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Chester MD Real Estate & Homes for Sale

68 Properties Found

The median home value in Chester, MD is $375,000. This is higher than the county median home value of $295,000. The national median home value is $209,892. The average price of homes sold in Chester, MD is $375,000. Approximately 69% of Chester homes are owned, compared to 19% rented, while 11% are vacant. Chester real estate listings include condos, townhomes, and single family homes for sale. Commercial properties are also available. If you like to see a property, contact Chester real estate agent to arrange a tour today!
Learn more about Chester Real Estate.


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1–25 of 68 properties displayed
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Beds:
1
Baths:
1 Full
Sq.Ft.:
724
Status:
NEW LISTING
MLS#:
MDQA142082
Type:
Condo, Townhouse
Subdivision:
Queens Landing
Year built:
1983
Courtesy: Star Realty
View additional info

MARINA! ADORABLE! Only 1-bedroom, 1 bath condo available -1st floor! COMPLETELY REMODELED - GRANITE,ss appli.,self-closing cabinet drawers,gorgeous cabinetry, new carpet! Front-loading W&D. Beautiful wide-plank laminate flooring. Large, partially-covered patio facing WATER! ! 2 storage sheds.HEATED salt-water pool,tennis,state-of-the-art gym,walking path along Chester River & Castle Marina, pickleball,clubhouse. Boat slips 4 rent/sale.WALK to 2 restaurants.RESORT LIVING! Great rental property. Owner financing possible.Ideal for first-time home buyer/vacation home. Favorite model in QL! Seller pays off assessment at settlement. You won't find another one like this! Where else can you buy a waterfront condo < $200K?? Eastern shore's best-kept secret! Spanish style architecture.

Beds:
3
Baths:
2 Full/1 Half
Sq.Ft.:
2,602
Status:
NEW LISTING
MLS#:
MDQA142110
Type:
Condo
Subdivision:
Kent Island
Year built:
2019
Courtesy: Mary Anne Kowalewski
View additional info

Low maintenance living at its best! Luxury Condominiums now selling! Building has elevator access, 1 car garage per unit and secure storage rooms. The Severn floor plan has tons of windows and it features 3 bedrooms, 2.5 baths and a balcony. Home includes a Gourmet Kitchen with 30'' cooktop and canopy hood, quartz counter tops and many other designer upgrades. Home will be ready Spring 2020. Photos are a virtual representation of our future models and show additional upgrades.

Beds:
2
Baths:
2 Full/1 Half
Sq.Ft.:
1,900
Status:
NEW LISTING
MLS#:
MDQA142112
Type:
Condo
Subdivision:
Kent Island
Year built:
2019
Courtesy: Mary Anne Kowalewski
View additional info

Low maintenance living at its best! Luxury Condominiums now selling! Building has elevator access, 1 car garage per unit and secure storage rooms. The Chester floor plan features 2 bedrooms, 2.5 baths, home office with french doors and a balcony. Home includes a Gourmet Kitchen with 30'' cooktop and canopy hood, granite counter tops, luxury vinyl floors in common areas and many other designer upgrades. Home will be ready Spring 2020. Photos are a virtual representation of our future models and show additional upgrades.

Beds:
3
Baths:
2 Full/1 Half
Sq.Ft.:
2,602
Status:
NEW LISTING
MLS#:
MDQA142108
Type:
Condo
Subdivision:
Kent Island
Year built:
2019
Courtesy: Mary Anne Kowalewski
View additional info

Low maintenance living at its best! Luxury Condominiums now selling! Building has elevator access, 1 car garage per unit and secure storage rooms. The Severn floor plan has tons of windows and it features 3 bedrooms, 2.5 baths and a balcony. Home includes a Gourmet Kitchen with 30'' cooktop and canopy hood, quartz counter tops and many other designer upgrades. Home will be ready Spring 2020. Photos are a virtual representation of our future models and show additional upgrades.

Beds:
2
Baths:
2 Full/1 Half
Sq.Ft.:
1,900
Status:
NEW LISTING
MLS#:
MDQA142086
Type:
Condo
Subdivision:
Kent Island
Year built:
2019
Courtesy: Mary Anne Kowalewski
View additional info

Low maintenance living at its best! Luxury Condominiums now selling! Building has elevator access, 1 car garage per unit and secure storage rooms. This Chester penthouse floor plan features 2 bedrooms, 2.5 baths, tray ceilings, home office with french doors and a balcony. Home includes a Gourmet Kitchen with 30'' cooktop, quartz counter tops, luxury vinyl floors in common areas, electric fireplace and many other designer upgrades. Home will be ready Spring 2020. Photos are a virtual representation of our future models and show additional upgrades.

