37 houses for sale in South Chesconessex

Secluded Bayfront Oasis with Dock, Big Corner Lot, deep water access, and Room for All Your Toys Discover your secret spot on the waterâa tastefully designed retreat where the bay breeze is a constant companion. This 3-bedroom, 2-bath home is the kind you won't want to leave once you've seen it. Prime location: Directly across from a public boat ramp for effortless days on the water. Private dock: Ready to be restored to its former gloryâperfect for sunsets, fishing, and memories for years to come. Generous lot: A huge, healthy corner lot with ample space for the whole family to spread out. Storage galore: Enormous garage with lean-to plus a separate shedâbring the boat, boards, and all your toys. Thoughtful interior: Tasteful finishes and comfortable spaces designed for easy coastal living. Constant coastal comfort: Enjoy the omnipresent bay breeze throughout the property. Note: Viewings are limited due to active vacation rentalsâplease plan ahead. Being sold Turn key minus kayaks and

Some homes are simply houses â this one has always been a home. Lovingly maintained by its original owner, this contemporary residence reflects true pride of ownership in every detail. Set on six private acres, the property offers a rare balance of openness and seclusion, bordered by cypress pines and set well back from the road. Located just minutes from the Chesapeake Bay, boat launches, farm stands, and the historic downtown of Onancock. You'll enjoy easy access to restaurants, galleries, hospitals, and schools â all while embracing a peaceful, coastal lifestyle. The home is move-in ready, well insulated, featuring gleaming bamboo floors, tile throughout, Pella and Anderson windows, open-floor plan, and cathedral ceilings. A warm, inviting gourmet kitchen with stainless appliances, granite countertops, and additional prep sink anchors the main level, perfect for both everyday living and entertaining. Two situated primary suites with granite countertops in bathrooms give you and your

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

Welcome to a truly unique Eastern Shore retreat offering a beautifully remodeled tiny home and a separate 5-acre waterfront parcel on Onancock Creek. Tucked away in a peaceful rural setting, the charming tiny home has been completely remodeled with a bright, coastal-inspired interior that makes exceptional use of every square foot. The main level features an open living area, kitchen, and full bath, while the upstairs loft provides sleeping space. Vaulted ceilings, skylights, shiplap details, and an abundance of natural light add to the home's character. The property is currently served by a pump and haul septic system. But the real opportunity is just a short golf cart ride down the road. Included with the sale is a separate approximately 5-acre waterfront parcel on Onancock Creek, providing direct access to the creek and the waters leading to the Chesapeake Bay. A homesite was located on the waterfront parcel years ago, adding another interesting dimension for a buyer looking toward

This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

Waterfront living meets a complete renovation in Schooner Bay! Set along a protected canal with a private dock and bulkheaded shoreline, this spacious Onancock home offers approximately 3,476 square feet of beautifully updated living space in a peaceful Eastern Shore setting. The extensive renovation includes a GAF Ultra HD shingle roof, LP SmartSide exterior, Harvey Classic windows, interior doors, Bosch HVAC, electrical and plumbing systems, flooring, and updated interior finishes throughout. At the heart of the home is a beautifully redesigned kitchen featuring quartz countertops, custom cabinetry, tile backsplash, pot filler, statement range hood, stainless steel appliances, and a large island opening to expansive living and dining areas. The generous two-story floor plan offers two bedroom spaces on the first floor and two upstairs, 3 full and 2 half baths, plus an impressive second-floor flex space ideal for a family room, game room, office, or additional gathering area. Outdoor

Circa 1900, this in-town home is super convenient to all life's necessities. The grounds are filled with mature trees and plantings; you'll have a country feel, with a 621 sq' barn and gazebo. Eat-in kitchen with pantry and new appliances, a formal dining room, utility room, full bath and sitting room is on the 1st floor. 3 bedrooms with back stairs to the kitchen and an additional full bath is on the 2nd floor. Seller is willing to finance with a generous down payment at current mortgage rates; think no mortgage or lender fees attached to your monthly payment. Modern convenience: Rinnai on-demand hot water, 2-zone central heat and air. Peaceful street filled with houses of pride

This blend of historic Victorian architecture and modern convenience creates a highly desirable property that often commands a premium price in today's market. Too many upgrades to list. Beautiful yard and 2 outbuildings for your creative side. Move in ready!

