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Good evening. Welcome to 863 Whittemore Road, Middlebury, CT

$399,900
3
Beds
2.00
Baths
1,456
SqFt
1.30
Acres

Pricing Insight: Originally listed for $399,900, the price has remained unchanged for approximately 24 days. This property has been on the market for approximately 24 days. MLS reports 24 Days on Market (DOM) before it went under contract.

863 Whittemore Road, Middlebury, CT is a 3-bed, 2-bath, 1,456 square foot home built in 1954 , featuring split level architecture.

This home is within the Middlebury school district. Local, with nearby schools including Middlebury.

MLS #: 24172026

Offered Price: $399,900

Residence Type: Single Family

Architectural Style: Split Level

Living Area: 1,456 Sq. Ft.

Lot Size: 1.30 Acres

Neighborhood: N/A

County: New Haven

Year Built: 1954

Design & Construction: Frame

Heating: Hot Water

Cooling: Ceiling Fans

Garage Spaces: 1

Price per Sq Ft as listed: $275

Estimated Tax: $6,016

Days on Market: 24

Home Automation: Not specified

Energy Features: Not specified

Solar Contract: Not specified

Heating Fuel: Oil

Fuel Type: Hot Water

Fuel Tank Location: In Basement

Cooling System: Ceiling Fans

Hot Water System: Oil, Domestic

Air Radon Mitigation: Not specified

Water Radon Mitigation: Not specified

Price per square foot: $275 / Sq. Ft.

Tax assessed value: $185,000

Estimated Tax: $6,016

Architectural Style: Split Level

Design & Construction: Frame

Residence Type: Single Family

Year Constructed: 1954

Living Area: 1,456 Sq. Ft.

Lot Size: 1.30 Acres

Fuel: Oil

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AUTOMATED VALUATION ESTIMATE

Powered by Realtors Property Resource® (RPR)

Note: Computer-generated estimate, not an appraisal.

Understanding This Valuation

The RPR AVM considers:

  • Recent sales of comparable properties
  • Property characteristics and location
  • Market trends in Middlebury
  • Statistical modeling algorithms
Local Market Context
Active Listings: 22
Average Price: $736,129
Average DOM: 24 days

Complimentary CMAs, no obligation

"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!

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Flood Risk Assessment

Location Analysis:
Inland Middlebury location
Water Proximity:
No direct water access
Topography:
Standard terrain • 1.3 acres
Recommendations:
  • Consult FEMA Flood Maps for accurate zone info
  • Consider flood insurance based on professional assessment
  • Evaluate property drainage during inspection
  • Review local flood history with town officials
Risk Level: Low

Minimal flood risk indicators. Verify with FEMA flood maps.

Walkability Score: calculating…
Motif Lifestyle Score: calculating…

Amenity Access Summary

  • Dining & Café Access: Low to Moderate
  • Daily Services: Limited
  • Recreational Space: Limited Nearby
How These Scores Are Calculated

These scores reflect the proximity and concentration of nearby amenities, measured against a typical town-center environment.

  • Walkability emphasizes access to daily necessities such as groceries, pharmacies, banking, and routine services.
  • Motif Lifestyle emphasizes dining, cafés, parks, and leisure destinations that contribute to neighborhood character and quality of life.

All scores are normalized on a 0–100 scale to allow consistent comparison across different locations.

22

Homes For Sale

$736,129

Average List Price

Mechanicals & Utilities: Hot Water • Oil • Ceiling Fans • Private Well water • 1 fireplaces

Exterior Features

Exterior Construction: Vinyl Siding

Roof Type: Asphalt Shingle

Foundation: Concrete

Garage: Under House Garage (1 car)

Patio/Deck: Shed,Gutters,Garden Area

Utilities: Water: Private Well

Outbuildings: Shed,Gutters,Garden Area

Only motif connects you to a certified
"Local Market Expert"

Agent Photo
George Antonopoulos
Real Estate Advisor
Middlebury • Connecticut Shoreline
Licensed Real Estate Agent – Connecticut
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 Verified Motif Advisor
Good evening George, I'm interested in
863 Whittemore Road, Middlebury, Connecticut
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Agent Photo
George Antonopoulos
george@appzentric.com
800-555-0001
Presented by motif • Source: MLS • Listed by: Marisela Agelvis • West View Properties, LLC • MLS# 24172026