North Chatham MA Real Estate & Homes for Sale

Perfectly nestled on a quiet street this lovely second floor unit offers bright and sun drenched spaces that are warm, comfortable and inviting. A perfect home if you are just starting out or maybe if you need less living space. This exceptionally well maintained unit offers beautiful hardwood floors, newer kitchen and bathroom with fine granite countertops, a wood burning fireplace and even a little shared balcony to get some fresh air. Enjoy morning coffee by the oversized picture window that overlooks a beautiful natural setting with an abundance of birds, butterflies and other cool natural wonders. Such an ideal spot of easy living; yet convenient to so much. There is a large additional storage room in the basement along with a private laundry room for this unit.

Nestled on a quiet side street in one of America's most charming coastal towns, this Chatham home has been fully renovated, every surface newly re-crafted, including new a/c and appliances and is perfectly ready to welcome its new owners in time for a carefree summer. Stylish finishes and abundant natural lighting greets you throughout this charming 4 br, 2 bath Cape, filtering in through oversized windows, and glistens off the refinished light pine floors. The renovations include a splattering of whimsy with retro new custom appliances, carefully chosen hardware upgrades and modern glassed in shower in the brand new bath. Outside, the manicured backyard provides an idyllic setting for outdoor entertaining or relaxation, complete with a patio and lush landscaping. Located just moments from Frost Fish Trail for hiking, Chatham's charming downtown area and pristine beaches, this renovated gem offers the epitome of Cape Cod living.

PRICE REDUCTION $126K! Rental unicorn, designer masterpiece, offered fully furnished! This amazing central location in North Chatham is just steps away from lovely Cow Yard Beach and a short walk to the Fish Pier, Chatham Bars Inn and A's field. Stroll into town for dining, shopping, parades or band concerts. This 3,428 square foot home is the perfect balance of indoor/outdoor open concept living and versatile private spaces. Let the dogs play freely in the privacy of your perfectly landscaped fenced-in backyard. The thoughtfully planned design includes a commanding open concept kitchen, a stylish dining room and large living room. The house was completely renovated in 2020 including new kitchen, appliances, hardwood floors, 1,200' finished walk-out lower level with lots of bonus space with media room, full bath, wet bar and cocktail fridge. The new utilities including 2 new furnaces and central AC units and talkless hot water. The home features a 2-car garage and large first floor mas

Water views of the North cut in North Chatham, walk to town and beach. This timeless residence was renovated by Rick Roy construction. Open floor plan living combines with 4 Bedrooms, 3.5 baths, an office and a music room to offer all the space you would wish for in this iconic location in North Chatham. The chefs kitchen boasts a 48 inch Wolf range along with an island that can seat a crowd! The fire-placed great room enhanced by numerous built-ins is a gracious entertaining space. The primary bedroom is flanked with book shelves, an ensuite bath, walk in closet and a balcony with water views. A home office has a beautiful view of the front gardens.The yard is a master gardeners delight. Planted with hydrangeas, roses and perennials it puts on a show and surrounds the outdoor patio with color. Want to watch for whale spouts? Come up to the widows walk for a birds eye view of the North cut and the Atlantic ocean beyond. There is a fully finished lower level. Room for pool.

Located in the sought-after Chatham area, this charming property awaits your personal touch to an already beautiful renovation or possible further expansion. Situated close to the iconic Chatham Fish Pier, picturesque Oyster Pond, and the vibrant downtown with its array of shops and restaurants, this home offers the perfect blend of convenience and coastal living. Step inside to discover an inviting open concept that seamlessly connects the spacious living room to the cathedral ceiling kitchen and dining area. Sunlight streams through a skylight, illuminating the space and creating a warm, welcoming ambiance. The backyard is easily accessible from the dining area, offering endless possibilities for entertaining family and friends. Immerse yourself in the local culture by catching a movie at the Chatham Orpheum Theater or cheering on the local A's Baseball Team. Whether you're seeking a year-round residence or summer getaway, this two-bedroom, one-and-a-half-bathroom home is a true gem.

New Construction - Move In this June. Custom builder Sears Point Residential is building another stunning Chatham home. This in-town 4 bedroom, 3 full and 2 half baths, 3,298 sq ft home includes a finished lower level and exquisite outdoor living space with a plunge pool. This brand-new home will be move-in ready for mid-summer 2024. The hub of the first floor is defined by a chef's kitchen with a six-burner range, built-in refrigerator and a large center island with Quartz countertops, open floor-plan dining, living room with a gas fireplace and den all with high ceilings, stunning wide plank Hickory floors, custom woodwork throughout, a generator and a one car garage. All four bedrooms are on the second floor including two en-suite primary bedrooms. The bright and sunny lower level is highlighted by a family room, a recreation room with a wet bar, and a den. The house is a short walk to the Chatham Anglers baseball games and all of downtown Chatham's charming shops and restaurants.

