27 Barbara Road, Middletown, CT 06457
SOLD
APR 29, 2026

27 Barbara Road
Middletown, CT 06457

  • 5 Beds
  • 2 Baths
  • 2,052 sqft

$332,500

Last Sold: Apr 29, 2026
1% over list $330K
$162/sqft
Est. Refi. Payment $2,282/mo*
Refinance Your Home

$332,500

Last Sold: Apr 29, 2026
1% over list $330K
$162/sqft
Est. Refi. Payment $2,282/mo*
Refinance Your Home
5 Beds
2 Baths
2,052 sqft

Local Information

  • Map ViewExplore the area around 27 Barbara Road.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Calling all investors! Duplex located in residential neighborhood with tenants already in place! Two side by side units, both townhouse style. Detached garage and ample yard space makes this a unique and appealing piece of property. Many recent updates in both units, including new flooring & partial roof repair completed in 2025. Both units have enclosed porches in the front and back of house. Tenants would like to stay and have long term lease history. Cash or conventional financing preferred.
27 Barbara Road, Middletown, CT 06457 is a 5 bedroom, 2 bathroom, 2,052 sqft multi-family built in 1900. It last sold for $332,500 on Apr 29, 2026 (1% above the $329,900 asking price). More recently, it was listed as a rental in March 2015 with an asking price of $850 per month. That rental listing was removed on March 25, 2015. It is currently off market. The Trulia Estimate is $335,100, with a rent estimate of $1,955/month.

Home Highlights

Parking
Garage
Outdoor
Porch
A/C
Heating & Cooling
HOA
None
Price/Sqft
$162/sqft
Listed
180+ days ago

Home Details for 27 Barbara Road

Interior Features

Interior Details
Basement: Partial,Hatchway Access,Interior EntryNumber of Rooms: 10
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 2052 Square Feet
Appliances & Utilities
Appliances: Electric Water HeaterLaundry: In Unit
Heating & Cooling
Heating: Forced Air,OilHas CoolingAir Conditioning: Ceiling Fan(s),Window Unit(s)Has HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 1Has a Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: Enclosed, PorchFoundation: Concrete PerimeterNo Private Pool
Parking & Garage
Number of Garage Spaces: 1Number of Covered Spaces: 1No CarportHas a GarageNo Attached GarageParking Spaces: 1Parking: Detached
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 2052 Square Feet

Property Information

Year Built
Year Built: 1900
Property Type / Style
Property Type: Residential IncomeProperty Subtype: Multi FamilyArchitecture: Units are Side-by-Side
Building
Construction Materials: Aluminum SidingNot a New ConstructionAttached To Another StructureDoes Not Include Home Warranty
Property Information
Parcel Number: 1003478

Price & Status

Price
List Price: $329,900Price Per Sqft: $162/sqft
Status Change & Dates
Off Market Date: Tue Mar 24 2026Possession Timing: Negotiable

Active Status

MLS Status: Closed

Location

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

Building

Building Area
Building Area: 2052 Square Feet

Community

Community Features: Near Public Transport, Library, Medical Facilities, Park

HOA

No HOA

Lot Information

Lot Area: 8712 sqft

Miscellaneous

BasementMls Number: 24142315Attic: NoneAttribution Contact: (860) 918-1555Above Grade Unfinished Area: 2052Activation Date: Sat Dec 06 2025

Additional Information

Near Public TransportLibraryMedical FacilitiesPark
Last check for updates: about 1 hour ago
Listed by Karen L. Kesten, (860) 918-1555
William Raveis Real Estate, (860) 344-1658
Bought with: Karan Desai, (917) 319-3044, Coldwell Banker Realty, (860) 644-2461
Source: Smart MLS, MLS#24142315

Price History for 27 Barbara Road

DatePriceEventSource
04/29/2026$332,500Sold
Smart MLS #24142315
03/24/2026$329,900PendingSmart MLS #24142315
02/23/2026$329,900PendingToActiveSmart MLS #24142315
12/19/2025$329,900PendingSmart MLS #24142315
12/06/2025$329,900Listed For SaleSmart MLS #24142315
07/05/2019$149,000Sold
Smart MLS #170148311
01/18/2019$164,900PriceChange
Agent Provided
12/07/2018$170,000Listed For SaleAgent Provided
05/27/2018$159,000ListingRemovedAgent Provided
05/03/2018$159,000Listed For SaleAgent Provided
03/25/2015$850ListingRemovedAgent Provided
03/13/2015$850Listed For RentAgent Provided
10/14/2014$850ListingRemovedAgent Provided
09/30/2014$850Listed For RentAgent Provided
09/21/1988$158,000Sold
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$5,310
Assessment$136,510
Home facts updated by county records

Comparable Sales for 27 Barbara Road

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
195 Liberty Street, Middletown, CT
0.94
Multi-Family Home
$291,000
11/14/25
6
2
2,434
171 Lincoln Street, Middletown, CT
0.99
Multi-Family Home
$430,000
07/30/25
6
2
3,121
394 High Street, Middletown, CT
1.13
Multi-Family Home
$387,000
11/25/25
5
2
2,953
410 High Street, Middletown, CT
1.13
Multi-Family Home
$350,000
12/05/25
4
2
1,924
324 Washington Street, Middletown, CT
0.82
Multi-Family Home
$582,000
07/13/26
6
3
2,636
56-58 Green Street, Middletown, CT
1.43
Multi-Family Home
$317,777
03/19/26
5
2
2,232
162 Liberty Street, Middletown, CT
1.02
Multi-Family Home
$225,000
06/26/26
4
2
2,186

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 27 Barbara 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"
    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
  • 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
    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

47 pet-friendly rentals in Middletown, CT

Explore by feature - Garage

8 rentals with a garage in Middletown, CT

Explore by feature - Air Conditioning

45 rentals with air conditioning in Middletown, CT

Explore by feature - Pool

14 rentals with a pool in Middletown, CT

Explore by feature - Washer/dryer

64 rentals with a washer/dryer in Middletown, CT

Homes for sale near 27 Barbara Road

Skip to last item
Skip to first item

Off Market Homes Near 27 Barbara 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.