Beds:
3
Baths:
2 Full
Sq.Ft.:
2,327
Status:
NEW LISTING
MLS#:
MDQA142036
Type:
Single Family, Single Family-Detached
Subdivision:
Gibsons Grant
Lot size:
0.14 Acres
Year built:
2013
Courtesy: Coldwell Banker Waterman Realty
View additional info

UNIQUE in Gibson's Grant...ONE LEVEL LIVING! Custom designed home with inviting wrap around Front Porch greets you as you Enter the home, taking in the views of the Open Floor Plan with tons of Natural Light illuminating throughout. State of the Art Chef's Kitchen complete with: Sub Zero Refrigerator * Wolf Gas cooktop * Bosch dishwasher * Double wall ovens * HUGE Center island *Upgraded Granite Countertops * 42in Cherry cabinets & Custom backsplash. Additional features include a Family room w/ stone gas fireplace to warm you on those chilly nights, Hardwood floors, 2pc crown molding, breakfast nook, formal dining room and sizable 2nd and 3rd bedrooms that share a hall bath. Master suite is fit for a king or queen w/ boxed tray ceiling * double walk in closets * spa-like bathroom with double vanities, soaking tub, shower w/seat & attached sitting room that leads to the front/side porch to enjoy your morning coffee! Out back you'll find a Fenced patio & relaxing porch & room for raised gardens for all your flower/veggie needs! Oversized, attached 2 car garage & conditioned crawl space provide plenty of space for your storage needs! The Gibson's Grant community is surrounded by nature & provides a pier overlooking the Chester River, Kayak launch/storage, pool, clubhouse w/ exercise room & is just steps from the Cross Island Trail that ends at Terrapin Nature Park by the Bay Bridge!

Beds:
2
Baths:
2 Full/1 Half
Sq.Ft.:
1,440
Status:
Active
MLS#:
MDQA141998
Type:
Condo, Townhouse
Subdivision:
Queens Landing
Year built:
1998
Courtesy: Chaney Homes, LLC
View additional info

Want to live the easy shore life??? Centrally located on Kent Island, this bright and open townhouse in a popular waterfront community is perfect for those looking for low maintenance living. Featuring updated kitchen, 2 masters, open concept floor plan, wood burning fireplace, sunroom and patio! Beautiful gardens adorn both the front and back adding the appeal. Nestled in a quiet community along Castle Marina that leads to the Chester, you will enjoy wonderful community amenities including kayak racks, tennis courts, fitness center, pool, job/bike paths and more!

Beds:
4
Baths:
4 Full
Sq.Ft.:
3,539
Status:
Active
MLS#:
MDQA142044
Type:
Single Family, Single Family-Detached
Subdivision:
Southwind
Lot size:
2.9 Acres
Year built:
1993
Courtesy: Long & Foster Real Estate, Inc.
View additional info

Must see home and broad water views from this elegant waterfront in Southwinds. Custom built with outstanding floor plan. Waterside 2 story family room is open to gourmet kitchen with Granite counter tops, stainless appliances and island. Spacious master suite with sitting room and waterside 32 x 14 deck. Hardwoods throughout, exterior shower enclosure and 3 car garage. Great locationtoward the end of the culdesac. Southwind Community amenities include:Beach, Boat Ramp, Club House, Common Grounds, Jog/Walk Path, Pier/Dock, Tennis Courts, Tot Lots/Playground, Water/Lake Privileges

Beds:
2
Baths:
2 Full/1 Half
Sq.Ft.:
1,280
Status:
Active
MLS#:
MDQA141948
Type:
Condo
Subdivision:
Queens Landing
Year built:
1998
Courtesy: Long & Foster Real Estate, Inc.
View additional info

THE UTMOST IN BAY LIVING Rare offering of End Unit Queens Landing Townhome! Secure community with marina, small craft launch, pool & Clubhouse! Gym & racquetball court! Added end unit PRIVACY with rear glassed Sunporch & grilling patio. Light-filled Living Room sharing dining/entertaining bar with updated stainless & granite dine-in Kitchen. Decorator neutral paint palette, tile & carpeting for any decor! Picture window Bedrooms. Master BR with remodeled en suite Bath. Second bright & airy Bedroom. Hall Full Bath. 2 Parking spaces. Just 10 mins. to the Bay Bridge; 20 mins. to Annapolis! BRING YOUR BOATS!

