Chatham, MA homes for sale & real estate

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ABOUT THIS HOME
Chatham, MA Homes for Sale
Welcome to 23 Shane Dr, where coastal elegance meets everyday comfort. This charming single-level home offers 3 spacious bedrooms and 2 baths, perfectly blending modern convenience with classic character. Imagine relaxing by the cozy fireplace, or enjoying a good book from the built-in bookshelves that add a touch of sophistication to your living space. In addition to bright and airy bedrooms, this home was recently upgraded with a new gas heating system promising efficiency and minimal maintenance for the years to come. Step outside into your personal oasis—a private, fenced-in backyard nothing short of a retreat with a deck, pergola, outdoor shower and shed with many opportunities.

$749,999

3 beds1.5 baths1,056 sq ft

23 Shane Dr, Chatham, MA 02633

Pergola • Deck • Cozy fireplace

ABOUT THIS HOME
Chatham, MA Homes for Sale
Attention Investors: Two homes on separate parcels are available in downtown Chatham. Enjoy walking distance to town, Veteran's Field, Oyster Pond, and a variety of restaurants. The first property, located at 747 Main Street, is a 4-bedroom, 2-bathroom bungalow featuring central A/C, natural gas heating, period details, hardwood floors, a spacious front porch perfect for lazy afternoons, and irrigation for the lawn. The second property, at 745 Main Street, is a 2-bedroom, 1-bathroom cottage that has been gutted and is ready for your creative vision. Both properties are connected to town sewer, presenting the potential for a family compound with space for a pool. There are numerous possibili

$1,499,900

6 beds3 baths2,257 sq ft

745-747 Main St, Chatham, MA 02633

Natural gas heating • Central a/c • Spacious front porch

ABOUT THIS HOME
Chatham, MA Homes for Sale
Located in the sought after neighborhood of Countryside Estates. Sitting on a knoll this home offers an open concept with gleaming hardwood floors. The soaring cathedral ceilings in the kitchen and family room makes this home light and bright ! All stainless appliances are almost brand new and the oil tank has just been upgraded to double wall meeting today's regulation. There is natural gas and town water in the road, The wood burning fireplace creates ambiance when sitting in the family while relaxing with a good book or watching TV. The yard is filled with beautiful perennials that explode throughout spring and summer. The septic has been inspected and failed. The seller has contracted f

$842,000

3 beds2 baths1,192 sq ft

33 Duck Marsh Ln, Chatham, MA 02633

Open concept • Stainless appliances • Natural gas

ABOUT THIS HOME
Chatham, MA Homes for Sale
Ideally situated in the sought-after Hardings Beach area, this home offers views of Sulphur Springs and an unbeatable location within walking distance to the beach along a sidewalk. Nestled off of the road, it is just minutes from local family friendly favorites like Mac's Seafood, Liberty Bakery, Pate's, Dogfish Taco, and Hey Joe Jam. Thoughtfully upgraded over the years, the home features new appliances and lighting, and more -- it is a bright, move-in-ready interior. The layout includes three bedrooms-one conveniently on the first floor and two upstairs-along with two full baths. A sunny kitchen flows into a welcoming living room with a fireplace and hardwood floors, while the 3-season

$1,250,000

3 beds2 baths1,536 sq ft

144 Barn Hill Rd, Chatham, MA 02633

New lighting • New appliances • Sunny kitchen

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ABOUT THIS HOME
Chatham, MA Homes for Sale
NEW CONSTRUCTION: 83 Old Mail Rd is a stunning 3 BR, 4.5 bath, 5,154 sf retreat in North Chatham. This elegant home showcases exceptional craftsmanship & high-end finishes for coastal living. The Thermador kitchen with quartz counters & waterfall island opens to a butler's pantry with custom sink, beverage fridge & first-floor dining room with coffered ceiling. A gas-fireplaced living room flows to a 3-season screen porch & deck overlooking a backyard with pool potential. The 1st-floor spa-like primary suite offers a gas fireplace, radiant tile bath & walk-in closet, while a sunlit office provides private workspace. Upstairs are two en-suite bedrooms & a

