# 306 WINDING OAK Drive, Hagerstown, MD 21740 > **TL;DR:** 2bd/2ba townhouse, $274,900 ($221/sqft), built 2003, 1,242 sqft. > A/C, 1-car garage. Est. $1,770/mo. Listed 30 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $274,900 | | Price/sqft | $221 | | Bedrooms | 2 | | Bathrooms | 2 full | | Square Feet | 1,242 | | Year Built | 2003 | | Lot Size | 3,559 sqft (0.08 acres) | | Stories | 1 | | Garage | 1-car | | Property Type | Townhouse (Townhouse) | | Status | Active | | Days on Market | 30 | ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $1,390 | | Estimated Insurance | $80 | | HOA | $300 | | **Total** | **$1,770** | ## Key Amenities - A/C - 1-car garage ## Property Highlights - Built in 2003 - 0.08 acre lot - 1 parking spaces ## Description ### Agent Description Welcome home to 306 Winding Oak! If you've been dreaming of one level living in the highly sought after South Point neighborhood, in a spacious home with updates galore (roof 3yrs young, ac 2024, and more!), this is the home for you! It's the perfect home for everyone- first time home buyers, those seeking one level living, investors, everyone! The moment you arrive, the charming porch will catch your eye. It's perfect for chatting the day away or a morning cup of coffee. As you enter the home, you'll appreciate the open concept layout and bright and airy feel that runs throughout. An oversized kitchen awaits. Imagine cooking breakfast as the serene morning light pours through the large bay window. The kitchen also boasts a sizeable bar area, endless cabinetry and counter space, a Dishwasher 2024, Microwave 2024, Stove 2024 and so much more. The kitchen flows seamlessly into the dining and living room areas making it the perfect layout for entertaining and creating lasting memories with family and friends. Easily maintained laminate floors! Envision nestling into your cozy bed for a great night's sleep in the generously sized owner's retreat, which boasts a private ensuite full bathroom. Spacious additional bedroom & full bathroom! The lush, and fenced backyard offers room for dining, soaking in the sun and more. We even have a covered patio for you and storage shed for you. And last but not least, for our garage enthusiasts, this home offers an attached garage and space for off-street parking. Schedule your showing today. This home combines low-maintenance living with a peaceful setting, all close to Hagerstown's shopping, dining, medical facilities and easy access to I-81 and I-70. Schedule your showing today!This home will not last! ## Location - **Address:** 306 WINDING OAK Drive, Hagerstown, MD 21740 - **County:** WASHINGTON - **Neighborhood:** NONE AVAILABLE - **Coordinates:** 39.61322, -77.72133 - **Google Maps:** https://www.google.com/maps?q=39.61322,-77.72133 ## Listing Agent - **Name:** Mary Schroth · **License:** 651403 - **Brokerage:** eXp Realty - **Broker Phone:** (703) 597-3497 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/306-Winding-Oak-Dr_Hagerstown_MD_21740_M65133-51160?f=listhub&s=TRENDPA&m=MDWA2039822&c=propsimple) ## Photos ![306 WINDING OAK Drive - Photo 1](http://lh.rdcpix.com/42a8dd22c9d337b67691589f84969371l-f3539272122r.jpg) ![306 WINDING OAK Drive - Photo 2](http://lh.rdcpix.com/42a8dd22c9d337b67691589f84969371l-f1533181232r.jpg) ![306 WINDING OAK Drive - Photo 3](http://lh.rdcpix.com/42a8dd22c9d337b67691589f84969371l-f284988206r.jpg) ![306 WINDING OAK Drive - Photo 4](http://lh.rdcpix.com/42a8dd22c9d337b67691589f84969371l-f3818881014r.jpg) ![306 WINDING OAK Drive - Photo 5](http://lh.rdcpix.com/42a8dd22c9d337b67691589f84969371l-f2299791307r.jpg) ![306 WINDING OAK