Chatham MA Real Estate & Homes for Sale

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Beds:
2
Baths:
3.00
Sq.Ft.:
2,380
Status:
Active
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
View additional info

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- providing the space and flexibility of a 3-bedroom home. 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
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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:
2
Baths:
2.00
Sq.Ft.:
1,000
Status:
Active
MLS#:
73571094
Type:
Condo
Year built:
1986
Courtesy: Compass 508-206-8726
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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
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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#:
22604428
Type:
Single Family
Lot size:
0.95 Acres
Year built:
2026
A broker reciprocity listing Courtesy: eXp Realty, LLC 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:
2
Baths:
2.00
Sq.Ft.:
1,547
Status:
Active
MLS#:
22604319
Type:
Single Family
Lot size:
0.22 Acres
Year built:
2002
A broker reciprocity listing 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:
3
Baths:
4.00
Sq.Ft.:
3,441
Status:
Active
MLS#:
22604310
Type:
Single Family
Lot size:
0.35 Acres
Year built:
2000
A broker reciprocity listing 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
View additional info

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
View additional info

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.

Open House:

Saturday, 11/14 12:00-2:00PM

More Open House Info >

Beds:
1
Baths:
2.00
Sq.Ft.:
768
Status:
Active
MLS#:
73557769
Type:
Single Family
Lot size:
0.69 Acres
Year built:
1964
Courtesy: Today Real Estate, Inc. 508-398-0600
View additional info

ADDITIONAL INFORMATION

This house was designed and built by Grattan Gill, a Taliesin Fellow and Frank Lloyd Wright apprentice (1952-57). This distinctive South Chatham home showcases timeless architecture, thoughtful design, and modern comfort. The main level offers the convenience of first-floor living, featuring a spacious primary bedroom, a full bath and direct access to a private balcony overlooking the expansive rear deck—an ideal setting for morning coffee or evening relaxation. The walkout lower level adds exceptional versatility with a second full bathroom, a generous bonus room perfect for guests, a home office, or recreation space, along with a dedicated laundry area and abundant storage. Additional highlights include central air conditioning, a whole-house generator for peace of mind, and a desirable South Chatham location close to beaches, shopping, dining, and all that Cape Cod has to offer. This is a rare opportunity to own a home that blends architectural pedigree with everyday functionality in one of the Cape’s most sought-after communities.

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
View additional info

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.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,398
Status:
Active
MLS#:
73561027
Type:
Single Family
Lot size:
0.65 Acres
Year built:
1984
Courtesy: Berkshire Hathaway HomeServices Robert Paul Properties 508-945-5553
View additional info

ADDITIONAL INFORMATION

Experience the ultimate waterfront lifestyle in this lovely coastal retreat. Perfectly positioned on the edge of Frost Fish Creek, this charming home captures picturesque water views and is thoughtfully designed for effortless indoor-outdoor living. Enjoy direct tidal access to one of Cape Cod's most treasured waterways. Secure a private mooring and launch your kayak, paddleboard, or boat right from your backyard. Meander through scenic Frost Fish Creek into Ryder's Cove and the sparkling waters of Pleasant Bay, where endless opportunities for boating, sailing, fishing, shellfishing, and exploring pristine beaches await. Continue beyond to discover one of New England's most spectacular estuaries and its gateway to the Atlantic Ocean. The expansive rear deck provides the perfect setting for entertaining guests or simply relaxing beneath the stars while taking in the peaceful waterfront setting and ever-changing coastal views.Buyer is responsible for the design and installation of a septic system. Septic engineering is currently underway to determine whether the property will support a two- or three-bedroom septic system.

Beds:
2
Baths:
4.00
Sq.Ft.:
2,331
Status:
Active
MLS#:
22603842
Type:
Single Family
Lot size:
0.16 Acres
Year built:
2015
A broker reciprocity listing Courtesy: John C Ricotta & Assoc. 508-945-5000
View additional info

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, 31/2 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 clse 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.

