$749,900

Estimated payment $4,816/month

Total Views 1,080
4 Beds
3.5 Baths
2,674 Sq Ft
$280 Price per Sq Ft

Highlights

  • Heated In Ground Pool
  • 1.5 Acre Lot
  • Property is near golf course and public transit
  • Pomperaug Regional High School Rated A
  • Contemporary Architecture
  • Finished Attic

About This Home

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. BBQ and pool vacuum included in the sale. 2 hours to NYC, walking distance to bars and restaurants, and an easily converted in-law apt if desired, 77 Crest Rd has everything one could possibly want for a personal retreat or family home. Come live the life of updated, meticulous serenity. Agents, a Full List of renovations and updates is in the Documents Tab.

Listing Agent

Michael Vartolone

William Raveis Real Estate Brokerage Phone: (203) 733-1104 License #REB.0756623 Listed on: 08/10/2026

William Raveis Real Estate

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $8,335

Year Built

  • Built in 1935

Lot Details

  • 1.5 Acre Lot
  • Stone Wall
  • Property is zoned R80

Home Design

  • Contemporary Architecture
  • Block Foundation
  • Frame Construction
  • Asphalt Shingled Roof
  • Vinyl Siding

Interior Spaces

  • 2,674 Sq Ft Home
  • Built In Speakers
  • Sound System
  • Self Contained Fireplace Unit Or Insert
  • French Doors
  • Concrete Flooring

Kitchen

  • Built-In Double Oven
  • Gas Range
  • Range Hood
  • Microwave
  • Dishwasher

Bedrooms and Bathrooms

  • 4 Bedrooms

Laundry

  • Dryer
  • Washer

Attic

  • Walkup Attic
  • Finished Attic

Basement

  • Partial Basement
  • Sump Pump
  • Laundry in Basement

Home Security

  • Home Security System
  • Smart Thermostat
  • Storm Windows
  • Storm Doors

Parking

  • 2 Car Garage
  • Private Driveway

Pool

  • Heated In Ground Pool
  • Gunite Pool
  • Saltwater Pool
  • Fence Around Pool

Outdoor Features

  • Patio
  • Outdoor Grill
  • Rain Gutters
  • Porch

Schools

  • Long Meadow Elementary School
  • Memorial Middle School
  • Pomperaug High School

Utilities

  • Central Air
  • Hot Water Heating System
  • Heating System Uses Oil
  • Programmable Thermostat
  • Well
  • Oil Water Heater
  • Fuel Tank Located in Basement

Additional Features

  • Energy-Efficient Insulation
  • Property is near golf course and public transit

Listing and Financial Details

  • Assessor Parcel Number 1194838

Home Details

Home Type

Single Family

Est. Annual Taxes

$8,335

Year Built

Built in 1935

Lot Details

1.5 Acres

Listing Details

  • Neighborhood: N/A
  • Property Type: Single Family For Sale
  • Style: Contemporary
  • Sq Ft Est Heated Above Grade: 2674
  • Total Sq Ft: 2674
  • Year Built: 1935
  • New Construction: No/Resale
  • Nearby Amenities: Commuter Bus, Golf Course, Library, Park, Private School(s)
  • In Law Access: FIRST,ENTRY
  • Remarks Public Addendum: BBQ and pool vacuum included in the sale. 2 hours to NYC, walking distance to bars and restaurants, and an easily converted in-law apt if desired, 77 Crest Rd has everything one could possibly want for a personal retreat or family home. Come live the life of updated, meticulous serenity. Agents, a Full List of renovations and updates is in the Documents Tab.
  • Direct Waterfront: No
  • Home Warranty Offered: No
  • Radon Mitigation Air Ynu: No
  • Radon Mitigation Water Ynu: No
  • Directions: Whittemore Rd to Crest Rd. First white house on left past the Middlebury Library
  • In Law Apartment: Possible
  • Street Type: Road
  • Office Attribution Contact: (203) 794-9494
  • Reserve Prospect: No
  • Special Features: None
  • Property Sub Type: Detached

