Off Market Apr 2023 for $850K

$1,084,987

Est. refi paymentEst. refi $3,396/mo

•

3,357

sq ft

98 Leonard Rd, Middlebury, CT 06762

About this home

Great investment opportunity! 12 acres has the potential for a possible subdivide! Property was originally 4 building lots with the existing house. This beautifully restored home is situated on 12+ acres with a newly paved driveway leading up to this stately 4 BR home with 3.5 BA's & a 2 car garage. As you enter the home you will be drawn to the large foyer & sophisticated design this home offers with an oversized FLR with a cozy FPLC, HW floors & beautiful built in, custom, window shutters. Just off the LR is a spacious light filled sunroom that leads to the stone patio with custom built outdoor FPLC & pizza oven for the cook! The office is amazing with original woodwork & the perfect 1/2 BA.The FDR has a traditional built-in hutch & large enough for entertaining family & friends. The DR also has French doors, custom shutters & allows you access to the large patio to enjoy your morning coffee or simply take in the view! The Kitchen has been updated with a gas stove, SS appliances & features a cozy, sunny work nook. The kitchen opens to a comfortable large family room for which everyone will hang out in! Upstairs there are 4 large BR's with HW flooring. The primary BR has a walk-in closet & a FBA fully updated. There is also a large bedroom with built in work stations & a FBA with shower perfect for guests! 2 other BR's add to the spaciousness of the second floor. The views from the back of the house look over the Daffodils this time of year. C/A & newer roof.

This property was originally subdivided with 4 building lots. May possibly be re-subdivide for a great investment in Middlebury!

Single-familyProperty Type

1941Year Built

12.27 acresLot Size

$323Est. Price/Sq.Ft.

2 car garageParking

Listed by Jackie Desmarais • Showcase Realty, Inc.

Listed by John Donato Jr • Showcase Realty, Inc.

Bought with Jeffrey Phillips • William Pitt Sotheby's Int'l

Source:Smart MLS #170485670

Redfin Estimate

$1,084,987

$235K since sold in April 2023$11K since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 64.5% higher than the average sale price ($660K) of 6 comparable homes.

SOLD AUG 3, 2026
$602,500
A
4 beds2.5 baths3,300 sq ft
321 Artillery Rd, Middlebury, CT 06762
SOLD JUN 30, 2026
$706,000
B
3 beds2.5 baths2,870 sq ft
15 Central Rd, Middlebury, CT 06762
SOLD JUN 30, 2026
$670,000
C
4 beds3.5 baths2,484 sq ft
223 Carriage Dr, Middlebury, CT 06762
SOLD APR 21, 2026
$600,000
D
4 beds3 baths2,878 sq ft
72 Carriage Dr, Middlebury, CT 06762
SOLD JUL 7, 2026
$850,000
E
3 beds2.5 baths3,253 sq ft
122 Crest Rd, Middlebury, CT 06762
SOLD JUL 16, 2026
$530,000
F
4 beds3 baths3,045 sq ft
77 Graham Ridge Rd, Naugatuck, CT 06770

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Earn from this home

Sell

$383,624

Est. take-home

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Refinance

Est. cash available

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Rent

$4,119/mo

Redfin rental estimate

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Market trends in 06762, CT

Last updated July 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

99.0%

0.4% MoM

Median sale price

$575K

$22K MoM

Avg. days on market

42d

1 days MoM

Recently sold homes

12 MoM

New listings for sale

$600,000
3 beds2.5 baths1,957 sq ft
16 Caveson Ct #16, Middlebury, CT 06762
NEW 28 HRS AGO
$650,000
3 beds2 baths2,007 sq ft
285 Southford Rd, Middlebury, CT 06762
NEW 34 HRS AGO
$675,000
4 beds3.5 baths1,940 sq ft
46 Washington Dr, Middlebury, CT 06762
FOR SALE BY OWNER
$299,000
2 beds1 bath676 sq ft
327 Steinmann Ave, Middlebury, CT 06762
3D WALKTHROUGH
$829,900
3 beds2.5 baths2,796 sq ft
29 Cambridge Ct, Middlebury, CT 06762
$474,900
3 beds2.5 baths1,837 sq ft
133 Algin Dr, Middlebury, CT 06762
$479,900
4 beds2 baths1,630 sq ft
106 Steinmann Ave, Middlebury, CT 06762
$239,900
1 bed1 bath889 sq ft
35 Nutmeg Rd Unit B2, Middlebury, CT 06762
$1,399,900
4 beds3.5 baths5,237 sq ft
67 Abbott Farms Rd, Middlebury, CT 06762
See all

