$2,122,824 - $2,317,000
RENTED AUG 15, 2025

66 Middle Ridge Rd New Canaan, CT 06840

5 Beds
4.5 Baths
5,520 Sq Ft
$398 Price per Sq Ft

Highlights

  • 2.2 Acre Lot
  • Open Floorplan
  • Attic
  • East Elementary School Rated A+
  • Colonial Architecture
  • 5 Fireplaces

About This Home

As of August 2025

Discover the perfect blend of sophistication, space, and serenity in this magnificent five-bedroom Colonial home, a true gem that promises an exceptional living experience. This splendid residence is ideally situated on over two private acres of meticulously landscaped property, offering a peaceful retreat that remains conveniently close to town, parkways, and schools. As you enter this stately home, you are welcomed by an open family room bathed in natural light, with elegant sliders that lead out to an expansive terrace, perfect for al fresco dining and outdoor enjoyment. The heart of the home is the beautifully updated kitchen, featuring a large island for culinary creations and additional sliders that open to the terrace, inviting seamless indoor-outdoor living. The home's thoughtful design includes a separate au-pair suite, providing privacy and comfort for guests or live-in assistance. The great room, complete with a cozy fireplace, vaulted ceiling and access to a sun-drenched sunroom, offers a versatile space for relaxation or entertainment. The spacious dining room, also graced with a fireplace, is ideal for hosting dinner parties and family gatherings. Retreat to the finished lower level, where you'll find a welcoming fireplace, a full bath, and a kitchenette, creating an ideal space for hosting guests or indulging in recreational activities. A first-floor office provides a secluded workspace for productivity and focus.

Last Agent to Rent the Property

AnnMarie Sementilli

William Pitt Sotheby's Int'l License #RES.0774820 Listed on: 07/02/2025

William Pitt Sotheby's Int'l

Last Renter's Agent

AnnMarie Sementilli

William Pitt Sotheby's Int'l License #RES.0774820 Listed on: 07/02/2025

William Pitt Sotheby's Int'l

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $21,076

Year Built

  • Built in 1979

Lot Details

  • 2.2 Acre Lot
  • Property is zoned 2AC

Home Design

  • Colonial Architecture
  • Masonry Siding

Interior Spaces

  • Open Floorplan
  • 5 Fireplaces
  • Sitting Room
  • Bonus Room
  • Solarium
  • Basement Fills Entire Space Under The House
  • Pull Down Stairs to Attic
  • Home Security System

Kitchen

  • Built-In Oven
  • Electric Cooktop
  • Range Hood
  • Microwave
  • Dishwasher

Bedrooms and Bathrooms

  • 5 Bedrooms

Laundry

  • Laundry on main level
  • Dryer
  • Washer

Parking

  • 2 Car Garage
  • Automatic Garage Door Opener

Schools

  • New Canaan High School

Utilities

  • Central Air
  • Heating System Uses Oil
  • Power Generator
  • Private Company Owned Well
  • Fuel Tank Located in Basement
  • Cable TV Available

Listing and Financial Details

  • Assessor Parcel Number 187094

Home Details

Home Type

Single Family

Est. Annual Taxes

$21,076

Year Built

Built in 1979

Lot Details

0

Rental Info

  • Pets Allowed Info: Negotiable
  • Lease Price Description: Per Month
  • Pets Allowed: Restrictions
  • Rental Duration: Yearly Unfurnished
  • Smoking Allowed: No

Listing Details

  • Neighborhood: N/A
  • Property Type: Residential Rental
  • Style: Colonial
  • Sq Ft Est Heated Above Grade: 3736
  • Sq Ft Est Heated Below Grade: 1784
  • Total Sq Ft: 5520
  • Year Built: 1979
  • New Construction: No/Resale
  • Nearby Amenities: Library, Park, Playground/Tot Lot, Public Pool, Tennis Courts
  • In Law Access: FIRST,ENTRY
  • Remarks Public Addendum: Upstairs, the primary suite serves as a luxurious haven, featuring its own fireplace and full bath, ensuring a private and restful escape. Accompanied by an additional au-pair suite and three more generously sized bedrooms, each space is designed for comfort and elegance. Notably, this home boasts a total of five fireplaces, adding warmth and ambiance to its already charming interior. This property is a rare opportunity to rent a home that truly has it all - space for the entire family, a prime location, and an array of luxurious amenities. Don't miss the chance to make this wonderful Colonial your new residence, where every day feels like a tranquil getaway.
  • Property Sub Type: Single Family Rental
  • Direct Waterfront: No
  • Directions: Route 123 to Hoyt Farms, right towards Middle Ridge and Left onto Middle Ridge #66
  • In Law Apartment: Yes
  • Living Area Sq Ft Per Public Record: 3736
  • Street Type: Road
  • Tenant Responsibility: Air Conditioning All Utilities Cable TV Credit Check Electricity Heat Hot Water Internet Liability Insurance Security System Snow Removal Trash Service Water
  • Special Features: None

