20

North Chatham Homes for Sale

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  • 109 Misty Meadow Ln Unit 4, Chatham, MA 02633
    109 Misty Meadow Ln Unit 4, Chatham, MA 02633
    109 Misty Meadow Ln Unit 4, Chatham, MA 02633
    /30

    $475,000

    • 2 Beds
    • 1 Bath
    • 869 Sq Ft

    109 Misty Meadow Ln Unit 4, Chatham, MA 02633

    Tucked away on a quiet street in the heart of North Chatham, this second-floor condominium offers a rare opportunity to own in one of Cape Cod's most coveted locations. Perfect as a seasonal retreat, investment property, or smart entry into the Chatham market, it blends convenience and charm. Sunlight fills the welcoming interior, highlighting hardwood floors, a cozy wood-burning fireplace, and

    Guthrie Schofield Group Berkshire Hathaway HomeServices Robert Paul Properties

    109 Misty Meadow Ln Unit 4, Chatham, MA 02633
  • 41 Court St, North Chatham, MA 02650
    41 Court St, North Chatham, MA 02650
    41 Court St, North Chatham, MA 02650
    /38

    $2,295,000

    $655K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 3,504 Sq Ft

    41 Court St, North Chatham, MA 02650

    Gracefully sited on edge of Frost Fish Creek, a conservation estuary, this custom built 3 bed,2.5 bath Cape is the essence of Cape Cod style. Sunlit wide pine floors & fine bespoke built-ins, accentuate timeless craftsmanship. Formal living room has grand wood-burning FP, open to elegant dining room & brick floored vaulted ceiling sun/great room with gas FP & wet bar for relaxed moments

    Phyllis Power Compass

    41 Court St, North Chatham, MA 02650
  • 71 Rowland Dr, North Chatham, MA 02650
    71 Rowland Dr, North Chatham, MA 02650
    71 Rowland Dr, North Chatham, MA 02650
    /22

    $1,795,000

    $100K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,398 Sq Ft

    71 Rowland Dr, North Chatham, MA 02650

    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

    Dawn Marie Boynton Berkshire Hathaway HomeServices Robert Paul Properties

    71 Rowland Dr, North Chatham, MA 02650
  • 33 Duck Marsh Ln, Chatham, MA 02633
    33 Duck Marsh Ln, Chatham, MA 02633
    33 Duck Marsh Ln, Chatham, MA 02633
    /36

    $829,000

    Open Sun 11:30AM - 1PM $13K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,192 Sq Ft

    33 Duck Marsh Ln, Chatham, MA 02633

    Located in the sought after neighborhood of Countryside Estates. Sitting on a knoll this home offers gleaming hardwood floors throughout and open concept. 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

    Darci Sequin Gibson Sotheby's International Realty

    33 Duck Marsh Ln, Chatham, MA 02633
  • 288 Training Field Rd, Chatham, MA 02633
    288 Training Field Rd, Chatham, MA 02633
    288 Training Field Rd, Chatham, MA 02633
    /34

    $1,200,000

    Open Sat 12PM - 2PM Coming Soon
    • 2 Beds
    • 3 Baths
    • 2,380 Sq Ft

    288 Training Field Rd, Chatham, MA 02633

    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

    Karen Quinn William Raveis Real Estate & Home Services

    288 Training Field Rd, Chatham, MA 02633
  • 216 Orleans Rd Unit D, North Chatham, MA 02650
    216 Orleans Rd Unit D, North Chatham, MA 02650
    216 Orleans Rd Unit D, North Chatham, MA 02650
    /24

    $659,000

    • 2 Beds
    • 2 Baths
    • 1,000 Sq Ft

    216 Orleans Rd Unit D, North Chatham, MA 02650

    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

    Kathleen Phelan Compass

    216 Orleans Rd Unit D, North Chatham, MA 02650
  • 48 Hillcrest Rd, Chatham, MA 02633
    48 Hillcrest Rd, Chatham, MA 02633
    48 Hillcrest Rd, Chatham, MA 02633
    /61

    $5,900,000

    • 4 Beds
    • 5.5 Baths
    • 5,254 Sq Ft

    48 Hillcrest Rd, Chatham, MA 02633

    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

    Bill Storff Compass Massachusetts, LLC

    48 Hillcrest Rd, Chatham, MA 02633
  • 0 Court St, Chatham, MA 02650
    0 Court St, Chatham, MA 02650
    /2

    $650,000

    • Land
    • 20,908 Sq Ft
    • $1,354,167 per Acre

    0 Court St, Chatham, MA 02650

    Rare to find a 20,737 lot in an established neighborhood of beautiful homes, close to town center or Ryder's Cove...overlooking Frost Fish Creek conservation, birdlife, tranquility! Building lot has been engineered by Ryder and Wilcox, pre- existing sidelines are R20. This lot will be sold separately after the home at 41 Court Street is sold, listed $2,295,000. MLS#22600472 or it can be purchased

