Chatham MA Real Estate & Homes for Sale

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Beds:
3
Baths:
3.00
Sq.Ft.:
2,252
Status:
NEW LISTING
MLS#:
73583268
Type:
Single Family
Lot size:
0.22 Acres
Year built:
1860
Courtesy: Commercial Realty Advisors, Inc. 508-862-9000
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ADDITIONAL INFORMATION

Pisces Coastal Kitchen and the mixed-use real estate at 2653 Main Street in South Chatham are offered together for $950,000. The acquisition combines an established full-service restaurant and bar, commercial kitchen, second-floor apartment, and attached residential cottage within one Route 28 property. The exclusive listing agreement specifically provides for the business and real estate to be sold together as a single offering.The approximately 2,252 SF building is situated on a 9,401 SF parcel and is identified in public records as commercial/office/residential mixed use. This configuration provides an owner-operator or hospitality investor with both an operating business and control of the underlying real estate, along with residential space that can support the operation or provide additional income potential.

Beds:
3
Baths:
4.00
Sq.Ft.:
3,157
Status:
NEW LISTING
MLS#:
22604915
Type:
Single Family
Subdivision:
Eastward Point
Lot size:
0.47 Acres
Year built:
1983
A broker reciprocity listing Courtesy: Christie's International Real Estate Atlantic Brokerage 508-945-6000
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ADDITIONAL INFORMATION

Located on Eastward Point, one of Chatham's most coveted coastal enclaves, this beautifully renovated Cape-style residence offers an exceptional combination of timeless New England character, privacy, and effortless indoor-outdoor living. Association privileges include access to private sandy beaches, common areas, and a shared deep-water dock on Crows Pond, providing boating access to Pleasant Bay and the Atlantic beyond. Thoughtfully reimagined for today's lifestyle, the three-bedroom, three-and-one-half-bath home pairs classic Cape Cod architecture with bright, open living spaces. The main level flows seamlessly from the kitchen and dining room into inviting fire-placed family and living rooms, while a sun-filled sunroom with cathedral ceilings and slate flooring creates a striking connection to the outdoors. Doors open to a spacious brick patio and beautifully landscaped grounds, enhanced by a private irrigation well -- an idyllic setting for summer entertaining and relaxed coastal living with pool potential. The first-floor primary suite provides the ease of single-level living with a beautifully appointed bath and generous closet space. Laundry for the home is also located on the first floor for your convenience. Upstairs, two spacious bedrooms, 2 full baths, and a versatile bonus room offer comfortable accommodations for family and guests. The home offers abundant closet space throughout. The partially finished walkout lower level provides additional recreation space along with abundant storage. Central air conditioning, numerous recent improvements, generous parking, and an outdoor shower complete the property. Just moments from boating, beaches, golf, and Chatham's renowned village shops and restaurants, this distinctive Eastward Point residence presents a rare opportunity to enjoy one of Cape Cod's most desirable coastal communities — a private Chatham retreat designed for generations of summer memories and year-round enjoyment.

Beds:
5
Baths:
4.00
Sq.Ft.:
2,478
Status:
NEW LISTING
MLS#:
73582831
Type:
Single Family
Lot size:
0.81 Acres
Year built:
1967
Courtesy: William Raveis Real Estate & Homes Services 774-994-8082
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ADDITIONAL INFORMATION

The magic here is in the location .... leave the car behind, grab a towel and head to stunning Ridgevale Road Beach, a mere 1/10th mile away. This 5-bedroom, 4-bath Chatham residence is privately positioned on .81 acres of natural surroundings offering a rare sense of privacy. From the moment you enter this pristine home, abundant natural light, gleaming hardwood floors and an inviting sense of ease set the tone. The spacious eat-in kitchen opens via sliding doors to a west-facing deck, ideal for taking in the ever-changing salt marsh views .A handsome brick wood-burning fireplace centers the living room while an adjoining office/den and full laundry room add convenience. The flexible second level floor plan includes TWO options for primary bedroom suites, one of which could also serve as private guest quarters or rental potential with its own access. A ready-to-be-finished walkout basement with radiant heat , an extra deep two-car garage and abundant storage provide functionality rarely found in a beach property of this caliber. Your Chatham Beach House is right here - and it feels like it's always been waiting for YOU.

