111 Middlebrook Drive, Fairfield, CT 06824
OFF MARKET

111 Middlebrook Drive
Fairfield, CT 06824

  • 3 Beds
  • 1 Bath
  • 1,134 sqft (on 0.33 acres)

$1,144,900

Trulia Estimate
as of Jul 6, 2026
Est. Refi. Payment $7,458/mo*
Refinance Your Home

$1,144,900

Trulia Estimate
as of Jul 6, 2026
Est. Refi. Payment $7,458/mo*
Refinance Your Home
3 Beds
1 Bath
1,134 sqft
(on 0.33 acres)

Local Information

  • Map ViewExplore the area around 111 Middlebrook Drive.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Builders and Contractors, great opportunity to remodel and expand this 5 room, 3 bedroom, 1 bath Cape Cod with a 2 car detached garage located on a quiet street in the University area. Sited on a nice level .33 acre lot, street frontage is 88 feet and depth is 163 feet offering plenty of room to expand off the back and still have room for an inground pool. Easy ride to the town center, train, I-95 and beaches. Property is sold in As Is condition - Oil Tank in ground, will be removed before closing - Gas is in the street - Subject to Probate Court Approval -
111 Middlebrook Drive, Fairfield, CT 06824 is a 3 bedroom, 1 bathroom, 1,134 sqft single-family home built in 1944. It last sold for $535,000 on Aug 15, 2023 (11% below the $599,900 asking price). It is currently off market. The Trulia Estimate is $1,144,900, with a rent estimate of $3,925/month.

Home Highlights

Parking
Garage
Outdoor
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 111 Middlebrook Drive

Interior Features

Interior Details
Basement: FullNumber of Rooms: 5Types of Rooms: Bedroom, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 1Number of Bathrooms (full): 1
Dimensions and Layout
Living Area: 1134 Square Feet
Appliances & Utilities
Appliances: Electric Range, Refrigerator, Water HeaterRefrigerator
Heating & Cooling
Heating: Hot Water,OilHas CoolingAir Conditioning: Window Unit(s)Has HeatingHeating Fuel: Hot Water
Fireplace & Spa
No Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltFoundation: BlockNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageNo Attached GarageParking Spaces: 2Parking: Detached
Frontage
Waterfront: Beach AccessNot on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 1134 Square Feet

Property Information

Year Built
Year Built: 1944
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Cape Cod
Building
Construction Materials: Vinyl SidingNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 129112

Price & Status

Price
List Price: $599,900
Status Change & Dates
Off Market Date: Tue Aug 15 2023Possession Timing: Negotiable

Active Status

MLS Status: Closed

Media

Location

Direction & Address
City: FairfieldCommunity: University
School Information
Elementary School: Osborn HillJr High / Middle School: Fairfield WoodsHigh School: Fairfield Ludlowe

Building

Building Area
Building Area: 1134 Square Feet

HOA

No HOA

Lot Information

Lot Area: 0.33 acres

Miscellaneous

BasementMls Number: 170578479Attic: NoneAbove Grade Unfinished Area: 1134
Last check for updates: about 2 hours ago
Listed by John Kleps, (203) 258-8733
Berkshire Hathaway NE Prop., (203) 255-2800
Bought with: Joann Lindwall, (203) 984-2304, Howard Hanna Rand Realty, (203) 226-5100
Source: Smart MLS, MLS#170578479

Price History for 111 Middlebrook Drive

DatePriceEventSource
08/15/2023$535,000Sold
Smart MLS #170578479
07/13/2023$599,900ContingentBerkshire Hathaway HomeServices New England Properties #170578479
06/19/2023$599,900Listed For SaleSmart MLS #170578479

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$15,141
Assessment$533,330
Home facts updated by county records

Comparable Sales for 111 Middlebrook Drive

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
46 Middlebrook Drive, Fairfield, CT
0.07
Single-Family Home
$811,000
11/07/25
3
2
1,440
148 Millspaugh Drive, Fairfield, CT
0.16
Single-Family Home
$750,000
04/17/26
3
2
1,421
276 Carroll Road, Fairfield, CT
0.38
Single-Family Home
$760,000
11/07/25
3
1.5
1,244
25 Millspaugh Drive, Fairfield, CT
0.16
Single-Family Home
$899,999
12/31/25
3
2
1,819
88 Middlebrook Drive, Fairfield, CT
0.04
Single-Family Home
$1,250,000
06/11/26
3
3
2,146
210 Carroll Road, Fairfield, CT
0.32
Single-Family Home
$749,000
08/13/25
3
2.5
1,850
10 Millspaugh Drive, Fairfield, CT
0.19
Single-Family Home
$1,010,000
05/26/26
4
2
1,888
54 Ridgedale Road, Fairfield, CT
0.70
Single-Family Home
$775,000
04/21/26
3
1
1,202
1331 Mill Plain Road, Fairfield, CT
0.75
Single-Family Home
$655,000
09/03/25
3
1
1,072

Nearby homes

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Assigned Schools

These are the assigned schools for 111 Middlebrook Drive.
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
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  • 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
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  • 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
    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
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Apartments for Rent

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Explore by feature - Pet Friendly

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Homes for sale near 111 Middlebrook Drive

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Off Market Homes Near 111 Middlebrook Drive

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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.