South Chatham MA Real Estate & Homes for Sale

9 Properties Found

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Beds:
3
Baths:
4.00
Sq.Ft.:
2,331
Status:
NEW LISTING
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 3 bedrooms (2 spacious en-suite bedrooms with walk-in closets) and 3½ baths.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:
3.00
Sq.Ft.:
1,771
Status:
Active
MLS#:
22603654
Type:
Single Family
Lot size:
0.44 Acres
Year built:
1963
A broker reciprocity listing Courtesy: Berkshire Hathaway HomeServices Robert Paul Properties 508-945-5553
View additional info

ADDITIONAL INFORMATION

This is the South Chatham beach house everyone is looking for! Fully renovated and turnkey, 124 Pleasant Street is ready for immediate enjoyment -- as a private retreat of your own, or as a proven, guest-favorite rental. A short walk to Pleasant Street Beach, this South Chatham location grows only more desirable year over year. The living room, anchored by a fireplace, flows into the dining room and a well-finished kitchen with updated appliances, with first-floor laundry for convenience. Four well-appointed bedrooms offer easy privacy for family, friends, or guests, including an enchanting staircase leading to a second-floor hideaway all its own. A vaulted, screened sunroom connects indoors to out, and a side porch sets the stage for al fresco dining. Outside, the opportunity multiplies: an expansive backyard with ample room for a pool, and two existing structures -- main house plus a detached two-car garage -- laying the groundwork for a true compound-style setup, whether that means a future guest suite, studio, or pool house. This is a rare chance to secure a compound-style property with ideal proximity to the beach and town!

Beds:
2
Baths:
1.00
Sq.Ft.:
572
Status:
Active
MLS#:
73551538
Type:
Single Family
Lot size:
0.24 Acres
Year built:
1961
Courtesy: Sotheby's International Realty - Sandwich Brokerage 508-888-6262
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ADDITIONAL INFORMATION

Just 0.4 miles from the sandy shores of Pleasant Street Beach, this enchanting South Chatham Cape-style cottage captures the timeless charm of Cape Cod living. Set down a private lane on a tree-lined lot, this storybook home is filled with warmth and character. The sun-filled interior features an open living and dining area heated by a cozy natural gas stove, a cheerful kitchen with a butcher block island, two inviting bedrooms, one full bath, and an easy single-level floor plan. Step outside to discover your own secluded oasis, where a brick patio, outdoor shower, fire pit tucked beneath the trees, colorful hydrangeas, and raised garden beds create the perfect setting for relaxing and entertaining after a day at the beach. Whether you're searching for a charming year-round residence or a treasured Cape Cod retreat, this special home offers the perfect setting to enjoy life in Chatham. Property is being sold fully furnished and in as-is condition. Excellent rental potential.

Beds:
6
Baths:
8.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
22602789
Type:
Single Family
Lot size:
1.82 Acres
Year built:
2026
A broker reciprocity listing Courtesy: Berkshire Hathaway HomeServices Robert Paul Properties 508-945-5553
View additional info

ADDITIONAL INFORMATION

The newest release within a private gated enclave in South Chatham's emerging luxury corridor, 50 Sylvan Way is a bespoke custom estate minutes from the Cape's most iconic downtowns, beaches, and dining, yet removed enough to feel like a world apart. Thirteen rooms across over 6,000 square feet of living space sited on 1.635 bucolic acres -- a sanctuary setting with the scale and usability to match.A first-floor primary wing. Three-car garage. Every bedroom ensuite. An open-concept great room with soaring ceilings anchors the floorplan, while a fully finished basement provides a complete auxiliary level for guests and entertaining -- a depth of program rarely found at this price point. Outside, a pool and integrated jacuzzi anchor the aquatic experience, framed by a dramatic firewall feature and wraparound deck purpose-built for outdoor living at scale. A property conceived for generational use, with the flexibility to customize finishes to suit your vision. Constructed by R.A. Martin -- among the most trusted names in Chatham custom construction -- 50 Sylvan Way is a singular proposition in the Chatham marketplace.

