Recently Viewed Properties
See This Home
Save This Listing
Close

View All Photos

$1,649,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 3 Full Baths
  • 2,807 Sq. Ft.
  • 1 Car Garage
  • Updated 14 hours ago

Next open house:

Open House: 12:00 PM - 2:00 PM

Saturday 9/12 12:00 PM - 2:00 PM

104 Old Road,Westport, CT 06880

104 Old RoadWestportCT06880

Get directions
See This Home
Save This Home
See This Home
Save This Home
Set on a private flat half acre and thoughtfully expanded and beautifully maintained, this move-in-ready 4 bedroom home offers a flexible floor plan designed for today's lifestyle, with exceptional space for work, entertaining, and relaxation. Enter to a wonderful sun filled living room with fireplace, a new renovated kitchen with large island and stainless steel appliances and separate dining area. Adjacent to the kitchen is a sun filled great room with vaulted ceilings that opens to a generous stone patio-perfect for endless entertaining inside and out. Finished across four levels, the home offers a wonderful blend of comfort and privacy. The spacious primary suite occupies its own private floor and features vaulted ceilings, a walk-in closet, and a luxurious bath. An adjacent oversized room provides the perfect retreat for a home office, gym, or additional living space. 3 additional bedrooms share another large bath. The finished lower level offers even more versatility, with a separate entrance, mudroom/laundry room, full bath, and a flexible playroom, family room, or second home office. Outside, the level, fully fenced yard provides plenty of room for play, pets, gardening, and entertaining. With its exceptional location, thoughtfully designed spaces, and inviting indoor-outdoor living, 104 Old Road is a wonderful opportunity to enjoy all that Westport has to offer-close to town, schools, shopping, & just minutes from the Greens Farms train station.

Full Property Details for 104 Old Rd

General

  • Price: $1,649,000
  • Taxes: (July 2025-June 2026)
  • Status: Active
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24201214
  • Updated: Today (9/9/2026)
  • Added to Site: Today

Interior

  • Number of Rooms: 10
  • Interior Features: Auto Garage Door Opener, Open Floor Plan
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Appliances: Electric Cooktop, Oven/Range, Microwave, Refrigerator, Freezer, Dishwasher, Washer, Dryer

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 3

Bedrooms

  • Total Bedrooms: 4
  • Primary Suite: Vaulted Ceiling, Bedroom Suite, Full Bath, Walk-In Cl, 21 x 15, Upper
  • Bedroom 1: Bedroom - Hardwood Floor, 10 x 9, Upper
  • Bedroom 2: Bedroom - Hardwood Floor, 13 x 11, Upper
  • Bedroom 3: Bedroom - Full Bath, Hardwood Floor, 16 x 12, Upper

Other Rooms

  • Living Room: Living Room - Fireplace, Hardwood Floor, 22 x 11, Main
  • Family Room: Family Room, 22 x 16, Main
  • Kitchen: Kitchen - Remodeled, Breakfast Bar, Quartz Counters, Pantry, Hardwood Floor, 11 x 11, Main
  • Dining Room: Dining Room - Hardwood Floor, 12 x 11, Main
  • Office: Office - Hardwood Floor, 21 x 18, Upper
  • Game room: Yes
  • Game Room: Rec/Play Room, 19 x 10, Lower
  • Rec Room: 19 x 10, Lower
  • Laundry: Lower Level

Exterior

  • Exterior Features: Garden Area, Stone Wall, Patio
  • Color: Grey

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 1
  • Parking: Attached Garage

Location

  • County: Fairfield
  • Neighborhood: Long Lots
  • Driving Directions: Post road to maple ridge to Old road

School Information

  • Elementary School: Long Lots
  • Middle School: Bedford
  • High School: Staples

Community

  • Community Name: Long Lots

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Hot Water, Oil
  • Heating Fuel: Oil
  • Water Heater: Domestic

Utilities

  • Sewer: Public Sewer Connected
  • Water: Public Water Connected

Structural Information

  • Architectural Style: Split Level
  • Construction Status: No/Resale
  • Exterior Const.: Clapboard
  • Basement Desc.: Crawl Space
  • Roof: Asphalt Shingle
  • Attic: Yes
  • Square Feet: 2,807
  • Above Ground: 2,807 Sq. Ft.
  • Year Built: 1954

