Avenue Homes for Sale

Avenue Homes for Sale

Welcome to Avenue, Maryland – a hidden gem nestled in the heart of St. Mary’s County! This charming community offers a unique blend of serene countryside living, rich history, and a tight-knit atmosphere that makes it an ideal place to call home. With its picturesque landscapes and proximity to the beautiful Chesapeake Bay, Avenue provides a tranquil escape while still being conveniently located near larger urban centers.

Avenue boasts a warm and welcoming community spirit, where neighbors become friends and local events bring everyone together. The area is perfect for families, retirees, and anyone seeking a peaceful lifestyle surrounded by nature. Enjoy leisurely strolls along the scenic waterfront or take advantage of nearby parks and recreational activities that highlight the natural beauty of the region.

For those considering making Avenue their home, you’ll find a delightful selection of homes for sale that cater to various tastes and budgets. From charming single-family residences to spacious lots perfect for future development, there’s something for everyone in this quaint community. Many homes feature modern amenities while retaining the classic charm that characterizes Avenue, allowing you to enjoy both comfort and style.

With a strong sense of community, beautiful surroundings, and a variety of homes available, Avenue, Maryland, is more than just a place to live; it’s a place to thrive. Discover your dream home in this enchanting locale and experience the best that St. Mary’s County has to offer!

Newest Avenue Homes for Sale

$450,000
3 Beds ⋅ 2 Baths
YARD SALE AUG 15 & 16 FROM 8:00AM -1:00PM. This well-maintained rambler offers comfortable one-level living on .47 acres in a peaceful country setting. The home features 3/ bedrooms, 2/ full baths, a 2-car front-load garage, brick-to-grade construction, a covered front porch, and a metal roof approximately 3–5 years old. The spacious floor plan includes a separate living room, separate dining room, and a large kitchen with center island and breakfast area, providing excellent space for everyday living and entertaining. The heated and air-conditioned sunroom/Florida room offers additional year-round living space and is the perfect place to relax and enjoy the surrounding countryside. The primary bedroom measures approximately 16' x 11' and features a private bath with a double vanity, separate shower, and jetted soaking tub. Two additional spacious bedrooms and a separate laundry room complete the interior living space. Additional features include pull-down attic access in the garage, a service door leading to the backyard, an updated HVAC system (approximately 2021), and a crawl space with an updated vapor barrier and lighting installed approximately one year ago.The home also features a rear deck overlooking the backyard, providing the perfect place to relax, entertain guests, or enjoy the scenic country views. The property also includes a detached 12' x 20' barn, offering excellent storage, workshop, hobby, or equipment space. Combining comfort, functionality, and rural charm, this property is an excellent opportunity for those seeking peaceful country living.

22715 Saint Winifreds Ln, Avenue

Listing courtesy of RE/MAX Realty Group. Contact:

$349,900
3 Beds ⋅ 1 Baths
Escape to the peace and privacy of this charming 3-bedroom, 1-bath rambler situated on 2.65 serene acres with beautiful seasonal water views and abundant nature. The home offers approximately 1,104 finished square feet and 1,656 total square feet, including an unfinished walkout half basement with both interior and exterior access—ideal for storage, a workshop, or future finishing. Recent improvements include a new metal roof and gutters in 2025, along with new luxury vinyl plank flooring throughout. The renovated kitchen and dining area feature Corian countertops, updated cabinets and drawers, decorative glass-front cabinetry, a deep sink, new faucet and backsplash, a gas stove, double-door refrigerator/freezer, and dishwasher. The washer, dryer, and the window AC unit also convey. Additional features include oil heat, a full bathroom with a tub/shower combination, mature ornamental trees and shrubs, and a peaceful setting surrounded by nature. Private, serene, and full of potential, this property offers country living with lovely seasonal water views. Property is being sold As-Is.

39111 Maycroft Rd, Avenue

Listing courtesy of RE/MAX One. Contact: 4437718009
$550,000
3 Beds ⋅ 2 Baths
Priced below tax assessed value, this rare waterfront retreat on beautiful White’s Neck Creek offers a renovated guest house, private dock, and true Southern Maryland charm. Set on over half an acre in the established River Springs waterfront community, 37526 River Springs Road offers the kind of lifestyle buyers wait years to find: peaceful water views, navigable creek access, private outdoor space, and a move-in ready setting that feels tucked away while still being accessible. The main residence is warm, inviting, and tastefully updated with comfortable living spaces, natural light, and serene views of the water and surrounding trees. What truly sets this property apart is the renovated waterfront guest house, creating a rare two-residence setup ideal for visiting family, extended stays, a private office, studio, or flexible guest accommodations. Outdoor living is the centerpiece. Enjoy mornings by the creek, evenings on the deck, and weekends crabbing, fishing, kayaking, or relaxing by the water. The property also features a private dock, crab/oyster shack, and a large storage/workshop building near the front of the property, offering excellent space for tools, equipment, hobbies, waterfront gear, or future possibilities. Located near St. Catherine Island and Bullock Island, this property combines renovated living space, guest accommodations, usable land, private dockage, and memorable water views in one truly special creekside setting. Schedule your showing and experience the waterfront lifestyle for yourself.

