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Chester MD Real Estate & Homes for Sale

71 Properties Found

The median home value in Chester, MD is $315,000. 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 $315,000. 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 71 properties displayed
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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

New Price! 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. Hardwood floors, granite counters, formal dining area - it's all here! 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. Motivated sellers.

Beds:
2
Baths:
2 Full
Sq.Ft.:
2,002
Status:
NEW LISTING
MLS#:
MDQA142660
Type:
Single Family, Single Family-Detached
Subdivision:
Kent Island
Lot size:
0.14 Acres
Year built:
2019
Courtesy: Mary Anne Kowalewski
View additional info

MOVE IN READY!!!! Come see this beautiful main living open floor plan home. The Ibiza features 2 bedrooms, 2 baths, home office and attic storage. Designer features include white cabinets, quartz countertop in the kitchen, luxury vinyl floors in common areas, Gourmet kitchen with Stainless Steel appliances.

Beds:
2
Baths:
2 Full
Sq.Ft.:
1,909
Status:
NEW LISTING
MLS#:
MDQA142658
Type:
Single Family, Single Family-Detached
Subdivision:
Kent Island
Lot size:
0.18 Acres
Year built:
2019
Courtesy: Mary Anne Kowalewski
View additional info

Come see this Move In Ready Home! Main living open floor plan home on large corner lot. The Donegal features 2 bedrooms, 2 baths, home office, large kitchen, sunroom, screened patio and lots of windows. Designer features include white cabinets, quartz countertops, luxury vinyl floors in common areas, Stainless Steel appliances, stone fireplace and more.

Beds:
4
Baths:
2 Full/1 Half
Sq.Ft.:
2,914
Status:
NEW LISTING
MLS#:
MDQA142554
Type:
Single Family, Single Family-Detached
Subdivision:
Gibsons Grant
Lot size:
0.13 Acres
Year built:
2008
Courtesy: Coldwell Banker Residential Brokerage
View additional info

You don't want to miss this home! This sought after model boasting nearly 3,000 sq ft of living space, 4 Upper Level Bedrooms 2. 5 baths with ATTACHED 2 car garage is located on one of the only dead end streets in Gibson's Grant! Get ready for evenings on your new front porch overlooking the pond filled with wildlife. You'll love preparing meals in the gourmet kitchen with Viking gas stove, double ovens, double pantry, stainless steel appliances, granite counters, glass tile back splash and an island made for entertaining. The family room is complete with a gas fireplace and newer plush carpet. The main floor offers a formal living, dining and separate office with custom built-ins. Ask about the secret room! Upstairs you will find more water views, a full size laundry room with utility sink, 4 bedrooms and 2 full baths, including the master suite with tray ceiling, large corner tub, double vanity, separate shower and wash closet. The home offers dual zone HVAC with two newer units. The over sized 2 car garage is attached with a driveway for 2 additional cars. The backyard is fully fenced and is the perfect combination of grass and paved patio to enjoy grilling and outdoor dining! Gibson's Grant is a waterfront community on Kent Island offering first class amenities including outdoor heated pool, fishing/crabbing pier, kayak launch, clubhouse, gym and pavilions! Located on the cross island trail, close to shopping and dining, marinas & beaches! Easy access to 50 and only minutes to the Chesapeake Bay Bridge!

Beds:
4
Baths:
4 Full/1 Half
Sq.Ft.:
4,407
Status:
NEW LISTING
MLS#:
MDQA142592
Type:
Single Family, Single Family-Detached
Subdivision:
Serenity Farms
Lot size:
3.1 Acres
Year built:
2018
Courtesy: Chaney Homes, LLC
View additional info