Interior Features

  • Total Bedrooms: 4
  • Total Bathrooms: 4
  • Full Bathrooms: 3
  • Half Bathrooms: 1
  • Fireplaces: 1
  • Attic Description: Finished, Walk-up
  • Basement Description: Partial, Sump Pump, Concrete Floor
  • Interior Amenities: Audio System, Security System
  • Appliances: Gas Range, Wall Oven, Microwave, Range Hood, Refrigerator, Dishwasher, Washer, Dryer
  • Laundry Room Location: Basement
  • Laundry Room Info: Lower Level
  • Attic: Yes
  • Home Automation: Built In Audio, Security System, Thermostat(s)

Exterior Features

  • Exterior Features: Grill, Porch, Gutters, Stone Wall, French Doors, Patio
  • Exterior Siding: Vinyl Siding
  • Foundation Type: Block
  • Roof Information: Asphalt Shingle
  • Waterfront Description: Not Applicable
  • Swimming Pool: Yes
  • Pool: Gunite, Heated, Safety Fence, Salt Water, In Ground Pool
  • Construction Description: Frame

Garage/Parking

  • Garages Number: 2
  • Driveway Type: Private, Paved
  • Total Parking Spaces: 8
  • Garage And Parking: Tandem, Detached Garage, Paved, Driveway

Utilities

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

Schools

  • Intermediate School: Per Board of Ed

Green Features

  • Energy Features: Extra Insulation, Fireplace Insert, Programmable Thermostat, Storm Doors, Storm Windows

Lot Info

  • Acres: 1.5
  • Lot Description: Fence - Partial Lightly Wooded Borders Open Space Level Lot Cleared Professionally Landscaped
  • Flood Zone: No
  • Zoning: R80
  • Parcel #: 1194838

Tax Info

  • Tax Year: July 2025-June 2026
  • Property Tax: 8335

MLS Schools

  • Elementary School: Long Meadow
  • Middle Jr High School: Memorial
  • High School: Pomperaug

Map

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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Tax History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

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 $8,335 $256,300 $92,400 $163,900
2024 $8,355 $256,300 $92,400 $163,900
2023 $8,268 $256,300 $92,400 $163,900
2022 $8,012 $256,300 $92,400 $163,900
2021 $8,586 $246,500 $103,700 $142,800
2020 $8,652 $246,500 $103,700 $142,800
2019 $8,233 $246,500 $103,700 $142,800
2018 $8,014 $246,500 $103,700 $142,800
2017 $7,731 $245,500 $103,700 $141,800
2016 $7,939 $256,000 $121,800 $134,200
2015 $7,711 $256,000 $121,800 $134,200
2014 $7,511 $256,000 $121,800 $134,200
Source: Public Records

Property History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Event Price List to Sale Price per Sq Ft Prior Sale
08/10/2026 08/10/26 For Sale $749,900 0.0% $280 / Sq Ft
07/15/2025 07/15/25 Rented $4,500 0.0% --
07/12/2025 07/12/25 Under Contract -- -- --
06/13/2025 06/13/25 For Rent $4,500 0.0% --
08/18/2017 08/18/17 Sold $435,000 -3.1% $163 / Sq Ft View Prior Sale
08/14/2017 08/14/17 Pending -- -- --
05/27/2017 05/27/17 For Sale $449,000 -- $168 / Sq Ft
Source: SmartMLS

Purchase History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Type Sale Price Title Company
Warranty Deed $435,000 --
Warranty Deed $263,000 --
Source: Public Records

Mortgage History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Status Loan Amount Loan Type
Open $348,000 Purchase Money Mortgage
Source: Public Records

Source: SmartMLS

MLS Number: 24193938

SmartMLS

APN: MIDD-000508-000000-000068

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