12

Homes for Sale in 20621

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  • 0 Sunset Dr, Chaptico, MD 20621
    0 Sunset Dr, Chaptico, MD 20621
    /2

    $12,000

    $13K PRICE DROP
    • Land
    • 10,890 Sq Ft
    • $48,000 per Acre

    0 Sunset Dr, Chaptico, MD 20621

    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.

    Agent Photo

    Stephanie Rivers

    The Southside Group Real Estate

    0 Sunset Dr, Chaptico, MD 20621
  • 0 McGlue Rd Unit MDSM2033214, Chaptico, MD 20621
    0 McGlue Rd Unit MDSM2033214, Chaptico, MD 20621
    0 McGlue Rd Unit MDSM2033214, Chaptico, MD 20621
    /26

    $10,000

    • Land
    • 11,325 Sq Ft
    • $38,462 per Acre

    0 McGlue Rd Unit MDSM2033214, Chaptico, MD 20621

    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

    Cheryl Montague Samson Properties

    0 McGlue Rd Unit MDSM2033214, Chaptico, MD 20621
  • 36685 Owens Dr, Maddox, MD 20621
    36685 Owens Dr, Maddox, MD 20621
    36685 Owens Dr, Maddox, MD 20621
    /20

    $45,000

    • Land
    • 10,018 Sq Ft
    • $195,652 per Acre

    36685 Owens Dr, Maddox, MD 20621

    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.

    Myra Wallace Samson Properties

    36685 Owens Dr, Maddox, MD 20621
  • 0 Lagoon Dr, Maddox, MD 20621
    0 Lagoon Dr, Maddox, MD 20621
    /2

    $5,000

    • Land
    • 10,018 Sq Ft
    • $21,739 per Acre

    0 Lagoon Dr, Maddox, MD 20621

    ONLINE AUCTION: This auction takes place on the Ashland Auction Group website bidding platform. Bidding begins 10/2/2026, 10:00 AM. Bidding ends 10/6/2026, 9:35 AM. 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,

    Adam Shpritz Ashland Auction Group LLC

    0 Lagoon Dr, Maddox, MD 20621
  • 0 Mill Point Rd, 4, Chaptico, MD 20621
    0 Mill Point Rd, 4, Chaptico, MD 20621
    0 Mill Point Rd, 4, Chaptico, MD 20621
    /7

    $10,000

    • Land
    • 10,890 Sq Ft
    • $40,000 per Acre

    0 Mill Point Rd, 4, Chaptico, MD 20621

    Build your dream home on this lot in Chaptico.

    Billy Rabbitt The Southside Group Real Estate

    0 Mill Point Rd, 4, Chaptico, MD 20621
  • 23690 Maddox Rd, Chaptico, MD 20621
    23690 Maddox Rd, Chaptico, MD 20621
    23690 Maddox Rd, Chaptico, MD 20621
    /54

    $575,000

    New Construction $25K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,022 Sq Ft

    23690 Maddox Rd, Chaptico, MD 20621

    REDUCED OVER 30K - SELLER MOTIVATED! - AMISH BUILT! 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

    Michele Hughes RE/MAX Realty Group

    23690 Maddox Rd, Chaptico, MD 20621
  • 36102 Bay Dr, Chaptico, MD 20621
    36102 Bay Dr, Chaptico, MD 20621
    36102 Bay Dr, Chaptico, MD 20621
    /7

    $280,000

    • 3 Beds
    • 1 Bath
    • 1,344 Sq Ft

    36102 Bay Dr, Chaptico, MD 20621

    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

    Madeline Timberlake CENTURY 21 New Millennium

    36102 Bay Dr, Chaptico, MD 20621
  • 36724 Fielding Dr, Chaptico, MD 20621
    36724 Fielding Dr, Chaptico, MD 20621
    36724 Fielding Dr, Chaptico, MD 20621
    /21

    $45,000

    • Land
    • 10,018 Sq Ft
    • $195,652 per Acre

    36724 Fielding Dr, Chaptico, MD 20621

    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

    CHRISSY HAYWARD RE/MAX One

    36724 Fielding Dr, Chaptico, MD 20621
  • 36070 Carver Rd, Chaptico, MD 20621
    36070 Carver Rd, Chaptico, MD 20621
    /2

    $9,950

    • Land
    • 11,325 Sq Ft
    • $38,269 per Acre

    36070 Carver Rd, Chaptico, MD 20621

    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,

    Darrin Carter RE/MAX One

    36070 Carver Rd, Chaptico, MD 20621
  • 23123 Longview Blvd, Chaptico, MD 20621
    23123 Longview Blvd, Chaptico, MD 20621
    23123 Longview Blvd, Chaptico, MD 20621
    /41

    $365,000

    $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,030 Sq Ft

    23123 Longview Blvd, Chaptico, MD 20621

    Privacy is getting harder to find, and 23123 Longview Blvd has it in abundance. Set on a wooded lot in Bushwood, this bi-level home gives you space to spread out, both inside and out, with three bedrooms, a dedicated office, and two full bathrooms arranged across a layout built for daily life.The kitchen sets the tone the moment you walk in. Cherry cabinetry and granite countertops pair

    Ben Garner Cummings & Co. Realtors

    23123 Longview Blvd, Chaptico, MD 20621
  • 0 Bay Dr Unit MDSM2028630, Chaptico, MD 20621
    0 Bay Dr Unit MDSM2028630, Chaptico, MD 20621
    0 Bay Dr Unit MDSM2028630, Chaptico, MD 20621
    /9

    $15,000

    $3K PRICE DROP
    • Land
    • 11,325 Sq Ft
    • $57,692 per Acre

    0 Bay Dr Unit MDSM2028630, Chaptico, MD 20621

    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.

    Kesha Catlin KC Realty Group

    0 Bay Dr Unit MDSM2028630, Chaptico, MD 20621
  • 23253 Maddox Rd, Bushwood, MD 20618
    23253 Maddox Rd, Bushwood, MD 20618
    /2

    $20,000

    $5K PRICE DROP
    • Land
    • 18,730 Sq Ft
    • $46,512 per Acre

    23253 Maddox Rd, Bushwood, MD 20618

    Build your dream coastal retreat on this beautiful 0.43-acre vacant lot located at 23253 Maddox Road in the desirable, water-oriented community of Bushwood, MD.Positioned in scenic St. Mary’s County, this lot offers the perfect foundation for a custom single-family home or vacation getaway. The critical site prep legwork is already underway—the property is approved for 2 mound septic systems,

    Billy Rabbitt The Southside Group Real Estate

    23253 Maddox Rd, Bushwood, MD 20618
Maryland St Marys County Chaptico

Real Estate & Homes for Sale in 20621

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