Beds:
3
Baths:
4.00
Sq.Ft.:
3,071
Status:
Active
MLS#:
22603504
Type:
Single Family
Lot size:
1.06 Acres
Year built:
1988
A broker reciprocity listing Courtesy: Compass Massachusetts, LLC 508-945-1186
View additional info

ADDITIONAL INFORMATION

Exceptional waterfront estate offering breathtaking views from nearly every room and a private sandy beach. Lovingly owned by the same family for nearly three decades, this spectacular 3 bedroom, 3.5 bath residence offers three levels of beautifully designed living overlooking Crow's Pond. A grand foyer opens to a dramatic living room with soaring ceilings, a fireplace, walls of windows, and sweeping water views. Glass doors lead from the living room to a deck and patio overlooking the water, creating the perfect setting for entertaining or relaxing. The first floor also features a waterfront dining room, kitchen, spacious primary suite, wood-paneled den, powder room, laundry, and an attached two-car garage. A charming side porch provides yet another inviting outdoor retreat with spectacular water views. Upstairs, two guest bedrooms enjoy water views and share a full bath. The walkout lower level offers a family room, office, full bath, natural light, and excellent storage. Experience Cape Cod's finest waterfront living with boating, kayaking, swimming, and fishing right from your private sandy beach. Ideally located next to Eastward Ho! and a short drive to downtown Chatham.

Beds:
4
Baths:
4.00
Sq.Ft.:
4,072
Status:
Active
MLS#:
73548377
Type:
Single Family
Lot size:
1.94 Acres
Year built:
1970
Courtesy: Coldwell Banker Realty - Concord 978-369-1000
View additional info

ADDITIONAL INFORMATION

Exceptional Great Hill Estates retreat being offered fully furnished, set on 1.8 private acres with deeded rights to Lover's Lake for kayaking, swimming, and canoeing just a short foot path away. Located on a scenic corner lot, this 4-bedroom, 3.5-bath home offers peaceful natural surroundings and room to relax both inside and out. A first-floor primary suite features ensuite bath and laundry for convenient single-level living. The heart of the home is a spacious kitchen with a large island, dining area, and adjacent great rooms with vaulted beamed ceilings and fireplaces. A wraparound deck, perfect for outdoor dining, entertaining, or simply enjoying the views. Upstairs are two bedrooms and a full bath, including one bedroom with a fireplace and sitting area that offers a private retreat-like feel. The walk-out lower level features a fourth bedroom, full bath, another laundry area, and direct access to a stone patio with custom seating and gas fire pit. Additional highlights include central ac, hardwood floors, two-car attached garage and new Bosch heating system. Close to Chatham Village, Lighthouse and Hardings beaches, bike path and tennis courts.

Beds:
5
Baths:
10.00
Sq.Ft.:
11,000
Status:
Active
MLS#:
73548115
Type:
Single Family
Lot size:
2.74 Acres
Year built:
2017
Courtesy: Berkshire Hathaway HomeServices Robert Paul Properties 508-945-5553
View additional info

ADDITIONAL INFORMATION

New co-ownership opportunity: Own one-eighth of this professionally managed, turnkey home by Pacaso. Fox Hill sits on 2.74 acres in Chatham, a renovated coastal estate with sweeping views of Crows Pond, Eastward Ho and Pleasant Bay from nearly every angle. The shingle-style exterior is substantial and classic Cape Cod, with a two-car garage and a private boat dock giving direct access to the water. The open, airy living room has a stone fireplace, window seats and vast water views throughout. The kitchen continues the view with a Wolf gas range, a large island with seating and doors opening to an expansive deck overlooking Crows Pond. The three-level layout includes a quiet office, a lower-level gym, an indoor sauna and a guest suite with its own full kitchen and living room. An elevator connects all floors. The pool, patio and private boat dock anchor Fox Hill's outdoor sequence, with sunrise and sunset views in one of Cape Cod's most storied seaside towns.

Beds:
4
Baths:
5.00
Sq.Ft.:
4,394
Status:
Active
MLS#:
73544856
Type:
Single Family
Lot size:
1 Acres
Year built:
1959
Courtesy: William Raveis Chatham 508-945-7777
View additional info

ADDITIONAL INFORMATION

Classic Cape Cod home on a one-acre lot on the nicest street in Chatham.... Nooks and crannies and rooms and additions in several directions in this very private location of North Chatham....Choice of three primary bedrooms with attached baths... Views over Chatham Harbor and beyond.......Beach and boating just an easy walk away. Or swim and relax in your own backyard in the heated Gunite pool...Property has been very well maintained by the current owner who has been here for over 36 years and completed a new roof, many new windows, new bedroom addition, newer family room addition and more.....All information here has not been independently verified and buyer should do his/her own due diligence by checking with their attorney, and zoning and building rules and by laws, etc....Assessment numbers subject to change with new Fiscal Year.

