249 Bailey Rd, Middletown, CT 06457
OFF MARKET

249 Bailey Rd
Middletown, CT 06457

  • 3 Beds
  • 3 Baths
  • 1,231 sqft (on 0.29 acres)

$379,000

Trulia Estimate
as of Jul 7, 2026
Est. Refi. Payment $2,585/mo*
Refinance Your Home

$379,000

Trulia Estimate
as of Jul 7, 2026
Est. Refi. Payment $2,585/mo*
Refinance Your Home
3 Beds
3 Baths
1,231 sqft
(on 0.29 acres)

Local Information

  • Map ViewExplore the area around 249 Bailey Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

This single-family home is located at 249 Bailey Rd, Middletown, CT. 249 Bailey Rd is in Middletown, CT and in ZIP code 06457. This property has 3 bedrooms, 3 bathrooms and approximately 1,231 sqft of floor space. This property has a lot size of 0.29 acres and was built in 1957.
249 Bailey Rd, Middletown, CT 06457 is a 3 bedroom, 3 bathroom, 1,231 sqft single-family home built in 1957. It last sold for $175,000 on Jan 21, 2016. It is currently off market. The Trulia Estimate is $379,000, with a rent estimate of $2,796/month.

Home Highlights

Parking
No Info
Outdoor
Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 249 Bailey Rd

Interior Features

Interior Details
BasementAtticNumber of Rooms: 8
Heating & Cooling
Heating: Forced Air, GasAir ConditioningHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Other

Property Information

Year Built
Year Built: 1957
Property Type / Style
Property Type: Single Family HomeArchitecture: Cape Cod

Community

Units in Building: 1

Lot Information

Lot Area: 0.29 acres

Price History for 249 Bailey Rd

DatePriceEventSource
01/21/2016$175,000Sold
N/A
08/14/2002$160,000Sold
Smart MLS #G291300

Market trends in Middletown

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$282K
$833MoM
Sale-to-List Price
102.3%
1.5%MoM
Price per sq ft
$235
$19MoM
Available listings
84
19MoM
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Property Tax and Assessment

Year2025
Tax
Assessment$182,330
Home facts updated by county records

Comparable Sales for 249 Bailey Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
136 Westfield Street, Middletown, CT
0.07
Single-Family Home
$330,000
01/13/26
4
2
1,225
45 Fisher Rd, Middletown, CT
0.26
Single-Family Home
$350,000
10/07/25
3
2
1,267
85 Westmont Drive, Middletown, CT
0.17
Single-Family Home
$345,000
11/12/25
3
2
1,416
26 Fisher Rd, Middletown, CT
0.28
Single-Family Home
$300,000
05/20/26
3
2
1,075
240 Barbara Road, Middletown, CT
0.27
Single-Family Home
$326,500
07/24/25
3
1.5
1,314
281 Old Mill Road, Middletown, CT
0.17
Single-Family Home
$410,000
09/29/25
3
2.5
1,902
87 Meech Rd, Middletown, CT
0.36
Single-Family Home
$232,500
05/29/26
4
3
2,369
22 Belvidere Terrace, Middletown, CT
0.41
Single-Family Home
$408,000
10/15/25
3
2.5
1,960
18 Phedon Parkway, Middletown, CT
0.34
Single-Family Home
$303,500
01/21/26
3
2
1,898
85 Meech Road, Middletown, CT
0.36
Single-Family Home
$315,000
11/25/25
3
1
1,267

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Assigned Schools

These are the assigned schools for 249 Bailey Rd.
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.

LGBTQ Local Legal Protections

Apartments for Rent

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Explore by feature - Pet Friendly

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8 rentals with a garage in Middletown, CT

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Explore by feature - Pool

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Homes for sale near 249 Bailey Rd

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Off Market Homes Near 249 Bailey Rd

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