385 Oldfield Road, Fairfield, CT 06824
OFF MARKET

$1,636,000

Trulia Estimate
  • 4 Beds
  • 2.5 Baths
  • 2,693 sqft

385 Oldfield Road, Fairfield, CT 06824

Est. Refi. Payment $10,981/mo*
Refinance Your Home
Currently Off Market - Sold Apr 7, 2025 for $1,507,000

Home Value

Trulia Estimate
$1.64M
Since last month
Increased$4K (+0.2%)
Since last year
Increased$93K (+6%)
Since last sale
Increased$132K (+8.7%)
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 +117% in the last 10 years
MonthEstimated value
2026
September 2026$1.64M
August 2026$1.63M
July 2026$1.61M
June 2026$1.6M
May 2026$1.59M
April 2026$1.57M
March 2026$1.57M
February 2026$1.57M
January 2026$1.54M
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
357 Oldfield Road, Fairfield, CT
0.02
Single-Family Home
$1,550,000
11/12/25
5
2.5
2,354
78 Catherine Terrace, Fairfield, CT
0.09
Single-Family Home
$1,730,000
06/08/26
4
2.5
2,558
66 Catherine Terrace, Fairfield, CT
0.07
Single-Family Home
$1,650,000
06/05/26
4
3
2,116
464 Ruane Street, Fairfield, CT
0.17
Single-Family Home
$1,850,000
07/10/26
5
3
3,019
28 Michaela Circle, Fairfield, CT
0.26
Single-Family Home
$1,499,000
04/01/26
4
2.5
2,580
11 Oldfield Drive, Fairfield, CT
0.20
Single-Family Home
$1,150,000
11/07/25
4
2
2,124
187 Catherine Terrace, Fairfield, CT
0.16
Single-Family Home
$2,070,000
07/13/26
4
3.5
3,126
126 Ann Street, Fairfield, CT
0.06
Single-Family Home
$1,217,000
06/18/26
3
1.5
1,705
38 James Street, Fairfield, CT
0.09
Single-Family Home
$1,300,000
08/13/26
3
2.5
1,542
121 Howard Street, Fairfield, CT
0.18
Single-Family Home
$1,315,000
11/12/25
3
2.5
1,765

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
357 Oldfield Road, Fairfield, CT 06824
0.02
$1,659,400
5
2.5
2,354
Off Market
240 Hurd Street, Fairfield, CT 06824
0.05
$1,677,000
4
2.5
2,639
Off Market
126 Ann Street, Fairfield, CT 06824
0.06
$1,217,000
3
1.5
1,705
Recently Sold
76 Pratt Street, Fairfield, CT 06824
0.06
$1,282,700
2
1
990
Off Market
88 Pratt Street, Fairfield, CT 06824
0.07
$2,234,700
5
4.5
3,250
Off Market
66 Catherine Terrace, Fairfield, CT 06824
0.07
$1,650,000
4
3
2,116
Recently Sold
85 Eastlawn Street, Fairfield, CT 06824
0.08
$1,060,000
3
2
1,424
Recently Sold
102 Pratt Street, Fairfield, CT 06824
0.08
$1,185,700
3
2
1,799
Off Market
61 James Street, Fairfield, CT 06824
0.09
$1,951,200
5
4
2,850
Off Market
92 Ann Street, Fairfield, CT 06824
0.08
$1,358,800
4
2.5
2,134
Off Market
99 Eastlawn Street, Fairfield, CT 06824
0.09
$1,627,200
4
2.5
2,370
Off Market

Local Information

  • Map ViewExplore the area around 385 Oldfield Road.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1958
2,693 sqft
$608/sqft
1 Car Garage

