4 beds2,674 sqft$280/sqft
77 Crest Rd, Middlebury, CT 06762
Est: $4,506/moGet pre-approved

Description

Privacy, charm, and timeless craftsmanship define this exceptional Contemporary Craftsman on 1.5 acres in Middlebury's Historic District. Bordering the 9+ acre Crest Preserve, this 2,600+ sq. ft. home offers 4 bedrooms, 3.5 baths, a spacious living room, and a large family room with a flexible floor plan. Character abounds with original hand-carved staircases, hardwood floors, colonial shutters, reading nooks, and a finished attic, while thoughtful updates include a recently painted interior, updated...Privacy, charm, and timeless craftsmanship define this exceptional Contemporary Craftsman on 1.5 acres in Middlebury's Historic District. Bordering the 9+ acre Crest Preserve, this 2,600+ sq. ft. home offers 4 bedrooms, 3.5 baths, a spacious living room, and a large family room with a flexible floor plan. Character abounds with original hand-carved staircases, hardwood floors, colonial shutters, reading nooks, and a finished attic, while thoughtful updates include a recently painted interior, updated baths, upgraded electrical, central air, gas fireplace insert, and a chef's kitchen with quartz countertops, double ovens, and stainless-steel appliances. Picture windows overlook the private backyard oasis featuring two Bluestone patios, a Belgian block patio, and a renovated Gunite saltwater pool with waterfall, newer mechanicals, and fencing. Exterior improvements include newer siding, roof, chimney, barn-style lighting, and professional landscaping. Surrounded by protected woodlands and the sounds of nearby church bells, this one-of-a-kind home offers the perfect blend of historic character, modern updates, and peaceful New England living.
LISTING UPDATED: 08/10/2026 02:44 PM

  1. Listed by Michael Vartolone • William Raveis Real Estate
    P: (203) 733-1104 C: (203) 733-1104 michael.vartolone@raveis.com

Property Details for 77 Crest Road

Status
MLS #
24193938
Days on Market
9
Taxes
$8,335 / year
HOA Fees
-
Condo/Co-op Fees
-
Property Type
MLS Type
Residential
Year Built
1935
Lot Size
1.50 AC / 65,340 SF
Basement Description
Partial, Sump Pump, Concrete Floor
Direct Waterfront
No
Garages Number
2
Neighborhood
N/A
Style
Contemporary
Garage Parking Info
Tandem, Detached Garage, Paved, Driveway
Swimming Pool
Yes

Location

Listing Courtesy of William Raveis Real Estate, Michael Vartolone
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Building Information for 77 Crest Road

