424 Chamberlain Road, Middletown, CT 06457
OFF MARKET

424 Chamberlain Road
Middletown, CT 06457

  • 3 Beds
  • 2.5 Baths
  • 2,095 sqft (on 1.10 acres)

$647,100

Trulia Estimate
as of May 22, 2026
Est. Refi. Payment $4,362/mo*
Refinance Your Home

$647,100

Trulia Estimate
as of May 22, 2026
Est. Refi. Payment $4,362/mo*
Refinance Your Home
3 Beds
2.5 Baths
2,095 sqft
(on 1.10 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Custom built Farmhouse offers quality and style to please. White cabinets, Granite, Stainless Steel appliances, hardwood, fireplace, laundry room, primary bedroom suite on first floor. Beautiful wrap around front porch, covered rear porch - level lot in South Farms Area. What makes property unique is the 30x100 (completely remodeled) Chestnut pegged post and beam barn with 3 garage bays, open storage and the Brick Silo which is a piece of history from the farm that once was. Maintenance free decking, composite impression siding
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from April 18, 2024

Home Highlights

Parking
Garage
Outdoor
Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 424 Chamberlain Road

Interior Features

Interior Details
Basement: FullNumber of Rooms: 7Types of Rooms: Master Bedroom, Bedroom, Dining Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 2095 Square Feet
Appliances & Utilities
Appliances: Gas Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer, Tankless Water HeaterDishwasherDryerLaundry: Main LevelMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Forced Air,PropaneHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 1Has a Fireplace
Windows, Doors, Floors & Walls
Window: Thermopane Windows

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: Covered, Deck, Wrap AroundOther Structures: Barn(s)Foundation: Concrete PerimeterNo Private Pool
Parking & Garage
Number of Garage Spaces: 3Number of Covered Spaces: 3No CarportHas a GarageNo Attached GarageHas Open ParkingParking Spaces: 6Parking: Barn,Circular Driveway,Gravel
Frontage
Not on Waterfront
Water & Sewer
Sewer: Septic Tank
Finished Area
Finished Area (above surface): 2095 Square Feet

Property Information

Year Built
Year Built: 2015
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial,Farm House
Building
Construction Materials: Vinyl SidingNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 2392694

Price & Status

Price
List Price: $515,000
Status Change & Dates
Off Market Date: Mon Jan 15 2024Possession Timing: Negotiable

Active Status

MLS Status: Closed

Location

Direction & Address
City: Middletown
School Information
Elementary School: BielefieldJr High / Middle School: Per Board of EdHigh School: Middletown

Agent Information

Buyer Agent
Buyer Company Name: Vogel Team At William Raveis Real Estate

Building

Building Area
Building Area: 2095 Square Feet

Community

Community Features: Lake, Medical Facilities, Park, Playground, Private School(s), Shopping/Mall, Stables/Riding
Other
Playground

HOA

No HOA

Lot Information

Lot Area: 1.1 Acres

Energy

Energy Efficiency Features: Windows

Miscellaneous

BasementMls Number: 170605772Attic: Access Via HatchAbove Grade Unfinished Area: 2095

Additional Information

LakeMedical FacilitiesParkPlaygroundPrivate School(s)Shopping/MallStables/Riding
Last check for updates: about 11 hours ago
Listed by Kerry L. Hart, (860) 604-7972
William Raveis Real Estate, (860) 258-6202
Bought with: Kerry L. Hart, (860) 604-7972, William Raveis Real Estate, (860) 258-6202
Source: Smart MLS, MLS#170605772

Price History for 424 Chamberlain Road

DatePriceEventSource
02/27/2024$500,000Sold
Smart MLS #170605772
02/19/2024$515,000PendingToActiveWilliam Raveis Real Estate, Mortgage & Insurance #170605772
01/16/2024$515,000PendingWilliam Raveis Real Estate, Mortgage & Insurance #170605772
10/20/2023$515,000Listed For SaleSmart MLS #170605772
04/15/2023ListingRemovedSmart MLS #170562254
04/12/2023$499,900Listed For SaleSmart MLS #170562254
02/24/2023ListingRemovedBerkshire Hathaway HomeServices New England Properties
02/10/2023$499,900ContingentBerkshire Hathaway HomeServices New England Properties #170535059
01/02/2023$499,900PriceChange
Smart MLS #170535059
11/14/2022$500,000Listed For SaleSmart MLS #170535059
10/01/2022ListingRemovedSmart MLS #170505164
08/25/2022$574,000PriceChange
Smart MLS #170505164
07/01/2022$599,000Listed For SaleSmart MLS #170505164
06/04/2022ListingRemovedSmart MLS #170476139
03/31/2022$599,000Listed For SaleSmart MLS #170476139
07/08/2018$424,000ListingRemovedAgent Provided
06/30/2018$424,000Listed For SaleAgent Provided
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Property Tax and Assessment

