580 Hillside Road, Fairfield, CT 06824
OFF MARKET

$2,935,100

Trulia Estimate
  • 4 Beds
  • 4.5 Baths
  • 6,035 sqft (on 1.35 acres)

580 Hillside Road, Fairfield, CT 06824

Est. Refi. Payment $19,642/mo*
Refinance Your Home
Currently Off Market - Sold Sep 14, 2023 for $2,376,000

Home Value

Trulia Estimate
$2.94M
Since last month
Increased$8K (+0.3%)
Since last year
Increased$279K (+10.5%)
Since last sale
Increased$562K (+23.6%)
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 +112% in the last 10 years
MonthEstimated value
2026
September 2026$2.94M
August 2026$2.93M
July 2026$2.95M
June 2026$3.01M
May 2026$2.94M
April 2026$2.89M
March 2026$2.89M
February 2026$2.78M
January 2026$2.77M
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
2444 Bronson Road, Fairfield, CT
0.37
Single-Family Home
$2,125,000
08/18/26
4
3.5
4,099
254 Sherwood Farm Road, Fairfield, CT
0.39
Single-Family Home
$1,850,000
12/15/25
4
4.5
4,515
820 Hillside Road, Fairfield, CT
0.26
Single-Family Home
$2,215,000
06/10/26
3
2.5
3,594
3050 Bronson Road, Fairfield, CT
0.53
Single-Family Home
$2,495,000
07/31/26
4
4
4,300
2683 Bronson Road, Fairfield, CT
0.40
Single-Family Home
$3,100,000
05/28/26
5
6
5,515
82 Hillside Road, Fairfield, CT
0.44
Single-Family Home
$2,150,000
12/09/25
4
2.5
3,008
127 Field Rock Road, Southport, CT
0.65
Single-Family Home
$2,875,000
06/11/26
5
5
5,924
161 Sherwood Drive, Southport, CT
0.79
Single-Family Home
$2,150,000
07/20/26
4
4.5
4,641
240 North Cedar Road, Fairfield, CT
0.43
Single-Family Home
$1,400,000
09/14/26
4
2.5
2,395

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
376 Hillside Road, Fairfield, CT 06430
0.17
$3,097,000
5
6
6,600
Off Market
80 Governors Lane, Fairfield, CT 06824
0.18
$4,499,000
6
7
7,801
For Sale
326 Hillside Road, Fairfield, CT 06430
0.21
$3,230,000
5
6
7,000
Off Market
351 Hillside Road, Fairfield, CT 06824
0.22
$1,592,900
4
3.5
2,844
Off Market
380 Hill Farm Road, Fairfield, CT 06430
0.23
$1,838,200
4
3.5
4,200
Off Market
494 Hill Farm Road, Fairfield, CT 06824
0.24
$2,965,400
5
5
4,150
Off Market
15 Verna Field Road, Fairfield, CT 06824
0.20
$1,756,200
4
3.5
3,264
Off Market
99 Governors Lane, Fairfield, CT 04937
0.24
$1,726,800
4
3.5
3,489
Off Market
39 Campbell Road, Fairfield, CT 06824
0.23
$2,031,000
5
3.5
4,033
Off Market
355 Hill Farm (lot 17) Road, Fairfield, CT 06430
0.29
$1,772,000
5
3.5
4,200
Off Market
195 Hulls Farm Road, Southport, CT 06890
0.29
$2,109,700
5
4
4,580
Off Market

Local Information

  • Map ViewExplore the area around 580 Hillside Road.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1940
1.35 acre lot
6,035 sqft
$486/sqft
3 Car Garage

About this House

Quintessential New England Colonial in Lower Greenfield Hill with pool! This meticulous 4 bedroom, 4.5 bath home features classical architecture, custom millwork, designer finishes and perfect proportions. The first floor has hardwood floors throughout, a spacious foyer, formal Dining Room and front to back Living Room with fireplace and a paneled study with fireplace. The eat-in kitchen includes a Sub Zero, Thermador 6 burner cooktop, Kitchen Aid double oven, Bosch dishwasher, limestone countertops, wet bar and adjoining home office. The kitchen opens up into a gracious family room with vaulted ceilings, fireplace, custom bookshelves and french doors that lead to bluestone terrace. The powder room and mudroom complete the 1st floor. The second floor offers an impressive Primary Suite with his and her walk in closets, dressing room, spa like bathroom with barrel ceiling, soaking tub, steam shower stall, double sinks and custom cabinetry. Three additional bedrooms with two full hall baths and laundry room complete the 2nd floor. The heated lower level is an additional 1550 square feet (NOT included in sq ft) and includes a rec room/gym area with a 5th bedroom with full updated bath and a wine storage room. And let's not forget the gunite pool, firepit area and the bluestone terrace with built-in grill for outdoor entertaining! 3 car garage is a real bonus as well. This exquisite home truly has it all!!
580 Hillside Road, Fairfield, CT 06824 is a 4 bedroom, 5 bathroom, 6,035 sqft single-family home built in 1940. It last sold for $2,376,000 on Sep 14, 2023 (2% above the $2,330,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,935,100, with a rent estimate of $9,619/month.
Last check for updates: about 8 hours ago
Listed by Lynn Dolan, (818) 620-0554
William Pitt Sotheby's Int'l, (203) 255-9900
Bought with: Taylor Nelson, (203) 613-1349, Berkshire Hathaway NE Prop., (203) 255-2800
Source: Smart MLS, MLS#170530630

