NOMADEReal Estate

$519,000

Active

283 Whittemore Road

Middlebury, Connecticut, 06762 · New Haven County

3

Beds

3

Baths

2,500

Sq Ft

1972

Built

MLS # 24169230

Price / Sq Ft

$208

Property Type

Single Family For Sale

Lot Size

0.39

Class

Property

About This Property

Thoughtful updates, versatile living space, and an unbeatable location come together at this gorgeous, meticulously maintained Middlebury home which offers the perfect blend of comfort and functionality and a layout designed for both everyday living and gracious entertaining. Freshly painted throughout, the home feels bright, clean, and move-in ready from the moment you step inside. The heart of the home flows from the kitchen and dining area out to a spacious bi-level deck, overlooking a large, flat backyard, ideal for gatherings, play, or simply enjoying peaceful time outdoors. A lovely lower patio creates an additional outdoor living space that feels like your own private retreat. Downstairs, the recently renovated lower level adds exceptional value and flexibility. Finished with upscale touches, this space features a comfortable living area with a luxurious fireplace, a private bedroom, full bathroom, and direct access to both the oversized 2-car garage and the backyard patio through sliding doors. Practical upgrades provide peace of mind and long-term efficiency, including: New roof and leaf guards (2020), Upgraded 200-amp electrical service, New Furnace (2024), Generator hookup (2020), New double-wall 300-gallon oil tank (2020), New well pump and water softener (2025), and hot and cold water supply in garage (2025).

Property Details

283 Whittemore Road, Middlebury Connecticut 06762 — Single Family For Sale listed at $519,000.

At a Glance

3

Bedrooms

3

Bathrooms

2,500

Sq Ft

0.39

Lot Size

--

Garage

1972

Year Built

The Details

Property TypeSingle Family For Sale
NeighborhoodNew Haven
Address283 Whittemore Road
MLS Number24169230
Year Built1972
Square Footage2,500
Lot Size0.39
Bedrooms3
Bathrooms3
Water SourcePrivate Well

Property Details

Other Details

Appliances IncludedOven/Range,Microwave,Refrigerator,Dishwasher,Washer,Dryer
In Law AccessLower Level
In Law ApartmentPossible
Lockbox LocationFront Porch
Parcel Number1193292
ZoningR40

Financial

Assessed Value189400
Mil Rate Total32.52
Property Tax6159
Tax YearJuly 2025-June 2026

Property Features

Attic DescriptionPull-Down Stairs
Attic YN1
Basement DescriptionFull,Heated,Fully Finished,Garage Access,Interior Access,Liveable Space,Full With Walk-Out
Cooling SystemWindow Unit
Energy FeaturesGenerator Ready
Exterior FeaturesShed,Porch,Deck,Garden Area,Lighting,Patio
Exterior SidingVinyl Siding
Fireplaces Total1
Foundation TypeConcrete
Fuel Tank LocationIn Garage
Garage ParkingAttached Garage
Garages Number2
Handicap FeaturesAccessible Bath,Bath Grab Bars,Multiple Entries/Exits
Heat Fuel TypeOil
Heat TypeHot Water
Hot Water DescriptionOil,Tankless Hotwater
Laundry Room InfoLower Level
Roof InformationAsphalt Shingle

All Photos (24)

Affordability Calculator

$519,000

Down Payment$103,800
Loan Amount$415,200
Principal & Interest$2,624/mo
Property Tax$519/mo
Insurance$100/mo
Est. Monthly$3,243/mo

Listing Agent

J

Jennifer Sisco

RE/MAX Heritage

Contact Jennifer Sisco

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Quick Facts

StatusActive
TypeSingle Family For Sale
ClassProperty
MLS #24169230
Last Updated2026-05-14