"Highest and Best offers due Monday, 5/10 at 1:00 PM". Nestled in the desirable town of Middlebury and within walking distance to Westover School, this home suits a variety of lifestyles. Perfect blend of space and manageable living! Ideal for buyers seeking privacy and land without overwhelming upkeep, this well-maintained split-level home offers 1.3 acres of usable land with a comfortable, efficient layout. The main level features a welcoming living room with a fireplace and hardwood floors, flowing into a dining area and an eat-in kitchen with granite counters, stainless steel appliances, and tile flooring. A 10x12 three-season room just off the kitchen offers a great space to relax or entertain while enjoying views of the private, lightly wooded lot. Upstairs are three bedrooms with hardwood floors and a full bath with tile flooring and a new vanity. The lower level provides additional living space with a rec/play room, half bath, and flexible bonus area with laundry. Fresh paint in some rooms adds a refreshed feel. New Roof installed Jan 2026. Additional features include a heated garage, attic storage, usable yard space, shed, and garden area-perfect for first-time or move-up buyers seeking space and convenience. Schedule your showing today and discover all the potential this home has to offer!
Single-familyProperty Type
1954Year Built
1.3 acresLot Size
$305Price/Sq.Ft.
1 car garageParking
Listed by Marisela Agelvis• West View Properties, LLC
Est. $2,210 per month, based on comparable rentals
Sale and tax history for 863 Whittemore Rd
Sale History
Tax History
Date
Event
Price
Smart MLS #24172026
May 29, 2026
Pending
—
May 29, 2026
Sold
$444,000
$305/sq ft
May 13, 2026
Contingent
—
May 3, 2026
Listed
$399,900
$275/sq ft
Smart MLS #W10128516
Jul 12, 2016
Sold
$235,000
$161/sq ft
May 12, 2016
Listing Removed
—
Apr 21, 2016
Listed
$254,900
$175/sq ft
AFFORDABLE MIDDLEBURY! Here’s a 3-Bed, 1.5 bath split level home offering private surroundings and a cozy feel throughout, along with a great commuter location close to I-84, parks, restaurants, library and more. Kitchen offers newer, quality cabinetry with plenty of storage, and solid appliances. There are hardwood floors in the dining room and living room, and a fireplace as well. Bedrooms are newly carpeted with hardwood beneath. Lower level den and laundry room are heated and add useful extra square footage, and there’s generous attic storage space plus a 1-car garage with a workbench. You’ll love relaxing in the 3-season sun porch, and picnicking on the deck looking out to the treed property. Boiler is newer, while thermopane windows bring energy efficiency. Washer and dryer are included with sale. A bright and sunny home in move-in condition, in a wonderful town with much to offer including great schools! Arrange for your private showing today!
Attic Description: Storage Space, Access Via Hatch
Exterior
Exterior Features
Roof Information: Asphalt Shingle
Exterior Siding: Vinyl Siding
Exterior Features: Shed, Gutters, Garden Area
Lot Information
Lot Description: Lightly Wooded, Rolling
Building Information
Foundation Type: Concrete
Construction Description: Frame
Color: White
Property Information
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 1176
Financial
Assessments Information
Assessed Value: $185,000
Utilities
Utility Information
Water Source: Private Well
Sewage System: Public Sewer Connected
Hot Water Description: Oil, Domestic
Heat Type: Hot Water
Heat Fuel Type: Oil
Fuel Tank Location: In Basement
Location
School Information
Middle Jr High School: Memorial
High School: Pomperaug
Elementary School: Middlebury
Location Information
State: Connecticut
Nearby Amenities: Golf Course, Health Club, Lake, Medical Facilities, Park, Playground/Tot Lot, Private School(s), Public Transportation
Directions: GPS Friendly Rt 63 to Whittemore Rd
County: New Haven
Public facts
Beds: 3
Baths: 1.5
Sq. Ft.: 1,176
Stories: 1.0
Lot Size: 1.3 acres
Style: Single Family Residential
Year Built: 1954
Year Renovated: —
County: New Haven County
APN: 1192107
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 • 1.5mi
8/10
Pomperaug Regional High School
Public 9-12 • Assigned • 3.0mi
8/10
Provided by GreatSchools
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, 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)
31
19
34
21
51
32
60
41
66
50
77
60
81
65
77
59
73
56
63
45
51
36
37
23
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
98/ 100
Exceptional sunlight
Sunscore
This home ranks in the top 12% for direct sun exposure in Middlebury. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.
9.2 hrs
5.3 hrs
JuneDecember
Provided by Shadowmap
Estimated sale price
$457,000 – $553,000
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