Lot Features

  • Lot Size (Acres): 0.51
  • Zoning: A
  • Lot Description: Level Lot

Water Features

  • Water Front Desc.: Beach Rights

Financial Considerations

  • Annual Sewer Fee: $1,268
  • Assessment Amount: $532,100
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Exclusions: see exclusions and inclusions doc
  • Property ID: 412367

Listed by Compass Connecticut, LLC, Casey Lange

Quickly Find Out More

* Indicates a required field

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Send Message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby’s International Realty®). I acknowledge that I have read and agree to the Terms of Use and Privacy Notice.

We Value Your Privacy

Listing agent

— 104 Old Rd —

  • Casey Lange

    Compass Connecticut, LLC

Agent Contact: (203) 249-0900 Office Contact: (203) 423-3100

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 104 Old Rd

School District:Westport School District
NameGradesDistance
Long Lots School
13 Hyde Lane, Westport, CT 06880
K-50.4 mi
Bedford Middle School
88 North Avenue, Westport, CT 06880
6-81.6 mi
Staples High School
70 North Avenue, Westport, CT 06880
9-121.4 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 104 Old Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
9/09/2026
Listed
$1,649,000
139.68%
MLS
11/15/2002
Sold
$688,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 104 Old Rd

Year
Property Taxes
Change
Tax Assessment
Change
2025
$10,035
3%
$532,100
2%
2023
$9,755
1%
$523,900
—
2023
$9,614
2%
$523,900
—
2022
$9,467
—
$523,900
—
2021
$9,467
1%
$523,900
-6%
2020
$9,356
-1%
$559,900
—
2019
$9,440
—
$559,900
—
2018
$9,440
—
$559,900
—
2017
$9,440
—
$559,900
—
2016
$9,440
12%
$559,900
21%
2015
$8,399
1%
$464,300
—
2014
$8,330
-1%
$464,300
—
2011
$8,390
—
$464,300
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 104 Old Rd

$
Down Payment
%
$
%

$
$

*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by Compass Connecticut, LLC, Casey Lange

Similar Properties near 104 Old Rd

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

4 Half Mile Common, Westport, CT 06880 - Photo 1
$1,399,000

4 Half Mile Common  Westport, CT 06880

  • Single Family
  • Active
  • Updated 13 days ago
  • 4
    Beds
  • 2
    Total Baths
  • 1,834
    Sq. Ft.
Listed by William Raveis Real Estate
2177 Cross Hwy, Fairfield, CT 06824 - Photo 1
$1,875,000

2177 Cross Hwy  Fairfield, CT 06824

  • Single Family
  • Active
  • 4
    Beds
  • 5
    Total Baths
  • 3,921
    Sq. Ft.
Listed by ASJ Realty Partners
2 Evergreen Ave, Westport, CT 06880 - Photo 1 Just Listed
$1,599,000
Open House

2 Evergreen Ave  Westport, CT 06880

  • Single Family
  • Active
  • Updated 4 hours ago
  • 3
    Beds
  • 3
    Total Baths
  • 2,128
    Sq. Ft.
Listed by William Pitt Sotheby's Int'l
54 Timothy St, Fairfield, CT 06824 - Photo 1
$1,749,000

54 Timothy St  Fairfield, CT 06824

  • Single Family
  • Active
  • 4
    Beds
  • 4
    Total Baths
  • 3,200
    Sq. Ft.
Listed by Anthony Fabrizio (203) 767-3354

Just Listed near 104 Old Rd

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

Linden St, Norwalk, CT 06851 - Photo 1 Just Listed
$310,000

Linden St  Norwalk, CT 06851

  • Apartment
  • Active
  • Updated 8 hours ago
  • 1
    Bed
  • 1
    Total Bath
  • 844
    Sq. Ft.
Listed by William Raveis Real Estate
12 Fort Point St, Norwalk, CT 06855 - Photo 1 Just Listed
$995,000

12 Fort Point St  Norwalk, CT 06855

  • Multi-Family
  • Active
  • Updated 22 hours ago
  • 6
    Total Beds
Listed by William Raveis Real Estate
40 Emerson St, Norwalk, CT 06855 - Photo 1 Just Listed
$679,000
Open House

