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$749,900 Just Listed

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 3 Full Baths
  • 1 Partial Bath
  • 2,674 Sq. Ft.
  • 2 Car Garage
  • Updated 10 hours ago
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77 Crest Road, Middlebury, CTVideo Tour of 77 Crest Road, Middlebury, CT.
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.

Full Property Details for 77 Crest Rd

General

  • Price: $749,900
  • Taxes: (July 2025-June 2026)
  • Status: Active
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24193938
  • Updated: Today (8/10/2026)
  • Added to Site: Today

Interior

  • Number of Rooms: 9
  • Interior Features: Audio System, Security System
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Appliances: Gas Range, Wall Oven, Microwave, Range Hood, Refrigerator, Dishwasher, Washer, Dryer

Rooms

Bathrooms

  • Total Bathrooms: 4
  • Full Bathrooms: 3
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 4
  • Primary Bedroom: Primary Bedroom - Ceiling Fan, Full Bath, Walk-In Closet, Hardwood Floor, Upper
  • Bedroom 1: Bedroom - Hardwood Floor, Upper
  • Bedroom 2: Bedroom - Full Bath, Wall/Wall Carpet, Upper
  • Bedroom 3: Bedroom - Hardwood Floor, Upper

Other Rooms

  • Living Room: Living Room - Built-Ins, Gas Log Fireplace, Hardwood Floor, Main
  • Family Room: Family Room - Ceiling Fan, French Doors, Half Bath, Wall/Wall Carpet, Hardwood Floor, Main
  • Kitchen: Kitchen - Quartz Counters, Dining Area, Pantry, Patio/Terrace, Hardwood Floor, Main
  • Dining Room: Dining Room - Bay/Bow Window, Ceiling Fan, Hardwood Floor, Main
  • Loft: Loft - Built-Ins, Hardwood Floor, Upper
  • Laundry: Lower Level

Additional Information

  • Pool: Yes
  • Pool Description: Gunite, Heated, Safety Fence, Salt Water, In Ground Pool

Exterior

  • Exterior Features: Grill, Porch, Gutters, Stone Wall, French Doors, Patio
  • Color: White

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Total Spaces: 8
  • Parking: Tandem, Detached Garage, Paved, Driveway

Location

  • County: New Haven
  • Driving Directions: Whittemore Rd to Crest Rd. First white house on left past the Middlebury Library

School Information

  • Elementary School: Long Meadow
  • Middle School: Memorial
  • Intermediate School: Per Board of Ed
  • High School: Pomperaug

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Hot Water, Oil
  • Heating Fuel: Oil
  • Water Heater: Oil, Domestic

Utilities

  • Sewer: Septic
  • Water: Private Well

Structural Information

  • Architectural Style: Contemporary
  • Construction Status: No/Resale
  • Exterior Const.: Vinyl Siding
  • Basement Desc.: Partial, Sump Pump, Concrete Floor
  • Roof: Asphalt Shingle
  • Attic: Yes
  • Square Feet: 2,674
  • Above Ground: 2,674 Sq. Ft.
  • Year Built: 1935

Lot Features

  • Lot Size (Acres): 1.5
  • Driveway/Sidewalk: Private, Paved
  • Zoning: R80
  • Lot Description: Fence - Partial, Lightly Wooded, Borders Open Space, Level Lot, Cleared, Professionally Landscaped

Green Features

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

Financial Considerations

  • Assessment Amount: $256,300
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 1194838

Listed by William Raveis Real Estate, The Michael Vartolone Team, Michael Vartolone

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Listing agent

— 77 Crest Rd —

  • Michael Vartolone

    William Raveis Real Estate

Agent Contact: (203) 733-1104 Office Contact: (203) 794-9494

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 77 Crest Rd

School District:Regional School District 15
NameGradesDistance
Middlebury Elementary School
550 Whittemore Road, Middlebury, CT 06762
K-51 mi
Memorial Middle School, Middlebury, CT
1 Memorial Drive, Middlebury, CT 06762
6-81.6 mi
Pomperaug Regional High School
234 Judd Road, Southbury, CT 06488
9-122.9 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 77 Crest Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
8/10/2026
Listed
$749,900
72.39%
MLS
8/18/2017
Sold
$435,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 77 Crest Rd

Year
Property Taxes
Change
Tax Assessment
Change
2025
$8,335
—
$256,300
—
2023
$8,355
1%
$256,300
—
2023
$8,268
3%
$256,300
—
2022
$8,012
-7%
$256,300
4%
2021
$8,586
-1%
$246,500
—
2020
$8,652
5%
$246,500
—
2019
$8,233
3%
$246,500
—
2018
$8,014
4%
$246,500
—
2017
$7,731
-3%
$245,500
-4%
2016
$7,939
3%
$256,000
—
2015
$7,711
3%
$256,000
—
2014
$7,511
2%
$256,000
—
2011
$7,388
—
$256,000
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 77 Crest Rd

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*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Listed by William Raveis Real Estate, The Michael Vartolone Team, Michael Vartolone

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77 Crest Road, Middlebury, CT 06762 (MLS# 24193938) is a Single Family property with 4 bedrooms, 3 full bathrooms and 1 partial bathroom. 77 Crest Road is currently listed for $749,900 and was received on August 10, 2026. Want to learn more about 77 Crest Road? Do you have questions about finding other Single Family real estate for sale in Middlebury? You can browse all Middlebury real estate or contact a Coldwell Banker agent to request more information.

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