# 1544 OVERLOOK DR, Charlottesville, VA 22903 > **TL;DR:** 3bd/2ba single family, $325,000 ($114/sqft), built 1958, 2,842 sqft. > A/C. Est. $1,738/mo. Listed 14 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $325,000 | | Price/sqft | $114 | | Bedrooms | 3 | | Bathrooms | 2 full | | Square Feet | 2,842 | | Year Built | 1958 | | Lot Size | 131,116 sqft (3.01 acres) | | Property Type | Single Family (Other) | | Status | Active | | Days on Market | 14 | ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $1,643 | | Estimated Insurance | $95 | | **Total** | **$1,738** | ## Nearby Schools - **Elementary:** Red Hill - **Middle:** Walton - **High:** Monticello ## Key Amenities - A/C ## Property Highlights - Built in 1958 - 3.01 acre lot ## Description ### Agent Description INVESTORS! Brick beauty in a fantastic neighborhood - Sherwood Farms! This house is ready to be called a "home" again. Cleaned out and ready for your renovations and imagination, this home is a solid deal for the savvy investor looking to add to their portfolio or to renovate and resell. Over 3200 of interior square footage, a walkout basement, fireplaces, and main level living - this property will be a rockstar when it is restored. Reimagine the deck and create your own private backyard oasis. Did I mention this house is situated on a whopping 3+ acre lot? Tons of room for activity inside and out. Currently 3 bedrooms and 2 bathrooms, bring your thinking cap and maximize your return on this gem. Reach out to tour today! Likely will not qualify for most financing due to the need for repairs and updates. Sold as-is. ## Location - **Address:** 1544 OVERLOOK DR, Charlottesville, VA 22903 - **County:** Albemarle - **Neighborhood:** SHERWOOD FARMS ## Listing Agent - **Name:** Gordon Cowan - **Brokerage:** Nancy Beahm and Associates - **Broker Phone:** (540) 433-6666 ## Photos ![1544 OVERLOOK DR - Photo 1](http://lh.rdcpix.com/bfef5d3c626877eba0ff5a283eb97c3al-f2520861623r.jpg) ![1544 OVERLOOK DR - Photo 2](http://lh.rdcpix.com/bfef5d3c626877eba0ff5a283eb97c3al-f964238775r.jpg) ![1544 OVERLOOK DR - Photo 3](http://lh.rdcpix.com/bfef5d3c626877eba0ff5a283eb97c3al-f1758261068r.jpg) ![1544 OVERLOOK DR - Photo 4](http://lh.rdcpix.com/bfef5d3c626877eba0ff5a283eb97c3al-f3146835229r.jpg) ![1544 OVERLOOK DR - Photo 5](http://lh.rdcpix.com/bfef5d3c626877eba0ff5a283eb97c3al-f2533134432r.jpg) ![1544 OVERLOOK DR - Photo 6](http://lh.rdcpix.com/bfef5d3c626877eba0ff5a283eb97c3al-f1571430430r.jpg) ![1544 OVERLOOK DR - Photo 7](http://lh.rdcpix.com/bfef5d3c626877eba0ff5a283eb97c3al-f2034720943r.jpg) ![1544 OVERLOOK DR - Photo 8](http://lh.rdcpix.com/bfef5d3c626877eba0ff5a283eb97c3al-f2024319355r.jpg) ![1544 OVERLOOK DR - Photo 9](http://lh.rdcpix.com/bfef5d3c626877eba0ff5a283eb97c3al-f1527971105r.jpg) ![1544 OVERLOOK DR - Photo 10](http://lh.rdcpix.com/bfef5d3c626877eba0ff5a283eb97c3al-f2920200826r.jpg) ![1544 OVERLOOK DR - Photo 11](http://lh.rdcpix.com/bfef5d3c626877eba0ff5a283eb97c3al-f2953954097r.jpg) ![1544 OVERLOOK DR - Photo 12](http://lh.rdcpix.com/bfef5d3c626877eba0ff5a283eb97c3al-f2668148897r.jpg) ![1544 OVERLOOK DR - Photo 13](http://lh.rdcpix.com/bfef5d3c626877eba0ff5a283eb97c3al-f1983091042r.jpg) ![1544 OVERLOOK DR - Photo 14](http://lh.rdcpix.com/bfef5d3c626877eba0ff5a283eb97c3al-f1575975099r.jpg) ![1544 OVERLOOK DR - Photo 15](http://lh.rdcpix.com/bfef5d3c626877eba0ff5a283eb97c3al-f777727717r.jpg) ![1544 OVERLOOK DR - Photo 16](http://lh.rdcpix.com/bfef5d3c626877eba0ff5a283eb97c3al-f1966065055r.jpg) ![1544 OVERLOOK DR - Photo 17](http://lh.rdcpix.com/bfef5d3c626877eba0ff5a283eb97c3al-f3286382074r.jpg) ![1544 OVERLOOK DR - Photo 