415 Old Post Road, Fairfield, CT 06824
Property image
Property image
FOR SALE
1.33 ACRES

$3,975,000

  • 5 Beds
  • 4.5 Baths
  • 5,740 sqft (on 1.33 acres)

415 Old Post Road, Fairfield, CT 06824

Est. Mortgage $26,723/mo*
Get Pre-Qualified

Home Highlights

Single-Family Home
Built in 1845
1.33 acre lot
$693/sqft
Garage

Local Information

  • Map ViewExplore the area around 415 Old Post Road.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Over an acre to yourself. The best of Fairfield within reach. In the heart of downtown Fairfield and the beach area, 415 Old Post Road offers something almost impossible to find: land and privacy to create a generational estate, with the life of a coastal town just beyond your gate. Only a handful of properties in the Sherman School district offer this. Fewer still could tell this story. The family who built this Italianate Victorian stayed for more than a century. Stand beneath its soaring ceilings, admire the craftsmanship, then step onto the screened-in porch. You begin to understand. Trees surround you. Church bells carry through the air. It feels like your own park. Yet the beach, schools, restaurants, shops and train are all within walking distance. For the current owners, that has meant children walking home from school with friends. Thanksgiving dinners for twenty. Additional bedroom options for overnight guests. Winter evenings around the parlor fire. A front porch filled with friends as the Memorial Day parade passes by. There is room here for the life you have imagined. Explore the possibilities for a pool, tennis court and gardens. Create a place where everyone gathers now-and where the next generation will want to return. Historic architecture. Meticulously maintained, thoughtfully updated and in pristine condition. A once-in-a-lifetime opportunity. Come discover what makes this place so hard to leave-and imagine what the next 50 years could look like. NOT LOCATED IN A FLOOD ZONE.
Last check for updates: about 5 hours ago
Listing courtesy of Cindy Raney, (203) 625-1820
Coldwell Banker Realty, (203) 625-1820
Source: Smart MLS, MLS#24206348

Home Details for 415 Old Post Road

Interior Features

Interior Details
Basement: Full,UnfinishedNumber of Rooms: 14Types of Rooms: Master Bedroom, Bedroom, Dining Room, Family Room, Kitchen, Living Room, Office, Rec Play Room, Study
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 5Number of Bathrooms (full): 4Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 5740 Square Feet
Appliances & Utilities
Appliances: Range Hood, Refrigerator, Freezer, Dishwasher, Water HeaterDishwasherRefrigerator
Heating & Cooling
Heating: Hot Water,Natural GasHas CoolingAir Conditioning: Central Air,DuctlessHas HeatingHeating Fuel: Hot Water
Fireplace & Spa
Number of Fireplaces: 8Has a Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltFoundation: Concrete PerimeterNo Private Pool
Parking & Garage
Number of Garage Spaces: 3Number of Covered Spaces: 3No CarportHas a GarageNo Attached GarageParking Spaces: 3Parking: Detached
Frontage
Waterfront: Water CommunityNot on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 5740 Square Feet

Days on Market

Days on Market: 58

Property Information

Year Built
Year Built: 1845
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Antique
Building
Construction Materials: ClapboardNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 128073

Price & Status

Price
List Price: $3,975,000Price Per Sqft: $693
Status Change & Dates
Possession Timing: Negotiable

Active Status

MLS Status: Active

Location

Direction & Address
City: FairfieldCommunity: Beach
School Information
Elementary School: Roger ShermanJr High / Middle School: Roger LudloweHigh School: Fairfield Ludlowe

Agent Information

Listing Agent
Listing ID: 24206348

Building

Building Area
Building Area: 5740 Square Feet

HOA

No HOA

Lot Information

Lot Area: 1.33 Acres

Miscellaneous

BasementMls Number: 24206348Attic: Finished, Walk-upAttribution Contact: (203) 625-1820Above Grade Unfinished Area: 5740Activation Date: Thu Sep 17 2026

Price and Tax history

DateEventPrice
Sep 17, 2026
Source: Smart MLS #24206348
Listed For Sale
$3,975,000
Jun 14, 2013
Source: Smart MLS #99017051
Sold
$2,200,000
Mar 22, 2013
Source: Agent Provided
Pending
$2,200,000
Feb 27, 2013
Source: Agent Provided
Listed For Sale
$2,200,000
Oct 18, 2007
Source: Smart MLS #98305491
Sold
$2,100,000

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

  • 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

  • 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 September 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.02M
$34.5KMoM
Sale-to-List Price
104.4%
0.6%MoM
Price per sq ft
$470
$0MoM
Available listings
170
40MoM
Sourced by Trulia Market Trends

Home Value

Learn more about this home's value by checking out the value of nearby homes and how much similar homes have sold for.

