29 Tranquility Rd, Middlebury, CT 06762
Wheeler 2
Victor Cottage 1
OFF MARKET

$1,773,100

Trulia Estimate
  • 2 Beds
  • 2.5 Baths
  • 2,200 sqft (on 8.17 acres)

29 Tranquility Rd, Middlebury, CT 06762

Est. Refi. Payment $12,356/mo*
Refinance Your Home
Currently Off Market - Sold Feb 17, 2022 for $2,000,000

Home Value

Trulia Estimate
$1.77M
Since last month
Increased$46K (+2.7%)
Since last year
Increased$268K (+17.6%)
Since last sale
Decreased$211K (-10.5%)
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 +142% in the last 10 years
MonthEstimated value
2026
August 2026$1.79M
July 2026$1.74M
June 2026$1.53M
May 2026$1.47M
April 2026$1.45M
March 2026$1.41M
February 2026$1.33M
January 2026$1.4M
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
245 Upper Whittemore Road, Middlebury, CT
0.24
Single-Family Home
$875,000
06/15/26
3
2.5
2,990
7-11 Sandy Beach Road, Middlebury, CT
0.63
Single-Family Home
$4,050,000
01/15/26
6
4
5,816
119 Christian Road, Middlebury, CT
0.58
Single-Family Home
$345,000
09/10/25
2
1.5
866
38 Avalon Drive, Middlebury, CT
0.84
Single-Family Home
$815,000
07/29/26
3
2.5
3,217
111 Dwyer Road, Middlebury, CT
0.99
Single-Family Home
$710,000
12/18/25
3
2.5
3,212
366 Charcoal Avenue, Middlebury, CT
1.01
Single-Family Home
$750,000
05/27/26
4
2.5
3,198
11 Upper Whittemore Road, Middlebury, CT
0.59
Single-Family Home
$461,000
02/11/26
3
1
1,120
84 Munson Road, Middlebury, CT
0.81
Single-Family Home
$675,000
06/08/26
4
4
3,254
420 Charcoal Avenue, Middlebury, CT
1.00
Single-Family Home
$475,000
07/31/26
3
2
1,575
171 Judd Hill Road, Middlebury, CT
0.79
Single-Family Home
$882,500
09/25/25
5
4
3,700

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
245 Upper Whittemore Road, Middlebury, CT 06762
0.24
$875,000
3
2.5
2,990
Recently Sold
Middlebury Road Road, Middlebury, CT 06762
0.27
-
-
-
-
Off Market
94 Upper Whittemore Road, Middlebury, CT 06762
0.49
$584,700
3
2
2,024
Off Market
0 Christian Road, Middlebury, CT 06762
0.46
-
-
-
-
Off Market
1738 Middlebury Road, Middlebury, CT 06762
0.51
$545,300
3
2.5
2,225
Off Market
43 Christian Road, Middlebury, CT 06762
0.51
$457,400
3
2
1,532
Off Market
67 Abbott Farms Road, Middlebury, CT 06762
0.55
$1,399,900
4
3.5
5,237
For Sale
130 Christian Road, Middlebury, CT 06762
0.57
$549,400
4
2
1,958
Off Market
119 Christian Road, Middlebury, CT 06762
0.58
$359,100
2
1.5
866
Off Market
11 Upper Whittemore Road, Middlebury, CT 06762
0.59
$461,000
3
1
1,120
Recently Sold
35 Sandy Beach Road, Middlebury, CT 06762
0.55
$304,300
2
1
840
Off Market
176 Christian Road, Middlebury, CT 06762
0.64
$290,400
2
1
884
Off Market

Local Information

  • Map ViewExplore the area around 29 Tranquility Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1850
Lot Size
8.17 acres
Living Area
2,200 sqft
Price/Sqft
$806

About this House

This property includes the main house (Wheeler), a separate guest house (Victor) plus a large barn, silo, large garage with a potting room and another large building. All of the buildings have been renovated or are in the process of renovation. There is a Greek Revival style home built in 1850. It has been completely updated with new kitchen, baths, electrical, plumbing, air conditioning, heating, floors, plastered walls, ceilings, Cat6 wiring, security system. The 1400 sq. ft. guest house has also been completely renovated and a beautiful garden shed has been added.
29 Tranquility Rd, Middlebury, CT 06762 is a 2 bedroom, 3 bathroom, 2,200 sqft single-family home built in 1850. It last sold for $2,000,000 on Feb 17, 2022. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,773,100, with a rent estimate of $3,251/month.

Home Details for 29 Tranquility Rd

Interior Features

Interior Details
BasementAtticNumber of Rooms: 8Types of Rooms: Breakfast Nook, Dining Room, Family Room, Laundry Room, Library, Master Bath, Office, Workshop
Heating & Cooling
Heating: Forced Air, Propane ButaneAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: HardwoodGated Entry
Appliances & Utilities
Cable ReadyDishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace
Windows, Doors, Floors & Walls
Double Paned Windows
Security
Security System

Exterior Features

Exterior Home Features
Roof: Shake ShingleExterior: WoodLawnPorch
Parking & Garage
Parking Spaces: 3

Property Information

Year Built
Year Built: 1850Year Updated: 2010
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 8.17 acres

Price and Tax history

DateEventPrice
Feb 17, 2022
Source: N/A
Sold
$2,000,000
Oct 18, 2006
Source: N/A
Sold
$675,000

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 29 Tranquility Rd

  • What is 29 Tranquility Rd estimated to be worth?
    Trulia's estimated value for 29 Tranquility Rd in Middlebury, CT is $1,773,100.
  • What is the price history for 29 Tranquility Rd?
    29 Tranquility Rd in Middlebury, CT last sold for $2,000,000 in February 2022.
  • 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 29 Tranquility Rd have air conditioning?
    Yes, 29 Tranquility Rd in Middlebury, CT has air conditioning.
  • Does 29 Tranquility Rd have laundry facilities?
    Yes, 29 Tranquility Rd in Middlebury, CT has in-unit laundry.

Apartments for Rent

Skip to last item
Skip to first item

Off Market Homes Near 29 Tranquility Rd

Skip to last item
Skip to first item

Homes for sale near 29 Tranquility Rd

Skip to last item
Skip to first item
Skip to last item
  • Results are loading
Skip to first item