Beds:
6
Baths:
8.00
Sq.Ft.:
6,183
Status:
Active
MLS#:
73533378
Type:
Single Family
Lot size:
1.63 Acres
Year built:
2026
Courtesy: Berkshire Hathaway HomeServices Robert Paul Properties 508-945-5553
View additional info

ADDITIONAL INFORMATION

The newest release within a private gated enclave in South Chatham's emerging luxury corridor, 50 Sylvan Way is a bespoke custom estate minutes from the Cape's most iconic downtowns, beaches, and dining, yet removed enough to feel like a world apart. Thirteen rooms across over 6000 square feet of living space sited on 1.635 bucolic acres. A first-floor primary wing. Three-car garage. Every bedroom ensuite. An open-concept great room with soaring ceilings anchors the floor-plan, while a fully finished basement provides a complete auxiliary level for guests and entertaining — a depth of program rarely found. Outside, a pool and integrated jacuzzi anchor the aquatic experience, framed by a dramatic firewall feature and wraparound deck purpose-built for outdoor living at scale. Constructed by R.A. Martin — among the most trusted names in Chatham construction — the property offers a rare opportunity to customize finishes to suit. A singular proposition in the Chatham marketplace!

Beds:
3
Baths:
3.00
Sq.Ft.:
3,514
Status:
Active
MLS#:
22602219
Type:
Single Family
Lot size:
0.43 Acres
Year built:
1980
A broker reciprocity listing Courtesy: Shining Sea Realty 508-299-9643
View additional info

ADDITIONAL INFORMATION

Unique post-and-beam masterpiece, blending rustic character with modern comfort. This dramatic home showcases soaring cathedral ceilings, exposed timber framing, and an open lofted design with stained glass windows, creating an impressive sense of space and light. Rich wood details and crisp white walls create a timeless balance of warmth, craftsmanship, and coastal elegance. Thoughtfully designed for gathering, relaxing, and entertaining, this one-of-a-kind property offers the charm of a custom retreat with the functionality of today's living. Ideally located close to beaches, shopping and restaurants. With deeded rights to the private beach just steps away, a beautiful landing to launch your kayaks. This is a truly distinctive home with architectural character, inviting spaces, and an unforgettable sense of place. (Moorings should be available on Taylor's Pond with a relatively short waitlist, check with the Harbormaster!)

Beds:
3
Baths:
3.00
Sq.Ft.:
3,514
Status:
Active
MLS#:
73519558
Type:
Single Family
Lot size:
0.43 Acres
Year built:
1980
Courtesy: Shining Sea Realty 508-299-9643
View additional info

ADDITIONAL INFORMATION

Unique post-and-beam masterpiece, blending rustic character with modern comfort. This dramatic home showcases soaring cathedral ceilings, exposed timber framing, and an open lofted design with stained glass windows, creating an impressive sense of space and light. Rich wood details and crisp white walls create a timeless balance of warmth, craftsmanship, and coastal elegance. Thoughtfully designed for gathering, relaxing, and entertaining, this one-of-a-kind property offers the charm of a custom retreat with the functionality of today’s living. Ideally located close to beaches, shopping and restaurants. With deeded rights to the private beach just steps away, a beautiful landing to launch your kayaks. This is a truly distinctive home with architectural character, inviting spaces, and an unforgettable sense of place. (Moorings should be available on Taylor's Pond with a relatively short waitlist, check with the Harbormaster!)

Beds:
3
Baths:
7.00
Sq.Ft.:
4,450
Status:
Active
MLS#:
22601418
Type:
Single Family
Lot size:
0.7 Acres
Year built:
2026
A broker reciprocity listing Courtesy: Christie's International Real Estate Atlantic Brokerage 508-945-6000
View additional info

