1420 Galloping Hill Rd, Fairfield, CT 06824
Property image
Property image
OFF MARKET

1420 Galloping Hill Rd
Fairfield, CT 06824

  • 5 Beds
  • 5 Baths
  • 4,598 sqft (on 1 acre)

$1,635,400

Trulia Estimate
as of Aug 25, 2026
Est. Refi. Payment $10,742/mo*
Refinance Your Home

$1,635,400

Trulia Estimate
as of Aug 25, 2026
Est. Refi. Payment $10,742/mo*
Refinance Your Home
5 Beds
5 Baths
4,598 sqft
(on 1 acre)

Home Value

Trulia Estimate
$1.64M
Since last month
Decreased$28K (-1.7%)
Since last year
Increased$168K (+11.5%)
Since last sale
Increased$661K (+67.8%)
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 +90% in the last 10 years
MonthEstimated value
2026
August 2026$1.64M
July 2026$1.66M
June 2026$1.69M
May 2026$1.62M
April 2026$1.61M
March 2026$1.59M
February 2026$1.51M
January 2026$1.52M
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
200 Joan Drive, Fairfield, CT
0.08
Single-Family Home
$1,595,000
07/02/26
4
3
3,362
355 Surrey Lane, Fairfield, CT
0.12
Single-Family Home
$1,550,000
07/07/26
4
3.5
2,696
947 Galloping Hill Road, Fairfield, CT
0.35
Single-Family Home
$1,305,000
01/23/26
4
3.5
4,024
109 Buckboard Lane, Fairfield, CT
0.29
Single-Family Home
$1,255,000
12/19/25
4
3.5
2,812
545 Surrey Lane, Fairfield, CT
0.24
Single-Family Home
$1,290,000
10/30/25
4
2.5
3,360
6 Buckboard Lane, Fairfield, CT
0.22
Single-Family Home
$1,175,000
04/15/26
4
2.5
2,470
1115 Galloping Hill Road, Fairfield, CT
0.27
Single-Family Home
$1,450,000
05/04/26
4
2.5
2,968
107 Buckboard Lane, Fairfield, CT
0.26
Single-Family Home
$1,587,500
08/18/26
4
2.5
2,896
1090 Galloping Hill Road, Fairfield, CT
0.24
Single-Family Home
$1,250,000
07/16/26
4
2.5
2,272
2492 Congress Street, Fairfield, CT
0.37
Single-Family Home
$1,000,000
12/15/25
4
3
2,273

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
200 Joan Drive, Fairfield, CT 06824
0.08
$1,595,000
4
3
3,362
Recently Sold
362 Joan Drive, Fairfield, CT 06824
0.09
$1,677,000
4
2.5
3,226
Off Market
111 Joan Drive, Fairfield, CT 06824
0.17
$1,433,900
4
2.5
3,221
Off Market
355 Surrey Lane, Fairfield, CT 06824
0.12
$1,550,000
4
3.5
2,696
Recently Sold
416 Surrey Lane, Fairfield, CT 06824
0.14
$1,626,800
5
3.5
4,755
Off Market
231 Lindamir Lane, Fairfield, CT 06824
0.22
$1,237,000
4
2.5
2,402
Off Market
68 Joan Drive, Fairfield, CT 06430
0.20
$861,100
4
2
2,508
Off Market
442 Joan Drive, Fairfield, CT 06824
0.17
$1,666,000
4
2.5
3,738
Off Market
442 Surrey Lane, Fairfield, CT 06824
0.17
$1,522,300
6
4.5
3,274
Off Market
22 Buckboard Lane, Fairfield, CT 04937
0.19
$962,600
4
2.5
2,044
Off Market
2161 Congress Street, Fairfield, CT 06430
0.24
$1,010,600
4
2.5
2,800
Off Market
6 Buckboard Lane, Fairfield, CT 06824
0.22
$1,175,000
4
2.5
2,470
Recently Sold

Local Information

  • Map ViewExplore the area around 1420 Galloping Hill Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1964
Lot Size
1 acre
Living Area
4,598 sqft
Price/Sqft
$356
Parking
Garage

