16 Windmill Lane, Chatham, MA 02633
Property image
Property image
OFF MARKET

$2,939,600

Trulia Estimate
  • 4 Beds
  • 1.5 Baths
  • 1,669 sqft (on 0.50 acres)

16 Windmill Lane, Chatham, MA 02633

Est. Refi. Payment $16,480/mo*
Refinance Your Home
Currently Off Market - Sold Oct 31, 2023 for $2,075,000

Home Value

Trulia Estimate
$2.94M
Since last month
Decreased$13K (-0.4%)
Since last year
Increased$206K (+7.6%)
Since last sale
Increased$865K (+41.7%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +49% in the last 10 years
MonthEstimated value
2026
August 2026$2.94M
August 2026$2.93M
July 2026$2.95M
June 2026$2.97M
May 2026$2.87M
April 2026$2.82M
March 2026$2.82M
February 2026$2.81M
January 2026$2.79M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
32 Sunset Lane, Chatham, MA
0.63
Single-Family Home
$1,622,500
03/09/26
3
2
1,626
213 Main Street, Chatham, MA
0.64
Single-Family Home
$1,800,000
07/31/26
4
2
1,236
42 Champlain Road, Chatham, MA
0.85
Single-Family Home
$1,510,000
06/11/26
4
2
1,435
85 Main Street, Chatham, MA
0.42
Single-Family Home
$4,000,000
10/03/25
3
3.5
2,998
298 Chipping Stone Rd, Chatham, MA
0.91
Single-Family Home
$1,050,000
05/15/26
4
2
2,148
24 Shattuck Pl, Chatham, MA
0.90
Single-Family Home
$1,785,000
11/24/25
4
2.5
1,514
51 Shattuck Place, Chatham, MA
0.86
Single-Family Home
$2,610,000
10/02/25
3
2.5
2,133
404 Stage Harbor Road, Chatham, MA
0.86
Single-Family Home
$3,020,000
01/15/26
4
3.5
2,905
292 Stage Harbor Road, Chatham, MA
0.89
Single-Family Home
$1,875,000
03/24/26
3
4.5
1,834
150 Main Street, Chatham, MA
0.56
Single-Family Home
$6,000,000
04/14/26
7
2.5
2,552

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
16 Little Beach Road, Chatham, MA 02633
0.07
$2,256,000
3
3.5
1,863
Off Market
32 Little Beach Road, Chatham, MA 02633
0.10
$2,248,100
5
3.5
1,713
Off Market
8 Oyster Drive, Chatham, MA 02633
0.17
$1,025,600
3
1
748
Off Market
16 Starfish Lane, Chatham, MA 02633
0.18
$737,400
2
2
928
Off Market
28 Starfish Lane #28, Chatham, MA 02633
0.19
$1,231,300
2
2
1,089
Off Market
4 Starfish Lane #4, Chatham, MA 02633
0.19
$618,800
2
1.5
568
Off Market
6 Starfish Lane #6, Chatham, MA 02633
0.19
$617,700
2
1
750
Off Market
16 Starfish Lane #16, Chatham, MA 02633
0.19
$825,700
2
2
928
Off Market
22 Starfish Lane #22, Chatham, MA 02633
0.19
-
2
2
950
Off Market
33 Morris Island, Chatham, MA 02633
0.20
$6,355,400
4
6
6,000
Off Market
0 Seagull Road, Chatham, MA 02633
0.19
-
-
-
-
Off Market

Local Information

  • Map ViewExplore the area around 16 Windmill Lane.
  • Schools1 Preschool School2 Elementary Schools2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1920
0.5 acre lot
1,669 sqft
$1,761/sqft
Garage

About this House

A rare protected saltwater property near the heart of town, Windmill Cottage enjoys direct access by its own beach plum-lined path to Chatham's signature Lighthouse Beach. Stroll out your front door to swimming, birdwatching, fishing, shell collecting, and salty walks -- never thinking about beach parking again! Short hop to Chatham Light, Stage Harbor, and Main Street (Fourth of July parade, Friday night band concerts, the Squire), this classic rose-covered, 4-bedroom Cape offers a forever-preserved vista across the tranquil waters of Chatham Harbor to the pristine outer beach. Nothing but dunes, ocean, and sky. Built for laidback coastal living with a flagstone-floored screened porch, a charming windmill (after which the home's private lane is named), steady sea breezes, and views that cannot be found anywhere else in the world. Engineering & septic designed to allow you to make it your own piece of paradise.
16 Windmill Lane, Chatham, MA 02633 is a 4 bedroom, 2 bathroom, 1,669 sqft single-family home built in 1920. It last sold for $2,075,000 on Oct 31, 2023 (17% below the $2,500,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,939,600, with a rent estimate of $4,365/month.
Last check for updates: about 4 hours ago
Listed by Robin B Thayer, (508) 922-4391
Gibson Sotheby's International Realty
Bought with: Buyer Unrepresented, cci.UnrepBuyer
Source: CCIMLS, MLS#22302586

Home Details for 16 Windmill Lane

Interior Features

Interior Details
Basement: PartialNumber of Rooms: 7
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 2Number of Bathrooms (full): 1Number of Bathrooms (half): 1
Appliances & Utilities
Appliances: Dishwasher, Microwave, Electric Range, Refrigerator, Washer, Electric, Water HeaterDishwasherLaundry: Electric DryerMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: ElectricNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Electric
Fireplace & Spa
Number of Fireplaces: 1
Windows, Doors, Floors & Walls
Flooring: Wood
Levels, Entrance, & Accessibility
Stories: 2Floors: Wood

