1081 Hillside Road, Fairfield, CT 06824
OFF MARKET

$2,920,600

Trulia Estimate
  • 5 Beds
  • 5.5 Baths
  • 5,176 sqft (on 3.58 acres)

1081 Hillside Road, Fairfield, CT 06824

Est. Refi. Payment $19,811/mo*
Refinance Your Home
Currently Off Market - Sold Jul 15, 2024 for $2,599,000

Home Value

Trulia Estimate
$2.92M
Since last month
Decreased$60K (-2%)
Since last year
Increased$128K (+4.6%)
Since last sale
Increased$320K (+12.3%)
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 +82% in the last 10 years
MonthEstimated value
2026
September 2026$2.92M
August 2026$2.98M
July 2026$3.02M
June 2026$3.07M
May 2026$3.03M
April 2026$3.02M
March 2026$3.06M
February 2026$2.88M
January 2026$2.82M
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
3050 Bronson Road, Fairfield, CT
0.13
Single-Family Home
$2,495,000
07/31/26
4
4
4,300
2683 Bronson Road, Fairfield, CT
0.43
Single-Family Home
$3,100,000
05/28/26
5
6
5,515
111 Golden Pond Lane, Fairfield, CT
0.44
Single-Family Home
$3,000,000
08/27/26
5
7
8,279
1380 Old Academy Road, Fairfield, CT
0.54
Single-Family Home
$3,000,000
04/16/26
4
5.5
3,961
820 Hillside Road, Fairfield, CT
0.26
Single-Family Home
$2,215,000
06/10/26
3
2.5
3,594
40 Hill Brook Lane, Fairfield, CT
0.91
Single-Family Home
$2,995,000
07/02/26
4
4
3,847
225 Dunham Road, Fairfield, CT
0.54
Single-Family Home
$1,300,000
09/22/25
4
2.5
2,525
2444 Bronson Road, Fairfield, CT
0.62
Single-Family Home
$2,125,000
08/18/26
4
3.5
4,099

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
3050 Bronson Road, Fairfield, CT 06824
0.13
$2,495,000
4
4
4,300
Recently Sold
958 Hillside Road, Fairfield, CT 06824
0.13
$3,086,700
4
4.5
5,078
Off Market
3113 Bronson Road, Fairfield, CT 06824
0.18
$4,580,800
5
5
8,004
Off Market
863 Old Academy Road, Fairfield, CT 06824
0.16
$2,553,000
4
4.5
3,656
Off Market
485 Greenfield Hill Road, Fairfield, CT 06824
0.20
$1,201,500
3
3.5
3,400
Off Market
130 Hubbell Lane, Fairfield, CT 06824
0.21
$1,304,600
3
2
1,958
Off Market
820 Hillside Road, Fairfield, CT 06824
0.26
$2,215,000
3
2.5
3,594
Recently Sold
80 Hubbell Lane, Fairfield, CT 06824
0.23
-
-
-
-
Off Market
15 Verna Field Road, Fairfield, CT 06824
0.30
$1,735,300
4
3.5
3,264
Off Market
745 Old Academy Road, Fairfield, CT 06824
0.25
$3,192,300
4
5.5
6,686
Off Market
179 Verna Hill Road, Fairfield, CT 06824
0.28
$1,100,000
5
2.5
2,400
Recently Sold

Local Information

  • Map ViewExplore the area around 1081 Hillside Road.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1751
3.58 acre lot
5,176 sqft
$564/sqft
Garage

About this House

This stunning estate in Lower Greenfield Hill exudes a warm and elegant classic-contemporary style perfect for modern living. Gorgeous 3.6-acre property with heated gunite pool, 6-car garage, and separate 1BR guest quarters which includes a full kitchen, perfect for in laws, an au pair or separate home office. The main house has a magnificent open floor plan which includes a gorgeous dining room and fireplace, perfectly set up for intimate dinner parties adjacent to the gourmet eat in kitchen with gas fireplace and vaulted ceiling. The living room leads directly into the family room which boasts a splendid 10’ x 5’ fieldstone hearth fireplace and access to the spacious outdoor patio area overlooking the pool. The patio includes a built in grill and outdoor fridge, ideal for hosting dinner parties al fresco. Spacious library/playroom with fireplace opens to the pool via French doors. Work from home in the first floor office with beautiful views of the grounds. The 2nd floor has an amazing master suite with high ceilings, luxurious master bath and two walk in closets, and 3 add'l bedrooms with 3 full baths. The 3rd floor office is bright and private with great storage space. All new exterior shingles, beautiful pea stone walkways reminiscent of English gardens, and meticulously rebuilt stone walls. The estate boasts an heirloom apple orchard and a fenced organic vegetable garden and greenhouse. Exceptional privacy and convenient to town, this property is absolutely spectacular!
1081 Hillside Road, Fairfield, CT 06824 is a 5 bedroom, 6 bathroom, 5,176 sqft single-family home built in 1751. It last sold for $2,599,000 on Jul 15, 2024 (4% above the $2,499,000 asking price). More recently, it was listed as a rental in August 2018 with an asking price of $8,000 per month. That rental listing was removed on September 21, 2018. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,920,600, with a rent estimate of $10,161/month.
Last check for updates: about 2 hours ago
Listed by Cindy Raney, (203) 257-8320
Coldwell Banker Realty, (203) 227-8424
Bought with: Kristen Scherb, (646) 476-0091, Coldwell Banker Realty, (203) 227-8424
Source: Smart MLS, MLS#24002935