Beds:
4
Baths:
5.00
Sq.Ft.:
4,512
Status:
NEW LISTING
MLS#:
73582098
Type:
Single Family
Lot size:
0.39 Acres
Year built:
2019
Courtesy: Berkshire Hathaway HomeServices Robert Paul Properties 508-945-5553
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ADDITIONAL INFORMATION

Few homes command Oyster Pond like 12 Pond Street. Three soaring peaks, the center crowned in sculptural rounded copper, announce a custom Eastward Companies build of rare craftsmanship, with immediate proximity to Main Street and the beach. Inside, every room turns toward the water. The open first floor is anchored by a kitchen perched above stunning views, its custom cabinetry and large island opening to a fireplaced living and dining area that flows to the waterfront patio. Just beyond, the primary suite offers built-ins, a gas fireplace, a walk-in closet, and a spa-like bath. Hardwood, high ceilings, and exceptional millwork carry throughout. Upstairs, a vaulted family room with wet bar opens to a porch set above the water, joined by three bedrooms and two full baths. Below, a fully equipped gym and entertaining space. Outside, a full paver driveway, retaining walls, and terraced bluestone patios frame hydrangeas and lush native plantings, with a gas firepit, outdoor shower, and generator. A deeded association dock and mooring field deliver some of the finest boating and recreation on the Cape. A show house, purpose-built for entertaining and for a life lived on the water.

Beds:
3
Baths:
4.00
Sq.Ft.:
4,053
Status:
NEW LISTING
MLS#:
22604867
Type:
Single Family
Lot size:
0.29 Acres
Year built:
2016
A broker reciprocity listing Courtesy: Compass Massachusetts, LLC 508-945-1186
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ADDITIONAL INFORMATION

Spectacular custom-built Chatham home designed for effortless entertaining, offering three bedrooms, two bonus rooms, inviting living spaces on all three levels, and a picture-perfect backyard pool setting. A charming front porch welcomes you into a light-filled interior rich with coastal character. The main living room features custom built-ins, shiplap detail, and a wood-burning fireplace, flowing seamlessly into the chef's kitchen with top-of-the-line appliances, island seating, and a custom window that opens to the outdoor bar. The adjacent dining area is framed by sliders, creating exceptional indoor-outdoor flow. Outside, the private landscaped backyard is a true retreat, featuring a 34'x16' gunite pool, spacious patio, grilling area, deck, bar, outdoor shower, level lawn, and storage shed. Back inside, the main level also offers a primary suite with a spa-like bath, laundry room, mudroom, and storage. Upstairs are a family room, full bath, and two very spacious bedrooms. The finished lower level adds a large recreation room, two bonus rooms, full bath, and excellent storage. A very special Chatham property built for gathering, relaxing, and enjoying Cape Cod living!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,802
Status:
NEW LISTING
MLS#:
73581150
Type:
Single Family
Lot size:
0.3 Acres
Year built:
1994
Courtesy: Compass 508-945-1856
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ADDITIONAL INFORMATION

Tucked into a sought-after neighborhood just moments from town, shopping, dining, beaches, Veteran's Field, and the bike path, this three-bedroom, two-bath home offers an exceptional opportunity in a prime Chatham location. Built in 1994, the 1,802 square foot property includes a one-car garage and full basement, providing a strong foundation for your vision. Additional features include wood floors throughout, gas heat, a gas stove, a 150-amp electrical panel, an outdoor shower, and a wood-burning fireplace that adds warmth and character to the main living space. The layout is comfortable and versatile, with spaces ready to be refreshed and reimagined. While the home reflects its original-era finishes, it offers solid bones, exciting potential, and possible pool potential. Buyer are encouraged to conduct independent due diligence and verify all details. A rare opportunity to secure a well-located Chatham address and create something truly special.

Beds:
5
Baths:
5.00
Sq.Ft.:
5,887
Status:
NEW LISTING
MLS#:
73581092
Type:
Single Family
Lot size:
1.14 Acres
Year built:
2000
Courtesy: Berkshire Hathaway HomeServices Robert Paul Properties 508-945-5553
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ADDITIONAL INFORMATION

Beyond the Chatham Lighthouse, with over an acre on Morris Island, a five-bedroom estate of more than 5,000 square feet keeps its own quiet company. Deeded beach rights through the Quitnesset Association put the sand a short stroll away, while Main Street waits minutes behind you. A grand staircase rising from the foyer gives arrival a true sense of occasion. At the heart of the home, a vaulted living room gathers light through walls of windows, framing an expansive deck and serene, private grounds with room for a pool. To the left, a private wing pairs the primary suite with a dedicated office. Formal dining flows to a spacious kitchen with a large island, bar seating, and a breakfast nook with sliders to the yard, while a sunroom invites the seasons in. Upstairs, four generous, light-filled bedrooms, several en suite, welcome family and guests across generations. Above the two-car garage, a sprawling recreation room is poised to become a guest suite. A mudroom, first-floor laundry, and outdoor shower make easy work of long beach days. Morning on the sand, evening on Main Street, and every hour between on your own acre. A rare and prestigious Chatham estate, built for gathering.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,622
Status:
NEW LISTING
MLS#:
73580306
Type:
Single Family
Lot size:
0.71 Acres
Year built:
1961
Courtesy: William Raveis Chatham 508-945-7777
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ADDITIONAL INFORMATION

