Off Market Dec 2020 for $370K

$803,365

•

5,205

sq ft

96 Tucker Hill Rd, Middlebury, CT 06762

About this home

96 Tucker Hill has an amazing history; from an Inn to a Private Residence to a Bed & Breakfast. This Stately 1920's Colonial is filled with charm and character! Its 5,000 plus Sq Ft of living space boasts of 6 Bedrooms, 5.1 Baths, a grand Foyer, Spacious Living Room with Fireplace and French doors, Formal Dining Room, Kitchen with Dining area, Family Room with Fireplace, Den, Office, Beautiful Central Staircase leading to the second floor, Master Bed Room with Full Bath, Lovely sitting area top of stairs and spacious Bedrooms. The third floor has a 3 Room apartment with its own private entry. This home is situated on a lovely treed lot with direct access to Greenway Trail,a 6 mile walking/bike trail. Convenient to town center, Lake Quassapaug, tennis, golf, and fine area restaurants. Enjoy this home as your own private residence or realize its income potential.

Single-familyProperty Type

1923Year Built

0.4 acresLot Size

$154Est. Price/Sq.Ft.

1 car garageParking

Listed by Ron Nettleton • William Raveis Real Estate

Bought with Amy Pelletier • Berkshire Hathaway NE Prop.

Source:Smart MLS #170297244

Redfin Estimate

$803,365

$433K since sold in December 2020$14K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 89.3% higher than the average sale price ($424K) of 6 comparable homes.

SOLD AUG 14, 2026
$485,000
A
4 beds2.5 baths2,251 sq ft
413 Watertown Rd, Middlebury, CT 06762
SOLD JUL 30, 2026
$490,000
B
3 beds3 baths1,890 sq ft
142 Bamford Ave, Oakville, CT 06779
SOLD JAN 13, 2026
$380,000
C
4 beds2 baths2,320 sq ft
332 Robbins St, Waterbury, CT 06708
SOLD MAY 21, 2026
$500,000
D
3 beds2.5 baths2,208 sq ft
622 Lakeside Blvd W, Waterbury, CT 06708
SOLD JUL 8, 2026
$252,000
E
5 beds2.5 baths2,424 sq ft
24 Maynard Ave, Waterbury, CT 06708
SOLD JUN 3, 2026
$439,000
F
4 beds2.5 baths2,810 sq ft
62 Haddad Rd, Waterbury, CT 06708

Claim this home to receive a free report every month with insights on the changing estimate.

Earn from this home

Sell

$493,167

Est. take-home

List your home with Redfin and save $8,034

Market trends in 06762, CT

Last updated August 2026

Buyer's Market

Seller's Market

Seller's 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

COMING SOON
$979,900
4 beds4 baths4,261 sq ft
9 Whitehall Ct, Middlebury, CT 06762
OPEN SUN, 12PM TO 2PM
$599,900
3 beds2.5 baths2,360 sq ft
58 Shadduck Rd, Middlebury, CT 06762
$300,000
2 beds1 bath676 sq ft
327 Steinmann Ave, Middlebury, CT 06762
$499,900
2 beds1 bath798 sq ft
89 Sandy Beach Rd #89, Middlebury, CT 06762
$350,000
3 beds2 baths1,466 sq ft
138 Steinmann Ave, Middlebury, CT 06762
OPEN SUN, 12PM TO 2PM
$819,000
4 beds2.5 baths2,700 sq ft
18 Hunting Ridge Rd, Middlebury, CT 06762
$600,000
3 beds2.5 baths1,957 sq ft
16 Caveson Ct #16, Middlebury, CT 06762
$675,000
4 beds3.5 baths1,940 sq ft
46 Washington Dr, Middlebury, CT 06762
See all

