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$6,895,000
5 Beds ⋅ 9 Baths ⋅ 73307964 MLS
Sited on a picturesque lane in a coveted North Chatham location, this custom estate home with deeded access to a private sandy beach on Pleasant Bay is being offered fully furnished and turn key!! Featuring the absolute best of coastal Cape Cod living, the 5+ bedroom Main House and 2 bedroom Guest House are like new, having been further improved and maintained to exacting standards. Thoughtfully designed floor plans with spacious interiors, superior craftsmanship, and timeless architectural finishes can be found throughout, while meticulous landscaping across 1.4 acres rivals that of a five-star resort. A spectacular poolside sanctuary features a hot tub, outdoor fireplace, fire pit, kitchen with pizza oven, outdoor speakers and multiple seating areas ideal for entertaining. Additional amenities include a lower-level gym, home theater, bonus rooms, garage parking for 3 cars, and a whole-house generator. This rarely available Chatham retreat is a pleasure to show, by appointment only.

114 Cranberry Lane, Chatham

Listing courtesy of Listing Agent: Brian Dougherty from Listing Office: Corcoran Property Advisors.
$750,000
3 Beds ⋅ 2 Baths ⋅ 73362088 MLS
Looking for a project? Great location for investors/builders to bring your imagination to this nostalgic 1947 era Cape Cod style home, enlarged to 2625 Sq Ft with a 1988 addition. This 3 Bed/2 bath Cape is located on.51 Acre sunny lot in a popular neighborhood with town landing at Oyster Pond at end of street. Property sold AS IS... Bring you vision for a fresh renovation worth the effort with large back yard and convenient to dining at Mac's Pate's, Larry's PX, and all. This home has been upgraded with roof 2014 , has solar panels, hybrid hot water heater 2 years old, newer water line from street, & now connected to town sewer. Sunny living room with wood stove and side entrance, dining room with fireplace and original knotty pine paneling, 1st Fl primary bedroom with fireplace.. 2nd Fl has home office with skylight, 2 bedrooms & bath,.2 staircases, nice back yard. Basement is walk out.

86 Vineyard Ave, Chatham

Listing courtesy of Listing Agent: The Nickerson Power Group from Listing Office: Compass.
$615,300
2 Beds ⋅ 3 Baths ⋅ 73352525 MLS
Well-cared-for end-unit townhouse in sought-after Chatham, proudly owned by the same owner for 31 years. This bright and spacious 2-bedroom, 2.5-bath home offers a finished basement, cozy gas-burning stove, gas heat, and an attached 1-car garage beneath the unit. The private back deck is perfect for relaxing or entertaining. With added privacy, natural light, and a convenient location, it’s ideal for year-round living or a Cape Cod getaway.

369 Orleans Rd. Unit A, Chatham

Listing courtesy of Listing Agent: D. Brian Colville III from Listing Office: HomeSmart First Class Realty.
$5,250,000
2 Beds ⋅ 3 Baths ⋅ 73369816 MLS
Overlooking beautiful Crows Pond, this exquisite property offers a myriad of opportunities with a 6 BR septic and conceptual plans for a 4 BR residence, an existing two bedroom, two bath home that feels like a private sanctuary and exudes a perfect blend of luxury living with an elegant coastal charm. Located on 1.8 acres across from Eastward Ho Country Club, the property offers a multitude of expansion opportunities. The home highlights custom craftsmanship and detailed finishes and provides ample space for intimate or large gatherings with generously proportioned indoor and outdoor living spaces. The great room with gas fireplace and dining room are view-filled and adjoin a sunroom with a wood burning fireplace. The kitchen has all the amenities as well as a sitting area that opens to a patio with a fire pit. The bedrooms afford privacy with a first floor primary suite and a second level sitting room and en suite bedroom-all with water vistas. This home is a perfect Chatham retreat.

