4 Hackamore Cir, Middlebury, CT 06762
Property image
Property image
OFF MARKET

4 Hackamore Cir
Middlebury, CT 06762

  • 2 Beds
  • 2 Baths
  • 1,242 sqft

$350,800

Trulia Estimate
as of Aug 21, 2026
Est. Refi. Payment $2,490/mo*
Refinance Your Home

$350,800

Trulia Estimate
as of Aug 21, 2026
Est. Refi. Payment $2,490/mo*
Refinance Your Home
2 Beds
2 Baths
1,242 sqft

Home Value

Trulia Estimate
$351K
Since last month
Decreased$4K (-1.2%)
Since last year
Decreased$300 (-0.1%)
Since last sale
Increased$189K (+117.9%)
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 +73% in the last 10 years
MonthEstimated value
2026
August 2026$349K
July 2026$353K
June 2026$353K
May 2026$348K
April 2026$343K
March 2026$337K
February 2026$331K
January 2026$338K
2025
2024
2023
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
27 Winding Trl, Middlebury, CT
0.86
Townhouse
$565,000
01/15/26
3
2.5
2,130
178 Ridgewood Dr, Middlebury, CT
0.91
Townhouse
$607,000
07/10/26
3
2.5
1,780
16 Winding Trl, Middlebury, CT
0.91
Townhouse
$625,000
04/13/26
3
2.5
2,646
33 Old Field Hill Rd, Southbury, CT
4.00
Townhouse
$515,000
07/20/26
3
3.5
2,458
131 Oak Dr, Watertown, CT
5.77
Townhouse
$430,000
04/21/26
3
2
1,299
7 Harriet Ave, Waterbury, CT
5.31
Townhouse
$350,000
10/02/25
8
3
3,210
124 Geddes Ter, Waterbury, CT
5.27
Townhouse
$415,000
12/22/25
3
1.5
1,255
191 Buckingham St, Waterbury, CT
6.38
Townhouse
$270,000
08/28/25
3
1
1,050
Home facts updated by county records

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
13 Hackamore Circle, Middlebury, CT 06762
0.02
$540,300
2
2.5
1,917
Off Market
10 Pelham Way #10, Middlebury, CT 06762
0.15
$625,000
3
2.5
2,251
Recently Sold
8 Pelham Way #8, Middlebury, CT 06762
0.15
$599,000
2
2.5
1,917
Off Market
6 Pommel Lane #6, Middlebury, CT 06762
0.11
$541,800
2
2.5
1,917
Off Market
5 Pommel Lane, Middlebury, CT 06762
0.12
$582,500
3
2.5
2,461
Off Market
3 Pommel Lane #3, Middlebury, CT 06762
0.13
$238,700
2
2
1,136
Recently Sold
4 Kimberwick Court #4, Middlebury, CT 06762
0.14
$539,900
3
2.5
2,181
For Sale
8 Kimberwick Court #8, Middlebury, CT 06762
0.15
$520,000
3
2.5
2,147
Recently Sold
5 Kimberwick Court #5, Middlebury, CT 06762
0.16
$530,400
2
2.5
1,917
Off Market
7 Chatham Court #7, Middlebury, CT 06762
0.13
-
3
2.5
2,240
Off Market
11 Chatham Court #11, Middlebury, CT 06762
0.13
-
4
3
3,512
Off Market
15 Chatham Court #15, Middlebury, CT 06762
0.14
$801,100
4
3
4,450
Off Market

Local Information

  • Map ViewExplore the area around 4 Hackamore Cir.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Townhouse
Year Built
1997
Living Area
1,242 sqft
Price/Sqft
$282
Parking
Garage

About this House

Wonderful opportunity to live in Steeplechase. Two bedrooms (potentially three), two full baths, oversized basement with high ceilings, (great for storage, workshop, exercise room, and more). Also listed as MLS# 99180858.
4 Hackamore Cir, Middlebury, CT 06762 is a 2 bedroom, 2 bathroom, 1,242 sqft townhouse built in 1997. It last sold for $160,000 on Jul 14, 2017. It is currently off market. The Trulia Estimate is $350,800, with a rent estimate of $2,488/month.

