South Chatham MA Real Estate & Homes for Sale

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

TURN KEY! Lit hardscaping & plantings welcome you to this light & bright home with conservation views & privacy in the coveted "ON THE LOOP" location with sidewalk to village and sandy beaches. Set back is a sophisticated cozy cottage with cathedral ceilings, fine finishes, gas fireplaces, a stunning new kitchen and luxurious bathrooms. The stylish interior has a wonderful open entertaining space with sliders to the south-facing deck overlooking the back garden with herb beds and occupied birdhouses of song & life. This single-story living is clever & comfortable separating the main bedroom suite from the guest wing of 2 bedrooms, a shared bathroom and private stone patio & pergola. Downstairs is a family room with gas fireplace, private half bath with additional washer/dryer hook up and slider to the back garden with outdoor shower for the overflow of summer visitors. Utility room & walkout windowed basement to back garden has room for your bikes, trikes & more. Come see!

Location, location, location! Simply put, Location. Smack Dap in the heart of Harwich Port. Just steps to shops , restaurants, recreational activities. Leisurely stroll to Bank St. Beach. Needs work; take it down or fix it up! Tons of potential It's all about the location!!

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!

If these walls could talk, oh what stories they would tell! Formerly known as Pine Grove Cottage this home is a treasure. According to the MA Historical Commission, the building was probably built to house educators or visitors to the Pine Grove Seminary (now Brooks Academy Museum) located across the street. Over the years it has served as a guest house, real estate office, insurance office, and private home. When the current owner purchased the property in 2009 they did several renovations and then opened it as an Airbnb in the summer and welcomed nearly 300 guests.The craftsmanship of the time is evident throughout with tall ceilings, built-ins, wood floors, and thoughtful details. Featuring a large den, living room, and dining room offering ample space to entertain. And there is a first-floor bedroom and bath, with three additional bedrooms and a full bath on the second floor. Wonderfully located in the heart of Harwich Center providing easy access to everything it has to offer.

***LOCATION LOCATION LOCATION*** NEW CONSTRUCTION In the Heart of Harwich! Harwich Center has so much to offer being feet away from the Cape Cod Rail Trail (bike/walking trail), restaurants, shops & ball fields to take in a game with the infamous Cape Cod Baseball League. Minutes from famous beaches like Bank Street Beach & Red River Beach or sneak off to Cranberry Valley Country Club for a round of golf - just a mile away. This new construction home can be yours now. Complete with 4 king bedroom en-suites, a 5th bunkbed area located in finished basement/game room/media area. Did we mention this home includes a six-bedroom septic system allowing for a future 6th bedroom in the unfinished, spray foamed second story! This home is perfect for the extended family, or take advantage of the rental possibilities.

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.

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.

Step back in time and embrace the quintessential charm of Cape Cod living with this antique post & beam home. A former star of HGTV's Open House, this home offers an opportunity to own a piece of history. Built in 1780, this residence presents a glimpse into the past blending modern amenities for comfortable living. A five year Historical renovation included two new fireplaces, adding a poured foundation & full height lower level. The updated kitchen and original pantry seamlessly blend modern with antique charm. Bedroom wing on the 1st floor, w/ full bath & laundry area, offers comfort & privacy. Additional large bedroom (or TV room/den) & half bath on the first floor providing versatile space for work or relaxation. Two additional bedrooms on the second floor with full bath w/ 2 sinks, shower & whirlpool tub. Original Kings Board floors in nearly every room & intact original wainscoting. Endless possibilities of the spacious two-story barn serving as a one car garage/workshop space.

Waterfront, renovated & an unbeatable location! With unobstructed views of the tidal inlet off Stage Harbor, this property is the perfect blend of privacy & convenience. Situated only 0.5 miles from Oyster Pond, less than a mile to both Lighthouse beach & Chatham's iconic Main Street shops! Recently renovated to include new kitchen with stainless steel appliances, granite counters & recessed lighting. New flooring & replacement windows throughout, as well as fully renovated bathroom & newer roof. Experience everything Chatham has to offer!

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!

Affording coastal luxury and quality of design, this new construction residence takes advantage of an exceptional location along '' the Chatham loop'' and is also moments to the Village and Oyster Pond Beach. Meticulous choice of finishes combined with spacious proportions and a light filled open layout create an ambiance of tranquility. The great room sets the stage boasting oversize windows, sliding doors to the outside with an elegant gas fireplace. A sophisticated designer chef's kitchen is designed for function and convivial gatherings with a large center island, top of the line appliances, laundry and half bath.The first floor primary suite incorporates extra comfort with a sitting area, and a full bath that blends natural stone, tile and wood craftsmanship - a theme that is carried throughout. There are three sumptuous en suite bedrooms including the second floor primary suite. The detached one car garage provides a guest suite above, housing the fifth bedroom.

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.

