77 Crest Road
Middlebury, CT, 06762 $ 749,900
Bedrooms4 Baths3.1 Sq 2,674 Monthly Estimate*
$ 4,735
for $749,900 with 4 bedrooms and 3 full baths, 1 half bath. This 2,674 square foot home was built in 1935 on a lot size of 1.5.
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.
See more
FeaturesGeneralZoning R80
Neighborhood N/A
County New Haven
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Active
Acres 1.5
Directions Whittemore Rd to Crest Rd. First white house on left past the Middlebury Library
High School Pomperaug
City Middlebury
Elementary School Long Meadow
Sq Ft Total 2674
DOM 0
Year Built 1935
Style Contemporary
Year Built Source Public Records
Pool Description Gunite Heated Safety Fence Salt Water In Ground Pool
Energy Features Extra Insulation Fireplace Insert Programmable Thermostat Storm Doors Storm Windows
See more
InteriorCooling System Central Air
Total Rooms 9
Basement Description Partial Sump Pump Concrete Floor
See more
ExteriorWater Source Private Well
Lot Description Fence - Partial Lightly Wooded Borders Open Space Level Lot Cleared Professionally Landscaped
See more
* Excluded FeaturesList ByMichael VartoloneListing Agent
William Raveis Real EstateBroker
michael.vartolone@raveis.comEmail
Affordability Calculator
- Monthly Principal & Interest
- $4,735
- Monthly Property Taxes
- $695
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbySingle family listings in Middlebury, CT
Average List Price $705,002
Percent of Sale Price 6%
About Middlebury, CT 7,671 Population
18% Since 2002
$ 105,125 Median Income
46.66 Median Age
27% Households with Children
Trends Information provided by ATTOM Data Solutions.
3042522 Elementary School
3042695 Middle School
Pomperaug High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 8/10/2026 | $749,900 | | Listed Price |