Home Details for 4 Hackamore Cir

Interior Features

Interior Details
BasementNumber of Rooms: 5
Heating & Cooling
Heating: GasAir ConditioningHeating Fuel: Gas
Appliances & Utilities
DishwasherRefrigerator
Windows, Doors, Floors & Walls
Double Paned Windows
Levels, Entrance, & Accessibility
Floors: Other

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Wood
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 1997
Property Type / Style
Property Type: TownhouseArchitecture: Other

Community

Units in Building: 75

Price and Tax history

DateEventPrice
Jul 23, 2017
Source: Agent Provided
ListingRemoved
$197,500
Jul 21, 2017
Source: Agent Provided
Pending
$197,500
Jul 14, 2017
Source: Smart MLS #D10164094
Sold
$160,000
May 9, 2017
Source: Agent Provided
PriceChange
$197,500
Price decreased by 6%
Aug 28, 2016
Source: Agent Provided
Listed For Sale
$210,622

Market trends in Middlebury

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
27
6MoM

Around this home

What Locals Say about Middlebury

At least 21 Trulia users voted on each feature.

  • 94 % Say yards are well-kept

  • 93 % Say parking is easy

  • 86 % Say car is needed

  • 82 % Say there's holiday spirit

  • 78 % Say there's wildlife

  • 72 % Say it's quiet

  • 63 % Say it's dog friendly

  • 58 % Say people would walk alone at night

  • 52 % Say kids play outside

  • 48 % Say they plan to stay for at least 5 years

  • 47 % Say neighbors are friendly

  • 45 % Say it's walkable to restaurants

  • 36 % Say streets are well-lit

  • 35 % Say there are sidewalks

  • 34 % Say there are community events

  • 27 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Ginacea313@gmail.com
    "It’s a beautiful community with little to no crime. There is a crystal clear lake and a small amusement park. Additionally, there are plenty of hiking trails. Autumn is quite amazing here, with many vibrant colors. "
    3
    Flag
  • Ginacea313@gmail.com
    "Middlebury is a beautiful town. It is truly a New England gem. Lake Quassapaug is clean and the MRA is well kept. Summers are heavenly here. "
    1
    Flag
  • Plandusky
    "Region 15 public schools are some of the best in the state. Middlebury, Southbury public schools. Safe neighborhoods lived here 27 years and could have left the car unlocked the whole time"
    0
    Flag
  • Cadecres
    "I’ve lived here 11 years now and everyone is friendly and thoughtful. This town is a hidden gem, just far enough away from the bustle yet close enough not to be isolated."
    0
    Flag
  • darrenwittko
    "With excellent schools and beautiful parks, Middlebury is the perfect family community. Close to I-84, it's great for commuters too."
    0
    Flag
  • Donathom1114
    "This is an excellent community for families. Top notch schools with excellent family activities. Private community with walking trails and child and pet friendly streets. Wonderful neighbors and pride of home ownership,"
    0
    Flag
  • castaway45
    "I grew up here, moved here when I was 9. Many fond memories. Great place to walk and for recreation, and for kids to play, points were neighbors, community spirit, natural setting."
    0
    Flag
  • Rtfa50
    "Great neighborhood for a family with children. Close proximity to I-84 both east and westbound. Excellent area for biking, hiking and walking. Easy access to neighboring towns such as Woodbury, Southbury and easy commute for professionals working in both Waterbury or Danbury. "
    0
    Flag
  • Hallie
    "I have lived here for 10 years and would not live anywhere else. The schools are fantastic, the parks beautiful, and the town beach perfect. Everywhere you look are flowers, towering oaks, and wonderful jogging paths. This is quintessential New England."
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 4 Hackamore Cir

  • What is 4 Hackamore Cir estimated to be worth?
    Trulia's estimated value for 4 Hackamore Cir in Middlebury, CT is $350,800.
  • What is the price history for 4 Hackamore Cir?
    4 Hackamore Cir in Middlebury, CT last sold for $160,000 in July 2017.
  • Is Middlebury a buyer's or seller's market?
    Middlebury is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Middlebury?
    Residents describe Middlebury, CT as well-kept, easy to park in, and quiet. Most residents say you need a car. See recently sold homes in Middlebury, CT.
  • Does 4 Hackamore Cir have a garage?
    Yes, 4 Hackamore Cir in Middlebury, CT has a garage.

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Off Market Homes Near 4 Hackamore Cir

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