394 Wakeman Road, Fairfield, CT 06824
Property image
Property image
FOR SALE
NEW
OPEN SAT, 12-3PM
0.54 ACRES

$1,399,000

  • 4 Beds
  • 3 Baths
  • 3,588 sqft (on 0.54 acres)

394 Wakeman Road, Fairfield, CT 06824

Est. Mortgage $9,304/mo*
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Home Highlights

Single-Family Home
Built in 1931
0.54 acre lot
$390/sqft
2 Car Garage

Local Information

  • Map ViewExplore the area around 394 Wakeman Road.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Step into a storybook setting of Fairfield's "CT Cotswolds." This 1931 custom-built Cape Colonial is a masterclass in timeless elegance, where old-world character seamlessly blends w/high-end modern comforts. From the moment you cross the flagstone-covered front porch & enter the foyer, the home's heritage shines through the graceful curved staircase & rich wide-board flooring. The main level is designed for both sophisticated entertaining & quiet relaxation. The impressive LR anchors the home w/its wood-burning FP & beamed ceilings, while the formal DR delights w/artisan details like classic corner cabinetry. For those seeking a quiet retreat, the sun-drenched den serves as the perfect library or bright home office. At the heart of the home, the gourmet chef's kitchen is a showstopper. Vaulted, beamed ceiling & expansive windows frame views of the lush grounds, while Viking appliances, granite countertops, & clever storage solutions cater to the most ambitious culinary pursuits. The 1st flr Primary suite is a sprawling sanctuary featuring b/i closets, bath w/dbl shower, & private sitting room for peaceful mornings. Upstairs, 3 add'l bright BRs & FBA. The fin LL is the ultimate destination for game days, complete w/wet bar, b/ins, 1/2 bath, office space. Outside, the property transforms into a private oasis. Exquisite perennial gardens wrap the home in color, providing a stunning backdrop for alfresco dining. It's more than just a house; it's a retreat that feels like HOME. Step into Fairfield's "CT Cotswolds" with this 1931 Cape Colonial blending classic charm and modern comfort. The main level features a living room with fireplace, formal dining with built-ins, and a sunlit den. The gourmet kitchen boasts Viking appliances and granite countertops, while the first-floor primary suite offers a serene retreat. Upstairs, three bedrooms share a full bath, and the finished lower level includes a wet bar and half bath. Outside, perennial gardens surround two decks and patios, creating a private oasis close to town, beaches, and train.
Last check for updates: 17 minutes ago
Listing courtesy of Helene Daly, (203) 913-4026
Compass Connecticut, LLC, (203) 913-4026
Source: Smart MLS, MLS#24205035
Also Listed on Smart MLS.

Open House

Saturday, September 12
12:00 AM to 3:00 PM

Home Details for 394 Wakeman Road

Interior Features

Interior Details
Basement: FullNumber of Rooms: 9Types of Rooms: Master Bedroom, Bedroom, Den, Dining Room, Kitchen, Living Room, Media Room, Office, Sun Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 4Number of Bathrooms (full): 2Number of Bathrooms (half): 2
Dimensions and Layout
Living Area: 3588 Square Feet
Appliances & Utilities
Appliances: Gas Cooktop, Oven, Convection Oven, Microwave, Range Hood, Refrigerator, Freezer, Ice Maker, Dishwasher, Disposal, Washer, Dryer, Water HeaterDishwasherDisposalDryerLaundry: Lower Level,Main LevelMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Hot Water,Radiator,Natural GasHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Hot Water
Fireplace & Spa
Number of Fireplaces: 1Has a Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: Porch, Deck, PatioOther Structures: Shed(s)Exterior: Garden, Stone WallFoundation: StoneGardenNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageParking Spaces: 2Parking: Attached,Garage Door Opener
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 2461 Square FeetFinished Area (below surface): 1127 Square Feet

Days on Market

Days on Market: <1 day on Trulia

Property Information

Year Built
Year Built: 1931
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Cape Cod,Colonial
Building
Construction Materials: Shingle Siding, Wood SidingNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 128444

Price & Status

Price
List Price: $1,399,000Price Per Sqft: $390
Status Change & Dates
Possession Timing: Oct

Active Status

MLS Status: Active

Location

Direction & Address
City: FairfieldCommunity: University
School Information
Elementary School: Osborn HillJr High / Middle School: Fairfield WoodsHigh School: Fairfield Ludlowe

Agent Information

Listing Agent
Listing ID: 24205035

Building

Building Area
Building Area: 3588 Square Feet

HOA

No HOA

Lot Information

Lot Area: 0.54 acres

Miscellaneous

BasementMls Number: 24205035Attic: Access Via HatchAttribution Contact: (203) 913-4026Above Grade Unfinished Area: 2461

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
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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
    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

