27 Raymond St blends move-in ready, in-town convenience with scale usually found farther from town. Set on a generous private feeling .36 acres, 27 Raymond offers a flat, fenced backyard and large patio at the end of a cul-de-sac neighborhood, all mere steps from town. With five en-suite bedrooms on the second floor, including a luxurious primary suite with two walk-in closets and the sanctuary of a large spa-like bathroom, an open chef's kitchen and family room, dining room, intimate living room, private office, finished third floor, and a fully finished lower level with a sixth en-suite bedroom and separate gym, this New Canaan gem checks all the boxes for convenience and low-maintenance modern living. Complete with an oversized two-car garage, spacious mudroom, and beautifully scaled living spaces, this exceptional, like-new home is just minutes from New Canaan downtown's shops, restaurants, New Canaan's brand new library and Metro North.
Sold for $3,350,000
$3,350,000
27 Raymond Street, New Canaan, CT 06840
6beds
5,456sqft
Single Family Residence
Built in 2020
0.36 Acres Lot
$3,352,500 Zestimate®
$614/sqft
$16,200 Estimated rent
Home value
$3,352,500
$3.05M - $3.69M
$16,200/mo
Zestimate® history
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Zillow last checked:
Listing updated:
Listed by:
Amanda Bryan (203)246-1064,
Compass Connecticut, LLC 203-442-6626,
Co-Listing Agent: Christine Saxe 203-273-1548,
Compass Connecticut, LLC
Bought with:
Amy Barsanti, RES.0792122
William Pitt Sotheby's Int'l
Source: Smart MLS,MLS#: 24160505
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 6
- Bathrooms: 7
- Full bathrooms: 6
- 1/2 bathrooms: 1
Primary bedroom
- Features: Bedroom Suite, Full Bath, Walk-In Closet(s)
- Level: Upper
Bedroom
- Features: Full Bath
- Level: Upper
Bedroom
- Features: Full Bath
- Level: Upper
Bedroom
- Features: Full Bath
- Level: Upper
Bedroom
- Features: Full Bath
- Level: Main
Bedroom
- Level: Lower
Dining room
- Level: Main
Family room
- Features: Built-in Features, Fireplace, French Doors
- Level: Main
Kitchen
- Features: High Ceilings, Kitchen Island, Pantry, Hardwood Floor
- Level: Main
Living room
- Features: Gas Log Fireplace
- Level: Main
Office
- Features: Beamed Ceilings
- Level: Main
Other
- Features: Bookcases
- Level: Third,Other
Heating
- Forced Air, Propane
Cooling
- Central Air
Appliances
- Included: Gas Cooktop, Gas Range, Microwave, Refrigerator, Freezer, Ice Maker, Dishwasher, Washer, Dryer, Wine Cooler, Water Heater
- Laundry: Upper Level
Features
- Wired for Data
- Basement: Full,Heated,Sump Pump,Storage Space,Finished,Cooled,Liveable Space
- Attic: Storage,Finished,Walk-up
- Number of fireplaces: 2
Interior area
- Total structure area: 5,456
- Total interior livable area: 5,456 sqft
- Finished area above ground: 4,164
- Finished area below ground: 1,292
Property
Parking
- Total spaces: 2
- Parking features: Attached, Garage Door Opener
- Attached garage spaces: 2
Lot
- Size: 0.36 Acres
- Features: Wooded, Cul-De-Sac
Details
- Parcel number: 186489
- Zoning: BRES
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Shingle Siding, Wood Siding
- Foundation: Concrete Perimeter
- Roof: Asphalt
Condition
- New construction: No
- Year built: 2020
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Community & HOA
Community
- Features: Health Club, Library, Paddle Tennis, Pool, Near Public Transport
- Security: Security System
HOA
- Has HOA: No
Location
- Region: New Canaan
Financial & listing details
- Price per square foot: $614/sqft
- Tax assessed value: $1,700,790
- Annual tax amount: $28,386
- Date on market: 3/24/2026
Price history
| Date | Event | Price |
|---|---|---|
| 6/30/2026 | Sold | $3,350,000+15.7%$614/sqft |
Source:  Smart MLS #24160505 Report a problem | ||
| 4/2/2026 | Pending sale | $2,895,000$531/sqft |
Source: Smart MLS #24160505 Report a problem | ||
| 3/25/2026 | Listed for sale | $2,895,000+44.8%$531/sqft |
Source: Smart MLS #24160505 Report a problem | ||
| 11/13/2020 | Sold | $2,000,000-6.9%$367/sqft |
Source: Smart MLS #170336228 Report a problem | ||
| 8/7/2020 | Listed for sale | $2,149,000+172%$394/sqft |
Source: William Raveis Real Estate #35923 Report a problem | ||
| 2/8/2018 | Sold | $790,000$145/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $28,386 +3.4% | $1,700,790 |
| 2024 | $27,451 +8.3% | $1,700,790 +27.1% |
| 2023 | $25,340 +3.1% | $1,337,910 |
| 2022 | $24,577 +1.2% | $1,337,910 |
| 2021 | $24,296 +43.4% | $1,337,910 +43.4% |
| 2020 | $16,945 +80.8% | $933,100 +81.6% |
| 2019 | $9,374 +44.9% | $513,940 +39.8% |
| 2018 | $6,471 +1.8% | $367,500 |
| 2017 | $6,354 +2.3% | $367,500 |
| 2016 | $6,209 +2% | $367,500 |
| 2015 | $6,087 +2.9% | $367,500 |
| 2014 | $5,917 -13.2% | $367,500 -17.9% |
| 2013 | $6,817 +3.5% | $447,790 |
| 2012 | $6,584 +1.6% | $447,790 |
| 2011 | $6,480 +6.6% | $447,790 0% |
| 2010 | $6,081 -2.7% | $447,800 |
| 2009 | $6,247 +8.4% | $447,800 +17.5% |
| 2008 | $5,761 -0.7% | $381,000 |
| 2007 | $5,799 +3.7% | $381,000 |
| 2006 | $5,593 +4.9% | $381,000 |
| 2005 | $5,330 +5.7% | $381,000 |
| 2004 | $5,041 +1.6% | $381,000 +7.4% |
| 2003 | $4,964 +54.7% | $354,830 +140.1% |
| 2001 | $3,208 +5.9% | $147,800 0% |
| 2000 | $3,028 +5% | $147,840 |
| 1999 | $2,883 | $147,840 |
Find assessor info on the county website
Neighborhood: 06840
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Nearby schools
GreatSchools rating
- 10/10East SchoolGrades: K-4Distance: 0.5 mi
- 10/10Saxe Middle SchoolGrades: 5-8Distance: 1.1 mi
- 10/10New Canaan High SchoolGrades: 9-12Distance: 1.2 mi
Schools provided by the listing agent
- Elementary: East
- High: New Canaan
Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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- Connecticut
- Fairfield County
- New Canaan
- 06840
- 27 Raymond Street
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