Beds:
2
Baths:
2 Full
Sq.Ft.:
1,380
Status:
Active
MLS#:
MDQA141972
Type:
Condo
Subdivision:
Queens Landing
Year built:
1987
Courtesy: Chaney Homes, LLC
View additional info

Million-Dollar Views at This Kent Island Chester River WATERFRONT! Look No Further! Coveted End-Unit in Gorgeous Queens Landing! Island Living at its Finest- Main-Level Master Suite w/ Attached Full Bath & Private Patio- Soaring Ceilings & An Abundance of Natural Light Flood Open & Airy Main Level- Open Kitchen, Dining & Living Room Space w/ Gas F/ireplace Takes in the Commanding Chester River Views at Every Turn! Upstairs Loft has Waterfront Balcony, Picture Windows Capturing Post-Card Views, Cozy Fireplace for Chilly Nights & 2nd Bedroom with Private Full Bath & Walk-in-Closet! Whether 'Right'-Sized Living, Weekend Home or Your Year-Round Treat - This Beauty has it ALL! Walk to Community Marina, Clubhouse, Pool, Fitness Center, Tennis, Racquetball & Cross-Island Trail- Bring Your Active Lifestyle... or Enjoy Lazy Days on your /choice of Patios or Balcony! Community River-Front Pool Overlooks Marina - Boating Made Easy! 5 mins from Bay Bridge! Hurry to Claim This One... Before Your Competition Does!

Beds:
3
Baths:
2 Full
Sq.Ft.:
1,846
Status:
Active
MLS#:
MDQA141634
Type:
Single Family, Single Family-Detached
Subdivision:
Marling Farms
Lot size:
0.61 Acres
Year built:
1972
Courtesy: Chaney Homes, LLC
View additional info

NEWLY LISTED in Coveted Marling Farms! OPEN HOUSE SATURDAY NOV 2, from 1-3 pm! Convenient One-Level Living- Unbeatable Community Amenities including: 4 Community Beaches, Water Access, Piers & Parks- with 3 Large Bedrooms, 2 Full Baths, Large Eat-in-Kitchen Opens to Separate Living Room, Private Den/Office w/ 2-Sided Gas Fireplace to Family Room- Huge Master Suite w/ Walk-in-Closet, Large Master Bath, & French Doors w/ Steps to Backyard- Screened-in-Porch off Kitchen Opens to Large Deck Overlooking Fenced Backyard- Over 1/2 Acre Lot Begging to Entertain or take in Relaxing Water-Views! Attached Oversized Garage w/ Insulated Walls & Doors! Updated: 30-Yr Architectural Roofing, Siding, Windows, Flooring, Appliances, HVAC- 2018! Bring your Waterfront Toys for Island Living at its Finest! Crabbing, Fishing & a Slower Pace- 'Welcome Home' to 1402 Calvert Rd!

Beds:
3
Baths:
1 Full/1 Half
Sq.Ft.:
1,192
Status:
Active
MLS#:
MDQA141846
Type:
Single Family, Single Family-Detached
Subdivision:
Harbor View
Lot size:
0.34 Acres
Year built:
1984
Courtesy: Chaney Homes, LLC
View additional info

Affordable. Adorable. STYLISHLY Updated. NEWLY Listed & Priced to Sell, This Renovated Rancher is Open, Airy & Built to Entertain! HUGE Deck & Large Patio Overlook Fenced Backyard! 3 Bedrooms, 1.5 Baths, Bright & White NEW Kitchen! Gleaming Granite, Stainless Steel Appliances, Open to Living Room w/ Cozy Pellet Stove for Chilly Fall Nights! Updated Baths, Fresh Carpet & Paint- Move-in-Ready VALUE! 100% Financing Possible- Ask Lender about USDA Financing!!

Beds:
3
Baths:
3 Full/1 Half
Sq.Ft.:
2,100
Status:
Active
MLS#:
MDQA141792
Type:
Condo
Subdivision:
Bayside
Year built:
1999
Courtesy: RE/MAX Leading Edge
View additional info

Beautiful Marina Front Villa in sought after community of Bayside - Boaters: See your boat from your living room (slip rental thru Castle Harbour Marina). This is a gorgeous end unit with garage, 2 MBR w LOFT OR 3rd BR*Loft with Full Bath * Crown Moulding * Recessed Lighting * Dual Zone heat pumps and Propane Gas FP * New sliding glass doors off Living Room and MBR to WATER VIEW Decks* New Roof in 2018 * Replacement HVAC units and water heater in 2017 * Wrap-around covered front porch * Custom Compass Rose Tile Inlay in Foyer * CONDO FEE INCLUDES: GRASS, ROOF, SIDING, TRASH, POOL, EXERCISE ROOM, TENNIS, ON SITE MEETING ROOM. Walk to Marina and two on-site restaurants!Like what you see? You can buy this unit fully furnished for an additional $15,000. Bayside is a wonderful Chester address to have! www.baysideonki.org

