Chester MD Real Estate & Homes for Sale

72 Properties Found

The median home value in Chester, MD is $299,500. This is higher than the county median home value of $283,200. The national median home value is $185,800. The average price of homes sold in Chester, MD is $299,500. Approximately 64.67% of Chester homes are owned, compared to 18.6% rented, while 16.73% are vacant. Chester real estate listings include condos, townhomes, and single family homes for sale. Commercial properties are also available. If you see a property you’re interested in, contact a Chester real estate agent to arrange a tour today!
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Beds:
5
Baths:
4.00
Sq.Ft.:
3,856
Status:
NEW LISTING
MLS#:
MDQA139938
Type:
Single Family
Subdivision:
Gibsons Grant
Lot size:
0.14 Acres
Year built:
2010
Courtesy: Long & Foster Real Estate, Inc.
View additional info

It just doesn't get better than this - a spectacular home with all the bells and whistles in a community with top notch amenities. The home was custom built just seven short years ago and no option was overlooked. Room extensions & bump-outs, oversized & detailed moldings, three zone heating & cooling, premium hardwood flooring, ceramic tile, recessed & pendant lighting, smart wiring, gas heat, fireplace & cooking, double wall oven, three car garage (with 700 sq ft living space above including a full bath), fluted columns, trex decking, paver walks & patio, and much more! Be sure to see the attention to detail on the crown molding, picture framing, and tile accents. And the waterfront community of Gibson's Grant is just as stellar! Clubhouse, beautiful pool, playground, bocce ball court, jogging/walking trail, kayak area, exercise room and pier. You can relax on your front wrap around porch as the landscaping is all included as well! Enjoy all that Kent Island has to offer with restaurants, tiki bars, public boat ramps and marinas. Close to route 50 and a short drive to the beaches and Annapolis - this home is a must see!

Beds:
3
Baths:
2.00
Sq.Ft.:
748
Status:
NEW LISTING
MLS#:
MDQA139932
Type:
Single Family
Subdivision:
Barren Ridge
Lot size:
0.6 Acres
Year built:
1945
Courtesy: Rosendale Realty
View additional info
Beds:
3
Baths:
4.00
Sq.Ft.:
2,862
Status:
NEW LISTING
MLS#:
MDQA139934
Type:
Single Family
Subdivision:
Kent Island
Lot size:
0.14 Acres
Year built:
2019
Courtesy: Mary Anne Kowalewski
View additional info

Beautiful open floor plan home in long awaited 55+ Four Seasons Community at Kent Island! The Lille Loft features 3 bedrooms and 3 baths, covered patio, spacious loft and gourmet kitchen. Granite countertops, decorative backsplash, luxury vinyl in common areas and Stainless Steel appliances are some of the beautiful designer features this home has. Call our office for more information. Photo likeness.

Beds:
4
Baths:
4.00
Sq.Ft.:
3,659
Status:
NEW LISTING
MLS#:
MDQA139888
Type:
Single Family
Subdivision:
Southwind
Lot size:
1.51 Acres
Year built:
1999
Courtesy: Coldwell Banker Residential Brokerage-Annapolis
View additional info

Looking for a well built Custom Post & Beam home to make your own? Here's your chances, a rare opportunity with water view & water access. Hardwoods, Tile, 4 bedrooms, 3.5 baths, freshly painted interior & exterior. Wide open lot 1.5 acres & the exterior of the house has that coastal feel to the house. Located in the Up- Scaled community of Southwind. This community has a boat launch & storage, tennis court small club house. Minutes to Restaurants, shopping & Bridge.

