5 Sears Dr, Sherman, CT 06784
Property image
Property image
OFF MARKET

$547,100

Trulia Estimate
  • 4 Beds
  • 2 Baths
  • 1,990 sqft (on 0.66 acres)

5 Sears Dr, Sherman, CT 06784

Est. Refi. Payment $3,626/mo*
Refinance Your Home
Currently Off Market - Sold May 26, 2022 for $389,500

Home Value

Trulia Estimate
$547K
Since last month
Increased$1K (+0.3%)
Since last year
Increased$11K (+2.1%)
Since last sale
Increased$156K (+39.9%)
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 +97% in the last 10 years
MonthEstimated value
2026
August 2026$545K
July 2026$544K
June 2026$548K
May 2026$544K
April 2026$540K
March 2026$540K
February 2026$519K
January 2026$519K
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
4 Wanzer Hill Road, Sherman, CT
0.11
Single-Family Home
$640,000
10/01/25
3
2.5
1,896
5 Candle Hill Road, New Fairfield, CT
0.25
Single-Family Home
$610,000
06/05/26
4
2
1,500
19 Hilldale Road, New Fairfield, CT
0.39
Single-Family Home
$525,000
07/30/26
3
3
1,930
14 Hilltop Drive, New Fairfield, CT
0.27
Single-Family Home
$450,000
09/23/25
2
1.5
1,440
11 Flak Ln, New Fairfield, CT
0.59
Single-Family Home
$345,000
06/29/26
3
2
1,190
15 Flak Lane, New Fairfield, CT
0.54
Single-Family Home
$615,500
04/22/26
3
3
2,292
15 Wagon Wheel Road, Sherman, CT
0.46
Single-Family Home
$560,000
10/30/25
1
1.5
3,100
39 Candle Hill Road, New Fairfield, CT
0.66
Single-Family Home
$606,000
07/10/26
3
2.5
2,789
339 State Route 39, New Fairfield, CT
0.59
Single-Family Home
$916,000
11/06/25
3
2
1,976
16 Oak Street, New Fairfield, CT
0.46
Single-Family Home
$225,000
09/24/25
2
1
813

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
158 Route 39 South, Sherman, CT 06784
0.07
$599,900
3
3
2,724
For Sale
8 Sears Drive, Sherman, CT 06784
0.07
$640,100
3
2.5
1,948
Off Market
152 Route 39 South, Sherman, CT 06784
0.10
$309,900
2
1
768
Off Market
7 Wanzer Hill Road, Sherman, CT 06784
0.08
$1,169,800
4
3.5
4,370
Off Market
7 Jane Lane, Sherman, CT 06784
0.12
-
-
-
-
Off Market
1 Echo Road, Sherman, CT 06784
0.13
$483,800
3
2
888
Off Market
3 Echo Road, Sherman, CT 06784
0.14
$628,800
4
2
1,471
Off Market
4 Wanzer Hill Road, Sherman, CT 06784
0.11
-
3
2.5
1,896
Off Market
13 Wanzer Hill Road, Sherman, CT 06784
0.13
-
4
3.5
4,092
Off Market
11 Wanzer Hill Road, Sherman, CT 06784
0.13
-
-
-
-
Off Market
170 Route 39 South, Sherman, CT 06784
0.16
-
-
-
-
Off Market
4 Candle Hill, Sherman, CT 06784
0.15
$447,500
2
2
1,082
Off Market

Local Information

  • Map ViewExplore the area around 5 Sears Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1958
Lot Size
0.66 acres
Living Area
1,990 sqft
Price/Sqft
$275

About this House

Lake community, Southern Sherman, Fairfield County. 3m to Sherman center, 4m to New Fairfield center, 8m to Danbury and New Milford. Approximately 60 miles to NYC. Very well maintained stone and brick home on .66 acres built in 1958. Property has road frontage on Rte. 39 also. In-law or adult children setup with kitchen, livingroom, 2 bedrooms and a full bath on the main level as well as the lower level. Beach rights to Squantz Pond. 30 year roof put on 11-12 years ago. All newer mechanicals within the last 11 years. Beautiful fieldstone fireplace is the focal point of the walkout basement. There are winter views of the lake and most likely four seasons of views with strategic tree pruning. Upstairs kitchen boasts a working stove and built-in oven from a bygone era. Lower level walls almost 2ft thick, making this home naturally cooler in the summer and warmer in the winter. Built-in wood stove (Russo Manufacturer)
5 Sears Dr, Sherman, CT 06784 is a 4 bedroom, 2 bathroom, 1,990 sqft single-family home built in 1958. It last sold for $389,500 on May 26, 2022. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $547,100, with a rent estimate of $4,017/month.