Beds:
2
Baths:
2 Full/1 Half
Sq.Ft.:
1,304
Status:
Active
MLS#:
MDQA141806
Type:
Condo, Townhouse
Subdivision:
Bridge Pointe Townhouses
Year built:
1991
Courtesy: Long & Foster Real Estate, Inc.
View additional info

Fabulous 2 bedroom plus bonus room townhome in Bridge Pointe with converted garage with extra family room and workshop. Built-ins, detailing and a newly renovated kitchen make this home a show piece. Artfully designed with detailing and accents, the kitchen has beautiful cabinets with quartz counter tops, wall tile and open shelves creating a focal point for your special decor. Engineered and durable wood tone flooring coupled with stainless appliances round out this gourmet kitchen. Views to the community pond can be seen from the front entry as well as much of the main level living space. Patio doors to the deck along with extra storage make for enjoyable outdoor entertaining and relaxing. Since outside landscape maintenance is covered, you can enjoy the relaxed Eastern Shore lifestyle you've been waiting for. The upper level of this home has lots of light filled windows with 2 generously sized bedrooms, a master en suite and additional hall bath all nicely appointed with updated tile. The upper level also includes a bonus room with solar light tube for added natural light with laundry. This room is a nice size and can be used for storage, office, or any other space you desire. Many wonderful features in this home and great location!

Beds:
3
Baths:
2 Full/1 Half
Sq.Ft.:
2,788
Status:
Active
MLS#:
MDQA141802
Type:
Single Family, Single Family-Detached
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:
3
Baths:
2 Full/1 Half
Sq.Ft.:
2,785
Status:
Active
MLS#:
MDQA141664
Type:
Single Family, Single Family-Detached
Subdivision:
Gibsons Grant
Lot size:
0.18 Acres
Year built:
2013
Courtesy: Benson & Mangold, LLC
View additional info

Southern/Coastal-inspired design in Gibson~s Grant. Open floor plan, this 3 Bedroom/2.5 Bath home is impeccably maintained, featuring Granite tops, Hardwoods & SS appl. Family room with stacked stone fireplace, finished Bonus Room above garage, built-in cabinets, Finished courtyard pavers in private patio, 2 car garage. Premium lot across from the community amenities ~ pool, pavilion, workout facility, community water access, kayak launch, walking trails. Ideal location close to the Bridge.

Beds:
3
Baths:
2 Full
Sq.Ft.:
1,204
Status:
Active
MLS#:
MDQA141670
Type:
Single Family, Single Family-Detached
Subdivision:
Harbor View
Lot size:
0.28 Acres
Year built:
2000
Courtesy: Long & Foster Real Estate, Inc.
View additional info

Welcome Home! This bright and freshly painted home is move in ready. Full glass atrium door in the dining area open to the deck and large fenced back yard. Gleaming blonde wood tone flooring throughout the living areas and neutral carpet in the bedrooms will compliment any style. The master bedroom has views to the back yard and a private bath along with a generously sized closet. 2 additional light filled bedrooms and a hall bath as well as extra closet storage and rough in for washer and dryer if you want to relocate it back to interior from garage. Galley style kitchen off dining area with access to the oversized one car garage. With convenient location for commuters, shopping and restaurants as well as plenty of driveway parking and freshly landscaped front, this home is the total package!

Beds:
3
Baths:
2 Full/1 Half
Sq.Ft.:
n/a
Status:
Active
MLS#:
MDQA141650
Type:
Single Family, Single Family-Detached
Subdivision:
Waterman's Cove
Lot size:
0.41 Acres
Year built:
2019
Courtesy: Coldwell Banker Waterman Realty
View additional info

Beautiful waterfront home to be built. Enjoy the serenity of Cox Creek in the new community of Waterman's Cove. This enclave of nine private home sites is nestled on a quiet dead end street. Private pier. 3 bedrooms. 2.5 baths. Kitchen with granite counter tops and stainless steel appliances. Hardwood floors. First floor master bedroom with attached bath. Large 2nd story waterfront office or media room. Rear composite deck for outdoor entertaining overlooks water. Concrete driveway and nice attached garage. Located just a short mile off Rt. 50. HOA includes lawn care and trash removal.

