366 High St, Fairfield, CT 06824
OFF MARKET

$843,800

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 1,484 sqft

366 High St, Fairfield, CT 06824

Est. Refi. Payment $5,619/mo*
Refinance Your Home

Home Value

Trulia Estimate
$844K
Since last month
Decreased$1K (-0.1%)
Since last year
Increased$27K (+3.3%)
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 +87% in the last 10 years
MonthEstimated value
2026
August 2026$846K
August 2026$841K
July 2026$847K
June 2026$869K
May 2026$866K
April 2026$861K
March 2026$852K
February 2026$839K
January 2026$814K
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
211 High Street, Fairfield, CT
0.15
Multi-Family Home
$593,000
12/02/25
4
2
2,112
214 Country Road, Fairfield, CT
0.42
Multi-Family Home
$755,000
09/16/25
4
2
1,942
221 Hunyadi Avenue, Fairfield, CT
0.43
Multi-Family Home
$765,000
12/19/25
4
2
2,376
187 Halley Avenue, Fairfield, CT
0.56
Multi-Family Home
$490,000
04/16/26
2
2
1,360
156 Halley Avenue, Fairfield, CT
0.59
Multi-Family Home
$535,000
04/27/26
2
2
1,413
215 York Rd, Fairfield, CT
0.66
Multi-Family Home
$2,850
04/30/26
4
2
1,904
92 Grasmere Ave, Fairfield, CT
0.84
Multi-Family Home
$485,000
01/16/26
4
2
1,796
652-664 Black Rock Turnpike, Fairfield, CT
0.31
Multi-Family Home
$810,000
03/27/26
5
4
2,816
85 Sawyer Road, Fairfield, CT
0.54
Multi-Family Home
$662,500
09/12/25
5
3
2,480
108 Roseville Street, Fairfield, CT
0.69
Multi-Family Home
$705,000
03/20/26
5
3
2,420

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
28 Raymonds Drive, Fairfield, CT 06824
0.03
$700,000
3
2
1,542
Recently Sold
206 Sunset Avenue, Fairfield, CT 06430
0.06
$587,400
4
2
1,712
Off Market
378 High Street, Fairfield, CT 06824
0.01
$651,000
3
2
1,190
Recently Sold
302 High Street, Fairfield, CT 06824
0.06
$1,175,000
4
3.5
3,130
Recently Sold
367 High Street, Fairfield, CT 06824
0.03
$836,100
3
1.5
2,200
Off Market
191 Sunset Avenue, Fairfield, CT 06430
0.09
$549,500
3
2
-
Off Market
274 High St, Fairfield, CT 06824
0.08
$750,000
3
2
1,665
Recently Sold
18 Dawn Street, Fairfield, CT 06824
0.11
$590,000
3
1.5
1,075
Recently Sold
375 High Street #375, Fairfield, CT 06824
0.06
$712,100
3
2.5
2,432
Off Market
61 Dawn Street #61, Fairfield, CT 06824
0.12
-
2
2.5
1,661
Off Market
250 High Street, Fairfield, CT 06430
0.10
$764,900
4
2.5
2,100
Off Market
61 Dawn Street, Fairfield, CT 06824
0.12
$496,600
2
2.5
1,661
Off Market

Local Information

  • Map ViewExplore the area around 366 High St.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Multi-Family
Built in 1973
1,484 sqft
$569/sqft

About this House

To see this apartment today, Call Fredda First at 203.259.6789. Spacious University area 2nd floor rental with 3 good sized bedrooms, 1484 SF, with 2 full baths. At $1,500 per month this is below market rent for tenant willing to do painting and minor repairs. Looking for immediate occupancy. Carpeting in living room to be replaced. Take a walk to Gould Manner Park/Pond for Fun. Central convenient location! Call Fredda 1st and work with the best: Fredda Takacs, Sales Vice President, Top Producer and #1 in Customer Service for 10+ Consecutive Years. For a Free Market Analysis of your home; to find the best home or to see a list of active Short Sales and Foreclosure Properties, call Fredda First at 203-259-6789 or email her at Fredda@FreddaFirst.com.
366 High St, Fairfield, CT 06824 is a 3 bedroom, 2 bathroom, 1,484 sqft multi-family built in 1973. More recently, it was listed as a rental in January 2011 with an asking price of $1,500 per month. That rental listing was removed on January 29, 2011. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $843,800, with a rent estimate of $3,840/month.

