For Sale
Single family home for sale at 77 Crest Rd, Middlebury, CT 06762 | MLS# 24193938 | Listing updated on 2026-10-06
Photo 1 of Single family home for sale at 77 Crest Rd, Middlebury, CT 06762 | MLS# 24193938 | Listing updated on 2026-10-06
Photo 2 of Single family home for sale at 77 Crest Rd, Middlebury, CT 06762 | MLS# 24193938 | Listing updated on 2026-10-06
Photo 3 of Single family home for sale at 77 Crest Rd, Middlebury, CT 06762 | MLS# 24193938 | Listing updated on 2026-10-06
Photo 4 of Single family home for sale at 77 Crest Rd, Middlebury, CT 06762 | MLS# 24193938 | Listing updated on 2026-10-06
34+
Beds Icon

Street View

$749,900

Monthly Est:$3,733

  • Beds Icon4 Beds
  • Beds Icon
    4 Baths
  • Beds Icon2,674sqft

77 Crest Rd, Middlebury, CT 06762

$3,733/moEst:

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  • Single Family Residence

  • Built in 1935

  • $-- HOA

  • 1.5 acres lot

  • $280/sq.ft

Description

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.

  • Houzeo last checked: 32 minutes ago
  • Listing updated: October 6, 2026 at 3:52 pm
  • Listing Provided by: Michael Vartolone | William Raveis Real Estate
  • Source: SMART MLS-CT | MLS#: 24193938 SMART MLS-CT

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    New Haven County

  • City

    Middlebury

  • Neighborhood

    --

  • Year Built

    1935

  • HOA Fees

    -

  • Finished Area

    2,674 sqft

  • Lot Size

    1.5 acres lot

  • Basement Area

    - sqft

  • MLS Name

    SMART MLS

  • MLS Number

    24193938

  • MLS Status

    Active

  • Days on Market

    70

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Location

HOA Management

0

HOA Fees

$-/

Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 4

    Bathrooms: 4

Interior

  • Exterior Features

    Grill, Porch, Gutters, Stone Wall, French Doors, Patio

  • Sewer

    Septic

  • Appliances

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

  • Cooling

    Central Air

  • Heating

    Hot Water, Oil

  • Interior Features

    Audio System, Security System

Construction

  • Year Built

    Year Built: 1935

  • Home type

    Single Family Residence

  • Architectural Style

    Contemporary

  • Foundation Details

    Block

  • Roof

    Asphalt Shingle

Utilities & Energy

  • Water Source

    Private Well

  • Pool Features

    Gunite, Heated, Safety Fence, Salt Water, In Ground Pool

  • Basement

    Partial, Sump Pump, Concrete Floor

  • Laundry Features

    Lower Level

  • Parking Features

    Tandem, Detached Garage, Paved, Driveway

Other Features

  • Subdivision Name

    N/a

  • Lot Features

    Fence Partial, Lightly Wooded, Borders Open Space, Level Lot, Cleared, Professionally Landscaped

Price History

DateEventPrice

08/10/2026

Source: mls_logoSMART MLS-CT #24193938

Listed for Sale

$749,900 +16564.44%

$280/sqft

07/18/2025

Source: #24103854

Sold

$4,500 -99.44%

$2/sqft

07/14/2025

Source: #24101291

Listing Removed

$799,000 +83.68%

$299/sqft

08/19/2017

Source: #W10220655

Sold

$435,000 -37.25%

$163/sqft

08/16/2014

Source: #W1075929

Listing Removed

$693,250

$259/sqft

Nearby Homes

Based on information provided to and compiled by the SMART MLS, Inc. through Oct 20, 2026, 10:00AM. IDX information is provided exclusively for consumers’ personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. ©2026 SMART MLS, Inc. All Rights Reserved.

Advertising Broker: Derek Greene | The Greene Realty Group