About this House

This spacious totally expanded and updated(2017) home has many custom features including custom cabinetry and pocket doors throughout.
First Floor: Includes a separate entrance - possible in-law/au pair suite (or deluxe home office). Two rooms on first floor have direct access to full bath and kitchen(see floor plan). Front to back living room opens to 2-story library/office/music room with vaulted ceiling and custom staircase to bedroom and 2nd floor. New Kitchen, quartz counters, pantry closet, and hardwood floor. Glass encircled hexanagonal dining room/sun room with heated tile floor, and access to large stone patio & park-like back yard. 2nd Floor: New Primary Bedroom Suite with Spa Bathroom: includes heated floor, large shower-multiple shower heads, and deep soaking tub. Custom closet cabinetry and dressing room connects to bath. Three other bedrooms( 2 with ensuite baths and walk-in closets). 2nd floor also has a study/nursery/office or 5th bedroom and a separate large laundry room. Lower level Great Room, yoga/exercise area, playroom with walkout to private yard with stone walls. Lovely home and neighborhood convenient to Merritt exit 44 and shopping. NEW ROOF 2021 Per owner- the lower level is not currently heated. The spacious lower level is not included on public records.
Wonderful friendly neighborhood for walking and jogging.
A very flexible and adaptable floor plan.
The Dining Room wall could be removed allowing for a larger kitchen with center island. The right side of garage has an extended bay for a large vehicle, or for a future mudroom opening to the office/den. It could also be used for a closet for a first floor bedroom.
The addition was designed by architect David Preusch of Westport.
1420 Galloping Hill Rd, Fairfield, CT 06824 is a 5 bedroom, 5 bathroom, 4,598 sqft single-family home built in 1964. It last sold for $975,000 on Jun 1, 2022. More recently, it was listed as a rental in December 2019 with an asking price of $4,500 per month. That rental listing was removed on December 30, 2019. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,635,400, with a rent estimate of $7,506/month.

Home Details for 1420 Galloping Hill Rd

Interior Features

Interior Details
BasementNumber of Rooms: 14
Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Wood
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 1964
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 1 acre

Price and Tax history

DateEventPrice
Jun 1, 2022
Source: Smart MLS #170474686
Sold
$975,000
Apr 30, 2022
Source: Smart MLS #170474686
Contingent
$1,200,000
Apr 26, 2022
Source: William Raveis Real Estate, Mortgage & Insurance #170474686
Pending
$1,200,000
Apr 15, 2022
Source: Smart MLS #170474686
Listed For Sale
$1,200,000
May 6, 2020
Source: Agent Provided
ListingRemoved
$759,900

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 1420 Galloping Hill Rd

  • What is 1420 Galloping Hill Rd estimated to be worth?
    Trulia's estimated value for 1420 Galloping Hill Rd in Fairfield, CT is $1,635,400.
  • What is the price history for 1420 Galloping Hill Rd?
    1420 Galloping Hill Rd in Fairfield, CT last sold for $975,000 in June 2022.
  • 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 1420 Galloping Hill Rd have air conditioning?
    Yes, 1420 Galloping Hill Rd in Fairfield, CT has air conditioning.
  • Does 1420 Galloping Hill Rd have laundry facilities?
    Yes, 1420 Galloping Hill Rd in Fairfield, CT has in-unit laundry.

Explore by feature - Pet Friendly

24 pet-friendly rentals in Fairfield, CT

Explore by feature - Garage

44 rentals with a garage in Fairfield, CT

Explore by feature - Air Conditioning

90 rentals with air conditioning in Fairfield, CT

Explore by feature - Pool

10 rentals with a pool in Fairfield, CT

Explore by feature - Washer/dryer

109 rentals with a washer/dryer in Fairfield, CT

Explore by feature - Outdoor Space

26 rentals with an outdoor space in Fairfield, CT

Apartments for Rent

Skip to last item
Skip to first item

Off Market Homes Near 1420 Galloping Hill Rd

Skip to last item
Skip to first item

Homes for sale near 1420 Galloping Hill Rd

Skip to last item
Skip to first item
Skip to last item
  • Results are loading
Skip to first item