Interior Features

  • Total Bedrooms: 5
  • Total Bathrooms: 5
  • Full Bathrooms: 4
  • Half Bathrooms: 1
  • Fireplaces: 5
  • Attic Description: Pull-Down Stairs
  • Basement Description: Full
  • Interior Amenities: Auto Garage Door Opener, Cable - Available, Open Floor Plan, Security System
  • Appliances: Electric Cooktop, Wall Oven, Microwave, Range Hood, Refrigerator, Dishwasher, Washer, Dryer
  • Additional Rooms: Bonus Room, Sitting Room, Solarium
  • Laundry Room Location: Located off kitchen
  • Laundry Room Info: Main Level
  • Attic: Yes
  • Street Number Modifier: 66

Exterior Features

  • Exterior Siding: Brick
  • Waterfront Description: Not Applicable
  • Swimming Pool: No

Garage/Parking

  • Garages Number: 2
  • Garage And Parking: Attached Garage

Utilities

  • Cooling System: Central Air
  • Heat Type: Hot Air
  • Heat Fuel Type: Oil
  • Fuel Tank Location: In Basement
  • Hot Water Description: Other
  • Water Source: Private Well
  • Sewer: Septic

Schools

  • Elementary School: Per Board of Ed
  • High School: New Canaan

Green Features

  • Energy Features: Generator

Lot Info

  • Acres: 2.2
  • Lot Description: Level Lot Professionally Landscaped Open Lot
  • Zoning: 2AC
  • Parcel #: 187094

MLS Schools

  • Elementary School: Per Board of Ed
  • High School: New Canaan

Ownership History

Date Name Owned For Owner Type

Purchase Details

Closed on
Jan 16, 2014
Sold by
Palermo Francesco E and Palermo Francesca
Bought by
Palermo Francesco E and Palermo Francesca
Current Estimated Value
$2,194,456

Purchase Details

Closed on
May 7, 2007
Sold by
Palermo Francesco E and Palermo Francesca
Bought by
Palermo Francesco E and Palermo Francesca
Source: Public Records

Range of Values:

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Home Values in the Area

Source: Public Records

Average Home Value in this Area

Source: Public Records

Purchase History

Date Buyer Sale Price Title Company
Palermo Francesco E -- --
Palermo Francesco E -- --
Source: Public Records

Property History

Date Event Price Change Sq Ft Price
08/15/2025 08/15/25 Rented $9,000 0.0% --
08/09/2025 08/09/25 Under Contract -- -- --
07/02/2025 07/02/25 For Rent $8,999 -- --
Source: SmartMLS

Tax History Compared to Growth

Source: Public Records

Tax History

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $21,076 $1,262,800 $666,400 $596,400
2024 $20,382 $1,262,800 $666,400 $596,400
2023 $18,745 $989,730 $604,240 $385,490
2022 $18,181 $989,730 $604,240 $385,490
2021 $17,973 $989,730 $604,240 $385,490
2020 $17,973 $989,730 $604,240 $385,490
2019 $18,053 $989,730 $604,240 $385,490
2018 $18,470 $1,089,060 $594,440 $494,620
2017 $18,155 $1,089,060 $594,440 $494,620
2016 $17,763 $1,089,060 $594,440 $494,620
2015 $18,035 $1,089,060 $594,440 $494,620
2014 $16,924 $1,089,060 $594,440 $494,620
Source: Public Records

Agents Affiliated with this Home

  • AnnMarie Sementilli

    Landlord's Agent in 2025

    AnnMarie Sementilli

    William Pitt

    (203) 943-2292

    10 in this area

    47 Total Sales

    AnnMarie Sementilli
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Map

Source: SmartMLS

MLS Number: 24108616

SmartMLS

APN: NCAN-000043-000091-000048

Connecticut Fairfield County New Canaan 06840

66 Middle Ridge Rd, New Canaan, CT

This home is located at 66 Middle Ridge Rd, New Canaan, CT 06840 since 02 July 2025 and is currently priced at $2,194,456. This property was built in 1979. 66 Middle Ridge Rd is a home located in Fairfield County with nearby schools including East Elementary School, Saxe Middle School, and New Canaan High School.

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