88 Middlebrook Drive, Fairfield, CT 06824
SOLD
JUN 11, 2026

88 Middlebrook Drive
Fairfield, CT 06824

  • 3 Beds
  • 3 Baths
  • 2,146 sqft

$1,250,000

Last Sold: Jun 11, 2026
2% over list $1.23M
$582/sqft
Est. Refi. Payment $8,116/mo*
Refinance Your Home

$1,250,000

Last Sold: Jun 11, 2026
2% over list $1.23M
$582/sqft
Est. Refi. Payment $8,116/mo*
Refinance Your Home
3 Beds
3 Baths
2,146 sqft

Local Information

  • Map ViewExplore the area around 88 Middlebrook Drive.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Tucked on a quiet cul-de-sac in Fairfield's sought-after University neighborhood, just two miles to the train and downtown. This classic New England Colonial was fully renovated and expanded in 2005 - Nantucket-style cedar shingles, copper half-round gutters, and a mahogany front porch that gives this home curb appeal that is simply off the charts. In 2021 the home was expanded again to add a showpiece kitchen and a brand new outdoor patio perfect for entertaining. The kitchen delivers: custom cabinetry, ultra-luxury Pietra Cardosa stone countertops, glass subway tile backsplash, 36" Thermador range with professional hood, Bosch French door refrigerator, Thermador dishwasher, and an oversized butcher block island with seating for three. Hardwood floors and crown moldings run throughout, anchoring a front-to-back living room with wood-burning fireplace and a dining room with genuine elbow room. Upstairs: three bedrooms including a primary suite with walk-in closet and full bath with shower and Jacuzzi tub; the secondary bedrooms are spacious and feature custom built-ins. The partially finished lower level offers two separate spaces - ideal for a home office and hangout or playroom. The full walk-up attic is a blank canvas with real potential to add a fourth bedroom, bonus room, or whatever the next owner envisions. Other updates include: new central air, newer hot water heater, natural gas ready, oversized one-car garage, and a backyard that has to be seen to be appreciated.
88 Middlebrook Drive, Fairfield, CT 06824 is a 3 bedroom, 3 bathroom, 2,146 sqft single-family home built in 1943. It last sold for $1,250,000 on Jun 11, 2026 (2% above the $1,225,000 asking price). It is currently off market. The Trulia Estimate is $1,252,900, with a rent estimate of $6,732/month.

Home Highlights

Parking
1 Car Garage
Outdoor
Patio
A/C
Heating & Cooling
HOA
None
Price/Sqft
$582/sqft
Listed
113 days ago

Home Details for 88 Middlebrook Drive

Interior Features

Interior Details
Basement: Full,Partially FinishedNumber of Rooms: 6Types of Rooms: Master Bedroom, Bedroom, Dining Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 3Number of Bathrooms (full): 3
Dimensions and Layout
Living Area: 2146 Square Feet
Appliances & Utilities
Appliances: Gas Range, Range Hood, Refrigerator, Dishwasher, Washer, Dryer, Water HeaterDishwasherDryerLaundry: Lower LevelRefrigeratorWasher
Heating & Cooling
Heating: Forced Air,Natural Gas,OilHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 1Has a Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: PatioExterior: Underground SprinklerFoundation: Concrete PerimeterNo Private Pool
Parking & Garage
Number of Garage Spaces: 1Number of Covered Spaces: 1No CarportHas a GarageHas an Attached GarageParking Spaces: 1Parking: Attached
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 1786 Square FeetFinished Area (below surface): 360 Square Feet

Property Information

Year Built
Year Built: 1943
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: Shake Siding, CedarNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 129147

Price & Status

Price
List Price: $1,225,000Price Per Sqft: $582/sqft
Status Change & Dates
Off Market Date: Fri May 22 2026Possession Timing: Negotiable

Active Status

MLS Status: Closed

Location

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

Agent Information

Buyer Agent
Buyer Company Name: The Ken Banks Team

Building

Building Area
Building Area: 2146 Square Feet

HOA

No HOA

Lot Information

Lot Area: 10454.4 sqft

Miscellaneous

BasementMls Number: 24162036Attic: Walk-upAttribution Contact: (203) 767-7157Above Grade Unfinished Area: 1786Activation Date: Fri Mar 27 2026
Last check for updates: 1 day ago
Listed by Ken Banks, (203) 767-7157
William Raveis Real Estate, (203) 255-6841
Bought with: Ken Banks, (203) 767-7157, William Raveis Real Estate, (203) 255-6841
Source: Smart MLS, MLS#24162036

Price History for 88 Middlebrook Drive

DatePriceEventSource
06/11/2026$1,250,000Sold
Smart MLS #24162036
06/04/2026$1,225,000PendingSmart MLS #24162036
03/27/2026$1,225,000Listed For SaleSmart MLS #24162036
09/02/2015$659,900ListingRemovedAgent Provided
03/07/2015$659,900Listed For SaleAgent Provided
02/15/2001$290,500Sold
Smart MLS #98089923
12/22/1998$230,000Sold
Smart MLS #98025616

Market trends in Fairfield

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$987K
$49KMoM
Sale-to-List Price
103.3%
0.6%MoM
Price per sq ft
$483
$16MoM
Available listings
178
10MoM
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Property Tax and Assessment

Year2025
Tax$11,816
Assessment$416,220
Home facts updated by county records

Comparable Sales for 88 Middlebrook Drive

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
25 Millspaugh Drive, Fairfield, CT
0.12
Single-Family Home
$899,999
12/31/25
3
2
1,819
46 Middlebrook Drive, Fairfield, CT
0.04
Single-Family Home
$811,000
11/07/25
3
2
1,440
10 Millspaugh Drive, Fairfield, CT
0.15
Single-Family Home
$1,010,000
05/26/26
4
2
1,888
56 Drake Lane, Fairfield, CT
0.32
Single-Family Home
$1,156,000
12/15/25
4
2.5
2,099
175 Alma Drive, Fairfield, CT
0.17
Single-Family Home
$1,450,000
10/30/25
4
3
2,794
179 Lawrence Road, Fairfield, CT
0.25
Single-Family Home
$1,590,000
07/15/26
4
2.5
3,129
148 Millspaugh Drive, Fairfield, CT
0.14
Single-Family Home
$750,000
04/17/26
3
2
1,421
66 Adams Road, Fairfield, CT
0.19
Single-Family Home
$1,440,000
06/30/26
5
3.5
2,707

Nearby homes

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Assigned Schools

These are the assigned schools for 88 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
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  • 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
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  • 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
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  • 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
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  • 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
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  • 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
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  • Raquel
    "Great family environment, lots of parks. Neighbors are friendly and welcoming. A lot of activities for kids. "
    0
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  • Lisalberts
    "It’s friendly and easy to walk or ride bikes around. The schools are wonderful. A real community feel."
    0
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  • 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
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  • 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
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  • 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
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  • 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
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  • 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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Homes for sale near 88 Middlebrook Drive

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Off Market Homes Near 88 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.