# WHIRLWIND Road, Leonardtown, MD 20650 > **TL;DR:** land, $279,000. Est. $1,492/mo. Listed 127 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $279,000 | | Lot Size | 1,021,046 sqft (23.44 acres) | | Property Type | Land (Other) | | Status | Active | | Days on Market | 127 | ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $1,411 | | Estimated Insurance | $81 | | **Total** | **$1,492** | ## Property Highlights - 23.44 acre lot ## Description ### Agent Description Finding the perfect lot offering a tranquil, secluded setting yet within an easy drive of historic Leonardtown, NAS Pax River, schools, and amenities can be a real whirlwind of an experience! No worries, as this is the ideal opportunity to achieve just that. This 23-acre parcel of raw land offers many possibilities, whether establishing an enduring farmette, subdividing to reap the rewards, or creating the family compound you've all been dreaming of. This beautiful land is conveniently positioned just off Rt. 5, in a prime location between St. Mary's State Park and the charming St. Mary's County seat, Leonardtown. Note that the location is not actually ON Whirlwind Rd; it is best accessed at the end of Redgate Ln. Future potential to create access from both Rt. 5 and Redgate Ln. Call for more details! ## Location - **Address:** WHIRLWIND Road, Leonardtown, MD 20650 - **County:** SAINT MARYS - **Coordinates:** 38.24382704, -76.58624931 - **Google Maps:** https://www.google.com/maps?q=38.24382704,-76.58624931 ## Listing Agent - **Name:** William Brooke Matthews · **License:** 35711 - **Brokerage:** RE/MAX One - **Broker Phone:** (410) 535-6291 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/Whirlwind-Rd_Leonardtown_MD_20650_M93154-60981?f=listhub&s=TRENDPA&m=MDSM2032048&c=propsimple) ## Photos ![WHIRLWIND Road - Photo 1](http://lh.rdcpix.com/d08a00faca1de868f1aeeff28e81a5abl-f2181595619r.jpg) ![WHIRLWIND Road - Photo 2](http://lh.rdcpix.com/d08a00faca1de868f1aeeff28e81a5abl-f4067983053r.jpg) ![WHIRLWIND Road - Photo 3](http://lh.rdcpix.com/d08a00faca1de868f1aeeff28e81a5abl-f4066115654r.jpg) ![WHIRLWIND Road - Photo 4](http://lh.rdcpix.com/d08a00faca1de868f1aeeff28e81a5abl-f2670992638r.jpg) ![WHIRLWIND Road - Photo 5](http://lh.rdcpix.com/d08a00faca1de868f1aeeff28e81a5abl-f2291312791r.jpg) ![WHIRLWIND Road - Photo 6](http://lh.rdcpix.com/d08a00faca1de868f1aeeff28e81a5abl-f1743306958r.jpg) ![WHIRLWIND Road - Photo 7](http://lh.rdcpix.com/d08a00faca1de868f1aeeff28e81a5abl-f3722329552r.jpg) ![WHIRLWIND Road - Photo 8](http://lh.rdcpix.com/d08a00faca1de868f1aeeff28e81a5abl-f3828763964r.jpg) ![WHIRLWIND Road - Photo 9](http://lh.rdcpix.com/d08a00faca1de868f1aeeff28e81a5abl-f3581444149r.jpg) ![WHIRLWIND Road - Photo 10](http://lh.rdcpix.com/d08a00faca1de868f1aeeff28e81a5abl-f4039358454r.jpg) ![WHIRLWIND Road - Photo 11](http://lh.rdcpix.com/d08a00faca1de868f1aeeff28e81a5abl-f1783262280r.jpg) ![WHIRLWIND Road - Photo 12](http://lh.rdcpix.com/d08a00faca1de868f1aeeff28e81a5abl-f953144592r.jpg) ![WHIRLWIND Road - Photo 13](http://lh.rdcpix.com/d08a00faca1de868f1aeeff28e81a5abl-f3431277618r.jpg) ![WHIRLWIND Road - Photo 14](http://lh.rdcpix.com/d08a00faca1de868f1aeeff28e81a5abl-f3254112846r.jpg) ![WHIRLWIND Road - Photo 15](http://lh.rdcpix.com/d08a00faca1de868f1aeeff28e81a5abl-f3919820672r.jpg) ![WHIRLWIND Road - Photo 16](http://lh.rdcpix.com/d08a00faca1de868f1aeeff28e81a5abl-f1768853547r.jpg) ![WHIRLWIND Road - Photo 17](http://lh.rdcpix.com/d08a00faca1de868f1aeeff28e81a5abl-f1328764216r.jpg) --- **MLS#:** MDSM2032048 | **Updated:** 2026-10-20 **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://www.propertysimple.ai/listing/whirlwind-road-leonardtown-md-20650-bc587ceea1954f659c55ccc81928d708) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://www.propertysimple.ai/listing/whirlwind-road-leonardtown-md-20650-bc587ceea1954f659c55ccc81928d708#listing", "url": "https://www.propertysimple.ai/listing/whirlwind-road-leonardtown-md-20650-bc587ceea1954f659c55ccc81928d708", "name": "WHIRLWIND Road, Leonardtown, MD 20650", "description": "Finding the perfect lot offering a tranquil, secluded setting yet within an easy drive of historic Leonardtown, NAS Pax River, schools, and amenities can be a real whirlwind of an experience! No worries, as this is the ideal opportunity to achieve just that. 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