ADDITIONAL INFORMATION

South of Route 28 and moments from the shimmering shores of Nantucket Sound, this new residence by Eastward Companies captures the essence of refined coastal living. Gracefully sited on over two-thirds of an acre, the home's striking Dutch Gambrel architecture evokes timeless Cape heritage while delivering over 4,450 square feet of sophisticated, modern design across three impeccably finished levels. A dramatic foyer introduces a sweeping staircase and opens to a grand great room, where coffered ceilings, a statement fireplace, and wide-plank white oak floors create a setting of understated elegance. Walls of glass draw the eye outward to the private grounds, seamlessly connecting indoor and outdoor living. The chef's kitchen is both functional and exquisite--anchored by an oversized island, quartz surfaces, and a well-appointed pantry--while a sunlit breakfast nook overlooks the pool and manicured landscape. A formal dining room offers flexibility as an entertaining space or refined retreat. The first-floor primary suite is a sanctuary unto itself, offering a spa-inspired bath and expansive walk-in closet. Thoughtfully designed, the main level also includes a powder room, laundry room, and custom built-ins for effortless organization. Upstairs, a vaulted family room with wet bar opens to a private deck, capturing gentle ocean breezes. Two en-suite bedrooms--each with distinctive architectural character--are complemented by a private office and an additional lounge or game room with full bath, providing exceptional versatility. The finished lower level, spanning over 1,350 square feet, offers a full bath and additional laundry--ideal for poolside living or extended guest accommodations. Outdoors, a resort-caliber setting unfolds with a heated Gunite saltwater pool and spa, expansive stone patio, and professionally landscaped grounds supported by a private irrigation well. A two-car attached garage completes this extraordinary offering. This is a rare opportunity to own a meticulously crafted coastal estate where timeless design, modern luxury, and an exceptional location converge.

Beds:
6
Baths:
7.00
Sq.Ft.:
5,721
Status:
Active
MLS#:
73479712
Type:
Single Family
Lot size:
1.63 Acres
Year built:
2025
Courtesy: Berkshire Hathaway HomeServices Robert Paul Properties 508-945-5553
View additional info

ADDITIONAL INFORMATION

Set within a private gated enclave in South Chatham’s emerging luxury corridor, 48 Sylvan Way is a singular estate moments from the Cape’s most iconic downtowns, beaches, and dining. Encompassing 1.63 acres with exceptional usability and recreational, the property offers rare privacy and scale in one of Chatham’s most compelling settings. Spanning 5,700 square feet across twelve rooms, this bespoke new construction residence showcases custom craftsmanship and intentional design, conceived for refined, generational living. Three distinct bedroom wings provide comfort and separation, with each bedroom generously sized and ensuite. At its heart, a breathtaking great room anchored by a custom-designed kitchen rises to 23-foot shiplap ceilings with reclaimed beams and a fireplace, while an 18-foot wall of glass opens to the heated saltwater pool and patio for seamless indoor-outdoor living. A rare offering defined by craftsmanship and presence —modern Cape Cod estate living elevated.

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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.



South Chatham 02659 Real Estate

South Chatham is located in Massachusetts. South Chatham, Massachusetts 02659has a population of 1,030. South Chatham 02659 is more family-centric than the surrounding county with 31.87% of the households containing married families with children. The county average for households married with children is 19.97%.

The median household income in South Chatham, Massachusetts 02659 is $61,302. 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 South Chatham 02659 is 52.8 years.

South 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 23.1 inches of snow per year.

South Chatham Map

South Chatham Real Estate Market Conditions

  • Median sales price

    $937,500
    16.3%
    change since last quarter
  • # Active listings

    10
    30-day change

South Chatham Schools and Demographics

Education near South Chatham, MA

City County
High School Graduates 96.75 95.69
College Degree - 2 year 5.5 10.07
College Degree - 4 year 54.32 44.87
Graduate Degree 12.35 14.52
Expenditures per Student 24,285 24,285
Students per Teacher 10.6 10.6

Elementary Schools near South 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 South 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
Nauset Regional Middle School 06 - 08 556 10.7 02653

High Schools near South Chatham, MA

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

Ungraded Schools near South Chatham, MA

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

Demographics near South Chatham, MA 02659

Zip Code City
Neighborhood Type Small town
Population 1,030 227,942
Population Density 504 578
Median Age 52.8 53.9
People per Household 2.1 2.3
Median Household Income 61,302 82,619
Average Income per Capita 57,153 49,973

Real estate near South Chatham