5 Hillside Dr, Sherman, CT 06784
OFF MARKET

5 Hillside Dr
Sherman, CT 06784

  • 3 Beds
  • 2 Baths
  • 2,445 sqft (on 0.50 acres)

$959,100

Trulia Estimate
as of Jul 22, 2026
Est. Refi. Payment $6,296/mo*
Refinance Your Home

$959,100

Trulia Estimate
as of Jul 22, 2026
Est. Refi. Payment $6,296/mo*
Refinance Your Home
3 Beds
2 Baths
2,445 sqft
(on 0.50 acres)

Local Information

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

Home Highlights

Property Type
Single-Family Home
Year Built
1932
Lot Size
0.5 acres
Living Area
2,445 sqft
Price/Sqft
$392
Parking
Garage

Description

This single-family home is located at 5 Hillside Dr, Sherman, CT. 5 Hillside Dr is in Sherman, CT and in ZIP code 06784. This property has 3 bedrooms, 2 bathrooms and approximately 2,445 sqft of floor space. This property has a lot size of 0.50 acres and was built in 1932.
5 Hillside Dr, Sherman, CT 06784 is a 3 bedroom, 2 bathroom, 2,445 sqft single-family home built in 1932. It last sold for $555,000 on Jul 24, 2020. It is currently off market. The Trulia Estimate is $959,100, with a rent estimate of $4,419/month.

Home Details for 5 Hillside Dr

Interior Features

Interior Details
BasementNumber of Rooms: 6Types of Rooms: Walk In Closet, Breakfast Nook, Dining Room, Family Room, Laundry Room, Master Bath, Mud Room, OfficeWet BarCeiling Fan
Heating & Cooling
Heating: Forced Air, Electric, Propane ButaneAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Concrete
Appliances & Utilities
DishwasherDryerRefrigeratorWasher
Fireplace & Spa
Fireplace
Windows, Doors, Floors & Walls
Double Paned Windows
Security
Security System

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: ShingleGardenLawnPatio
Parking & Garage
GarageParking Spaces: 4Parking: Garage Attached, Garage Detached

Property Information

Year Built
Year Built: 1932Year Updated: 2021
Property Type / Style
Property Type: Single Family HomeArchitecture: Ranch / Rambler

Lot Information

Lot Area: 0.50 acres

Price History for 5 Hillside Dr

DatePriceEventSource
07/24/2020$555,000Sold
Smart MLS #170266108
06/09/2020$589,000PendingAgent Provided
03/11/2020$589,000PriceChange
Agent Provided
07/26/2019$599,000PriceChange
Agent Provided
05/29/2019$600,000PriceChange
Agent Provided
05/07/2019$629,000Listed For SaleAgent Provided
03/02/2019$659,000ListingRemovedAgent Provided
02/08/2019$659,000PriceChange
Agent Provided
10/04/2018$650,000PriceChange
Agent Provided
07/01/2018$659,000PriceChange
Agent Provided
01/17/2018$675,000Listed For SaleAgent Provided
10/11/2017$699,000ListingRemovedAgent Provided
05/05/2017$699,000Listed For SaleAgent Provided
04/08/2005$530,000Sold
Smart MLS #98210735

Market trends in Sherman

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
29
2MoM
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Property Tax and Assessment

Year2025
Tax$8,780
Assessment$526,700
Home facts updated by county records

Comparable Sales for 5 Hillside Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
2 Oak Drive, Sherman, CT
0.08
Single-Family Home
$550,000
09/05/25
4
2
2,239
4 Mary Bee Lane, Sherman, CT
0.90
Single-Family Home
$554,000
10/31/25
3
2
1,189
7 Ridge Road, Sherman, CT
0.67
Single-Family Home
$670,000
01/30/26
3
4
2,450
35 Route 39 S, Sherman, CT
0.84
Single-Family Home
$439,000
06/30/26
2
2
1,400
35 Route 39 South, Sherman, CT
0.84
Single-Family Home
$439,000
06/26/26
2
2
1,400
47 RT 39 SO, Sherman, CT
1.15
Single-Family Home
$630,000
06/29/26
3
3
2,942
4 Deer Run Trail, Sherman, CT
1.00
Single-Family Home
$560,000
12/10/25
3
2.5
1,758
18 Green Pond Road, Sherman, CT
1.30
Single-Family Home
$399,000
12/18/25
3
2
1,464
139 Candlewood Mountain Road, New Milford, CT
1.54
Single-Family Home
$570,000
05/20/26
3
2
2,392
12 Sunny Lane, Sherman, CT
0.88
Single-Family Home
$775,000
11/25/25
4
2.5
3,214

Nearby homes

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Assigned Schools

These are the assigned schools for 5 Hillside Dr.

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
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  • Roberta D.
    "Peaceful, beautiful, friendly people."
    0
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  • Lybern
    "Used to escape to Sherman for R&R. Ended up staying."
    0
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Apartments for Rent

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Homes for sale near 5 Hillside Dr

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Off Market Homes Near 5 Hillside Dr

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