"Turntide" is a spectacular quintessential Cape Cod estate featuring elevated breathtaking panoramic vistas of Chatham Harbor and the Atlantic. From this magnificent 8 bed/5.5 bath mansion you will enjoy unsurpassed sunrises and romantic nights watching the moon rise over the outer beach. You will never want to leave. This timeless masterpiece by Architect Edward Sears Read demonstrates the beauty of classic custom architectural moldings, and graciously designed living spaces to accommodate every lifestyle. The 2.94 Acres of property with sweeping lawn to almost 300 ft of private sandy beach, offers endless possibilities for a pool, tennis court, or a guest house to expand this legacy property further...This is a once in a lifetime opportunity to own one of the finest iconic waterfront estates in Chatham. This North Chatham address is nearby Chatham center for dining & shopping, or Shore Rd, Chatham Bars Inn, the Fish Pier & the best that Chatham has to offer. Location! Location!

Constructed by Eastward Companies in 2018, this stunning home is situated on a premium corner lot where you are just a short stroll to Chatham Bars Inn, Chatham Pier and Fish Market and town!The first-floor open concept features a large family room, formal dining room, gourmet kitchen with breakfast nook with sliding doors to an in-ground heated pool and spa - all ideal for outdoor entertaining. Ascend to the second floor to a large family room, office and four well-appointed en suite bedrooms. Additional amenities include a white stone driveway with abundant parking for family and friends, generator, irrigation, newly installed outdoor shower, two car attached garage, and meticulous landscaping with lighting.

Don't miss out on this fabulous 4-bedroom 2 full bath Cape Home in North Chatham, conveniently located near Ryder's Cove and Jackknife Beach, perfect for awesome swimming and sailing! Step into the inviting living room with a picture window, custom Hunter Douglas window treatments, built-ins, and engineered wide plank hardwood floors. The bright and spacious eat-in kitchen opens to a newer deck and a beautiful large level yard, creating the perfect setting for loads of summer fun! Upstairs, discover a generous family room that can also serve as a primary bedroom, depending on your needs. The basement provides ample storage space, a workshop area, and laundry. Enjoy the convenience of an enclosed outdoor shower and Mini Splits (upstairs) & Central Air Conditioning(downstairs) for added comfort. Only about 1 mile away, you'll find the Chatham A's field, a playground, and kid-friendly swimming at Oyster Pond. A few minutes car ride to downtown. Also, a great rental investment opportunity.

Sitting on 1.74 acres, ideally situated close to both town and the Atlantic, this truly unique and meticulously maintained Chatham compound offers a variety of possibilities. Whether you're looking for an investment property, a retirement home, a second home, or the potential for expansion, this property has it all. The main house features 4 bedrooms and 4.5 bathrooms. Two of the bedrooms are first-floor primary bedrooms. A large, recently upgraded kitchen opens to a lovely patio fitted with an awning. One of the highlights of this property is the unique Pilot House with its circular design and window-lined walls. Enjoy breathtaking views of the sprawling lawn and Black Pond from many rooms in the house. In addition to the main house, there is a charming guest cottage with 3 bedrooms and a recently renovated full bath, sitting area, and updated kitchen. The property also has a 1-bed carriage house. All information deemed reliable and to be confirmed.

Classic and quintessenially Chatham, this 3BR 2.5 bath Cape Cod home has been expanded and renovated over the years. Offering both peeks and access to Ryder's Cove and easy walk to Ryder's Cove Marina, this is a boat lovers paradise. Brimming with charming spaces from the sun filled sitting room with access to the private rear deck or the airy kitchen with butcher block countertops and breakfast nook to the more formal living room and dedicated dining room. The primary bedroom and full bath are privately located on one side of the second story and the two quest bedrooms and full back occupy the other wing. Oversized and private rear yard are home to a four bay, 2 car garage barn/garage and possible future pool location. A potting shed, flowering trees and shrubs as well as a gentle path lead to deeded rights at water's edge for kayaking and fishing.

In-town Chatham, 2018 custom-built home on a quiet cul-de-sac just a short stroll to village shops, restaurants, and Angler's baseball. This 3 BR, 4/1 Baths, 4,100 sf home is full of thoughtful upgrades including black walnut hardwood floors, office, 3-season porch, bonus sleeping areas for overflow guests, finished lower level, 3-zone natural gas heating/AC, two tankless water heaters, whole house generator, extensive Sonos sound system, outdoor shower, cobblestone driveway and stone patio surrounded by mature privacy plantings and irrigation. The open first-floor plan centers around a chef's kitchen with an oversized island, granite, gas range and pantry, a dining room & living room with custom cabinets, and a gas fireplace. Also on the first floor are an ensuite bedroom, mudroom, and laundry. The primary suite is on the 2nd floor along with the third bedroom and a sleeping loft. The finished lower level features a media room with surround sound, fitness area, pool table a half bath.