Stories-Year Built1935Building Size-Lot Size1.50 AC / 65,340 SF

Payment Calculator

$4,506 per month

30 year fixed, 6.55% Interest

Principal and Interest

$3,812

Property Taxes

$695

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 77 Crest Road

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Whittemore Rd to Crest Rd. First white house on left past the Middlebury Library
  • Elementary School: Long Meadow
  • Flood Zone: No
  • High School: Pomperaug
  • Intermediate School: Per Board of Ed
  • Latitude: 41.530064
  • Longitude: -73.11971
  • Middle Jr High School: Memorial
  • Neighborhood Amenities: Commuter Bus, Golf Course, Library, Park, Private School(s)
  • State: Connecticut
Parking
  • Parking Total Spaces: 8
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $8,335
Virtual Tour
Interior and Exterior Features
Exterior Features
  • Exterior Features: Grill, Porch, Gutters, Stone Wall, French Doors, Patio
  • Pool Description: Gunite, Heated, Safety Fence, Salt Water, In Ground Pool
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Gas Range, Wall Oven, Microwave, Range Hood, Refrigerator, Dishwasher, Washer, Dryer
  • Attic Description: Finished, Walk-up
  • Cooling System: Central Air
  • Heat Type: Hot Water
  • Attic YN: Yes
  • Fireplaces Total: 1
  • Home Automation: Built In Audio, Security System, Thermostat(s)
  • Interior Features: Audio System, Security System
  • Laundry Room Info: Lower Level
  • Laundry Room Location: Basement
  • Rooms Total: 9
Room 1
  • Room Entry Order: 1
  • Room Features: Built-Ins,Gas Log Fireplace,Hardwood Floor
  • Room Level: Main
  • Room Type: Living Room
Room 2
  • Room Entry Order: 2
  • Room Features: Bay/Bow Window,Ceiling Fan,Hardwood Floor
  • Room Level: Main
  • Room Type: Dining Room
Room 3
  • Room Entry Order: 3
  • Room Features: Ceiling Fan,French Doors,Half Bath,Wall/Wall Carpet,Hardwood Floor
  • Room Level: Main
  • Room Type: Family Room
Room 4
  • Room Entry Order: 4
  • Room Features: Quartz Counters,Dining Area,Pantry,Patio/Terrace,Hardwood Floor
  • Room Level: Main
  • Room Type: Kitchen
Room 5
  • Listing Key: 574A18C49B6FDCCCE0631A01100AF3C5
  • Room Entry Order: 5
  • Room Features: Ceiling Fan,Full Bath,Walk-In Closet,Hardwood Floor
  • Room Level: Upper
  • Room Type: Primary Bedroom
Room 6
  • Room Entry Order: 6
  • Room Features: Hardwood Floor
  • Room Level: Upper
  • Room Type: Bedroom
Room 7
  • Room Entry Order: 7
  • Room Features: Hardwood Floor
  • Room Level: Upper
  • Room Type: Bedroom
Room 8
  • Room Entry Order: 8
  • Room Features: Full Bath,Wall/Wall Carpet
  • Room Level: Upper
  • Room Type: Bedroom
Room 9
  • Listing Key: 574A18C49B6FDCCCE0631A01100AF3C5
  • Room Entry Order: 9
  • Room Features: Built-Ins,Hardwood Floor
  • Room Level: Upper
  • Room Type: Loft
Property
Property and Assessments
  • Color: White
  • Construction Description: Frame
  • Driveway Type: Private, Paved
  • Exterior Siding: Vinyl Siding
  • Foundation Type: Block
  • Fuel Tank Location: In Basement
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1935
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • In Law Access: First Floor, Separate Entry
  • In Law Apartment: Possible
  • Living Area SQFT Per Public Records: 2674
Lot Information
  • Lot Description: Fence - Partial, Lightly Wooded, Borders Open Space, Level Lot, Cleared, Professionally Landscaped
  • Parcel Number: 1194838
  • Sq Ft Est Heated Above Grade: 2674.0
  • Sq Ft Total: 2674.0
  • Zoning: R80
Utilities
  • Energy Features: Extra Insulation, Fireplace Insert, Programmable Thermostat, Storm Doors, Storm Windows
  • Heat Fuel Type: Oil
  • Hot Water Description: Oil, Domestic
  • Radon Mitigation Air: No
  • Radon Mitigation Water: No
  • Sewage System: Septic
  • Water Source: Private Well
Multi Family
Income and Expenses
  • Occupied By: Tenant

Property History for 77 Crest Road

DateEvent & SourcePriceAppreciation
Aug 18, 2017

Closed (Public Record)

Public Record #1268746345

$435,000
Aug 18, 2017

Closed (Public Record)

Public Record #604269418

$435,000

+2.5% / yr

Mar 20, 1997

Closed (Public Record)

Public Record #92288169

$263,000
DateEvent & SourcePrice
08/18/2017

Closed (Public Record)

Public Record #1268746345

$435,000
08/18/2017

Closed (Public Record)

Public Record #604269418

$435,000

+2.5% / yr

03/20/1997

Closed (Public Record)

Public Record #92288169

$263,000

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

Public Records for 77 Crest Road

Taxable ValueLand$92,400Additions$163,900Total$256,300
Tax Record2025$8,335 ($695 / month)
Home Facts
Beds4Baths3.5Total Finished SqFt2,674 SqFtAbove Grade Finished SqFt2,674 SqFtUnfinished Basement SqFt396 SqFtStories2Lot Size65,340 SqFtStyleSingle Family ResidenceYear Built1935Year Renovated1935ZoningR80CountyNAUGATUCK VALLEYAPNMDBY M:5-08 L:068

Schools near 77 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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77 Crest Road is a single family home for sale in Middlebury, CT 06762. This property was listed for sale on August 10, 2026 by William Raveis Real Estate, it's currently listed at $749,900. It has been on the market for a total of 9 days and was last sold on August 18, 2017. This listing's school district is Regional School District 15. Nearby schools include Middlebury Elementary School, Memorial Middle School and Pomperaug Regional High School. 77 Crest Road is a 4-bed, 4-bath, 2,674 sqft single family home built in 1935.

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 William Raveis Real Estate, Michael Vartolone

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.