665 Main St, Middlefield, CT 06455
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Property image
OFF MARKET

665 Main St
Middlefield, CT 06455

  • 4 Beds
  • 5 Baths
  • 5,103 sqft (on 3.19 acres)

$942,300

Trulia Estimate
as of Aug 4, 2026
Est. Refi. Payment $6,396/mo*
Refinance Your Home

$942,300

Trulia Estimate
as of Aug 4, 2026
Est. Refi. Payment $6,396/mo*
Refinance Your Home
4 Beds
5 Baths
5,103 sqft
(on 3.19 acres)

Local Information

  • Map ViewExplore the area around 665 Main St.
  • Schools1 Preschool School3 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1988
Lot Size
3.19 acres
Living Area
5,103 sqft
Price/Sqft
$185
Parking
Garage

About this House

OWN A PIECE OF HISTORY. The Peter Butler Homestead is a unique historical treasure. This spectacular estate in the country, yet centrally located to NYC and Boston, sits on over 3 acres and is surrounded by stone walls, creating privacy and peace, & tranquility. The 18th century vintage home has been impeccably restored, keeping many of the original components, but seamlessly blending old & new. The thoughtful design and construction of every room will amaze you. Lamp posts from downtown Philadelphia and an exquisite staircase from Newport RI grace the property, along with many other pieces saved from area properties. The home offers 5 fireplaces including one in the Master Bedroom and Au Pair Suite. The chef's kitchen is equipped with SieMatic custom cabinetry imported from Germany, Vermont marble counters, Italian marble back-splash, high-end appliances & more. The property is walking distance to Lyman Orchards where you can go apple picking or golf at one of 2 world class golf courses. Hike at Mount Higby or enjoy boating and other water sports at Lake Beseck. Powder Ridge Ski Resort, horseback riding, and wineries are also very close by. Close to Choate & other private schools. Property cost twice as much to build as the listed price! For virtual tour click on movie reel at the top. For a private showing, text MRGhome to 59559 to schedule today.
665 Main St, Middlefield, CT 06455 is a 4 bedroom, 6 bathroom, 5,103 sqft single-family home built in 1988. It last sold for $650,000 on Mar 31, 2020. It is currently off market. The Trulia Estimate is $942,300, with a rent estimate of $6,165/month.

Home Details for 665 Main St

Interior Features

Interior Details
BasementNumber of Rooms: 10Types of Rooms: Walk In Closet, Dining Room, Family Room, Laundry Room, Master Bath, Mud Room, Office, Pantry, Recreation Room, Solarium Atrium, Sun RoomWet BarCeiling Fan
Heating & Cooling
Heating: Baseboard, Forced Air, Electric, Oil, Other, Wood PelletAir ConditioningCooling System: CentralHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Carpet, Hardwood
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: WoodLawnPatioPorchSprinkler System
Pool
Pool
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 1988
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 3.19 acres

Price History for 665 Main St

DatePriceEventSource
03/31/2020$650,000Sold
Smart MLS #170225299
10/03/2018$849,900ListingRemovedAgent Provided
10/18/2017$849,900PriceChange
Agent Provided
05/09/2017$849,999PriceChange
Agent Provided
04/26/2017$850,000Listed For SaleAgent Provided
03/02/2017$895,000ListingRemovedAgent Provided
12/24/2015$895,000PriceChange
Agent Provided
12/14/2015$1,275,000PriceChange
Agent Provided
10/26/2015$1,385,000Listed For SaleAgent Provided
08/14/2015$995,000ListingRemovedAgent Provided
12/16/2014$995,000PriceChange
Agent Provided
08/12/2014$1,150,000Listed For SaleAgent Provided
06/09/2014$1,585,000ListingRemovedAgent Provided
05/10/2014$1,585,000Listed For SaleAgent Provided
03/10/2014$1,585,000ListingRemovedAgent Provided
12/24/2013$1,585,000PendingAgent Provided
06/10/2013$1,585,000Listed For SaleAgent Provided
10/26/2012$1,585,000ListingRemovedAgent Provided
08/01/2012$1,585,000PriceChange
Agent Provided
12/24/2011$1,385,000Listed For SaleAgent Provided