Ohhh MY!! DREAM HOMES Like THIS Don't Come to Market Often... Better Hurry! Custom-Built Craftsman Boasting Over 4400 SF Perfectly Perched Upon 3.1 Acres on Crab Alley Bay! Protected Waterfront Living with Ease of Navigation- Perfect Combo! Every. Single. Desire. Answered Here! THIS is the Home You've Worked For! Entertain Like a Master! In-Ground Gunite Salt-Water Pool, w/ Waterfall! Large Patio Overlooking Water's Edge & Private Pier! Fishing, Crabbing, Hunting- From Your Backyard! Inside, A Gourmet Kitchen Straight from the Magazines! White & Bright Custom Cabinetry, Gleaming Granite, Shiny Stainless Appliances Including Cooktop & Hood, Wall-Oven & Wine Fridge! A Chef's Delight! Large Pantry, Oversized Breakfast Bar & Breakfast Room with Shiplap Ceilings, Exposed Beam & 360-Degree WaterViews Opens to Huge Covered Porch- Extended Outdoor Living Space! This Home Was Built to Entertain! AMAZING Flow, Natural Light & Attention to Detail! Soaring 2-Story Ceilings in Family Room are Anchored by Stacked Stone Wood-Burning Fireplace for Cozy Nights! Main-Level Master Suite Rivals a 5-Star Hotel! Simply FABULOUS Master Bath! Coastal Touches with High-End Finishes- Soaking Tub, Double Vanity w/ Ample Storage & 2-Person Shower! Upstairs, 3 Spacious Bedrooms Suites Make Privacy & Spreading Out a Breeze! Each Bedroom with Full Bath Attached! Large Den Overlooks Family Room & Leads to HUGE Walk-in-Storage Room! Attached 3-Car OverSized Garage! Private, Peaceful Location Just 10 Mins From Bay Bridge- 1-Hr DC! Easy Boating to Chesapeake Bay, Kent Narrows & St Michaels! Discover What 'Eastern Shore Waterfront Living' is All About! Claim This Gem Soon & Start Planning the Pool Parties & Boating Trips...Before Your Competition Does!

Beds:
3
Baths:
3 Full/1 Half
Sq.Ft.:
2,100
Status:
NEW LISTING
MLS#:
MDQA142596
Type:
Condo
Subdivision:
Bayside
Year built:
2001
Courtesy: Long & Foster Real Estate, Inc.
View additional info

Bayside - Luxury Bayside Villa directly overlooking Castle Marina Harbor and views of the Chester River. This is a end unit with waterviews from every room. The spacious floor plan has been completely remodeled with updated kitchen, appliances and countertops. New flooring throughout, new recess lighting and fixtures, and even Alexa enabled light switches. Freshly painted throughout as well as a complete new master bath. This home shows pride of ownership and will not last long. The units are set up to me three master suites, with each having a private bath. You can easily walk to restaurants and the cross island trail from this home. Enjoy the luxury of having a community pool, fitness center and tennis courts all in your neighborhood. Call today for your private showing.

Beds:
3
Baths:
2 Full
Sq.Ft.:
1,104
Status:
NEW LISTING
MLS#:
MDQA142578
Type:
Single Family, Single Family-Detached
Subdivision:
Harbor View
Lot size:
0.38 Acres
Year built:
1980
Courtesy: Coldwell Banker Waterman Realty
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Delightful 3 bedroom 2 bath rancher in Harbor View. Close to everything , updated mechanical's and very well maintained. Kitchen features soft close Chestnut cabinets, large pantry with washer dryer and room to eat in or use the spacious dining room. Large living room, master bedroom with full bath and two other bedrooms share the hall bath. Upgraded carpet and padding and new doors throughout the home. Nice level yard has shed with electric. Close to schools, shopping, and many restaurants. A wonderful place to call home!

Beds:
4
Baths:
3 Full
Sq.Ft.:
2,907
Status:
Active
MLS#:
MDQA142186
Type:
Single Family, Single Family-Detached
Subdivision:
Gibsons Grant
Lot size:
0.11 Acres
Year built:
2020
Courtesy: Koch Realty, Inc.
View additional info

Do not miss out on this Kingston 2 story with views to the Chester River.This 4 bedroom, 3 full bath, 2 car garage and 2 nd floor loft area will be a floorplan that you love.Wake up and see Blue Herons, Ospreys and the beautiful views of the Chester River.Enjoy the many amenities of the community with swimming pool, community center with fitness center, kayak racks and fishing and crabbing pier.This home is under construction. It should be ready approximately March/April 2020.Pictures shown are from a past Kingston 2 story.

Beds:
2
Baths:
2 Full/1 Half
Sq.Ft.:
1,440
Status:
Active
MLS#:
MDQA142384
Type:
Condo, Townhouse
Subdivision:
Queens Landing
Year built:
1994
Courtesy: Star Realty
View additional info

New pics! WATERFRONT-Macum Creek- feeds into Chester River. FAB VIEW!!! Water views from most rooms. SUNRISES! Lovely condo w/tiled 1st floor.Extra cabinets in kitchen,side-by-side frig.Tiled,enclosed sunroom w/storage area! Remote-controlled awning on patio.OPEN STAIRS!2 MBR suites. Master bath has dbl sinks. Bath #2 has W-I shower.GAS FP w/mantel & marble hearth. Pull-down attic stairs. New W&D. Interior units in this bldg. are larger than ends!Most 1st floor furniture available. HEATED pool,state-of-the-art gym,racketball, tennis,pickleball, clubhouse & walking path on Chester River/Castle Marina!! Boat slips avail-rent/buy.Assessment pd. Monthly socials, bingo, holiday parties, happy hours,etc. Near 12-mi. paved Cross Island Trail -great for biking,jogging,dog walking, etc. Trail is currently being extended eastward.

