Princess Anne Homes with Contemporary Style

Princess Anne Homes with Contemporary Style

Welcome to Princess Anne, Maryland—a hidden gem nestled in the heart of Somerset County. This charming town is steeped in rich history and surrounded by breathtaking natural beauty. With its picturesque landscapes, friendly community, and vibrant local culture, Princess Anne offers the perfect blend of small-town charm and modern convenience.

One of the most appealing aspects of Princess Anne is its diverse selection of homes, particularly those boasting contemporary style. These modern residences are designed with an emphasis on open spaces, sleek lines, and innovative layouts that cater to today’s lifestyle. Whether you're a first-time homebuyer, a growing family, or looking to downsize, you’ll find a variety of contemporary homes that reflect your taste and needs.

Living in Princess Anne means enjoying a relaxed pace of life while still having access to essential amenities. The town is home to several parks, local shops, and restaurants that highlight the best of Maryland’s coastal cuisine. The nearby University of Maryland Eastern Shore adds a vibrant energy to the community, hosting cultural events and providing educational opportunities.

Nature enthusiasts will appreciate the proximity to the beautiful Chesapeake Bay and Assateague Island, perfect for weekend getaways or outdoor adventures. With its unique blend of modern living and rich heritage, Princess Anne is more than just a place to live; it’s a community where you can truly thrive. Discover your dream contemporary home in Princess Anne today, and experience all the charm this delightful town has to offer!

Newest Princess Anne Homes with Contemporary Style

$1,920,000
6 Beds ⋅ 4 Baths
Palatial High-Elevation 5-Acre Waterfront Estate: 5,600 SF All-Brick Rancher with In-Law Suite Please view the Fly-Through Video! Sprawling across five acres of high-elevation land along Wicomico Creek, this magnificent 5,600-square-foot, single-level all-brick rancher delivers an elite waterfront lifestyle. A long, stately driveway draws you past a perfectly manicured lawn and professionally landscaped grounds, creating a dramatic sense of arrival and absolute coastal privacy. The estate boasts premium proximity to the prestigious Wicomico Yacht Club and the scenic vineyards of Bordeleau Winery, offering an incredible maritime backdrop. Masterfully designed for the ultimate boating lifestyle, the waterfront features a private deep-water dock equipped with two boat slips. This setup provides effortless, unrestricted deep-water access, making it easy to cruise straight into the Wicomico River and out to the Chesapeake Bay and beyond! Complementing the maritime design is a massive four-car attached garage, providing abundant space for vehicle collections, water toys, and winter marine storage. Inside, the grand tour begins in the large, cathedral foyer, the true heart of the home. This dramatic entryway showcases custom floor tile, stately columns, and a magnificent Schonbek crystal chandelier that casts a brilliant glow over the entrance. From this central point, the home flows effortlessly into main living spaces where elegant tray ceilings add architectural depth. Soaring walls of glass frame breathtaking, panoramic water views from your high-elevation vantage point, while two cozy gas fireplaces add warmth and elegant focal points to these grand spaces. The culinary core features two separate, custom Quaker Made gourmet kitchens outfitted with high-end appliances, making this property unmatched for hosting grand gatherings. The single-story layout showcases six spacious bedrooms and 3.5 bathrooms, cleverly divided into two distinct wings. A beautiful, architecturally integrated breezeway separates the two living quarters, offering a peaceful, private transition into the fully independent in-law suite, which utilizes the second Quaker Made kitchen. This rare combination of acreage, high elevation, custom design, and premier deep-water dock access represents a once-in-a-generation opportunity. Located just a few hours from the DC and Baltimore metro areas and an hour from Ocean City and Assateague and other area attractions! Extensive Features Document available. Schedule a private tour of this fabulous estate today!

14265 Melody Dr, Princess Anne

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545
$425,000
3 Beds ⋅ 3 Baths
CITY SERVICES WITH NO CITY TAXES! Situated on over 3.75 private, meticulously maintained acres, this one-of-a-kind property in Princess Anne offers the perfect blend of privacy, convenience, and scenic beauty. Featuring 3 bedrooms, 2.5 baths, and nearly 2,300 square feet of living space. Overlooking a peaceful pond with a private dock, the property provides a tranquil setting with beautiful water views right from your own backyard. Inside, you'll find a welcoming formal dining room that flows into the spacious eat-in kitchen before opening to the main living area. A large family room showcases beautiful views of the water and provides the perfect space for entertaining guests or simply relaxing while taking in the picturesque setting. The left wing of the home features a private primary suite along with two additional bedrooms and a full hall bath. On the opposite side of the home, a dedicated library with custom built-in shelving offers the perfect retreat for book lovers, a home office, or a quiet reading space. Additional features include an oversized two-car garage with abundant storage, a large brick patio and deck designed for outdoor entertaining, and a beautifully landscaped setting that reflects years of care and pride of ownership. Additional storage is available in the walk-up attic space above the home. Major updates provide peace of mind, including a brand-new packaged HVAC unit and water heater, both installed in 2026. Properties like this are rarely available. If you've been searching for space, water views, and convenience, this home is ready to welcome its next owners.