Market trends in Middlefield

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
5
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Property Tax and Assessment

Year2025
Tax$14,513
Assessment$487,000
Home facts updated by county records

Comparable Sales for 665 Main St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
5 Race Track Hollow, Middlefield, CT
0.41
Single-Family Home
$705,000
04/24/26
4
3.5
2,806
11 Pond Meadow Place, Middlefield, CT
0.83
Single-Family Home
$711,000
11/07/25
4
3.5
3,363
32 Powder Hill Road, Middlefield, CT
0.75
Single-Family Home
$550,000
08/28/25
3
2.5
2,812
176R Skeet Club Road, Durham, CT
1.29
Single-Family Home
$900,000
11/21/25
4
4.5
3,598
7 Greenview, Middlefield, CT
1.12
Single-Family Home
$915,000
12/05/25
4
3
5,288
68 Brittany Drive, Durham, CT
1.21
Single-Family Home
$658,000
05/28/26
3
3
3,108
107 Main St, Middlefield, CT
0.37
Single-Family Home
$382,500
06/01/26
3
2
1,200
121 Powder Hill Road, Middlefield, CT
0.66
Single-Family Home
$246,000
05/27/26
3
1.5
1,642
20 Mack Road, Middlefield, CT
1.27
Single-Family Home
$415,000
09/30/25
4
3.5
2,776
41 Day School Drive, Middlefield, CT
1.36
Single-Family Home
$645,000
01/12/26
3
2.5
2,949

Nearby homes

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Assigned Schools

These are the assigned schools for 665 Main St.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Middlefield

At least 15 Trulia users voted on each feature.

  • 100 % Say there's holiday spirit

  • 100 % Say car is needed

  • 93 % Say yards are well-kept

  • 90 % Say it's dog friendly

  • 84 % Say parking is easy

  • 83 % Say people would walk alone at night

  • 81 % Say there's wildlife

  • 76 % Say kids play outside

  • 75 % Say it's quiet

  • 63 % Say neighbors are friendly

  • 58 % Say they plan to stay for at least 5 years

  • 50 % Say there are community events

  • 39 % Say it's walkable to restaurants

  • 19 % Say streets are well-lit

  • 12 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Christina
    "Great area to walk dogs and meet other dogs. We have a dog park as well and lots of walking and hiking trails "
    0
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  • Kelican8621
    "Lived here for 7-8 years. Elementary through high school years actually. Great place to grow up and raise a family. The park in the center of town is well maintained and continually is adding additional activities for the community "
    1
    Flag
  • Mazie123b
    "Middlefield is a great town. Everyone is very friendly and neighborly and it is overall a safe place to live. "
    1
    Flag
  • Beannbeann
    "Great neighborhood. Every one is friendly. Nice area to take walks. No car traffic. And only a few miles from shopping. "
    1
    Flag
  • Beannbeann
    "Great area to walk your dog around and there’s a dog park within two miles from this area by the lake"
    0
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  • Beannbeann
    "Great small town to raise children. Close to shopping and highways but far enough away that you feel your living in the country. "
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  • Beannbeann
    "I’ve lived in this neighborhood for 18 years now and it’s great. Friendly neighbors. Houses are close enough to walk from house to house but most properties are at least a half acre or more. Great area for kids to grow up in. "
    0
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  • Mazie B.
    "People are constantly walking their dogs around the neighborhood. There are no sidewalks, but there are plenty of nice, quiet, open streets. "
    0
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  • Debi W.
    "Lived here almost all my life - love small-town living! You can always count on your neighbors to be there for you. Quiet and tranquil - but close to big cities!"
    3
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  • Lisareed2018
    "My family has lived in this town for more than 100 years. I love this little town. Good schools, great homeownership ratio, nice homes with good sized yards, skiing, recreation, nestled in the country, but close enough to cities, too! "
    0
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Apartments for Rent

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Homes for sale near 665 Main St

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Off Market Homes Near 665 Main St

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