Waterfront Retreat on Underhill Creek Discover waterfront living on 3.69 acres along Underhill Creek, just minutes from the Chesapeake Bay. This 3-bedroom, 2.5-bath home offers a peaceful and private setting with expansive water views and beautifully maintained grounds. The spacious screened porch is ideal for relaxing, dining or entertaining while enjoying the surrounding landscape and water. Outdoor amenities include a private dock, boat ramp, boat house, over 320 ft water frontage, waterfront gazebo, tennis court and additional storage buildings, creating an exceptional setting for boating, kayaking, fishing and recreation. Inside, the home offers comfortable living spaces, hardwood floors, abundant natural light and a versatile finished upper-level area perfect for guests, hobbies or additional sleeping space. With its combination of waterfront access, recreational amenities, open grounds and privacy from neighboring properties, this is a special opportunity to enjoy the best of th

Historic Colonial Manor Inn property offering just shy of 2 acres in the historic town of Onancock. Once operated as a successful Bed & Breakfast, this property is currently configured with 9 bedrooms and 8 bathrooms, including several suites with space for living areas and kitchenette accommodations. The large kitchen is equipped with 2 stoves, a commercial range hood, and 2 refrigerators. The unfinished Carriage House offers additional potential for an Innkeeper's quarters, guest accommodations, or multi-generational living. The property extends behind the Inn with access from Johnson Street, providing additional space and potential for outdoor entertaining, gardens or a private backyard retreat. With its existing layout and history, the property could be reimagined as a B&B, multi-generational residence, apartments, guest accommodations, or potentially an event venue. Located in the heart of historic Onancock, known for its charming downtown, local shops, galleries, restaurants, and

Experience Eastern Shore waterfront living at its finest with this private Onancock retreat situated on 2.7 acres with breathtaking views, over 700ft of private shoreline, a new dock, and boat lift! This home was designed to showcase the beauty of its surroundings! This property offers peaceful sunrises, stunning sunsets, and effortless access to life on the water! Inside, enjoy tall ceilings, all the natural light, hardwood floors, and oversized windows showcasing the waterfront setting! The kitchen features beautiful cabinetry, granite countertops, stainless appliances, and generous workspace! Renovated bathrooms add a modern look and style! Major system upgrades throughhout, including a 50-year roof, two new heat pumps, newer water heater, exterior paint, updated kitchen and baths, and the waterfront enhancements! Whether boating, entertaining, or relaxing by the shore, this rare coastal escape delivers the privacy, updates, and lifestyle you've been waiting for!

7.3 Private waterfront acres just five minutes from the charming harbor town of Onancock, this exceptional Cape Cod-style residence with timeless Colonial influences offers the perfect blend of elegance, comfort, and life on the water. With 3,659 square feet, the home is far more spacious than it appears, revealing thoughtfully designed interiors, generous living spaces, and beautiful water views throughout. Designed for effortless main-level living, the expansive primary suite provides a peaceful retreat overlooking the property, while the home's flowing floor plan is equally suited for everyday living and entertaining. The spacious family room opens seamlessly to the kitchen, creating the heart of the home where family and guests naturally gather. Formal and informal dining areas offer flexibility for everything from holiday celebrations to casual dinners, while a dedicated study provides the perfect home office, library, or quiet workspace. Upstairs, a large bonus room offers endles

This fully renovated waterfront retreat in Schooner Bay, Onancock, combines engineered design with high-end finishes. Featuring two upstairs master suites with full baths plus two more bedrooms downstairs with a full shared bath. Also includes a 2 1/2 baths. Premium upgrades include a new roof with GAF Ultra HD shingles, LP Smartsiding, Harvey Classic windows, solid core interior doors, and LVP flooring. The gourmet kitchen shines with quartz countertops, custom cabinetry, tile backsplash, range hood, pot filler, and quality appliances. All systemsâelectric, plumbing, and HVACâare brand new, highlighted by an efficient Bosch unit. Waterside living is enhanced by new first and second-floor decks, including a screened porch, creating the perfect blend of sophistication and waterfront charm