Home Details for 580 Hillside Road

Interior Features

Interior Details
Basement: Partially Finished,Heated,Interior Entry,Liveable SpaceNumber of Rooms: 10Types of Rooms: Master Bedroom, Bedroom, Bathroom, Dining Room, Kitchen, Living Room, Office, Rec Play Room, Study
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 5Number of Bathrooms (full): 4Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 6035 Square Feet
Appliances & Utilities
Appliances: Gas Cooktop, Oven, Microwave, Range Hood, Subzero, Dishwasher, Disposal, Washer, Dryer, Water HeaterDishwasherDisposalDryerLaundry: Upper Level,Mud RoomMicrowaveWasher
Heating & Cooling
Heating: Forced Air,Natural GasHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 3Has a Fireplace
Windows, Doors, Floors & Walls
Door: French Doors
Security
Security: Security System

Exterior Features

Exterior Home Features
Roof: Wood ShakePatio / Porch: PatioOther Structures: Shed(s)Exterior: Outdoor GrillFoundation: Concrete PerimeterHas a Private Pool
Parking & Garage
Number of Garage Spaces: 3Number of Covered Spaces: 3No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 3Parking: Attached,Garage Door Opener,Private,Asphalt,Driveway
Pool
Pool: In Ground, GunitePool
Frontage
Waterfront: Water Community, Beach AccessNot on Waterfront
Water & Sewer
Sewer: Septic Tank
Finished Area
Finished Area (above surface): 4485 Square FeetFinished Area (below surface): 1550 Square Feet

Property Information

Year Built
Year Built: 1940
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: Shingle Siding, Wood SidingNot a New ConstructionDoes Not Include Home Warranty
Property Information
Not Included in Sale: Mirror in Powder room and mirror in hall bath with stall shower on 2nd floor do not stay with the house.Parcel Number: 130334

Price & Status

Price
List Price: $2,330,000
Status Change & Dates
Off Market Date: Wed Sep 13 2023Possession Timing: Flexible

Active Status

MLS Status: Closed

Media

Location

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

Building

Building Area
Building Area: 6035 Square Feet

Community

Community Features: Golf, Health Club, Library, Medical Facilities, Park, Private Rec Facilities, Private School(s), Stables/Riding

HOA

No HOA

Lot Information

Lot Area: 1.35 Acres

Miscellaneous

BasementMls Number: 170530630Attic: Walk-upAbove Grade Unfinished Area: 4485

Additional Information

GolfHealth ClubLibraryMedical FacilitiesParkPrivate Rec FacilitiesPrivate School(s)Stables/Riding

Price and Tax history

DateEventPrice
Sep 14, 2023
Source: Smart MLS #170530630
Sold
$2,376,000
Nov 16, 2022
Source: Smart MLS #170530630
PriceChange
$2,330,000
Price decreased by 5%
Oct 27, 2022
Source: Smart MLS #170530630
Listed For Sale
$2,450,000
Dec 1, 2010
Source: N/A
Sold
$2,010,000
Jun 29, 2000
Source: N/A
Sold
$1,245,000

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 580 Hillside Road

  • What is 580 Hillside Road estimated to be worth?
    Trulia's estimated value for 580 Hillside Road in Fairfield, CT is $2,935,100.
  • What is the price history for 580 Hillside Road?
    580 Hillside Road in Fairfield, CT last sold for $2,376,000 in September 2023.
  • 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 580 Hillside Road have air conditioning?
    Yes, 580 Hillside Road in Fairfield, CT has air conditioning.
  • Does 580 Hillside Road have a pool?
    Yes, 580 Hillside Road in Fairfield, CT has a pool.

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