Provided by Redfin

Sale history for 96 Tucker Hill Rd

Date

Event

Price

SMARTMLS #24047293

Jan 1, 2025

Rental Removed

$1,600

$0/sq ft

Nov 2, 2024

Price Changed

$1,600

$0/sq ft

Sep 17, 2024

Listed for Rent

$1,700

$0/sq ft

SMARTMLS #170577797

Sep 16, 2023

Rental Removed

$1,650

$0/sq ft

Jul 21, 2023

Listed for Rent

$1,650

$0/sq ft

Smart MLS #170297244

Dec 7, 2020

Sold

$370,000

$71/sq ft

Oct 3, 2020

Contingent

—

May 22, 2020

Listed

$389,900

$75/sq ft

Smart MLS #170063907

Oct 3, 2018

Listing Removed

—

Sep 2, 2018

Price Changed

$449,000

$86/sq ft

Apr 2, 2018

Listed

$474,900

$91/sq ft

Smart MLS #170017729

Apr 2, 2018

Listing Removed

—

Sep 30, 2017

Listed

$494,000

$95/sq ft

Smart MLS #G10239552

Sep 3, 2017

Listing Removed

—

Jul 25, 2017

Listed

$474,900

$91/sq ft

Smart MLS #G10201461

Jul 24, 2017

Listing Removed

—

Mar 7, 2017

Listed

$474,900

$91/sq ft

Smart MLS #W10124563

Oct 9, 2016

Listing Removed

—

Apr 11, 2016

Listed

$549,000

$105/sq ft

Smart MLS #99121595

Apr 2, 2016

Listing Removed

—

Oct 2, 2015

Listed

$625,000

$120/sq ft

Smart MLS #98465109

Dec 31, 2010

Listing Removed

—

Jun 2, 2010

Listed

$625,000

$120/sq ft

Smart MLS #W1057229

Dec 31, 2010

Listing Removed

—

Jun 1, 2010

Listed

$625,000

$120/sq ft

Smart MLS #98423867

Jun 1, 2010

Listing Removed

—

Jun 1, 2009

Listed

$650,000

$125/sq ft

Smart MLS #W1051878

Jun 1, 2010

Listing Removed

—

Jun 1, 2009

Listed

$650,000

$125/sq ft

Smart MLS #W1046140

May 30, 2009

Listing Removed

—

May 16, 2008

Listed

$725,000

$139/sq ft

Smart MLS #98338251

Jul 31, 2007

Listing Removed

—

Jun 20, 2007

Listed

$849,900

$163/sq ft

Smart MLS #W1035374

Jul 30, 2007

Listing Removed

—

Sep 15, 2006

Listed

$849,900

$163/sq ft

Smart MLS #W1031489

Oct 3, 2006

Listing Removed

—

Apr 3, 2006

Listed

$939,000

$180/sq ft

Smart MLS #98057374

Apr 20, 2000

Listing Removed

—

Oct 25, 1999

Listed

$505,000

$97/sq ft

Year

Property tax

Land + Additions

Assessment*

2022

$15,521 (+9.8%)

$76,000 + $420,500

$496,500

2021

$14,141 (−0.8%)

$87,000 + $319,000

$406,000

2020

$14,251 (+5.1%)

$87,000 + $319,000

$406,000

2019

$13,560 (+2.7%)

$87,000 + $319,000

$406,000

2018

$13,199 (+3.2%)

$87,000 + $319,000

$406,000

2017

$12,785 (+2.3%)

$87,000 + $319,000

$406,000

2016

$12,500 (+5.7%)

$103,500 + $299,600

$403,100

2014

$11,827 (+1.7%)

$103,500 + $299,600

$403,100

2011

$11,633

$103,500 + $299,600

$403,100

Tax history for 96 Tucker Hill Rd

Year

Property tax

Land + Additions

Assessment*

2022

$15,521 (+9.8%)

$76,000 + $420,500

$496,500

2021

$14,141 (−0.8%)

$87,000 + $319,000

$406,000

2020

$14,251 (+5.1%)

$87,000 + $319,000

$406,000

2019

$13,560 (+2.7%)

$87,000 + $319,000

$406,000

2018

$13,199 (+3.2%)

$87,000 + $319,000

$406,000

2017

$12,785 (+2.3%)

$87,000 + $319,000

$406,000

2016

$12,500 (+5.7%)

$103,500 + $299,600

$403,100

2014

$11,827 (+1.7%)

$103,500 + $299,600

$403,100

2011

$11,633

$103,500 + $299,600

$403,100

*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

5.5

Stories

Lot width

—

Lot depth

—

Lot size

0.4 Acres

Year renovated

—

Sq. Ft.

