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.
|
DAYS ON MARKET
|
1
|
LAST UPDATED
|
8/10/2026
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|
YEAR BUILT
|
1935
|
GARAGE SPACES
|
2.0
|
|
COUNTY
|
New Haven
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STATUS
|
Active
|
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PROPERTY TYPE(S)
|
Single Family
|
|
|
| Elementary School |
Long Meadow |
| Jr. High School |
Memorial |
| High School |
Pomperaug |
| AIR |
Central Air |
| AIR CONDITIONING |
Yes |
| APPLIANCES |
Dishwasher, Dryer, Gas Range, Microwave, Oven, Range Hood, Refrigerator, Washer |
| BASEMENT |
Concrete, Partial, Sump Pump, Yes |
| CONSTRUCTION |
Frame, Vinyl Siding |
| EXTERIOR |
Barbecue |
| FIREPLACE |
Yes |
| GARAGE |
Yes |
| HEAT |
Fireplace Insert, Hot Water, Oil |
| INTERIOR |
Sound System |
| LOT |
1.5 acre(s) |
| LOT DESCRIPTION |
Cleared, Level |
| PARKING |
Paved, Private, Tandem, Driveway |
| POOL DESCRIPTION |
Gunite, Heated, Outdoor Pool, Salt Water, In Ground |
| SEWER |
Septic Tank |
| STYLE |
Contemporary |
| TAXES |
8335 |
| WATER |
Well |
| ZONING |
R80 |
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Listing courtesy of William Raveis Real Estate
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