32 Middlebrook Drive, Fairfield, CT 06824
OFF MARKET

32 Middlebrook Drive
Fairfield, CT 06824

  • 6 Beds
  • 5.5 Baths
  • 5,109 sqft

$1,967,500

Trulia Estimate
as of Jul 26, 2026
Est. Refi. Payment $13,013/mo*
Refinance Your Home

$1,967,500

Trulia Estimate
as of Jul 26, 2026
Est. Refi. Payment $13,013/mo*
Refinance Your Home
6 Beds
5.5 Baths
5,109 sqft

Local Information

  • Map ViewExplore the area around 32 Middlebrook Drive.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2014
Living Area
5,109 sqft
Price/Sqft
$385
Parking
2 Car Garage

About this House

Nantucket-style Colonial located on a quiet side street in Fairfield's desirable University area. This better than new construction 6-bedroom 5.5 bathroom home spans nearly 5,000 sq ft across 4 finished levels blending timeless architecture w/today's most beautiful design elements. The main level features 9' ceilings, natural hardwood floors & exceptional millwork throughout. A gracious entryway opens to a home office w/custom built-ins & 2 sets of sliding glass doors, an elegant family room w/gas fireplace, coffered ceilings & dramatic dining room w/vaulted ceilings. The kitchen is the heart of the home, a true showpiece w/soaring ceilings, an oversized Carrara marble island, high-end appliances & custom cabinetry. Upstairs, the serene primary suite features vaulted coffered ceilings, 2 custom walk-in closets, & a spa like bath w/oversized glass shower, soaking tub, double vanity & private water closet. 3 additional bedrooms include 1 en-suite w/vaulted ceilings & 2 w/Jack-&-Jill bath. 3rd floor includes a full bath & expansive great room. The lower level offers a 6th bedroom w/full bath, a large rec/media room & a glass-enclosed gym. Outside enjoy a fully fenced & level backyard w/granite patio, Belgian block lined driveway, granite front walkway, professional landscaping & a full irrigation system. Additional highlights include whole house generator, attached 2 car garage, natural gas, sewer, plenty of room for a pool, minutes to downtown FFLD, WSPT, metro-north & beaches.
32 Middlebrook Drive, Fairfield, CT 06824 is a 6 bedroom, 6 bathroom, 5,109 sqft single-family home built in 2014. It last sold for $1,835,000 on Jul 18, 2025 (2% above the $1,795,000 asking price). It is currently off market. The Trulia Estimate is $1,967,500, with a rent estimate of $8,703/month.

Home Details for 32 Middlebrook Drive

Interior Features

Interior Details
Basement: Full,Partially FinishedNumber of Rooms: 10Types of Rooms: Master Bedroom, Bedroom, Dining Room, Kitchen, Living Room, Office, Rec Play Room
Beds & Baths
Number of Bedrooms: 6Number of Bathrooms: 6Number of Bathrooms (full): 5Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 5109 Square Feet
Appliances & Utilities
Appliances: Gas Cooktop, Oven/Range, Microwave, Refrigerator, Freezer, Dishwasher, Disposal, Washer, Dryer, Water HeaterDishwasherDisposalDryerLaundry: Upper LevelMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Forced Air,Natural GasHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 1Has a Fireplace
Windows, Doors, Floors & Walls
Door: French Doors

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: PatioFencing: FullExterior: Rain Gutters, Underground SprinklerFoundation: Concrete PerimeterNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageParking Spaces: 2Parking: Attached,Garage Door Opener
Frontage
Waterfront: Beach AccessNot on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 3809 Square FeetFinished Area (below surface): 1300 Square Feet

Property Information

Year Built
Year Built: 2014
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: Shingle Siding, CedarNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 129143

Price & Status

Price
List Price: $1,795,000
Status Change & Dates
Off Market Date: Tue Jul 01 2025Possession Timing: Neg

Active Status

MLS Status: Closed

Location

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

Building

Building Area
Building Area: 5109 Square Feet

HOA

No HOA

Lot Information

Lot Area: 10454.4 sqft

Miscellaneous

BasementMls Number: 24098294Attic: Finished, Walk-upAbove Grade Unfinished Area: 3809
Last check for updates: about 1 hour ago
Listed by Kate Cacciatore, (917) 952-1195
William Raveis Real Estate, (203) 255-6841
Bought with: Larry Leonzi, (203) 218-6761, William Raveis Real Estate, (203) 255-6841
Source: Smart MLS, MLS#24098294

Price History for 32 Middlebrook Drive

DatePriceEventSource
07/18/2025$1,835,000Sold
Smart MLS #24098294
06/04/2025$1,795,000PendingWilliam Raveis Real Estate, Mortgage & Insurance #24098294
05/28/2025$1,795,000Listed For SaleSmart MLS #24098294
10/06/2022ListingRemovedSmart MLS #170520114
09/02/2022$1,499,000Listed For SaleSmart MLS #170520114
04/15/2019$925,000Sold
Smart MLS #170138300
03/19/2019$989,000PendingAgent Provided
01/16/2019$989,000PriceChange
Agent Provided
11/09/2018$1,000,000Listed For SaleAgent Provided
03/03/2015$1,140,000Sold
Smart MLS #99082129
01/31/2014$3,000,000Sold
N/A

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$21,324
Assessment$751,100
Home facts updated by county records

Comparable Sales for 32 Middlebrook Drive

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
93 Millspaugh Drive, Fairfield, CT
0.11
Single-Family Home
$1,940,000
11/06/25
5
5
4,440
33 Middlebrook Place, Fairfield, CT
0.12
Single-Family Home
$2,025,000
01/16/26
4
5.5
5,256
53 Lower Farm Road lot 1, Fairfield, CT
0.12
Single-Family Home
$1,900,000
07/29/25
4
4.5
4,147
218 Lower Farm Road, Fairfield, CT
0.12
Single-Family Home
$2,150,000
03/31/26
4
4
4,152
1846 Mill Plain Road, Fairfield, CT
0.34
Single-Family Home
$1,699,000
08/20/25
5
4
4,250
66 Adams Road, Fairfield, CT
0.23
Single-Family Home
$1,440,000
06/30/26
5
3.5
2,707
360 Duck Farm Road, Fairfield, CT
0.38
Single-Family Home
$2,299,000
05/29/26
5
6
4,700
59 Thornhill Road, Fairfield, CT
0.44
Single-Family Home
$2,112,500
10/16/25
6
5.5
5,256
179 Lawrence Road, Fairfield, CT
0.27
Single-Family Home
$1,590,000
07/15/26
4
2.5
3,129
88 Middlebrook Drive, Fairfield, CT
0.05
Single-Family Home
$1,250,000
06/11/26
3
3
2,146

Nearby homes

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Assigned Schools

These are the assigned schools for 32 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

  • 79 % 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
    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
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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
    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 32 Middlebrook Drive

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Off Market Homes Near 32 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.