Off market jan 2019 for $450K

$862,531

Est. refi paymentEst. refi $2,682/mo

•

3,531

sq ft

281 Sandy Hill Rd, Middlebury, CT 06762

About this home

Modern manor with old world charm. Built by Jack Kemper, one of Connecticut’s finest architects, this warm, welcoming, and gracious home combines classical architecture with a modern touch. Surrounded by 44+ acres of Middlebury's land preserve with scenic trails, streams, and hillside gardens, this secluded property offers you a tranquil private setting. With gables and a decorative cupola, this house’s grandeur continues inside with high ceilings, French and pocket doors, hardwood floors, fine lighting and brass fixtures, a feature staircase, and spacious rooms that include four bedroom suites, a formal living room with a fireplace, and a fully-equipped, modern kitchen with large dining area and walk-out to private patio and screened-in porch. Location is a short distance to I-84 or Route 8 and just 1.5 scenic miles to Village Green/Westover School in a prideful and beauitful New England town. Award winning Region 15 school system. Just bring your furniture and enjoy this gorgeous home.

Single-familyProperty Type

1996Year Built

2.97 acresLot Size

$244Est. Price/Sq.Ft.

2 car garageParking

Listed by Dawn Damiani • BHGRE Gaetano Marra Homes

Listed by Mary Ann Hebert • BHGRE Gaetano Marra Homes

Bought with Peggy Marconi • Houlihan Lawrence

Source:Smart MLS #170095252

Redfin Estimate

$862,531

$413K since sold in January 2019$21K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 29.9% higher than the average sale price ($664K) of 6 comparable homes.

SOLD JUL 16, 2026
$530,000
A
4 beds3 baths3,045 sq ft
77 Graham Ridge Rd, Naugatuck, CT 06770
SOLD JUN 30, 2026
$600,000
B
4 beds3 baths2,763 sq ft
81 Amanda Ln, Naugatuck, CT 06770
SOLD JUL 16, 2026
$520,000
C
4 beds3 baths3,168 sq ft
45 Michael Ln, Naugatuck, CT 06770
SOLD SEP 14, 2026
$735,000
D
4 beds2.5 baths2,753 sq ft
117 Crest Rd, Middlebury, CT 06762
SOLD MAY 27, 2026
$750,000
E
4 beds2.5 baths3,198 sq ft
366 Charcoal Ave, Middlebury, CT 06762
SOLD JUL 7, 2026
$850,000
F
3 beds2.5 baths3,253 sq ft
122 Crest Rd, Middlebury, CT 06762

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Earn from this home

Sell

$507,937

Est. take-home

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Refinance

Est. cash available

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Rent

$4,164/mo

Redfin rental estimate

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Market trends in 06762, CT

Last updated September 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-List Price

99.5%

0.1% MoM

Median sale price

$575K

$149 MoM

Avg. days on market

48d

1 days MoM

Recently sold homes

5 MoM

New listings for sale

NEW 7 HRS AGO
$250,000
2 beds1 bath890 sq ft
35 Nutmeg Rd Unit B5, Middlebury, CT 06762
COMING SOON
$479,900
3 beds2 baths2,006 sq ft
961 Middlebury Rd, Middlebury, CT 06762
$485,000
3 beds2 baths1,440 sq ft
314 Porter Ave, Middlebury, CT 06762
$550,000
4 beds2.5 baths1,911 sq ft
802 Charcoal Ave, Middlebury, CT 06762
$650,000
3 beds2.5 baths2,643 sq ft
85 Ridgewood Dr #85, Middlebury, CT 06762
See all