37526 River Springs Rd, Avenue

Listing courtesy of Innovation Properties, LLC. Contact: 7037824422
$950,000
5 Beds ⋅ 4 Baths
Tucked away on 1.39 private acres with approximately 530 feet of waterfront, this exceptional retreat offers sweeping water views, spectacular sunsets, and direct access just around the bend from the Potomac River. A rare opportunity for boating enthusiasts, the property features a substantial pier with multiple deep-water slips, boat lift, electric, and excellent crabbing and fishing right from your backyard. The spacious home offers over 4,700 square feet with 5 bedrooms and 4 full baths, including multiple main-level bedrooms and flexible living spaces designed to capture the waterfront setting. Large windows frame serene water views throughout, while expansive indoor and outdoor entertaining areas create the perfect setting for gatherings, weekend escapes, or full-time waterfront living. Originally built in 1974 the property includes a waterside workshop/boathouse, generous parking, and beautifully maintained grounds with mature trees and a gently sloping lawn to the water’s edge. Whether you are looking for a peaceful private residence, a weekend retreat, or the ultimate boating lifestyle, this Southern Maryland waterfront property delivers an unmatched setting

20535 Golden Thompson Rd, Avenue

Listing courtesy of CENTURY 21 New Millennium. Contact: 3018622169
$375,000
3 Beds ⋅ 1 Baths
3 bedroom, 1 bathroom home tucked away on a peaceful, secluded 3+ acre lot! This home features upgrades throughout, including a kitchen with white shaker cabinets. Enjoy the privacy, outdoor space, and quiet setting, plus a storage shed for extra convenience. A great opportunity for anyone looking for a private retreat with room to spread out.

38330 Hatchet Thicket Rd, Avenue

Listing courtesy of The Southside Group Real Estate. Contact: 3019703636
$1,050,000
3 Beds ⋅ 2 Baths
Beautifully maintained rambler on a spacious lot along St. Patrick’s Creek in the sought-after Olen Mattingly neighborhood—offering true one-level living with no steps. This custom-built home features 3 large bedrooms and 2 full baths, with an open-concept floor plan designed to maximize natural light and scenic creek views. Breathtaking water views pour through large windows in the living room, dining room, and primary suite—creating a bright and serene atmosphere throughout the home. The kitchen is equipped with granite countertops, stainless steel appliances, and custom cabinetry, flowing seamlessly into the main living and dining areas—perfect for everyday living and entertaining. Hardwood and tile flooring run throughout, adding both style and durability. Enjoy the expansive backyard with direct creek frontage—ideal for outdoor recreation, relaxing, or hosting gatherings. A covered patio and large rear deck provide the perfect spaces to unwind or entertain while taking in the peaceful surroundings. A standout feature is the 40'x32' detached garage with a 12' lean-to across the entire back—offering exceptional space for vehicles, boats, storage, or a workshop. Move-in ready and just in time for summer—don’t miss this opportunity for easy, waterfront living.

38150 Boatman Ln, Avenue

Listing courtesy of CENTURY 21 New Millennium. Contact: 4102669005
$488,000
3 Beds ⋅ 4 Baths
This beautiful home is back on the market!! The buyer's funding fell through so now's your chance to make this house your home! Beautiful Brick rambler on 1 acre in the sought after area of 7th District. This home has been meticulously cared for and features original hardwood floors that have been restored to their original beauty. The home has 3 bedrooms, two bathrooms, living room, family room, kitchen and dining room combination, a wonderful all season porch, a huge two car garage with a half bath, a covered deck, a partially finished basement with a second kitchen, laundry room, full bath, recreation rooms, office, and a lot of storage room! Two detached garages for your hobbies or storage needs. This is a wonderful home for entertaining and living your best life!

23230 Colton Point Rd, Avenue

Listing courtesy of RE/MAX One. Contact: 4437718009
$100,000
Rare opportunity in the highly desirable 7th District of St. Mary’s County! This unique offering includes three separate waterfront lots totaling approximately 1.5 acres. Each lot currently contains existing structures that are in dilapidated condition and are likely tear-downs, offering a blank slate for buyers with vision. With its scenic waterfront setting and location in one of the county’s most sought-after areas, this property provides a rare chance to create something special. Buyer to perform all due diligence regarding zoning, permitting, building feasibility, septic/well requirements, and intended use of the property. Property is being sold strictly as-is. Opportunities like this in the 7th District do not come along often, bring your ideas and explore the possibilities this waterfront property has to offer!

20910 Olen Mattingly Rd, Avenue

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