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

Home Value

Trulia Estimate
$1.39M
Since last month
Increased$56K (+4.2%)
Since last year
Increased$167K (+13.7%)
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 +103% in the last 10 years
MonthEstimated value
2026
September 2026$1.39M
August 2026$1.3M
July 2026$1.33M
June 2026$1.37M
May 2026$1.34M
April 2026$1.32M
March 2026$1.29M
February 2026$1.25M
January 2026$1.21M
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
533 North Benson Road, Fairfield, CT
0.18
Single-Family Home
$1,350,000
08/03/26
6
4.5
3,631
1747 Jennings Road, Fairfield, CT
0.18
Single-Family Home
$915,000
07/22/26
3
2
2,862
109 Green Acre Lane, Fairfield, CT
0.28
Single-Family Home
$963,000
11/07/25
3
3
1,980
133 Green Acre Lane, Fairfield, CT
0.31
Single-Family Home
$1,285,000
01/07/26
5
3
2,608
120 Parkwood Road, Fairfield, CT
0.54
Single-Family Home
$1,600,000
10/31/25
4
3
3,214
14 Dill Road, Fairfield, CT
0.32
Single-Family Home
$1,210,000
10/15/25
3
2.5
2,659
164 Wakeman Road, Fairfield, CT
0.22
Single-Family Home
$1,499,000
06/15/26
5
3.5
3,229
20 Saint Marc Lane, Fairfield, CT
0.30
Single-Family Home
$2,025,000
06/12/26
5
4.5
3,715
478 Crestwood Road, Fairfield, CT
0.66
Single-Family Home
$1,450,000
01/09/26
5
2.5
3,469

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
101 Smedley Road, Fairfield, CT 06824
0.03
$1,231,100
4
2.5
2,640
Off Market
83 Smedley Road, Fairfield, CT 06430
0.03
$720,400
4
1.5
2,096
Off Market
115 Smedley Road, Fairfield, CT 06824
0.02
$1,461,000
4
2.5
2,742
Off Market
133 Smedley Road, Fairfield, CT 06824
0.03
$1,031,700
3
3
1,856
Off Market
329 Fairview Avenue, Fairfield, CT 06430
0.07
$829,100
5
2.5
2,408
Off Market
299 Fairview Avenue, Fairfield, CT 06824
0.07
$826,500
3
1
1,776
Off Market
339 Fairview Avenue, Fairfield, CT 06824
0.07
$1,037,900
3
2.5
1,877
Off Market
345 Fairview Avenue, Fairfield, CT 06824
0.07
$1,250,000
3
1
1,320
Recently Sold
259 Fairview Avenue, Fairfield, CT 06824
0.10
$849,900
3
1.5
1,638
Off Market
1863 Jennings Road, Fairfield, CT 06824
0.10
$884,700
3
1.5
1,882
Off Market
407 Meadowbrook Road, Fairfield, CT 06824
0.13
$1,239,700
5
2.5
2,840
Off Market

Price and Tax history

DateEventPrice
Sep 9, 2026
Source: Smart MLS #24205035
Listed For Sale
$1,399,000
Nov 4, 2019
Source: Agent Provided
ListingRemoved
$745,000
Sep 23, 2019
Source: Agent Provided
Listed For Sale
$745,000

LGBTQ Local Legal Protections

Helene Daly, Compass Connecticut, LLC, (203) 913-4026
Agent Phone: (203) 913-4026
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.

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Frequently asked questions about 394 Wakeman Road

  • What is the estimated monthly payment for 394 Wakeman Road?
    Based on a $1,399,000 list price with 20% down at today's rates, the estimated monthly payment for 394 Wakeman Road in Fairfield, CT is approximately $9,454 (about $7,409 principal & interest, $1,970 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • How does the list price for 394 Wakeman Road compare to homes in Fairfield?
    394 Wakeman Road in Fairfield, CT is listed at $1,399,000, about 46% above the $957K median sale price in Fairfield.
  • What do residents say about Fairfield?
    Residents describe Fairfield, CT as dog-friendly, easy to park in, and well-kept. Most residents say you need a car. See homes for sale in Fairfield, CT.
  • What are the closest schools to 394 Wakeman Road?
    The closest schools to 394 Wakeman Road in Fairfield, CT are Fairfield Ludlowe High School (rated 9/10), Fairfield Woods Middle School (rated 8/10), Osborn Hill School (Elementary, rated 9/10).
  • Does 394 Wakeman Road have air conditioning?
    Yes, 394 Wakeman Road in Fairfield, CT has air conditioning.
  • Does 394 Wakeman Road have laundry facilities?
    Yes, 394 Wakeman Road in Fairfield, CT has in-unit laundry.
394 Wakeman Road, Fairfield, CT 06824 is a 4 bedroom, 4 bathroom, 3,588 sqft single-family home built in 1931. This property is currently available for sale and was listed by Smart MLS on Sep 9, 2026. The MLS # for this home is MLS# 24205035.