2787 Redding Road, Fairfield, CT 06824
OFF MARKET

$2,154,000

Trulia Estimate
  • 4 Beds
  • 4.5 Baths
  • 4,060 sqft (on 2.06 acres)

2787 Redding Road, Fairfield, CT 06824

Est. Refi. Payment $14,228/mo*
Refinance Your Home
Currently Off Market - Sold Aug 18, 2025 for $2,000,000

Home Value

Trulia Estimate
$2.15M
Since last month
Increased$26K (+1.2%)
Since last year
Increased$150K (+7.5%)
Since last sale
Increased$153K (+7.7%)
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 +101% in the last 10 years
MonthEstimated value
2026
August 2026$2.15M
August 2026$2.15M
July 2026$2.13M
June 2026$2.12M
May 2026$2.1M
April 2026$2.06M
March 2026$2.05M
February 2026$2.06M
January 2026$2.02M
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
158 Coventry Lane, Fairfield, CT
0.26
Single-Family Home
$2,225,000
03/17/26
4
3.5
4,255
2514 Redding Road, Fairfield, CT
0.22
Single-Family Home
$1,140,000
08/24/26
5
3.5
3,808
200 Long Meadow Road, Fairfield, CT
0.57
Single-Family Home
$2,500,000
04/24/26
4
2.5
5,015
677 Eleven O Clock Road, Fairfield, CT
0.82
Single-Family Home
$2,220,000
06/30/26
5
4.5
4,231
2281 Redding Road, Fairfield, CT
0.40
Single-Family Home
$4,700,000
02/09/26
5
4.5
4,191
171 Paddock Hill Lane, Fairfield, CT
0.70
Single-Family Home
$2,950,000
07/15/26
4
5
6,252
125 Brett Lane, Fairfield, CT
0.28
Single-Family Home
$2,337,000
10/10/25
6
8
7,843
3233 North Street, Fairfield, CT
0.80
Single-Family Home
$1,850,000
08/18/26
5
4.5
5,700

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
1115 Banks Road North, Fairfield, CT 06824
0.18
$2,251,000
4
3.5
4,400
Off Market
2514 Redding Road, Fairfield, CT 06824
0.22
$1,140,000
5
3.5
3,808
Recently Sold
54 Catamount Road, Fairfield, CT 06824
0.22
$1,445,200
3
2.5
2,584
Off Market
775 Banks North Road, Fairfield, CT 06824
0.25
$2,197,900
5
4.5
4,762
Off Market
212 Coventry Lane, Fairfield, CT 06824
0.25
$2,704,700
5
3.5
5,200
Off Market
158 Coventry Lane, Fairfield, CT 06824
0.26
$2,225,000
4
3.5
4,255
Recently Sold
3010 Redding Road, Fairfield, CT 06824
0.27
$2,590,900
6
5.5
7,000
Off Market
118 Coventry Lane, Fairfield, CT 06824
0.27
$1,984,400
4
2.5
3,835
Off Market
125 Brett Lane, Fairfield, CT 06824
0.28
$2,510,200
6
8
7,843
Off Market
180 Catamount Road, Fairfield, CT 06824
0.28
-
-
-
-
Off Market
2401 Redding Road, Fairfield, CT 06430
0.30
$2,676,300
5
6
5,400
Off Market

Local Information

  • Map ViewExplore the area around 2787 Redding Road.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1989
2.06 acre lot
4,060 sqft
$531/sqft
4 Car Garage