Beds:
2
Baths:
2 Full
Sq.Ft.:
1,050
Status:
Active
MLS#:
MDQA142438
Type:
Condo
Subdivision:
Bayside Marina
Year built:
1993
Courtesy: Douglas Realty, LLC
View additional info

A 2 Bedroom, 2 Full Bath Unit in Bayside Marina. A Propane Gas Fireplace will keep you warm on those cold days and nights. Kitchen has dishwasher, built-in microwave, lots of cabinets, and a pantry. Dining Area is adjacent to Kitchen and Living Room for Cozy Entertainment. There is a Covered Balcony off the Living Room that has some storage. Master Bedroom has a Master Bath and Walk-in Closet. Second Bedroom has Double Closet. Extra Storage in Coat Closet in Foyer, Hall Linen Closet, Laundry Area. The HVAC system was installed in 2014; Hot Water Heater in 2016; Ceiling Fans and new Smoke/Carbon Monoxide Detectors in 2019. Community Amenities include a Club House with Party Room; Outdoor Pool; Tennis Courts, Netted Game Area and access to walking paths. There is also a marina nearby and a restaurant within walking distance. So close to Rt. 50. Currently Occupied with Owner and 2 Lovely Dogs.

Beds:
2
Baths:
1 Full/1 Half
Sq.Ft.:
1,132
Status:
Active
MLS#:
MDQA142370
Type:
Single Family, Single Family-Detached
Subdivision:
None Available
Lot size:
0.58 Acres
Year built:
2008
Courtesy: Long & Foster Real Estate, Inc.
View additional info

Retreat to your own little private escape on Kent Island. Forget condo living when you can have your own driveway and fenced in back yard!~This peaceful home rest on a 1/2 + acre located on a quiet treed lane with plenty of privacy and no through road. This home features hardwood flooring on the main floor with an eat in kitchen, pantry, living room and 1/2 bath. ~ Spacious living room with sliding glass doors leading out to the back deck. Enjoy the fenced-in back yard with a large shed for storage. ~ Two carpeted bedrooms, full bath and laundry all on the upper level. This home is only minutes away from the Bay Bridge also local restaurants , shopping and public beaches. No HOA, well and septic... so no water/usage bill!~ This is a must see for the price!

Open House:

Saturday, 1/25 12:00-3:00PM

Beds:
3
Baths:
2 Full/1 Half
Sq.Ft.:
1,764
Status:
Active
MLS#:
MDQA142374
Type:
Single Family, Single Family-Detached
Subdivision:
Clayborne Woods
Lot size:
0.18 Acres
Year built:
1999
Courtesy: Coldwell Banker Residential Brokerage
View additional info

Beautiful home available in the lovely community of Calyborne Woods! Features include a main level maser suite with vaulted ceilings, walk in closet, and master bath. Kitchen with new stainless steel appliances, open floor plan, vaulted ceilings in family room and a gas fireplace. The second level overlooks the family room and includes two additional bedrooms and the second full bath. Family room opens to the enclosed all-seasons room, great for entertaining! Fully fenced back yard with deck, a welcoming front porch and an attached 1 car garage. Furnace and some windows replaced in 2018, insulated crawl space with new vapor barrier. Location is convenient to route 50 and just minuted to the Bay Bridge, don't miss this one!

Beds:
3
Baths:
2 Full/1 Half
Sq.Ft.:
3,000
Status:
Active
MLS#:
MDQA142274
Type:
Single Family, Single Family-Detached
Subdivision:
Gibsons Grant
Lot size:
0.13 Acres
Year built:
2017
Courtesy: Long & Foster Real Estate, Inc.
View additional info

Enjoy the Gibson's Grant lifestyle. Why wait for new construction? Over $140,000 in upgrades and options convey. You will love relaxing on the front porch, enjoying the river and pond views and breeze. This is a modified Ashford model with a main level master suite and finished bonus room over the garage. Triple-pane dormers transform the two upper level bedrooms into much more functional, spacious, and comfortable rooms. The finished bonus room over garage and office on main level have potential to serve as 4th & 5th bedrooms. Professionally designed landscape and hardscape includes a fire pit. Plantation shutters, California Closets, stained glass, granite, marble, stainless, wood floors, built-in bookcases, custom glass shower doors, crawl space with concrete floor... Schedule a showing and walk through this beautiful home. Welcome home.

