66 Windmill Ln, Arlington, MA 02474
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Property image
OFF MARKET

$1,768,700

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 3,036 sqft (on 0.29 acres)

66 Windmill Ln, Arlington, MA 02474

Est. Refi. Payment $10,535/mo*
Refinance Your Home
Currently Off Market - Sold Oct 16, 2025 for $1,046,823

Home Value

Trulia Estimate
$1.77M
Since last month
Increased$697K (+64.7%)
Since last year
Increased$523K (+41.8%)
Since last sale
Increased$726K (+69.4%)
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 +112% in the last 10 years
MonthEstimated value
2026
August 2026$1.77M
August 2026$1.77M
July 2026$1.08M
June 2026$1.06M
May 2026$1.06M
April 2026$1.05M
March 2026$1.05M
February 2026$1.06M
January 2026$1.04M
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
58 Hutchinson Rd, Arlington, MA
0.06
Single-Family Home
$1,500,000
10/08/25
3
2.5
2,406
12 Longmeadow Rd, Arlington, MA
0.17
Single-Family Home
$1,135,000
12/22/25
3
3
2,531
30 Hartford Rd, Arlington, MA
0.31
Single-Family Home
$1,215,000
11/05/25
3
2.5
3,183
72 Crosby St, Arlington, MA
0.43
Single-Family Home
$1,125,000
03/24/26
3
2
1,870
115 Ridge St, Arlington, MA
0.40
Single-Family Home
$1,225,000
08/26/26
3
1.5
2,064
66 Hutchinson Rd, Arlington, MA
0.03
Single-Family Home
$2,028,000
03/20/26
5
4.5
3,905
6 Pawnee Dr, Arlington, MA
0.44
Single-Family Home
$1,625,000
12/12/25
3
3
2,503
7 Trinity Rd, Winchester, MA
0.52
Single-Family Home
$1,055,000
02/26/26
3
2.5
2,130

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
66 Hutchinson Rd, Arlington, MA 02474
0.03
$2,028,000
5
4.5
3,905
Recently Sold
43 Windmill Ln, Arlington, MA 02474
0.09
$1,515,700
3
2.5
2,865
Off Market
58 Hutchinson Rd, Arlington, MA 02474
0.05
$1,542,700
3
2.5
2,406
Off Market
6 Old Colony Rd, Arlington, MA 02474
0.06
$1,585,800
2
2
2,252
Off Market
15 Arrowhead Ln, Arlington, MA 02474
0.11
$1,315,200
3
2
2,154
Off Market
24 Arrowhead Ln, Arlington, MA 02474
0.15
$1,831,900
4
3.5
3,801
Off Market
5 Longmeadow Rd, Arlington, MA 02474
0.15
$1,320,300
3
2.5
2,695
Off Market
43 Old Middlesex Path, Arlington, MA 02474
0.15
$1,892,100
5
4
3,763
Off Market
12 Longmeadow Rd, Arlington, MA 02474
0.17
$1,135,000
3
3
2,531
Recently Sold
116 Hutchinson Rd, Arlington, MA 02474
0.20
$1,743,800
3
2.5
2,122
Off Market
35 Hutchinson Rd, Arlington, MA 02474
0.15
$2,020,700
5
3.5
3,187
Off Market

Local Information

  • Map ViewExplore the area around 66 Windmill Ln.
  • Schools2 Elementary Schools2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1954
0.29 acre lot
3,036 sqft
$583/sqft
2 Car Garage

About this House

Back on the market due to buyer's financing! Located in Arlington’s desirable Morningside neighborhood, this well-maintained mid-century home offers views of Upper Mystic Lake and the Winchester Country Club Golf Course. 66 Windmill Lane is set on a landscaped 1/3-acre lot. The home features multiple patios, brook-fed ponds, and abundant natural beauty. Inside, oversized windows fill the home with natural light and highlight spacious living and family rooms, two wood-burning fireplaces, and a unique vintage phone booth. The layout offers excellent flow for everyday living and entertaining. With just two owners since its construction, the home retains its original character along with modern comforts including a two-car attached garage and generous storage throughout. Whether preserving its timeless design or updating to your vision, this is a rare opportunity in one of Arlington’s most scenic and established neighborhoods. Some photos virtually staged and enhanced.
66 Windmill Ln, Arlington, MA 02474 is a 3 bedroom, 2 bathroom, 3,036 sqft single-family home built in 1954. It last sold for $1,046,823 on Oct 16, 2025 (13% below the $1,200,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,768,700, with a rent estimate of $5,052/month.
Last check for updates: about 8 hours ago
Listed by Brian Fizer, (412) 867-1021
Gibson Sotheby's International Realty, (617) 522-2200
Bought with: Builder's Edge Realty Group, (978) 951-2080, Larkin & Larkin Real Estate, (941) 815-1632
Source: MLS PIN, MLS#73369412