Beds:
3
Baths:
4.00
Sq.Ft.:
2,076
Status:
NEW LISTING
MLS#:
MDQA139864
Type:
Condo
Subdivision:
Bayside Marina
Year built:
2001
Courtesy: Star Realty
View additional info

W O W ! VILLA-most popular model! SPOTLESS! Premier location! WATER VIEWS of Chester River/Castle Marina! DRAMATIC 3-story foyer is BREATH TAKING! 2 MBR suites! GOURMET kitchen -GRANITE,ss appli,pantry,wall/convection oven.GAS FP has entire wall of blt-ins! FABULOUS great room w/crown molding. HUGE MBR suite w/dbl.sinks,shower stall, jacuzzi,W-I closet.2 decks overlooking WATER! Spacious LOFT = 3rd bed/office/den/gym + 2 W-I closets.2-zone heating. Incl. freezer in garage.Pool/hot tub,tennis,volleyball,clubhouse w/gym,party room.Walk to 2 restaurants & Cross Island Trail - biking,walking,jogging! Lots of storage! WARRANTY! The good life!!

Beds:
3
Baths:
2.00
Sq.Ft.:
2,304
Status:
NEW LISTING
MLS#:
MDQA139814
Type:
Single Family
Subdivision:
Castle Marina
Lot size:
0.51 Acres
Year built:
1971
Courtesy: W F Chesley Real Estate, LLC.
View additional info

Spacious fully renovated rambler with quick access to route 50. Enjoy one-level living steps away from the water. Gorgeous hardwood floors and open concept floor-plan. Large yard and a detached 2 car garage. Huge separate family room/den.Master bedroom suite with private bath and walk-in closet.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,444
Status:
Active
MLS#:
MDQA139886
Type:
Single Family
Subdivision:
Roie Village
Lot size:
0.7 Acres
Year built:
1986
Courtesy: CR Realty
View additional info

Newly remodeled home with open floor plan and stunning kitchen. Kitchen has new appliances, wine fridge, recessed lighting, large island and more. Enjoy your family and guests~ company all in one space. Off the kitchen and living area is a separate laundry room, three bedrooms including master bedroom, and two car garage. Space above garage to be finished if choose to do so.

Beds:
4
Baths:
2.00
Sq.Ft.:
2,640
Status:
Active
MLS#:
MDQA139828
Type:
Single Family
Subdivision:
Chester
Lot size:
0.66 Acres
Year built:
1877
Courtesy: Century 21 Downtown
View additional info

DEEPLY DISCOUNTED BELOW MARKET FORECLOSURE WITH PRICE APPROVED AS AN ASSIGNMENT OF THE BANKS CONTRACT AND SOLD IN AS IS CONDITION OVER $170K BELOW ASSESSED VALUE!! DUST IT OFF AND BRING IT BACK TO ITS ORIGINAL CHARM FIX AND FLIP OR MOVE IN AND GAIN IMMEDIATE EQUITY !! THIS 4BR 2 BA FARMHOUSE FEATURES OVER 2200 SF OF LIVING SPACE ON 1/2 ACRE OF BEAUTIFUL FARMLAND AND NATURAL VIEWS IN GROUND POOL DETACHED GARAGE /WORKSHOP WITH OFFICE SPACE AND MORE SPECIAL ASSIGNMENT DOCUMENTS ATTACHED TO LISTING . AGENTS PLEASE REVIEW DOCUMENTS THOROUGHLY AND THAN FEEL FREE TO CALL LA WITH QUESTIONS

Beds:
2
Baths:
2.00
Sq.Ft.:
1,260
Status:
Active
MLS#:
MDQA139830
Type:
Condo
Subdivision:
Queens Landing
Year built:
1985
Courtesy: Coldwell Banker Residential Brokerage-Annapolis
View additional info

Charming end unit townhouse ready for new owners! Relax on your rocking Chairs on the front porch or entertain on the lake front patio, or just sit and watch the serenity of the lake from any of the 4 deck areas. Vaulted ceilings , fire place & first floor master bedroom. Great size for down sizing & or second home. Walk to the Marina for your boat or to the walk trail. Community Amenities are abundant including pool / club house & more.

