2031 Redding Road, Fairfield, CT 06824
OFF MARKET

2031 Redding Road
Fairfield, CT 06824

  • 7 Beds
  • 6 Baths
  • 5,291 sqft (on 2 acres)

$2,409,300

Trulia Estimate
as of Jul 9, 2026
Est. Refi. Payment $15,537/mo*
Refinance Your Home

$2,409,300

Trulia Estimate
as of Jul 9, 2026
Est. Refi. Payment $15,537/mo*
Refinance Your Home
7 Beds
6 Baths
5,291 sqft
(on 2 acres)

Local Information

  • Map ViewExplore the area around 2031 Redding Road.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Wonderful lifestyle opportunity to own a curated estate property nestled on over two picturesque acres in scenic Greenfield Hill. This beautifully restored antique home boasts spacious rooms with original, meticulously restored wide plank wood floors. A standout feature is the spectacular room with brick flooring and an oversized fireplace, leading to a working climatized greenhouse. The property includes several outbuildings: a legal two-story guest house with fireplace & laundry, a large renovated barn offering endless possibilities, and a garage with a bonus room. The breathtaking grounds feature a sweeping meadow adorned with stone walls, mature plantings, an expansive stone terrace, and a luxurious gunite pool and spa, creating an exceptional space for outdoor living. This home has been impeccably restored and renovated, with no expense spared in securing talented craftsmen and selecting carefully selected finishes and materials. Original elements such as hand-hewn wide board wood floors, exposed beams, bay windows with window seats, custom built-ins, and four wood burning fireplaces add wonderful ambiance. Located just two miles from the charming Greenfield Hill center with specialty shops, restaurants, and Pilates studio. This property is minutes away from the Metro North train, vibrant Fairfield center, Southport Village & Harbor. Enjoy easy access to beaches, golf & tennis. Waterfront community offering historic charm, dining, shopping & arts, just 50 miles from NYC. This home includes a legal guest cottage and incredible 1290 sf barn, as well as a detached, two-car garage with an attached bonus room. All rooms in the listing marked "OTHER" are pertaining to the guest cottage.
2031 Redding Road, Fairfield, CT 06824 is a 7 bedroom, 6 bathroom, 5,291 sqft single-family home built in 1810. It last sold for $2,270,000 on May 29, 2025 (1% below the $2,295,000 asking price). More recently, it was listed as a rental in March 2023 with an asking price of $2,350 per month. That rental listing was removed on March 17, 2023. It is currently off market. The Trulia Estimate is $2,409,300, with a rent estimate of $2,180/month.

Home Highlights

Parking
Garage
Outdoor
Patio, Pool
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 2031 Redding Road

Interior Features

Interior Details
Basement: Full,Unfinished,Storage Space,Interior EntryNumber of Rooms: 14Types of Rooms: Master Bedroom, Bedroom, Dining Room, Family Room, Kitchen, Living Room, Study
Beds & Baths
Number of Bedrooms: 7Number of Bathrooms: 6Number of Bathrooms (full): 6
Dimensions and Layout
Living Area: 5291 Square Feet
Appliances & Utilities
Appliances: Gas Range, Range Hood, Refrigerator, Dishwasher, Water HeaterDishwasherLaundry: Lower Level,Mud RoomRefrigerator
Heating & Cooling
Heating: Hot Water,OilHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Hot Water
Fireplace & Spa
Number of Fireplaces: 4Has a Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: PatioOther Structures: Barn(s), Guest House, GreenhouseFoundation: MasonryHas a Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageNo Attached GarageParking Spaces: 2Parking: Detached
Pool
Pool: Gunite, Heated, In GroundPool
Frontage
Not on Waterfront
Water & Sewer
Sewer: Septic Tank
Farm & Range
Allowed to Raise Horses
Finished Area
Finished Area (above surface): 5291 Square Feet

Property Information

Year Built
Year Built: 1810
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial,Antique
Building
Construction Materials: ClapboardNot a New ConstructionDoes Not Include Home Warranty
Property Information
Not Included in Sale: Shelving in the blue bedroom at the end of the house, antique chandelier in family room with the brick floor.Parcel Number: 133096

Price & Status

Price
List Price: $2,295,000
Status Change & Dates
Off Market Date: Fri Mar 21 2025Possession Timing: Negotiable

Active Status

MLS Status: Closed

Location

Direction & Address
City: FairfieldCommunity: Greenfield Hill
School Information
Elementary School: BurrJr High / Middle School: TomlinsonHigh School: Fairfield Warde

Building

Building Area
Building Area: 5291 Square Feet

Community

Community Features: Golf, Paddle Tennis, Tennis Court(s)

