207 Windsor Road, Fairfield, CT 06824
OFF MARKET

207 Windsor Road
Fairfield, CT 06824

  • 4 Beds
  • 3 Baths
  • 3,510 sqft

$1,396,500

Trulia Estimate
as of Jun 4, 2026

$1,396,500

Trulia Estimate
as of Jun 4, 2026
4 Beds
3 Baths
3,510 sqft

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Premier University area Colonial on cul de sac is move-in ready! Step inside and be welcomed by a gracious 2 story foyer. The classic center hall floorplan with 9 ft ceilings combines elegance and comfort with space for entertaining and relaxing. Formal living and dining plus separate den with French doors is just perfect for home office. The bright, spacious kitchen is open to the family room with vaulted ceiling; anchored by a gas fireplace. French doors take you out to the bluestone pa-tio and professionally manicured, private backyard. Upstairs is the stunning pri-mary suite including vaulted ceiling, exceptional walk in closet, and large bath with whirlpool tub. Three more bedrooms with great closets, hall bath, and laun-dry room complete the second floor. Finished basement offers wonderful gym, play/rec space and there's plenty of storage. Originally a 1959 ranch that was masterfully rebuilt into a Colonial in 2004 and beautifully maintained over the years. Beautiful crown mouldings, mill work, fresh paint and refinished hardwood floors. All in the convenient Osborn Hill neighborhood just minutes to downtown Fairfield, MetroNorth station (1 hr and 10min to Grand Central) shops, dining, Long Island Sound beaches and all Fairfield has to offer.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from October 25, 2024

Home Highlights

Parking
2 Car Garage
Outdoor
Patio
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 207 Windsor Road

Interior Features

Interior Details
Basement: Full,Heated,Storage Space,Partially Finished,Liveable SpaceNumber of Rooms: 9Types of Rooms: Master Bedroom, Bedroom, Dining Room, Family Room, Kitchen, Living Room, Office, Rec Play Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 3
Dimensions and Layout
Living Area: 3510 Square Feet
Appliances & Utilities
Appliances: Gas Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer, Wine Cooler, Electric Water Heater, Water HeaterDishwasherDryerLaundry: Upper LevelMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Forced Air,Electric,Natural GasHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 1Has a Fireplace
Windows, Doors, Floors & Walls
Window: Thermopane WindowsDoor: French Doors

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: Terrace, PatioFencing: PartialExterior: Sidewalk, Rain Gutters, Lighting, Underground SprinklerFoundation: Concrete PerimeterNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 4Parking: Attached,Paved,Driveway,Garage Door Opener,Private
Frontage
Waterfront: Beach AccessNot on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 2760 Square FeetFinished Area (below surface): 750 Square Feet

Property Information

Year Built
Year Built: 1959
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: Vinyl SidingNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 125964

Price & Status

Price
List Price: $1,249,000
Status Change & Dates
Off Market Date: Mon Oct 14 2024Possession Timing: Negotiable

Active Status

MLS Status: Closed

Location

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

Building

Building Area
Building Area: 3510 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: 10018.8 sqft

Energy

Energy Efficiency Features: Windows

Miscellaneous

BasementMls Number: 24043889Attic: Storage, Pull Down StairsAbove Grade Unfinished Area: 2760

Additional Information

GolfHealth ClubLibraryMedical FacilitiesParkPlaygroundShopping/MallTennis Court(s)
Last check for updates: about 19 hours ago
Listed by Tracie Rigione, (203) 414-4232
William Raveis Real Estate, (203) 255-6841
Co-Listing Agent: Vicki Ihlefeld, (203) 414-6325
William Raveis Real Estate, (203) 255-6841
Bought with: Mary-Jo McAvey, (203) 767-6427, William Raveis Real Estate, (203) 255-6841
Co-Buyer's Agent: Vincent McAvey, (203) 767-6428, William Raveis Real Estate, (203) 255-6841
Source: Smart MLS, MLS#24043889

Price History for 207 Windsor Road

DatePriceEventSource
10/25/2024$1,225,000Sold
Smart MLS #24043889
09/11/2024$1,249,000PendingWilliam Raveis Real Estate, Mortgage & Insurance #24043889
09/04/2024$1,249,000Listed For SaleSmart MLS #24043889
06/25/2004$749,000Sold
Smart MLS #98191800
11/04/2003$370,000Sold
Smart MLS #98172140

Market trends in Fairfield

Last updated April 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$958K
$96.16KMoM
Sale-to-List Price
102.1%
1.3%MoM
Price per sq ft
$473
$29MoM
Available listings
131
12MoM
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Property Tax and Assessment

Year2025
Tax$14,505
Assessment$510,930
Home facts updated by county records

Comparable Sales for 207 Windsor Road

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
183 Pepperidge Circle, Fairfield, CT
0.20
Single-Family Home
$1,225,000
08/01/25
5
3.5
2,930
11 Tuckahoe Lane, Fairfield, CT
0.24
Single-Family Home
$1,590,000
04/08/26
4
3.5
3,636
115 Mayfair Road, Fairfield, CT
0.18
Single-Family Home
$1,160,000
04/02/26
4
3
2,012
10 Pansy Road, Fairfield, CT
0.26
Single-Family Home
$1,640,000
04/24/26
4
3
3,778
25 Elderberry Lane, Fairfield, CT
0.42
Single-Family Home
$1,400,000
06/20/25
4
2.5
3,174
100 Mayfair Road, Fairfield, CT
0.21
Single-Family Home
$800,000
07/29/25
4
3
2,394
196 Robin Lane, Fairfield, CT
0.25
Single-Family Home
$1,850,000
03/31/26
4
3.5
4,124
94 Orchard Hill Drive, Fairfield, CT
0.41
Single-Family Home
$1,190,000
07/08/25
4
3
2,740
71 Reid Street, Fairfield, CT
0.29
Single-Family Home
$1,670,000
06/26/25
5
3.5
3,439

Nearby homes

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Assigned Schools

These are the assigned schools for 207 Windsor Road.
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

  • 78 % Say there's holiday spirit

  • 76 % Say people would walk alone at night

  • 71 % Say kids play outside

  • 67 % 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

  • 47 % 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
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Homes for sale near 207 Windsor Road

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Off Market Homes Near 207 Windsor Road

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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.

Homes for rent near 207 Windsor Road

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207 Windsor Road, Fairfield, CT 06824 is a 4 bedroom, 3 bathroom, 3,510 sqft single-family home built in 1959. This property is not currently available for sale. 207 Windsor Road was last sold on Oct 25, 2024 for $1,225,000 (2% lower than the asking price of $1,249,000). The current Trulia Estimate for 207 Windsor Road is $1,396,500.