About this House

WOW! Fantastic opportunity to live in Fairfield's highly sought-after Beach/Town Center neighborhood! Welcome to this meticulously maintained, TURN-KEY 4BR Colonial w/pool, sited on .19 acres, adjacent to lovely Eastlawn St. Ideally located just moments from vibrant downtown, this beautifully renovated home offers a perfect balance of comfort, convenience and privacy! Step inside the inviting front entryway to discover FOUR levels of spacious living, providing ample room for family and friends. The main floor features a center hall, open, airy spaces, HW floors and lovely circular flow, ideal for everyday living and entertaining. Living Room has custom built-ins and the beautifully updated, sunny Eat-In Kitchen features custom cabinetry, high-end appliances, large center island and French doors leading easily to the outdoors. The 2nd floor boasts a Primary BR w/walk-in closet and luxurious ensuite Bath plus 3 more BRs and updated Hall Bath. Outside, your private oasis awaits! A stunning in-ground pool (new liner + heater) and separate bluestone terrace create the ultimate setting for year-round relaxation and outdoor dining/entertaining. The gorgeously landscaped backyard offers peace and privacy, making it idyllic for enjoying quiet evenings or hosting poolside fun. You'll LOVE the 3rd floor Great Room with vaulted ceiling and plenty of space for gaming, movie nights or work. PLUS enjoy the lower level and hobby room for fitness, play and all your creative endeavors. Full list of homeowner's renovations and improvements are at the property and in MLS supplements. Flood insurance estimated at $1500. Home never floods -dry during Hurricane Sandy. Elevation certificate in supplements. Basement finished by previous owners. See in disclosures statement from pool service firm indicating all is fine/operational - heater replaced 2024 and new liner 2023. Pool cleaning robot included in sale. SF differs from town per owner. Roof estimated 10 years old.
385 Oldfield Road, Fairfield, CT 06824 is a 4 bedroom, 3 bathroom, 2,693 sqft single-family home built in 1958. It last sold for $1,507,000 on Apr 7, 2025 (16% above the $1,295,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,636,000, with a rent estimate of $6,288/month.
Last check for updates: about 8 hours ago
Listed by Carol Langeland, (203) 895-7892
William Pitt Sotheby's Int'l, (203) 255-9900
Bought with: Clyde Wauchope, (203) 814-6522, Coldwell Banker Realty, (203) 254-7100
Source: Smart MLS, MLS#24077662

Home Details for 385 Oldfield Road

Interior Features

Interior Details
Basement: Crawl Space,Partial,Heated,Storage Space,Garage Access,Interior Entry,Partially Finished,Liveable SpaceNumber of Rooms: 7Types of Rooms: Master Bedroom, Bedroom, Great Room, Kitchen, Living Room, Rec Play Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 2693 Square Feet
Appliances & Utilities
Utilities: Cable AvailableAppliances: Gas Cooktop, Oven, Microwave, Range Hood, Refrigerator, Freezer, Ice Maker, Dishwasher, Washer, Dryer, Gas Water Heater, Water HeaterDishwasherDryerLaundry: Lower LevelMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Forced Air,Natural GasHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
No Fireplace
Windows, Doors, Floors & Walls
Door: French Doors

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: PatioOther Structures: Shed(s)Exterior: Rain Gutters, Lighting, Sidewalk, Garden, Stone Wall, Underground SprinklerFoundation: Concrete PerimeterGardenHas a Private Pool
Parking & Garage
Number of Garage Spaces: 1Number of Covered Spaces: 1No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 3Parking: Attached,On Street,Off Street,Driveway,Private,Paved
Pool
Pool: Heated, Vinyl, In GroundPool
Frontage
Waterfront: Beach AccessNot on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 2393 Square FeetFinished Area (below surface): 300 Square Feet

Property Information

Year Built
Year Built: 1958
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
Parcel Number: 131983

Price & Status

Price
List Price: $1,295,000
Status Change & Dates
Off Market Date: Wed Mar 26 2025Possession Timing: Negotiable

Active Status

MLS Status: Closed

Location

Direction & Address
City: FairfieldCommunity: Beach
School Information
Elementary School: Roger ShermanHigh School: Fairfield Ludlowe

Building

Building Area
Building Area: 2693 Square Feet

Community

Community Features: Golf, Health Club, Library, Medical Facilities, Park, Playground, Shopping/Mall, Tennis Court(s)
Other
Playground

HOA

No HOA

Lot Information

Lot Area: 8276.4 sqft

Miscellaneous

BasementMls Number: 24077662Attic: NoneAbove Grade Unfinished Area: 2393

Additional Information

GolfHealth ClubLibraryMedical FacilitiesParkPlaygroundShopping/MallTennis Court(s)

Price and Tax history

DateEventPrice
Apr 7, 2025
Source: Smart MLS #24077662
Sold
$1,507,000
Mar 26, 2025
Source: Smart MLS #24077662
Pending
$1,295,000
Mar 20, 2025
Source: Smart MLS #24077662
Listed For Sale
$1,295,000
Apr 3, 1995
Source: Smart MLS #95000440
Sold
$224,000

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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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.

Frequently asked questions about 385 Oldfield Road

  • What is 385 Oldfield Road estimated to be worth?
    Trulia's estimated value for 385 Oldfield Road in Fairfield, CT is $1,636,000.
  • What is the price history for 385 Oldfield Road?
    385 Oldfield Road in Fairfield, CT last sold for $1,507,000 in April 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 $986K. That is up $28.33K from the prior month.
  • Does 385 Oldfield Road have air conditioning?
    Yes, 385 Oldfield Road in Fairfield, CT has air conditioning.
  • Does 385 Oldfield Road have a pool?
    Yes, 385 Oldfield Road in Fairfield, CT has a pool.

Explore by feature - Pet Friendly

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Off Market Homes Near 385 Oldfield Road

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