Provided by Redfin

Sale history for 98 Leonard Rd

Date

Event

Price

Smart MLS #170485670

Apr 6, 2023

Sold

$850,000

$253/sq ft

Feb 27, 2023

Pending

—

Jan 23, 2023

Contingent

—

Oct 24, 2022

Price Changed

$975,000

$290/sq ft

Sep 16, 2022

Price Changed

$995,000

$296/sq ft

Aug 24, 2022

Price Changed

$1,100,000

$328/sq ft

May 5, 2022

Listed

$1,200,000

$357/sq ft

Smart MLS #L10226727

Dec 1, 2018

Listing Removed

—

Mar 20, 2018

Price Changed

$95,000

$28/sq ft

Jun 29, 2017

Listed

$110,000

$33/sq ft

Smart MLS #L10226730

Dec 1, 2018

Listing Removed

—

Mar 20, 2018

Price Changed

$85,000

$25/sq ft

Jun 29, 2017

Listed

$99,000

$29/sq ft

Smart MLS #L10226732

Dec 1, 2018

Listing Removed

—

Mar 20, 2018

Price Changed

$85,000

$25/sq ft

Jun 29, 2017

Listed

$99,000

$29/sq ft

Smart MLS #L10226725

Dec 1, 2018

Listing Removed

—

Mar 20, 2018

Price Changed

$95,000

$28/sq ft

Jun 28, 2017

Listed

$110,000

$33/sq ft

Smart MLS #L10153391

Dec 1, 2018

Listing Removed

—

Apr 3, 2018

Price Changed

$199,900

$60/sq ft

Aug 15, 2016

Listed

$249,900

$74/sq ft

Smart MLS #99182498

Sep 1, 2017

Listing Removed

—

Apr 21, 2017

Listed

$249,900

$74/sq ft

Smart MLS #L10071160

Jul 24, 2016

Listing Removed

—

Aug 14, 2015

Listed

$299,900

$89/sq ft

Smart MLS #W1073775

Sep 17, 2014

Listing Removed

—

Sep 24, 2013

Listed

$399,000

$119/sq ft

Smart MLS #W1072435

May 23, 2014

Listing Removed

—

Jun 19, 2013

Listed

$99,000

$29/sq ft

Smart MLS #W1072349

May 23, 2014

Listing Removed

—

Jun 19, 2013

Listed

$99,000

$29/sq ft

Smart MLS #W1072436

May 23, 2014

Listing Removed

—

Jun 19, 2013

Listed

$99,000

$29/sq ft

Smart MLS #W1072434

May 23, 2014

Listing Removed

—

Jun 19, 2013

Listed

$99,000

$29/sq ft

Public Records

Sep 26, 2006

Sold

$525,000

$156/sq ft

Smart MLS #W1032782

May 25, 2006

Listed

$553,875

$165/sq ft

Smart MLS #98270517

May 17, 2006

Listing Removed

—

Feb 17, 2006

Listed

$1,279,900

$381/sq ft

Smart MLS #N241498

May 17, 2006

Listing Removed

—

Feb 16, 2006

Listed

$1,279,900

$381/sq ft

Smart MLS #98270336

Feb 22, 2006

Listing Removed

—

Feb 15, 2006

Listed

$599,000

$178/sq ft

Smart MLS #98260796

Feb 13, 2006

Listing Removed

—

Nov 14, 2005

Listed

$599,000

$178/sq ft

Smart MLS #98260797

Feb 13, 2006

Listing Removed

—

Nov 14, 2005

Listed

$1,299,000

$387/sq ft

Smart MLS #98253837

Nov 11, 2005

Listing Removed

—

Sep 20, 2005

Listed

$1,339,000

$399/sq ft

Smart MLS #98248614

Nov 11, 2005

Listing Removed

—

Aug 11, 2005

Listed

$639,000

$190/sq ft

Year

Property tax

Land + Additions

Assessment*

2022

$11,588 (+15.3%)

$118,200 + $252,500

$370,700

2021

$10,048 (−0.8%)

$90,200 + $198,300

$288,500

2020

$10,126 (+5.1%)

$90,200 + $198,300

$288,500

2019

$9,636 (+2.7%)

$90,200 + $198,300

$288,500

2018

$9,379 (+3.2%)

$90,200 + $198,300

$288,500

2017

$9,085 (−3.5%)

$90,200 + $198,300

$288,500

2016

$9,415 (+6.3%)

$107,400 + $196,200

$303,600

2014

$8,855 (+1.7%)