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
Address Not Disclosed, Fairfield, CT
0.10
Single-Family Home
$4,850,000
12/01/25
5
5.5
5,341
349 Beach Road, Fairfield, CT
0.18
Single-Family Home
$3,600,000
07/09/26
5
4.5
4,692
174 Sunnieholme Drive, Fairfield, CT
0.14
Single-Family Home
$4,300,000
12/01/25
4
3.5
4,038
298 South Benson Road, Fairfield, CT
0.12
Single-Family Home
$2,320,000
08/21/26
4
4.5
3,978
324 Sunnieholme Drive, Fairfield, CT
0.14
Single-Family Home
$4,160,000
02/27/26
4
4.5
4,432
215 Old Post Road, Fairfield, CT
0.18
Single-Family Home
$2,040,000
06/30/26
5
3
3,709
239 Beach Road, Fairfield, CT
0.14
Single-Family Home
$2,100,000
10/16/26
5
3.5
2,732
90 Fern Street, Fairfield, CT
0.29
Single-Family Home
$2,200,000
10/29/26
4
3
3,669
115 Fern Street, Fairfield, CT
0.33
Single-Family Home
$2,175,000
02/26/26
5
2.5
2,924
108 Colonial Drive, Fairfield, CT
0.37
Single-Family Home
$3,004,000
10/20/26
5
3.5
3,625

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
401 Old Post Rd, Fairfield, CT 06824
0.02
$2,207,300
3
2.5
2,240
Off Market
455 Old Post Rd, Fairfield, CT 06824
0.04
$2,926,700
4
4
2,927
Off Market
363 Old Post Rd, Fairfield, CT 06824
0.05
$2,623,100
4
5
4,572
Off Market
383 Old Post Rd, Fairfield, CT 06824
0.05
$2,519,200
3
2.5
3,762
Off Market
163 Mariners Way, Fairfield, CT 06824
0.05
$2,174,900
4
3
2,872
Off Market
264 Sunnieholme Dr, Fairfield, CT 06824
0.06
$3,666,100
4
4.5
4,324
Off Market
208 S Benson Rd, Fairfield, CT 06824
0.06
$1,470,800
4
3
1,976
Off Market
406 Old Post Rd, Fairfield, CT 06824
0.06
$1,867,000
4
3
2,788
Off Market
487 Old Post Rd, Fairfield, CT 06824
0.07
$2,350,000
3
3
2,885
Off Market
388 Old Post Rd, Fairfield, CT 06824
0.07
$2,195,600
4
4
5,082
Off Market
432 Old Post Rd, Fairfield, CT 06824
0.07
$2,676,200
5
3
3,988
Off Market
236 S Benson Rd, Fairfield, CT 06824
0.07
$1,330,000
3
3
2,125
Off Market
156 Mariners Way, Fairfield, CT 06824
0.07
$3,572,300
5
5
5,376
Off Market
458 Old Post Rd, Fairfield, CT 06824
0.07
$3,263,600
5
5
4,876
Off Market
360 Old Post Rd, Fairfield, CT 06824
0.07
$1,576,400
3
2.5
2,500
Off Market
248 Sunnieholme Dr, Fairfield, CT 06824
0.08
$2,170,000
4
2.5
2,392
Off Market
244 S Benson Rd, Fairfield, CT 06824
0.08
$2,793,800
5
5.5
4,121
Off Market
323 Old Post Rd, Fairfield, CT 06824
0.08
$1,385,200
3
3
2,616
Off Market
215 S Benson Rd, Fairfield, CT 06824
0.08
$1,240,200
4
2
1,934
Off Market
193 S Benson Rd, Fairfield, CT 06824
0.08
$1,047,600
3
2
1,841
Off Market

LGBTQ Local Legal Protections

Cindy Raney, Coldwell Banker Realty, (203) 625-1820
Agent Phone: (203) 625-1820
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 415 Old Post Road

  • What is the estimated monthly payment for 415 Old Post Road?
    Based on a $3,975,000 list price with 20% down at today's rates, the estimated monthly payment for 415 Old Post Road in Fairfield, CT is approximately $27,029 (about $21,356 principal & interest, $5,598 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • How does the list price for 415 Old Post Road compare to homes in Fairfield?
    415 Old Post Road in Fairfield, CT is listed at $3,975,000, about 289% above the $1.02M 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 415 Old Post Road?
    The closest schools to 415 Old Post Road in Fairfield, CT are Fairfield Ludlowe High School (rated 8/10), Roger Ludlowe Middle School (rated 9/10), Sherman School (Elementary, rated 10/10).
  • Does 415 Old Post Road have air conditioning?
    Yes, 415 Old Post Road in Fairfield, CT has air conditioning.
  • How big is the lot at 415 Old Post Road?
    The lot at 415 Old Post Road in Fairfield, CT is about 1.3 acres.
415 Old Post Road, Fairfield, CT 06824 is a 5 bedroom, 5 bathroom, 5,740 sqft single-family home built in 1845. This property is currently available for sale and was listed by Smart MLS on Sep 12, 2026. The MLS # for this home is MLS# 24206348.