5,205

Year built

1923

Style

Multi-Family (2-4 Unit)

County

New Haven County

APN

1192473

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 13, 2023.

Property details

Parking

Garage Information
Garage & Parking: Tandem, Attached Garage
Garages Number: 1

Interior

Virtual Tour Information
Has Virtual Tour

Interior Information
Total Rooms: 15
Laundry Room Info: Main Level
Interior Features: Cable - Available
In-Law Apartment: Yes
In-Law Access: Separate Entry
Fireplaces Total: 2
Cooling System: Window Unit
Appliances Included: Oven/Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer

Bathroom Information
# of Baths (Full): 5
# of Baths (Half): 1

Bedroom Information
Beds Total: 6

Room Information
Rooms Additional: Foyer, Sitting Room
Room Count: 15
Basement Description: Full, Unfinished, Interior Access, Garage Access
Has Attic
Attic Description: Walk-up, Access Via Hatch, Storage Space

Exterior

Exterior Features
Roof Information: Asphalt Shingle
Exterior Siding: Clapboard
Exterior Features: Patio, Shed

Lot Information
Lot Description: Corner Lot, Treed

Building Information
Foundation Type: Stone
Construction Description: Frame

Property Information
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 5205
Driveway Type: Asphalt

Financial

Assessments Information
Assessed Value: $406,000

Utilities

Utility Information
Water Source: Public Water Connected
Sewage System: Septic
Hot Water Description: Oil
Heat Type: Steam
Heat Fuel Type: Oil
Fuel Tank Location: In Basement

Location

School Information
Middle Jr High School: Memorial
High School: Pomperaug
Elementary School: Per Board of Ed

Location Information
State: Connecticut
Nearby Amenities: Golf Course, Lake, Library, Park, Playground/Tot Lot, Private School(s), Tennis Courts
Directions: Route 64 to Tucker Hill Road, House on the Right
County: New Haven

Public facts

Beds: 6
Baths: 5.5
Sq. Ft.: 5,205
Stories: 3.0
Lot Size: 0.4 acres
Style: Multi-Family (2-4 Unit)
Year Built: 1923
Year Renovated: —
County: New Haven County
APN: 1192473

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 • 0.7mi

5/10

Memorial Middle School

Public 6-8 • Assigned • 1.0mi

8/10

Pomperaug Regional High School

Public 9-12 • Assigned • 3.5mi

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 97° expected this year, 16 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

$764,000 – $924,000

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Home values near 96 Tucker Hill Rd

Data from public records.

Address	Redfin Estimate
129 Tucker Hill Rd, Middlebury, CT 3 Beds \| 2.5 Baths \| 2659 Sq. Ft.	$699,991
115 Tucker Hill Rd, Middlebury, CT 4 Beds \| 2.5 Baths \| 2915 Sq. Ft.	$631,839

Address	Redfin Estimate
75 Tucker Hill Rd, Middlebury, CT 4 Beds \| 2.5 Baths \| 3470 Sq. Ft.	$832,175
193 Tucker Hill Rd, Middlebury, CT 2 Beds \| 1 Baths \| 1030 Sq. Ft.	$249,966

Address	Redfin Estimate
82 Tucker Hill Rd, Middlebury, CT 3 Beds \| 2 Baths \| 941 Sq. Ft.	$445,637
135 Tucker Hill Rd, Middlebury, CT 3 Beds \| 2.5 Baths \| 1828 Sq. Ft.	$581,657

Property information provided by Smart MLS when last listed in 2025. 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 96 Tucker Hill Rd

Tax history for 96 Tucker 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 96 Tucker Hill Rd

More real estate resources