This unrivaled oceanfront estate located on prestigious Ministers Point in North Chatham offers grand scale living with dramatic Atlantic Ocean vistas. The meticulously designed cedar shingle and sprawling stone exteriors seamlessly blend the elegant interiors that boast striking architectural details, custom finishes and the highest quality craftsmanship. The 11 rooms radiate light and a breadth of picturesque vistas of Chatham's coastline and stretches of North and South Beach. The entry opens to a spectacular living and dining room with soaring coffered ceilings, an imported fireplace, and walls of windows that unveil the majestic sea backdrop. A grand family room with fireplace assures large-scale entertaining while the nearby wood paneled ensuite study delivers coziness and privacy. The main floor is complete with a fully equipped chef's kitchen. There are six en suite bedrooms with sweeing views over three levels with a spectacular master suite.

Available for the first time in 50 years, this lovingly maintained 4 bedroom 2 bath home is a blend of a traditional Cape style home with a contemporary flair surrounded by established trees and thoughtful, mature plantings. There have been many personal touches and renovations throughout the years. The brick patio with a wisteria covered pergola and fish pond immediately greets you offering a perfect mix of a sunlit home within a shaded wooded lot. The kitchen is a spacious, eat-in, open style with a breakfast bar. The living room, den and first floor bedroom all have hardwood flooring and there is a first level bathroom. The remaining 3 bedrooms are on the second floor with a full bathroom. The 3rd bedroom has a cathedral ceiling and was once used as an artists studio. It's a bright and airy space with privacy. The lower level has a bonus room that can be used as a recreation room and has a sliding glass door leading to the side and back yard. The Cape Cod Rail Trail is around the co

Unique opportunity to own in popular downtown Chatham with all the amenities including shopping, restaurants, and local beaches. Follow the brick walkway to your outdoor patio area or your four season porch that offers natural lighting and views onto Main Street. This Antique home offers 7 charming bedrooms (3 bedrooms on the first floor, each with a private full bath and 4 bedrooms on the second floor with a shared full bath). There is a separate studio apartment with a private entrance above the two car garage (brand new doors) with a full bathroom, kitchen, and pellet stove. The property was previously known as The Beach House at Chatham and operated as a Bed & Breakfast. In the kitchen you will find a mudroom leading to the fenced in side yard, Corian counter tops, an industrial gas stove with gridle, butcher block prep area, oversized pantry with built-ins, laundry area, and more! Don't miss out on this unique Chatham opportunity!

Welcome to beautiful Chatham just in time for good weather; summer is coming! This 3 level townhome w/ amazing pond views (in a serene setting) is a short stroll to downtown shops/restaurants/beaches/bike trail, etc. There are 2 bedroom suites (including a first floor option) plus an office/art studio/gym AND loft area plus a finished basement w/ a large great room and full bath. If you are looking for a second home on Cape Cod (or a primary residence) look no further as there's plenty of room for the family and guests to spread out. This home was just freshly painted on all 3 levels and the rear and front mahogany decks were stained as well. This is an end unit Cape style townhome w/ attached garage (offering plenty of storage for your kayaks/bikes, etc.) and there is a driveway parking space. Additional features include 2 gas fireplaces, HW floors on 1st & 2nd floors, new carpeting in the basement and wiring for a media room in basement. Maintenance free living could be yours!

Absolute perfection at this stunning in-town compound featuring commanding water views over Oyster Pond! The result of a multi-year collaboration by top architects, designers and builders, this sophisticated and turn-key coastal offering seamlessly blends classic and contemporary elements to create a one-of-a-kind retreat. Walls of glass overlook expansive lawns and gardens, while sun-drenched living spaces set the stage for large scale entertaining, or relaxed everyday living, alike. Top of the line systems and amenities are found throughout the thoughtfully designed 5 bedroom main house, while a 3 story guest house provides additional accommodations overlooking the beautiful pool and spa. Immediate access to the beach, with a private association dock, and just steps to the restaurants, shops and galleries of Chathams quintessential Main Street, this exclusive offering is a must see, by appointment only.

Nestled right in the heart of Chatham Village, this four bedroom five and half bath residence exudes charm and a perfect Cape Cod lifestyle with all of Chatham's restaurants, boutiques and Oyster Pond Beach moments away. The home is characterized by its timeless Greek Revival architecture, red cedar roof and intricate outdoor stonework. The open layout floor plan flows from the foyer to a living room with a gas fireplace and adjoining dining room with a first floor full bath and leads to a custom kitchen half bath and laundry. The second level accommodates three ensuite bedrooms with walk in closets. The primary suite affords privacy to one side and the other two bedrooms share a balcony overlooking the town and its quintessential church steeple. The lower level living area accommodates the fourth bedroom, a full bath, home office, exercise room and and access to a private brick patio. This is a special offering.