Home Details for 66 Windmill Ln

Interior Features

Interior Details
Basement: Full,Finished,Walk-Out Access,Interior Entry,Garage AccessNumber of Rooms: 7Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Dining Room, Family Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 3036 Square Feet
Appliances & Utilities
Utilities: for Gas Range, for Electric Range, for Electric Dryer, Washer HookupAppliances: Gas Water Heater, Range, Dishwasher, Disposal, Refrigerator, Washer, DryerDishwasherDisposalDryerLaundry: In Basement,Electric Dryer Hookup,Washer HookupRefrigeratorWasher
Heating & Cooling
Heating: Baseboard,Natural GasHas CoolingAir Conditioning: Window Unit(s)Has HeatingHeating Fuel: Baseboard
Fireplace & Spa
Number of Fireplaces: 2Has a FireplaceNo Spa
Windows, Doors, Floors & Walls
Flooring: Wood, Tile, Laminate, Hardwood
Levels, Entrance, & Accessibility
Levels: Multi/SplitFloors: Wood, Tile, Laminate, Hardwood
View
Has a ViewView: City View(s), Scenic View(s), City, Water, Lake

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: Porch, Porch - Enclosed, Screened, Deck - Wood, PatioExterior: Porch, Porch - Enclosed, Porch - Screened, Deck - Wood, Patio, Rain Gutters, Storage, Professional Landscaping, City View(s), GardenFoundation: Concrete PerimeterGarden
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Open Parking Spaces: 4No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 6Parking: Attached,Garage Door Opener,Storage,Paved Drive,Off Street,Paved
Frontage
Waterfront: Stream, Lake/Pond, Walk to, 1/10 to 3/10 To Beach, Beach Ownership(Public)Frontage Type: Golf CourseRoad Frontage: PublicResponsible for Road Maintenance: Public Maintained RoadRoad Surface Type: PavedNot on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 2036Finished Area (below surface): 1000

Property Information

Year Built
Year Built: 1954
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Ranch
Building
Construction Materials: FrameNot Attached PropertyDoes Not Include Home Warranty
Property Information
Parcel Number: M:103.0 B:0001 L:0016, 326143

Price & Status

Price
List Price: $1,200,000
Status Change & Dates
Off Market Date: Mon Sep 29 2025

Active Status

MLS Status: Sold

Media

Location

Direction & Address
City: ArlingtonCommunity: Morningside

Building

Building Area
Building Area: 3036 Square Feet

Community

Community Features: Public Transportation, Shopping, Pool, Tennis Court(s), Park, Walk/Jog Trails, Golf, Medical Facility, Laundromat, Bike Path, Conservation Area, Highway Access, House of Worship, Marina, Private School, Public School, T-Station, UniversityNot Senior Community

HOA

No HOA

Lot Information

Lot Area: 0.29 acres

Offer

Contingencies: Pending P&S

Miscellaneous

BasementMls Number: 73369412Water ViewWater View: Lake, WaterAbove Grade Unfinished Area: 2036

Additional Information

Public TransportationShoppingPoolTennis Court(s)ParkWalk/Jog TrailsGolfMedical FacilityLaundromatBike PathConservation AreaHighway AccessHouse of WorshipMarinaPrivate SchoolPublic SchoolT-StationUniversity

Price and Tax history

DateEventPrice
Oct 16, 2025
Source: MLS PIN #73369412
Sold
$1,046,823
Sep 16, 2025
Source: MLS PIN #73369412
Contingent
$1,200,000
Aug 8, 2025
Source: MLS PIN #73369412
PriceChange
$1,200,000
Price decreased by 8%
May 31, 2025
Source: MLS PIN #73369412
PriceChange
$1,300,000
Price decreased by 7%
May 4, 2025
Source: MLS PIN #73369412
Listed For Sale
$1,400,000

Market trends in Arlington

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$997K
$29.5KMoM
Sale-to-List Price
104.0%
Price per sq ft
$622
$31MoM
Available listings
87
15MoM

Around this home

View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Arlington

At least 282 Trulia users voted on each feature.

