170 Middlebrook Dr, Fairfield, CT 06824
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OFF MARKET

170 Middlebrook Dr
Fairfield, CT 06824

  • 4 Beds
  • 2,446 sqft (on 0.36 acres)

$1,252,100

Trulia Estimate
as of Jul 6, 2026
Est. Refi. Payment $8,150/mo*
Refinance Your Home

$1,252,100

Trulia Estimate
as of Jul 6, 2026
Est. Refi. Payment $8,150/mo*
Refinance Your Home
4 Beds
2,446 sqft
(on 0.36 acres)

Local Information

  • Map ViewExplore the area around 170 Middlebrook Dr.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Nestled in one of the most desirable neighborhoods in Fairfield on a corner lot is one of the prettiest homes on the market. Custom landscape designed by Oliver Nurseries in Fairfield with a private oasis that is fully fenced. The elegant living room has a coffered ceiling, gleaming hardwoods, custom built-ins with gas fireplace and quality french doors that lead out to the patio. Heated in-ground pool for parties and relaxing afternoons. Warm eat-in kitchen with breakfast bar, windows galore and granite counters in the center of the home for entertaining and flow. Possible fourth bedroom or main floor master bedroom has en-suite full bath with access to the backyard and pool. This classic colonial has three bedrooms upstairs and the hardwood floors extend to all rooms. Spacious master bedroom with double closets and plenty of room for a sitting area to cozy up with a book on quiet snowy evenings. The other two bedrooms are generous sized with window seats and double closets, so much room to grow! Walk in attic offers plenty of storage upstairs. Fully finished basement currently used as a gym and built-ins that serve as study areas or office space for privacy. Laundry located in the lower level as well. Spacious two car garage with plenty of room for more storage and a small gardening shed complete this perfect package of a home. Two miles to the train station make this a convenient location for all commuters.
170 Middlebrook Dr, Fairfield, CT 06824 is a 4 bedroom, 2,446 sqft single-family home built in 1942. It last sold for $930,000 on Sep 7, 2022. It is currently off market. The Trulia Estimate is $1,252,100, with a rent estimate of $6,261/month.

Home Highlights

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

Home Details for 170 Middlebrook Dr

Interior Features

Interior Details
BasementNumber of Rooms: 7
Heating & Cooling
Heating: Forced Air, OilAir ConditioningHeating Fuel: Forced Air
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Other

Property Information

Year Built
Year Built: 1942
Property Type / Style
Property Type: Single Family HomeArchitecture: Cape Cod

Community

Units in Building: 1

Lot Information

Lot Area: 0.36 acres

Price History for 170 Middlebrook Dr

DatePriceEventSource
09/07/2022$930,000Sold
Smart MLS #170489756
07/06/2022$949,000ContingentSmart MLS #170489756
06/09/2022$949,000PriceChange
Smart MLS #170489756
05/26/2022$999,000Listed For SaleHalstead / Brown Harris Stevens #170489756
01/08/2010$725,000Sold
Smart MLS #98395334
12/08/2008$745,000ListingRemovedAgent Provided
10/25/2008$745,000PriceChange
Agent Provided
09/26/2008$775,000Listed For SaleAgent Provided

Market trends in Fairfield

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$921K
$34.17KMoM
Sale-to-List Price
102.7%
0.5%MoM
Price per sq ft
$498
$23MoM
Available listings
168
38MoM
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Property Tax and Assessment

Year2025
Tax$13,722
Assessment$483,350
Home facts updated by county records

Comparable Sales for 170 Middlebrook Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
10 Millspaugh Drive, Fairfield, CT
0.14
Single-Family Home
$1,010,000
05/26/26
4
2
1,888
175 Alma Drive, Fairfield, CT
0.15
Single-Family Home
$1,450,000
10/30/25
4
3
2,794
88 Middlebrook Drive, Fairfield, CT
0.04
Single-Family Home
$1,250,000
06/11/26
3
3
2,146
25 Millspaugh Drive, Fairfield, CT
0.11
Single-Family Home
$899,999
12/31/25
3
2
1,819
46 Middlebrook Drive, Fairfield, CT
0.07
Single-Family Home
$811,000
11/07/25
3
2
1,440
66 Adams Road, Fairfield, CT
0.21
Single-Family Home
$1,440,000
06/30/26
5
3.5
2,707
56 Drake Lane, Fairfield, CT
0.29
Single-Family Home
$1,156,000
12/15/25
4
2.5
2,099
42 Heather Ln, Fairfield, CT
0.32
Single-Family Home
$1,150,000
05/13/26
4
3
2,000
148 Millspaugh Drive, Fairfield, CT
0.10
Single-Family Home
$750,000
04/17/26
3
2
1,421
218 Lower Farm Road, Fairfield, CT
0.18
Single-Family Home
$2,150,000
03/31/26
4
4
4,152

Nearby homes

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Assigned Schools

These are the assigned schools for 170 Middlebrook Dr.
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 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

  • 78 % Say there's holiday spirit

  • 76 % Say people would walk alone at night

  • 71 % Say kids play outside

  • 67 % 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

  • 49 % 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
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  • 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
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  • 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
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  • 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

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Homes for sale near 170 Middlebrook Dr

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Off Market Homes Near 170 Middlebrook Dr

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