Provided by Redfin

Sale history for 281 Sandy Hill Rd

Date

Event

Price

Smart MLS #170095252

Jan 25, 2019

Sold

$450,000

$127/sq ft

Dec 20, 2018

Listing Removed

—

Dec 17, 2018

Contingent

—

Nov 5, 2018

Relisted

—

Nov 5, 2018

Contingent

—

Nov 2, 2018

Relisted

—

Oct 29, 2018

Contingent

—

Sep 18, 2018

Price Changed

$464,900

$132/sq ft

Aug 20, 2018

Price Changed

$489,900

$139/sq ft

Jul 5, 2018

Price Changed

$525,000

$149/sq ft

Jul 5, 2018

Relisted

—

Jun 23, 2018

Listing Removed

—

Jun 15, 2018

Listed

$539,900

$153/sq ft

Public Records

Jul 30, 2015

Sold

$550,000

$156/sq ft

Smart MLS #L149298

Apr 2, 2014

Listed

$580,000

$164/sq ft

Smart MLS #L144796

Jan 22, 2014

Listing Removed

—

Jan 22, 2013

Listed

$699,000

$198/sq ft

Smart MLS #L142025

Nov 28, 2012

Listing Removed

—

Apr 3, 2012

Listed

$749,000

$212/sq ft

Smart MLS #L137748

Jul 8, 2011

Listing Removed

—

Mar 22, 2011

Listed

$729,000

$206/sq ft

Smart MLS #98459943

Jul 20, 2010

Listing Removed

—

Apr 21, 2010

Listed

$879,900

$249/sq ft

Smart MLS #L133594

Jul 20, 2010

Listing Removed

—

Mar 9, 2010

Listed

$879,900

$249/sq ft

Public Records

May 1, 2000

Sold

$539,900

$153/sq ft

Smart MLS #W2000401

Feb 1, 2000

Listed

$539,900

$153/sq ft

Smart MLS #98041294

Jun 19, 1999

Listing Removed

—

Apr 19, 1999

Listed

$610,000

$173/sq ft

Public Records

May 11, 1995

Sold

$195,000

$55/sq ft

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Year

Property tax

Land + Additions

Assessment*

2022

$12,501 (+0.2%)

$84,900 + $315,000

$399,900

2021

$12,473 (−0.8%)

$94,000 + $264,100

$358,100

2020

$12,569 (+5.1%)

$94,000 + $264,100

$358,100

2019

$11,961 (+2.7%)

$94,000 + $264,100

$358,100

2018

$11,642 (+3.2%)

$94,000 + $264,100

$358,100

2017

$11,277 (+1.5%)

$94,000 + $264,100

$358,100

2016

$11,105 (+5.7%)

$109,800 + $248,300

$358,100

2014

$10,507 (+1.7%)

$109,800 + $248,300

$358,100

2011

$10,335

$109,800 + $248,300

$358,100

Tax history for 281 Sandy Hill Rd

Year

Property tax

Land + Additions

Assessment*

2022

$12,501 (+0.2%)

$84,900 + $315,000

$399,900

2021

$12,473 (−0.8%)

$94,000 + $264,100

$358,100

2020

$12,569 (+5.1%)

$94,000 + $264,100

$358,100

2019

$11,961 (+2.7%)

$94,000 + $264,100

$358,100

2018

$11,642 (+3.2%)

$94,000 + $264,100

$358,100

2017

$11,277 (+1.5%)

$94,000 + $264,100

$358,100

2016

$11,105 (+5.7%)

$109,800 + $248,300

$358,100

2014

$10,507 (+1.7%)

$109,800 + $248,300

$358,100

2011

$10,335

$109,800 + $248,300

$358,100

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

Baths

4.5

Stories

Lot width

—

Lot depth

—

Lot size

2.97 Acres

Year renovated

—

Sq. Ft.

3,531

Year built

1996

Style

Single Family Residential

County

New Haven County

APN

1195132

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 13, 2023.