Wonderful ranch house on 7/10's of an acre lot in Ryder's Cove Landing in North Chatham. All living on one floor just a quick walk away from the large inground pool, tennis court, beach, and a DOCK that all compliment this area and are reserved for the homeowners in the association. Partially finished lower level serves as a bonus room and second living area. Town field card has 3 bedrooms and one of them is in the basement...... In need of some TLC but well worth it in this upscale neighborhood with deep water access from dock and boating area...New central air-conditioning and heating system in 2022. New water heater in 2024......... Information has not been independently verified, and buyer and his/her agent should do their own due diligence by checking with zoning by laws, closing attorney, building inspector, etc.. .....House being sold " As Is"... Assessment and tax numbers subject to change with the new fiscal year starting... All offers should be in by noon on Thursday 9/24/26..

Beds:
2
Baths:
3.00
Sq.Ft.:
2,380
Status:
NEW LISTING
MLS#:
22604793
Type:
Single Family
Lot size:
0.51 Acres
Year built:
2015
A broker reciprocity listing Courtesy: William Raveis Real Estate & Home Services 508-255-5555
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ADDITIONAL INFORMATION

Welcome to this beautifully designed contemporary home set amidst professionally landscaped grounds in desirable Chatham. Thoughtfully appointed for easy, low-maintenance living, the home offers 1,344 SF on the main level plus 1,036 SF of finished lower-level space with a full bath. The open floor plan flows effortlessly from the inviting living area to the outdoor deck, perfect for relaxed summer gatherings. The gourmet kitchen features top-of-the-line appliances, granite counters, center island, custom cabinetry, and a cleverly integrated washer/dryer. The primary suite includes a custom bath & walk-in closet, while the second bedroom/den offers a built-in desk, full-size Murphy bed, and private bath. A studio addition completed in 2023 provides wonderful flexibility for an office, creative space, or guest retreat. Exterior lighting, irrigation, underground utilities, crushed-rock driveway, ample parking, and an enclosed front & rear yard for pets complete this charming property. Move right in and enjoy easy living in Chatham!

Beds:
3
Baths:
4.00
Sq.Ft.:
2,576
Status:
Active
MLS#:
73579550
Type:
Single Family
Lot size:
1.84 Acres
Year built:
1984
Courtesy: Christie's International Real Estate Atlantic Brokerage 508-945-6000
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ADDITIONAL INFORMATION

This exceptional 1.84 acre property offers a unique combination of space, privacy, versatility, and quintessential Cape Cod living. Surrounded by beautifully landscaped grounds and abutting conservation land, the property is a secluded retreat complete with a renovated main residence, in-ground swimming pool, detached two-car garage with a one-bedroom apartment above, and deeded access to Lovers Lake. Thoughtfully renovated in 2010, the main residence features an inviting and comfortable floor plan designed for relaxed living and entertaining. The updated kitchen with pantry opens to the dining area and living space, where views of the pool and grounds create a wonderful connection to the outdoors. A full bath and flexible office or bonus room provide additional options for guests, working from home, or overflow accommodations. Upstairs, the spacious primary suite offers a private retreat with a walk-in closet and en-suite bath featuring a whirlpool tub. A second en-suite bedroom and separate laundry room complete the upper level.Adding tremendous flexibility is the detached two-car garage with a private one-bedroom, one-bath apartment above—ideal for extended family, guests, a home office, or additional income or living space. Outdoors, the pool and surrounding patio serve as the centerpiece of the property, with nearly two acres providing ample room to gather, entertain, garden, or simply enjoy the tranquility of the natural surroundings. Deeded access to Lovers Lake and proximity to Ryder's Cove offer endless opportunities to enjoy life on the water, while Chatham's beaches, boating, dining, shopping, and village amenities are just a short drive away. Additional features include central air conditioning, natural gas, and an owned solar system. Offering the privacy of a country retreat with access to everything that makes Chatham so desirable, "The Compound" is a distinctive Cape Cod property with possibilities for generations to enjoy.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,810
Status:
Active
MLS#:
73577973
Type:
Single Family
Lot size:
0.5 Acres
Year built:
1997
Courtesy: Christie's International Real Estate Atlantic Brokerage 508-945-6000
View additional info