Drive - Photo 6](http://lh.rdcpix.com/42a8dd22c9d337b67691589f84969371l-f403730056r.jpg) ![306 WINDING OAK Drive - Photo 7](http://lh.rdcpix.com/42a8dd22c9d337b67691589f84969371l-f105935342r.jpg) ![306 WINDING OAK Drive - Photo 8](http://lh.rdcpix.com/42a8dd22c9d337b67691589f84969371l-f1045291406r.jpg) ![306 WINDING OAK Drive - Photo 9](http://lh.rdcpix.com/42a8dd22c9d337b67691589f84969371l-f2929459468r.jpg) ![306 WINDING OAK Drive - Photo 10](http://lh.rdcpix.com/42a8dd22c9d337b67691589f84969371l-f3224982239r.jpg) ![306 WINDING OAK Drive - Photo 11](http://lh.rdcpix.com/42a8dd22c9d337b67691589f84969371l-f2387653468r.jpg) ![306 WINDING OAK Drive - Photo 12](http://lh.rdcpix.com/42a8dd22c9d337b67691589f84969371l-f766866638r.jpg) ![306 WINDING OAK Drive - Photo 13](http://lh.rdcpix.com/42a8dd22c9d337b67691589f84969371l-f2401978749r.jpg) ![306 WINDING OAK Drive - Photo 14](http://lh.rdcpix.com/42a8dd22c9d337b67691589f84969371l-f2768275191r.jpg) ![306 WINDING OAK Drive - Photo 15](http://lh.rdcpix.com/42a8dd22c9d337b67691589f84969371l-f1155008780r.jpg) ![306 WINDING OAK Drive - Photo 16](http://lh.rdcpix.com/42a8dd22c9d337b67691589f84969371l-f3519431925r.jpg) ![306 WINDING OAK Drive - Photo 17](http://lh.rdcpix.com/42a8dd22c9d337b67691589f84969371l-f3125829419r.jpg) ![306 WINDING OAK Drive - Photo 18](http://lh.rdcpix.com/42a8dd22c9d337b67691589f84969371l-f1038512314r.jpg) ![306 WINDING OAK Drive - Photo 19](http://lh.rdcpix.com/42a8dd22c9d337b67691589f84969371l-f3008655964r.jpg) ![306 WINDING OAK Drive - Photo 20](http://lh.rdcpix.com/42a8dd22c9d337b67691589f84969371l-f3061521926r.jpg) ![306 WINDING OAK Drive - Photo 21](http://lh.rdcpix.com/42a8dd22c9d337b67691589f84969371l-f909947910r.jpg) ![306 WINDING OAK Drive - Photo 22](http://lh.rdcpix.com/42a8dd22c9d337b67691589f84969371l-f815368776r.jpg) ![306 WINDING OAK Drive - Photo 23](http://lh.rdcpix.com/42a8dd22c9d337b67691589f84969371l-f2032153999r.jpg) ![306 WINDING OAK Drive - Photo 24](http://lh.rdcpix.com/42a8dd22c9d337b67691589f84969371l-f2542555661r.jpg) ![306 WINDING OAK Drive - Photo 25](http://lh.rdcpix.com/42a8dd22c9d337b67691589f84969371l-f881246599r.jpg) --- **MLS#:** MDWA2039822 | **Updated:** 2026-11-01 **Source:** listhub *Copyright © 2026 Bright MLS. 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://staging.propertysimple.ai/listing/306-winding-oak-drive-hagerstown-md-21740-19374898d94e4769a329be2301ae6568) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://staging.propertysimple.ai/listing/306-winding-oak-drive-hagerstown-md-21740-19374898d94e4769a329be2301ae6568#listing", "url": "https://staging.propertysimple.ai/listing/306-winding-oak-drive-hagerstown-md-21740-19374898d94e4769a329be2301ae6568", "name": "306 WINDING OAK Drive, Hagerstown, MD 21740", "description": "Welcome home to 306 Winding Oak! If you've been dreaming of one level living in the highly sought after South Point neighborhood, in a spacious home with updates galore (roof 3yrs young, ac 2024, and more!), this is the home for you! 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Spacious additional bedroom & full bathroom! The lush, and fenced backyard offers room for dining, soaking in the sun and more. We even have a covered patio for you and storage shed for you. And last but not least, for our garage enthusiasts, this home offers an attached garage and space for off-street parking. Schedule your showing today. This home combines low-maintenance living with a peaceful setting, all close to Hagerstown's shopping, dining, medical facilities and easy access to I-81 and I-70. 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