Year2025
Tax$15,263
Assessment$412,400
Home facts updated by county records

Comparable Sales for 424 Chamberlain Road

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
389 Chamberlain Road, Middletown, CT
0.06
Single-Family Home
$475,000
08/21/25
3
2
2,275
31 Sherman Lee Drive, Middletown, CT
0.22
Single-Family Home
$502,500
06/20/25
3
2.5
2,064
80 Elizabeth Lane, Middletown, CT
0.38
Single-Family Home
$535,000
12/08/25
3
3
2,310
955 Chamberlain Hill Road, Middletown, CT
0.61
Single-Family Home
$540,000
12/05/25
4
2.5
2,626
779 Millbrook Road, Middletown, CT
0.50
Single-Family Home
$405,000
11/21/25
4
2
2,674
166 Elizabeth Lane, Middletown, CT
0.39
Single-Family Home
$407,000
11/19/25
3
2
1,426
1037 Bartholomew Road, Middletown, CT
0.71
Single-Family Home
$450,000
09/05/25
4
2.5
2,542
44 Trailside Crossing, Middletown, CT
0.82
Single-Family Home
$635,000
01/29/26
4
2.5
2,356
8 Roberta Drive, Middletown, CT
0.40
Single-Family Home
$357,000
08/01/25
3
1.5
1,584

Nearby homes

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Assigned Schools

These are the assigned schools for 424 Chamberlain Road.
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 Middletown

At least 386 Trulia users voted on each feature.