18](http://lh.rdcpix.com/bfef5d3c626877eba0ff5a283eb97c3al-f3342893937r.jpg) ![1544 OVERLOOK DR - Photo 19](http://lh.rdcpix.com/bfef5d3c626877eba0ff5a283eb97c3al-f4176013511r.jpg) ![1544 OVERLOOK DR - Photo 20](http://lh.rdcpix.com/bfef5d3c626877eba0ff5a283eb97c3al-f916937152r.jpg) ![1544 OVERLOOK DR - Photo 21](http://lh.rdcpix.com/bfef5d3c626877eba0ff5a283eb97c3al-f3780947059r.jpg) ![1544 OVERLOOK DR - Photo 22](http://lh.rdcpix.com/bfef5d3c626877eba0ff5a283eb97c3al-f536939365r.jpg) ![1544 OVERLOOK DR - Photo 23](http://lh.rdcpix.com/bfef5d3c626877eba0ff5a283eb97c3al-f2280454943r.jpg) ![1544 OVERLOOK DR - Photo 24](http://lh.rdcpix.com/bfef5d3c626877eba0ff5a283eb97c3al-f119677543r.jpg) ![1544 OVERLOOK DR - Photo 25](http://lh.rdcpix.com/bfef5d3c626877eba0ff5a283eb97c3al-f3124829044r.jpg) ![1544 OVERLOOK DR - Photo 26](http://lh.rdcpix.com/bfef5d3c626877eba0ff5a283eb97c3al-f283711268r.jpg) ![1544 OVERLOOK DR - Photo 27](http://lh.rdcpix.com/bfef5d3c626877eba0ff5a283eb97c3al-f2766607998r.jpg) ![1544 OVERLOOK DR - Photo 28](http://lh.rdcpix.com/bfef5d3c626877eba0ff5a283eb97c3al-f1981299307r.jpg) ![1544 OVERLOOK DR - Photo 29](http://lh.rdcpix.com/bfef5d3c626877eba0ff5a283eb97c3al-f193152505r.jpg) ![1544 OVERLOOK DR - Photo 30](http://lh.rdcpix.com/bfef5d3c626877eba0ff5a283eb97c3al-f3362073811r.jpg) ![1544 OVERLOOK DR - Photo 31](http://lh.rdcpix.com/bfef5d3c626877eba0ff5a283eb97c3al-f1146426684r.jpg) ![1544 OVERLOOK DR - Photo 32](http://lh.rdcpix.com/bfef5d3c626877eba0ff5a283eb97c3al-f1644704673r.jpg) ![1544 OVERLOOK DR - Photo 33](http://lh.rdcpix.com/bfef5d3c626877eba0ff5a283eb97c3al-f1619422652r.jpg) ![1544 OVERLOOK DR - Photo 34](http://lh.rdcpix.com/bfef5d3c626877eba0ff5a283eb97c3al-f96978580r.jpg) ![1544 OVERLOOK DR - Photo 35](http://lh.rdcpix.com/bfef5d3c626877eba0ff5a283eb97c3al-f2968590536r.jpg) ![1544 OVERLOOK DR - Photo 36](http://lh.rdcpix.com/bfef5d3c626877eba0ff5a283eb97c3al-f4260349648r.jpg) ![1544 OVERLOOK DR - Photo 37](http://lh.rdcpix.com/bfef5d3c626877eba0ff5a283eb97c3al-f1784580457r.jpg) ![1544 OVERLOOK DR - Photo 38](http://lh.rdcpix.com/bfef5d3c626877eba0ff5a283eb97c3al-f3345955815r.jpg) --- **MLS#:** 683142 | **Updated:** 2026-10-20 **Source:** listhub *Copyright © 2026 Harrisonburg-Rockingham Association of Realtors. 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/1544-overlook-dr-charlottesville-va-22903-b9a4ff4805a645388fb150ecfe39d4ef) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://www.propertysimple.ai/listing/1544-overlook-dr-charlottesville-va-22903-b9a4ff4805a645388fb150ecfe39d4ef#listing", "url": "https://www.propertysimple.ai/listing/1544-overlook-dr-charlottesville-va-22903-b9a4ff4805a645388fb150ecfe39d4ef", "name": "1544 OVERLOOK DR, Charlottesville, VA 22903", "description": "INVESTORS! Brick beauty in a fantastic neighborhood - Sherwood Farms! This house is ready to be called a \"home\" again. Cleaned out and ready for your renovations and imagination, this home is a solid deal for the savvy investor looking to add to their portfolio or to renovate and resell. Over 3200 of interior square footage, a walkout basement, fireplaces, and main level living - this property will be a rockstar when it is restored. Reimagine the deck and create your own private backyard oasis. Did I mention this house is situated on a whopping 3+ acre lot? Tons of room for activity inside and out. Currently 3 bedrooms and 2 bathrooms, bring your thinking cap and maximize your return on this gem. Reach out to tour today! Likely will not qualify for most financing due to the need for repairs and updates. 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