88 Bailey Road, Middletown, CT 06457
SOLD
JUL 16, 2026

88 Bailey Road
Middletown, CT 06457

  • 3 Beds
  • 2 Baths
  • 2,242 sqft (on 0.53 acres)

$390,000

Last Sold: Jul 16, 2026
12% over list $349K
$174/sqft
Est. Refi. Payment $2,686/mo*
Refinance Your Home

$390,000

Last Sold: Jul 16, 2026
12% over list $349K
$174/sqft
Est. Refi. Payment $2,686/mo*
Refinance Your Home
3 Beds
2 Baths
2,242 sqft
(on 0.53 acres)

Home Value

Trulia Estimate
$363K
Since last month
Decreased$28K (-7%)
Since last year
Increased$32K (+9.8%)
Since last sale
Decreased$27K (-6.8%)
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 +102% in the last 10 years
MonthEstimated value
2026
August 2026$364K
July 2026$391K
May 2026$364K
April 2026$348K
March 2026$349K
February 2026$332K
January 2026$331K
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
85 Westmont Drive, Middletown, CT
0.17
Single-Family Home
$345,000
11/12/25
3
2
1,416
325 Barbara Road, Middletown, CT
0.26
Single-Family Home
$355,000
07/24/26
3
1.5
1,836
281 Old Mill Road, Middletown, CT
0.30
Single-Family Home
$410,000
09/29/25
3
2.5
1,902
136 Westfield Street, Middletown, CT
0.15
Single-Family Home
$330,000
01/13/26
4
2
1,225
404 Newfield Street, Middletown, CT
0.35
Single-Family Home
$430,000
05/07/26
3
1.5
1,332
152 Old Mill Road, Middletown, CT
0.54
Single-Family Home
$355,000
08/29/25
3
2
1,748
27 Valley Drive, Middletown, CT
0.35
Single-Family Home
$530,000
01/09/26
3
2.5
2,204

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
104 Bailey Road, Middletown, CT 06457
0.03
$451,300
4
2
2,129
Off Market
43 Bailey Road, Middletown, CT 06457
0.09
$404,000
3
2
1,501
Off Market
231 Bailey Road, Middletown, CT 06457
0.14
$352,700
3
1.5
986
Off Market
84 Westfield Street, Middletown, CT 06457
0.13
$530,500
4
2
1,857
Off Market
136 Westfield Street, Middletown, CT 06457
0.15
$330,000
4
2
1,225
Recently Sold
49 Brookview Lane, Middletown, CT 06457
0.12
$588,400
3
3.5
2,639
Off Market
33 Brookview Lane, Middletown, CT 06457
0.11
$483,100
5
3.5
2,328
Off Market
124 Westmont Drive, Middletown, CT 06457
0.15
$411,000
3
2
1,234
Off Market
75 Westmont Drive, Middletown, CT 06457
0.17
$378,200
4
2.5
1,550
Off Market
85 Westmont Drive, Middletown, CT 06457
0.17
$345,000
3
2
1,416
Recently Sold
98 Westfield Street, Middletown, CT 06457
0.18
$565,300
3
2.5
2,131
Off Market

Local Information

  • Map ViewExplore the area around 88 Bailey 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
1956
Lot Size
0.53 acres
Living Area
2,242 sqft
Price/Sqft
$174/sqft
Parking
1 Car Garage

About this House

Welcome to 88 Bailey Road in Middletown! Don't miss this fantastic opportunity to own an adorable ranch at an exceptional value. Set on 0.53 acres, this 1,252 sq. ft. home features an open floor plan with 3 bedrooms, 1 full bath, and 2 half baths, along with hardwood floors, a cozy fireplace, gas heat, central air conditioning, and city water and sewer. The basement offers a generous additional 1,000 sq. ft., providing plenty of room for future expansion. The private backyard is a true retreat, complete with perennial gardens and a Trex deck that is perfect for entertaining and outdoor gatherings. Enjoy the charm of a neighborhood setting while being just minutes from Middletown's vibrant downtown, featuring restaurants, shops, parks, a public pool, Wesleyan University, the Connecticut River, and Wadsworth Falls State Park, which offers numerous walking trails. Commuters will appreciate convenient access to major highways, as well as proximity to New Haven and Hartford. Whether you're downsizing, purchasing your first home, or seeking an investment property, this home offers endless potential to make it your own!
88 Bailey Road, Middletown, CT 06457 is a 3 bedroom, 3 bathroom, 2,242 sqft single-family home built in 1956. It last sold for $390,000 on Jul 16, 2026 (12% above the $349,000 asking price). It is currently off market. The Trulia Estimate is $363,200, with a rent estimate of $2,872/month.
Last check for updates: about 10 hours ago
Listed by Victoria Scarnuley, (203) 209-4621
Coldwell Banker Realty, (203) 452-3700
Bought with: Lori Shaer, (508) 216-3064, eXp Realty, (866) 828-3951
Source: Smart MLS, MLS#24180858