  • 94 % Say it's dog friendly

  • 92 % Say there are sidewalks

  • 88 % Say people would walk alone at night

  • 87 % Say it's walkable to restaurants

  • 83 % Say parking is easy

  • 78 % Say kids play outside

  • 76 % Say it's walkable to grocery stores

  • 71 % Say streets are well-lit

  • 70 % Say yards are well-kept

  • 68 % Say there's holiday spirit

  • 64 % Say neighbors are friendly

  • 62 % Say it's quiet

  • 58 % Say car is needed

  • 58 % Say there's wildlife

  • 54 % Say they plan to stay for at least 5 years

  • 42 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Swetag009
    "Perfect for families with kids, great neighborhood, trick n treat, family events, kids park, fun for families!"
    0
    Flag
  • Amber M Halt
    "Easy commute, traffic during rush hour but nothing worse than normal boston traffic. Easy access to the train. Lots of trails for commuting via bike or walking. Lots of parks."
    0
    Flag
  • Nick Gotch
    "It’s a very family friendly neighborhood in close proximity to both downtown Boston and the surrounding suburbs."
    0
    Flag
  • Bonfiglio.lc
    "Great school, safe, welcoming. Many grocery stores, coffee shops and activities for kids. We love living here"
    0
    Flag
  • Trulia User
    "Lots of places to walk your dog with plenty of hills for good exercise. Local park has off-leash times for pup to roam (with your supervision of course)"
    0
    Flag
  • Trulia User
    "I’ve lived here for three years and wish I didn’t. Crime, broken windshields, stolen bikes. Just like I was living in NYC in the 80’s. "
    1
    Flag
  • Ge X.
    "Summer music event has been very well organized every year. A lot of libraries and sing along events for kids. Not to mention tons of playgrounds, parks, trails that are easily accessible to residents."
    6
    Flag
  • Rgiulietti61
    "Excellent schools playgrounds close by. very walkable from most parts of town bike path runs through the town. Easy access to the T. Easy commute into Boston. Off major highways. Tons of restaurants from take out to dine in. Farmers market in the center During the warmer months. "
    4
    Flag
  • Graham B.
    "Nice safe place to live. Good schools and transport network to the various middle and high schools. High school is about to be rebuilt. "
    6
    Flag
  • Nels_frye
    "Arlington center is lovely, historic, convenient and a perfect blend of suburb and city. Just too bad they blocked the red line from coming here. "
    2
    Flag
  • Malissa B.
    "I work from home because the commute is a bit of a pain. If I do go into our Back Bay office, it can take upwards of 25 minutes to drive to Alewife station and an addition 40-60 minutes to take the T to Boston."
    3
    Flag
  • Younia
    "Pond in downtown area. Lots of walking space. Friendly people. Diverse. Good restaurants. Wildlife. "
    1
    Flag
  • Nels_frye
    "There really isn’t a better place in terms of density - not too dense but not completely auto-reliant. Mass transit and distribution of retail throughout neighborhoods could be better so we don’t have to use cars at all. "
    2
    Flag
  • Allysonsaunders
    "There are many dog owners frequently walking dogs. We are also a couple of blocks from the mystic river with a beautiful natural walk way that is very popular with dog walkers."
    1
    Flag
  • Jennifer_27
    "Very easy. Live on an ultra quiet side street but it’s just minutes from Rte. 2 and 128, and 20 minutes from 93. "
    1
    Flag
  • Lakshmiswethadri
    "Public transport is not that great. Bus facility is ok. But the are is good for living. It shld be good if we get train facility from here"
    1
    Flag
  • Shawn T.
    "Arlington is a beautiful and quiet suburb that is super super close to a train station that’ll take you straight into Boston. You get that nice quiet suburb feel with easy access to the city"
    1
    Flag
  • Shawn T.
    "There are a lot of dog owners in the neighborhood. Although they usually own their house or apartment. Finding an apartment that allows dogs and is affordable is very difficult/almost impossible in all of Boston, and Arlington is no exception."
    1
    Flag
  • Sarah B.
    "Easy! I work 15 minutes away by car and hit no major traffic. If i need to get downtown I can walk to Alewife, Davis, or pick up a bus."
    2
    Flag
  • Cscott1381