A spacious Harwich Port ranch awaits new owners who will enjoy the peaceful upland setting. The circular driveway leads to garage/shed & steps to deck & kitchen door. The sunny kitchen is open to the dining area. Off the hallway are 2 good-sized bedrooms & a full bathroom w/ laundry closet. A large living room with brick fireplace & built-ins allow ample space for enjoyment. The year round sunroom features a cathedral ceiling & stained glass window. Newer gas heating system, windows & appliances are recent upgrades. This charming home is encircled by mature rhodies, pines & flower beds The property's outstanding location is ideal due to its proximity to all that Harwich Port has to offer including beautiful ocean beaches, golf course, 3 harbors/marinas, village shopping & dining, art galleries & schools. Updates & fresh ideas from new owners will improve this cherished home. Buyer to replace the current cesspool w/ new septic system. Property to be sold As-Is

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.

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.

Harwich Port - New Construction, minutes to the village, beaches and Allen Harbor Marina! Sitting up high receiving the ocean breezes is this five-bedroom, five bath 3800 square foot home boasting excellent craftsmanship and high-end amenities. From the front covered porch, you enter into the mud room and a guest bathroom. The main living area is an open floor plan that flows harmoniously from the dining room, kitchen and living room. The Chef's kitchen has a center island and access to a deck overlooking the private back yard, great for grilling and entertaining. The first-floor primary suite features a walk-in closet and a private bathroom. There is also a den/study room. The second floor offers another primary bedroom suite, two bedrooms and two bathrooms plus a bonus den. The oversized 4 car garage has a 9.4 ceiling height. Over the garage is a one-bedroom apartment with a kitchen, dining and living area combo. All information to be verified by buyer/Buyer Broker.

NEW Construction home, nestled in the heart of Harwich, a true oasis for any family. This masterfully designed home was completed in 2024 and features 4-bedrooms, 3-bathrooms and offers a peaceful sanctuary of comfort and tranquility. A retreat from the hustle and bustle of city life, a haven for the family. The spacious great room extends into the dining room, with amazing views of the semi-private Great Pond through the enormous bi-folding glass doors. Be one of the handful of homes that has direct access to the water, providing a wonderful opportunity for activities such as fishing, boating, or simply enjoying the natural beauty of the surroundings and what nature has to offer. This home truly serves as a home away from home. Its location, features, and the warmth it offers, makes it the perfect choice for a peaceful retreat to spend your summers, a weekend getaway, or a place to create lifelong memories. (Furniture, TV's and Network equipment are negotiable)

A captivating coastal gem, nestled on the crest of Stage Island and surrounded by the scenic waters of Nantucket Sound, this picturesque setting offers a serene and idyllic backdrop for nature enthusiasts and beachgoers alike. This one of a kind private property provides a tranquil escape from the bustling mainland, yet close to downtown Chatham, making it a cherished destination for those seeking peace and natural beauty with its unspoiled landscapes. Some of the best views of Stage Island and Nantucket Sound beyond, this is simply a remarkable spot. On a double lot this home was completely renovated in 2015 and outfitted with all the modern amenities one could dream of. A true chef's kitchen, custom cabinetry throughout, hurricane rated windows, radiant heated floors, wireless control technology, Sonos, full house generator, and more.

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.

Welcome Home! Fabulous opportunity to own an exceptional Newly Constructed Colonial in Harwich! This home has it all! 3 bedrooms, 2.5 baths. The first floor features open concept living, dining, and kitchen space tailored for today's lifestyle. The kitchen is equipped with custom cabinetry, stainless steel appliances and quartz counter tops. Upstairs you will find a primary suite, 2 additional bedrooms, a second bath and laundry. Gas heat and gas stove. Central Air Conditioning. Front Porch, Rear Deck. Professionally landscaped yard.

Lovely two-story Cape Style home on a large private lot on Pleasant Bay. Situated between the Cape Cod National Golf Course and the Oceanfront Wequassett Resort. This recently renovated home has three large bedrooms, two full baths and many extras. Large living room is skylit with cathedral ceiling and French doors that open onto an ample deck. Eat in kitchen with upgraded appliances, granite countertops and peninsula. Additional features include a gas fireplace, outdoor shower, and an emergency generator. Laundry in the master bedroom plus additional washer/dryer in basement. Tankless on-demand water heater. Generous storage space in easily accessible attic, full basement and extra space in garage. Septic has been regularly serviced. This is an ideal year-round home or a vacation get-away. Sold "AS IS"

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.

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.

Bright, cheerful & beautifully renovated 2 BR, 1.5 Bath townhouse located in the popular Beach Plum Condominium complex-Harwich Port! Sought-after end unit with newer windows throughout and full basement with newer appliances: HW/gas boiler, hot water tank, electric panel, washer & dryer. Open first floor plan, w/mini-split, includes the living/dining area and the brand new custom kitchen. The living/dining area boasts engineered wood flooring leading to the slider opening to the lovely screened porch. The new kitchen shines with custom cabinets, quartz counters and new appliances. Updated half bath. A wide, newly carpeted staircase leads to the second floor which offers two large bedrooms newly carpeted, each with a large closet. Mini-Split in primary BR. Brand new primary bath highlighting new tub/shower with subway tile and new vanity. Deeded parking space next to the unit! The monthly condo fee of $647.00 includes natural gas/HW heat, water, expanded cable, exterior insurance.