Beds:
2
Baths:
2 Full/1 Half
Sq.Ft.:
1,302
Status:
Active
MLS#:
MDQA141618
Type:
Condo, Townhouse
Subdivision:
Bridge Pointe
Year built:
1995
Courtesy: Rosendale Realty
View additional info

Beautiful unit in sought after Bridgepointe! This unit has been remodeled from top to bottom. All new flooring through out the whole unit. BRAND new kitchen with stainless appliances and granite. The bathrooms have all be remodeled and updated. Doors have been replaced and a fresh coat of paint throughout! Backs up to the woods for privacy on your back porch. BONUS room on the 2nd level could be used as a den or even a extra bedroom. A one car garage completes this unit, that won't last long!

Beds:
3
Baths:
2 Full
Sq.Ft.:
1,828
Status:
Active
MLS#:
MDQA141600
Type:
Single Family, Single Family-Detached
Subdivision:
Bentons Pleasure
Lot size:
1.21 Acres
Year built:
1985
Courtesy: Coldwell Banker Residential Brokerage
View additional info

One of a Kind Kent Island Home!! Are you looking for your own personal retreat? Here it is! Nestled on a 1.2 acre wooded lot in Bentons Pleasure, this home boasts over 1,800 sq ft of 1 level living~with 3 Bedrooms, 2 full baths, an~updated kitchen with Stainless Steel appliances, family room with windows to overlook the backyard and slider to the deck is perfect for outdoor dining or just enjoying nature. Need parking? The detached 2 car garage has you covered, plus the parking pads offer plenty for guests, boat or even a RV. Dreamed of having a workshop? You'll find it here and equipped with electricity. Does this sound too good to be true? Come see for yourself and make this home yours in time for the holidays!~

Beds:
3
Baths:
2 Full/1 Half
Sq.Ft.:
n/a
Status:
Active
MLS#:
MDQA141312
Type:
Single Family, Single Family-Detached
Subdivision:
None Available
Lot size:
0.17 Acres
Courtesy: Keller Williams Flagship of Maryland
View additional info
Beds:
3
Baths:
1 Full/1 Half
Sq.Ft.:
1,780
Status:
Active
MLS#:
MDQA141524
Type:
Single Family, Single Family-Detached
Subdivision:
Dominion
Lot size:
0.24 Acres
Year built:
1930
Courtesy: Long & Foster Real Estate, Inc.
View additional info

Offered AS-IS and is eligible under the Freddie Mac First initiative through 10/08/2019- owner-occupant buyers and qualified non-profits. Investor offers are eligible for review after 20 days of the listing dateA little bit of history in this house. It is mentioned in William Warner's book entitled Beautiful Swimmers! Master bedroom has a large loft. Living room and Dining room have exposed beams for ceiling. Private office off the dining room. This is a must see!

Beds:
2
Baths:
2 Full
Sq.Ft.:
1,747
Status:
Active
MLS#:
MDQA141510
Type:
Single Family, Single Family-Detached
Subdivision:
Kent Island
Lot size:
0.15 Acres
Year built:
2019
Courtesy: Mary Anne Kowalewski
View additional info

Pick your lot and Build this beautiful open floor plan home! The Grenada features 2 bedrooms and 2 baths, home office and 2 car garage. Base price listing. Call our office for more information. Photo likeness.

Beds:
2
Baths:
1 Full
Sq.Ft.:
1,103
Status:
Active
MLS#:
MDQA141478
Type:
Single Family, Single Family-Detached
Subdivision:
Dominion
Lot size:
0.25 Acres
Year built:
1896
Courtesy: Keller Williams Integrity
View additional info

Investor Alert! 2 Bedroom Kent Island farm house. Large fenced backyard. Great location in the heart of Kent Island. Short distance from shopping and dining.

Beds:
4
Baths:
2 Full/1 Half
Sq.Ft.:
2,700
Status:
Active
MLS#:
MDQA141444
Type:
Single Family, Single Family-Detached
Subdivision:
Gibsons Grant
Lot size:
0.13 Acres
Year built:
2010
Courtesy: Coldwell Banker Waterman Realty
View additional info

PRICE IMPROVEMENT makes this Gorgeous home in Gibson's Grant an INCREDIBLE deal! Open floor plan, crown molding, hardwood floors, high ceilings, gas fireplace, and a beautiful, upgraded kitchen with huge island and breakfast bar are just the start when it comes to this home. The spacious master bedroom has a tray ceiling, large walk-in closet and huge bath with luxurious soaking tub and separate shower while downstairs you get great features like a home office and butler's pantry. Head out back and relax in the landscaped backyard with paver patio and privacy fence. All of that in the very desirable community of Gibson's Grant, complete with amenities like community pool, clubhouse, exercise room, and pier. A great buy like this isn't going to last long!

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