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: Screened PorchExterior: GardenGarden
Parking & Garage
Number of Garage Spaces: 1Has a GarageNo Attached GarageHas Open ParkingParking Spaces: 5Parking: Driveway,Unpaved
Frontage
WaterfrontWaterfront: Waterview, Waterfront, Bay/HarborOn Waterfront
Water & Sewer
Sewer: OtherWater Body: Chatham Harbor, Salt

Days on Market

Cumulative Days on Market: 39

Property Information

Year Built
Year Built: 1920
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: Shingle Siding
Property Information
Parcel Number: 16A19H3

Price & Status

Price
List Price: $2,500,000

Active Status

MLS Status: Closed

Media

Location

Direction & Address
City: Chatham

Building

Building Area
Building Area: 1669 Square Feet

HOA

Has an HOA

Lot Information

Lot Area: 0.50 acres

Listing Info

Special Conditions: None

Miscellaneous

BasementMls Number: 22302586Attribution Contact: robin.thayer@gibsonsir.comShowing Requirements: Appointment Required, Call Listing Office, Call Listing Agent

Additional Information

HOA Amenities: Beach Access

Price and Tax history

DateEventPrice
Oct 31, 2023
Source: CCIMLS #22302586
Sold
$2,075,000
Aug 1, 2023
Source: MLS PIN #73129625
Contingent
$2,500,000
Jul 31, 2023
Source: CCIMLS #22302586
Pending
$2,500,000
Jun 26, 2023
Source: CCIMLS #22302586
Listed For Sale
$2,500,000

Market trends in Chatham

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.14M
Sale-to-List Price
97.9%
Price per sq ft
$704
Available listings
72
3MoM

Around this home

What Locals Say about Chatham

At least 40 Trulia users voted on each feature.

  • 88 % Say there's wildlife

  • 87 % Say parking is easy

  • 83 % Say there's holiday spirit

  • 83 % Say yards are well-kept

  • 83 % Say it's dog friendly

  • 82 % Say people would walk alone at night

  • 82 % Say car is needed

  • 73 % Say it's quiet

  • 72 % Say they plan to stay for at least 5 years

  • 59 % Say neighbors are friendly

  • 48 % Say it's walkable to restaurants

  • 47 % Say kids play outside

  • 38 % Say there are community events

  • 33 % Say there are sidewalks

  • 21 % Say streets are well-lit

  • 20 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Snbrinc
    "I’m 4th generation living in this neighborhood. Very special highly desirable place. Proud to be a native. "
    1
    Flag
  • Lilsweeti56
    "Lots of farms. Stop and shop is also close by along with cvs and some banks. Close by to highway. Most people are friendly"
    1
    Flag
  • Virginia S.
    "It’s beautiful, near stores, beach, highways. Quiet and neighbors mind their own business. Lake at end of our street."
    0
    Flag
  • Pmil
    "They would like that most people keep their dog on a leash. They would not like the coyotes in winter"
    1
    Flag
  • Mil
    "Most dogs are on leashes, and in some areas they have doggie poop bags, they have a lot of green. Peomost people pick up after their pets. In winter be careful, foxes and coyotes, deer and wild turkeys are found"
    2
    Flag
  • George G.
    "Easy because it is a small place in the Cape Cod and I love it here because it is also a older community "
    0
    Flag
  • Tuscansun83
    "It's such a peaceful place Chatham is one of the best towns to live in year round or part time it's just beautiful"
    0
    Flag
  • jandesmar
    "I love that it is so close to the boat landing that we can walk to it and watch the activity with our grandchildren. We can also walk to the beach which is a mile away to swim and watch the sunsets,"
    0
    Flag
  • Nancy P.
    "Safe small town with beautiful beaches and a strong sense of community. I love living here. Great place to grow up and raise children "
    1
    Flag
  • Jack D. B.
    "I grew up nearby and can attest to what a great location this is - an easy walk to town, yet just far enough from the peak summer hustle and bustle. "
    0
    Flag
  • mwff1
    "Wonderful, convenient, yet very private area! Conservation and park areas prevalent nearby"
    0
    Flag

LGBTQ Local Legal Protections

All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Cape Cod & Islands Multiple Listing Service, Inc. Detailed information about real estate listings held by brokerage firms other than CC&I Assoc. of REALTORS®, Inc. includes the name of the listing company. Neither the listing company nor CC&I Assoc. of REALTORS®, Inc. shall be responsible for any typographical errors, misinformation, 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. This site was last updated 2026-09-06 16:38:05 PDT. All properties are subject to prior sale, changes, or withdrawal. Copyright 2026© Cape Cod & Islands Multiple Listing Service, Inc. All rights reserved.

Frequently asked questions about 16 Windmill Lane

  • What is 16 Windmill Lane estimated to be worth?
    Trulia's estimated value for 16 Windmill Lane in Chatham, MA is $2,939,600.
  • What is the price history for 16 Windmill Lane?
    16 Windmill Lane in Chatham, MA last sold for $2,075,000 in October 2023.
  • Is Chatham a buyer's or seller's market?
    Chatham is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Chatham?
    The median sale price in Chatham is $1.14M.
  • Does 16 Windmill Lane have laundry facilities?
    Yes, 16 Windmill Lane in Chatham, MA has laundry facilities.
  • How big is the lot at 16 Windmill Lane?
    The lot at 16 Windmill Lane in Chatham, MA is about 0.50 acres (21,780 sq ft).

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