ADDITIONAL INFORMATION

Welcome to 39 Jedidiah Way, a beautifully maintained Cape Cod residence set on an elevated, meticulously landscaped half-acre at the end of a quiet cul-de-sac. Offering privacy, direct access to the bike path, and convenient proximity to Chatham’s beaches, recreation, restaurants, and village amenities, this inviting home presents an exceptional opportunity to embrace the Cape Cod lifestyle. A welcoming foyer introduces a bright, open interior highlighted by soaring vaulted ceilings and a handsome brick, wood-burning fireplace that anchors the living room. The adjoining dining area opens through sliding glass doors to an expansive rear deck, creating a natural extension of the living space and an ideal setting for summer entertaining, outdoor dining, or simply enjoying the beautifully landscaped and private backyard. The well-appointed kitchen features a center island, pantry, generous workspace, and a comfortable layout designed for both everyday living and entertaining. Completing the first floor is a spacious bedroom, full bath, and conveniently located laundry, providing the flexibility of single-level living. An oak staircase leads to the second floor, where a dramatic loft overlooks the living area below and offers versatile space for a home office, reading area, or additional gathering space. The generously proportioned second bedroom features a defined sitting area and an impressive walk-in closet, with a second full bath completing this level. One of the property's most distinctive features is found just beyond the backyard: a private gated path provides direct access to the Old Colony Rail Trail, placing miles of scenic walking, jogging, and cycling virtually at your doorstep. Schoolhouse Pond, Volunteer Park, conservation areas, and Chatham’s many recreational amenities are also nearby, while Ridgevale Beach and the waters of Nantucket Sound are approximately one mile away. Additional amenities include natural gas heat, central air conditioning, town water, irrigation supplied by a private well, and an unfinished lower level offering excellent storage and future possibilities.

Beds:
4
Baths:
4.00
Sq.Ft.:
2,688
Status:
Active
MLS#:
22604664
Type:
Single Family
Lot size:
0.39 Acres
Year built:
1952
A broker reciprocity listing Courtesy: BMTF Partnership 508-857-6112
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ADDITIONAL INFORMATION

This spectacular custom built " Rick Roy" home has undergone another massive renovation in 2025-2026. The home is now " free flowing" connecting the antique portion of the home built in 1952 to the gorgeous massive " great room addition" to the home in 2008. All of the rooms flow into each other with the addition of a large ensuite master bedroom and bathroom on the first floor. The current owner has architectural drawing of Phase 2 and Phase 3 construction plans with the addition of a two car garage with apartment above and a large pool in right side yard. The home is being sold with these plans , once approvals have been provided from the Town Of Chatham. Positioned on a high sloping hillside , the home provides stunning ocean views from all front facing rooms and of course from the unique " widows walk". The Rick Roy constructed " great room" with a large wood burning fireplace , has just received a massive brand new state of the art open kitchen. The gleaming antique floor boards in the great room have been lovingly restored. The home has " all new modern lighting " throughout , with the addition of central air conditioning in the Antique section of home. Private beach assess. All new electrical, lighting , flooring, carpet , plumbing and new full and half bath's have been added to the home. This home has a large completely renovated full basement/ media room and full bathroom for guests. New HVAC added to original part of the home as well as bathroom updates. Some photos are missing as home just was permitted for electrical and plumbing. Video will be added .Private association beach assess and parking. The property has a separate irrigation well that allow's unrestricted watering from to exterior water taps.

Beds:
4
Baths:
5.00
Sq.Ft.:
4,298
Status:
Active
MLS#:
73576453
Type:
Single Family
Subdivision:
Stage Neck
Lot size:
0.95 Acres
Year built:
2006
Courtesy: Christie's International Real Estate Atlantic Brokerage 508-945-6000
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ADDITIONAL INFORMATION

This exceptional Chatham residence blends coastal luxury with country farmhouse charm in the exclusive Stage Neck neighborhood. Sited on nearly an acre lot with a separate barn/out-building, this property allows for privacy, with easy access to the Chatham Loop and vibrant downtown life. Abundant curb appeal starts with the circular driveway, mature plantings, and covered mahogany farmer's porch. Step inside to a home created by one of the Cape's finest craftsmen; custom built with meticulous care and quality. The floor plan provides multiple living areas on two levels, combined with open living spaces today's Buyers are seeking. Four en-suite bedrooms including a wonderful primary on the first floor w/amazing walk-in closet. Bright, renovated granite and stainless kitchen w/breakfast bar, center island, butler's pantry, and wet bar. Spacious living room offers a slider to a deck overlooking the yard. The first floor also encompasses a dining room, office nook, and full laundry room. Three fireplaces, beautiful wood floors, custom crown moldings, built-ins, natural gas heat, Central A/C, outside shower, well-irrigation, 2-car garage, full basement, and so much more. The stunning lot includes a charming barn with many possibilities: workshop, artist studio, kayak storage, or park a tractor! Properties like this don’t come along very often; this is one-of-a-kind offering in a remarkable location. Whether you desire a Summer retreat or elegant year-round living, you will find it here at 22 Moonpenny Lane!