30124 Peggy Ln, Princess Anne

Listing courtesy of EXP Realty, LLC. Contact: 8888607369
$650,000
3 Beds ⋅ 3 Baths
Welcome home to this exquisite, approximately 2,426-square-foot three-bedroom/three-bathroom/nine-room custom-built home. The open floor plan design with LVP throughout is located on close to 1.5 acres in Somerset County’s premiere “Rosehill on the Manokin” neighborhood, approximately 20 minutes to Salisbury. An upscale gourmet kitchen and pantry including top-of-the-line Café appliances, a six-burner gas stove with designer hood, double ovens, a farmhouse sink, under cabinet lighting, multiple soft-close solid wood drawers and roll-out shelves, an oversized island and exotic granite countertops make this kitchen a rare find. Warming up the living room is the gas stone fireplace with built-in cabinets adjoining the dining room and opening up to the sunroom/office with a built-in swing overlooking the pool and backyard. The primary suite with a walk-in closet boasts a luxurious extra-large bathroom with double granite vanities, tile flooring, backlit mirrors and a built-in makeup table with seating. Additional major upgrades include a fenced-in and heated inground swimming pool, a sauna, a hot tub, one switch window candle lighting, high-speed fiber optic internet, an oversized two-car garage, a concrete and encapsulated crawl space … plus much more!

10660 Rosewood Ct, Princess Anne

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545
$284,990
3 Beds ⋅ 2 Baths
Under Construction - Quick Delivery - August 2026! * * * Location Qualifies for 100% Financing! * * * Contemporary rancher built by local builders - Shore Home Construction. 3BR/2BA, 1300sf, one-story home on a corner lot in Saint Stephen's Corner, minutes to Rt 13, half mile to Historic Downtown Princess Anne, but on a residential side street off Deal Island Road. Open floorplan includes plenty of upgrades in the listing price - LVP flooring through living, dining, kitchen, and baths; stainless steel appliance package - built-in microwave, electric stove/range, dishwasher, fridge; ceiling fans in living room and all 3 bedrooms. Welcoming front porch leads into the nice-sized living / great room. Bright + cheery kitchen with breakfast bar, and dining room. Primary bedroom with walk-in closet, full, en-suite bathroom. 2 additional bedrooms and a 2nd full bath w/tub/shower combo. Laundry closet w/hook-ups. Roomy yard & the conveniences of city services! Minutes to the best that Somerset County has to offer - sandy beaches, boating and public boat ramps, world-class fishing, crabbing, hunting, dining, arts, shopping, golfing,wildlife estuaries, incredible state parks - a true paradise for nature lovers, photographers, boaters, fishermen and anyone who wants to enjoy the relaxed pace on the Eastern Shore - from the beaches to the bays and beyond! Enjoy an afternoon in Downtown Princess Anne - with many shops, cafes, and gorgeous historic buildings and homes to admire. 2mi to University of Maryland Eastern Shore Campus, 12mi to Salisbury University. 15mi to Deal Island or Pocomoke's shopping hub, 18mi to Crisfield, . About 30mi to NASA / Wallops Island, 35mi to the beloved Chincoteague Island, and the incredible wild horses and sandy beaches of Assateague Island. Just 2-3 hours to major metro areas - Virginia Beach/Norfolk, Washington DC, Baltimore, Philadelphia, NYC. Photos are of a SIMILAR home, not of this home specifically. Photos, plans, listings, renderings, aerials, sizes, acreages are all for REFERENCE only, and may show upgrades & options not included in list price; subject to changes in the field. Owner is a licensed realtor; agent has financial interest. Sizes, taxes, distances are approximate, and for reference only.

11726 St Stephens Way, Princess Anne

Listing courtesy of EXP Realty, LLC. Contact: 8888607369
$365,000
3 Beds ⋅ 2 Baths
Welcome to this beautifully maintained home located on a desirable corner lot in the Beckford Manor Association. Featuring 2 bedrooms and 2 full bathrooms, this home also offers the potential for a third bedroom, providing flexibility to fit your lifestyle. Hardwood floors flow throughout the home, creating a warm and cohesive feel. The open kitchen is perfect for everyday living and entertaining, offering plenty of cabinet space and equipped with an electric cooktop, built-in oven, and microwave. Just off the living area, enjoy cozy evenings by the gas fireplace. The spacious primary suite includes a walk-in closet and a private bath. Step outside to the deck, completely rebuilt just two years ago—ideal for relaxing or hosting guests. Major updates include a heat pump and air conditioning system installed only two years ago, offering peace of mind and energy efficiency. With thoughtful updates, a functional layout, and a prime corner lot location, this home is one you won’t want to miss.

30472 Plantation Dr, Princess Anne

Listing courtesy of The Land Group. Contact: (410) 934-3478
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