Beds:
4
Baths:
6.00
Sq.Ft.:
5,789
Status:
Active
MLS#:
MDQA139730
Type:
Single Family
Subdivision:
Southwind
Lot size:
4.1 Acres
Year built:
1990
Courtesy: Long & Foster Real Estate, Inc.
View additional info

New photos coming soon displaying updates! Beautiful new wide plank hardwoods and hardwood on staircase! New neutral carpeting in first floor Owner's Suite. Freshly painted at main living areas and gorgeous deep, intricate trim! Fantastic open floor plan encompasses soaring two story Great Room with walls of windows overlooking your private inground pool, extensive hardscape & terracing, your private pier with boat lift and your own Sandy Beach! Home is majestically sited back from culdesac in a parklike setting on the Premium site in Southwind on Eastern Bay! Ensuite Guest Bedrooms feature private waterfront balconies. 3 bedrooms and a stunning den upstairs that also boasts a waterfront deck of its own along with impressive built-ins. Front and back stairs plus a full bath accessible from the pool at the main level. The large kitchen offers a lovely built-in banquette and a wonderful custom desk with a hutch. You will love the very generous walk in pantry, and the game room or billiard room that is adjacent to the kitchen features a second access to the waterfront porch for easy entertaining! This is an extraordinary custom home with every custom detail well thought out by an interior decorator. The exquisite master's suite is vast! There is a superb ultra luxury marble master bath with running his and her vanities and countertops, a waterfront whirlpool (yep!), a large separate shower and his and her walk around closets. The entry is made under a full portico and lush landscaping is displayed through-out this distinguished property. This is a lavish property you won't see often.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,104
Status:
Active
MLS#:
MDQA139852
Type:
Condo
Subdivision:
Queens Landing
Year built:
1984
Courtesy: Long & Foster Real Estate, Inc.
View additional info

Gorgeous panoramic views of the Chester River and sunrises will be yours to enjoy all year-round! Buy now, move in and you can vacation at home this summer! Sparkling clean and bright condo has been upgraded with brand new neutral carpeting, Seaside Click waterproof, wood-look easy-care flooring and fresh paint. (Trash compactor "as is".) The spacious great room looks out over the Chester River. There is plenty of room to have a dining area next to the kitchen. It's the perfect design for entertaining friends or just relaxing after a long day, looking out at the peaceful view. It is located just minutes from the Bay Bridge without ever getting on route 50/301! Near restaurants, stores and the cross-island bike trail. The amenities at Queens Landing are truly superb...outdoor pool, refurbished tennis courts, use of the clubhouse for events, exercise room and more!!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,302
Status:
Active
MLS#:
MDQA139804
Type:
Condo
Subdivision:
Bridge Pointe
Year built:
1992
Courtesy: GybeSet Homes
View additional info

Completely renovated, move-in ready unit with walkout deck overlooking the community lake/pond. The upstairs of the unit hosts 2 "true" bedrooms and a spacious bonus room that could serve as a 3rd bedroom, office or playroom. The home features brand new appliances, granite counters, new flooring, new lighting and fixtures, updated bathrooms, fresh paint throughout the interior, and brand new sliding glass doors leading to the back deck and pond overlook. All HVAC ductwork has been professionally cleaned and sanitized. A multitude of energy efficiency retrofits, including R49 attic insulation, make the building envelope of this unit 29% more energy efficient than adjacent units. A community parking lot is available for storing boats, trailers and RVs. 100% financing available.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,635
Status:
Active
MLS#:
MDQA139744
Type:
Condo/Townhouse
Subdivision:
Bridge Pointe Townhouses
Year built:
1992
Courtesy: Chaney Homes, LLC
View additional info

NEWLY LISTED in Coveted Bridgepointe! Seeking Quiet location & Turn Key? Welcome Home!! Over 1600 sq ft, Soaring Vaulted Ceilings, Gleaming Hardwoods, Main-Level Master Suite w/ HUGE Walk-in-closet & French Doors to Spacious Deck w/ retractable awning- just begging to entertain!! Open Floor-Plan allows for an Abundance of Natural Light! Two LARGE Upper-Level Bedrooms!! Attached Garage- ample storage inside & out!! Priced to SELL- Hurry to this one!!

