Chaptico MD Homes For Sale

Chaptico MD Homes For Sale

View all the homes for sale in Chaptico MD at a median price for all buyers. See pricing and listing details of Chaptico real estate for sale.

Chaptico MD Homes For Sale

3 Beds ⋅ 1 Baths

Nestled in the peaceful Mill Point Shores community, this charming 3-bedroom bungalow offers comfort, character, and a relaxed lifestyle near the water. The home features a full bath with a walk‑in shower and an eat‑in kitchen equipped with a gas oven/range, dishwasher, and microwave. Casement windows with tasteful treatments bring in natural light and create a warm, welcoming feel throughout. Interior details include carpeting, ceramic tile, and hardwood flooring under the carpet in the dining/family room. A brick fireplace serves as the focal point of the living room, adding a cozy touch on cooler evenings. Additional conveniences include an attic with pull‑downstairs and fan, pantry, and main‑floor laundry hookups. Situated on a 0.714‑acre corner lot, the property offers outdoor enjoyment with mature trees, established gardens, and a screened gazebo perfect for relaxing and listening to the sounds of nature. Mill Point Shores residents enjoy access to community amenities including a private beach, boat ramp, and clubhouse — ideal for gatherings or quiet afternoons by the water. The Wicomico River is just moments away, offering opportunities for boating, canoeing, kayaking, and fishing. Some upgrades are needed. Add your personal touch to make this your year‑round home or a comfortable seasonal getaway.

36102 Bay Dr, Chaptico

Listing courtesy of CENTURY 21 New Millennium. Contact: 3018622169

Nestled within the prestigious Mill Point Shores, this exceptional lot (14) offers a rare opportunity amongst nature's splendor. This 0.26 acres is perfectly positioned to embrace the serene beauty of the surrounding landscape. Imagine the gentle rustle of trees and the soothing sounds of nature, all while being just moments away from a private beach along the Wicomico River. The enchanting views of lush woods provide a tranquil backdrop, inviting you to unwind and connect with the natural world. This is not just a property; it's a lifestyle choice that promises peace, privacy, and a sense of belonging. The allure of Mill Point Shores extends beyond its picturesque scenery. This exclusive community is designed to enhance your quality of life. Seize this rare opportunity to invest in a piece of nature's paradise. Don't miss your chance to claim this exceptional land in Mill Point Shores.

Mcglue Rd, Chaptico

Listing courtesy of Samson Properties. Contact: 2407246550

2 Beds ⋅ 2 Baths

Discover the perfect blend of beach and private living. Welcome to Mills Point Beach community. Designed for both relaxation and entertaining. This single family home features inviting open floor plans , beautiful hardwood floors and an abundant f natural lighting throughout. Step outside on the spacious deck or take advantage of your private beach access for your boating, fishing, or just to unwind along the shoreline. This unique property also includes the adjoining lot creating exceptional value for added potential.

Chaptico

Listing courtesy of Bennett Realty Solutions. Contact: 3016464047

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

3 Beds ⋅ 3 Baths

REDUCED OVER 30K - SELLER MOTIVATED! 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. Do NOT miss this one!

23690 Maddox Rd, Chaptico

Listing courtesy of RE/MAX Realty Group. Contact:

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

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

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

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

ONLINE AUCTION: This auction takes place on the Ashland Auction Group website bidding platform. Bidding begins 9/16/2026, 10:00 AM. Bidding ends 9/18/2026, 1:35 PM. The list price is the suggested opening bid. Deposit: $2,500. 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

Build your dream home on this lot in Chaptico.

Mill Point Rd, Chaptico

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

Start Your Search