Beds:
5
Baths:
6.00
Sq.Ft.:
4,763
Status:
Active
MLS#:
22604593
Type:
Single Family
Lot size:
0.47 Acres
Year built:
2002
A broker reciprocity listing Courtesy: Compass Massachusetts, LLC 508-945-1186
View additional info

ADDITIONAL INFORMATION

The ultimate Chatham compound! Set high on a bluff with views of Hardings Beach and Nantucket Sound, this impressive property features a 4,100+ sqft main house, oversized two-car garage with private guest suite above, and a resort-style backyard with an expansive patio and pool. Inside, ten-foot ceilings, custom built-ins, abundant natural light, and generous living spaces set the tone. The grand family room opens directly to the backyard, while the adjacent kitchen offers top-of-the-line appliances, soaring ceilings, outdoor access, and a spacious dining area. A formal dining room, living room, first-floor primary suite, guest bedroom, full bath, powder room, and laundry provide easy one-level living. Upstairs, a second primary suite features a sitting area, walk-in closet, and private deck overlooking Nantucket Sound. Two additional bedrooms, a sitting room, and a full bath complete the second floor. The heated garage is topped by a private guest suite with coffee bar, full bath, and sitting area. Outside, enjoy a deck, patio, fire pit, multiple gathering areas, and large pool. Deeded access to the private neighborhood path to Hardings Beach is less than 1/10 mile away.

Beds:
3
Baths:
2.00
Sq.Ft.:
2,167
Status:
Active
MLS#:
73574852
Type:
Single Family
Lot size:
0.51 Acres
Year built:
1977
Courtesy: Compass 508-945-1856
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ADDITIONAL INFORMATION

This classic Colonial-style home is set on a quiet road ending in a cul-de-sac, close to the Cape Cod Rail Trail and Nantucket Sound beaches. The welcoming first floor features a living room with a wood-burning fireplace, a spacious dining room with hardwood floors, an eat-in kitchen, a bedroom, a bath, and a convenient laundry area. An enclosed, unfinished breezeway offers the potential for a future mudroom and connects the home to an oversized two-car garage. Upstairs are two additional bedrooms, including one with a private balcony deck, along with a full bath and a comfortable sitting room w/fireplace that could also serve as a home office. Additional unfinished space above the garage and breezeway provides exciting possibilities for future living space, a guest suite, studio, or potential accessory dwelling unit, subject to applicable approvals. Highlights include hardwood floors, two fireplaces, oil heat, town water, split-system air conditioning, flexible spaces, passing Title V septic inspection report and wonderful expansion potential in a desirable South Chatham location.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,547
Status:
Active
MLS#:
73574801
Type:
Single Family
Lot size:
0.22 Acres
Year built:
2002
Courtesy: Compass 508-945-1856
View additional info

ADDITIONAL INFORMATION

Perched in one of Chatham's most sought-after coastal neighborhoods, 72 Ridgevale Road South is a rare Cape Cod offering with sweeping views of Bucks Creek, Nantucket Sound, and Ridgevale Beach. Rebuilt in 2002 and beautifully maintained, this move-in ready Chatham home captures sparkling water views from nearly every angle and offers the coastal lifestyle buyers come to Cape Cod to find. A private dock, shared through an intimate seven-member association, provides coveted access to Bucks Creek and beyond, ideal for boating, kayaking, paddleboarding, and enjoying life on the water. The neighborhood association also includes a nearby parking area for added convenience, all for just $200 per year. Additional features include gas heat, a Generac whole-house generator, a new roof, irrigation connected to town water, and a classic outdoor shower. Seller is designing a new septic, install will be buyer responsibility. With dock access, exceptional water views, proximity to Ridgevale Beach, and a prime Chatham location, this is a truly special property for year-round living, a second home, or a Cape Cod retreat.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,000
Status:
Active
MLS#:
73571094
Type:
Condo
Year built:
1986
Courtesy: Compass 508-206-8726
View additional info

ADDITIONAL INFORMATION

Spacious and sunny condo in North Chatham set on the corner of Stoney Hill Rd. Walk to Cow yard beach and admire the historic homes along the way. Or walk in the opposite direction towards down town Chatham. The location and size of this condo will win your heart. Offered completely furnished with many recent upgrades including new AC, new deck, new windows and roof. This condo is graced with beautiful wood floors and a fireplace with built in book shelves that make this condo feel like a home. There are 2 spacious bedroom and 2 full bathrooms. This condo has a solid rental history making it a smart investment.

