111 Periwinkle Dr, Middlebury, CT 06762
OFF MARKET

$618,400

Trulia Estimate
  • 2 Beds
  • 3 Baths
  • 2,476 sqft

111 Periwinkle Dr, Middlebury, CT 06762

Est. Refi. Payment $4,558/mo*
Refinance Your Home
Currently Off Market - Sold Mar 28, 2025 for $585,000

Home Value

Trulia Estimate
$618K
Since last month
Increased$3K (+0.5%)
Since last year
Increased$27K (+4.6%)
Since last sale
Increased$35K (+5.9%)
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 +55% in the last 10 years
MonthEstimated value
2026
September 2026$620K
August 2026$617K
July 2026$612K
June 2026$610K
May 2026$606K
April 2026$602K
March 2026$608K
February 2026$609K
January 2026$611K
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
117 Periwinkle Dr, Middlebury, CT
0.53
Condo
$669,900
11/12/25
3
3
2,476
1 Independence Cir, Middlebury, CT
0.62
Condo
$615,000
10/30/25
4
2.5
2,553
112 Periwinkle Drive #112, Middlebury, CT
0.38
Condo
$510,000
10/22/25
2
2.5
2,593
North Benson Road #43, Middlebury, CT
0.28
Condo
$549,936
10/30/25
3
2.5
2,252
49 North Benson Road #49, Middlebury, CT
0.28
Condo
$555,423
09/16/26
3
2.5
1,950
North Benson Road #41, Middlebury, CT
0.31
Condo
$541,566
10/06/25
3
2.5
2,206
North Benson Road #36, Middlebury, CT
0.28
Condo
$530,328
10/30/25
3
2.5
1,950
North Benson Road #38, Middlebury, CT
0.28
Condo
$511,000
10/01/25
3
2.5
1,950
North Benson Road #40, Middlebury, CT
0.34
Condo
$593,360
10/10/25
3
2.5
1,950
51 North Benson Road #51, Middlebury, CT
0.34
Condo
$523,920
09/17/26
3
2.5
1,950

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
405 Chestnut Circle #77, Middlebury, CT 06762
0.27
$680,300
2
3
2,292
Off Market
107 Periwinkle Drive #107, Middlebury, CT 06762
0.28
$635,700
3
3
3,676
Off Market
North Benson Road #37, Middlebury, CT 06762
0.28
$572,600
3
2.5
1,950
Off Market
North Benson Road #36, Middlebury, CT 06762
0.28
$551,600
3
2.5
1,950
Off Market
North Benson Road #38, Middlebury, CT 06762
0.28
$532,600
3
2.5
1,950
Off Market
North Benson Road #35, Middlebury, CT 06762
0.28
$618,400
3
2.5
2,923
Off Market
North Benson Road #43, Middlebury, CT 06762
0.28
$572,000
3
2.5
2,252
Off Market
49 North Benson Road #49, Middlebury, CT 06762
0.28
$555,423
3
2.5
1,950
Recently Sold
346 Judd Road, Southbury, CT 06488
0.27
$635,600
3
2
2,693
Off Market
North Benson Road #41, Middlebury, CT 06762
0.31
$564,300
3
2.5
2,206
Off Market
103 Periwinkle Drive #103, Middlebury, CT 06762
0.32
$619,700
2
2.5
2,940
Off Market
111 Periwinkle Drive #111, Middlebury, CT 06762
0.32
-
2
2.5
2,476
Off Market

Local Information

  • Map ViewExplore the area around 111 Periwinkle Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Condo
Built in 2005
2,476 sqft
$250/sqft
Garage

About this House

This condo is located at 111 Periwinkle Dr, Middlebury, CT. 111 Periwinkle Dr is in Middlebury, CT and in ZIP code 06762. This property has 2 bedrooms, 3 bathrooms and approximately 2,476 sqft of floor space. This property has a lot size of 1 acre and was built in 2005.
111 Periwinkle Dr, Middlebury, CT 06762 is a 2 bedroom, 3 bathroom, 2,476 sqft condo built in 2005. It last sold for $585,000 on Mar 28, 2025. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $618,400, with a rent estimate of $3,446/month.

Home Details for 111 Periwinkle Dr

Interior Features

Interior Details
BasementNumber of Rooms: 6
Heating & Cooling
Heating: GasAir ConditioningHeating Fuel: Gas
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltDeck
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 2005
Property Type / Style
Property Type: CondoArchitecture: Other

Community

Units in Building: 1

Lot Information

Lot Area: 1 acre

Price and Tax history

DateEventPrice
Mar 28, 2025
Source: N/A
Sold
$585,000

Market trends in Middlebury

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
36
9MoM

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 111 Periwinkle Dr

  • What is 111 Periwinkle Dr estimated to be worth?
    Trulia's estimated value for 111 Periwinkle Dr in Middlebury, CT is $618,400.
  • What is the price history for 111 Periwinkle Dr?
    111 Periwinkle Dr in Middlebury, CT last sold for $585,000 in March 2025.
  • 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.

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