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

83 Galloping Hill Rd
Fairfield, CT 06824

  • 5 Beds
  • 4.5 Baths
  • 5,647 sqft (on 1 acre)

$2,378,100

Trulia Estimate
as of Jul 29, 2026
Est. Refi. Payment $15,650/mo*
Refinance Your Home

$2,378,100

Trulia Estimate
as of Jul 29, 2026
Est. Refi. Payment $15,650/mo*
Refinance Your Home
5 Beds
4.5 Baths
5,647 sqft
(on 1 acre)

Local Information

  • Map ViewExplore the area around 83 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
2006
Lot Size
1 acre
Living Area
5,647 sqft
Price/Sqft
$421
Parking
Garage

About this House

SPECTACULAR CUSTOM COLONIAL Exceptionally built European styled colonial located in lower Greenfield Hill on a truly magnificent acre of land( a fantastic spot for custom designed in-ground pool and cabana) . This newer custom home with 5700 square feet includes architectural details not found in today's new construction. This home includes 11 rooms,5 bedrooms , 5 fireplaces, 4.5 baths ,a walk up third floor and a three car garage. The homes first floor includes a very impressive 2 story foyer, raised cherry paneled study with fpl, formal dining room with tray ceiling with fpl , formal game room with fpl, e-i-k with state of the art appliances, coffered ceiling, granite island which opens to fantastic family room and a walk out to expansive patio. The second floor living area includes a very impressive master bedroom with sitting area, coffered ceiling ,fpl, luxurious master bath with cathedral ceiling, his and her closets and a grand 7 head shower. There are three additional Bedrooms , one with a private bath and another bedroom with living room ,a private bath and seperate entrance ,perfect for au-pair or guest suite. A few of the many exceptional features found in this home includes custom cabinetry, hydro air heating system,window transoms, irrigation system ,
extensive landscaping ... Truly an exceptional home !
83 Galloping Hill Rd, Fairfield, CT 06824 is a 5 bedroom, 5 bathroom, 5,647 sqft single-family home built in 2006. It last sold for $1,447,500 on Aug 25, 2020. It is currently off market. The Trulia Estimate is $2,378,100, with a rent estimate of $7,064/month.

Home Details for 83 Galloping Hill Rd

Interior Features

Interior Details
BasementNumber of Rooms: 11
Heating & Cooling
Heating: Other, GasAir ConditioningCooling System: CentralHeating Fuel: Other
Appliances & Utilities
DishwasherRefrigerator
Levels, Entrance, & Accessibility
Floors: Other

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Brick
Parking & Garage
GarageParking Spaces: 3Parking: Garage Attached

Property Information

Year Built
Year Built: 2006
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 1 acre

Price History for 83 Galloping Hill Rd

DatePriceEventSource
08/25/2020$1,447,500Sold
Smart MLS #170310322
06/27/2020$1,550,000Listed For SaleAgent Provided
01/02/2020$1,550,000ListingRemovedAgent Provided
10/04/2019$1,550,000PriceChange
Agent Provided
07/27/2019$1,625,000PriceChange
Agent Provided
04/26/2019$1,695,000Listed For SaleAgent Provided
12/28/2018$1,695,000ListingRemovedAgent Provided
08/18/2018$1,695,000PriceChange
Agent Provided
05/04/2018$1,750,000Listed For SaleAgent Provided
12/12/2017$1,850,000ListingRemovedAgent Provided
04/18/2017$1,850,000PriceChange
Agent Provided
09/02/2016$1,875,000PriceChange
Agent Provided
06/03/2016$1,900,000Listed For SaleAgent Provided
12/08/2012$1,950,000ListingRemovedAgent Provided
10/25/2012$1,950,000Listed For SaleAgent Provided
08/14/2012$1,950,000ListingRemovedAgent Provided
02/07/2012$1,950,000PriceChange
Agent Provided
04/07/2011$1,998,000PriceChange
Agent Provided
10/22/2010$2,100,000PriceChange
Agent Provided
02/12/2010$2,199,000Listed For SaleAgent Provided
03/04/2008$1,825,000Sold
Smart MLS #98341065

Market trends in Fairfield

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$987K
$49KMoM
Sale-to-List Price
103.3%
0.6%MoM
Price per sq ft
$483
$16MoM
Available listings
178
10MoM
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Property Tax and Assessment

Year2025
Tax$27,385
Assessment$964,600
Home facts updated by county records

Comparable Sales for 83 Galloping Hill Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
145 Galloping Hill Road, Fairfield, CT
0.04
Single-Family Home
$3,300,000
06/02/26
5
5.5
8,925
47 Trillium Circle, Fairfield, CT
0.17
Single-Family Home
$1,200,000
08/27/25
4
3.5
3,266
147 Trillium Road, Fairfield, CT
0.24
Single-Family Home
$1,705,000
08/05/25
4
3
4,176
1207 Stillson Road, Fairfield, CT
0.49
Single-Family Home
$1,545,000
02/20/26
5
4.5
4,073
385 Brookside Drive, Fairfield, CT
0.33
Single-Family Home
$1,500,000
08/15/25
4
2.5
3,040
142 Trillium Road, Fairfield, CT
0.26
Single-Family Home
$1,280,000
08/11/25
4
2.5
3,050
59 Thornhill Road, Fairfield, CT
0.51
Single-Family Home
$2,112,500
10/16/25
6
5.5
5,256
2107 North Benson Road, Fairfield, CT
0.49
Single-Family Home
$1,020,000
01/16/26
4
4
3,957
1137 Stillson Road, Fairfield, CT
0.42
Single-Family Home
$1,415,000
12/10/25
3
3.5
2,849
757 Galloping Hill Road, Fairfield, CT
0.61
Single-Family Home
$2,025,000
06/11/26
4
2.5
3,728

Nearby homes

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Assigned Schools

These are the assigned schools for 83 Galloping Hill Rd.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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

  • 49 % 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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Homes for sale near 83 Galloping Hill Rd

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Off Market Homes Near 83 Galloping Hill Rd

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