    Phyllis Power Compass

    0 Court St, Chatham, MA 02650
  • 55 Winterset Dr, Chatham, MA 02633
    55 Winterset Dr, Chatham, MA 02633
    55 Winterset Dr, Chatham, MA 02633
    /44

    $2,295,000

    $95K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 4,066 Sq Ft

    55 Winterset Dr, Chatham, MA 02633

    Set up high on approximately 2 acres in Chatham's Great Hill, this sun-drenched, wonderfully renovated 4-bedroom, 3.5-bath home offers deeded rights to Lovers Lake for swimming, kayaking and canoeing, along with privacy, space, and convenient access to the best of Chatham. The property is set at the end of a quiet cul-de-sac with treetop views, a private natural setting, and wraparound decks. The

    Janet Stuart Coldwell Banker Realty

    55 Winterset Dr, Chatham, MA 02633
  • 109 Misty Meadow Ln Unit 4, North Chatham, MA 02650
    109 Misty Meadow Ln Unit 4, North Chatham, MA 02650
    109 Misty Meadow Ln Unit 4, North Chatham, MA 02650
    /28

    $475,000

    • 2 Beds
    • 1 Bath
    • 869 Sq Ft

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

    Tucked away on a quiet street in the heart of North Chatham, this charming second-floor condominium offers an exceptional opportunity to own in one of the Cape's most coveted locations. Whether you're seeking a seasonal retreat, an investment property, or a smart entry into the Chatham market, this residence delivers a perfect blend of convenience, charm, and value. Filled with natural light, the

    Anthony Guthrie Berkshire Hathaway HomeServices Robert Paul Properties

    109 Misty Meadow Ln Unit 4, North Chatham, MA 02650
  • 1114 Orleans Rd Unit 8, North Chatham, MA 02650
    1114 Orleans Rd Unit 8, North Chatham, MA 02650
    1114 Orleans Rd Unit 8, North Chatham, MA 02650
    /60

    $1,375,000

    • 2 Beds
    • 2.5 Baths
    • 2,306 Sq Ft

    1114 Orleans Rd Unit 8, North Chatham, MA 02650

    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

    Betsy Hargreaves Gibson Sotheby's International Realty

    1114 Orleans Rd Unit 8, North Chatham, MA 02650
  • 600 Fox Hill Rd, Chatham, MA 2633
    600 Fox Hill Rd, Chatham, MA 2633
    600 Fox Hill Rd, Chatham, MA 2633
    /24

    $4,250,000

    • 3 Beds
    • 3.5 Baths
    • 3,071 Sq Ft

    600 Fox Hill Rd, Chatham, MA 2633

    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

    Chris Rhinesmith Compass Massachusetts, LLC

    600 Fox Hill Rd, Chatham, MA 2633
  • 5 Hillcrest Ln, Chatham, MA 02633
    5 Hillcrest Ln, Chatham, MA 02633
    5 Hillcrest Ln, Chatham, MA 02633
    /41

    $5,950,000

    • 4 Beds
    • 3.5 Baths
    • 2,688 Sq Ft

    5 Hillcrest Ln, Chatham, MA 02633

    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

    Emily Boynton BMTF Partnership

    5 Hillcrest Ln, Chatham, MA 02633
  • 20 Lords Pond Rd, Chatham, MA 02633
    20 Lords Pond Rd, Chatham, MA 02633
    20 Lords Pond Rd, Chatham, MA 02633
    /48

    $2,199,900

    • 3 Beds
    • 3 Baths
    • 2,576 Sq Ft

    20 Lords Pond Rd, Chatham, MA 02633

    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

    The Grattan Group Christie's International Real Estate Atlantic Brokerage

    20 Lords Pond Rd, Chatham, MA 02633
  • 95 Cotchpinicut, Chatham, MA 02633
    95 Cotchpinicut, Chatham, MA 02633
    95 Cotchpinicut, Chatham, MA 02633
    /41

    $5,900,000

    • 4 Beds
    • 5 Baths
    • 4,394 Sq Ft

    95 Cotchpinicut, Chatham, MA 02633

    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

    John Burke William Raveis Chatham

    95 Cotchpinicut, Chatham, MA 02633
  • 216 Orleans Rd Unit D, North Chatham, MA 02650
    216 Orleans Rd Unit D, North Chatham, MA 02650
    216 Orleans Rd Unit D, North Chatham, MA 02650
    /25

    $659,000

    • 2 Beds
    • 2 Baths
    • 999 Sq Ft

    216 Orleans Rd Unit D, North Chatham, MA 02650

    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

    Kathleen Phelan Compass Massachusetts, LLC

    216 Orleans Rd Unit D, North Chatham, MA 02650
  • 23 Wentworth Ln, North Chatham, MA 02650
    23 Wentworth Ln, North Chatham, MA 02650
    23 Wentworth Ln, North Chatham, MA 02650
    /17

