27 Fairview Avenue, Middletown, CT 06457
Property image
Property image
FOR SALE
NEW - 1 HR AGO

$244,900

  • 4 Beds
  • 1 Bath
  • 1,235 sqft

27 Fairview Avenue, Middletown, CT 06457

Est. Mortgage $1,759/mo*
Get Pre-Qualified

Home Highlights

Single-Family Home
Built in 1934
$198/sqft
Open Parking

Local Information

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

About this House

Set on a quiet dead-end street near Wesleyan University and downtown Middletown, 27 Fairview Ave is a classic 1934 Colonial with character, convenience, and potential. This estate property features 1,235 sq ft, 4 bedrooms, 1 full bath, (with room for a 2nd bath on the upper level) and walk-in attic space. MAJOR RECENT IMPROVEMENTS INCLUDE: NEW ROOF IN 2024 (stripped & reroofed=1 layer), NEW 200 AMP ELECTRICAL SERVICE IN 2025, a NEW OIL BOILER AND OIL TANK in 2025 as well as a NEW CEILING IN both the LIVING ROOM and ONE BEDROOM, all of which creates a strong starting point for a remodel. The traditional layout offers defined living spaces, a manageable footprint, and room to bring fresh ideas to the kitchen, bath, finishes, and overall design. Its central Middletown location provides easy access to nearby campus, downtown shops, restaurants, parks, and commuter routes. Best suited for an investor or contractor. This property will not qualify for FHA or VA financing. Cash, renovation loan or conventional financing only. This home to be sold strictly AS-IS. Seller will not make any repairs. Sale is subject to Probate Court approval.
Last check for updates: about 1 hour ago
Listing courtesy of Diane Fahey, (203) 605-5098
Berkshire Hathaway NE Prop., (203) 605-5098
Source: Smart MLS, MLS#24205927
Also Listed on Smart MLS, Berkshire Hathaway HomeServices New England Properties.

Home Details for 27 Fairview Avenue

Interior Features

Interior Details
Basement: Full,UnfinishedNumber of Rooms: 7Types of Rooms: Master Bedroom, Bedroom, Bathroom, Dining Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 1Number of Bathrooms (full): 1
Dimensions and Layout
Living Area: 1235 Square Feet
Appliances & Utilities
Appliances: Oven/Range, Refrigerator, Dishwasher, Washer, Tankless Water HeaterDishwasherLaundry: Lower Level,Main LevelRefrigeratorWasher
Heating & Cooling
Heating: Hot Water,OilNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Hot Water
Fireplace & Spa
No Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: Enclosed, PorchFoundation: Block, Concrete PerimeterNo Private Pool
Parking & Garage
No CarportNo GarageNo Attached GarageHas Open ParkingParking Spaces: 2Parking: Driveway,Paved
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 1235 Square Feet

Days on Market

Days on Market: <1 day on Trulia

Property Information

Year Built
Year Built: 1934
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: Aluminum SidingNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 1011327

Price & Status

Price
List Price: $244,900Price Per Sqft: $198
Status Change & Dates
Possession Timing: Immediate

Active Status

MLS Status: Active

Location

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

Agent Information

Listing Agent
Listing ID: 24205927

Building

Building Area
Building Area: 1235 Square Feet

Community

Community Features: Medical Facilities, Park, Near Public Transport, Shopping/Mall

HOA

No HOA

Lot Information

Lot Area: 6098.4 sqft

Miscellaneous

BasementMls Number: 24205927Attic: StorageAttribution Contact: (203) 605-5098Above Grade Unfinished Area: 1235

Additional Information

Medical FacilitiesParkNear Public TransportShopping/Mall

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

Market trends in Middletown

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$351K
$21.67KMoM
Sale-to-List Price
103.6%
0.1%MoM
Price per sq ft
$236
$5MoM
Available listings
85
7MoM