Welcome to 67 Uncle Alberts Drive, a charming Cape Cod home nestled in the picturesque town of Chatham, MA. This outstanding property offers a perfect blend of classic Cape Cod architecture and modern design. The design is perfect for entertaining with an open first floor concept, a play room on the second floor and a finished lower level as well. You will be impressed by the bright and sunny interior and the lovely water views. The double sized lot is just waiting for a pool, pickle ball court or whatever you have in mind. Conveniently located near Chatham's renowned shops, restaurants and beaches you will love this location. Whether you are seeking a year round home or a vacation retreat this home embodies the charm and allure of coastal living. Don't miss this chance to make this Cape Cod gem your own-schedule a showing and experience the magic of 67 Uncle Alberts Drive.

Modern elegance and unparalleled luxury encompass 146 Strong Island Road. Lavishly appointed details from floor to ceiling complement the water views. Wide plank flooring, custom high end cabinetry & built-ins, Thermador appliances, Quartz countertops, exquisite trim detail & coffered ceilings are a few of the details carefully selected to ensure a perfect blend of comfort and sophistication. Expansive open concept floor plan with well apportioned living and bedroom spaces. Each of the three bedrooms are complete with their own spacious en suite bathroom and walk in closets. The cedar shingle siding and roofing, IPE decking, veneered walls & foundation, natural gas fire pit, and heated salt water gunite pool & spa with pebble finish complement the home's contemporary allure. Experience living within one of North Chatham's most coveted neighborhoods, with association beaches on Pleasant Bay & Crows Pond, association dock. New construction sold furnished ready to enjoy this summer!

Tucked away in a very private setting in Chatham, this historic 1.4 acre Waterfront estate property offers a blend of luxury and legacy. Previously part of Chatham Bars Inn's farm, it's been in one family for more than 70 years, promising a serene coastal retreat. The south-facing lot overlooks Oyster Pond and Oyster River, ideal for a custom 4-bedroom home with panoramic views. Accessible via a scenic drive, the property presents an opportunity to create a private haven embodying Cape Cod's charm. Minutes to downtown Chatham, it offers access to fine dining, boutique shopping, and the coast's natural beauty, making it a perfect canvas to be reimagined for luxury living by the sea.

Beautiful Chatham Georgian estate on 1.3 acres within walking distance to the center of town, Oyster Pond beach and all the amenities Chatham has to offer. Spectacular sunset views of the Oyster Pond, rolling lawns, bluestone patios and specimen landscaping surround this magnificent estate in the heart of downtown. Comprised of 10 bedrooms, 7 fireplaces, 7 full and 3 half baths, elevator and approximately 8000 square feet of living space on 3 main levels, with a grand main foyer and cantilevered staircase. The lower level includes a speakeasy bar and playroom. North and south wings of this single family home provide separate quarters for guests or family-each with 3 bedrooms, living areas and kitchens. A Chatham landmark, ''The Beechwood'' reflects unparalleled architectural detail, craftsmanship and timeless charm-perfect for large family gatherings of multiple generations under one roof.

New co-ownership opportunity: Own one-eighth of this turnkey home, professionally managed by Pacaso. Set on 2.74 acres, Fox Hill offers a private sanctuary with 11,000 square feet of sophisticated coastal luxury. The renovated retreat has stunning views of Crows Pond, Eastward Ho and Pleasant Bay, and a private boat dock. The open, airy living room has a stone fireplace and window seats, and offers vast water views. More views are served up in the chef's kitchen, which features a Wolf gas range, a large island with seating, and doors to an expansive deck overlooking Crows Pond. A cased opening from the kitchen leads to the formal dining room with traditional raised panel walls and a butler's pantry with a wet bar. The three-level home includes a quiet office area for work, a lower-level gym for working out, and an outdoor pool and indoor sauna for pure relaxation. An elevator makes it easy to move between floors. The home, close to Lighthouse Beach, comes fully furnished and decorated.

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.

A special opportunity to own Chatham property in a great location at corner of Vineyard Ave. Just 0.5 miles to the town landing at the end of the road where you can jump in your kayak and explore Oyster Pond or paddle out to Stage Harbor and beyond. This property is brimming with opportunity. Give it a quick makeover or renovate to maximize value. Convenient to Pate's, Mac's, Dogfish Cantina, Larry's PX and shops of West Chatham; Hardings Beach and bike path nearby. This spacious home is a must see for anyone looking to open a business from their home (with town approval) or needing office space working from home or to house extra summer company or multigenerational living with a complete guest quarters set up on the second level. Zoned R20 with multi purpose use and on town sewer. This property served as both a single family home and The Chatham Jam and Jelly Shop for over 40 years by one local family. Don't miss your sweet chance to own a piece of jam-filled joy!