1738 Middlebury Rd, Middlebury, CT 06762

Off Market Feb 2025 for $375K

$540,050

Est. refi paymentEst. refi $1,919/mo

•

2,225

sq ft

1738 Middlebury Rd, Middlebury, CT 06762

About this home

Solid Ranch home on almost 2 acres ready for your updates and touches! A true handyman special, bring this diamond in the rough back to its glory! Can be lived in while you renovate. Covered front porch opens to entrance foyer with large closet, connects formal living room and dining room. Hardwood floors flow throughout. Living room has a wood burning fireplace, and picture window; dining room has large bay window, both overlooking the front yard. Eat-in kitchen with lots of cabinet space & ceiling fan. Full bath with stall shower off kitchen. Large heated breezeway connects kitchen with garage, is more of a 4-season room, has glass door to backyard and sunporch feel. Good flex and flow throughout house: the primary bedroom, with skylight and ceiling fan, could also be family room, with access to large partially fenced backyard. The other 2 bedrooms share a Jack'n'Jill bathroom with ample linen closet. Expansive basement has laundry hook-ups and could be heated by a wood burning stove; finish in 1889 sq ft! Enjoy large backyard - perfect for entertaining and relaxing with pretty gazebo and patio. Two car garage has attic space, and outdoor shed also has plenty of storage. Lots of parking in the large driveway. Newer roof, HVAC system, double oil tanks yield discount with larger fills. Across the street from Meadowview Park & Lake Elise! Enjoy Middlebury schools, Quassy Amusement & WaterPark! Please submit interest on GHAR form; EDM to Estate of Michael David Winkel

Tax records indicate half bath but there is not one. There are 2 total bathrooms. There may have been a half bath in basement at one time. Highest and Best by December 11, 2024. Seller will decide after that date.

Single-familyProperty Type

1961Year Built

1.9 acresLot Size

$243Est. Price/Sq.Ft.

2 garage spacesParking

Listed by April Stirling • Coldwell Banker Realty

Contact: Agent Attribution Contact: (203) 910-8078

Bought with Kara Reynolds • Showcase Realty, Inc.

Source:Smart MLS #24054588

Redfin Estimate

$540,050

$165K since sold in February 2025$9,000 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 17.5% lower than the average sale price ($654K) of 6 comparable homes.

SOLD JUL 2, 2026
$575,000
A
3 beds2 baths1,470 sq ft
2 Judd Hill Rd, Woodbury, CT 06798
SOLD JUL 21, 2026
$675,000
B
3 beds2.5 baths2,588 sq ft
201 Skyview Dr, Southbury, CT 06488
SOLD JUL 7, 2026
$850,000
C
3 beds2.5 baths3,253 sq ft
122 Crest Rd, Middlebury, CT 06762
SOLD JUN 30, 2026
$706,000
D
3 beds2.5 baths2,870 sq ft
15 Central Rd, Middlebury, CT 06762
SOLD NOV 20, 2025
$600,000
E
3 beds2.5 baths2,032 sq ft
36 Heritage Dr, Woodbury, CT 06798
SOLD JUL 29, 2026
$520,000
F
4 beds2.5 baths2,020 sq ft
566 Benson Rd, Middlebury, CT 06762

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Earn from this home

Sell

$214,966

Est. take-home

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Refinance

Est. cash available

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Rent

$3,145/mo

Redfin rental estimate

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Market trends in 06762, CT

Last updated August 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
$650,000
3 beds2 baths2,007 sq ft
285 Southford Rd, Middlebury, CT 06762
$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 1738 Middlebury Rd

Date

Event

Price

Smart MLS #24054588

Feb 13, 2025

Sold

$375,000

$169/sq ft

Dec 13, 2024

Pending

—

Nov 11, 2024

Listed

$399,900

$180/sq ft

Smart MLS #170210167

Apr 9, 2020

Sold

$255,000

$115/sq ft

Feb 26, 2020

Contingent

—

Feb 21, 2020

Relisted

—

Feb 14, 2020

Contingent

—

Jan 15, 2020

Price Changed

$269,900

$121/sq ft

Dec 18, 2019

Relisted

—

Oct 31, 2019

Contingent

—

Sep 18, 2019

Price Changed

$279,000

$125/sq ft

Aug 8, 2019

Price Changed

$300,000

$135/sq ft

Jul 7, 2019

Listed

$325,000

$146/sq ft

Enjoy one level living in this large, ranch style home! Enter into the foyer connecting the formal living room and dining room. Hardwood floors will carry you throughout this home and into the formal dining room with a large picture window, to let in lots of light and give you a great view of the front yard. The formal living room has a wood burning fireplace and another large picture window overlooking the front yard. The eat in kitchen hosts lots of cabinet space to give you a spot to store everything. There is a heated breezeway connecting the kitchen door and the garage door, this is a perfect spot for enjoying a cup of coffee in the morning and taking in the view of the back yard or wind down at the end of the day. The master bedroom could also be used as a family room, with access to your backyard. There are two more additional bedrooms connected by a Jack and Jill bathroom. Finished basement heated by a wood burning stove gives more living space to stretch out! Two car garage, plus an outdoor shed gives you plenty of room for your cars and toys or tools. The expansive backyard is perfect for hosting summer parties, extra parking in the large driveway or back entrance from the backyard to Bristol Dr.

