Gwynn VA Real Estate & Homes For Sale

Waterfront custom home on Gwynn's Island in Mathews County. Sunset views to the west overlooking Hills Bay and several rivers. Milford Haven views to the North. Custom home with multiple fireplaces, high lot front the Milford Haven with older pier in place. Wood floors, custom kitchen with new appliances, large laundry room, four full baths, four bedrooms and huge 2nd floor office play room. Lots of storage and over sized two car attached garage. Possible one floor living with downstairs bedroom and full bath. Large master with shower and tub. Water views from most rooms. Custom throughout. Island living at its best. Walk to new Hole in the Wall Resturant and boat ramp and near shopping and town as well. A must see.

Charming Live Oak Cottage & Guest House by the Seaside! DEEP WATER compound on .82 acres with WIDE frontage, WIDE views & DEEP water at the pier (10-12' at pier end per owner). 1950's 2 BR, 1.5 bath style rivah cottage, lovingly maintained and decorated with a water flair, just the perfect touch for an inviting rivah home! Full screen porch, ceramic and laminate flooring, delightful furnishings (few items that do not convey marked) Guest cottage has 4 BR, 2 bath and is furnished as well. If you've been looking for that DEEP water dream with land, mom-n-law suite/guest cottage (or possible revenue stream, too!) This is it! Great fishing, aquaculture oyster floats convey (the oysters are just waiting for you!) Live the waterfront life!

"Gwynn's Island Mermaid". Once in a lifetime Opportunity!! Only two owners since it was built in 1942! Updated for today's buyer. Newer roof, newer HVAC, original hardwoods and luxury vinyl plank in kitchen & baths. You will love this amazing BAY FRONT COTTAGE. Front and back porches invite the breezes in! Kitchen features original working stove! Completing downstairs is a bedroom and full bath, a LR area with (decorative) fireplace and large dining room. Upstairs features two more bedrooms with a connecting bathroom, and views of the beautiful Chesapeake Bay! Step out front towards the bay, and enjoy screened in porch, which is the perfect spot for relaxing and reading a book while taking in the breezes and views. Step outside to the grassy yard and picnic table for your Crab Pickin! This home has a Private SAND beach, Jetty (to tie up your jet skis), and TWO outbuildings to store your toys in!! HURRY so you can enjoy this summer retreat this year!!

First time offering of pristine waterfront parcel and 125 year old home overlooking Milford Haven. Wide open views over shimmering bay - watch the ospreys & dolphins play. Bright, airy rooms with lots of windows. Private location with great open lawn and protective riprap, approximately 900 feet of shoreline. Replacement windows, exterior doors, roof, gutters 2000. They don't build them like this anymore- lathe walls with horsehair plaster. This lovely and sturdy old gal is ready for her new caretakers into the next century. Come with your dreams...

Gwynnsville Point at Milford Haven - almost 7 acres of heaven. Charming, rambling 1800 farmhouse built on the site of a 1652 Royal Land Grant. Major expansion and renovation 2010 - kitchen and dining room to cook & entertain in! 5 bedrooms for all the family, friends and guests! Spacious great room with fireplace & walls of windows to take in the water views! Living/great room opens to sweet pergola deck overlooking Milford Haven. Deep covered wrap around porch with easy-care, sturdy, composite decking. Sandy bottom, pier with all the waterfront necessities - lift, power/water, etc. Site has county approval for B&B - bring your dream and make it real or bring all the kids and grandkids and make memories! Life on Gwynns Island is a little bit sweeter, a tad bit slower and more relaxed, and a whole lot more memorable. Come find out for yourself!

Rivah Cottage at Cherry Drive is a delight! Beautiful Water Views and direct access to the creek across from this home. Ramp and Wide Sandy Beach on Chesapeake Bay completes this package! You have been looking for a getaway, this is it! This home has been featured with good success on Air B&B. Front Porch sitting and fireplace toasting, double lot complete with large storage building. Open and airy and bright, 3 bedrooms and 2 baths. Come and take a look! The Bay lifestyle is here! Bring your golf cart!

Rivah Cottage at Cherry Drive is a delight! Beautiful Water Views and direct access to the creek across from this home. Boat Ramp and Wide Sandy Beach on Chesapeake Bay completes this package. You have been looking for a getaway, this is it! This home has been featured with good success on Air B&B. Front Porch sittin and fireplace toasting, double lot complete with large storage building. Open and Airy and bright, 3 Bedrooms and 2 baths. Come and take a look! The Bay Lifestyle is here! Bring your golf cart!

Come to Island Time! Sweet spot on Gwynville Point faces South for sunrise and sunset! 1920 cottage expanded and renovated 2013 with room for everyone. Separate LR, FR, Screen Porch, Sun Room, Rec Room, and glorious second story deck for the sunsets! 3 full baths on main level - no fighting over baths! Open kitchen, dining & family room - plenty of space for entertaining. HUGE screen porch with tile floor and Trex deck on waterside. 1920 cottage retains solid wood doors, glass knobs, wood trim. 2013 renovation includes Master BR, BR, LR, deck & screen porch, garage, rec room, whole house generator. Lots of storage space for water toys. But it's all about the water and the views - straight out over Milford Haven - watch the dolphins come in for feeding, kayak or paddleboard to Hole In the Wall for lunch, take the boat out through the Narrows for great fishing!

Property consists of 4 separate parcels with extra cottage. Includes Private Beach and amazing unobstructed views of Chesapeake Bay. Since purchased in 2001, Owner has replaced windows, added storm shutters, and replaced doors with fiberglass to prevent rusting. Septic was replaced with Alternative system and new 225' Well added with Water Treatment system. Gas Stove and Dishwasher were also added and Stainless Refrigerator conveys. Fireplace was repaired with new hearth added and chimney capped. Heat Pump and Air Handler replaced in 2017. Tax records indicate 2 Bedrooms but there are 2 additional rooms without closets that are currently being used as guest rooms. Additional Bath also added with Tub. Cottage is one open room with Kitchenette and 1/2 bath with composting toilet. Also has Covered Deck and incredible views!

Classic landmark circa 1915 Captains home located in the heart of Gwynn's Island. Framed by huge trees and mature landscaping, this home has been carefully maintained and updated, yet has all the original charm. Original wood floors, great ceiling heights, Stained and frosted glass windows in places. Most original door hardware in place, antique chandlers and grand father clock MAY remain with property. Four bay garage one bay has been used as an office. Work shop, ice house, storage building, some fencing and currently used for one horse, tack/hay building and chicken coop. Boat ramp and restaurant nearby, store/deli, seafood market, town of Mathews just a few minutes away with even more. Take a look at this Island classic, ready for new owners.

Classic "Captains Home" on Gwynn's Island, local landmark dwelling framed by huge shade trees and lush landscaping. This 1915 home has been carefully maintained over the years and most recently has newer siding, restored flooring, renewed electric and plumbing and more. The charm of the original structure is still intact with great ceiling heights, original wood floors and windows. Stained and frosted glass doors and windows in places. Also, four car detached garage with one bay with a/c used as office, work shop attached to garage. Some fencing and pasture currently used for horse with hay/tack barn, and separate chicken coop. Nearby is country store, public boat ramp, new Resturant, retail seafood shop, marina and more. Town of Mathews is just a few minutes away with art galleries, shopping and more.