Open House August 29th, 1045 to 115 Welcome to this exceptional property in the charming waterfront town of Onancock, where small-town living meets endless possibilities. Situated on three spacious lots, this beautifully maintained 3-bedroom, 1.5-bath home offers room to grow, invest, or simply enjoy the extra space. The two additional lots present the potential to be subdivided and developed for another home (subject to applicable approvals), making this a truly unique opportunity. Inside, you'll find beautiful hardwood floors, a spacious living room, a large eat-in country kitchen perfect for gathering with family and friends, a formal dining room, and a full basement offering abundant storage or future finishing possibilities. An attached garage and a large deck overlooking the beautifully landscaped grounds provide the perfect setting for relaxing or entertaining. The mature landscaping creates outstanding curb appeal and a peaceful outdoor retreat. Enjoy all the benefits of living

Waterfront opportunity on Onancock Creek with deep water access and views across the creek to downtown Onancock. This 4-bedroom, 2-bath home is full of potential and ready for someone to bring it back to life. Features include a spacious living room, separate dining room, private dock, and boat lift for easy days on the water. Whether you're looking for a full-time residence, weekend retreat, or investment property, the location alone makes this one worth a look. Enjoy boating, fishing, and quick access to shops, restaurants, and the charm of downtown Onancock just across the creek

What could be better than touring a home on Onancock Creek, being able to say it's all mine. Imagine waking up to beautiful sunrise to start your day. Your evenings could be filled with leisurely boat rides out of creek towards the Bay to capture glowing sunsets. Having your own private dock will make this very attainable. Great water depth, boat lift, prep area for your daily catch and your own beach access. Taking a stroll from the dock, there is a manicured yard filled gorgeous landscaping, vegetable garden, and sitting area to enjoy conversations around the fire pit. Even more exciting than all that I have mentioned, is the inside. You have to see this home to truly feel how spectacular it is. The vaulted ceilings with large windows, catching all the light and allowing the views from outside to filter inside. This open floor plan concept will be great for entertaining to obtain a nice flow. The kitchen is filled with custom maple cabinetry, granite countertops, stainless steel appl

106-acre estate that perfectly blends rural tranquility with waterfront luxury. This charming 3-bedroom, 2-bathroom home offers the best of both worlds â productive farmland mixed with mature timber, creating a landscape that's as beautiful as it is functional. Offering an impressive 1,700 feet of pristine water frontage, where morning coffee tastes better and evening sunsets paint the sky in colors that no artist could replicate. This waterfront access transforms everyday living into a vacation-like experience. Inside, you'll find a thoughtfully designed home, Gas fireplace, and a screen porch. 900 feet of perennial streams with vegetated buffer, 7acres of marsh, 48.7acres of prime ag soils, 49.65acres of forest land, within Chesapeake Bay preservation area

Come visit this nice three bedroom, two bathroom home just outside of Onancock town limits. This home boasts a functional layout with a living room, dining area, kitchen, utility room and the before mentioned bedrooms and bathrooms. Large deck in the back and large out building. Nice flat lot located on a state maintained section of Nelson Road. Just minutes from the local hospital, shopping, and restaurants. Short distance to public water access for your boat. New HVAC in May 2026. Reasonable offers will be considered

There comes a time in your life when you start to think that it might be a time for change. This is that time to move to the historic Town of Onancock. Enjoy the best of what this town has to offer with fine and casual dining, an evening at the theater, strolling through town to visit the galleries and shops. There is something always happening in the area. You can be a part of it right now. This charming home situated on the north branch of Onancock Creek with a private dock is calling your name. The open floor plan contemporary home with vaulted ceilings feels very coastal and you will love the views. Large windows allow the natural light to come into the home and give you the opportunity to enjoy the views of the creek. If you are into bird watching, you will never get enough. The waterfront is about 250 ft+. Along the waters edge, so it is a great haven for local habitants, bald eagles, herons, and egrets. If you want to be outside when the weather is nice, the home features large

