185 Webb Rd, Fairfield, CT 06825
Property image
Property image
OFF MARKET

$1,150,500

Trulia Estimate
  • 4 Beds
  • 3.5 Baths
  • 3,443 sqft (on 0.69 acres)

185 Webb Rd, Fairfield, CT 06825

Est. Refi. Payment $7,573/mo*
Refinance Your Home
Currently Off Market - Sold Jul 17, 2020 for $728,500

Home Value

Trulia Estimate
$1.15M
Since last month
Decreased$5K (-0.4%)
Since last year
Increased$78K (+7.3%)
Since last sale
Increased$416K (+57.1%)
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 +175% in the last 10 years
MonthEstimated value
2026
August 2026$1.14M
July 2026$1.15M
June 2026$1.16M
May 2026$1.15M
April 2026$1.14M
March 2026$1.13M
February 2026$1.08M
January 2026$1.06M
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
622 Melville Avenue, Fairfield, CT
0.33
Single-Family Home
$893,000
06/11/26
4
3.5
2,262
50 Berkeley Road, Fairfield, CT
0.10
Single-Family Home
$905,000
06/30/26
4
2.5
3,192
84 Algonquin Road, Fairfield, CT
0.37
Single-Family Home
$1,007,500
04/21/26
4
4
3,257
90 White Oak Road, Fairfield, CT
0.41
Single-Family Home
$1,207,000
01/05/26
5
4.5
3,154
644 Melville Avenue, Fairfield, CT
0.35
Single-Family Home
$790,000
07/02/26
3
3
1,635
20 Lynnbrook Road, Fairfield, CT
0.34
Single-Family Home
$860,000
06/26/26
5
2.5
3,528
42 Fairway Green, Fairfield, CT
0.37
Single-Family Home
$720,000
06/29/26
4
3.5
2,268
90 2nd Street, Fairfield, CT
0.15
Single-Family Home
$487,500
12/02/25
4
3
2,045
605 Brooklawn Avenue, Fairfield, CT
0.46
Single-Family Home
$1,175,000
01/27/26
6
3.5
3,098
1210 Laurel Avenue, Bridgeport, CT
0.60
Single-Family Home
$630,000
06/30/26
5
2.5
3,072

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
42 Berkley Road, Fairfield, CT 06825
0.08
-
3
1.5
1,324
Off Market
75 Berkeley Road, Fairfield, CT 06825
0.09
-
4
1
1,500
Off Market
48 Berkeley Road, Fairfield, CT 06825
0.09
$947,600
4
2.5
2,650
Off Market
50 Berkeley Road, Fairfield, CT 06825
0.10
$905,000
4
2.5
3,192
Recently Sold
97 Webb Road, Fairfield, CT 06432
0.10
$1,000,300
5
3.5
4,400
Off Market
78 Marlborough Terrace, Fairfield, CT 04937
0.14
$555,300
3
2
1,484
Off Market
67 3rd Street, Fairfield, CT 06825
0.14
$586,400
3
1.5
1,308
Off Market
47 Old Stratfield Road, Fairfield, CT 06825
0.14
$769,500
3
2.5
1,490
Off Market
28 Eagle Drive, Fairfield, CT 06825
0.13
-
4
2.5
4,250
Off Market
133 Marlborough Terrace, Fairfield, CT 06825
0.15
$520,000
4
1.5
1,599
Recently Sold
81 Old Stratfield Road, Fairfield, CT 06825
0.15
$775,000
3
2.5
1,614
Recently Sold
90 2nd Street, Fairfield, CT 06825
0.15
$487,500
4
3
2,045
Recently Sold

Local Information

  • Map ViewExplore the area around 185 Webb Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1986
Lot Size
0.69 acres
Living Area
3,443 sqft
Price/Sqft
$334

About this House

A Unicorn weekend retreat or full-time home-sheltering Shangri-La,"Tree Tops" is a unique, nestled-in-nature home which will WOW you from the moment you enter: deck with private tree-top views accented by the calming sounds of birds & babbling brook; convenience of being on a cul-de-sac mere steps from Brooklawn Country Club and local restaurants; professional, low-maintenance landscaping and tasteful handicapped accessible features throughout including elevator. Meticulously renovated with fine materials including oak & bamboo flooring, new roof, kitchen, baths, front walk, interior/exterior paint, portico, fireplace mantles/surrounds, doors, hardware & lighting. The first floor features a spacious foyer with soaring ceiling & custom wrought iron staircase providing great flow to the open concept spaces including the living/dining room & kitchen/family room; each with fireplaces and deck access. The gourmet kitchen features Thermador appliances, white Shaker-style cabinets, onyx counters, glass subway tile back splash, and large underlit island. The upper level master suite includes a study or potential walk-in closet & luxe bath with walk-in shower and soaking tub. A second bedroom suite with full marble bath & laundry hook- up are also on this level. A finished walk-out lower level with bonus room & full bath provides patio access & 2 bedrooms; perfect for teens or home offices with conference room in between. House wired for surround sound and full house generator.
185 Webb Rd, Fairfield, CT 06825 is a 4 bedroom, 4 bathroom, 3,443 sqft single-family home built in 1986. It last sold for $728,500 on Jul 17, 2020. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,150,500, with a rent estimate of $6,488/month.

Home Details for 185 Webb Rd

Interior Features

Interior Details
BasementNumber of Rooms: 7
Levels, Entrance, & Accessibility
Stories: 2Floors: Hardwood
Heating & Cooling
Air ConditioningCooling System: Central
Security
Security System

Exterior Features

Exterior Home Features
Roof: OtherDeckExterior: OtherGardenPatioSprinkler System

Property Information

Year Built
Year Built: 1986
Property Type / Style
Property Type: Single Family HomeArchitecture: Cape Cod

Community

Units in Building: 1

Lot Information

Lot Area: 0.69 acres

Price and Tax history

DateEventPrice
Jul 17, 2020
Source: Smart MLS #170296117
Sold
$728,500
Jun 10, 2020
Source: Agent Provided
Pending
$728,000
Jun 1, 2020
Source: Agent Provided
Listed For Sale
$728,000
Aug 31, 2015
Source: Smart MLS #99039393
Sold
$427,000

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 185 Webb Rd

  • What is 185 Webb Rd estimated to be worth?
    Trulia's estimated value for 185 Webb Rd in Fairfield, CT is $1,150,500.
  • What is the price history for 185 Webb Rd?
    185 Webb Rd in Fairfield, CT last sold for $728,500 in July 2020.
  • 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 185 Webb Rd have air conditioning?
    Yes, 185 Webb Rd in Fairfield, CT has air conditioning.
  • How big is the lot at 185 Webb Rd?
    The lot at 185 Webb Rd in Fairfield, CT is about 0.69 acres (30,056 sq ft).

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