$4,295,000

3 beds4.5 baths5,154 sq ft

83 Old Mail Rd, North Chatham, MA 02650

Thermador kitchen • Sunlit office • Butler's pantry

Property at 558 Fox Hill Rd, Chatham, MA 02633, 5 beds, 8 baths

$1,469,000

5 beds8 baths11,000 sq ft

558 Fox Hill Rd, Chatham, MA 02633

Property at 28 Lakeview Ave, Chatham, MA 02633, 3 beds, 2.5 baths

$1,525,000

3 beds2.5 baths2,441 sq ft

28 Lakeview Ave, Chatham, MA 02633

Property at 39 Meadow Brook Rd, North Chatham, MA 02650, 2 beds, 1 bath

$675,000

2 beds1 bath769 sq ft

39 Meadow Brook Rd, North Chatham, MA 02650

Property at 78 Indian Trl, Chatham, MA 02633, 3 beds, 2 baths

$2,800,000

3 beds2 baths1,160 sq ft

78 Indian Trl, Chatham, MA 02633

Property at 92 Indian Trl, Chatham, MA 02633, 3 beds, 3 baths

$3,200,000

3 beds3 baths2,004 sq ft

92 Indian Trl, Chatham, MA 02633

Property at 2 Seapine Rd, North Chatham, MA 02650, 3 beds, 3 baths

$2,499,000

3 beds3 baths3,090 sq ft

2 Seapine Rd, North Chatham, MA 02650

Property at 46 Chippingstone Rd, Chatham, MA 02633, 3 beds, 2 baths

$979,000

3 beds2 baths1,713 sq ft

46 Chippingstone Rd, Chatham, MA 02633

Property at 93 Orleans Rd, Chatham, MA 02633, 3 beds, 2 baths

$1,359,000

3 beds2 baths1,702 sq ft

93 Orleans Rd, Chatham, MA 02633

Property at 32 Sunset Ln, Chatham, MA 02633, 3 beds, 2 baths

$1,850,000

3 beds2 baths1,626 sq ft

32 Sunset Ln, Chatham, MA 02633

Property at 346 Morris Island Rd, Chatham, MA 02633, 4 beds, 4.5 baths

$4,900,000

4 beds4.5 baths2,850 sq ft

346 Morris Island Rd, Chatham, MA 02633

Property at 207 Horizon Dr, Chatham, MA 02633, 4 beds, 3 baths

$1,650,000

4 beds3 baths2,843 sq ft

207 Horizon Dr, Chatham, MA 02633

Property at 85 Cedar St, Chatham, MA 02633, 5 beds, 3.5 baths

$4,975,000

5 beds3.5 baths3,080 sq ft

85 Cedar St, Chatham, MA 02633

Property at 292 Stage Harbor Rd, Chatham, MA 02633, 3 beds, 4.5 baths

$1,970,000

3 beds4.5 baths1,834 sq ft

292 Stage Harbor Rd, Chatham, MA 02633

Property at 49 Duck Marsh, Chatham, MA 02633, 3 beds, 2 baths

$849,000

3 beds2 baths1,425 sq ft

49 Duck Marsh, Chatham, MA 02633

Property at 99 A Leonard Way, Chatham, MA 02633, 3 beds, 2 baths

$850,000

3 beds2 baths1,192 sq ft

99 A Leonard Way, Chatham, MA 02633

Property at 44 Buena Vista Rd, Chatham, MA 02633, 7 beds, 6.5 baths

$7,250,000

7 beds6.5 baths6,521 sq ft

44 Buena Vista Rd, Chatham, MA 02633

Property at 425 Main St Unit D, Chatham, MA 02633, 1 bed, 1 bath

$495,000

1 bed1 bath578 sq ft

425 Main St Unit D, Chatham, MA 02633

Property at 127 Wapoos, Chatham, MA 02633, 5 beds, 3.5 baths

$8,250,000

5 beds3.5 baths4,307 sq ft

127 Wapoos, Chatham, MA 02633

Property at 2548 Main St, South Chatham, MA 02659, 4 beds, 5.5 baths

$3,999,900

4 beds5.5 baths3,713 sq ft

2548 Main St, South Chatham, MA 02659

Property at 72 Forest Beach Rd, South Chatham, MA 02659, 6 beds, 5 baths

$1,499,000

6 beds5 baths2,401 sq ft

72 Forest Beach Rd, South Chatham, MA 02659

Property at 109 Misty Meadow Ln #4, North Chatham, MA 02650, 2 beds, 1 bath

$475,000

2 beds1 bath869 sq ft

109 Misty Meadow Ln #4, North Chatham, MA 02650

Property at 12 Pond St, Chatham, MA 02633, 4 beds, 4 baths

$7,299,000

4 beds4 baths4,214 sq ft

12 Pond St, Chatham, MA 02633

Property at 230 Barcliff Ave, Chatham, MA 02633, 4 beds, 6 baths

$4,399,000

4 beds6 baths5,800 sq ft