Beds:
3
Baths:
3.00
Sq.Ft.:
1,635
Status:
Active
MLS#:
MDQA139396
Type:
Condo
Subdivision:
Bridge Pointe Townhouses Condo
Year built:
1994
Courtesy: Benson & Mangold, LLC
View additional info

Sought after Bridge Pointe Condo with 3 bedrooms and 2.5 baths. Eat-in kitchen, open living and dining room with gas fireplace. First floor master suite with large walk-in closet. Deck backs to trees. One-car garage.

Beds:
5
Baths:
6.00
Sq.Ft.:
5,794
Status:
Active
MLS#:
MDQA139590
Type:
Single Family
Subdivision:
Chester
Lot size:
1.05 Acres
Year built:
1981
Courtesy: RLAH Real Estate
View additional info

Beautifully renovated 5 bed / 4 bath / 2 half baths home on 1 acre landscaped lot with swimming pool on Kent Island. Formal dining room, study/library. Gourmet kitchen w high end stainless appliances. Hardwood floors. Great room with gas fireplace. Tiled sunroom off great room opening to swimming pool. Poolside gazebo with gourmet outdoor grilling. Dual zone heat and air-conditioning. Attached separate 2200 sq ft 2 bed/ 2 bath apartment. 3 car garage with rec room. 3rd garage is large enough for boat storage, additional rear entrance. 2 level apartment has open floor plan, hardwood floors, study/den. Water views of Crab Alley and Cox Neck creeks. Jones Rd ends quarter mile at the water. Close to Annapolis, Bay Bridge, Rte 50 & 301. Resort living, perfect for entertaining.

Open House:

Saturday, 5/25 12:00-2:00PM

Beds:
3
Baths:
3.00
Sq.Ft.:
2,535
Status:
Active
MLS#:
MDQA139460
Type:
Single Family
Subdivision:
Chester
Lot size:
0.74 Acres
Year built:
1988
Courtesy: Long & Foster Real Estate, Inc.
View additional info

BIG View on this playful waterfront! Open floor plan provides lots of sunlight and fabulous views of Cox Creek! Master suite encompasses the second floor while the first offers 2 bdrm, 2 baths, open living, dining, kitchen and a wonderful butler pantry for entertaining! Pier with lift and 4 MLW

Beds:
5
Baths:
3.00
Sq.Ft.:
3,861
Status:
Active
MLS#:
MDQA139604
Type:
Single Family
Subdivision:
Marling Farms
Lot size:
0.88 Acres
Year built:
2018
Courtesy: Keller Williams Flagship of Maryland
View additional info

Stunning contemporary in one of the most family friendly communities on the Eastern Shore... Marling Farms. This home is virtually brand new with tons of custom features. The Chefs kitchen comes complete with gas stove, pot filler, huge kitchen island with prep sink and built in banquet, stainless steel appliances, farm sink, walk in pantry and soft close cabinets. The Kitchen overlooks your massive family room with stone fireplace. The main floor bedroom has a connecting full bath that can serve as a play room or in-law suite. Retreat to your master bedroom with fireplace, spa like bathroom complete with heated floors and enormous walk-in closet. Additional bedrooms upstairs are large and the 4th bedroom has an unfinished room over the garage for whatever your dreams can envision. The basement is 1500 sqft that's roughed in to be an entertainer's dream. Rough ins include bathroom, wet bar and media room. Enjoy your porch off the kitchen that's ready for speakers and TV, the large flat yard is fully fenced and a pool is already on the plat with the county. Your new home is a few steps from the water in a family friendly community complete with multiple access points to the water, boat ramps and picnic areas. Escape the city madness just 10 miles from the Bay Bridge-this is the resort style life you've been looking for.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,484
Status:
Active
MLS#:
MDQA139638
Type:
Single Family
Subdivision:
None Available
Lot size:
0.46 Acres
Year built:
1950
Courtesy: RE/MAX Executive
View additional info

GOLDEN OPPORTUNITY TO OWN 4 RENTAL INVESTMENT PROPERTIES CURRENTLY RENTED, AS WELL AS A PARKING LOT. DRAW INCOME WHILE YOU CONSTRUCT YOUR BUSINESS! WHATEVER YOU CAN IMAGE; YOU CAN PROBABLY BUILD ON THESE LOTS (CHECK W/QA CO) AUTO REPAIR, DAYCARE, CHURCH, SELF STORAGE, RESTAURANT, RETAIL, SCHOOL, ASSISTED LIVING, SHOPPING & MORE! MUST BE SOLD WITH OTHER FOUR PROPERTIES.