  • 84 % Say it's dog friendly

  • 82 % Say car is needed

  • 74 % Say parking is easy

  • 73 % Say there's holiday spirit

  • 71 % Say there are sidewalks

  • 62 % Say yards are well-kept

  • 62 % Say people would walk alone at night

  • 61 % Say streets are well-lit

  • 61 % Say kids play outside

  • 55 % Say it's quiet

  • 52 % Say it's walkable to restaurants

  • 49 % Say there's wildlife

  • 48 % Say neighbors are friendly

  • 42 % Say they plan to stay for at least 5 years

  • 38 % Say it's walkable to grocery stores

  • 23 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Travis Thomas
    "The people are very very nice. I am very comfortable here . Not afraid to leave the front door open or the slider to the deck"
    0
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  • James.sargeant30
    "My friend lives there she loves it very much good place to live with family everyone works and goes to school"
    0
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  • Julia Taylor
    "very easy to get to and from work when living in middletown! I work in Cheshire. Just hop onto 691 and in 15 min you’re there. "
    0
    Flag
  • Calm Teacher
    "Good schools for the most part and safe neighborhoods. Students don’t have to wear uniforms. The town has a lot of nice parks. "
    0
    Flag
  • Life Withsymph
    "You get to see the dogs being walked and you can pet them and talk to the owners build bonds , you will be able to see all different types of dogs and mixes "
    0
    Flag
  • Phyloren
    "Watch your children it is not safe. The schools have fights every day. The learning atmosphere is is awful. "
    0
    Flag
  • Kelly Capone
    "I haven’t lived here long and I’m not exactly sure what community events make my neighborhood special. "
    2
    Flag
  • Dlc.marie0816
    "I moved out here in June and I definitely love it.. feels like a nice place for my family, specially my kids"
    0
    Flag
  • Trulia User
    "There are dog parks everywhere, and plenty of places to walk uour dog. Even if you are in an apartment "
    3
    Flag
  • Michael W. W.
    "Wadsworth mansion has many trails. They have several public events in the summer time. There are two other state parks very close that are easily accessible by foot or car. Main Street has many restaurants that offer dine-in, carry out and delivery."
    12
    Flag
  • Joseph V.
    "Middletown is a town that has enjoyable events such as the weekly farmers market the the fall festival and during Christmas time they put up the huge Christmas trees "
    3
    Flag
  • Marquis W. G.
    "My neighborhood is surrounded by semi luxury condos and townhouses full of hard working families. Very family oriented and very peaceful. I love it here!"
    3
    Flag
  • Ishmaila L.
    "Dog owners will like the space made to them to run around and exercise. There are also doggy bags available to help pick up dog waste."
    2
    Flag
  • Marquis W. G.
    "I just moved here recently and I love the community and neighbors. The property is very clean and the neighborhood feels very family oriented "
    0
    Flag
  • Francheska M.
    "Neighbors are very friendly with a really good community sense. Conveniently close to stores and park. "
    0
    Flag
  • Shelby W.
    "The commute downtown on public transportation has changed and not as Easy. Driving downtown is 5-7 minutes. Walking is a half hour. "
    0
    Flag
  • ISA M.
    "School system is awesome in Middletown Ct. You can walk around at night time and still feel safe! I like it that much!"
    0
    Flag
  • Sekernan
    "I drive about 7 or 8 miles to work. Traffic depends on day and time of day. Never too bad. Takes 11-15 minutes to get there. I am able to walk to some stores and laundromats in the area, sidewalks make this safe"
    0
    Flag
  • Richard D.
    "The is a walking/biking trail and a dog park. Nice clean areas safe for walking and locations for waste disposal."
    0
    Flag
  • Christina Y.
    "The schools are awesome for elementary and high school and college.The food here in the restaurants are good too."
    2
    Flag
  • Chelsea C.
    "it’s good but I drive there’s never much traffic which is good and easy to get to work and drive kids to school"
    1
    Flag
  • Michelle E. B.
    "my neighborhood has access to transportation, stores, schools, hospital and is close to downtown. "
    1
    Flag
  • Marisa
    "commute is pretty good, surrounded by plenty of stores and easy access to many restaurants and everything one could need"
    0
    Flag
  • Trevor N.
    "We live near wadsworth mansion so they often have public concerts, vendors, ect. Snow school is right down the road as well. "
    1
    Flag
  • Marisa
    "i think it’s a great place to own a dog .. i have a chocolate lab myself and their are tons of sidewalks and a bike trail as well. everyone’s pretty friendly & clean up after their dogs as well"
    0
    Flag
  • Frankie T.
    "Lots of pups here in Middletown and even some dog-friendly restaurant patios! Our dog loves the walkable North End."
    1
    Flag
  • Molinaronijhana
    "We have bike shows, Christmas carriage rides and a huge tree for Christmas, trick or treating on main st and a wonderful YMCA "
    1
    Flag
  • Shellycato19
    "A lot of dogs living in the area. Not a lot of places to really run, but nice places to take a long and peaceful walk. Unfortunately a lot of owners don’t clean up after their dogs, but it’s starting g to get a little better. Overall a decent place to have pups. "
    1
    Flag
  • Shewarrens
    "It’s a beautiful place to live , It’s a very nice place to grow your kids there’s of restaurant and park and transportation if you don’t drive"
    2
    Flag
  • Asweetrdrm
    "It's a good place to live, low crime rate. Neighbors are friendly. Plenty of kids and close to schools"
    1
    Flag
  • Kurt.r.wentzell
    "There’s not a lot of traffic on my street. A lot of the neighbors have dogs and you always see people walking their dogs on leashes. There’s also a park just down the street."
    1
    Flag
  • Qcockrell
    "more activities for the kids to keep them busy and there need to be more job opportunities for the ones that are looking for a job"
    1
    Flag
  • Lisa C.
    "the neighborhood is a private road with only 1 way in/out. everyone knows everyone. no crime all neighbors have lived here since 1950s and passed houses down through generations. the elementary school is in walking distance safe neighborhood where children could play in the road and not have to worry about traffic"
    2
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  • Wolver1068.jb
    "We have a great town to raise children in and is rated one of top towns in the United States for raising children. Lots of his Tory in town and the surrounding areas. Great place to have a family vacation!"
    0
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  • Alnoor R.
    "Decent schools,safe, plenty of kid friendly space. Property taxes are high in CT. Job marked is tepid at best"
    0
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  • Jagalpure.prafull
    "Nice city and nebourhood. Good parks nearby. very well connected to major highways. Boston and New York are nearest best cities to explore. "
    0
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  • Brian
    "great central location in CT, close to downtown and highways. quiet neighborhood, but properties very close together"
    0
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  • Kathy
    "Best restaurant and nightlife scene in the area. outstanding, unique restaurants and small businesses. Plenty of daytime family events on Main street like car shows, bike shows, Christmas tree lighting. Vibrant, diverse community in a college town with a lot of great history that is still celebrated."
    0
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  • Mhasbro13
    "I’ve lived in this community for 4 years. I love the amenities offered to us. My neighbors are very friendly. Most everyone will say hello when they see you, even if they don’t know you. Great place to liven."
    0
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  • Leonardo V.
    "It is a very safe place to live..also shopping is close. The neighbors are friendly and very courteous.."
    0
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Apartments for Rent

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Homes for sale near 424 Chamberlain Road

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Off Market Homes Near 424 Chamberlain Road

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IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.

Homes for rent near 424 Chamberlain Road

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424 Chamberlain Road, Middletown, CT 06457 is a 3 bedroom, 3 bathroom, 2,095 sqft single-family home built in 2015. This property is not currently available for sale. 424 Chamberlain Road was last sold on Feb 27, 2024 for $500,000 (3% lower than the asking price of $515,000). The current Trulia Estimate for 424 Chamberlain Road is $647,100.