Beds:
5
Baths:
4 Full/1 Half
Sq.Ft.:
3,984
Status:
Active
MLS#:
MDQA142316
Type:
Single Family, Single Family-Detached
Subdivision:
Gibsons Grant
Lot size:
0.13 Acres
Year built:
2011
Courtesy: Long & Foster Real Estate, Inc.
View additional info

Must see this spacious home offering approx 4,000' of living space. One of the larger KOCH home floor plans. Many upgrades here include: Lovely hardwoods throughout main level. Coiffured ceilings in dining room. Stone fireplace in large family room. Kitchen loaded with cabinets, island, breakfast bar and granite counters. Master with sitting room, fabulous walk thru closet and huge master bath. Master bedroom has access to 2nd level porch where you can enjoy sunrises and sunsets. Very private 3rd level bedroom, play area with full bath. Bonus room above garage finished and could be in-law/aupair space. Several rooms with flexible uses. 2 Car Garage. Lovely water oriented community, centrally located and steps away from clubhouse and pool. Low HOA fees, 1-2 miles from Bay Bridge. Much to love here. More photos coming but don't wait...this home is a must see!

Beds:
3
Baths:
2 Full/1 Half
Sq.Ft.:
1,680
Status:
Active
MLS#:
MDQA142248
Type:
Condo, Townhouse
Subdivision:
Queens Landing
Year built:
1984
Courtesy: Realty Navigator
View additional info

Beautiful Views from this WATERFRONT interior unit! Island Living with this open floor plan that features lots of natural sunlight, vaulted ceiling, sky lights, Dining and living space with gas fireplace. Gorgeous water views from the master bedroom. and main level of this unit. Loft could be 3rd bedroom, den, office. Close to community pool, walking path, restaurant and marina. Slips available for rent or for sale. Commuters have easy access to the Bay Bridge. This unit is ready to be moved into, so act now! ALL ASSESSMENTS ARE PAID, NO POLY PIPES, NEW ROOF 2019.

Beds:
2
Baths:
2 Full/1 Half
Sq.Ft.:
2,003
Status:
Active
MLS#:
MDQA142322
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 Magothy floor plan features 2 bedrooms, 2.5 baths, home office with french doors, electric fireplace and walk in patio. Home includes a Gourmet Kitchen with 30'' cooktop and canopy hood, luxury vinyl floors in common areas, white shaker style cabinets and many other beautiful designer upgrades. Home will be ready Spring 2020.

Beds:
4
Baths:
3 Full/1 Half
Sq.Ft.:
3,516
Status:
Active
MLS#:
MDQA142320
Type:
Single Family, Single Family-Detached
Subdivision:
Gibsons Grant
Lot size:
0.14 Acres
Courtesy: Koch Realty, Inc.
View additional info

Do not miss out on building a Kingston 3 story in Gibson's Grant . 4 bedrooms, 3. full 1 half baths, 10 foot first floor ceilings, 2 car garage. 2nd floor loft/tv area. 3 rd floor studio. Do not miss out living in Gibson Grant with Community center, swimming pool. fitness center, kayak racks. Fishing and crabbing pier. This home is to be built base price. Pictures from a past Kingston 2 story home & 3 story model home.

Beds:
4
Baths:
3 Full
Sq.Ft.:
2,907
Status:
Active
MLS#:
MDQA142318
Type:
Single Family, Single Family-Detached
Subdivision:
Gibsons Grant
Lot size:
0.14 Acres
Courtesy: Koch Realty, Inc.
View additional info

Do not miss out on building a Kingston 2 story in Gibson's Grant . 4 bedrooms, 3. full baths, 10 foot first floor ceilings, 2 car garage. 2nd floor loft/tv area. Do not miss out living in Gibson Grant with Community center, swimming pool. fitness center, kayak racks. Fishing and crabbing pier. This home is to be built base price. Pictures from a past Kingston 2 story home.

