Gwynn's Island Homes For Sale


Gywnn's Island is a part of Mathews County and is located at the mouth of the Piankatank River where it empties into the Chesapeake Bay.

Gwynn's Island is a popular weekend destination for many in Virginia's inland areas as it is relatively well accessible to most of the I95 corridor and provides almost immediate access to the Bay.

Gwynn's Island offers some sandy beaches along its eastern border with the Bay.  The southern and western sides that border the more protected Milford Haven and Hills Bay are more natural.

Water Depth around Gwynn's Island is generally shallow near shore (less than 3') and drops to no more than 20' in most nearby areas including the bordering sections of the Chesapeake Bay.

 Results per page.

20 results returned
(Mapped)
Price: $649,999
Private sanctuary on Gwynns Island. Almost 6 acres on the bay with your own huge sand beach. Home is being sold furnished and has a spacious, open floor plan with glass doors across the entire back of ...
Listing# 114021
MLS: CBRMLS
Bedrooms: 5
Bathrooms: 3
Square Ft.: 2760
(Mapped)
Price: $450,000
Terrific Waterfront Farmhouse located on a Protected Creek. Current owners rewired, replumbed & rewalled the house. Wonderful detail & wood floors throughout. Waterfront Creek W/Swans, Heron, Osprey ...
Listing# 115033
MLS: CBRMLS
Bedrooms: 3
Bathrooms: 1
Partial Baths: 1
Square Ft.: 2180
(Mapped)
Price: $449,000
CHESAPEAKE BAY! 200' PIER, SAND BEACH, ABSOLUTELY BREATHTAKING! FISH, CRAB, SWIM, JETSKI, KAYACK, RELAX & ENJOY! PIER HAS BOAT LIFT, JETSKI LIFT & LIG ...
Listing# 114629
MLS: CBRMLS
Bedrooms: 2
Bathrooms: 1
Square Ft.: 1360
(Mapped)
Price: $299,900
Custom built home shows excellent quality and features. Custom Kitchen w/ desk and plenty of cabinet space. Upstairs has bonus room, additional room/bedroom above garage, and walk-in attic. Florida ...
Listing# 115350
MLS: CBRMLS
Bedrooms: 3
Bathrooms: 2
Square Ft.: 2406
(Mapped)
Price: $289,900
Charming Island Cottage! Come on in,kick off your flip flops and let the sounds of the Chesapake Bay carry your troubles away. Cottage is in excellent condition, Glass enclosed family room leads out t ...
Listing# 113095
MLS: CBRMLS
Bedrooms: 2
Bathrooms: 2
Square Ft.: 786
(Mapped)
Price: $259,900
Waterfront Colonial on Gwynn's Island with Expansive Views of Milford Haven and the Chesapeake Bay! The home offers hardwood floors, multiple fireplaces, large rooms, multiple covered porches and a wo ...
Listing# 115952
MLS: CBRMLS
Bedrooms: 3
Bathrooms: 1
Partial Baths: 1
Square Ft.: 2047
(Mapped)
Price: $255,000
Enjoy beautiful views of Milford Haven & the Ches Bay in this 2 BR, 2.5 BAs, at Condos of Gwynn’s Island. Relax at your private Community beach, or Patio. Condo includes deep water Slip # 8, in a fe ...
Listing# 114171
MLS: CBRMLS
Bedrooms: 2
Bathrooms: 2
Partial Baths: 1
Square Ft.: 1400
(Mapped)
Price: $235,000
Lowest Price In Years For This Size Unit! STUNNING Water Views From Both 2nd & 3rd Floor Sun Porches (15’ X 10’ Not Included In Sq Footage!) Ceiling Fans In Both Large Bedrooms, Each W/ Priv Full Bat ...
Listing# 109851
MLS: CBRMLS
Bedrooms: 2
Bathrooms: 2
Partial Baths: 1
Square Ft.: 1372
(Mapped)
Price: $234,900
Gwynn's Island home. Late 1800's Era. Lots of renovations including new windows,new roof, heat pump,cent air. Remodeled kitchen. Large utility room. Dining room offers separate pantry for dishes and f ...