Home Details for 88 Bailey Road

Interior Features

Interior Details
Basement: Crawl Space,Full,Storage Space,ConcreteNumber of Rooms: 6Types of Rooms: Master Bedroom, Bedroom, Bathroom, Dining Room, Kitchen, Living Room, Rec Play Room
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 3Number of Bathrooms (full): 1Number of Bathrooms (half): 2
Dimensions and Layout
Living Area: 2242 Square Feet
Appliances & Utilities
Utilities: Cable AvailableAppliances: Gas Range, Refrigerator, Washer, Dryer, Gas Water Heater, Water Heater, HumidifierDryerLaundry: Lower LevelRefrigeratorWasher
Heating & Cooling
Heating: Baseboard,Gas on Gas,Hot Water,Gas In Street,Natural GasHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Baseboard
Fireplace & Spa
Number of Fireplaces: 1Has a Fireplace
Windows, Doors, Floors & Walls
Window: Thermopane WindowsDoor: Storm Door(s)

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: DeckExterior: Rain Gutters, LightingFoundation: Concrete PerimeterNo Private Pool
Parking & Garage
Number of Garage Spaces: 1Number of Covered Spaces: 1No CarportHas a GarageHas an Attached GarageParking Spaces: 2Parking: Attached,Paved,Off Street,Garage Door Opener
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 1242 Square FeetFinished Area (below surface): 1000 Square Feet

Property Information

Year Built
Year Built: 1956
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Ranch
Building
Construction Materials: Vinyl Siding, Metal SidingNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 1006132

Price & Status

Price
List Price: $349,000Price Per Sqft: $174/sqft
Status Change & Dates
Off Market Date: Mon Jul 13 2026Possession Timing: Negotiable

Active Status

MLS Status: Closed

Location

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

Building

Building Area
Building Area: 2242 Square Feet

Community

Community Features: Golf, Health Club, Lake, Library, Park, Playground, Private School(s), Pool
Other
Playground

HOA

No HOA

Lot Information

Lot Area: 0.53 acres

Energy

Energy Efficiency Features: Doors, Windows

Miscellaneous

BasementMls Number: 24180858Attic: Crawl Space, Access Via HatchAttribution Contact: (203) 209-4621Above Grade Unfinished Area: 1242

Additional Information

GolfHealth ClubLakeLibraryParkPlaygroundPrivate School(s)Pool

Price and Tax history

DateEventPrice
Jul 16, 2026
Source: Smart MLS #24180858
Sold
$390,000
Jun 11, 2026
Source: Smart MLS #24180858
Listed For Sale
$349,000

Market trends in Middletown

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$329K
$35.67KMoM
Sale-to-List Price
103.7%
0.4%MoM
Price per sq ft
$241
$5MoM
Available listings
78
14MoM

Around this home

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.
  • Clutterbuck1835
    "The Leasing Office is very friendly and extremely helpful. From the application process through movein and beyond, they have answered my many, many questions patiently and with a smile. And my neighbors? After living here for one day, I made four friends and two four-legged ones. Lastly, the location couldn't be better. Everything is on Washington Street or in close proximity. Yes, I think I'm going to be very happy here!"
    0
    Flag
  • 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
  • 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

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.

Frequently asked questions about 88 Bailey Road

  • What is 88 Bailey Road estimated to be worth?
    Trulia's estimated value for 88 Bailey Road in Middletown, CT is $363,200.
  • What is the price history for 88 Bailey Road?
    88 Bailey Road in Middletown, CT last sold for $390,000 in July 2026.
  • Is Middletown a buyer's or seller's market?
    Middletown is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Middletown?
    The median sale price in Middletown is $329K. That is up $35.67K from the prior month.
  • Does 88 Bailey Road have air conditioning?
    Yes, 88 Bailey Road in Middletown, CT has air conditioning.
  • Does 88 Bailey Road have a pool?
    Yes, 88 Bailey Road in Middletown, CT has a pool.

Explore by feature - Pet Friendly

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Explore by feature - Pool

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Explore by feature - Outdoor Space

6 rentals with an outdoor space in Middletown, CT

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