Home Homes for Sale Middlebury, CT 283 Whittemore Road

283 Whittemore Road, Middlebury, CT 06762

Single Family For Sale

$529,000
$212/sqft
283 Whittemore Road, Middlebury, CT
Coming Soon Open House 5/2 · 11am–1pm
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3
Bedrooms
3
Bathrooms
2,500
Sq Ft
0.39
Acres
1972
Year Built

About This Home

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, 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).

Listed by Jennifer Sisco (203) 417-5764 with RE/MAX Heritage (203) 452-7653

Listing Snapshot

Price $529,000 Days on Our Site 0 days
Property Tax $6,159/yr Style Raised Ranch
Year Built 1972 Total Sq Ft 2,500
Lot Size 0.39 acres HOA Fees N/A
Bedrooms 3 Full Bathrooms 2
Total Rooms 6 Half Baths 1

Key Features

Appliances
  • Oven/Range
  • Microwave
  • Refrigerator
  • Dishwasher
  • Washer
  • Dryer
Outdoor
  • Shed
  • Porch
  • Deck
  • Garden Area
  • Lighting
  • Patio
Nearby
  • Golf Course
  • Lake
  • Medical Facilities
  • Park
  • Playground/Tot Lot
  • Public Rec Facilities
  • Public Transportation
  • Shopping/Mall

Structure & Parking

Construction Frame
Roof Asphalt Shingle
Garage Spaces 2
Garage Type Attached Garage
Below Grade 1,200 sq ft

Systems & Utilities

Heat Hot Water
Fuel Oil
Cooling Window Unit
Hot Water Oil, Tankless Hotwater
Water Private Well
Sewer Public Sewer Connected

Schools

Elem Per Board of Ed
High Per Board of Ed

Mortgage Calculator

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Est. Monthly Payment
Principal & Interest
Est. Property Tax $513/mo
Est. Home Insurance

Estimate only. Contact a lender for accurate figures.

Listing History

Date Event Price
Apr 27, 2026 Listed $529,000

Frequently Asked Questions

How much does 283 Whittemore Road in Middlebury, CT cost?
This property is listed at $529,000, which works out to $212 per square foot.
How many bedrooms does 283 Whittemore Road have?
This home has 3 bedrooms and 3 bathrooms.
What is the square footage of 283 Whittemore Road?
The home is 2,500 square feet, situated on 0.39 acres.
When was 283 Whittemore Road in Middlebury built?
This property was built in 1972.
Is 283 Whittemore Road, Middlebury, CT still available?
The current MLS status of this property is "Coming Soon". Contact RYZE Realty Group for the latest availability.
What school district is 283 Whittemore Road, Middlebury in?
This home is served by the Middlebury public school system, with Per Board of Ed as the elementary school and Per Board of Ed as the high school.
How do I schedule a tour of 283 Whittemore Road, Middlebury, CT?
Contact RYZE Realty Group to schedule a private showing. You can submit a tour request directly on this page or call our office.

Listing Agent

Jennifer Sisco · (203) 417-5764

RE/MAX Heritage · (203) 452-7653

MLS# 24169230 · Data provided by SmartMLS. Information deemed reliable but not guaranteed.
Listing updated Apr 27, 2026 10:09 AM UTC