Home Details for 366 High St

Interior Features

Interior Details
BasementNumber of Rooms: 10
Heating & Cooling
Heating: GasHeating Fuel: Gas
Levels, Entrance, & Accessibility
Stories: 2

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Brick

Property Information

Year Built
Year Built: 1973
Property Type / Style
Property Type: Multi FamilyArchitecture: Other

Community

Units in Building: 2

Lot Information

Lot Area: 8712 sqft

Price and Tax history

DateEventPrice
Jan 29, 2011
Source: Agent Provided
ListingRemoved
$1,500
Jan 8, 2011
Source: Agent Provided
Listed For Rent
$1,500

Market trends in Fairfield

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$957K
$29.79KMoM
Sale-to-List Price
103.7%
0.4%MoM
Price per sq ft
$477
$5MoM
Available listings
162
16MoM

Around this home

What Locals Say about Fairfield

At least 343 Trulia users voted on each feature.

  • 91 % Say it's dog friendly

  • 87 % Say car is needed

  • 85 % Say parking is easy

  • 82 % Say yards are well-kept

  • 79 % Say there's holiday spirit

  • 76 % Say people would walk alone at night

  • 71 % Say kids play outside

  • 66 % Say they plan to stay for at least 5 years

  • 66 % Say it's quiet

  • 64 % Say there's wildlife

  • 61 % Say neighbors are friendly

  • 61 % Say there are sidewalks

  • 59 % Say streets are well-lit

  • 57 % Say it's walkable to restaurants

  • 50 % Say there are community events

  • 48 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • teddyabby
    "It’s safe and pretty and everyone looks out for one another. There is a bunch of cute parks and a nice walkable downtown."
    0
    Flag
  • Bnsdkbr225
    "Friendly and beautiful. Close to Lake Mohegan and parks. Lake rights to Lake Hill’s association . "
    0
    Flag
  • Kevin.cohen318
    "Great place to raise a family, incredibly safe and has all the amenities you could want on a year round basis."
    0
    Flag
  • Alexande.pappas
    "Yes walking miking kids walking to school we have public beaches lake’s plenty of restaurants churches"
    0
    Flag
  • Samuel Rivera
    "Great town for families with kids. Fairfield offers great schools, good supermarkets, tons of restaurants and entertainment "
    0
    Flag
  • Timothy Moss
    "Very family friendly. Great place to live for people of any age. I’ve lived here for 10 years now….."
    0
    Flag
  • Kevin.cohen318
    "5 minutes to either I-95, the Merritt Parkway or metro north, train to NYC is just over an hour each way. Great town that’s close to everything but not too close to anything."
    1
    Flag
  • Trulia User
    "My neighbor is safe and friendly and very clean as well. I've lived in this neighborhood over 18 years and absolutely love it. Thank you "
    3
    Flag
  • Trulia User
    "A very well maintained area . Homes streets ,business ,beaches schools ,library’s ( 3 ) . So much to offer !"
    0
    Flag
  • Sauerh
    "My neighborhood is family-oriented with distinct yet harmonious homes with well- kept yards. We are a short trip from Bridgeport, Norwalk, and Stamford with excellent connections via Metro North and I-95."
    5
    Flag
  • Isabellecj
    "Great neighborhood , good schools, close to town and railway station and beach . Very safe and quiet , properties well maintained and kids friendly . Love my neighborhood!"
    3
    Flag
  • Collin M.
    "Tons of events. Parties. Free concerts etc. there is so much fun things to do and see here. Beaches are amazing!"
    0
    Flag
  • Ab h
    "Walk to absolutely everything from hop on the train to yankee stadium or going to your dentist. Beautiful beaches and parks at your fingertips and children’s activities galore."
    0
    Flag
  • Juan G.
    "Quiet, clean and a good place to raise your kids. The school system it’s awesome and you know your kids are in good hands. "
    1
    Flag
  • Imeiers
    "We have neighbourhood block parties, the best trick or treating in town and a wonderful community spirit. Easily one of the best neighbourhoods in Fairfield. "
    5
    Flag
  • Troy P.
    "I work in Fairfield and it’s a wonderful town. The drive from New Haven is pretty easy with 2 route options either 95 or the merit parkway. "
    0
    Flag
  • Juan G.
    "Best in Connecticut, I have lived here for 6 years and my kids love it. If you want a place to raise your kids this it is the place "
    0
    Flag
  • Sar K.
    "Block parties, neighborhood watch, strong neighbor community, varying ages, active community, holiday celebrations: memorial parade, pancake breakfast, Christmas tree lighting, movies at the beach, music on the green, amazing local restaurants, 4th of July fireworks and much more"