372 Fox Hill Rd, Chatham

Listing courtesy of Listing Agent: Chris Rhinesmith from Listing Office: Compass.
$1,065,000
2 Beds ⋅ 3 Baths ⋅ 73344285 MLS
Well appointed one-story living in Riverbay Estates on .47 acre lot. Beautifully updated 2-bed, 2.5-bath cape ranch features an open-concept living, dining, and kitchen area filled with natural light. The modern kitchen boasts a spacious island, engineered quartz countertops and stainless steel appliances. The large primary suite offers a walk-in closet and an updated ensuite with a deep Kohler soaking tub and tiled shower. There is a mudroom off the kitchen with first-floor laundry. Also steps from the kitchen is a custom travertine and stone patio with a fireplace, work counter and outdoor sink—perfect for entertaining. A custom-finished basement with half bath is ideal for gatherings. Additional perks include gas heat, AC, hardwood floors, and an attached garage. Nestled in a charming 285-acre neighborhood with curved streets and access to two Kettle Ponds, this move-in-ready home is a rare find!

718 Riverview Drive, Chatham

Listing courtesy of Listing Agent: Timothy Bailey from Listing Office: John C. Ricotta & Associates, Inc..
$385,000
2 Beds ⋅ 2 Baths ⋅ 73320930 MLS
Ready to downsize for easy living? Come home to Chatham's over 62 independent living community in the heart of town. This spacious 2 bedroom/2 bath condominium has been freshly painted & offers maintenance free living & peace of mind with 24 hour security/ concierge services & in unit emergency pull system. The thoughtful layout has a sunny open plan living/ dining area, balcony deck,primary bedroom en-suite bath on one side of unit & guest suite/ en-suite bathroom on other side. With full size stack washer/dryer, AC & lots of closets space, plus an extra storage closet, you can enjoy care free living. Park Place also offers beautiful common areas of library, solarium, game/ crafts room, exercise room and a guest visitors suite. Coffee& muffins are complimentary for breakfast & Friday night optional 3 course meal dinner offers you opportunity to gather with neighbors. HOA fee includes all utilities, 24 hr concierge, landscaping, snow removal, trash pick up & security, 1 garage space.

912 Main St Unit 209, Chatham

Listing courtesy of Listing Agent: The Nickerson Power Group from Listing Office: Kinlin Grover Compass.
$1,565,000
3 Beds ⋅ 4 Baths ⋅ 73337951 MLS
Invite the outdoors in with this sun-filled home in a serene setting. Large sliding doors from the dining room and owner's suite let you step out onto an expansive deck and patio overlooking a tranquil inground pool, established gardens, and the Twine Field Conservation Land. This backyard oasis is perfect for hosting and relaxing. Continue enjoying Cape Cod nature on the Old Colony Rail Trail abutting the property and rinse off your beach day in the massive outdoor shower. Entertain family and friends over granite countertops in the bright, open, and recently renovated kitchen. Mini-splits and new energy efficient windows keep everyone cool on hot summer days. The thoughtful layout offers the convenience of one-floor living, with plenty of additional space to spread out. A large finished basement is perfect for a media or playroom while a quiet room on the second floor can be used as a private office or guest room. Opportunity for further expansion exists on the second-floor.

55 Twine Field Drive, Chatham

Listing courtesy of Listing Agent: Whitaker Group Cape Cod from Listing Office: Gibson Sotheby's International Realty.
$582,500
2 Beds ⋅ 2 Baths ⋅ 73336867 MLS ⋅ ['Seastrand'] BLDG.
Welcome to this inviting townhouse-style condo nestled in the tranquil enclave of West Chatham. Featuring a thoughtfully designed layout, this residence offers two spacious bedrooms on the second level and one and a half modern bathrooms, providing both comfort and convenience. The heart of the home boasts an open-concept living and dining area, complete with gleaming hardwood floors that flow seamlessly throughout. Enjoy cozy evenings by the propane gas fireplace in the living room, or retreat to the primary bedroom upstairs where a charming wood-burning fireplace awaits, adding a touch of rustic elegance. Step outside to the private deck just off the dining room, perfect for morning coffee or al fresco dining. This quiet complex, home to only 8 units, offers a serene living environment with beautifully landscaped grounds that enhance the overall sense of tranquility. Each unit comes with its own garage, ensuring ample storage and parking space. You'll appreciate the convenience of be