Beds:
3
Baths:
1.00
Sq.Ft.:
1,080
Status:
Active
MLS#:
MDQA139634
Type:
Single Family
Subdivision:
None Available
Lot size:
0.43 Acres
Year built:
1928
Courtesy: RE/MAX Executive
View additional info

GOLDEN OPPORTUNITY TO OWN 5 INVESTMENT PROPERTIES & ALL HOMES W/TENANTS! OR BUILD YOUR OWN BUSINESS INCLUDING POSSIBLE AUTOMOTIVE, APARTMENTS, SELF STORAGE, HAIR SALON, SHOPPING RESTAURANT W/DRIVE THRU, ASSISTED LIVING, ETC. CHECK W/QA CO. MUST BE PURCHASED W/1506,1508,1510 POSTAL & 2742 COX NECK.

Beds:
3
Baths:
1.00
Sq.Ft.:
1,180
Status:
Active
MLS#:
MDQA139630
Type:
Single Family
Subdivision:
None Available
Lot size:
0.49 Acres
Year built:
1992
Courtesy: RE/MAX Executive
View additional info

GOLDEN OPPORTUNITY TO OWN 5 INVESTMENT PROPERTIES OR BUILD YOUR OWN BUSINESS! HOMES ARE ALL CURRENTLY RENTED! CHECK W/COUNTY FOR POSSIBILITIES INCLUDING AUTOMOTIVE, RESTAURANT INCLUDING DRIVE THRU, APARTMENTS, SHOPPING, RETAIL, BARBER, HAIR/NAILS, ASSISTED LIVING, ETC. MUST BE PURCHASE W/1506,1508,1512 POSTAL & 2742 COX NECK.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,070
Status:
Active
MLS#:
MDQA139626
Type:
Single Family
Subdivision:
None Available
Lot size:
0.53 Acres
Year built:
1947
Courtesy: RE/MAX Executive
View additional info

GOLDEN OPPORTUNITY TO OWN 5 INVESTMENT PROPERTIES OR BUILD YOUR OWN BUSINESS! MANY, MANY POSSIBILITIES INCLUDING AUTO REPAIR, DAYCARE, CHURCH, RETAIL, SELF STORAGE, SHOPPING, HAIR SALON, ASSISTED LIVING, RESTAURANT, FAST FOOD & MORE!! CHECK W/COUNTY. COULD ALSO HAVE POSSIBLE DRIVE THRU, APARTMENTS, ETC. OR JUST RENT THE EXISTING HOMES W/TENANTS ALREADY THERE. MUST BE SOLD WITH 1506,1510,1512 POSTAL ROAD & 2742 COX NECK.

Beds:
5
Baths:
4.00
Sq.Ft.:
3,694
Status:
Active
MLS#:
MDQA139390
Type:
Single Family
Subdivision:
Southwind
Lot size:
1 Acres
Year built:
1996
Courtesy: RE/MAX Executive
View additional info

