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MLS 24193938 For Sale Price Reduced Open House Updated November 10, 2026
Open House An open house is scheduled — contact us for times.
77 Crest Road

Middlebury, Connecticut 06762

$699,900
On market 91 days
77 Crest Road
1 / 38

About This Property

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.

Property Details

Interior

Heat
Hot Water — Oil
Cooling
Central Air
Fireplaces
1
Basement
Partial,Sump Pump,Concrete Floor
In-Law Apartment
Possible
Interior Features
Audio System Security System

Exterior & Lot

Roof
Asphalt Shingle
Construction
Construction
Pool
Gunite,Heated,Safety Fence,Salt Water,In Ground Pool
Exterior Features
Grill Porch Gutters Stone Wall French Doors Patio
Lot Description
Fence - Partial Lightly Wooded Borders Open Space Level Lot Cleared Professionally Landscaped
Garage & Parking
Tandem Detached Garage Paved Driveway

Utilities & Systems

Water Source
Private Well
Sewer
Septic
Energy Features
Extra Insulation Fireplace Insert Programmable Thermostat Storm Doors Storm Windows

Community & Schools

Elementary
Long Meadow
Middle
Memorial
High
Pomperaug
Nearby Amenities
Commuter Bus Golf Course Library Park Private School(s)

Appliances

Included
Gas Range Wall Oven Microwave Range Hood Refrigerator Dishwasher Washer Dryer

77 Crest Road

Middlebury , Connecticut 06762

$699,900

Was $749,900 Reduced

On market 91 days

Beds
4
Baths
4
SqFt
2,674
Type
Single Family
County New Haven
Garage 2
Rooms -
Lot Size 1.50 Acres
Property Tax $8,335
Assessed Value $256,300
Year Built 1935
Style Contemporary
Zoning R80
Parking Spaces 8

Payment Estimate

30-year fixed. Includes taxes; estimates only.

Estimated Monthly Payment
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Property Map

Map location is based on the property address.

Listing information is deemed reliable but not guaranteed and is sourced from the local MLS feed. Brokerage shown: RAVE120.

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