1 Seastrand Way Unit 8, Chatham

Listing courtesy of Listing Agent: Kathy Doyle from Listing Office: Gibson Sotheby's International Realty.
$7,275,000
5 Beds ⋅ 8 Baths ⋅ 73316487 MLS
This five bedroom architectural masterpiece perched above Chatham Seaside Links in a highly coveted Village enclave offers an incredible array of breathtaking vistas with easterly views of Chatham Harbor. The home embodies elegant coastal style with showpiece finishes, custom detailing and countless amenities. The foyer with soaring ceilings discloses a great room with grand windows, fireplace, an inviting alcove, and an exquisite kitchen with top-line appliances, extraordinary marble surfaces, and stylish pantry, dining area, first floor ensuite bedroom, mudroom with laundry and half bath. Above the primary suite with a stone clad fireplace exudes elegance. ultimate views and access to a dreamy widow's walk. There are three additional bedrooms and a sumptuous conservatory with luxurious amenities including built-in coffee bar. Arguably one of the most impressive nautically inspired lower levels with magnificent pool spa. This luxury offering has it all.

30 Fairway Drive, Chatham

Listing courtesy of Listing Agent: Chris Rhinesmith from Listing Office: Compass.
$1,117,000
3 Beds ⋅ 2 Baths ⋅ 73322145 MLS
Completely renovated home with quality finish work, already on town sewer with the lowest tax rate on the Cape, this Chatham beauty features one level living, a cathedral ceiling in the open concept living area, central air, a garage, and the ability to add a pool. The living area has a gas connection for the fireplace, white oak floors, and plenty of space to make this work for your year round home, vacation home, or investment property. Discover your love for cooking when using the kitchen with waterfall quartz countertops, stainless steel appliances, soft close cabinets and a large kitchen island. Don't miss the detailed accent walls in each of the 3 bedrooms! Intentional design also led to a primary bathroom with heated floors and a curb-less glass shower. There's a new roof, gutters, siding, azek trim, deck, mechanicals, Andersen slider doors and windows, and potential to finish the basement. Outdoor space with easy maintenance landscaping, irrigation, and a large deck.

3 Whiteleys Way, Chatham

Listing courtesy of Listing Agent: Tiffany Callahan from Listing Office: Greer Real Estate, LLC.
$2,350,000
3 Beds ⋅ 3 Baths ⋅ 73340843 MLS
Salt waterfront oasis, sited down a long paved drive offers a year round Chatham paradise. Tastefully renovated 3BR 2.5 bath home offers a flexible floor plan with the addition of a second level media room with hickory flooring, and lower level guest overflow/office space. The main level boasts fine finishes and dramatic water vistas through out the open floor plan. The living room offers gas fireplace , black walnut flooring and access to a waterside entertaining deck. A delightful chef's kitchen with center island, induction stove, wet bar leads to a dining area. All bedrooms are on the second floor and include a primary with en suite. Two additional bedrooms share an updated bath. Coastal gardens surround the home and a gentle sloping rear yard leads to Taylor's pond with access out to Nantucket Sound. An outer building with electricity is a fun artist or party shed.

2519 Main St, Chatham

Listing courtesy of Listing Agent: Lori Fanning Smith from Listing Office: Compass.
$1,150,000
4 Beds ⋅ 3 Baths ⋅ 73341829 MLS
Open House Cancelled-Discover the perfect blend of charm and modern convenience in this beautiful 4-bedroom, 3-bath Cape-style home in Chatham. Located in a serene setting with access to Lovers Lake, this home is in excellent condition and offers everything you need for comfortable year round or seasonal living. The first floor with refinished hardwood floors has an updated kitchen, living room with fireplace and access to the 3 season porch. Two bedrooms and full bath complete the main living area. Upstairs you'll find two more large bedrooms and full bath. The updated kitchen is a chef's delight, while seven mini-split units provide efficient heating and cooling throughout 3 levels. Enjoy peaceful mornings sipping coffee on the front porch or evenings in the three-season porch. The grounds are beautifully landscaped. The finished lower level, complete with a full bath and wet bar, is perfect for entertaining and overflow space.

15 Wood Valley Rd, Chatham

Listing courtesy of Listing Agent: The Bohman Hartung Group from Listing Office: Gibson Sotheby's International Realty.
$840,000
4 Beds ⋅ 2 Baths ⋅ 73317154 MLS
This is a wonderful opportunity in Chatham to purchase a four-bedroom, two-bath home with a beautiful backyard. The 8-room house totals 2,212 sq ft of finished living space, 1,547 sq ft on the first two floors, and an additional 665 sq ft of finished basement. Highlights include an open living room/kitchen floor plan, two bedrooms and a full bath on the first floor, and two large bedrooms and a full bath on the second floor. The bright and cheery finished basement includes a media room, a recreation room with a pool table, a laundry area, and storage. Outside features include a beautifully manicured lawn with in-ground irrigation, an outdoor shower, a storage shed, ample parking, and potential for expansion. The house has town water and natural gas-fueled forced hot air and air conditioning on the first floor. The owners recently invested $35K+ in upgrades, including a new roof, cedar siding, and trim. The home would make a terrific summer getaway or investment property.