230 Barcliff Ave, Chatham, MA 02633

Property at 2550 Main St, South Chatham, MA 02659, 3 beds, 4.5 baths

$3,999,900

3 beds4.5 baths4,393 sq ft

2550 Main St, South Chatham, MA 02659

Property at 92 Barcliff Ave, Chatham, MA 02633, 5 beds, 3.5 baths

$3,500,000

5 beds3.5 baths2,659 sq ft

92 Barcliff Ave, Chatham, MA 02633

Property at 287 Cedar St, Chatham, MA 02633, 3 beds, 4.5 baths

$3,850,000

3 beds4.5 baths3,640 sq ft

287 Cedar St, Chatham, MA 02633

Property at 36 Moonbeam Ln, Chatham, MA 02633, 4 beds, 3.5 baths

$3,495,000

4 beds3.5 baths4,857 sq ft

36 Moonbeam Ln, Chatham, MA 02633

Property at 238 Cranberry Ln, Chatham, MA 02633, 5 beds, 2.5 baths

$7,200,000

5 beds2.5 baths1,896 sq ft

238 Cranberry Ln, Chatham, MA 02633

Property at 213 Main St, Chatham, MA 02633, 4 beds, 2 baths

$2,150,000

4 beds2 baths1,238 sq ft

213 Main St, Chatham, MA 02633

Property at 238 Cranberry Ln, North Chatham, MA 02650, 5 beds, 2.5 baths

$7,200,000

5 beds2.5 baths1,896 sq ft

238 Cranberry Ln, North Chatham, MA 02650

Property at 99 Uncle Alberts Drive Ext, Chatham, MA 02633, 2 beds, 2.5 baths

$5,900,000

2 beds2.5 baths1,850 sq ft

99 Uncle Alberts Drive Ext, Chatham, MA 02633

$5,900,000

2 beds2.5 baths1,850 sq ft

99 Uncle Alberts Drive Ext, Chatham, MA 02633

Property at 231 Crowell Rd, Chatham, MA 02633, 1 bath

$1,750,000

0 beds1 bath2,586 sq ft

231 Crowell Rd, Chatham, MA 02633

Property at 1761 Main St, Chatham, MA 02633

$619,000

— beds— baths— sq ft

1761 Main St, Chatham, MA 02633

Property at 2386 Main St, South Chatham, MA 02659

$315,000

— beds— baths— sq ft

2386 Main St, South Chatham, MA 02659

Property at 0 Tirrells Way, South Chatham, MA 02659

$315,000

— beds— baths— sq ft

0 Tirrells Way, South Chatham, MA 02659

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The data relating to real estate for sale on this site comes from the Broker Reciprocity (BR) of the Cape Cod & Islands Multiple Listing Service, Inc. (CCIMLS). Real estate listings provided by CCIMLS and held by brokerage firms other than Redfin are marked with the CCIMLS BR Logo and detailed information includes, at minimum, the name of the listing agent and broker attribution assigned by the listing broker. This site was last updated Wed Dec 24 2025. Neither the listing broker nor Redfin shall be responsible for any typographical errors, misinformation, or misprints and shall be held totally harmless. The Broker providing this data believes it to be correct but advises interested parties to confirm any item before relying on it in a purchase decision. All properties are subject to prior sale, changes, or withdrawal. © 2025 Cape Cod & Islands Multiple Listing Service, Inc. All rights reserved.

Average home prices near Chatham, MA

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Zip Codes

Lower Cape homes for sale
$1,100,000

Chatham, MA real estate trends

All Home Types trends in Chatham, MA

Median Sale Price
# of Homes Sold
Median Days on Market

All Home Types

Median Sale Price (All Home Types)

$1,700,000

+112.5% YoY | Nov 2025

1 year
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5 year

Based on Redfin calculations of home data from MLS and/or public records.

Location

Data

Nov 2025

Growth

% YoY

Chatham, MA

$1,700,000

+112.5%

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