    "Constant presence of dogs, with nearby parks. Numerous amenities for dogs in the area and generally welcomed inmost places"
    1
    Flag
  • Jrcallinan
    "I have owned dogs in this neighborhood for the last 15 years and love the fact that there are parks to run off leash and many other dog owners. "
    1
    Flag
  • Meagon B.
    "Very accessible to public transport and the expressway. Morning traffic can get busy after 7:15am. Buses run late often"
    2
    Flag
  • Dbuiiock50913
    "I've lived in the area for 3 years. Neighbors are friendly, playground and splash pad are good for the kids, close by the commuter rail and 5m walk to nearest buses going to Arlington Center, Cambridge, or Alewife. "
    0
    Flag
  • Joy M.
    "I’m visiting a clients home and this is my first time in Arlington. I love it, it seems like a really nice town and a good place to live if you want to start a family or are a in college or are just living by urself"
    0
    Flag
  • Jordan
    "Arlington is a really beautiful town that is huge and obnoxiously overpriced. Traffic from Arlington to Boston is ridiculous and in general the town is pretty boring."
    4
    Flag
  • Lou.villirilli
    "Very safe, lots of parks, schools, etc. Very family friendly. Low crime rate, very few bars/liquor stores. Overall it’s a veddy nice. "
    2
    Flag
  • Michelle R.
    "My commute is very easy as I work in this town as well that being said there is public transportation to get you anywhere you need"
    2
    Flag
  • Cassie H.
    "Lots of dog owners live here, and there are many well-kept paths and walkways and parks to enjoy, including an enclosed dog park. People generally pick up after their dogs and respect the lease laws."
    1
    Flag
  • Josh
    "Bicycle to Woburn. Backroads most of the way. Traffic is not too bad. There can be some glass on the roads, so watch out for that. "
    1
    Flag
  • Cfmoran
    "We have community events, porchfest was the last one ... everybody gets along and the neighborhood is special "
    1
    Flag
  • Empaloalto
    "I have lived here for 14 years, with and without kids. Super family friendly neighborhood, nice walking distance to all the important things. Very safe and comfortable."
    1
    Flag
  • Nels
    "Best possible place for dog owners and dog enthusiasts. Beautiful. And lots of great dogs to observe "
    1
    Flag
  • Jordan
    "Limited off leash hours and happy to ticket. Though there are plenty of dog owners, people are pretty anti dog in general in Arlington. "
    0
    Flag
  • Maureen L.
    "Great neighborhood! We love our neighbors who have become family! We are close to everything - easy commute into Boston with all the charm of the suburbs. "
    2
    Flag
  • T. M. H.
    "Porch fest and town day are eventful. A lot of vendors/musicians around. It’s pretty busy at those times but also very diverse climate. "
    0
    Flag
  • Sarah B.
    "Local shop events, 5ks for local charities, many hip shops and restaurants, the Capitol Theater makes for great date night. Arlington day and porch fest!"
    0
    Flag
  • Justinharpin
    "Beer garden on the weekend and farmers market one day a week. There’s always something going on! There’s a community garden as well "
    0
    Flag

LGBTQ Local Legal Protections

The property listing data and information 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 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 set forth herein.
The MLS listing information displayed is deemed reliable, but is not guaranteed accurate by the MLS.

Frequently asked questions about 66 Windmill Ln

  • What is 66 Windmill Ln estimated to be worth?
    Trulia's estimated value for 66 Windmill Ln in Arlington, MA is $1,768,700.
  • What is the price history for 66 Windmill Ln?
    66 Windmill Ln in Arlington, MA last sold for $1,046,823 in October 2025.
  • Is Arlington a buyer's or seller's market?
    Arlington is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Arlington?
    The median sale price in Arlington is $997K. That is down $29.5K from the prior month.
  • Does 66 Windmill Ln have air conditioning?
    Yes, 66 Windmill Ln in Arlington, MA has air conditioning.
  • Does 66 Windmill Ln have a pool?
    Yes, 66 Windmill Ln in Arlington, MA has a pool.

Explore by feature - Pet Friendly

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