Beds:
4
Baths:
3.00
Sq.Ft.:
3,102
Status:
Active
MLS#:
73571912
Type:
Single Family
Year built:
1960
Courtesy: Gibson Sotheby's International Realty 508-945-0000
View additional info

ADDITIONAL INFORMATION

A meticulously maintained and beautifully decorated beach home awaits you in quaint village of South Chatham.Ideally situated between downtown Chatham and Harwich Port, this exceptional property offers the perfect blend of comfort, privacy, convenience and classic Cape Cod charm.Nestled near Forest Beach,Mill Creek,the Cape Cod Rail Trail, tennis court and conservation areas, this puts nature and recreation at your fingertips.The spacious home features 4 bedroomsand 3 baths providing plenty of room for family and guests. Thoughtfully designed for comfortable living and surround sound for entertaining, the home offers inviting spaces inside and out.The two car garage has been transformed into a fantastic game room complete with air hockey, ping pong and foosball-a wonderful space for kids and adults alike.Outside, the beautifullylandscaped yard and gardens are irrigated by a private well, keeping everything lush throughout the season. Three decks, one is a roof top, outdoor shower,firepit, patio creat the perfect setting for relaxing, entertaining and enjoying the warm Cape Cod evenings.The home is being offered partially furnished.

Beds:
4
Baths:
5.00
Sq.Ft.:
4,000
Status:
Active
MLS#:
73571701
Type:
Single Family
Lot size:
0.95 Acres
Year built:
2026
Courtesy: eXp Realty LLC - Corporate Office 888-854-7493
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ADDITIONAL INFORMATION

Brand-new and sun-filled, this exceptional shingle-style Gambrel is privately set on nearly an acre of professionally landscaped, level grounds just off coveted Shore Road, less than a block from the ocean. A refined coastal retreat, the 4-bedroom, 4.5-bath residence pairs exceptional craftsmanship with effortless luxury and gracious indoor-outdoor living. Beautiful millwork and 9' ceilings define the first floor, anchored by a vaulted beam-ceiling primary suite with a spectacular spa-inspired bath. The generous eat-in kitchen and family room feature a dramatic shiplap-vaulted ceiling and open to a sun-drenched patio surrounding a heated plunge pool and oversize yard with unlimited potential. A second-floor deck overlooks the secluded grounds, while an additional primary en-suite and two bedrooms and two more baths complete the upper level. Stroll to Chatham Bars Inn, the Fish Pier and Main Street - an enviable setting where the best of Chatham is truly at your doorstep.

Beds:
3
Baths:
4.00
Sq.Ft.:
3,441
Status:
Active
MLS#:
73570275
Type:
Single Family
Lot size:
0.35 Acres
Year built:
2000
Courtesy: Berkshire Hathaway HomeServices Robert Paul Properties 508-420-1414
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ADDITIONAL INFORMATION

Situated along the peaceful shores of the Oyster Pond River, this stunning seaside home effortlessly blends classic New England architecture with modern luxury. Arriving along a gravel driveway bordered by blooming hydrangeas and mature trees, the residence makes an immediate impression with crisp white columns and a bluestone walkway. Inside, light-filled interiors showcase clean architectural lines, light wood floors, and custom built-ins. At the heart of the home lies a soaring vaulted great room anchored by a large stone fireplace, framed by double-height windows and glass French doors that capture panoramic water views.Designed for effortless entertaining and everyday comfort, the main level flows between open gathering areas and quiet retreats. The eat-in chef's kitchen features custom cabinetry and professional-grade appliances, including a Sub-Zero refrigerator, double ovens, and a Thermador range. Adjoining the kitchen, the formal dining room serves as a centerpiece for hosting, complete with built-in display shelving and a cozy window seat, illuminated by a custom glass pendant light fixture suspended from a recessed ceiling. A first-floor en suite bedroom completes the main level, providing refined accommodations for guests or family. On the second level, a light-filled den is equipped with a wet bar, a built-in alcove day bed, and a private balcony overlooking the water. The primary suite serves as a true sanctuary, complete with vaulted ceilings, expansive windows framing water views, and a contemporary fireplace. The spa-like primary bath boasts a deep soaking tub with a wood surround, a glass shower with textured wall tiling, dual-sink vanities with under-cabinet lighting, and connects to a spacious walk-in closet. The lower level offers endless possibilities with a stone fireplace, built-in workstations, additional guest space, and a fully appointed bath with a deep soaking tub. Outside, multi-tiered outdoor spaces - including covered decking, a stone patio, and manicured lawns running down toward the water's edge - offer front-row seats to Chatham's iconic maritime landscape. Whether setting off by kayak for a day on the water or enjoying al fresco entertaining amidst unsurpassed natural beauty, this property represents coastal Cape Cod living at its absolute finest.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,238
Status:
Active
MLS#:
22604234
Type:
Single Family
Lot size:
0.32 Acres
Year built:
1974
A broker reciprocity listing Courtesy: Compass Massachusetts, LLC 508-945-1186
View additional info