23 Malabar Rd, Chatham

Listing courtesy of Listing Agent: The Bohman Hartung Group from Listing Office: Gibson Sotheby's International Realty.
$1,675,000
3 Beds ⋅ 3 Baths ⋅ 73327988 MLS
Experience coastal refinement in this meticulously renovated 3-bedroom ranch, crafted by an interior designer and custom artisan. This residence blends design with superior craftsmanship. The gourmet kitchen boasts custom cabinetry and chef-grade appliances, highlighting a perfect balance of form and function. Every detail has been upgraded, including heating/cooling systems, windows, and a new roof, ensuring effortless living.The exterior impresses with professional landscaping, a new irrigation system, and an upgraded driveway. A brand-new 4-bedroom septic system offers potential for expansion. Located in one of Chatham's most desirable areas, this home is minutes from pristine beaches and an exclusive association dock with access to Bucks Creek. Enjoy the best of Cape Cod’s coastal lifestyle—sun-soaked days and serene evenings in your private retreat. A rare opportunity to own a masterfully curated home in the heart of Chatham. Seller will consider requests for buyer concessions.

51 Bucks Creek Rd, Chatham

Listing courtesy of Listing Agent: Dawn Lee from Listing Office: Gibson Sotheby's International Realty.
$1,900,000
5 Beds ⋅ 3 Baths ⋅ 73339274 MLS
Attention buyers, builders, contractors! Rare opportunity to complete the renovation of this 5-bed, 3-bath home situated on a sprawling 27,355 sq. ft. lot in a highly desirable location. Imagine designing your dream home; this property offers the perfect canvas to bring your vision to life. The majority of the interior has been demoed down to the studs, but the framework is already in place, featuring brand-new Anderson A-Series Premium windows, newly installed front porch & siding, rough electrical & plumbing, and partially installed HVAC ductwork. Outside, a partially installed 15x60 lap pool with an integrated hot tub awaits, surrounded by a 1,500 sq. ft. pool deck. Detached 2-car garage. Prime location to enjoy all that Chatham offers from beautiful beaches, fish pier, Chatham Bars Inn, downtown shops & dining, golf course, Chatham A's games, bike path & more. Offered in as-is condition, this property presents an exciting opportunity to create a truly exceptional living space!

172 Barcliff Ave, Chatham

Listing courtesy of Listing Agent: Louise Coakley from Listing Office: Better Homes and Gardens Real Estate - The Shanahan Group.
$485,000
2 Beds ⋅ 2 Baths ⋅ 73304459 MLS ⋅ ['Quail Run'] BLDG.
RENOVATED IN 2023..LIke new 2 bedroom, 2 bath condominium of over 1013 square feet.... New windows, new flooring, new kitchen cabinets, granite counter tops and stainless steel appliances,. Bathrooms have custom tile and new vanities and all new fixtures. Small private deck and inside parking in a carport.......Located close to everything Chatham has to offer: Town, shopping, restaurants, and beaches......Seller welcomes offers with requests for buyer concessions.......

407 Orleans Road Unit B, Chatham

Listing courtesy of Listing Agent: John Burke from Listing Office: William Raveis Chatham.
$2,000,000
3 Beds ⋅ 4 Baths ⋅ 73289843 MLS
South of 28 and situated on a quiet sandy lane in West Chatham, this home is the perfect beach house just a short distance to both Barn Hill Landing and Hardings Beach. Recently renovated, the home exudes coastal style living and offers superbly designed indoor and outdoor spaces. The house welcomes with an open concept great room with cathedral ceilings, abundant light and a fireplace with shiplap finish work. The modern kitchen is open and airy with quartzite counters, floating wood shelves and a large island that adjoins a dining area. The sunny family room with double french doors to a deck offers comfort & privacy in the back. The main level is complete with a bedroom, full bath with laundry and an attached 1 car garage. Above is a generous sized master suite with a walk-in closet and expansive full bathroom as well as a roomy bunk room complemented by a full bath. The lower level is fully finished.

