Wellfleet Classified Ad Listings

73 S Orleans Rd. Great opportunity in downtown Orleans! This prime investment property boasts a stellar rental history and puts you just moments from shopping, dining, the library, and a Landing on Town Cove. Also enjoy nearby Cape League Baseball games, soccer fields, and the new recreational park that will include basketball, tennis, and pickle ball courts as well as a playground! Popular Bay...

39 Lakewood Dr. Beautifully maintained and inviting, this charming home offers easy one-floor living and is just minutes from beaches, golf, bike path and boating on Long Pond. The thoughtfully designed 3 BR, 2 BA home features an updated kitchen with granite countertops, a center island and high-end cabinetry. The spacious living room showcases hardwood floors, built-ins and a cozy wood-burnin...

727 Main St. Build your 3 bedroom home in this awesome downtown location walk to everywhere you want to be in Chatham. Meander across the street to Chatham A's Lilly's, the Squire steps to Oyster Pond no car necessary. The property is surrounded by amazing gardens. A sanctuary a feast for the eyes. Call your builder bring your imagination. A oasis in downtown Chatham.

30 Deerfield Rd. Set in desirable Osterville, 30 Deerfield Road is a beautifully reimagined three-bedroom, three-bath residence offering effortless coastal living just minutes from the beach. Recently transformed through a comprehensive interior and exterior renovation, the home blends timeless Cape Cod character with fresh, sophisticated finishes and modern comfort. The thoughtfully designed l...

5 Cyprus Rd. Charming Cape on a quiet South Dennis street with great bones and endless potential. This 3 bedroom 1 bath home sits on a.19 acre lot and features an outdoor shower, perfect for the Cape lifestyle. Convenient to beaches, shopping, and all the Mid-Cape has to offer.. 3 Bedrooms. 1 Bathroom. 898 ft

136 N Pond Dr. This very inviting contemporary home is tucked away on a cul de sac across the street from Blueberry Pond, with association access just 2 lots down! Features soaring beamed ceilings on both floors! The heart of the house is a great room anchored on one side with a new kitchen that flows into the open living area, punctuated by a cozy gas stove and an interior balcony above. Both ...

7 Nuthatch Cir. Your Winter Home on Cape Cod Awaits! Spend the winter in a beautiful 3-bedroom, 2-bath home in the heart of Orleans. Whether you're working remotely, writing your novel, running your business from anywhere, temporarily relocating while your own home is being renovated, or simply looking for a wonderful place to spend the quieter months on Cape Cod, this home offers the perfect o...

150-154 Cross St. Landmark Chatham Georgian estate set on 1.3 acres overlooking Oyster Pond, with downtown and beach just moments away. Known as ''Beechwood'', this iconic residence was built in 1948 for Henry Howes, a descendant of one of Chatham's earliest families and showcases exceptional craftsmanship throughout. The stately brick main structure is flanked by two projecting wings. The home...

46 Four Seasons Dr. Welcome to 46 Four Seasons Drive, a well-loved ranch-style home in a desirable South Yarmouth setting. This 3-bedroom, 2-bath Cape Cod property offers 1,432 sq. ft. of comfortable one-level living on a spacious 0.36-acre lot. Built in 1984, the home features a bright and functional floor plan, hardwood flooring, gas hot water heat, central air conditioning, a fireplace, an a...

121A Depot St. This great land parcel is nestled just a short distance from Nantucket Sound beaches and near the village center for restaurants and shopping. W Design your ideal retreat, you'll enjoy the freedom to create a sanctuary for relaxation or a thriving rental investment in this sought-after location. Buyer to check with the town as to what can be built on this building lot. The previo...

25 Brae Burn Ln. Welcome to desirable Par 3 Estates! This charming 2-bedroom, 2-full-bath ranch offers a wonderful blend of comfort, character, and thoughtful updates in a fantastic location surrounded by two world-class golf courses. The inviting, open kitchen and dining area features a cozy gas fireplace, creating the perfect setting for everyday meals or intimate gatherings. A generously siz...

35 Grayton Ave. Perfectly situated w/in walking distance to the beach and under a 10-min drive to shopping, restaurants, and Nantucket ferries, this classic Hyannis Port summer home offers 8 beds, 5 baths, and 3,559 sqft of timeless coastal charm. Held by the same family for over 80 years, this "King of the Hill" property enjoys a private setting w/ village views, sparkling Nantucket Sound vist...

442 Flint St. Back on market after the prior offer did not proceed to Purchase and Sale. Tucked into a peaceful Marstons Mills setting on just over an acre, 442 Flint Street offers privacy, flexible living space and deeded footpath access to the Shubael Pond bathing area. Spend summer days swimming, unwind in the all-glass Andersen sunroom, or enjoy a home set back from the road with mature gar...

28 Greymoor Way. Welcome to 28 Greymoor Way in the heart of East Orleans, Ideally situated on a quiet cul-de-sac just a 1/2 mile from Nauset Beach. Whether you are looking to spend your days relaxing on one of Cape Cod's most iconic beaches or exploring the dunes with your ORV this location offers the very best of coastal living. Set on.46 acre lot this 3 bedroom 2 bath 1,730 sq foot home provi...

25 Oakwood Rd. Located in the heart of Eastham's Narrowland, this established multi-family rental property is as close to an Atlantic sunrise as it is to a Cape Cod Bay sunset. Tucked into a wooded setting just off Route 6, with an expansive area made for relaxation, the property combines classic Cape Cod charm with high-yield performance. 25 Oakwood features a spacious main house and the 'Tree...

310 Old Chatham Rd Unit A149. Summer escape on Cape Cod within budget, this 2 BR Parkwood mobile home has had most of the big updates done recently: 2025 New 50amp electrical panel; 2023:New Windows, Roof,Exterior Paint, Deck, awning, front exterior light, slider; 2022 Vinyl Floor, Carpet; 2019 H2O heater; 2016 New Plumbing,New bathroom sink andtoilet. Located in SEASONAL OLD CHATHAM PARK (Summ...

2118 Main St. Offering exceptional space and versatility on 0.82 acres, this expansive four-bedroom Chatham home is just one mile from Ridgevale Beach and approximately six minutes from both downtown Chatham and Harwich Port. Generous living and dining areas provide ample room to gather and entertain, making the property ideal for year-round living, summer getaways, or a vacation rental investm...

9 Wesquansett Rd. NEW PRICE, NOW $125,000 BELOW ASSESSED VALUE! Priced now with future updates in mind, this is an exceptional opportunity to make South Orleans your own! This 4-bedroom, 2-bath Cape offers a wonderful combination of location, space, privacy, and potential. Situated on a spacious, private lot less than 1/2 mile from the town landing at Pah Wah Pond, with access to the beautiful ...

190 MA 6A Unit 4A. Summerset Condominiums first floor corner unit towards the back of the complex. Recently upgraded hardwood floors, new cabinets and appliances, new walk-in bath, paint etc. Conveniently located in town near shopping, dining, recreational areas and schools. Close to bike path and Skaket Beach, ponds, Nauset Beach, Nickerson State Park and conservation areas with easy highway a...

11 Fallon Rd. Welcome to 11 Fallon Road, a classic three-bedroom, two-and-a-half-bath Cape tucked away on a quiet North Eastham cul-de-sac. Major improvements include a new roof and new high efficient gas furnace, both installed in 2023, offering added comfort and peace of mind. Spacious 1,704 square feet of living space, this inviting home is set on a level, half-acre lot with plenty of room f...