Sold
Last Sold Price
4 beds5,492 sqft

269 Valley Rd, New Canaan, CT 06840

Single FamilyProperty Type
2.05 acresLot Size
1986Year Built
$218/sq ftPrice per sq ft
2 carsParking Spaces

Description

River Run--Floor to ceiling windows showcase the breathtaking views from practically every room of this custom 5 bedroom home overlooking the Silvermine River. Unique professional office suite w/separate entrance is perfect for doctors,lawyers, yoga instructors or in-laws. Or use it as an artists studio or exercise space. There's a wrap around deck, swimming hole and fish ready to be caught. Recently spruced up and ready to sell. Don't miss this picture perfect setting for relaxed country living.River Run--Floor to ceiling windows showcase the breathtaking views from practically every room of this custom 5 bedroom home overlooking the Silvermine River. Unique professional office suite w/separate entrance is perfect for doctors,lawyers, yoga instructors or in-laws. Or use it as an artists studio or exercise space. There's a wrap around deck, swimming hole and fish ready to be caught. Recently spruced up and ready to sell. Don't miss this picture perfect setting for relaxed country living.
  • Listed by: Kelly Kraus • Houlihan Lawrence
Listing closed: 04/05/2019 12:00 AM • Source: NEWCANAAN, MLS#: 141469
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Recent comparable sales

Median sold price

$3,475,000

Avg days on market

9

Sale-to-list ratio

112.9%

New Canaan, CT

9 comparable properties found

a front view of a residential houses with yard and green space
1

$3,475,000

Sold 08/13/26

4
Bedrooms
5,902
Square Feet
2.31
Acres
$2,470,000 | 295 Smith Ridge Road, New Canaan, CT 06840
2

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Sold 06/27/25

4
Bedrooms
5,372
Square Feet
2.57
Acres
$2,650,000 | 9 Twin Pond Lane, New Canaan, CT 06840
3

$2,650,000

Sold 05/12/25

4
Bedrooms
5,460
Square Feet
2
Acres
a front view of a house with a yard and trees
4

$2,170,000

Sold 10/29/25

4
Bedrooms
5,514
Square Feet
2
Acres
front view of a house with a yard
1/2
5

$3,250,000

Sold 06/09/26

4
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4,643
Square Feet
0.43
Acres
$3,565,000 | 87 Oak Street, New Canaan, CT 06840
6

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Sold 05/30/25

4
Bedrooms
4,687
Square Feet
0.5
Acres
a view of house with outdoor space and porch
7

$3,600,000

Sold 06/24/26

4
Bedrooms
6,114
Square Feet
2.09
Acres
$4,325,000 | 19 Fawn Lane, New Canaan, CT 06840
8

$4,325,000

Sold 06/10/25

4
Bedrooms
7,203
Square Feet
2.1
Acres
$3,750,000 | 12 Father Peters Lane, New Canaan, CT 06840
9

$3,750,000

Sold 05/01/25

4
Bedrooms
5,958
Square Feet
4.25
Acres

Location

Listing Courtesy of Houlihan Lawrence, Kelly Kraus

Sold By Houlihan Lawrence, Kelly Kraus

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$8,532 per month

30 year fixed, 7.03% Interest

Principal and Interest

$6,406

Property Taxes

$2,126

HOA Dues

$0

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Property Information for 269 Valley Road

Property Details

  • Taxes: $25,508 / year
  • MLS Type: Residential
  • Exterior: Clapboard
  • School: East
  • Swimming Pool: None

Building Information

  • Year Built: 1986
  • Lot Size: 2.05 AC / 89,298 SF

Summary

Location and General Information
  • Absolute Longitude: 73
  • Bus: yes
  • Buyer Zip Code: 06906
  • Directions: Silvermine Road to Valley Road
  • Equipment Included: Cable TV Conn, Washer, Security System, Refrigerator, Freezer, Dryer, Dishwasher
  • Miles To Station: 2.00
  • Negotiate: LB
  • Station: NC
Parking
  • Garage: Attached
  • Garage: Garage Stalls: 2
Taxes and HOA Information
  • Hoa: Homeowner Assoc: No
  • Tax Year: 2018