53 Ocean Port Ln, Chatham

Listing courtesy of Listing Agent: Chris Rhinesmith from Listing Office: Compass.
$1,600,000
3 Beds ⋅ 2 Baths ⋅ 73337145 MLS
Seaside Perfection with Private Deeded Ocean Beach, is, completely turnkey! Recently redone with many improvements including: New Hot Water heater, New AC and heating units, all New Appliances, granite countertops, sink and faucet. New first floor bath update, New Primary bath with double vanity, and new flooring and shower. New Bulkhead, New ceiling lights on first level, newly. painted inside and out. Includes Designer furnishings and custom window treatments. This is your chance to own The Blue Hydrangea Cottage.....A Condominium that lives just like a single family home!......Don't Miss It

26 Sea Mist Lane, Chatham

Listing courtesy of Listing Agent: Janet Nowak from Listing Office: Craigville Realty, Inc..
$590,000
2 Beds ⋅ 2 Baths ⋅ 73328649 MLS
Discover this charming 2-bedroom, 2-bathroom condominium in the heart of North Chatham. Tucked away with tranquil wooded views, this turnkey home features beautiful wood floors and an inviting patio and deck perfect for relaxing or entertaining. Enjoy a prime location within walking distance to local gems like Chatham Works, Chatham Perk, Elwood's Raw Bar, the Shark Center, and Cow Yard Beach. Conservation areas and serene walking trails are also within walking distance, offering the perfect blend of convenience and natural beauty. This condo truly offers a peaceful haven with all the modern comforts you desire.

108 Misty Meadow Ln Unit A, Chatham

Listing courtesy of Listing Agent: Diane Donahue from Listing Office: Gibson Sotheby's International Realty.
$5,000,000
4 Beds ⋅ 3 Baths ⋅ 73330979 MLS
Situated on one of the most sought after locations in Chatham, this distinguished residence nestled on spectacular Shore Road offers a perfect blend of coastal living with accessibility to Chatham’s finest beaches, the Village and a stones throw to Chatham Bars Inn with all its luxurious amenities. Set back from the road with views of Chatham Harbor, this signature residence was built 1993. The home boasts four generously sized bedrooms, two of which have views, two and half baths, The welcoming foyer introduces the elgant interiors with a formal living room, adjacent dining room that seamlessly connects to a family room and an eat-in kitchen with doors to the beautiful grounds ands quintessential front porch. Whether you envision hosting summer soirées or family gatherings this rare offering is the epitome of elegant coastal living.

169 Shore Road, Chatham

Listing courtesy of Listing Agent: Chris Rhinesmith from Listing Office: Compass.
$1,000,000
9 Beds ⋅ 5 Baths ⋅ 73329885 MLS
An exceptional investment opportunity in West Chatham, 27-29 Barn Hill Road offers a five-unit multifamily property with strong cash flow and long-term potential. Ideally situated near Shop Ahoy Plaza and the West Chatham rotary, this property boasts high walkability and easy access to shops, dining, and local amenities.The front building (27 Barn Hill Road) consists of three units (27A, 27B, and 27C), while the rear building (29 Barn Hill Road) features two spacious 2-bedroom, 1-bathroom units. With a total of 9 bedrooms, ample off-street parking, and additional storage, this property offers both versatility and convenience. Town water and sewer along with gas heating enhance its long-term value.Tenants are currently in place with leases expiring April 30, 2025. A slab foundation and significant yard space offer further investment flexibility. This is an as-is sale, ideal for an investor looking for steady rental income, appreciation, and a prime Chatham location.