HOA

No HOA

Lot Information

Lot Area: 2 Acres

Miscellaneous

BasementMls Number: 24064425Attic: Storage, Pull Down StairsAbove Grade Unfinished Area: 5291

Additional Information

GolfPaddle TennisTennis Court(s)
Last check for updates: about 2 hours ago
Listed by Katie O'Grady, (203) 913-7777
Compass Connecticut, LLC, (203) 489-6499
Co-Listing Agent: Gina Hackett, (917) 696-6050
Compass Connecticut, LLC, (203) 293-9715
Bought with: Gina Hackett, (917) 696-6050, Compass Connecticut, LLC, (203) 293-9715
Source: Smart MLS, MLS#24064425

Price History for 2031 Redding Road

DatePriceEventSource
05/29/2025$2,270,000Sold
Smart MLS #24064425
04/01/2025$2,295,000PendingSmart MLS #24064425
03/01/2025$2,295,000Listed For SaleSmart MLS #24064425
02/21/2025$2,295,000ListingRemovedSmart MLS #24064425
12/19/2024$2,295,000Listed For SaleSmart MLS #24064425
03/17/2023ListingRemovedZillow Rentals
03/11/2023$2,350Listed For RentZillow Rentals
04/24/2020$762,500Sold
Smart MLS #170170375
02/28/2020$799,000PendingAgent Provided
06/17/2019$799,000PriceChange
Agent Provided
04/18/2019$899,000PriceChange
Agent Provided
03/07/2019$949,900Listed For SaleAgent Provided
01/01/2019$975,000ListingRemovedAgent Provided
10/23/2018$975,000PriceChange
Agent Provided
06/25/2018$398,500Listed For SaleAgent Provided

Market trends in Fairfield

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$921K
$34.17KMoM
Sale-to-List Price
102.7%
0.5%MoM
Price per sq ft
$498
$23MoM
Available listings
168
38MoM
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Property Tax and Assessment

Year2025
Tax$17,488
Assessment$616,000
Home facts updated by county records

Comparable Sales for 2031 Redding Road

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
2281 Redding Road, Fairfield, CT
0.23
Single-Family Home
$4,700,000
02/09/26
5
4.5
4,191
2787 Redding Road, Fairfield, CT
0.63
Single-Family Home
$2,000,000
08/18/25
4
4.5
4,060
3853 Congress Street, Fairfield, CT
0.53
Single-Family Home
$1,170,000
01/15/26
4
5.5
4,906
215 Paddock Hill Lane, Fairfield, CT
0.74
Single-Family Home
$1,875,000
08/22/25
4
4.5
5,737
1615 Cross Highway, Fairfield, CT
0.75
Single-Family Home
$2,025,000
10/15/25
4
4
4,606
85 Whiting Pond Road, Fairfield, CT
0.41
Single-Family Home
$998,000
07/21/25
4
2.5
4,406
158 Coventry Lane, Fairfield, CT
0.73
Single-Family Home
$2,225,000
03/17/26
4
3.5
4,255
3810 Congress Street, Fairfield, CT
0.60
Single-Family Home
$1,753,000
05/18/26
4
2.5
4,051
101 Brambley Hedge Circle, Fairfield, CT
0.84
Single-Family Home
$1,500,000
02/13/26
5
5
5,136

Nearby homes

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Assigned Schools

These are the assigned schools for 2031 Redding Road.
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

  • 78 % Say there's holiday spirit

  • 76 % Say people would walk alone at night

  • 71 % Say kids play outside

  • 67 % 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
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  • Bnsdkbr225
    "Friendly and beautiful. Close to Lake Mohegan and parks. Lake rights to Lake Hill’s association . "
    0
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  • Kevin.cohen318
    "Great place to raise a family, incredibly safe and has all the amenities you could want on a year round basis."
    0
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  • Alexande.pappas
    "Yes walking miking kids walking to school we have public beaches lake’s plenty of restaurants churches"
    0
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  • 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
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  • 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
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  • 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
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  • 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
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  • 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
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  • 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
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  • Raquel
    "Great family environment, lots of parks. Neighbors are friendly and welcoming. A lot of activities for kids. "
    0
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  • Lisalberts
    "It’s friendly and easy to walk or ride bikes around. The schools are wonderful. A real community feel."
    0
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  • 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
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  • 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
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  • 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
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  • 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
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Apartments for Rent

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Explore by feature - Pet Friendly

21 pet-friendly rentals in Fairfield, CT

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Explore by feature - Outdoor Space

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Homes for sale near 2031 Redding Road

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Off Market Homes Near 2031 Redding Road

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IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.