76 Windsor Rd, Fairfield, CT 06824
Property image
Property image
OFF MARKET

76 Windsor Rd
Fairfield, CT 06824

  • 3 Beds
  • 2 Baths
  • 2,000 sqft

$888,100

Trulia Estimate
as of Aug 21, 2026

$888,100

Trulia Estimate
as of Aug 21, 2026
  • 3 Beds
  • 2 Baths
  • 2,000 sqft

Home Highlights

Property Type
Single-Family Home
Living Area
2,000 sqft
Price/Sqft
$444
Parking
Attached Garage

Local Information

  • Map ViewExplore the area around 76 Windsor Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Well cared and spacious 3 bedroom 2 bath house in desirable university area of Fairfield. Leave your car in the garage to explore this friendly neighborhood of sidewalks and beautiful homes. Only one block to Osborne Hill School and ten minute easy walk to a thriving town of diverse shopping and nice restaurants.

Both full bathrooms and kitchen recently renovation, new cabinets, appliances and granite countertops. Convenient to town yet a quiet and spacious home setback on a nice size piece of property. The backyard deck is secluded in tree tops and steps from the kitchen. This open layout is designed for entertaining with spacious living and dining rooms that conveniently wrap around the kitchen. A bright and inviting sun room hosts many a lazy day reading. The bonus playroom is the place where everyone loves to spend time.

Finally, the three large bedrooms with walk-in closets make this house an easy choice to call home. Minimum one year lease. Our family run residential rental business takes pride in providing great places for families to call home. Qualified tenants must have a good credit score and we will check.

Easy commute to Westport, Wilton, Weston, Easton, Stratford, Norwalk, Bridgeport
Very commutable to Greenwich, Stamford, New Canaan, Darien, Shelton

Three bedroom, two bath house in great school district with short walk to shops and restaurants. House includes one car garage, laundry and deck.

Owner pays for landscaping. No smoking.
76 Windsor Rd, Fairfield, CT 06824 is a 3 bedroom, 2 bathroom, 2,000 sqft single-family home. It last sold for $463,000 on Aug 16, 2010 (10,924% above the $4,200 asking price). More recently, it was listed as a rental in January 2025 with an asking price of $4,200 per month. That rental listing was removed on January 18, 2025. It is currently off market. The Trulia Estimate is $888,100, with a rent estimate of $5,292/month.

Home Details for 76 Windsor Rd

Interior Features

Heating & Cooling
Heating: BaseboardAir ConditioningCooling System: Central AirHeating Fuel: Baseboard
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher
Levels, Entrance, & Accessibility
Floors: Carpet, Hardwood

Property Information

Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Lease Term: 1 YearAvailable: now

Exterior Features

Parking & Garage
Parking: Attached Off Street, On Site

Comparable Sales for 76 Windsor Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
14 Windsor Place, Fairfield, CT
0.08
Single-Family Home
$800,000
09/03/25
3
2
1,655 sqft
158 Mayfair Road, Fairfield, CT
0.08
Single-Family Home
$829,500
04/28/26
3
2.5
1,988 sqft
85 Tuckahoe Ln, Fairfield, CT
0.13
Single-Family Home
$496,000
10/06/25
3
2
1,130 sqft
70 Allen Road, Fairfield, CT
0.10
Single-Family Home
$985,000
05/29/26
3
1.5
1,430 sqft
245 Reid Street, Fairfield, CT
0.22
Single-Family Home
$685,000
04/01/26
3
2
1,421 sqft
498 Judd St, Fairfield, CT
0.23
Single-Family Home
$610,000
09/09/25
3
2.5
1,986 sqft
79 Mayfair Road, Fairfield, CT
0.12
Single-Family Home
$900,000
12/10/25
3
2.5
1,635 sqft
115 Mayfair Road, Fairfield, CT
0.07
Single-Family Home
$1,160,000
04/02/26
4
3
2,012 sqft
52 Robin Lane, Fairfield, CT
0.30
Single-Family Home
$755,000
07/21/26
4
2
1,735 sqft
42 Green Knolls Lane, Fairfield, CT
0.23
Single-Family Home
$820,000
11/19/25
2
2
1,568 sqft

Nearby homes

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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

LGBTQ Local Legal Protections

Price and Tax history

DateEventPrice
Jan 18, 2025
Source: Zillow Rentals
ListingRemoved
$4,200
Jan 4, 2025
Source: Zillow Rentals
Listed For Rent
$4,200
Jan 28, 2021
Source: Zillow Rental Manager
ListingRemoved
Jan 23, 2021
Source: Zillow Rental Manager
Listed For Rent
$3,200
Apr 28, 2019
Source: N/A
ListingRemoved
$2,700

Frequently asked questions about 76 Windsor Rd

  • What is 76 Windsor Rd estimated to be worth?
    Trulia's estimated value for 76 Windsor Rd in Fairfield, CT is $888,100.
  • What is the price history for 76 Windsor Rd?
    76 Windsor Rd in Fairfield, CT last sold for $463,000 in August 2010.
  • 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 $957K. That is down $29.79K from the prior month.
  • Does 76 Windsor Rd have air conditioning?
    Yes, 76 Windsor Rd in Fairfield, CT has air conditioning.
  • Does 76 Windsor Rd have laundry facilities?
    Yes, 76 Windsor Rd in Fairfield, CT has in-unit laundry.

Homes for rent near 76 Windsor Rd

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Affordability

TIP:Try to keep your rent within a third of your gross household income. Learn why in our Renter's Guide.
For this property
PER YEAR
is the suggested income
Win over prospective landlords with your smart budgeting. As a good rule of thumb, ideally you would have at least three times your monthly rent in combined household income.
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