281 Old Mill Road, Middletown, CT 06457
OFF MARKET

281 Old Mill Road
Middletown, CT 06457

  • 3 Beds
  • 2.5 Baths
  • 1,902 sqft (on 0.61 acres)

$429,400

Trulia Estimate
as of Jul 29, 2026
Est. Refi. Payment $2,963/mo*
Refinance Your Home

$429,400

Trulia Estimate
as of Jul 29, 2026
Est. Refi. Payment $2,963/mo*
Refinance Your Home
3 Beds
2.5 Baths
1,902 sqft
(on 0.61 acres)

Local Information

  • Map ViewExplore the area around 281 Old Mill Road.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1959
Lot Size
0.61 acres
Living Area
1,902 sqft
Price/Sqft
$226
Parking
2 Car Garage

About this House

Take a look at this lovely split level home close to shopping and other amenities. The large living room has a fireplace and built in bookshelves. The kitchen is a nice size and has room for a breakfast table. There is a formal dining room and both this and the living rooms have hardwood flooring under the carpeting. Relax in the oversized lower level family room. There is a half bath on this level and door to the yard. The primary bedroom is spacious and has a full bathroom with shower. There are 2 more large bedrooms on the upper level plus the main bathroom with a tub. There is access to attic storage from the upper hallway. Natural gas utilities, Heated garage, Newer windows and roof, Buderus boiler with 3 zone heat, Standby Generator. Wow, don't miss viewing this amazing home!
281 Old Mill Road, Middletown, CT 06457 is a 3 bedroom, 3 bathroom, 1,902 sqft single-family home built in 1959. It last sold for $410,000 on Sep 29, 2025 (4% above the $394,800 asking price). It is currently off market. The Trulia Estimate is $429,400, with a rent estimate of $3,400/month.

Home Details for 281 Old Mill Road

Interior Features

Interior Details
Basement: Full,UnfinishedNumber of Rooms: 7Types of Rooms: Master Bedroom, Bedroom, Dining Room, Family 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: 1902 Square Feet
Appliances & Utilities
Appliances: Gas Cooktop, Oven/Range, Range Hood, Refrigerator, Dishwasher, Gas Water Heater, Water HeaterDishwasherLaundry: Lower LevelRefrigerator
Heating & Cooling
Heating: Hot Water,Natural GasHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Hot Water
Fireplace & Spa
Number of Fireplaces: 1Has a Fireplace
Levels, Entrance, & Accessibility
Levels: Multi/Split

Exterior Features

Exterior Home Features
Roof: AsphaltFoundation: Concrete PerimeterNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageParking Spaces: 2Parking: Attached
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 1902 Square Feet

Property Information

Year Built
Year Built: 1959
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Split Level
Building
Construction Materials: Aluminum SidingNot a New ConstructionIncludes Home Warranty
Property Information
Parcel Number: 1004085

Price & Status

Price
List Price: $394,800
Status Change & Dates
Off Market Date: Mon Aug 18 2025Possession Timing: Immediate

Active Status

MLS Status: Closed

Location

Direction & Address
City: MiddletownCommunity: Westfield
School Information
Elementary School: Per Board of EdHigh School: Per Board of Ed

Building

Building Area
Building Area: 1902 Square Feet

Community

Community Features: Near Public Transport, Shopping/Mall

HOA

No HOA

Lot Information

Lot Area: 0.61 acres

Miscellaneous

BasementMls Number: 24118408Attic: Access Via HatchAbove Grade Unfinished Area: 1902

Additional Information

Near Public TransportShopping/Mall
Last check for updates: about 15 hours ago
Listed by Rick Berkenstock, (860) 930-3469
Century 21 AllPoints Realty, (860) 228-9425
Lyn Stuart, (860) 306-7568
Century 21 AllPoints Realty, (860) 228-9425
Bought with: Sarah Murphy, (315) 212-9812, William Raveis Real Estate, (860) 344-1658
Source: Smart MLS, MLS#24118408

Price History for 281 Old Mill Road

DatePriceEventSource
09/29/2025$410,000Sold
Smart MLS #24118408
08/18/2025$394,800PendingSmart MLS #24118408
08/15/2025$394,800Listed For SaleSmart MLS #24118408
06/19/1992$150,000Sold
N/A

Market trends in Middletown

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$293K
$11.67KMoM
Sale-to-List Price
103.3%
0.9%MoM
Price per sq ft
$236
$1MoM
Available listings
92
8MoM
Skip to last item
  • Results are loading
Skip to first item

Property Tax and Assessment

Year2025
Tax$7,758
Assessment$199,440
Home facts updated by county records

Comparable Sales for 281 Old Mill Road

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
152 Old Mill Road, Middletown, CT
0.24
Single-Family Home
$355,000
08/29/25
3
2
1,748
325 Barbara Road, Middletown, CT
0.09
Single-Family Home
$355,000
07/24/26
3
1.5
1,836
88 Bailey Road, Middletown, CT
0.30
Single-Family Home
$390,000
07/16/26
3
2
2,242
18 Phedon Parkway, Middletown, CT
0.23
Single-Family Home
$303,500
01/21/26
3
2
1,898
22 Belvidere Terrace, Middletown, CT
0.29
Single-Family Home
$408,000
10/15/25
3
2.5
1,960
136 Westfield Street, Middletown, CT
0.15
Single-Family Home
$330,000
01/13/26
4
2
1,225
85 Westmont Drive, Middletown, CT
0.33
Single-Family Home
$345,000
11/12/25
3
2
1,416
Lot 8 Nathan Hale Road, Middletown, CT
0.26
Single-Family Home
$499,900
05/29/26
3
2
1,540

Nearby homes

Get a sense of prices in the area by checking nearby homes.
Skip to last item
Skip to first item

Assigned Schools

These are the assigned schools for 281 Old Mill 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 387 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.
  • Amy Gallina
    "I commute three days per week to Hartford and it's about a 25 minute drive both ways"
    0
    Flag
  • 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"
    1
    Flag
  • James.sargeant30
    "My friend lives there she loves it very much good place to live with family everyone works and goes to school"
    0
    Flag
  • 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
  • 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
    Flag
  • 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
    Flag
  • Alnoor R.
    "Decent schools,safe, plenty of kid friendly space. Property taxes are high in CT. Job marked is tepid at best"
    0
    Flag
  • 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
    Flag
  • Brian
    "great central location in CT, close to downtown and highways. quiet neighborhood, but properties very close together"
    0
    Flag
  • 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
    Flag
  • 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
    Flag
  • Leonardo V.
    "It is a very safe place to live..also shopping is close. The neighbors are friendly and very courteous.."
    0
    Flag

LGBTQ Local Legal Protections

Apartments for Rent

Skip to last item
Skip to first item

Explore by feature - Pet Friendly

48 pet-friendly rentals in Middletown, CT

Explore by feature - Garage

7 rentals with a garage in Middletown, CT

Explore by feature - Air Conditioning

37 rentals with air conditioning in Middletown, CT

Explore by feature - Pool

10 rentals with a pool in Middletown, CT

Explore by feature - Washer/dryer

44 rentals with a washer/dryer in Middletown, CT

Homes for sale near 281 Old Mill Road

Skip to last item
Skip to first item

Off Market Homes Near 281 Old Mill Road

Skip to last item
Skip to first item
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.