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75 Gleneagle Road

Middlebury, Connecticut 06762

ACTIVE$249,900
Beds
0
Baths
0
SqFt
—
Acres
4.67
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
Higgins Group Private Brokerage

Request a private showing and get Matt's read on price, condition, and next steps.

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About This Home

SHOVEL READY! LAST AVAILABLE HOMESITE IN THIS UPSCALE SUBDIVISION OF FINER HOMES. PUBLIC WATER & SEWER LATERALS ALREADY EXTENDED TO PROPERTY. CLOSE TO EVERYTHING, BUT EXTREMELY PRIVATE. MINIMUM SQ FOOTAGE 2800SF.

Key Facts

City/Town
Middlebury
Neighborhood
N/A
Property Type
Land
Days on Market
239 days
Beds
0
Baths
0 baths
Lot Size
4.67 acres
Property Taxes
$3,236 / Annually

Market Snapshot

The Middlebury Market

Land · trailing 12 months

Median Days on Market

52

3 active listings

Median $ / Sq Ft

--

3 active listings

Sale-to-List Ratio

95.0%

5 sales

How this home compares

List Price

$249,900

vs $229,000 median

9.1% above median

Price / Sq Ft

--

Median unavailable

Limited comparable data

Days on Market

239 days

vs 52 days median

187 days longer than median

Based on 3 active and 5 closed sales (trailing 12 mo) of land in Middlebury. Source: SmartMLS · As of October 2, 2026.

Location

75 Gleneagle Road, Middlebury, Connecticut

Property + 2 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$1,721

per month

  • Principal & Interest$1,368
  • Property Taxes$270
  • Insurance$83
  • 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
Subdivision
Three Mile Hill Estates

Residence

Property Type
Land
Subtype
SingleFamilyResidence

Schools

Elementary
Middlebury
High
Pomperaug

Exterior & Lot

Lot Size
4.67 acres
Zoning
R40
Waterfront Details
Not Applicable
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Lot Description
SecludedSome WetlandsTreedSloping LotOn Cul-De-Sac

Listing & Financials

Property Taxes
$3,236 / Annually
Days on Market
239
MLS #
24152556
MLS Status
Active

Similar Properties

Homes with a close match in area, property type, and price.

Listed By

Scott Tedesco

Tedesco Real Estate

(203) 509-1215

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

The IDX display contains information sourced from SmartMLS, Inc. as of 10/2/2026. 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 10/2/2026 at 11:30 PM UTC.