About this House

Nestled in the heart of Greenfield Hill, this beautifully updated residence offers the perfect balance of classic New England charm and modern luxury. Set on two private, professionally landscaped acres with great curb appeal, the 4-bedroom, 4.5 bathroom home boasts spacious interiors, high-end finishes and an effortless indoor-outdoor lifestyle all with one-level living. The gracious living room and formal dining room each feature their own fireplace and are enhanced by exquisite custom millwork, creating a warm and inviting ambiance ideal for entertaining. A Chef's kitchen outfitted with stainless appliances, quartz countertops, custom cabinets and a vaulted ceiling seamlessly adjoins the generous family room with yet another fireplace, perfect for relaxed gatherings. The private primary suite is a serene retreat boasting dual baths, its own fireplace and walls of closet space. A second en-suite bedroom provides opportunity for an office, sitting room or gym. In addition, a separate wing offers two more spacious bedrooms ideal for extended family, guests, or flexible use. Step outside to an expansive covered veranda overlooking sweeping, manicured grounds - an ideal setting for outdoor living and entertaining. And, so many uses for a guest cottage with its own entrance.. This home has it all: 10'+ ceilings, 4 fireplaces, his and her baths, tons of closets, hardwood floors throughout, an enormous basement, and 4 garage bays. Not to be missed - move in and enjoy!
2787 Redding Road, Fairfield, CT 06824 is a 4 bedroom, 5 bathroom, 4,060 sqft single-family home built in 1989. It last sold for $2,000,000 on Aug 18, 2025 (5% below the $2,100,000 asking price). More recently, it was listed as a rental in October 2014 with an asking price of $5,995 per month. That rental listing was removed on September 5, 2019. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,154,000.
Last check for updates: about 12 hours ago
Listed by Kathy FitzSimons, (203) 520-8056
William Pitt Sotheby's Int'l, (203) 255-9900
Bought with: Zef Vataj, (914) 960-1061, Houlihan Lawrence, (914) 273-9505
Source: Smart MLS, MLS#24103411

Home Details for 2787 Redding Road

Interior Features

Interior Details
Basement: Full,Unfinished,Storage SpaceNumber of Rooms: 8Types of Rooms: Master Bedroom, Bedroom, Master Bathroom, Bathroom, Dining Room, Family Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 5Number of Bathrooms (full): 4Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 4060 Square Feet
Appliances & Utilities
Appliances: Gas Range, Oven, Microwave, Freezer, Dishwasher, Disposal, Water HeaterDishwasherDisposalLaundry: Main LevelMicrowave
Heating & Cooling
Heating: Forced Air,Natural GasHas CoolingAir Conditioning: Central Air,ZonedHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 4Has a Fireplace
Security
Security: Security System

Exterior Features

Exterior Home Features
Roof: AsphaltFoundation: Concrete PerimeterNo Private Pool
Parking & Garage
Number of Garage Spaces: 4Number of Covered Spaces: 4No CarportHas a GarageHas an Attached GarageParking Spaces: 4Parking: Attached,Detached,Garage Door Opener
Frontage
Waterfront: Beach Access, Water CommunityNot on Waterfront
Water & Sewer
Sewer: Septic Tank
Finished Area
Finished Area (above surface): 4060 Square Feet

Property Information

Year Built
Year Built: 1989
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Ranch
Building
Construction Materials: BrickNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 133069

Price & Status

Price
List Price: $2,100,000
Status Change & Dates
Off Market Date: Mon Aug 11 2025Possession Timing: Neg.

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: 4060 Square Feet

Community

Community Features: Golf, Tennis Court(s)

HOA

No HOA

Lot Information

Lot Area: 2.06 Acres

Miscellaneous

BasementMls Number: 24103411Attic: Pull Down StairsAbove Grade Unfinished Area: 4060

Additional Information

GolfTennis Court(s)

Price and Tax history

DateEventPrice
Aug 18, 2025
Source: Smart MLS #24103411
Sold
$2,000,000
Aug 12, 2025
Source: Smart MLS #24103411
Pending
$2,100,000
Jun 18, 2025
Source: Smart MLS #24103411
Listed For Sale
$2,100,000
Oct 17, 2023
Source: Smart MLS #170593559
Sold
$1,805,000
Oct 4, 2023
Source: William Raveis Real Estate, Mortgage & Insurance #170593559
PendingToActive
$1,499,000

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

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Frequently asked questions about 2787 Redding Road

  • What is 2787 Redding Road estimated to be worth?
    Trulia's estimated value for 2787 Redding Road in Fairfield, CT is $2,154,000.
  • What is the price history for 2787 Redding Road?
    2787 Redding Road in Fairfield, CT last sold for $2,000,000 in August 2025.
  • 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 2787 Redding Road have air conditioning?
    Yes, 2787 Redding Road in Fairfield, CT has air conditioning.
  • Does 2787 Redding Road have laundry facilities?
    Yes, 2787 Redding Road in Fairfield, CT has laundry facilities.

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