283 Whittemore Road, Middlebury, CT 06762

• 3 beds |
• 3 baths |
• 2,500 sqft

Property Description

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).

Listing Status:

Active

Date Added:

April 27, 2026

Data Last Updated:

April 30, 2026 at 4:52AM

Listing Office:

RE/MAX Heritage : (203) 452-7653

Listing Agent:

Jennifer Sisco : (203) 417-5764

MLS ID:

24169230

Interior

• Appliances: Oven/RangeMicrowaveRefrigeratorDishwasherWasherDryer
• Laundry: Lower Level
• Basement: FullHeatedFully FinishedGarage AccessInterior AccessLiveable SpaceFull With Walk-Out
• A/C: Window Unit
• Heating: Hot WaterOil
• Fireplace: Fireplaces: 1

Exterior

• General: ShedPorchDeckGarden AreaLightingPatio
• Style: Raised Ranch

Construction

• Roofing: Asphalt Shingle

Location

• County: New Haven

Lot

• Zoning: R401193292

Utilities

• Water: Private Well
• Sewer: Public Sewer Connected

Financial

• Exclusions: Per Inclusions/Exclusions Addendum