ADDITIONAL INFORMATION

Location, location, location! Exceptional opportunity to own this charming year-round home and vacation retreat just steps from coveted Ridgevale Beach. This warm, inviting ranch has 3 bedrooms and 2 full baths, offering easy one floor living as well as additional space with a separate entrance on the lower level for storage and recreation. Savor the saltwater views and gentle breezes in the front. Dine, entertain or just relax on the spacious deck overlooking a generous back yard bordered by conservation land. Deeded association rights to Sulphur Springs allow kayaking all the way to Ridgedale Beach when the tides are right. The home has a great rental history with repeat tenants that return each summer. The owners and guests have really enjoyed the comfort of the home and the short walk to the beach, enjoying a refreshing outside shower upon their return. The large lot is plush lawn and foliage fed by irrigation with a private well. You can start creating your own memories in a quintessential Chatham beach getaway now! There is a Wood stove hearth with flue hook up to chimney. Home is unique as only home on Cranberry Lane with access to both sides of the lane. Parking is for 2 cars in the front and additional spaces in the back yard.

Beds:
2
Baths:
2.00
Sq.Ft.:
996
Status:
Active
MLS#:
73568884
Type:
Condo
Lot size:
2.2 Acres
Year built:
1986
Courtesy: William Raveis Chatham 508-945-7777
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ADDITIONAL INFORMATION

Wonderful two-bedroom, two bath end unit condominium close to Chatham village and beaches.. Recently renovated and three split units for heat and air conditioning also added. Plenty of parking and storage and all the work is done for you. Insurance, landscaping, trash pickup, exterior maintenance, professional management, snow removal, are all covered in the reasonable monthly association fee. Leave all the work to others and enjoy everything Chatham and Cape Cod have to offer. Affordable for either year-round or seasonal use or rent it out for part of the year..........Being sold mostly furnished for no additional cost.......This information has not been independently verified, and buyer should do their own due diligence by checking with town bylaws zoning, and their attorney

Beds:
2
Baths:
3.00
Sq.Ft.:
2,306
Status:
Active
MLS#:
73568802
Type:
Condo
Year built:
1985
Courtesy: Gibson Sotheby's International Realty 781-894-8282
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ADDITIONAL INFORMATION

One of the iconic Christopher Ryder House condominiums can be yours in time for the Fall season. This elegant two-bedroom, three-bath home blends timeless architectural character with refined two-level living. Gracious rooms, high ceilings, oversized windows, skylights, original beams, and warm wood floors create an inviting atmosphere throughout. The open floor plan features a spacious living room with gas fireplace flowing seamlessly into the dining room space and updated chef's kitchen—perfect for entertaining. A sunlit office space opens through sliding doors to a private patio, ideal for gatherings, gardening, or a peaceful outdoor retreat. The primary suite offers a walk-in closet and updated bathroom. The spacious second bedroom enjoys a nearby full hall bath, with the additional second office space providing flexibility for work or guests. Interior access to the garage, along with additional storage, adds everyday convenience. A rare opportunity to enjoy architectural charm, modern comfort, and effortless living in one exceptional home.

Beds:
4
Baths:
6.00
Sq.Ft.:
5,254
Status:
Active
MLS#:
22604112
Type:
Single Family
Lot size:
0.41 Acres
Year built:
2019
A broker reciprocity listing Courtesy: Compass Massachusetts, LLC 508-945-1186
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ADDITIONAL INFORMATION

An Ed Acton/Harbor Builders home built in 2019, located in the highly desired section of North Chatham. Offering 4 bedrooms, 6 baths, this home has expansive views of Chatham's inner harbor and beyond. Over 5,000 sq ft of refined entertainment space meeting town requirements for a pool, necessary piping already installed, on a level plot of land. This property has beautiful mature flowering gardens. The home is showered with light offering high ceilings with a great flow both inside and out through patio doors and oversized windows. The lower level provides either an elegant setting in the wine tasting room or opportunity to join friends watching sports or movies. The first floor provides ample space for parties in both the living room or gatherings in the kitchen. There is also an ensuite bedroom for guests to enjoy. Upstairs, the bedrooms all have ample closet space with the primary bedroom being a real show-stopper. if you are looking for a home which blends formal and casual living, this home has it all. Be sure to watch video and check out floor plans.Buyers and their agents are encouraged to check all representations for accuracy as well. There is a hot tub on property which has not been used for 18 months and is being sold "as is." The owner is looking to close mid-November. Several pieces of furniture are negotiable. The overhead light in the wine tasting room is not included in the sale.

