556 Old Post Rd, Fairfield, CT 06824
OFF MARKET

556 Old Post Rd
Fairfield, CT 06824

  • 6 Beds
  • 4 Baths
  • 5,856 sqft

$2,686,800

Trulia Estimate
as of Aug 24, 2026
Est. Refi. Payment $17,601/mo*
Refinance Your Home

$2,686,800

Trulia Estimate
as of Aug 24, 2026
Est. Refi. Payment $17,601/mo*
Refinance Your Home
6 Beds
4 Baths
5,856 sqft

Home Value

Trulia Estimate
$2.69M
Since last month
Decreased$63K (-2.3%)
Since last year
Increased$581K (+27.3%)
Since last sale
Increased$2M (+236.5%)
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 +88% in the last 10 years
MonthEstimated value
2026
August 2026$2.71M
July 2026$2.77M
June 2026$2.64M
May 2026$2.72M
April 2026$2.67M
March 2026$2.55M
February 2026$2.38M
January 2026$2.33M
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
349 Beach Road, Fairfield, CT
0.17
Single-Family Home
$3,600,000
07/09/26
5
4.5
4,692
60 Eleanor Terrace, Fairfield, CT
0.34
Single-Family Home
$1,662,000
10/27/25
4
3.5
3,648
222 Sunnieholme Drive, Fairfield, CT
0.18
Single-Family Home
$4,850,000
12/01/25
5
5.5
5,341
324 Sunnieholme Drive, Fairfield, CT
0.16
Single-Family Home
$4,160,000
02/27/26
4
4.5
4,432
215 Old Post Road, Fairfield, CT
0.33
Single-Family Home
$2,040,000
06/30/26
5
3
3,709
298 South Benson Road, Fairfield, CT
0.25
Single-Family Home
$2,320,000
08/21/26
4
4.5
3,978
174 Sunnieholme Drive, Fairfield, CT
0.22
Single-Family Home
$4,300,000
12/01/25
4
3.5
4,038
254 Penfield Road, Fairfield, CT
0.35
Single-Family Home
$3,700,000
11/05/25
5
4.5
4,856
824 Riverside Drive, Fairfield, CT
0.37
Single-Family Home
$1,700,000
03/19/26
4
3.5
2,670
153 Birch Road, Fairfield, CT
0.42
Single-Family Home
$4,200,000
07/30/26
5
3.5
4,866

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
480 Old Post Road, Fairfield, CT 06890
0.06
$3,733,600
5
7.5
5,350
Off Market
239 Beach Road, Fairfield, CT 06824
0.07
$1,799,000
5
3.5
2,732
For Sale
466 Old Post Road, Fairfield, CT 06430
0.10
$1,411,500
4
3
2,981
Off Market
324 Sunnieholme Drive, Fairfield, CT 06824
0.16
$4,160,000
4
4.5
4,432
Recently Sold
222 Sunnieholme Drive, Fairfield, CT 06824
0.18
$4,850,000
5
5.5
5,341
Recently Sold
349 Beach Road, Fairfield, CT 06824
0.17
$3,600,000
5
4.5
4,692
Recently Sold
383 Old Post Road, Fairfield, CT 06824
0.19
$2,512,200
3
2.5
3,762
Off Market
364 Beach Road, Fairfield, CT 06824
0.19
$1,750,000
3
2
2,557
Recently Sold
21 South Benson Common, Fairfield, CT 06824
0.22
$1,411,700
4
2.5
3,020
Off Market
128 Mariners Way, Fairfield, CT 06824
0.22
$1,853,600
3
2.5
2,132
Off Market
35 South Benson Common, Fairfield, CT 06824
0.24
$1,313,300
4
2.5
2,800
Off Market
174 Sunnieholme Drive, Fairfield, CT 06824
0.22
$4,300,000
4
3.5
4,038
Recently Sold

Local Information

  • Map ViewExplore the area around 556 Old Post Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1880
Living Area
5,856 sqft
Price/Sqft
$459

About this House

FAIRFIELD - $1,995,000 - THE FAIRFIELD HOUSE - With a history dating from the Colonial settlement of this town, The Fairfield House presently stands proudly on a .44 Acre property .This beautifully maintained, 5856 Sq. Ft., three story, historic residence provides a very versatile floor plan including a legal Accessory Apartment. Detailed woodwork and moldings, great ceiling height, carved mantels and oversized windows are evidenced throughout each of the spacious three floors.
556 Old Post Rd, Fairfield, CT 06824 is a 6 bedroom, 4 bathroom, 5,856 sqft single-family home built in 1880. It last sold for $805,000 on Nov 10, 2008. It is currently off market. The Trulia Estimate is $2,686,800, with a rent estimate of $7,947/month.

Home Details for 556 Old Post Rd

Interior Features

Interior Details
BasementNumber of Rooms: 18
Heating & Cooling
Heating: GasHeating Fuel: Gas
Levels, Entrance, & Accessibility
Stories: 3

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Other

Property Information

Year Built
Year Built: 1880
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Community

Units in Building: 1

Lot Information

Lot Area: 68 sqft

Price and Tax history

DateEventPrice
Nov 10, 2008
Source: N/A
Sold
$805,000
Apr 6, 2008
Source: Agent Provided
ListingRemoved
$1,995,000
Mar 19, 2008
Source: Agent Provided
PriceChange
$1,995,000
Price decreased by 26%
Feb 27, 2008
Source: Agent Provided
PriceChange
$2,695,000
Price increased by 35%
Feb 16, 2008
Source: Agent Provided
PriceChange
$1,995,000
Price decreased by 26%

Market trends in Fairfield

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$957K
$29.79KMoM
Sale-to-List Price
103.7%
0.4%MoM
Price per sq ft
$477
$5MoM
Available listings
162
16MoM

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

LGBTQ Local Legal Protections

Frequently asked questions about 556 Old Post Rd

  • What is 556 Old Post Rd estimated to be worth?
    Trulia's estimated value for 556 Old Post Rd in Fairfield, CT is $2,686,800.
  • What is the price history for 556 Old Post Rd?
    556 Old Post Rd in Fairfield, CT last sold for $805,000 in November 2008.
  • 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 $957K. That is down $29.79K from the prior month.
  • How big is the lot at 556 Old Post Rd?
    The lot at 556 Old Post Rd in Fairfield, CT is about 0 acres (68 sq ft).

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