4 Simonds Rd
Winchester, MA 01890
- 4 Beds
- 2.5 Baths
- 2,562 sqft (on 0.59 acres)
4 Beds
2.5 Baths
2,562 sqft
(on 0.59 acres)
Local Information
-- mins to
Home Highlights
Property Type
Single-Family Home
Year Built
1983
Lot Size
0.59 acres
Living Area
2,562 sqft
Price/Sqft
$760
Parking
Garage
About this House
Nestled on a cul-de-sac in the west side, this center entrance colonial home is looking for its new owner! This home boasts a master bedroom en suite, 3 additional bedrooms, updated kitchen, cathedral ceiling family room with fireplace, gas fireplace living room, dining room & eat-in kitchen. The unfinished basement offers space to add a play room or office. In the sought-after Vincent-Owen school district, you are just steps away from this newly built elementary school & playground. Filled with natural light, this hilltop setting offers peaceful wooded views from your deck. You will appreciate the private panoramic views of autumn colors & summer sunshine from the kitchen window, deck & bedrooms. Enjoy the sense of neighborhood living that this home offers. Lovingly cared for with many updates. Area amenities: Winchester Swim & Tennis Club, shopping, golf course & much more. Close to major highways & commuter rail. Just 10 miles north Boston, close to enjoy all the city offers!
4 Simonds Rd, Winchester, MA 01890 is a 4 bedroom, 3 bathroom, 2,562 sqft single-family home built in 1983. It last sold for $1,231,000 on Jun 25, 2018. It is currently off market. The Trulia Estimate is $1,948,100, with a rent estimate of $6,278/month.
Home Details for 4 Simonds Rd
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Interior Details BasementNumber of Rooms: 9 |
Heating & Cooling Heating: Other, OilAir ConditioningHeating Fuel: Other |
Levels, Entrance, & Accessibility Stories: 2 |
Fireplace & Spa Fireplace |
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Exterior Home Features Roof: AsphaltExterior: Wood |
Parking & Garage GarageParking: Garage Attached |
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Year Built Year Built: 1983 |
Property Type / Style Property Type: Single Family HomeArchitecture: Colonial |
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Units in Building: 1 |
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Lot Area: 0.59 acres |
Price History for 4 Simonds Rd
| Date | Price | Event | Source |
|---|---|---|---|
| 06/25/2018 | $1,231,000 | Sold | N/A |
| 05/02/2018 | $1,189,000 | Pending | Agent Provided |
| 04/23/2018 | $1,189,000 | Listed For Sale | Agent Provided |
| 12/18/1992 | $412,000 | Sold | N/A |
| 01/27/1989 | $492,500 | Sold | N/A |
Market trends in Winchester
Last updated June 2026
Avg. sale price
$1.41M
Sale-to-List Price
101.7%
Price per sq ft
$571
Available listings
77
2MoM
Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $18,150 |
| Assessment | $1,636,600 |
Home facts updated by county records
Comparable Sales for 4 Simonds Rd
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.21 | Single-Family Home | $1,713,000 | 09/26/25 | 3 | 2.5 | 3,002 | |
0.22 | Single-Family Home | $1,165,000 | 10/14/25 | 3 | 2.5 | 2,458 | |
0.27 | Single-Family Home | $1,550,000 | 10/31/25 | 5 | 3 | 2,995 | |
0.48 | Single-Family Home | $1,240,000 | 08/20/25 | 4 | 2.5 | 2,570 | |
0.11 | Single-Family Home | $1,600,000 | 10/10/25 | 5 | 3.5 | 3,478 | |
0.33 | Single-Family Home | $1,725,000 | 09/19/25 | 3 | 2.5 | 2,541 | |
0.41 | Single-Family Home | $1,310,000 | 12/24/25 | 5 | 2 | 3,033 | |
0.15 | Single-Family Home | $2,100,000 | 03/19/26 | 5 | 4.5 | 3,191 | |
0.44 | Single-Family Home | $1,240,000 | 04/27/26 | 3 | 2 | 2,087 | |
0.61 | Single-Family Home | $1,191,000 | 01/13/26 | 4 | 3 | 2,126 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.Assigned Schools
These are the assigned schools for 4 Simonds Rd.
What Locals Say about Winchester
At least 93 Trulia users voted on each feature.
92 % Say it's dog friendly
88 % Say yards are well-kept
87 % Say people would walk alone at night
85 % Say parking is easy
79 % Say there are sidewalks
79 % Say car is needed
77 % Say it's walkable to restaurants
77 % Say kids play outside
75 % Say streets are well-lit
74 % Say there's holiday spirit
67 % Say they plan to stay for at least 5 years
67 % Say there's wildlife
66 % Say neighbors are friendly
65 % Say it's walkable to grocery stores
64 % Say it's quiet
54 % Say there are community events
Sourced by Trulia users. Learn more about our methodology.
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