Beds:
2
Baths:
4.00
Sq.Ft.:
2,331
Status:
Active
MLS#:
73561031
Type:
Single Family
Lot size:
0.16 Acres
Year built:
2015
Courtesy: John C. Ricotta & Associates, Inc. 508-945-5000
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ADDITIONAL INFORMATION

Discover coastal living in this custom-built 2015 contemporary Cape, just 3/10 mile from Forest Beach in desirable South Chatham. Approximately 2,300 sq. ft. includes 2 spacious en-suite bedrooms with walk-in closets, 3½ baths and extra space in the finished basement with full bath. The open floor plan features 8-10' ceilings, abundant natural light, and white oak floors. The kitchen opens to the dining and living areas with a gas fireplace. Amenities include Anderson Stormwatch windows, gas heat, central air and underground utilities provide year-round comfort. The finished lower level offers a Jacuzzi bath, antique pine bar, and pool table. Quality construction includes double-dipped cedar shingles, Azak trim and decking, heavy-duty asphalt roof, and three porches (two covered). This south-facing lot offers close proximity to Nantucket Sound. Close to Forest Beach, post office, restaurants, package store, and Cape Cod Rail Trail, this beautifully crafted home offers exceptional quality, comfort and a location in one of South Chatham's most desirable neighborhoods.

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Andrea D. Conner, License 1?0?0?0?1?8?8, Xome Inc., License 9622, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein. Copyright © 2026 MLS Property Information Network, Inc. All rights reserved.
Andrea D. Conner, License 1?0?0?0?1?8?8, Xome Inc., License 9622, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067


The data relating to real estate for sale on this site comes from the Broker Reciprocity (BR) of the Cape Cod and Islands Multiple Listing Service, Inc. Summary or thumbnail real estate listings held by brokerage firms other than Xome are marked with the BR Logo and detailed information about them includes the name of the listing broker. Neither the listing broker nor this broker shall be responsible for any typographical errors, misinformation, or misprints and shall be held totally harmless. Copyright 2026 Cape Cod and Islands MLS, Inc. All rights reserved.



Chatham Real Estate

Chatham is located in Massachusetts. Chatham, Massachusetts has a population of 6,554. Chatham is less family-centric than the surrounding county with 11.03% of the households containing married families with children. The county average for households married with children is 19.97%.

The median household income in Chatham, Massachusetts is $88,750. The median household income for the surrounding county is $82,619 compared to the national median of $69,021. The median age of people living in Chatham is 62.5 years.

Chatham Weather

The average high temperature in July is 77.7 degrees, with an average low temperature in January of 23.4 degrees. The average rainfall is approximately 47.6 inches per year, with 23.2 inches of snow per year.

Chatham Map

Chatham Real Estate Market Conditions

  • Median sales price

    $1,390,500
    16.3%
    change since last quarter
  • # Active listings

    67
    30-day change

Chatham Schools and Demographics

Education near Chatham, MA

City County
High School Graduates 97.59 95.69
College Degree - 2 year 5.15 10.07
College Degree - 4 year 62.63 44.87
Graduate Degree 19.37 14.52
Expenditures per Student 24,285 24,285
Students per Teacher 10.6 10.6

Elementary Schools near Chatham, MA

Grades Students P/T Ratio ZIP
Chatham Elementary School PK - 04 277 12.5 02633
Eddy Elementary School 03 - 05 214 10.9 02631
Harwich Elementary School PK - 04 600 13.1 02645
Orleans Elementary School KG - 05 218 8.7 02653
Stony Brook Elementary School PK - 02 267 12.2 02631

Middle Schools near Chatham, MA

Grades Students P/T Ratio ZIP
Cape Cod Lighthouse Charter School 06 - 08 240 11 02645
Chatham High School 09 - 12 141 5.5 02633
Chatham Middle School 05 - 08 188 8.3 02633
Harwich High School 09 - 12 316 8.5 02645
Harwich Middle School 05 - 08 390 11.8 02645
Monomoy Regional Middle School 05 - 07 432 9.7 02633
N H Wixon Innovation School 04 - 05 476 10.5 02660
Nauset Regional Middle School 06 - 08 556 10.7 02653

High Schools near Chatham, MA

Grades Students P/T Ratio ZIP
Monomoy Regional High School 08 - 12 625 9.7 02645

Ungraded Schools near Chatham, MA

Grades Students P/T Ratio ZIP
* Cape Cod Region Vocational Technical 09 - 12 647 9 02645

Demographics near Chatham, MA

City County
Neighborhood Type Small town
Population 6,554 227,942
Population Density 406 578
Median Age 62.5 53.9
People per Household 2 2.3
Median Household Income 88,750 82,619
Average Income per Capita 65,443 49,973

Real estate near Chatham