27-29 Barn Hill Rd, Chatham

Listing courtesy of Listing Agent: Guthrie Schofield Group from Listing Office: Berkshire Hathaway HomeServices Robert Paul Properties.
$2,050,000
4 Beds ⋅ 4 Baths ⋅ 73256437 MLS
Don't miss this fabulous home which is part of Harbor Coves Assoc.with association rights to Crows Pond a saltwater pond leading out to Bassing Harbor, Ryder's Cove, Pleasant Bay, Chatham Harbor and the Atlantic. Assoc. beach rights and mooring field just down the street. This 3900 sf home provides 4 bedrooms 3 and 1/2 baths and has plenty of extra space for family and friends. Wonderful family room with cathedral ceiling, wet bar and spacious living room with built-ins and woodburning fireplace. There is a dining room just off the kitchen with wood floors, built-in corner cabinets and fireplace fueled by propane. The first floor den or office is perfect for those that are able to work from home. The second floor has a large loft with built-in window seat and a beautiful Palladian window allowing light to fill the room with 2 generous sized bedrooms and a full bath finishing off the second floor. The home has town water and a well for irrigation. Please verify all information contained

174 Seapine Road, Chatham

Listing courtesy of Listing Agent: Judith Smith from Listing Office: John C. Ricotta & Associates, Inc..
$3,695,000
6 Beds ⋅ 5 Baths ⋅ 73322233 MLS
Architectural perfection meets natural harmony in this stunning Polhemus Savery DaSilva (PSD) home. Tucked quietly within the desirable North Chatham neighborhood with beach access on Pleasant Bay, a short stroll away, the residence offers a modern twist on the classic shingle style architecture and delivers impeccable craftsmanship, custom millwork, and exquisite stonework to create a truly refined family home. Prepare to be captivated by the southeastern exposure that envelops the main living spaces. The contemporary open floor plan, welcomes privacy for both large and small family living with a multilevel floor plan with 5 gracious bedrooms, and a sixth bedroom currently being used as a study, but also accommodates one floor living with a main level primary suite.

173 Kendrick Road, Chatham

Listing courtesy of Listing Agent: Chris Rhinesmith from Listing Office: Compass.
$3,800,000
4 Beds ⋅ 6 Baths ⋅ 73323465 MLS
Beautiful, like new condition home built in 2014 by Polhemus, Savery, and Desilva in the very sought after OLD VILLAGE. Close walk to downtown, shopping, restaurants and all that Chatham has to offer..... AND Lighthouse and Water Street beaches are only a quick 4 minute walk away,....There are 4 large bedrooms, primary en-suites on first and second floors and 5.5 total bathrooms including one off the finished basement rooms.... Living room with built in book cases, large screen TV, windows facing east, west, and south, and fireplace.... Large chef's kitchen with granite counters and stainless steel appliances. Kitchen island that seats 4 right off the dining room with a table for 8....Views of the Mill Pond from the second floor and a back yard with patio and outside shower... Something for everyone..........Click on the little blue V in the address bar for virtual video tour..

107 School Street, Chatham

Listing courtesy of Listing Agent: John Burke from Listing Office: William Raveis Chatham.
$399,000
1 Beds ⋅ 1 Baths ⋅ 73321558 MLS
Opportunities like this are rare—a freestanding 1-bedroom, 1-bath cottage condo just off Chatham's iconic Main Street. Tucked down a quaint alleyway, this charming retreat offers privacy with immediate access to boutique shops, award-winning dining, and Cape Cod’s finest beaches.With dedicated parking—an invaluable summer luxury—this quintessential Cape Cod escape blends classic charm with convenience. Gas service is already in place, providing an opportunity for upgrades or enhancements. Whether you’re seeking a serene weekend escape, a summer getaway, or an investment property, 427 Main Street checks every box.For those with a broader vision, 435 Main Street is also available, offering a rare chance to own two side-by-side properties in this coveted location. Immerse yourself in the Chatham lifestyle—where walkable charm, coastal beauty, and timeless appeal converge. Act quickly, as offerings like this are one of a kind.

427 Main St Unit 427, Chatham

Listing courtesy of Listing Agent: Guthrie Schofield Group from Listing Office: Berkshire Hathaway HomeServices Robert Paul Properties.
$1,800,000
5 Beds ⋅ 2 Baths ⋅ 73282894 MLS
Discover the quintessential Cape Cod lifestyle in this charming 1940's Cape ranch, perfectly situated in one of North Chatham's most sought-after neighborhoods. This well-maintained home offers a blend of classic appeal and modern convenience, nestled among substantial and elegant residences. The serene setting provides a peaceful retreat moments from Scatteree Beach. Whether you're looking to enjoy the coastal breezes, explore the nearby Chatham Village, or simply relax in the comfort of your own backyard, this home offers endless opportunities for creating cherished memories.

