55 Sigwin Dr, Fairfield, CT 06824
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Property image
OFF MARKET

55 Sigwin Dr
Fairfield, CT 06824

  • 3 Beds
  • 2 Baths
  • 1,422 sqft

$725,000

Trulia Estimate
as of Aug 18, 2026
Est. Refi. Payment $4,808/mo*
Refinance Your Home

$725,000

Trulia Estimate
as of Aug 18, 2026
Est. Refi. Payment $4,808/mo*
Refinance Your Home
3 Beds
2 Baths
1,422 sqft

Home Value

Trulia Estimate
$725K
Since last month
Increased$3K (+0.4%)
Since last year
Increased$43K (+6.2%)
Since last sale
Increased$595K (+432.7%)
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 +64% in the last 10 years
MonthEstimated value
2026
August 2026$732K
July 2026$730K
June 2026$729K
May 2026$734K
April 2026$708K
March 2026$728K
February 2026$695K
January 2026$672K
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
261 High Street, Fairfield, CT
0.24
Single-Family Home
$603,000
10/29/25
3
2
1,560
271 Jeniford Road, Fairfield, CT
0.20
Single-Family Home
$740,000
11/14/25
3
2
1,382
378 High Street, Fairfield, CT
0.23
Single-Family Home
$651,000
03/05/26
3
2
1,190
28 Raymonds Drive, Fairfield, CT
0.26
Single-Family Home
$700,000
07/10/26
3
2
1,542
449 High Street, Fairfield, CT
0.24
Single-Family Home
$575,000
09/26/25
3
2
1,248
293 Sigwin Drive, Fairfield, CT
0.23
Single-Family Home
$765,000
02/13/26
3
1.5
2,180
274 High St, Fairfield, CT
0.27
Single-Family Home
$750,000
04/05/26
3
2
1,665
235 Lovers Lane, Fairfield, CT
0.08
Single-Family Home
$830,000
10/24/25
3
2
2,272
18 Dawn St, Fairfield, CT
0.34
Single-Family Home
$590,000
06/24/26
3
1.5
1,075
250 Szost Drive, Fairfield, CT
0.38
Single-Family Home
$716,590
02/24/26
3
2
1,256

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
67 Sigwin Drive, Fairfield, CT 06824
0.02
$1,150,000
3
2.5
2,304
Recently Sold
131 Sigwin Drive, Fairfield, CT 06824
0.07
$899,000
3
1.5
1,840
Off Market
109 Jeniford Road, Fairfield, CT 06824
0.07
$1,575,000
4
4.5
4,200
Recently Sold
22 Pemburn Drive, Fairfield, CT 06430
0.05
$1,005,900
4
2.5
2,782
Off Market
184 Sigwin Drive, Fairfield, CT 06824
0.13
$851,600
3
1.5
1,588
Off Market
187 Jeniford Road, Fairfield, CT 06824
0.13
$868,500
3
1.5
1,599
Off Market
62 Jeniford Road, Fairfield, CT 06824
0.11
$1,450,600
4
3.5
3,571
Off Market
890 Jennings Road, Fairfield, CT 06430
0.09
$818,100
4
2.5
2,243
Off Market
235 Lovers Lane, Fairfield, CT 06824
0.08
$830,000
3
2
2,272
Recently Sold
68 Figlar Avenue, Fairfield, CT 06824
0.14
$1,855,000
5
4
4,079
Recently Sold
244 Sigwin Drive, Fairfield, CT 06430
0.18
$632,800
3
1.5
1,588
Off Market
203 Lovers Lane, Fairfield, CT 04937
0.12
$516,300
3
1
1,240
Off Market

Local Information

  • Map ViewExplore the area around 55 Sigwin Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1928
Living Area
1,422 sqft
Price/Sqft
$510
Parking
Garage

About this House

Great house with open floor plan that includes the living room, dining room, kitchen and sunroom. Drenched in sunlight, this is a cheerful house.
Kitchen has a dishwasher and Jennair stove which leads to a full laundry room with washer/dryer and cabinets. Full bathroom on first floor.

2nd Floor has 3 bedrooms with new bathroom with walk-in shower. Carpeting in two of the bedrooms, MBR has hardwood. Plenty of closet space.

Great deck runs on 2 sides of the house for entertaining or eating outside.

2 Car Garage underneath the house with additional storage area.

Full yard. Close to Fairfield University and Holland Hill School.

Tenant pays heat, electric, water, cable and trash. Owner pays for lawn maintenance.

Not able to do a walk thru until August 7th when current tenant leaves.
55 Sigwin Dr, Fairfield, CT 06824 is a 3 bedroom, 2 bathroom, 1,422 sqft single-family home built in 1928. It last sold for $137,500 on Jun 28, 1990. More recently, it was listed as a rental in July 2020 with an asking price of $3,400 per month. That rental listing was removed on February 26, 2021. It is currently off market. The Trulia Estimate is $725,000, with a rent estimate of $5,062/month.

Home Details for 55 Sigwin Dr

Interior Features

Interior Details
BasementNumber of Rooms: 6
Heating & Cooling
Heating: Forced Air, OilAir ConditioningCooling System: OtherHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Hardwood
Appliances & Utilities
DryerWasher

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Wood
Parking & Garage
GarageParking: Garage Detached

Property Information

Year Built
Year Built: 1928
Property Type / Style
Property Type: Single Family HomeArchitecture: Conventional

Community

Units in Building: 1

Lot Information

Lot Area: 9583 sqft

Price and Tax history

DateEventPrice
Feb 26, 2021
Source: N/A
ListingRemoved
Aug 11, 2020
Source: N/A
ListingRemoved
$3,400
Jul 18, 2020
Source: N/A
Listed For Rent
$3,400
Jun 22, 2018
Source: N/A
ListingRemoved
$2,795
Jun 15, 2018
Source: N/A
Listed For Rent
$2,795

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
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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
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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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Explore by feature - Pet Friendly

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Homes for sale near 55 Sigwin Dr

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Off Market Homes Near 55 Sigwin Dr

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Frequently asked questions about 55 Sigwin Dr

  • What is 55 Sigwin Dr estimated to be worth?
    Trulia's estimated value for 55 Sigwin Dr in Fairfield, CT is $725,000.
  • What is the price history for 55 Sigwin Dr?
    55 Sigwin Dr in Fairfield, CT last sold for $137,500 in June 1990.
  • 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.
  • Does 55 Sigwin Dr have air conditioning?
    Yes, 55 Sigwin Dr in Fairfield, CT has air conditioning.
  • Does 55 Sigwin Dr have laundry facilities?
    Yes, 55 Sigwin Dr in Fairfield, CT has in-unit laundry.