    3
    Flag
  • DE
    "Very safe and relatively diverse. Great schools and decent restaurants. The beach is close by and some good golf courses."
    1
    Flag
  • Raquel.noi
    "Would love it, plenty of space for the dogs to run. Walking trails, beautiful neighborhoods to got for a walk. You will love it here!!"
    0
    Flag
  • Raquel
    "Great place, great community environment! It is such nice to go for walks and feel safe. We love that we found our home here!"
    0
    Flag
  • Raquel
    "Great family environment, lots of parks. Neighbors are friendly and welcoming. A lot of activities for kids. "
    0
    Flag
  • Lisalberts
    "It’s friendly and easy to walk or ride bikes around. The schools are wonderful. A real community feel."
    0
    Flag
  • Alek M.
    "Great town to raise a family, good schools and safe neighborhoods for your kids. Friendly people and clean area all around."
    1
    Flag
  • Fortress.management
    "Excellent schools, great town amenities makes it a great area to raise a family. Commuting to NYC is a little over an hour. Vibrant restaurant scene."
    0
    Flag
  • John S. W. J.
    "A great family oriented town. We love the parks the beaches and the community atmosphere. We couldn’t imagine living anywhere else"
    0
    Flag
  • Blythe A. B.
    "Driving to the train station is easy but parking passes are hard to come by unless you find street parking. waiting list is 18 months. "
    0
    Flag
  • Blythe A. B.
    "Everyone walks their dogs. sidewalks are well maintained. there are plenty of parks as well, both dog parks and free space parks. it is well kept by all dog owners, and it’s expected that you pick up after them!"
    0
    Flag
  • Bellaamore99
    "Close to parks, Wholefoods , Homedepo, shopping and metronorth train. Great neighbores . And feel very safe. "
    5
    Flag
  • Mjcejbart
    "Dog walking Mecca at lake Mohegan. All dogs welcome. Very dog friendly. Nice lake and trails to enjoy with or without a dog. "
    0
    Flag
  • Cheetah4455
    "Christmas walk around in Toilsome Hill. Meet the neighbors and everyone brings a different plate of food"
    1
    Flag
  • al .P
    "Lots of dogs on leaches . Not having your dog on a leach is not a good idea . You know your dog but the other does not know your dog "
    1
    Flag
  • Nour Y.
    "One dog can annoy a lot of families since homes are close to each other so multiple dogs barking is even worse"
    5
    Flag
  • Bassickrachel
    "I do see dogs frequently. People seem friendly, neighbors are quiet. I love airfield for the commute and small Town atmosphere."
    1
    Flag
  • Bassickrachel
    "Excellent I am 5 minutes from I-95 and Fairfield Metro Train Station. It is close to grocery stores and it is quite with friendly people."
    0
    Flag
  • Dennis
    "Many dogs that are very pleasant. Owners stop and chat while dogs play. Great way to meet your neighbors."
    0
    Flag
  • Larry
    "Moved here from Dallas and absolutely love it. I commute to downtown New Haven by car and it’s about 30-35 minutes."
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 366 High St

  • What is 366 High St estimated to be worth?
    Trulia's estimated value for 366 High St in Fairfield, CT is $843,800.
  • Is Fairfield a buyer's or seller's market?
    Fairfield is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Fairfield?
    The median sale price in Fairfield is $957K. That is down $29.79K from the prior month.
  • What do residents say about Fairfield?
    Residents describe Fairfield, CT as dog-friendly, easy to park in, and well-kept. Most residents say you need a car. See recently sold homes in Fairfield, CT.

Explore by feature - Pet Friendly

25 pet-friendly rentals in Fairfield, CT

Explore by feature - Garage

37 rentals with a garage in Fairfield, CT

Explore by feature - Air Conditioning

82 rentals with air conditioning in Fairfield, CT

Explore by feature - Pool

9 rentals with a pool in Fairfield, CT

Explore by feature - Washer/dryer

104 rentals with a washer/dryer in Fairfield, CT

Explore by feature - Outdoor Space

21 rentals with an outdoor space in Fairfield, CT

Apartments for Rent

Skip to last item
Skip to first item

Off Market Homes Near 366 High St

Skip to last item
Skip to first item

Homes for sale near 366 High St

Skip to last item
Skip to first item
Skip to last item
  • Results are loading
Skip to first item