40 Emerson St  Norwalk, CT 06855

  • Single Family
  • Active
  • Updated 1 day ago
  • 3
    Beds
  • 1
    Total Bath
  • 1,224
    Sq. Ft.
Listed by Higgins Group Real Estate
275 Rowayton Ave, Norwalk, CT 06853 - Photo 1 Just Listed
$1,065,000
Open House

275 Rowayton Ave  Norwalk, CT 06853

  • Single Family
  • Active
  • Updated 1 hour ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,813
    Sq. Ft.
Listed by Houlihan Lawrence

Price Reduced near 104 Old Rd

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

64 Gillies Ln, Norwalk, CT 06854 - Photo 1 Price Reduced
-$10,000 (-2.04%)
$479,000

64 Gillies Ln  #64  Norwalk, CT 06854

  • Apartment
  • Active
  • Updated 9 hours ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,525
    Sq. Ft.
Listed by Rockoff Realty
37 Brooklawn Ave, Norwalk, CT 06854 - Photo 1 Price Reduced
-$10,000 (-2%)
$490,000

37 Brooklawn Ave  Norwalk, CT 06854

  • Single Family
  • Active
  • Updated 6 hours ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,327
    Sq. Ft.
Listed by Keller Williams Prestige Prop.
7 Hamilton Ave, Norwalk, CT 06854 - Photo 1 Price Reduced
-$6,000 (-1.91%)
$307,727

7 Hamilton Ave  #43  Norwalk, CT 06854

  • Condo
  • Active
  • Updated 7 hours ago
  • 2
    Beds
  • 1
    Total Bath
  • 980
    Sq. Ft.
Listed by Regal Real Estate, LLC
278 W Cedar St, Norwalk, CT 06854 - Photo 1 Price Reduced
-$10,000 (-1.52%)
$650,000
Open House

278 W Cedar St  Norwalk, CT 06854

  • Single Family
  • Active
  • Updated 1 day ago
  • 4
    Beds
  • 2
    Total Baths
  • 1,770
    Sq. Ft.
Listed by Roundtree Realty LLC

Recent Sales near 104 Old Rd

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

32 Bauer Pl Ext, Westport, CT 06880 - Photo 1 Sold
$1,410,000

32 Bauer Pl Ext  Westport, CT 06880

  • Single Family
  • Closed
  • 3
    Beds
  • 3
    Total Baths
  • 1,752
    Sq. Ft.
Listed by Judy Szablak
Sold by Karen Liss-Uomoleale
10 Grist Mill Ln, Westport, CT 06880 - Photo 1 Sold
$1,750,000

10 Grist Mill Ln  Westport, CT 06880

  • Single Family
  • Closed
  • 3
    Beds
  • 3
    Total Baths
  • 2,138
    Sq. Ft.
Listed by The Riverside Realty Group
Sold by Houlihan Lawrence
321 Lansdowne, Westport, CT 06880 - Photo 1 Sold
$1,610,000

321 Lansdowne  Westport, CT 06880

  • Townhouse
  • Closed
  • Updated 11 days ago
  • 3
    Beds
  • 3
    Total Baths
  • 2,450
    Sq. Ft.
Listed by William Pitt Sotheby's Int'l
Sold by Higgins Group Real Estate
28 Turkey Hill Rd N, Westport, CT 06880 - Photo 1 Sold
$1,875,000

28 Turkey Hill Rd N  Westport, CT 06880

  • Single Family
  • Closed
  • 4
    Beds
  • 4
    Total Baths
  • 3,244
    Sq. Ft.
Listed by Iron Gates Realty
Sold by Serhant Connecticut, LLC

104 Old Road, Westport, CT 06880 (MLS# 24201214) is a Single Family property with 4 bedrooms and 3 full bathrooms. 104 Old Road is currently listed for $1,649,000 and was received on September 09, 2026. Want to learn more about 104 Old Road? Do you have questions about finding other Single Family real estate for sale in Westport? You can browse all Westport real estate or contact a Coldwell Banker agent to request more information.

Tour this property