344 Brookside Dr, Fairfield, CT 06824
Property image
Property image
OFF MARKET

344 Brookside Dr
Fairfield, CT 06824

  • 4 Beds
  • 3 Baths
  • 2,200 sqft

$946,600

Trulia Estimate
as of Aug 25, 2026
Est. Refi. Payment $6,249/mo*
Refinance Your Home

$946,600

Trulia Estimate
as of Aug 25, 2026
Est. Refi. Payment $6,249/mo*
Refinance Your Home
4 Beds
3 Baths
2,200 sqft

Home Value

Trulia Estimate
$947K
Since last month
Decreased$18K (-1.8%)
Since last year
Increased$110K (+13.2%)
Since last sale
Increased$498K (+111.3%)
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 +114% in the last 10 years
MonthEstimated value
2026
August 2026$945K
July 2026$963K
June 2026$942K
May 2026$923K
April 2026$925K
March 2026$921K
February 2026$891K
January 2026$865K
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
385 Samp Mortar Drive, Fairfield, CT
0.04
Single-Family Home
$834,000
05/15/26
4
2
2,045
274 Valleyview Road, Fairfield, CT
0.26
Single-Family Home
$1,350,000
07/16/26
3
2.5
2,562
692 Stillson Road, Fairfield, CT
0.36
Single-Family Home
$1,599,000
07/13/26
4
2.5
2,962
190 Sasapequan Road, Fairfield, CT
0.44
Single-Family Home
$717,750
08/19/26
4
2
1,583
845 Mountain Laurel Road, Fairfield, CT
0.27
Single-Family Home
$1,180,000
02/12/26
4
2.5
2,068
73 Oxbow Road, Fairfield, CT
0.60
Single-Family Home
$970,000
08/07/26
4
3
2,343
498 Judd St, Fairfield, CT
0.62
Single-Family Home
$610,000
09/09/25
3
2.5
1,986
158 Mayfair Road, Fairfield, CT
0.50
Single-Family Home
$829,500
04/28/26
3
2.5
1,988
34 Ridgedale Road, Fairfield, CT
0.25
Single-Family Home
$1,699,000
11/14/25
4
4.5
3,200
242 Valleyview Road, Fairfield, CT
0.23
Single-Family Home
$1,830,000
11/07/25
4
3.5
3,200

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
385 Brookside Drive, Fairfield, CT 06824
0.06
$1,595,700
4
2.5
3,040
Off Market
385 Samp Mortar Drive, Fairfield, CT 06824
0.04
$834,000
4
2
2,045
Recently Sold
321 Brookside Drive, Fairfield, CT 06824
0.08
$1,672,300
4
3.5
3,468
Off Market
11 Abbey Road, Fairfield, CT 06824
0.06
$1,516,900
3
2.5
2,933
Off Market
41 Abbey Road, Fairfield, CT 06824
0.10
$1,952,600
5
5
3,877
Off Market
LOT 3 Guydan Lane, Fairfield, CT 04937
0.11
$1,507,500
4
3.5
3,200
Off Market
273 Pansy Road, Fairfield, CT 06430
0.13
$1,046,200
3
2.5
1,950
Off Market
516 Brookside Drive, Fairfield, CT 06430
0.12
$1,402,900
4
2.5
3,200
Off Market
298 Pansy Road, Fairfield, CT 06824
0.14
$1,108,100
5
5
2,271
Off Market
88 Springer Road, Fairfield, CT 06430
0.13
$1,366,000
4
2.5
3,200
Off Market
82 Springer Road, Fairfield, CT 06430
0.14
$1,732,100
4
3.5
3,636
Off Market
528 Brookside Drive, Fairfield, CT 06430
0.15
$863,000
3
2
1,308
Off Market

Local Information

  • Map ViewExplore the area around 344 Brookside Dr.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1952
Living Area
2,200 sqft
Price/Sqft
$430

About this House

Set in Lake Hills, sits this oh so comfortable uniquely expanded cape. With a Living Room having a majestic cathedral ceiling, loads of natural light, including sky lights and cozy fireplace, a large dining room with seasonal views of Samp Mortar Lake, a pleasant porch to cool off on hot summer days, membership in the Lake Hills Association with access to private beaches. Lovingly maintained and ready to say welcome home.
344 Brookside Dr, Fairfield, CT 06824 is a 4 bedroom, 3 bathroom, 2,200 sqft single-family home built in 1952. It last sold for $447,500 on May 14, 2014. It is currently off market. The Trulia Estimate is $946,600, with a rent estimate of $5,168/month.

Home Details for 344 Brookside Dr

Interior Features

Interior Details
BasementNumber of Rooms: 6Types of Rooms: Walk In Closet, Dining Room, Family Room, Laundry Room, Master Bath, Mud Room, Recreation RoomCeiling Fan
Heating & Cooling
Heating: Baseboard, GasAir ConditioningHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 2Floors: Softwood, Hardwood
Appliances & Utilities
Cable ReadyDishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: Shake ShingleExterior: WoodGardenLawnPorchSprinkler System
Parking & Garage
Parking Spaces: 3Parking: Off Street

Property Information

Year Built
Year Built: 1952Year Updated: 2014
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 10018 sqft

Price and Tax history

DateEventPrice
May 14, 2014
Source: Smart MLS #99055082
Sold
$447,500
Mar 6, 2014
Source: Agent Provided
Listed For Sale
$469,000
Jun 4, 1999
Source: N/A
Sold
$320,000
Aug 23, 1994
Source: Smart MLS #94016788
Sold
$272,000
Oct 20, 1987
Source: N/A
Sold
$228,000

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 344 Brookside Dr

  • What is 344 Brookside Dr estimated to be worth?
    Trulia's estimated value for 344 Brookside Dr in Fairfield, CT is $946,600.
  • What is the price history for 344 Brookside Dr?
    344 Brookside Dr in Fairfield, CT last sold for $447,500 in May 2014.
  • 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.
  • Does 344 Brookside Dr have laundry facilities?
    Yes, 344 Brookside Dr in Fairfield, CT has in-unit laundry.
  • How big is the lot at 344 Brookside Dr?
    The lot at 344 Brookside Dr in Fairfield, CT is about 0.23 acres (10,019 sq ft).

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