504 Stony Hill Rd, Chatham

Listing courtesy of Listing Agent: LuxRECapeCod Group from Listing Office: Gibson Sotheby's International Realty.
$2,610,000
3 Beds ⋅ 3 Baths ⋅ 73276174 MLS
As you drive past Chatham light & turn right on Morris Island Rd, you will find yourself transported to a different time when things moved a little slower. You'll be surrounded by marshes & conservation land, popular with birders for its egrets, hawks & sandpipers. The 3BR, 3bath home sits on about a half-acre overlooking Stage Harbor to the west & the Atlantic to the east, which brings stunning sunrises & sunsets. To the south are acres for hiking, clamming, fishing, boating, you may dock your boat at Outermost Marina or moor your boat in ''the cove'' located just steps away from the home which features hardwood floors, beams, a gas fireplace & an open layout to take in all the views. The surrounding deck hugs the house w/a pergola, outdoor dining, outdoor shower, shed & fire pit. A large, private patio overlooks the family of ospreys who return every year to nest. Transform this home or renovate to suit your wildest dreams.

15 Edgewater Dr, Chatham

Listing courtesy of Listing Agent: Shane Masaschi from Listing Office: Kinlin Grover Compass.
$1,200,000
3 Beds ⋅ 3 Baths ⋅ 73315832 MLS
First time on the market! Experience coastal living surrounded by conservation areas and stunning sunsets. This remarkable Chatham year-round retreat spans 2.1 waterfront acres along the Monomoy River. The main house features single-story living with two bedrooms, cozy living areas, bonus area and captivating outdoor garden spaces. The late 1800’s original cottage offers the opportunity to be a second dwelling or an additional bedroom with half bath and scenic water views from every window including the cedar outdoor shower. Updates include new air conditioning, appliances, water heater, beautiful refinished oak floors, and custom millwork. Nestled down a picturesque shell drive, enjoy kayaking from your own water's edge with private access leading out to Pleasant Bay. Seller welcomes offers with requests for buyer concessions.

1174 Old Queen Anne Rd, Chatham

Listing courtesy of Listing Agent: Paul McCormick from Listing Office: Gibson Sotheby's International Realty.
$2,450,000
3 Beds ⋅ 4 Baths ⋅ 73306609 MLS
This beautifully crafted Chatham residence is ¾ of a mile from the Barn Hill Rd boat landing (Home of Chatham Kayak Co and Chatham Shellfish Co) and just under a mile from Harding's Beach. Upon entering the main level, you are greeted by stunning oak floors that exude warmth and elegance throughout. The chef's kitchen features exquisite quartz countertops and top-of-the-line Viking appliances. The spacious first-floor primary suite is complete with a full bath and a generous walk-in closet. Step outside onto the expansive deck, designed for both relaxation and entertaining. Venturing upstairs, you will find a versatile loft area ideal for a home office, complemented by two beautifully appointed guest rooms and a full bath. The walkout lower level boasts a sizable entertainment room with a custom full bath. Walk out onto to a charming patio with a fire pit and private outdoor shower. This property is equipped with a full-house generator and central A/C. Schedule your private showing.

55 Youngs Road, Chatham

Listing courtesy of Listing Agent: Marcie Smith from Listing Office: Christie's International Real Estate Atlantic Brokerage.
$475,000
2 Beds ⋅ 1 Baths ⋅ 73321559 MLS
Positioned just off Chatham's iconic Main Street, this freestanding 2-bedroom, 1-bath condo offers charm, convenience, and opportunity. With a thoughtful layout, the main level features an open-concept living space, while two bedrooms upstairs provide privacy and comfort.This property boasts a strong rental history but could also be the perfect summer escape or a valuable addition to a savvy investor's portfolio. Dedicated parking—a coveted amenity in downtown Chatham—adds to its appeal. Nestled down a quiet alley, the property combines classic Cape Cod charm with the walkability to shops, renowned dining, and Chatham's pristine beaches.For those looking to expand their footprint, 427 Main Street is also available, offering a rare chance to own two adjacent units in one of Cape Cod’s most desirable destinations. Whether for personal use, rental income, or both, this is a one-of-a-kind opportunity to own a piece of Chatham's rich coastal lifestyle.

435 Main St Unit 435, Chatham

Listing courtesy of Listing Agent: Guthrie Schofield Group from Listing Office: Berkshire Hathaway HomeServices Robert Paul Properties.

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