths:
2 Full/1 Half
Sq.Ft.:
1,851
Status:
Active
MLS#:
1004161973
Type:
Single Family
Subdivision:
Gibsons Grant
Lot size:
0.09 Acres
Year built:
2017
Courtesy: Koch Realty, Inc.
View additional info

Eastern Shore's popular location for a wonderfully planned community. Craftsman styled Langley floor plan with many included features. Hardwood floors, gourmet kitchen with upgraded appliances and granite countertops are only a few of the many features. Plan a visit and see what is waiting for you!

Beds:
3
Baths:
2 Full
Sq.Ft.:
2,000
Status:
Active
MLS#:
1001759062
Type:
Single Family, Single Family-Detached
Subdivision:
Marling Farms
Lot size:
0.33 Acres
Year built:
1995
Courtesy: Rosendale Realty
View additional info

Waterfront views without the waterfront tax bill!!This unique home offers lots of space!Second family room/office with separate entrance off of first floor master.SS appliances including 6 burner viking stove, corian counters, wood floors, gas fireplace, water conditioner, large bedrooms, & more.Room on third level would make great office with 360 degree views.Unfinished room above garage.Love it!

Beds:
4
Baths:
2 Full/1 Half
Sq.Ft.:
1,785
Status:
Active
MLS#:
1005021738
Type:
Single Family, Single Family-Detached
Subdivision:
Castle Marina
Lot size:
0.4 Acres
Year built:
1973
Courtesy: Coldwell Banker Residential Brokerage-Annapolis
View additional info

One level living at it's best! This beautifully updated home boasts 4 bedrooms, 2 1/2 baths, 2 car garage, and an in-ground pool with a cabana/bath house. Enjoy views of the pool and backyard paradise from every room in the house! One bedroom is fully equipped to be a hair salon! Brand new floors through kitchen and living room. This home is turn key and ready for it's next owner!

Open House:

Sunday, 12/16 12:00-2:00PM

Beds:
4
Baths:
2 Full/1 Half
Sq.Ft.:
2,160
Status:
Active
MLS#:
1009914120
Type:
Single Family, Single Family-Detached
Subdivision:
None Available
Lot size:
0.94 Acres
Year built:
1995
Courtesy: Champion Realty, Inc.
View additional info

OPEN SAT, Dec 1, 11-1 PM! Almost an acre on KI! What a RARE find!! Amazing colonial with large deck overlooking fenced yard, BUT THE LOT DOESN'T STOP THERE..includes dense woods behind and beside for optimum privacy. Oversized 2-car garage completes this 4Br, 2.5 bath home. A bargain price, but hurry before other buyers claim this one!

Open House:

Saturday, 12/15 12:00-2:00PM

Beds:
4
Baths:
2 Full/1 Half
Sq.Ft.:
2,008
Status:
Active
MLS#:
1002252410
Type:
Single Family, Single Family-Detached
Subdivision:
Barren Ridge
Lot size:
0.63 Acres
Year built:
1991
Courtesy: Champion Realty, Inc.
View additional info

OPEN HOUSE Sun, 12/2, 12-2 pm*WATERVIEWS & SUNSETS! Vaulted ceilings, Light Bright Kitchen, Open Floorplan, Spacious Family RM W/FIREPLACE, 4 LARGE bedrooms (BR over garage), HUGE DECK & Sited on a rare OVER 1/2 acre lot makes thisVERY DESIRABLE HOME w/water priv. HURRY!

Beds:
5
Baths:
2 Full/1 Half
Sq.Ft.:
2,726
Status:
Active
MLS#:
1001961750
Type:
Single Family, Single Family-Detached
Subdivision:
Castle Marina
Lot size:
0.5 Acres
Year built:
1968
Courtesy: Keller Williams Flagship of Maryland
View additional info

Luxuriate in 2700 Sq. Ft. 5 Bedroom Castle Marina Home. You'll Be awed by the wide open Floor plan, and renovations. The gracious rooms are great for entertaining, and comfortable living. The walk out lower level, leads to landscaped patio and detached workshop with finished office. Short stroll to area restaurants, marinas and boat landings.

Beds:
3
Baths:
3 Full/1 Half
Sq.Ft.:
2,200
Status:
NEW LISTING
MLS#:
MDQA110250
Type:
Condo
Subdivision:
Bayside
Year built:
1989
Courtesy: Long & Foster Real Estate, Inc.
View additional info

Large end unit with marina views and easy walk to Bayside amenities! 4 stories with multiple decks and patio. Large master suite with loft office. Open design for entertaining, eat in kitchen...come take a look!

Beds:
3
Baths:
2 Full/2 Half
Sq.Ft.:
n/a
Status:
Active
MLS#:
1010013878
Type:
Condo
Subdivision:
Bayside
Year built:
1998
Courtesy: Long & Foster Real Estate, Inc.
View additional info

Awesome end unit Town home on quiet cul de sac enjoys peaceful pond views from most rooms. First time on the market. Original owner now seller selected this unit for location on pond and close proximity to Hwy 50 and Bay Bridge for ease of commuting. Seller has enjoyed ever since. This town home is beautiful and floor plan offers options. Possible 4th bedroom on ground level. Much new. New Roof in 2018. New hardwood floors . New carpet. New 4 Ton Carrier Heat Pump in 2017. Bright kitchen with upgraded cabinets, granite counters, sleek black appliances and Plantation Shutters is connected to family space. Family room has propane fireplace and access to waterside deck. Waterside master bedroom has full bath and perfect views. 1900 sq ft+-. Built in 1998 and gently lived in by original owner. 1-car garage. Great community with low condo fees and good amenities.

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