$107,400 + $194,400

$301,800

2011

$8,710

$107,400 + $194,400

$301,800

Tax history for 98 Leonard Rd

Year

Property tax

Land + Additions

Assessment*

2022

$11,588 (+15.3%)

$118,200 + $252,500

$370,700

2021

$10,048 (−0.8%)

$90,200 + $198,300

$288,500

2020

$10,126 (+5.1%)

$90,200 + $198,300

$288,500

2019

$9,636 (+2.7%)

$90,200 + $198,300

$288,500

2018

$9,379 (+3.2%)

$90,200 + $198,300

$288,500

2017

$9,085 (−3.5%)

$90,200 + $198,300

$288,500

2016

$9,415 (+6.3%)

$107,400 + $196,200

$303,600

2014

$8,855 (+1.7%)

$107,400 + $194,400

$301,800

2011

$8,710

$107,400 + $194,400

$301,800

*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

3.5

Stories

Lot width

—

Lot depth

—

Lot size

12.28 Acres

Year renovated

—

Sq. Ft.

3,357

Year built

1941

Style

Single Family Residential

County

New Haven County

APN

1193384

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

Virtual Tour Information
Has Virtual Tour

Interior Information
Total Rooms: 10
Interior Features: Cable - Pre-wired
Fireplaces Total: 2
Cooling System: Central Air
Appliances Included: Gas Range, Refrigerator, Dishwasher

Bathroom Information
# of Baths (Full): 3
# of Baths (Half): 1

Bedroom Information
Beds Total: 4

Room Information
Rooms Additional: Breezeway
Room Count: 10
Basement Description: Full, Full With Walk-Out, Partially Finished, Cooled, Interior Access
Has Attic
Attic Description: Pull-Down Stairs

Exterior

Exterior Features
Roof Information: Asphalt Shingle
Exterior Siding: Wood
Exterior Features: Barn, Garden Area, Gutters, Hot Tub, Patio, Shed, Stone Wall

Lot Information
Lot Description: Borders Open Space, Lightly Wooded

Building Information
Foundation Type: Concrete, Masonry
Construction Description: Frame
Color: Gray

Property Information
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 3357
Driveway Type: Private, Paved, Asphalt

Financial

Assessments Information
Assessed Value: $370,700

Utilities

Utility Information
Water Source: Private Well
Sewage System: Septic
Hot Water Description: Oil
Heat Type: Hot Air, Radiator
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: Lake, Medical Facilities, Park, Playground/Tot Lot, Private Rec Facilities, Private School(s)
Directions: Rt. 64 left on Rt. 188 to Wheeler Rd. slight left on Leonard Rd. house on left.
County: New Haven

Public facts

Beds: 4
Baths: 3.5
Sq. Ft.: 3,357
Stories: 2.0
Lot Size: 12.28 acres
Style: Single Family Residential
Year Built: 1941
Year Renovated: —
County: New Haven County
APN: 1193384

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 • 0.6mi

5/10

Memorial Middle School

Public 6-8 • Assigned • 1.6mi

8/10

Pomperaug Regional High School

Public 9-12 • Assigned • 3.1mi

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

$1.03M – $1.25M

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New listings for sale in 06762

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FOR SALE BY OWNER

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3D WALKTHROUGH

$829,900

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29 Cambridge Ct, Middlebury, CT 06762

$474,900

3 beds2.5 baths1,837 sq ft

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$1,399,900

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Home values near 98 Leonard Rd

Data from public records.

Address	Redfin Estimate
50 Leonard Road, Middlebury, CT 3 Beds \| 2.5 Baths \| 2650 Sq. Ft.	$685,780
69 Green Hill Road, Middlebury, CT 3 Beds \| 2.5 Baths \| 2347 Sq. Ft.	$621,885

Address	Redfin Estimate
127 Curtis Road, Middlebury, CT 4 Beds \| 4 Baths \| 3320 Sq. Ft.	$748,271
115 Curtis Road, Middlebury, CT 4 Beds \| 3.5 Baths \| 2366 Sq. Ft.	$764,821

Address	Redfin Estimate
109 Curtis Road, Middlebury, CT 3 Beds \| 2 Baths \| 1655 Sq. Ft.	$529,041
89 Green Hill Road, Middlebury, CT 4 Beds \| 2.5 Baths \| 2413 Sq. Ft.	$662,576

Property information provided by Smart MLS when last listed in 2022. 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 98 Leonard Rd

Tax history for 98 Leonard 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 98 Leonard Rd

More real estate resources