# 783 Whittemore Road, Middlebury, CT 06762 > **TL;DR:** 5bd/3ba single family, $725,000 ($194/sqft), built 1953, 3,728 sqft. > Fireplace, A/C, 5-car garage. Est. $3,877/mo. Listed 16 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $725,000 | | Price/sqft | $194 | | Bedrooms | 5 | | Bathrooms | 3 full | | Square Feet | 3,728 | | Year Built | 1953 | | Lot Size | 45,302 sqft (1.04 acres) | | Garage | 5-car | | Property Type | Single Family (Other) | | Status | Active | | Days on Market | 16 | ## Why This Home Stands Out - **Large Garage** - 5-car garage ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $3,666 | | Estimated Insurance | $211 | | **Total** | **$3,877** | ## Nearby Schools - **Elementary:** Middlebury - **High:** Per Board of Ed ## Key Amenities - Fireplace - A/C - 5-car garage ## Property Highlights - Built in 1953 - 1.04 acre lot - 12 parking spaces - Fireplace ## Description ### Agent Description At 783 Whittemore Road, beautifully detailed living spaces are paired with something rarely found in a residential property: an expansive garage with room for far more than everyday parking. Extensively rebuilt in 2010, this Middlebury home offers five bedrooms, three full baths, and remarkable flexibility across its living and utility spaces. Beneath the main living level, the multi-vehicle garage offers substantial room for automobile collections, restoration projects, recreational equipment, and a personal workshop. It's a defining feature for a property where practicality and distinctive design share equal billing. Upstairs, vaulted ceilings, exposed beams, skylights, and blue and green zinc paneling lend architectural character throughout. The kitchen features solid wood cabinetry, a professional gas range, French-door wall oven, convection oven, dual Sub-Zero refrigerators, a separate freezer, and two dishwashers, opening to the dining and family rooms. Radiant-heated hardwood floors distinguish the family room. The primary suite includes a sitting area, two walk-in closets, and a bath with heated floors, soaking tub, oversized shower, and heated towel bars. Additional rooms provide flexibility for living or working, complemented by built-in storage and dedicated laundry. A distinctive combination of craftsmanship, comfortable living, and exceptional space for the things that matter beyond the front door. ## Location - **Address:** 783 Whittemore Road, Middlebury, CT 06762 - **County:** New Haven - **Coordinates:** 41.526732, -73.109197 - **Google Maps:** https://www.google.com/maps?q=41.526732,-73.109197 ## Listing Agent - **Name:** Sean Jackson - **Brokerage:** Keller Williams Realty - **Broker Phone:** (203) 438-9494 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/783-Whittemore-Rd_Middlebury_CT_06762_M38555-57384?f=listhub&s=CTMLS&m=24213699&c=propsimple) ## Photos ![783 Whittemore Road - Photo 1](http://lh.rdcpix.com/339b2c9983ae17613de6f7645963d663l-f3709999051r.jpg) ![783 Whittemore Road - Photo 2](http://lh.rdcpix.com/339b2c9983ae17613de6f7645963d663l-f693901489r.jpg) ![783 Whittemore Road - Photo 3](http://lh.rdcpix.com/339b2c9983ae17613de6f7645963d663l-f2227788877r.jpg) ![783 Whittemore Road - Photo 4](http://lh.rdcpix.com/339b2c9983ae17613de6f7645963d663l-f1710735509r.jpg) ![783 Whittemore Road - Photo 5](http://lh.rdcpix.com/339b2c9983ae17613de6f7645963d663l-f1069167186r.jpg) ![783 Whittemore Road - Photo 6](http://lh.rdcpix.com/339b2c9983ae17613de6f7645963d663l-f2225742041r.jpg) ![783 Whittemore Road - Photo 7](http://lh.rdcpix.com/339b2c9983ae17613de6f7645963d663l-f1162940183r.jpg) ![783 Whittemore Road - Photo 8](http://lh.rdcpix.com/339b2c9983ae17613de6f7645963d663l-f3095827267r.jpg) ![783 Whittemore Road - Photo 9](http://lh.rdcpix.com/339b2c9983ae17613de6f7645963d663l-f3122304695r.jpg) ![783 