# 1441 Whittamore Road, Chesapeake, VA 23322 > **TL;DR:** 5bd/2ba single family, $455,000 ($253/sqft), built 1957, 1,800 sqft. > A/C. Est. $2,434/mo. Listed 4 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $455,000 | | Price/sqft | $253 | | Bedrooms | 5 | | Bathrooms | 2 full | | Square Feet | 1,800 | | Year Built | 1957 | | Property Type | Single Family (Other) | | Status | Active | | Days on Market | 4 | ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $2,301 | | Estimated Insurance | $133 | | **Total** | **$2,434** | ## Nearby Schools - **Elementary:** Southeastern Elementary - **Middle:** Hickory Middle ## Key Amenities - A/C ## Property Highlights - Built in 1957 ## Description ### Agent Description Welcome to a rare opportunity in Chesapeake's sought-after Hickory school district! Set on a full acre, this beautifully transformed 5-bedroom, 2-bath home offers the space and setting to enjoy a touch of country living while staying near the conveniences of the city. The renovation goes far beyond cosmetics, with a new roof, siding, windows, HVAC, flooring, carpet, plumbing, septic tank, appliances and more. Inside, fresh modern finishes create a bright, move-in-ready home with room for everyone. Outside, the expansive acre lot opens the door to gardens, outdoor entertaining, hobbies, animals or simply having more room to enjoy the outdoors. With golf courses nearby and easy access to everything Chesapeake has to offer, this property delivers a unique blend of space, location and modern living. Nearly everything has been refreshed or replaced- just bring your furniture and start enjoying the Hickory lifestyle! ## Location - **Address:** 1441 Whittamore Road, Chesapeake, VA 23322 - **County:** Chesapeake VA - **Neighborhood:** HICKORY - **Coordinates:** 36.69043, -76.166906 - **Google Maps:** https://www.google.com/maps?q=36.69043,-76.166906 ## Listing Agent - **Name:** Alexis Currie - **Brokerage:** Long & Foster Real Estate Inc. - **Broker Phone:** 7574284600 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/1441-Whittamore-Rd_Chesapeake_VA_23322_M52638-81672?f=listhub&s=REINVA&m=10659859&c=propsimple) ## Photos ![1441 Whittamore Road - Photo 1](http://lh.rdcpix.com/19985ca101b3f78f05f28c3a8876cc6al-f174793567r.jpg) ![1441 Whittamore Road - Photo 2](http://lh.rdcpix.com/19985ca101b3f78f05f28c3a8876cc6al-f3580842664r.jpg) ![1441 Whittamore Road - Photo 3](http://lh.rdcpix.com/19985ca101b3f78f05f28c3a8876cc6al-f3303725739r.jpg) ![1441 Whittamore Road - Photo 4](http://lh.rdcpix.com/19985ca101b3f78f05f28c3a8876cc6al-f2779813981r.jpg) ![1441 Whittamore Road - Photo 5](http://lh.rdcpix.com/19985ca101b3f78f05f28c3a8876cc6al-f3770902963r.jpg) ![1441 Whittamore Road - Photo 6](http://lh.rdcpix.com/19985ca101b3f78f05f28c3a8876cc6al-f1760987329r.jpg) ![1441 Whittamore Road - Photo 7](http://lh.rdcpix.com/19985ca101b3f78f05f28c3a8876cc6al-f611230713r.jpg) ![1441 Whittamore Road - Photo 8](http://lh.rdcpix.com/19985ca101b3f78f05f28c3a8876cc6al-f1407264461r.jpg) ![1441 Whittamore Road - Photo 9](http://lh.rdcpix.com/19985ca101b3f78f05f28c3a8876cc6al-f3316455682r.jpg) ![1441 Whittamore Road - Photo 10](http://lh.rdcpix.com/19985ca101b3f78f05f28c3a8876cc6al-f278666846r.jpg) ![1441 Whittamore Road - Photo 11](http://lh.rdcpix.com/19985ca101b3f78f05f28c3a8876cc6al-f398758498r.jpg) ![1441 Whittamore Road - Photo 12](http://lh.rdcpix.com/19985ca101b3f78f05f28c3a8876cc6al-f1347275576r.jpg) ![1441 Whittamore Road - Photo 13](http://lh.rdcpix.com/19985ca101b3f78f05f28c3a8876cc6al-f992476707r.jpg) ![1441 Whittamore Road - Photo 14](http://lh.rdcpix.com/19985ca101b3f78f05f28c3a8876cc6al-f3846951247r.jpg) ![1441 Whittamore Road - Photo 15](http://lh.rdcpix.com/19985ca101b3f78f05f28c3a8876cc6al-f3144859775r.jpg) ![1441 Whittamore Road - Photo 16](http://lh.rdcpix.com/19985ca101b3f78f05f28c3a8876cc6al-f3322339328r.jpg) ![1441 Whittamore Road - Photo 17](http://lh.rdcpix.com/19985ca101b3f78f05f28c3a8876cc6al-f629642883r.jpg) ![1441 Whittamore Road - Photo 18](http://lh.rdcpix.com/19985ca101b3f78f05f28c3a8876cc6al-f1364321899r.jpg) ![1441 Whittamore Road - Photo 19](http://lh.rdcpix.com/19985ca101b3f78f05f28c3a8876cc6al-f3476557717r.jpg) ![1441 Whittamore Road - Photo 20](http://lh.rdcpix.com/19985ca101b3f78f05f28c3a8876cc6al-f2857181764r.jpg) ![1441 Whittamore Road - Photo 21](http://lh.rdcpix.com/19985ca101b3f78f05f28c3a8876cc6al-f1005357136r.jpg) ![1441 Whittamore Road - Photo 22](http://lh.rdcpix.com/19985ca101b3f78f05f28c3a8876cc6al-f2698109221r.jpg) ![1441 Whittamore Road - Photo 23](http://lh.rdcpix.com/19985ca101b3f78f05f28c3a8876cc6al-f3340064779r.jpg) ![1441 Whittamore Road - Photo 24](http://lh.rdcpix.com/19985ca101b3f78f05f28c3a8876cc6al-f267892871r.jpg) ![1441 Whittamore Road - Photo 25](http://lh.rdcpix.com/19985ca101b3f78f05f28c3a8876cc6al-f3211039550r.jpg) ![1441 Whittamore Road - Photo 26](http://lh.rdcpix.com/19985ca101b3f78f05f28c3a8876cc6al-f3710440061r.jpg) ![1441 Whittamore Road - Photo 27](http://lh.rdcpix.com/19985ca101b3f78f05f28c3a8876cc6al-f2586068560r.jpg) --- **MLS#:** 10659859 | **Updated:** 2026-11-02 **Source:** listhub *Copyright © 2026 Real Estate Information Network, 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/1441-whittamore-road-chesapeake-va-23322-0cb8a4548b464d09a904d4c4f782b316) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://www.propertysimple.ai/listing/1441-whittamore-road-chesapeake-va-23322-0cb8a4548b464d09a904d4c4f782b316#listing", "url": "https://www.propertysimple.ai/listing/1441-whittamore-road-chesapeake-va-23322-0cb8a4548b464d09a904d4c4f782b316", "name": "1441 Whittamore Road, Chesapeake, VA 23322", "description": "Welcome to a rare opportunity in Chesapeake's sought-after Hickory school district! Set on a full acre, this beautifully transformed 5-bedroom, 2-bath home offers the space and setting to enjoy a touch of country living while staying near the conveniences of the city. 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