Property

Lot Information
  • Parcel Id: NCAN-000045-000115-000031
  • Zoning: 200
Property and Assessments
  • Amenities: Deck, River, Wet Bar
  • Assessment: $1,507,030
  • Book Msg 2: *** PRICE REDUCED ***
  • Exclusions: See LB
  • In House Exclusive: No
  • New Construction: No
  • Property Group Id: 19990816212109142258000000
  • Water: Town/City
  • Property Type: A
Utilities
  • Fuel: Oil
  • Oil Tank: Above Ground
  • Sewer: Septic
  • Water Heater: Sep/Oil

Interior and Exterior Features

Exterior Features
  • Porch: Open
  • Roof: Wood
Interior Features
  • Air Conditioning: Central
  • Attic: Other
  • Basement: Partial, Unfinished
  • Flooring: Hardwood, W/W Carpet
  • Heat Zone: 6+
  • Heating: FHA
  • Walls: Dry Wall
  • Rooms: 12
Room 1
  • Room Type: Entry
  • Room Level: 2
  • Length X Width: 12 x 7
  • Length: Two Story
  • Length: 12.0
  • Width: 7.0
  • Dimensions: 12 x 7
  • Level: 2
  • Area: 84.0
Room 2
  • Room Type: Living Room
  • Room Level: 1
  • Length X Width: 17 X 26
  • Area: Balcony
  • Length: FP
  • Width: Frnch Door
  • Length: 17.0
  • Width: 26.0
  • Dimensions: 17 x 26
  • Level: 1
  • Area: 442.0
Room 3
  • Room Type: Dining Room
  • Room Level: 1
  • Length X Width: 15 X 14
  • Length: Frnch Door
  • Length: 15.0
  • Width: 14.0
  • Dimensions: 15 x 14
  • Level: 1
  • Area: 210.0
Room 4
  • Room Type: Kitchen
  • Room Level: 1
  • Length X Width: 14 X 11
  • Length: Eat In
  • Width: Frnch Door
  • Length: 14.0
  • Width: 11.0
  • Dimensions: 14 x 11
  • Level: 1
  • Area: 154.0
Room 5
  • Room Type: Family Room
  • Room Level: 1
  • Length X Width: 16 X 21
  • Area: Built-Ins
  • Length: FP
  • Width: Frnch Door
  • Length: 16.0
  • Width: 21.0
  • Dimensions: 16 x 21
  • Level: 1
  • Area: 336.0
Room 6
  • Room Type: Other
  • Room Level: 1
  • Length X Width: 8 X 9
  • Length: Au Pair
  • Width: Bath
  • Length: 8.0
  • Width: 9.0
  • Dimensions: 8 x 9
  • Level: 1
  • Area: 72.0
Room 7
  • Room Type: Laundry
  • Room Level: 1
  • Length X Width: 9 X 10
  • Length: 9.0
  • Width: 10.0
  • Dimensions: 9 x 10
  • Level: 1
  • Area: 90.0
Room 8
  • Room Type: Bedroom 2
  • Room Level: 2
  • Length X Width: 15 X 13
  • Length: 15.0
  • Width: 13.0
  • Dimensions: 15 x 13
  • Level: 2
  • Area: 195.0
Room 9
  • Room Type: Bedroom 3
  • Room Level: 2
  • Length X Width: 15 X 15
  • Length: 15.0
  • Width: 15.0
  • Dimensions: 15 x 15
  • Level: 2
  • Area: 225.0
Room 10
  • Room Type: Bedroom 4
  • Room Level: 2
  • Length X Width: 15 X 15
  • Length: Bath
  • Length: 15.0
  • Width: 15.0
  • Dimensions: 15 x 15
  • Level: 2
  • Area: 225.0
Room 11
  • Room Type: Parlor
  • Room Level: 2
  • Length X Width: 16 X 10
  • Length: 16.0
  • Width: 10.0
  • Dimensions: 16 x 10
  • Level: 2
  • Area: 160.0
Room 12
  • Room Type: Primary Bedroom
  • Room Level: 3
  • Length X Width: 23 X 17
  • Area: Bath
  • Length: FP
  • Width: Dress Rm
  • Length: 23.0
  • Width: 17.0
  • Dimensions: 23 x 17
  • Level: 3
  • Area: 391.0
Room 13
  • Room Type: Office
  • Room Level: 3
  • Length X Width: 25 X 12
  • Length: 25.0
  • Width: 12.0
  • Dimensions: 25 x 12
  • Level: 3
  • Area: 300.0
Room 14
  • Room Type: Studio
  • Room Level: 3
  • Length X Width: 19 X 10
  • Length: 19.0
  • Width: 10.0
  • Dimensions: 19 x 10
  • Level: 3
  • Area: 190.0