Home Value

Trulia Estimate
$290K
Since last month
Decreased$5K (-1.7%)
Since last year
Increased$10K (+3.5%)
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 +98% in the last 10 years
MonthEstimated value
2026
September 2026$292K
August 2026$290K
July 2026$297K
June 2026$299K
May 2026$298K
April 2026$286K
March 2026$285K
February 2026$272K
January 2026$271K
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
236 Cross Street, Middletown, CT
0.06
Single-Family Home
$320,000
05/15/26
3
1
1,560
117 East Harold Street, Bloomfield, CT
0.15
Single-Family Home
$285,000
12/16/25
3
1
1,140
67 Butternut Street, Middletown, CT
0.27
Single-Family Home
$335,000
09/10/26
3
1
1,264
11 Huber Avenue, Middletown, CT
0.50
Single-Family Home
$298,000
11/14/25
3
1
1,102
64 High Street, Middletown, CT
0.60
Single-Family Home
$289,900
07/09/26
3
1
1,532
20 Prospect Street, Middletown, CT
0.64
Single-Family Home
$301,000
01/16/26
3
1
1,210
3 Huber Manor, Middletown, CT
0.50
Single-Family Home
$335,000
02/27/26
3
1.5
1,444
32 Bretton Road, Middletown, CT
0.55
Single-Family Home
$325,000
10/20/25
3
2
1,178
58 Jacobs Terrace, Middletown, CT
0.56
Single-Family Home
$340,000
11/14/25
2
1
969

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
5 In Town Terrace #5, Middletown, CT 06457
0.03
$344,300
3
2.5
1,555
Off Market
3 In Town Terrace #3, Middletown, CT 06457
0.04
$346,800
3
2.5
1,620
Off Market
21 In Town Terrace #21, Middletown, CT 06457
0.03
$350,200
3
2.5
1,620
Off Market
9 Intown Terrace #9, Middletown, CT 06457
0.03
$348,300
3
2.5
1,640
Off Market
11 Intown Terrace #11, Middletown, CT 06457
0.03
$352,900
3
2.5
1,620
Off Market
4 In Town Terrace #4, Middletown, CT 06457
0.03
$326,900
3
2.5
1,560
Off Market
232 Cross Street, Middletown, CT 06457
0.06
$310,700
3
1
1,485
Off Market
236 Cross Street, Middletown, CT 06457
0.06
$320,000
3
1
1,560
Recently Sold
7 Intown Terrace #7, Middletown, CT 06457
0.04
$322,700
3
2.5
1,610
Off Market
20 Intown Terrace #20, Middletown, CT 06457
0.06
$303,600
3
2.5
1,600
Off Market
22 In Town Terrace #22, Middletown, CT 06457
0.06
$354,800
3
2.5
2,048
Off Market

Price and Tax history

DateEventPrice
Sep 15, 2026
Source: Smart MLS #24205927
Listed For Sale
$244,900

LGBTQ Local Legal Protections

Diane Fahey, Berkshire Hathaway NE Prop., (203) 605-5098
Agent Phone: (203) 605-5098
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.

Similar Homes You May Like

Skip to last item
Skip to first item

New Listings near 27 Fairview Avenue

Skip to last item
Skip to first item

Frequently asked questions about 27 Fairview Avenue

  • What is the estimated monthly payment for 27 Fairview Avenue?
    Based on a $244,900 list price with 20% down at today's rates, the estimated monthly payment for 27 Fairview Avenue in Middletown, CT is approximately $1,798 (about $1,335 principal & interest, $388 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • How does the list price for 27 Fairview Avenue compare to homes in Middletown?
    27 Fairview Avenue in Middletown, CT is listed at $244,900, about 30% below the $351K median sale price in Middletown.
  • What do residents say about Middletown?
    Residents describe Middletown, CT as dog-friendly, easy to park in, and pedestrian-friendly. See homes for sale in Middletown, CT.
  • What are the closest schools to 27 Fairview Avenue?
    The closest schools to 27 Fairview Avenue in Middletown, CT are Beman Middle School (rated 4/10), Middletown High School (rated 4/10), Snow School (Pre-K/Elementary, rated 5/10).
  • Does 27 Fairview Avenue have laundry facilities?
    Yes, 27 Fairview Avenue in Middletown, CT has laundry facilities.
  • How big is the lot at 27 Fairview Avenue?
    The lot at 27 Fairview Avenue in Middletown, CT is about 0.14 acres (6,098 sq ft).
27 Fairview Avenue, Middletown, CT 06457 is a 4 bedroom, 1 bathroom, 1,235 sqft single-family home built in 1934. This property is currently available for sale and was listed by Smart MLS on Sep 15, 2026. The MLS # for this home is MLS# 24205927.