299 Stevenson Rd, Fairfield, CT 06825
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OFF MARKET

299 Stevenson Rd
Fairfield, CT 06825

  • 5 Beds
  • 4 Baths
  • 3,668 sqft (on 0.50 acres)

$900,600

Trulia Estimate
as of Jul 30, 2026
Est. Refi. Payment $5,973/mo*
Refinance Your Home

$900,600

Trulia Estimate
as of Jul 30, 2026
Est. Refi. Payment $5,973/mo*
Refinance Your Home
5 Beds
4 Baths
3,668 sqft
(on 0.50 acres)

Local Information

  • Map ViewExplore the area around 299 Stevenson Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1958
Lot Size
0.5 acres
Living Area
3,668 sqft
Price/Sqft
$246
Parking
Garage

About this House

Begin your memories here. Classic Fairfield 5 bedroom,4 bathroom pristine colonial w/ gorgeous curb appeal nestled on 1/2 acre, situated on cul-de sac in Dover Park neighborhood. Modern flair for entertaining with open concept kitchen flowing nicely into the dining area, family room, & sliders to spacious deck. The open kitchen features center island, stainless appliances & room for gathering. Mudroom, pantry off garage. Work from home? Many options as the 2nd floor offers a newly painted cozy den w/ vaulted ceilings & built-ins for an entertainment room. Room for sectional / pool table. Relax by the wood burning fire & enjoy. Primary bedroom en-suite, dressing room and full bath, walk in closet with double mirrored sliders. The topper- enjoy your own balcony. Two Bedrooms/full bath attached and access to the other. The heated basement has built-ins and a kitchenette plus full bath. Perfect idea for Nanny, in-laws, caretaker or guests. A beautiful neighborhood setting. Dover park has its own baseball field, renovated kids playground. Bonus - Borders Easton which offers farms, horseback riding, hayrides, hiking. Close to Merritt Parkway, Mall, Shopping, Lake Mohegan, Sacred Heart University, and Fairfield Golf Courses. Beach rights to 6 Beaches &rec facilities plus marina. Live in Fairfield for a great lifestyle & wonderful schools. The home's exterior painted in Sept.2022. Bring your special touches, your design inspirations inside to make this special house your home..
Motivated sellersAll offers reviewed
299 Stevenson Rd, Fairfield, CT 06825 is a 5 bedroom, 4 bathroom, 3,668 sqft single-family home built in 1958. It last sold for $650,000 on Mar 10, 2023. It is currently off market. The Trulia Estimate is $900,600, with a rent estimate of $6,338/month.

Home Details for 299 Stevenson Rd

Interior Features

Interior Details
BasementNumber of Rooms: 9
Heating & Cooling
Heating: Baseboard, OilAir ConditioningHeating Fuel: Baseboard
Appliances & Utilities
Washer
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Wood
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1958
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 0.50 acres

Price History for 299 Stevenson Rd

DatePriceEventSource
03/10/2023$650,000Sold
Smart MLS #170530679
01/24/2023$689,000PendingBerkshire Hathaway HomeServices New England Properties #170530679
01/24/2023$689,000ContingentSmart MLS #170530679
11/17/2022$689,000PriceChange
Smart MLS #170530679
10/18/2022$729,000Listed For SaleSmart MLS #170530679
08/31/2004$560,000Sold
Smart MLS #98196822
10/11/1988$180,000Sold
N/A

Market trends in Fairfield

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$987K
$49KMoM
Sale-to-List Price
103.3%
0.6%MoM
Price per sq ft
$483
$16MoM
Available listings
178
10MoM
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Property Tax and Assessment

Year2025
Tax$9,789
Assessment$344,820
Home facts updated by county records

Comparable Sales for 299 Stevenson Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
301 Weeping Willow Lane, Fairfield, CT
0.10
Single-Family Home
$520,000
11/19/25
4
2.5
1,300
346 Toll House Lane, Fairfield, CT
0.12
Single-Family Home
$583,000
07/01/26
3
2
1,668
260 Weeping Willow Ln, Fairfield, CT
0.15
Single-Family Home
$875,000
07/24/26
3
2
2,196
5917 Park Avenue, Fairfield, CT
0.36
Single-Family Home
$650,000
06/23/26
4
3
2,840
5633 Park Avenue, Fairfield, CT
0.22
Single-Family Home
$675,000
06/23/26
2
2
2,408
110 Wedgewood Drive, Easton, CT
0.40
Single-Family Home
$885,000
07/29/26
4
4
2,672
121 Campbell Road, Trumbull, CT
0.55
Single-Family Home
$660,000
04/22/26
3
2.5
2,325
40 Toll House Lane, Fairfield, CT
0.31
Single-Family Home
$735,000
03/09/26
3
2
1,728
178 Autumn Ridge Road, Fairfield, CT
0.71
Single-Family Home
$899,000
12/09/25
4
3
2,678
108 Ferndale Drive, Easton, CT
0.67
Single-Family Home
$870,000
02/23/26
4
3.5
3,447

Nearby homes

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Assigned Schools

These are the assigned schools for 299 Stevenson Rd.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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

  • 49 % 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
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Homes for sale near 299 Stevenson Rd

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Off Market Homes Near 299 Stevenson Rd

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