Property details

Parking

Garage Information
Garage & Parking: Attached Garage
Garages Number: 2

Interior

Interior Information
Total Rooms: 7
Interior Features: Auto Garage Door Opener, Cable - Pre-wired
In-Law Apartment: No
Security System
Fireplaces Total: 1
Cooling System: Central Air
Appliances Included: Electric Cooktop, Wall Oven, Microwave, Refrigerator, Icemaker, Dishwasher, Washer, Electric Dryer

Bathroom Information
# of Baths (Full): 4
# of Baths (Half): 1

Bedroom Information
Beds Total: 4

Room Information
Room Count: 8
Basement Description: Full, Unfinished
Has Attic
Attic Description: Pull-Down Stairs

Exterior

Exterior Features
Roof Information: Asphalt Shingle
Exterior Siding: Clapboard, Wood
Exterior Features: French Doors, Patio, Porch-Screened, Shed

Lot Information
Lot Description: Interior Lot, Dry, Secluded, Lightly Wooded

Building Information
Foundation Type: Concrete
Construction Description: Frame
Color: Beige

Property Information
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 3531
Driveway Type: Private, Paved

Financial

Assessments Information
Assessed Value: $358,100

Utilities

Utility Information
Water Source: Private Well
Sewage System: Septic
Hot Water Description: Oil
Heat Type: Hot Air
Heat Fuel Type: Oil
Fuel Tank Location: Above Ground

Location

School Information
Middle Jr High School: Per Board of Ed
High School: Regional District 15
Elementary School: Per Board of Ed

Location Information
State: Connecticut
Nearby Amenities: Golf Course, Health Club, Lake, Library, Private School(s), Shopping/Mall
Directions: 1.75 miles down South St. left on to Sandy Hill Rd. first on the left
County: New Haven

Public facts

Beds: 4
Baths: 4.5
Sq. Ft.: 3,531
Stories: 2.0
Lot Size: 2.97 acres
Style: Single Family Residential
Year Built: 1996
Year Renovated: —
County: New Haven County
APN: 1195132

Home facts updated by county records on Jul 13, 2023

Other

Documents & Disclosures
Supplement Count Public: 1

Around this home

Schools

Middlebury Elementary School

Public PreK-5 • Assigned • 1.2mi

5/10

Memorial Middle School

Public 6-8 • Assigned • 2.3mi

8/10

Pomperaug Regional High School

Public 9-12 • Assigned • 2.7mi

8/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

4/10 Heat Factor

7 days above 96° expected this year, 15 days in 30 years

6/10 Wind Factor

27% chance of strong winds in next 30 years

3/10 Air Factor

2 unhealthy days expected this year, 4 days in 30 years

Provided by First Street

Historical weather

Middlebury, CT • 06762

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 8.8 hours in June and 4.3 hours in December, placing it below the U.S. average for solar exposure.

8.8 hrs

4.3 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$820,000 – $992,000

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Nearby similar homes

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OPEN SAT, 12PM TO 2PM

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New listings for sale in 06762

NEW 7 HRS AGO

$250,000

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35 Nutmeg Rd Unit B5, Middlebury, CT 06762

COMING SOON

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961 Middlebury Rd, Middlebury, CT 06762

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Home values near 281 Sandy Hill Rd

Data from public records.

Address	Redfin Estimate
155 Sandy Hill Rd, Middlebury, CT 4 Beds \| 3.5 Baths \| 4922 Sq. Ft.	$863,028
206 Sandy Hill Rd, Middlebury, CT 4 Beds \| 3 Baths \| 3203 Sq. Ft.	$851,074

Address	Redfin Estimate
169 Sandy Hill Rd, Middlebury, CT 3 Beds \| 2.5 Baths \| 2327 Sq. Ft.	$616,243
61 Sandy Hill Rd, Middlebury, CT 3 Beds \| 1.5 Baths \| 1811 Sq. Ft.	$525,705

Address	Redfin Estimate
176 Sandy Hill Rd, Middlebury, CT 4 Beds \| 2.5 Baths \| 2534 Sq. Ft.	$928,058
261 Sandy Hill Rd, Middlebury, CT 4 Beds \| 2.5 Baths \| 3750 Sq. Ft.	$851,326

Property information provided by Smart MLS when last listed in 2018. This data may not match . Learn more.

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About this home

Redfin Estimate

Earn from this home

Market trends in 06762, CT

Sale history for 281 Sandy Hill Rd

Tax history for 281 Sandy Hill Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 06762

Home values near 281 Sandy Hill Rd

More real estate resources