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70 Pine Hollow Drive

Middlebury, Connecticut 06762

ACTIVE$649,900

Reduced from $669,000

Beds
3
Baths
2 | 1
SqFt
3,174
Acres
1.22
Year Built
1978
Matt Caiola

Matt Caiola

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3-Car Garage3 FireplacesPrice Reduced

About This Home

MOTIVATED SELLERS! MAKE OFFER! Nestled on 1.22 acres of park-like grounds, a large custom designed home offering privacy & serenity and maintained by its original owners. Step inside and be greeted by a sunken, front-to-back living room anchored by a fireplace, setting the tone for the thoughtful design found throughout. Entertain in style in the formal dining room with elegant French doors or gather in the huge family room- another fireplace and generous proportions make it the heart of the home. The eat-in kitchen features a breakfast bar, perfect for casual mornings. Three bedrooms, 2.5 baths, and 3 fireplaces offer the comfort and warmth your family deserves. And, when you want to escape, a finished mancave with wet bar is all yours. Outside, a 54-foot deck provides the ultimate backdrop for outdoor entertaining, overlooking your own private retreat. Three oversized garages and newly paved driveway add convenience and curb appeal alike. Oh, and by the way, please do not forget to walk up a couple of steps behind the deck to a beautiful level lot adjacent to a tree lined area. Perfect for incorporating your very own fire pit or gazebo, for further relaxation and enjoyment. Recent updates including a new whole-house generator (1 yr), deck (3 yrs), electric hot water heater (3 yrs), paved driveway (2 yr), and a 15-year roof. Located in the New England town of Middlebury, known for its small-town character and top-rated schools. MOTIVATED SELLERS! MAKE OFFER!

Key Facts

City/Town
Middlebury
Neighborhood
N/A
Property / Style
Single Family · Contemporary
Year Built
1978
Days on Market
115 days
Beds
3
Baths
2 full · 1 half
Living Area
3,174 sq ft
Lot Size
1.22 acres
Garage / Parking
3 garage
Property Taxes
$8,123 / Annually

Market Snapshot

The Middlebury Market

Single Family · trailing 12 months

Median Days on Market

46

25 active listings

Median $ / Sq Ft

$280

25 active listings

Sale-to-List Ratio

100.0%

79 sales

How this home compares

List Price

$649,900

vs $670,000 median

In line with median

Price / Sq Ft

$205

vs $280 median

26.8% below median

Days on Market

115 days

vs 46 days median

69 days longer than median

Based on 25 active and 79 closed sales (trailing 12 mo) of single family in Middlebury. Source: SmartMLS · As of October 13, 2026.

Location

70 Pine Hollow Drive, Middlebury, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$4,494

per month

  • Principal & Interest$3,600
  • Property Taxes$677
  • Insurance$217
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Middlebury
Neighborhood
N/A
County
New Haven

Residence

Property Type
Single Family
Style
Contemporary
Year Built
1978
New Construction
No/Resale
Living Area
3,174 sq ft

Schools

Elementary
Per Board of Ed
High
Per Board of Ed

Interior

Heating
Hot Water
Heat Fuel
Oil
Cooling
Ceiling FansSplit System
Fireplaces
3
Laundry
Main Level
Appliances
Oven/RangeMicrowaveRange HoodRefrigeratorDishwasherWasherDryer
Basement
FullUnfinishedStorageInterior Access

Exterior & Lot

Lot Size
1.22 acres
Zoning
R40
Garage / Parking
3 garage spacesAttached GarageDetached Garage
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Construction
Vinyl Siding
Color
Tan
Roof
Asphalt Shingle
Foundation
Concrete
Exterior Features
SidewalkShedDeckGutters
Lot Description
SecludedLightly WoodedOn Cul-De-Sac

Listing & Financials

Property Taxes
$8,123 / Annually
Days on Market
115
MLS #
24185515
MLS Status
Active

Similar Properties

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Listed By

Simonne Corriveau

(860) 777-6236

KW Legacy Partners

(860) 313-0700

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 10/13/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.

Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.

Data last updated on 10/13/2026 at 6:50 PM UTC.