20 Windmill Ln, Arlington, MA 02474
OFF MARKET

20 Windmill Ln
Arlington, MA 02474

  • 4 Beds
  • 3.5 Baths
  • 3,218 sqft

$2,046,200

Trulia Estimate
as of May 28, 2026
Est. Refi. Payment $11,961/mo*
Refinance Your Home

$2,046,200

Trulia Estimate
as of May 28, 2026
Est. Refi. Payment $11,961/mo*
Refinance Your Home
4 Beds
3.5 Baths
3,218 sqft

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Finally, the home you've been waiting for in the welcoming and desirable Morningside location, a stone's throw to Winchester Country Club golf course. This stunning 4 bedroom, 3 full & 1 half bath Colonial boasts many updates, an open floor plan &hardwood floors throughout. The inviting entryway brings you to a lovely, open living room w/ fireplace & built-in book & storage shelves and lots of light. The kitchen (renovated in 2009) is a chef's dream with center island & storage galore, stainless steel appliances, 2 sinks & plenty of granite counter space. Step out onto the expansive deck and host your dinner party under the stars. The back yard is lavishly landscaped and completely fenced in. The second level is home to master bedroom w/ gas fireplace & Master bath, 3 additional bedrooms & 2 additional baths. The back staircase provides private access for guests or AuPair. Lower level has flexible floor plan for playroom, media/exercise room or second family room space. Welcome home!
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
Garage
Outdoor
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 20 Windmill Ln

Interior Features

Interior Details
BasementNumber of Rooms: 7
Heating & Cooling
Heating: Forced Air, GasAir ConditioningHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: SlateExterior: Wood
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1938Year Updated: 1959
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 9147 sqft

Price History for 20 Windmill Ln

DatePriceEventSource
08/02/2019$1,325,000Sold
N/A
06/20/2019$1,299,000PendingAgent Provided
06/12/2019$1,299,000Listed For SaleAgent Provided
09/23/2003$780,000Sold
N/A
11/06/1992$385,000Sold
N/A
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Property Tax and Assessment

Year2025
Tax$18,076
Assessment$1,678,400
Home facts updated by county records

Comparable Sales for 20 Windmill Ln

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
12 Longmeadow Rd, Arlington, MA
0.13
Single-Family Home
$1,135,000
12/22/25
3
3
2,531
23 Lantern Ln, Arlington, MA
0.20
Single-Family Home
$1,150,000
06/25/25
3
2.5
2,668
58 Hutchinson Rd, Arlington, MA
0.21
Single-Family Home
$1,500,000
10/08/25
3
2.5
2,406
15 Greeley Cir, Arlington, MA
0.33
Single-Family Home
$1,350,000
10/29/25
5
3.5
2,751
27 Lantern Ln, Arlington, MA
0.22
Single-Family Home
$1,564,000
06/30/25
3
2.5
2,680
173 Overlook Rd, Arlington, MA
0.35
Single-Family Home
$1,040,000
05/30/25
4
2.5
2,427
50 Tomahawk Rd, Arlington, MA
0.41
Single-Family Home
$1,275,000
10/30/25
4
2.5
2,418
6 Pawnee Dr, Arlington, MA
0.29
Single-Family Home
$1,625,000
12/12/25
3
3
2,503
66 Windmill Ln, Arlington, MA
0.17
Single-Family Home
$1,046,823
10/16/25
3
2
3,036
23 Greeley Cir, Arlington, MA
0.31
Single-Family Home
$1,195,000
07/31/25
4
2
2,040

Nearby homes

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Assigned Schools

These are the assigned schools for 20 Windmill Ln.
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

  • 72 % 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. "
    1
    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

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20 Windmill Ln, Arlington, MA 02474 is a 4 bedroom, 4 bathroom, 3,218 sqft single-family home built in 1938. This property is not currently available for sale. 20 Windmill Ln was last sold on Aug 2, 2019 for $1,325,000. The current Trulia Estimate for 20 Windmill Ln is $2,046,200.