Chaptico Real Estate

Chaptico Real Estate

Our website features the best real estate search for homes, condos, land and foreclosure properties available in Chaptico and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes. 

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Newest Listings in Chaptico

$240,000
2 Beds ⋅ 1 Baths
This ranch-style home offers a solid foundation and established structure. The property presents an opportunity for buyers ready to invest in improvements. The home contains 2 bedrooms and 1 bathroom. A wood-burning fireplace is a focal point in the living area, providing both function and character to the interior space. Schedule a showing and explore the potential of this property. The Seller must comply with HUD Guidelines 24 CFR 206.125.

25876 Baptist Church Rd, Chaptico

Listing courtesy of Home Towne Real Estate. Contact: 3018624000
$9,950
Enjoy the natural beauty and privacy of Southern Maryland while benefiting from the community's water access and nearby outdoor recreational opportunities. No perc test information is currently available, and buyers are encouraged to perform their own due diligence regarding building suitability and utility availability. Conveniently located within commuting distance of Lexington Park, Waldorf, and the surrounding areas, this property presents a rare chance to own land in the established waterfront community of Mill Point Shores.

36070 Carver Rd, Chaptico

Listing courtesy of RE/MAX One. Contact: 4437718009
$609,000
3 Beds ⋅ 3 Baths
New Construction in Chaptico! Adorable Cape Cod situation on over one acre, surrounded by mature trees, creek, gorgeous pastoral views and beautiful Chaptico Sunsets! This Cape Cod welcomes you home from your hectic day to a serene surrounding with a convenient location to all amenities. You are only minutes away from Leonardtown shopping /entertainment and Pax River /Dalgren and less than two miles from the breathtaking Chaptico Warf! The main level boasts a large open kitchen, dining area, and huge open den. The main level also offers an office that could be utilized as a 4th bedroom. Upstairs there are 3 large bedrooms, 2 full baths, and a sitting/flex area with stunning views! Luxury vinyl plank flooring flows through every room in this bright home. The back deck is off the heart of the home, kitchen, and is tucked in between mature woods with creek. The front porch is the place to be for "cocktail hour" to catch stunning Chaptico sunsets! You will have peace of mind living in this NEW home and all it offers, including: completely conditioned & sealed crawl space; new septic; and new well pump just installed! This is a must see, one of kind home located in the best hidden gem of St. Mary's County; a rare opportunity to own new construction in Chaptico. Final touches are being completed over the next couple of weeks and E&O, septic certification and water certification forthcoming. Do NOT miss this one!

23690 Maddox Rd, Chaptico

Listing courtesy of RE/MAX Realty Group. Contact:

$45,000
Three adjoining lots (15, 16, and 17) are being offered together as a package sale, providing added space and flexibility for future plans. A unique opportunity to own multiple adjacent parcels in Longview Beach! Property owners current on HOA dues enjoy access to community amenities including the beach, boat ramp, fishing pier, basketball and tennis courts, playground, picnic areas, and discounted clubhouse rentals. Enjoy dining at the local Water View Inn with scenic Wicomico River views. Lot 16 retains the footprint from a prior home, and there once was an existing well and septic. Potential for building on all three lots (buyer to verify). Property conveyed as-is. Buyer to perform due diligence and verify all information. Great opportunity for potential building lots with access to waterfront community amenities.

36724 Fielding Dr, Chaptico

Listing courtesy of RE/MAX One. Contact: 4437718009
$15,000
PRICE IMPROVEMENT!!*******Mills Point is Gorgeous! Looking for a lot in a water access community? Take a look at this lot. Buyer to perform all due diligence.

Bay Dr, Chaptico

Listing courtesy of KC Realty Group. Contact: info.kcrealtygroup@gmail.com
$45,000
Build your forever home or have a second home here in this quiet community. The Seller is willing to pay for a boundary survey within reason. He has already gotten a quote. Neatly tucked away. Minutes walk to the private pier, boating and fishing. Beautiful views of the Wicomico River. Come see the possibilities.

36685 Owens Dr, Chaptico

Listing courtesy of Samson Properties. Contact: 3018500255
$12,000
Motivated Seller!!! Looking for a lot in a water access community? Take a look at this flat, mostly cleared lot in desirable Southern Maryland. The community has beach access, club house, boat ramp, and much more. Buyer to perform all due diligence.

Sunset Dr, Chaptico

Listing courtesy of The Southside Group Real Estate. Contact: 3019703636
$5,000
ONLINE AUCTION: This auction takes place on the Ashland Auction Group Website Bidding Platform. Bidding begins 7/10/2026, 10:00 AM. Bidding ends 7/14/2026, 12:40 PM. List Price is Suggested Opening Bid. Deposit: $5,000 This lot of land is located in Chaptico, MD within St. Mary’s County. The property is in close proximity to Wicomico Shores Golf Course, Christ Episcopal Church, Bachelor's Hope, and Deep Falls. Nestled just off Maryland Route 234, this property enjoys easy entry to a major roadway for regional connectivity, including swift westward access toward U.S. 301.

Lagoon, Chaptico

Listing courtesy of Ashland Auction Group LLC. Contact: 4104883124
$10,000
Build your dream home on this lot in Chaptico.

Mill Point Rd, Chaptico

Listing courtesy of The Southside Group Real Estate. Contact: 3019703636
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