Listing# 116120
MLS: CBRMLS
Bedrooms: 3
Bathrooms: 2
Square Ft.: 2294
(Mapped)
Price: $219,900
PRICE REDUCED!!! Enjoy beautiful views of Milford Haven and the Chesapeake Bay. Walk to your private community beach. Boat slips are available or keep your boat on the property. Relax in your enclos ...
Listing# 108784
MLS: CBRMLS
Bedrooms: 1
Bathrooms: 2
Square Ft.: 1078
(Mapped)
Price: $209,000
Craftsman style home well kept in peaceful neighborhood close to Hills Bay with nice views. Home has been well maintained over the years with lots of updates. Windows, roof, gas logs, HVAC just to nam ...
Listing# 116063
MLS: CBRMLS
Bedrooms: 4
Bathrooms: 1
Partial Baths: 1
Square Ft.: 2051
(Mapped)
Price: $169,900
PRICE REDUCED!!! This charming newly remodeled Ranch is in IMMACULATE CONDITION waiting for a new owner to enjoy all the beauty relaxation and water activities that Mathews County offers. Enjoy the sp ...
Listing# 111516
MLS: CBRMLS
Bedrooms: 3
Bathrooms: 2
Square Ft.: 1712
(Mapped)
Price: $135,000
Make this your summer or full time home. Some upgrades have been made to this charming farmhouse. Some double pane windows, tankless water heater, water softener, gutters, just to name a few. Situate ...
Listing# 115546
MLS: CBRMLS
Bedrooms: 3
Bathrooms: 1
Square Ft.: 1309
(Mapped)
Price: $129,000
Great farm house, very neat & clean, and ready to move in. Down stairs master bedroom, 2-car garage, sheds, view the Bay from front yard. Most appliances convey, walk to water. There is a second lot t ...
Listing# 105569
MLS: CBRMLS
Bedrooms: 3
Bathrooms: 1
Square Ft.: 1391
(Mapped)
Price: $124,900
ENJOY SERENE HILLS BAY VIEWS WITHOUT WATERFRONT PRICES. QUIET COMMUNITY AND NO FLOOD ZONE PER OWNER. CUTE 3BR ON GWYNN'S ISLAND, SPACIOUS LIVING ROO ...
Listing# 115498
MLS: CBRMLS
Bedrooms: 3
Bathrooms: 1
Square Ft.: 1128
(Unmapped)
Price: $109,900
PRICED AT COUNT ASSESSMENT. BAY ACCESS AND GREAT VIEWS. REMODEL EXSISTING STRUCTURE OR REBUILD.NICE VIEWS OF CHESAPEAKE BAY.NUMEROUS OUTBUILDINGS. ...
Listing# 113360
MLS: CBRMLS
Bedrooms: 2
Bathrooms: 2
Square Ft.: 1000
(Mapped)
Price: $96,000
Cute Bungalow on Gwynn's Island - with 2 bedrooms - 1 bath- high ceilings, pine floors, living room, dining room, kitchen with pantry, utility room, opened front porch. Minutes to public boat landing ...
Listing# 114670
MLS: CBRMLS
Bedrooms: 2
Bathrooms: 1
Square Ft.: 1052
(Unmapped)
Price: $91,000
Spacious 2 story home within walking distance to oceanfront for sale in Grimstead! This lovely homefeatures 5 bedrooms, 2.1 baths, a large living room and a family room. The kitchen with plenty of cou ...
Listing# 115730
MLS: CBRMLS
Bedrooms: 5
Bathrooms: 2
Square Ft.: 1728
(Mapped)
Price: $59,900
Home and trailer are being sold AS-IS, seller to do no inspections or repairs. Farmhouse and singlewide mobile home on 2.15 acres. Owner states the farmhouse is on a separate septic system but shares ...
Listing# 110165
MLS: CBRMLS
Bedrooms: 3
Partial Baths: 1
Square Ft.: 1068
(Unmapped)
Price: $19,900
Mobile Home sold AS-IS, seller to do no repairs or inspections. Mobile may be unsafe to enter. Seller has 2 additional adjoining parcels listed for sale: MLS#'s 110165 and 110166. No information ava ...
Listing# 110167
MLS: CBRMLS
Bedrooms: 3
Bathrooms: 1
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