Beds:
10
Baths:
10.00
Sq.Ft.:
7,658
Status:
Active
MLS#:
22602857
Type:
Single Family
Lot size:
1.28 Acres
Year built:
1948
A broker reciprocity listing Courtesy: Compass Massachusetts, LLC 508-945-1186
View additional info

ADDITIONAL INFORMATION

Landmark Chatham Georgian estate set on 1.3 acres overlooking Oyster Pond, with downtown and beach just moments away. Known as ''Beechwood'', this iconic residence was built in 1948 for Henry Howes, a descendant of one of Chatham's earliest families and showcases exceptional craftsmanship throughout. The stately brick main structure is flanked by two projecting wings. The home offers over 7,500 sq ft with 10 bedrooms and 10 bathrooms. Inside, enjoy hand-painted murals, sweeping water views, curved staircases, intricate woodwork, and beautifully scaled living spaces filled with character. The lower level features a ''speakeasy'', ballroom, workshop, and storage. Outside, expansive terraces, mature gardens, bluestone walkways, towering trees, and rolling lawns create a spectacular setting leading toward the water. In 1978, the property was divided into three townhouse residences, each with private entrances, kitchens, living areas, laundry, terraces, and separate utilities. The property has since been used as a single-family home, but offers remarkable flexibility as either a grand estate or redevelopment opportunity. A rare chance to own one of Chatham's most iconic legacy properties.

Beds:
10
Baths:
10.00
Sq.Ft.:
7,658
Status:
Active
MLS#:
73535185
Type:
Single Family
Lot size:
1.28 Acres
Year built:
1948
Courtesy: Compass 508-206-8726
View additional info

ADDITIONAL INFORMATION

Landmark Chatham Georgian estate set on 1.3 acres overlooking Oyster Pond, with downtown and beach just moments away. Known as ''Beechwood'', this iconic residence was built in 1948 for Henry Howes, a descendant of one of Chatham's earliest families and showcases exceptional craftsmanship throughout. The stately brick main structure is flanked by two projecting wings. The home offers over 7,500 sq ft with 10 bedrooms and 10 bathrooms. Inside, enjoy hand-painted murals, sweeping water views, curved staircases, intricate woodwork, and beautifully scaled living spaces filled with character. The lower level features a ''speakeasy'', ballroom, workshop, and storage. Outside, expansive terraces, mature gardens, bluestone walkways, towering trees, and rolling lawns create a spectacular setting leading toward the water. The property was divided into three townhouse residences, but has since been used as a single-family home. A rare chance to own one of Chatham's most iconic legacy properties.

Beds:
1
Baths:
2.00
Sq.Ft.:
1,479
Status:
Active
MLS#:
22602838
Type:
Single Family
Lot size:
0.1 Acres
Year built:
1900
A broker reciprocity listing Courtesy: Gibson Sotheby's International Realty 508-945-0000
View additional info

ADDITIONAL INFORMATION

Location,Location, Location ! 409 Main Street in the heart of downtown Chatham Village offers a rare and highly desirable combination: a mixed use building with first floor commercial space with showcase windows, maximum retail exposure and heavy foot traffic along with a fully renovated spacious separate second floor of residential living. There are 5 private in-town parking spaces behind the building and is located in the coveted GB-1 zoning district that has the most versatile business-use options available. The first floor commercial space features an open floor plan with 3 large areas and 4 oversized showcase windows putting your business directly in front of passing pedestrian traffic. The second floor apartment was fully renovated in 2019 and includes one bedroom, a full bath and laundry, and an open concept kitchen and a living area with vaulted ceilings. A large mahogany deck provides excellent outdoor living space. Both floors are independent of one another with separate A/C and heat. Don't miss this opportunity to own a versatile property that offers both exceptional business potential and strong investment value. Seller is the Owner/Broker.

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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 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.
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.



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

    $1,746,000
    16.3%
    change since last quarter
  • # Active listings

    79
    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