Agent

Agent Information
  • Agent Interest: No
  • List Agent Board Code: NCBOR
  • List Agent Board Id: 20210812141035994760000000
  • Listing Member Address: 161 Elm Street, New Canaan, CT 06840
  • Listing Member Short Id: 100403
  • Listing Office Address: 161 Elm Street, Box 845, New Canaan, CT 06840
  • Listing Office Email: djenkins@houlihanlawrence.com
  • Listing Office Fax: (203) 972-6875
  • Listing Office Phone: (203) 966-3507
  • Listing Office Short Id: 2
  • Selling Agency Id: 20100904210359049921000000
  • Selling Member Address: 161 Elm Street, New Canaan, CT 06840
  • Selling Member Short Id: 100403
  • Selling Office Address: 161 Elm Street, Box 845, New Canaan, CT 06840
  • Selling Office Email: djenkins@houlihanlawrence.com
  • Selling Office Fax: (203) 972-6875
  • Selling Office Phone: (203) 966-3507
  • Selling Office Short Id: 2
  • ListingMemberName: Kelly Kraus
  • ListingMemberPhone: (203) 979-7609
  • SellingMemberName: Kelly Kraus
  • SellingMemberPhone: (203) 979-7609
  • SellingOfficeName: Houlihan Lawrence

Property History for 269 Valley Road

DateEvent & SourcePriceAppreciation
Jun 27, 1997

Closed (Public Record)

Public Record #91050962

$1,350,000

+1.5% / yr

Mar 25, 1992

Closed (Public Record)

Public Record #91053604

$1,250,000—
DateEvent & SourcePrice
06/27/1997

Closed (Public Record)

Public Record #91050962

$1,350,000

+1.5% / yr

03/25/1992

Closed (Public Record)

Public Record #91053604

$1,250,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 269 Valley Road

Taxable Value

Land

$582,750

Additions

$697,270
Total$1,280,020

Tax Record

2025

$21,364 ($1,780 / month)

Home Facts

Beds

4

Baths

4

Total Finished SqFt

3,930 SqFt

Above Grade Finished SqFt

3,930 SqFt

Unfinished Basement SqFt

532 SqFt

Stories

2

Lot Size

89,298 SqFt

Style

Single Family Residence

Year Built

1986

Year Renovated

1986

Zoning

2AC

County

WESTERN CONNECTICUT

APN

NCAN M:0045 B:115 L:00031

Schools near 269 Valley Road

This home is within New Canaan School District.
Rating
School
Type
Grades
Distance
Public - K to 4
Public - 5 to 8
Public - 9 to 12
Private - K to 8
Rating
School
Distance
East School
PublicK to 4

Saxe Middle School
Public5 to 8

New Canaan High School
Public9 to 12

Connecticut Friends School
PrivateK to 8

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 269 Valley Road, New Canaan, CT 06840
$1,200,000
4
5,492
89,298
–
–
–
–
93,654
$2,400,000
5
5,678
154,202
$1,177,500
3
4
3,843
143,748
–
5
5.5
5,751
94,090
$1,920,000
5
6,746
115,869

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Houlihan Lawrence, Kelly Kraus

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.