Home Details for 5 Sears Dr

Interior Features

Heating & Cooling
Heating: OilAir ConditioningCooling System: CentralHeating Fuel: Oil
Levels, Entrance, & Accessibility
Stories: 1
Interior Details
Number of Rooms: 7
Appliances & Utilities
DryerRefrigeratorWasher
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 1958
Property Type / Style
Property Type: Single Family HomeArchitecture: Ranch / Rambler

Exterior Features

Exterior Home Features
Exterior: Wood

Lot Information

Lot Area: 0.66 acres

Price and Tax history

DateEventPrice
May 26, 2022
Source: Smart MLS #170425391
Sold
$389,500
Mar 23, 2022
Source: Smart MLS #170425391
Contingent
$415,000
Mar 23, 2022
Source: Smart MLS #170425391
Listed For Sale
$415,000
Feb 2, 2022
Source: William Raveis Real Estate, Mortgage & Insurance
ListingRemoved
Nov 29, 2021
Source: Smart MLS #170425391
PriceChange
$415,000
Price decreased by 1%

Market trends in Sherman

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
29

Around this home

What Locals Say about Sherman

At least 14 Trulia users voted on each feature.

  • 100 % Say there's wildlife

  • 100 % Say car is needed

  • 93 % Say yards are well-kept

  • 87 % Say parking is easy

  • 83 % Say it's quiet

  • 76 % Say there's holiday spirit

  • 70 % Say neighbors are friendly

  • 67 % Say they plan to stay for at least 5 years

  • 61 % Say people would walk alone at night

  • 52 % Say it's dog friendly

  • 42 % Say there are community events

  • 35 % Say kids play outside

  • 24 % Say it's walkable to grocery stores

  • 13 % Say it's walkable to restaurants

Sourced by Trulia users. Learn more about our methodology.
  • Marie L. .
    "No dog park in town but there are parks and trails to walk dogs. On the downside there are potential predators around, coyotes, Bob cats, bears. I have small sized dogs so I’m wary of letting them out on their own."
    0
    Flag
  • ML
    "I’ve lived in this town for almost 20 years. It’s a very supportive community. Everyone knows each other."
    0
    Flag
  • Mbendotti
    "It’s Quite and quaint... been here for seven years and counting... great country town with very friendly people"
    0
    Flag
  • Ila S.
    "Beautiful community- well kept area, safe, clean and serene"
    0
    Flag
  • Cheryl F.
    "Sherman: Connecticut’s �Best Small Town� On the northern end of Candlewood Lake, a picturesque, quaint town gives residents and visitors a sense of tranquility and calm. Named �Best Small Town� by Connecticut Magazine, Sherman is a wonderful place for families, singles and retirees. Several golf courses, year-round lake access and beautifully rolling hills make Sherman the ideal place to live. "
    0
    Flag
  • Major D.
    "Sherman is quite beautiful, bucolic, and upscale. Many individuals that live in NYC also have second homes in Sherman. It is very quiet and also safe. We have lived here for 19 years and never locked our doors. The only break-in we had was about two years ago when a neighbor's dog put his nose in our back door, opened it, and came in during the night. We live in the country but are only ten minutes from the train station, where you can get an express to Grand Central Station. I taught in the Sherman School for two years and can vouch for its excellence. Not much to do here but there is a playhouse and occasional chamber music. Oh, forgot to mention, we are also on the largest lake in Connecticut, Candlewood, so bring your boat. Overall, Sherman is a great place to unwind and raise a family. People tend to move to Sherman and then never leave..."
    0
    Flag
  • Roberta D.
    "Peaceful, beautiful, friendly people."
    0
    Flag
  • Lybern
    "Used to escape to Sherman for R&R. Ended up staying."
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 5 Sears Dr

  • What is 5 Sears Dr estimated to be worth?
    Trulia's estimated value for 5 Sears Dr in Sherman, CT is $547,100.
  • What is the price history for 5 Sears Dr?
    5 Sears Dr in Sherman, CT last sold for $389,500 in May 2022.
  • Is Sherman a buyer's or seller's market?
    Sherman is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Sherman?
    Residents describe Sherman, CT as well-kept, easy to park in, and quiet. Most residents say you need a car. See recently sold homes in Sherman, CT.
  • Does 5 Sears Dr have air conditioning?
    Yes, 5 Sears Dr in Sherman, CT has air conditioning.
  • Does 5 Sears Dr have laundry facilities?
    Yes, 5 Sears Dr in Sherman, CT has in-unit laundry.

Apartments for Rent

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Off Market Homes Near 5 Sears Dr

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