222 Crest Rd

2,442 Sq. Ft.
$299 / Sq. Ft.
2,442
Sq. Ft.
$299
per Sq. Ft.

Description

Step in to timeless elegance with this beautifully restored 5 bedroom, 2.5 bath home with solid oak flooring throughout, and a 2 car detached garage nestled on a lush, landscaped 1 acre lot just a short walk to the town green, the Middlebury Library and the scenic Middlebury Greenway. Built in 1941, this classic residence blends vintage charm with modern comforts, offering generous living spaces, thoughtful updates throughout and underground utilities while still maintaining a classic look. Enjoy...Step in to timeless elegance with this beautifully restored 5 bedroom, 2.5 bath home with solid oak flooring throughout, and a 2 car detached garage nestled on a lush, landscaped 1 acre lot just a short walk to the town green, the Middlebury Library and the scenic Middlebury Greenway. Built in 1941, this classic residence blends vintage charm with modern comforts, offering generous living spaces, thoughtful updates throughout and underground utilities while still maintaining a classic look. Enjoy the beauty of mature plantings and fruit trees that frame the property creating a private oasis just minutes from the heart of town, Westover School and the Crest Rd. Preserve Land Trust. Whether you are relaxing on the built in bluestone porch, entertaining in the spacious living room around the Soap Stone fire place or exploring the gardens, this home offers a rare combination of character, location & charm! Don't miss a chance to own a piece of history in one of the area's most desirable neighborhoods. 10 mins to I84, 2 hrs to NYC and 2.5 hrs to Boston.
  1. Listed by Jackie Desmarais • Showcase Realty, Inc.
    P: (203)-509-6502 C: (203)-509-6502 jackiedesmarais@showcasect.com

Property Details for 222 Crest Road

Basement Description
Full, Storage, Hatchway Access, Partially Finished, Concrete Floor, Full With Hatchway
Direct Waterfront
No
Garages Number
2
Neighborhood
N/A
Style
Cape Cod
Garage Parking Info
Detached Garage
Swimming Pool
No
LISTING CLOSED: 07/30/2025 12:00 AM

Property Details for 222 Crest Road

StatusClosed
MLS #24097636
Days on Market10
Taxes$9,418 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential
Year Built1941
Lot Size1.05 AC / 45,738 SF
CountyNew Haven County

Location

Listing Courtesy of Showcase Realty, Inc., Jackie Desmarais

Sold By William Pitt Sotheby's Int'l, Lenore Mallett

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Building Information for 222 Crest Road

Stories-Year Built1941Building Size-Lot Size1.05 AC / 45,738 SF

Payment Calculator

$4,495 per month

30 year fixed, 6.55% Interest

Principal and Interest

$3,711

Property Taxes

$785

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 222 Crest Road

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Rt 64 (Middlebury Rd) to Tyler Rd to Right on Central Rd. to Left on Crest Rd. GPS Friendly.
  • Elementary School: Middlebury
  • High School: Pomperaug
  • Latitude: 41.534027
  • Longitude: -73.119891
  • Middle Jr High School: Memorial
  • Neighborhood Amenities: Library, Park, Playground/Tot Lot, Private School(s)
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $9,418
Interior and Exterior Features
Exterior Features
  • Exterior Features: Fruit Trees, Gutters
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Gas Range, Range Hood, Refrigerator, Dishwasher
  • Attic Description: Storage Space, Floored, Access Via Hatch
  • Cooling System: Central Air
  • Heat Type: Hot Water
  • Attic YN: Yes
  • Fireplaces Total: 2
  • Laundry Room Info: Main Level
  • Rooms Total: 9
Room 1
  • Room Entry Order: 1
  • Room Features: Built-Ins,Fireplace,French Doors,Patio/Terrace,Hardwood Floor
  • Room Level: Main
  • Room Type: Living Room
Room 2
  • Room Entry Order: 10
  • Room Features: Book Shelves,Built-Ins,Tile Floor
  • Room Level: Lower
  • Room Type: Family Room
Room 3
  • Room Entry Order: 2
  • Room Features: Hardwood Floor
  • Room Level: Main
  • Room Type: Dining Room
Room 4
  • Room Entry Order: 3
  • Room Features: Hardwood Floor
  • Room Level: Main
  • Room Type: Kitchen
Room 5
  • Listing Key: 359C86018DD6E3F3E0631A01100A5D1D
  • Room Entry Order: 4
  • Room Features: Hardwood Floor
  • Room Level: Main
  • Room Type: Primary Bedroom
Room 6
  • Room Entry Order: 5
  • Room Features: Hardwood Floor
  • Room Level: Main
  • Room Type: Bedroom
Room 7
  • Room Entry Order: 6
  • Room Features: Hardwood Floor
  • Room Level: Upper
  • Room Type: Bedroom
Room 8
  • Room Entry Order: 7
  • Room Features: Hardwood Floor
  • Room Level: Upper
  • Room Type: Bedroom
Room 9
  • Listing Key: 359C86018DD6E3F3E0631A01100A5D1D
  • Room Entry Order: 8
  • Room Features: Walk-In Closet,Hardwood Floor
  • Room Level: Upper
  • Room Type: Bedroom
Room 10
  • Room Entry Order: 9
  • Room Features: Fireplace,Hardwood Floor
  • Room Level: Main
  • Room Type: Den
Property
Property and Assessments
  • Color: White
  • Construction Description: Frame
  • Exterior Siding: Clapboard, Cedar
  • Foundation Type: Concrete
  • Fuel Tank Location: In Basement
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1941
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • Living Area SQFT Per Public Records: 2442
Lot Information
  • Lot Description: Corner Lot, Level Lot, Professionally Landscaped
  • Parcel Number: 1194701
  • Sq Ft Est Heated Above Grade: 2442.0
  • Sq Ft Total: 2442.0
  • Zoning: R80
Utilities
  • Heat Fuel Type: Oil
  • Hot Water Description: Oil, Domestic
  • Sewage System: Septic
  • Water Source: Private Well
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 222 Crest Road

DateEvent & SourcePriceAppreciation
Jul 30, 2025

Closed (Public Record)

Public Record #1908625966

$730,000

+126.4% / yr

Jan 20, 2009

Closed (Public Record)

Public Record #327145083

$1

-88.8% / yr

Apr 1, 2003

Closed (Public Record)

Public Record #120069359

$335,000
DateEvent & SourcePrice
07/30/2025

Closed (Public Record)

Public Record #1908625966

$730,000

+126.4% / yr

01/20/2009

Closed (Public Record)

Public Record #327145083

$1

-88.8% / yr

04/01/2003

Closed (Public Record)

Public Record #120069359

$335,000

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

Public Records for 222 Crest Road

Taxable ValueLand$84,800Additions$204,800Total$289,600
Tax Record2024$9,418 ($785 / month)
Home Facts
Beds5Baths2.5Total Finished SqFt2,442 SqFtAbove Grade Finished SqFt2,442 SqFtStories2Lot Size45,738 SqFtStyleSingle Family ResidenceYear Built1941ZoningR80CountyNAUGATUCK VALLEYAPNMDBY M:5-08 L:062Fireplace TypeHas Fireplace

Schools near 222 Crest Road

This home is within Regional School District 15.
Rating
School
Type
Grades
Distance
Public - PK to 5
Public - 6 to 8
Public - 9 to 12
Private - 9 to 12
Rating
School
Distance
Middlebury Elementary School
PublicPK to 5

Memorial Middle School
Public6 to 8

Pomperaug Regional High School
Public9 to 12

Westover School
Private9 to 12

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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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. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Showcase Realty, Inc., Jackie Desmarais

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.