Privacy, charm and timeless craftsmanship only begin to describe all that 77 Crest Rd has to offer. Nestled in the Hamlet of Middlebury's Historic District, this 2,600+ sq ft Contemporary Craftsman boasts flexible living with 4 full bedrooms, 3.5 baths, Large living room, and Large family room with 1/2 bath. 2 Blue Stone patios and a Belgian block patio perfectly placed alongside the newly renovated in-ground, gunite Saltwater swimming pool with newer mechanicals, fence, waterfall and SURROUNDED by the 9+ acre Crest Preserve, one of Middlebury's 62 Land Trusts designed to keep with the town's history of nature preservation. Original, winding hand-carved staircases, colonial wood shutters, reading nooks, finished attic and original hardwood floors throughout, blend seamlessly with the detail oriented modern updates this home craved. Inside the FRESHLY Painted Interior you'll find updated bathrooms, gas insert fireplace, electric, A/C, chefs' kitchen w/ granite counters, double oven and new stainless-steel appliances looking out picture windows to your pool oasis, patios, backyard and Soaring land trust views. The OVERSIZED window-wall in the living room picture frames the landscaped front yard with mature perennials and Japanese maples. Outside, new siding, roof, barn lighting, chimney, and landscaping make this a true Gem of a home. Listen to the town church bells while entertaining or just peacefully enjoying this magical 1.5-acre location. All outdoor furniture, 2 flat screens, kitchen table, BBQ and pool vacuum included in the rental. 2 hours to NYC, 40 Min to Hartford, 45 min to Bradley International Airport walking distance to bars and restaurants, 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.
Off market
$772,600
77 Crest Rd, Middlebury, CT 06762
4beds
2,674sqft
SingleFamily
Built in 1935
1.5 Acres Lot
$772,600 Zestimate®
$289/sqft
$4,507 Estimated rent
What's special
Zillow last checked: 8 hours ago
Listing updated: July 11, 2025 at 08:37pm
Source: Zillow Rentals
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 4
- Full bathrooms: 3
- 1/2 bathrooms: 1
Heating
- Other
Cooling
- Central Air
Appliances
- Included: Dishwasher, Dryer, Microwave, Range Oven, Refrigerator, Washer
- Laundry: In Unit
Features
- Has basement: Yes
Interior area
- Total interior livable area: 2,674 sqft
Property
Parking
- Total spaces: 2
- Parking features: Detached, Other
- Details: Contact manager
Features
- Has private pool: Yes
Lot
- Size: 1.50 Acres
Details
- Parcel number: MIDDM508L068
Construction
Type & style
- Home type: SingleFamily
- Property subtype: SingleFamily
Condition
- Year built: 1935
Community & neighborhood
Location
- Region: Middlebury
Services availability
Sell for more on Zillow
Get a free Zillow Showcase℠ listing and you could sell for .
$772,600
2% more+ $15,452
With Zillow Showcase(estimated)
$788,052