32 Middlebrook Drive, Fairfield, CT 06824
OFF MARKET

$1,978,200

Trulia Estimate
  • 6 Beds
  • 5.5 Baths
  • 5,109 sqft

32 Middlebrook Drive, Fairfield, CT 06824

Est. Refi. Payment $13,326/mo*
Refinance Your Home
Currently Off Market - Sold Jul 18, 2025 for $1,835,000

Home Value

Trulia Estimate
$1.98M
Since last month
Increased$23K (+1.2%)
Since last year
Increased$133K (+7.2%)
Since last sale
Increased$142K (+7.7%)
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 +76% in the last 10 years
MonthEstimated value
2026
August 2026$1.98M
August 2026$1.98M
July 2026$1.95M
June 2026$1.95M
May 2026$1.93M
April 2026$1.89M
March 2026$1.89M
February 2026$1.89M
January 2026$1.86M
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
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
218 Lower Farm Road, Fairfield, CT
0.12
Single-Family Home
$2,150,000
03/31/26
4
4
4,152
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
338 Orchard Hill Lane, Fairfield, CT
0.16
Single-Family Home
$1,750,000
01/13/26
4
2.5
3,867

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
46 Middlebrook Drive, Fairfield, CT 06824
0.01
$868,800
3
2
1,440
Off Market
88 Middlebrook Drive, Fairfield, CT 06824
0.05
$1,250,000
3
3
2,146
Recently Sold
21 Middlebrook Drive, Fairfield, CT 06824
0.03
$976,600
3
2
1,616
Off Market
114 Middlebrook Drive, Fairfield, CT 06824
0.08
$1,372,100
4
3
2,584
Off Market
111 Middlebrook Drive, Fairfield, CT 06824
0.09
$1,135,900
3
1
1,134
Off Market
2225 Mill Plain Road, Fairfield, CT 06824
0.02
$847,100
3
2
1,698
Off Market
33 Middlebrook Place, Fairfield, CT 06824
0.12
$2,025,000
4
5.5
5,256
Recently Sold
35 Crystal Lane, Fairfield, CT 06824
0.09
$985,000
3
3.5
3,191
Recently Sold
93 Millspaugh Drive, Fairfield, CT 06824
0.11
$2,078,600
5
5
4,440
Off Market
25 Millspaugh Drive, Fairfield, CT 06824
0.10
$899,999
3
2
1,819
Recently Sold
2292 Mill Plain Road, Fairfield, CT 06824
0.10
$1,983,400
4
5
3,900
Off Market

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

Single-Family Home
Built in 2014
5,109 sqft
$387/sqft
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). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,978,200.
Last check for updates: about 12 hours 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

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

Price and Tax history

DateEventPrice
Jul 18, 2025
Source: Smart MLS #24098294
Sold
$1,835,000
Jun 4, 2025
Source: William Raveis Real Estate, Mortgage & Insurance #24098294
Pending
$1,795,000
May 28, 2025
Source: Smart MLS #24098294
Listed For Sale
$1,795,000
Oct 6, 2022
Source: Smart MLS #170520114
ListingRemoved
Sep 2, 2022
Source: Smart MLS #170520114
Listed For Sale
$1,499,000

Market trends in Fairfield

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$986K
$28.33KMoM
Sale-to-List Price
103.8%
0.2%MoM
Price per sq ft
$473
$1MoM
Available listings
129
33MoM

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

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Frequently asked questions about 32 Middlebrook Drive

  • What is 32 Middlebrook Drive estimated to be worth?
    Trulia's estimated value for 32 Middlebrook Drive in Fairfield, CT is $1,978,200.
  • What is the price history for 32 Middlebrook Drive?
    32 Middlebrook Drive in Fairfield, CT last sold for $1,835,000 in July 2025.
  • 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 $986K. That is up $28.33K from the prior month.
  • Does 32 Middlebrook Drive have air conditioning?
    Yes, 32 Middlebrook Drive in Fairfield, CT has air conditioning.
  • Does 32 Middlebrook Drive have laundry facilities?
    Yes, 32 Middlebrook Drive in Fairfield, CT has in-unit laundry.

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