Everything you will ever need or want in a home is located in this upscale community of Southwind. This quality-built home is pristine and with over $ 100K in recent improvements inside and out - it is surely a WINNER. The gourmet kitchen now offers two islands with more than enough space to cook, entertain and take in the expansive water views. The first-floor master bedroom is exquisite and offers the most amazing waterfront view from the comfort of your own bed with direct access to the deck and patio area, where you can relax and enjoy quiet evenings under the stars. The 2nd floor offers 4 more spacious rooms that could easily be used for additional bedrooms, office space or at home gym ~ the possibilities are endless. One of the larger 2nd floor bedrooms is a private mini suite with enough room for a king size bed, and offers a small kitchenette as well as en suite bathroom ~ Caution!!! - your guests may never leave. There are also two more full bathrooms on the 2nd floor. The outdoor space is equally impressive with a brand new Trex deck(15'X20') and 2 beautiful custom paver patio areas (1-8'X10' and 2nd 22'X23') with fire-pit ~ completed Sept 2018. Expansive one-acre level lot with over 155 +/- Shoreline that is fully rip rapped and has a private pier for easy boating access to Crab Alley Bay and Eastern Bay. A few other items worth noting, Architectural roof installed Feb 2019, Anderson windows, Dual Zone Trane Heat/AC, 2 car attached garage, superior construction with 2"X4" interior walls and 4"X6" thick exterior walls, room for a pool (Verify with County). Far away but yet so close to everything you need - just minutes to the Bay Bridge and quick drive to Annapolis, easy commute to Baltimore or DC.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,788
Status:
Active
MLS#:
MDQA139524
Type:
Single Family
Subdivision:
Southwind
Lot size:
3.28 Acres
Year built:
1988
Courtesy: Long & Foster Real Estate, Inc.
View additional info

** Its all about the views of Cox Neck Creek and Crab Alley. Waterfront without the tax, One of 3 premium lots with direct access to shoreline. Water views from almost every room. There is even a Golf practice area with 2 greens on this property. Beautiful and meticulously maintained by the original owners. There is fixed stairs to a large area over the garage that could possibly be finished off for more living space or another bedroom and bath also off the master bedroom are fixed stairs to a floored attic area. Upscale community with private clubhouse, tennis, beach, boat ramp and playground. Easy 1 hour commute to D.C. 30 Min. to Annapolis.* *Great eateries & AAMC health facilities * You will not want to miss this home * Seller Offering a 1 year Home Warranty Service Agreement*

Beds:
2
Baths:
2.00
Sq.Ft.:
1,524
Status:
Active
MLS#:
MDQA139548
Type:
Condo
Subdivision:
Bridgepointe
Year built:
1990
Courtesy: Rosendale Realty
View additional info

Wonderful 2 bedroom 2 bath unit in sought after community of Bridgepointe. Sit on your deck and enjoy the wildlife and the sounds of the fountain in the pond. Large living room, kitchen with table space and one car garage with extra storage! Tenant occupied so please give as much notice as possible. Tenant would like to stay if buyer is interested in a rental.

Beds:
5
Baths:
4.00
Sq.Ft.:
4,271
Status:
Active
MLS#:
MDQA139522
Type:
Single Family
Subdivision:
Marling Farms
Lot size:
4.17 Acres
Year built:
1965
Courtesy: Chaney Homes, LLC
View additional info

Simply Spectacular!! THIS is the ONE You've Waited For!! A True' Estate' Home Ready for a Lifetime of Memories!! Boasting Over 4200 sq ft on Over 4 Acres with Expansive Panoramic Waterfront Views of Prospect Bay- Over 1/2 Mile of Shoreline! Brick Carriage House with Every Upgrade you Can Imagine- Inside & Out! Private Boat Basin w/ Lift to keep your vessel safe- 5 Bedrooms, 3.5 Baths, Main-Level Master Suite off Private Den/Office Rivals a Hotel Suite! Gourmet Kitchen will make your jaw drop!! WOW On Every Level! Vaulted Wooden Ceilings make Crisp White Cabinetry, Gleaming Granite & Brick Fireplace Pop! FOUR Fireplaces for chilly nights! In-Ground Gunite Pool Surrounded by Spacious Paver Patio w/ Built-in-Grill just Begging to Entertain! Detached 3-Car Garage w/ Ample Storage! Possible Additional Lot/Perc! A Stand-Out on Every Level! 10 Mins from Bay Bridge! Treat Yourself to This Stately Property- Rare Find!

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The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which participates, and is provided by BRIGHT through a licensing agreement. The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Copyright BRIGHT, All Rights Reserved

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