Beds:
4
Baths:
2 Full/1 Half
Sq.Ft.:
2,306
Status:
Active
MLS#:
MDQA142300
Type:
Single Family, Single Family-Detached
Subdivision:
Gibsons Grant
Lot size:
0.14 Acres
Courtesy: Koch Realty, Inc.
View additional info

Do not miss out on building a Hartley 2 in Gibson's Grant . 4 bedrooms, 2.5. full baths, first floor study, 2 car garage. Finished garage studio available. Do not miss out on living in Gibson Grant with Community center, swimming pool. fitness center, kayak racks. Fishing and crabbing pier. This home is to be built base price Hartley 2. Pictures from a past Hartley 2 home and Hartley model home.

Beds:
3
Baths:
2 Full/1 Half
Sq.Ft.:
1,747
Status:
Active
MLS#:
MDQA142306
Type:
Townhouse
Subdivision:
Bayside Marina
Year built:
1996
Courtesy: Coldwell Banker Waterman Realty
View additional info

This home has recently been upgraded. Granite countertops, stainless steel appliances, two gas fire places and new flooring. Community offers great amenities, pool, work out room and walking trails. Within short walking distance to restaurants. This well cared for home has a 1 car garage and large freshly painted deck that overlooks a pond. Located close to amenities and quick access to bay bridge. Heating and cooling has been replaced within the last 3 or so years and ready for new owners.

Beds:
4
Baths:
2 Full/1 Half
Sq.Ft.:
2,454
Status:
Active
MLS#:
MDQA142298
Type:
Single Family, Single Family-Detached
Subdivision:
Gibsons Grant
Lot size:
0.14 Acres
Courtesy: Koch Realty, Inc.
View additional info

Do not miss out on building a Hartley in Gibson's Grant . 4 bedrooms, 2.5. full baths, first floor study, 2 car garage. Finished garage studio available. Do not miss out living in Gibson Grant with Community center, swimming pool. fitness center, kayak racks. Fishing and crabbing pier. This home is to be built base price. Pictures from a past Hartley model home.

Beds:
3
Baths:
2 Full
Sq.Ft.:
2,184
Status:
Active
MLS#:
MDQA142290
Type:
Single Family, Single Family-Detached
Subdivision:
Gibsons Grant
Lot size:
0.13 Acres
Courtesy: Koch Realty, Inc.
View additional info

Do not miss out on One level living in our Stanford floorplan. 3 bedrooms, 2. full baths, 2 car garage. Finished garage studio available. Do not miss out on living in Gibson Grant with community center, swimming pool. kayak racks. Fishing and crabbing pier.This home is to be built. Pictures from a past Stanford home.

Beds:
5
Baths:
5 Full/1 Half
Sq.Ft.:
2,110
Status:
Active
MLS#:
MDQA142266
Type:
Single Family, Single Family-Detached
Subdivision:
Kent Island
Lot size:
0.19 Acres
Year built:
2019
Courtesy: Mary Anne Kowalewski
View additional info

AVAILABLE NOW!!!Come see this beautiful main living open floor plan home. The Lille features 2 bedrooms and 2 baths, home office 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. Photo likeness.

Beds:
2
Baths:
2 Full
Sq.Ft.:
2,597
Status:
Active
MLS#:
MDQA142264
Type:
Single Family, Single Family-Detached
Subdivision:
Kent Island
Lot size:
0.22 Acres
Year built:
2019
Courtesy: Mary Anne Kowalewski
View additional info

AVAILABLE NOW!!! The San Sebastian features an inviting foyer, 2 bedrooms, 2 baths, home office and gourmet kitchen with quartz and shaker style cabinets. Beautiful luxury vinyl floors throughout common areas, 42'' modern fireplace and dry bar are some of the designer finishes in this home. Photos are from our model and shows additional upgrades.

Beds:
4
Baths:
2 Full/1 Half
Sq.Ft.:
2,963
Status:
Active
MLS#:
MDQA142238
Type:
Single Family, Single Family-Detached
Subdivision:
Gibsons Grant
Lot size:
0.13 Acres
Courtesy: Koch Realty, Inc.
View additional info

Grand and Elegant! Koch Homes Chatham floor plan. 4 bedrooms, First Floor Study 2.5 baths, 2 car garage. Finished garage studio available. # floor loft/bathroom available. Do not miss out on living in Gibson Grant with community center, swimming pool. kayak racks.Fishing and crabbing pier. This home is to be built. Pictures are from past Chatham floorplan.

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