Experience gracious waterfront living in the coveted Mount Prospect neighborhood! This stunning ranch home was meticulously and completely renovated from top to bottom in 2022! Blending a timeless classic taste, with a modern feel! This beautiful property offers over 250 feet of private shoreline, where you can enjoy fishing from your own dock and take in the spectacular water views! If you are looking for a retreat, look no further! Designed for natural flow from indoor to outdoor, perfect for entertaining! This home features elegant slate patios, a classic front porch, and a massive sunroom perfect for relaxing or gathering with friends and family! Immaculate, elegant, and truly move-in ready, come see how this home offers the best of Eastern Shore living!

In the heart of onancock! Colonial home with all the old beautiful woodwork and floors within walking distance to shops, restaurants, art galleries, movie theater, North Street Playhouse, antique shops, farmers market, Onancock Wharf and more. The town of Onancock hosts many events throughout the year including Onancock Sails on June 12-14, 2026, St Patrick's Day & Christmas Parade and more. This property is on a large lot (. 70) with detached garage, extra building (boat house) to the back of the property, 3 stories, and 3683 square ft of living space. 6 new mini split systems to heat and cool the entire home. The home includes a Formal Living Room, Den, Dining Room, enclosed side porch and sun porch on the back updated kitchen. Close to Riverside Shore Memorial, Shore Cancer Center, Doctor Offices, Banks, Grocery stores and more. Give me a call for more details on this beautiful, well maintained home on the beautiful Eastern Shore of Virginia

This inviting 1,532-square-foot ranch offers thoughtful design and genuine comfort in historic Onancock, Virginia located on a private 0.92-acre lot bordering a serene creek. With three bedrooms and two full bathrooms, the home features a smart layout that places the primary suite on one side for privacy, while the two additional bedrooms sit on the opposite end. At the heart of the home, you'll find an open floor plan where the kitchen, living, and dining areas flow togetherâperfect for everyday living and gathering with loved ones. Step outside to enjoy both a welcoming front porch and a private back porch, ideal for morning coffee or evening relaxation. The two-car garage adds convenience, while the home's single-level design makes everything easily accessible. Located in the charming, historic town of Onancock, within walking distance to Onancock's charming downtown area where you'll find shops, restaurants, and community events. The property is also near Chesapeake Bay for fun wat

Step back in time and enjoy the timeless character of this beautifully maintained Colonial-style home, built in 1930 and offering over 2,000 square feet of spacious living. Thoughtfully designed and well built, this charming home features 3 bedrooms, 2 full bathrooms, and beautiful wood floors that add warmth and elegance throughout. The inviting living room is centered around a cozy fireplace, while the formal dining room provides the perfect setting for holiday meals and special gatherings. A bright sunroom offers a peaceful place to relax, and the large den at the back of the home features an abundance of windows, filling the room with natural light and providing lovely views of the surrounding property. Outside, mature fruit trees add beauty and seasonal enjoyment, while the detached 2-car garage offers plenty of space for vehicles, storage, hobbies, or a workshop. Situated on a quiet street, this well-maintained home combines classic Colonial architecture, generous living spaces,

A Rare Multi-Generational Retreat Surrounded by Stunning Gardens Discover a rare opportunity to own a truly versatile property designed to accommodate a variety of lifestyles. This unique home is truly two homes in one, making it ideal for multi-generational living, accommodating extended family, hosting long-term guests, creating rental income potential, or providing a private retreat for loved ones. The private in-law suite offers its own entrance and includes a full kitchen, two bedrooms, and two full bathrooms, providing comfort, independence, and privacy for occupants. The main residence is equally inviting, featuring three spacious bedrooms, two full bathrooms, a well-appointed kitchen, and a dedicated studyâideal for a home office, library, or quiet retreat. Additional highlights include an expansive pantry with abundant storage and a generously sized laundry room enhanced with beautiful hickory cabinetry. Step outside and enjoy the property's peaceful outdoor setting. Meticulou