    $1,100,000

    • 3 Beds
    • 2.5 Baths
    • 2,622 Sq Ft

    23 Wentworth Ln, North Chatham, MA 02650

    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

    John Burke William Raveis Chatham

    23 Wentworth Ln, North Chatham, MA 02650
  • 558 Fox Hill Rd, Chatham, MA 02633
    558 Fox Hill Rd, Chatham, MA 02633
    558 Fox Hill Rd, Chatham, MA 02633
    /33

    $1,469,000

    • 5 Beds
    • 10 Baths
    • 11,000 Sq Ft

    558 Fox Hill Rd, Chatham, MA 02633

    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

    Anthony Guthrie Berkshire Hathaway HomeServices Robert Paul Properties

    558 Fox Hill Rd, Chatham, MA 02633
  • 20 Lords Pond Ln, Chatham, MA 02633
    20 Lords Pond Ln, Chatham, MA 02633
    20 Lords Pond Ln, Chatham, MA 02633
    /42

    $2,199,900

    • 3 Beds
    • 3.5 Baths
    • 2,576 Sq Ft

    20 Lords Pond Ln, Chatham, MA 02633

    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

    Andrew Grattan Christie's International Real Estate Atlantic Brokerage

    20 Lords Pond Ln, Chatham, MA 02633
  • 210 Orleans Rd Unit C, North Chatham, MA 02650
    210 Orleans Rd Unit C, North Chatham, MA 02650
    210 Orleans Rd Unit C, North Chatham, MA 02650
    /22

    $675,000

    • 2 Beds
    • 2 Baths
    • 996 Sq Ft

    210 Orleans Rd Unit C, North Chatham, MA 02650

    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.

    John Burke William Raveis Chatham

    210 Orleans Rd Unit C, North Chatham, MA 02650
Massachusetts Barnstable County Chatham

Real Estate & Homes for Sale in North Chatham, Chatham

Why Live in North Chatham
North Chatham unfolds along the shores of Pleasant Bay, just north of the busier, commercial area of Chatham Village. “It’s primarily residential with larger, private properties,” says Shane Masaschi, an associate broker at Compass and a Chatham ...
Learn more about living in North Chatham

North Chatham, Chatham, MA Home Prices vs. Nearby Neighborhoods

North Chatham West Chatham South Chatham Orleans
Median Home Price
$1,525,000
$1,495,000
$1,250,000
$1,099,500
Median Sale Price
$1,195,000
-8% YoY
$1,400,000
+10% YoY
$1,100,000
-30% YoY
$937,500
-11% YoY
Avg. Price per Square Foot
$710
$948
$677
$608
Median Single Family Price
$1,500,000
$1,511,258
$1,125,000
$1,300,000
Median Townhouse Price
$349,999
$1,124,500
$1,500,000
--
Median Condo Price
$982,450
$695,000
$1,695,000
$350,000
Total Active Listings
20 listings
14 listings
13 listings
59 listings
Market Conditions
2 Months of Supply
Seller's Market
1 Month of Supply
Seller's Market
2 Months of Supply
Seller's Market
3 Months of Supply
Seller's Market

Frequently Asked Questions

Is North Chatham a good place to live?
North Chatham is a good place to live. North Chatham is considered very car-dependent and somewhat bikeable. It has a median age of 64. The average household income is $129,536 which is above the national average. College graduates make up 54% of residents. A majority of residents in North Chatham are home owners, with 20% of residents renting and 80% of residents owning their home. A local real estate agent serving North Chatham can help you decide if this neighborhood is the right one for you. Learn more on our North Chatham neighborhood guide.
How much do you need to make to afford a house in North Chatham?
The median home price in North Chatham is $1,525,000. If you put a 20% down payment of $305,000 and had a 30-year fixed mortgage with an interest rate of 6.95%, your estimated principal and interest payment would be $8,080 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $346K a year to afford the median home price in North Chatham. Learn how much home you can afford with our Home Affordability Calculator. The average household income in North Chatham is $130K.
What are the best public schools in North Chatham?
The best public schools that serve North Chatham are:
What are the most popular zip codes in North Chatham, Chatham, MA?
The most popular zip codes in North Chatham, Chatham, MA include 02633, 02650, 02645, 02653 and 02659.
What are the most popular neighborhoods near North Chatham, Chatham, MA?
The most popular neighborhoods near North Chatham, Chatham, MA are Chatham Village, West Chatham, East Harwich, South Chatham and Harwich Center.
Are home prices dropping in North Chatham?
Yes, home prices in North Chatham are down 30% in the last 12 months.
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