Year

Property tax

Land + Additions

Assessment*

2022

$8,909 (+23.6%)

$64,200 + $220,800

$285,000

2021

$7,206 (−0.8%)

$72,900 + $134,000

$206,900

2020

$7,262 (+5.1%)

$72,900 + $134,000

$206,900

2019

$6,910 (+2.7%)

$72,900 + $134,000

$206,900

2018

$6,726 (+3.2%)

$72,900 + $134,000

$206,900

2017

$6,515 (+0.9%)

$72,900 + $134,000

$206,900

2016

$6,456 (+5.7%)

$89,500 + $118,700

$208,200

2014

$6,109 (+1.7%)

$89,500 + $118,700

$208,200

2011

$6,009

$89,500 + $118,700

$208,200

Tax history for 1738 Middlebury Rd

Year

Property tax

Land + Additions

Assessment*

2022

$8,909 (+23.6%)

$64,200 + $220,800

$285,000

2021

$7,206 (−0.8%)

$72,900 + $134,000

$206,900

2020

$7,262 (+5.1%)

$72,900 + $134,000

$206,900

2019

$6,910 (+2.7%)

$72,900 + $134,000

$206,900

2018

$6,726 (+3.2%)

$72,900 + $134,000

$206,900

2017

$6,515 (+0.9%)

$72,900 + $134,000

$206,900

2016

$6,456 (+5.7%)

$89,500 + $118,700

$208,200

2014

$6,109 (+1.7%)

$89,500 + $118,700

$208,200

2011

$6,009

$89,500 + $118,700

$208,200

*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

2.5

Stories

Lot width

—

Lot depth

—

Lot size

1.9 Acres

Year renovated

—

Sq. Ft.

2,225

Year built

1961

Style

Single Family Residential

County

New Haven County

APN

1193390

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, Off Street Parking, Driveway
Garages Number: 2

Parking Information
Parking Total Spaces: 4

Interior

Interior Information
Total Rooms: 7
Laundry Room Location: Hook ups In Basement
Laundry Room Info: Lower Level
Interior Features: Auto Garage Door Opener
Fireplaces Total: 1
Cooling System: Ceiling Fans, Central Air
Appliances Included: Electric Cooktop, Wall Oven, Dishwasher

Bathroom Information
# of Baths (Full): 2
# of Baths (Half): 1

Bedroom Information
Beds Total: 3

Room Information
Rooms Additional: Breezeway
Basement Description: Full, Interior Access, Full With Hatchway
Has Attic
Attic Description: Walk-up

Exterior

Exterior Features
Roof Information: Asphalt Shingle, Gable
Exterior Siding: Vinyl Siding
Exterior Features: Gazebo, Porch, Gutters, Stone Wall, Patio

Lot Information
Lot Description: Dry, Level Lot, Cleared

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

Property Information
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 2225
Driveway Type: Private, Paved, Dirt

Financial

Assessments Information
Assessed Value: $285,000

Utilities

Utility Information
Water Source: Private Well
Sewage System: Septic
Hot Water Description: Oil, Tankless Hotwater
Heat Type: Baseboard, Hot Water
Heat Fuel Type: Electric, Oil, Wood
Fuel Tank Location: In Basement
Energy Features: Storm Doors

Location

School Information
Middle Jr High School: Memorial
High School: Pomperaug
Elementary School: Long Meadow

Location Information
Subdivision: N/A
State: Connecticut
Nearby Amenities: Golf Course, Health Club, Lake, Library, Medical Facilities, Park, Private School(s), Tennis Courts
Directions: CT-188 S/Whittemore Rd, Left onto CT-188 S/CT-64 W, Right onto CT-64 W - 1738 Waterbury Rd first drive on Right
County: New Haven

Public facts

Beds: 3
Baths: 2.5
Sq. Ft.: 2,225
Stories: 1.0
Lot Size: 1.9 acres
Style: Single Family Residential
Year Built: 1961
Year Renovated: —
County: New Haven County
APN: 1193390

Home facts updated by county records on Jul 13, 2023

Other

Documents & Disclosures
Supplement Count Public: 1

Around this home

Schools

Long Meadow Elementary School

Public PreK-5 • Assigned • 1.6mi

5/10

Memorial Middle School

Public 6-8 • Assigned • 2.7mi

8/10

Pomperaug Regional High School

Public 9-12 • Assigned • 1.9mi

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

$514,000 – $622,000

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FOR SALE BY OWNER

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New listings for sale in 06762

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FOR SALE BY OWNER

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3D WALKTHROUGH

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3 beds2.5 baths2,796 sq ft

29 Cambridge Ct, Middlebury, CT 06762

$474,900

3 beds2.5 baths1,837 sq ft

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Home values near 1738 Middlebury Rd

Data from public records.

Address	Redfin Estimate
1800 Middlebury Road, Middlebury, CT 3 Beds \| 2.5 Baths \| 2350 Sq. Ft.	$1,872,116
1860 Middlebury Road, Middlebury, CT 4 Beds \| 3.5 Baths \| 3782 Sq. Ft.	$898,642

Address	Redfin Estimate
1604 Middlebury Road, Middlebury, CT 4 Beds \| 1.5 Baths \| 1459 Sq. Ft.	$373,347
1866 Middlebury Road, Middlebury, CT 3 Beds \| 2 Baths \| 2688 Sq. Ft.	$612,587

Address	Redfin Estimate
1622 Middlebury Road, Middlebury, CT 3 Beds \| 1 Baths \| 1582 Sq. Ft.	$413,189
1652 Middlebury Road, Middlebury, CT 3 Beds \| 1 Baths \| 1716 Sq. Ft.	$462,796

Property information provided by Smart MLS when last listed in 2024. 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 1738 Middlebury Rd

Tax history for 1738 Middlebury 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 1738 Middlebury Rd

More real estate resources