Whittemore Road - Photo 10](http://lh.rdcpix.com/339b2c9983ae17613de6f7645963d663l-f29843233r.jpg) ![783 Whittemore Road - Photo 11](http://lh.rdcpix.com/339b2c9983ae17613de6f7645963d663l-f622845811r.jpg) ![783 Whittemore Road - Photo 12](http://lh.rdcpix.com/339b2c9983ae17613de6f7645963d663l-f3152034482r.jpg) ![783 Whittemore Road - Photo 13](http://lh.rdcpix.com/339b2c9983ae17613de6f7645963d663l-f956477857r.jpg) ![783 Whittemore Road - Photo 14](http://lh.rdcpix.com/339b2c9983ae17613de6f7645963d663l-f2761861755r.jpg) ![783 Whittemore Road - Photo 15](http://lh.rdcpix.com/339b2c9983ae17613de6f7645963d663l-f3130015346r.jpg) ![783 Whittemore Road - Photo 16](http://lh.rdcpix.com/339b2c9983ae17613de6f7645963d663l-f3159654907r.jpg) ![783 Whittemore Road - Photo 17](http://lh.rdcpix.com/339b2c9983ae17613de6f7645963d663l-f2042323707r.jpg) ![783 Whittemore Road - Photo 18](http://lh.rdcpix.com/339b2c9983ae17613de6f7645963d663l-f252220903r.jpg) ![783 Whittemore Road - Photo 19](http://lh.rdcpix.com/339b2c9983ae17613de6f7645963d663l-f551663289r.jpg) ![783 Whittemore Road - Photo 20](http://lh.rdcpix.com/339b2c9983ae17613de6f7645963d663l-f2940250771r.jpg) ![783 Whittemore Road - Photo 21](http://lh.rdcpix.com/339b2c9983ae17613de6f7645963d663l-f7762082r.jpg) ![783 Whittemore Road - Photo 22](http://lh.rdcpix.com/339b2c9983ae17613de6f7645963d663l-f108003740r.jpg) ![783 Whittemore Road - Photo 23](http://lh.rdcpix.com/339b2c9983ae17613de6f7645963d663l-f1892307916r.jpg) ![783 Whittemore Road - Photo 24](http://lh.rdcpix.com/339b2c9983ae17613de6f7645963d663l-f690297607r.jpg) ![783 Whittemore Road - Photo 25](http://lh.rdcpix.com/339b2c9983ae17613de6f7645963d663l-f691792860r.jpg) ![783 Whittemore Road - Photo 26](http://lh.rdcpix.com/339b2c9983ae17613de6f7645963d663l-f3820437483r.jpg) ![783 Whittemore Road - Photo 27](http://lh.rdcpix.com/339b2c9983ae17613de6f7645963d663l-f1395126929r.jpg) ![783 Whittemore Road - Photo 28](http://lh.rdcpix.com/339b2c9983ae17613de6f7645963d663l-f2269966933r.jpg) ![783 Whittemore Road - Photo 29](http://lh.rdcpix.com/339b2c9983ae17613de6f7645963d663l-f4198444492r.jpg) ![783 Whittemore Road - Photo 30](http://lh.rdcpix.com/339b2c9983ae17613de6f7645963d663l-f1577710483r.jpg) ![783 Whittemore Road - Photo 31](http://lh.rdcpix.com/339b2c9983ae17613de6f7645963d663l-f3139916869r.jpg) ![783 Whittemore Road - Photo 32](http://lh.rdcpix.com/339b2c9983ae17613de6f7645963d663l-f4079898284r.jpg) ![783 Whittemore Road - Photo 33](http://lh.rdcpix.com/339b2c9983ae17613de6f7645963d663l-f2806571038r.jpg) ![783 Whittemore Road - Photo 34](http://lh.rdcpix.com/339b2c9983ae17613de6f7645963d663l-f1771869972r.jpg) ![783 Whittemore Road - Photo 35](http://lh.rdcpix.com/339b2c9983ae17613de6f7645963d663l-f3545711644r.jpg) ![783 Whittemore Road - Photo 36](http://lh.rdcpix.com/339b2c9983ae17613de6f7645963d663l-f2376668770r.jpg) --- **MLS#:** 24213699 | **Updated:** 2026-10-27 **Source:** listhub *Copyright © 2026 SmartMLS, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.* [View on PropertySimple](https://www.propertysimple.ai/listing/783-whittemore-road-middlebury-ct-06762-4ec8520cfec34a5690b2fc6032c09f3c) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://www.propertysimple.ai/listing/783-whittemore-road-middlebury-ct-06762-4ec8520cfec34a5690b2fc6032c09f3c#listing", "url": "https://www.propertysimple.ai/listing/783-whittemore-road-middlebury-ct-06762-4ec8520cfec34a5690b2fc6032c09f3c", "name": "783 Whittemore Road, Middlebury, CT 06762", "description": "At 783 Whittemore Road, beautifully detailed living spaces are paired with something rarely found in a residential property: an expansive garage with room for far more than everyday parking. 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