Home Details for 1081 Hillside Road

Interior Features

Interior Details
Basement: Crawl Space,Full,Unfinished,Sump Pump,Storage Space,Interior Entry,ConcreteNumber of Rooms: 13Types of Rooms: Master Bedroom, Bedroom, Dining Room, Family Room, Kitchen, Living Room, Office, Rec Play Room
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 6Number of Bathrooms (full): 5Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 5176 Square Feet
Appliances & Utilities
Appliances: Gas Range, Oven, Microwave, Range Hood, Refrigerator, Freezer, Dishwasher, Disposal, Instant Hot Water, Washer, Dryer, Wine Cooler, Gas Water Heater, Tankless Water HeaterDishwasherDisposalDryerLaundry: Main Level,Mud RoomMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Baseboard,Forced Air,Radiator,Natural GasHas CoolingAir Conditioning: Attic Fan,Central Air,ZonedHas HeatingHeating Fuel: Baseboard
Fireplace & Spa
Number of Fireplaces: 5Has a Fireplace
Windows, Doors, Floors & Walls
Window: Storm Window(s), Thermopane WindowsDoor: Storm Door(s), French Doors
Security
Security: Security System

Exterior Features

Exterior Home Features
Roof: WoodPatio / Porch: Patio, PorchFencing: Wood, PartialOther Structures: Barn(s), Guest HouseExterior: Lighting, Outdoor Grill, Fruit Trees, Underground SprinklerFoundation: Stone, Concrete PerimeterHas a Private Pool
Parking & Garage
Number of Garage Spaces: 6Number of Covered Spaces: 6No CarportHas a GarageNo Attached GarageParking Spaces: 6Parking: Detached,Garage Door Opener
Pool
Pool: Gunite, Heated, In GroundPool
Frontage
Not on Waterfront
Water & Sewer
Sewer: Septic Tank
Finished Area
Finished Area (above surface): 5176 Square Feet

Property Information

Year Built
Year Built: 1751
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Antique,Colonial
Building
Construction Materials: Shingle Siding, CedarNot a New ConstructionDoes Not Include Home Warranty
Property Information
Not Included in Sale: refer to Inclusion-Exclusion Sheet available as MLS supplementParcel Number: 130261

Price & Status

Price
List Price: $2,499,000
Status Change & Dates
Off Market Date: Wed Apr 03 2024Possession Timing: Negotiable

Active Status

MLS Status: Closed

Media

Location

Direction & Address
City: FairfieldCommunity: Greenfield Hill
School Information
Elementary School: DwightJr High / Middle School: Roger LudloweHigh School: Ffld Ludlowe

Building

Building Area
Building Area: 5176 Square Feet

Community

Community Features: Golf, Health Club, Library, Medical Facilities, Park, Near Public Transport, Shopping/Mall

HOA

No HOA

Lot Information

Lot Area: 3.58 Acres

Energy

Energy Efficiency Features: Doors, Windows

Miscellaneous

BasementMls Number: 24002935Attic: Heated, Storage, Partially Finished, Walk-upAbove Grade Unfinished Area: 5176

Additional Information

GolfHealth ClubLibraryMedical FacilitiesParkNear Public TransportShopping/Mall

Price and Tax history

DateEventPrice
Jul 15, 2024
Source: Smart MLS #24002935
Sold
$2,599,000
Apr 3, 2024
Source: Smart MLS #24002935
Pending
$2,499,000
Mar 24, 2024
Source: Smart MLS #24002935
Listed For Sale
$2,499,000
Dec 15, 2020
Source: Smart MLS #170347573
Sold
$2,000,000
Oct 19, 2020
Source: Agent Provided
Pending
$1,895,000

Market trends in Fairfield

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$986K
$28.33KMoM
Sale-to-List Price
103.8%
0.2%MoM
Price per sq ft
$473
$1MoM
Available listings
129
33MoM

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 1081 Hillside Road

  • What is 1081 Hillside Road estimated to be worth?
    Trulia's estimated value for 1081 Hillside Road in Fairfield, CT is $2,920,600.
  • What is the price history for 1081 Hillside Road?
    1081 Hillside Road in Fairfield, CT last sold for $2,599,000 in July 2024.
  • 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 $986K. That is up $28.33K from the prior month.
  • Does 1081 Hillside Road have air conditioning?
    Yes, 1081 Hillside Road in Fairfield, CT has air conditioning.
  • Does 1081 Hillside Road have a pool?
    Yes, 1081 Hillside Road in Fairfield, CT has a pool.

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Off Market Homes Near 1081 Hillside Road

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