Easton Real Estate

Easton Real Estate

Welcome to Easton, Maryland – a charming town that perfectly blends small-town charm with modern conveniences. Nestled in the heart of Talbot County, Easton is a vibrant community that offers a unique lifestyle enriched by its rich history, picturesque landscapes, and a welcoming atmosphere.

The subdivision of Easton is known for its tree-lined streets, beautifully maintained homes, and a strong sense of community. Residents enjoy a variety of architectural styles, from historic colonial homes to contemporary designs, ensuring that there’s something for everyone. The area is characterized by its friendly neighborhoods, where neighbors become friends and community events foster connections.

Easton boasts a thriving downtown area filled with unique boutiques, art galleries, and delightful restaurants that showcase the region’s culinary talent. The local farmers’ market is a must-visit, offering fresh produce and artisanal goods that highlight the area’s agricultural heritage. Outdoor enthusiasts will appreciate the nearby parks and walking trails, perfect for enjoying the scenic beauty of the Eastern Shore.

Education is a priority in Easton, with excellent schools and educational programs that cater to families. The town also hosts various cultural events throughout the year, including festivals, art shows, and music performances, making it a hub for arts and culture.

With its blend of history, community spirit, and natural beauty, Easton is not just a place to live; it’s a place to thrive. If you’re looking for a welcoming community that offers both tranquility and vibrancy, Easton, MD, is the perfect place to call home. Come experience the charm of Easton – where every day feels like a getaway!

Newest Listings in Easton

$410,000
4 Beds ⋅ 2 Baths
Renovated 4 BR, 2 full bath home close to schools and Idlewild Park. Situated on private 1.54 acres. R10A  zoning which allows up to 5 building lots according to study. Possibility of building your dream home on the back of the property near the pond and stream that runs along the property line while living in the current residence, then sell off the existing house to help offset your building costs. One could also make and sell off additional lots to keep the cost of home ownership down. The zoning also allows for apartments, condos, or townhouses to be built.

29328 Dutchmans Ln, Easton

Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665
$325,000
4 Beds ⋅ 2 Baths
Easton Cape. This 4 bedroom, 2 bath home offers a living room with wood burning brick fireplace, spacious eat-in kitchen, porch/sunroom. Hot water baseboard oil heat, central air on 1st floor, 2 sheds, corner lot with mature plantings. Flooring is carpeted, but wood flooring under carpet (Buyer to confirm). Ready for immediate occupancy. First-time offered in 42 years. Close to downtown Easton and amenities.

107 Wrightson Ave, Easton

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 822-1415
$399,500
3 Beds ⋅ 3 Baths
NEW PRICE: Welcome to 27990 Woods Road! Situated on approximately 1/2 acre lot, this home and property has much to offer. A new fully fenced backyard offers privacy to the large back yard with a generous sized deck making it perfect for entertaining, enjoying relaxing time in the hot tub or tinkering in the shed. This split-level style home has 3 bedrooms and 2.5 bathrooms, a primary bedroom with an en-suite bath, a second bedroom and a full bathroom located on the upper level. The main level includes a kitchen with stainless steel appliances, a dining room and an inviting living room with natural light. Enjoy spending time in the family room with a wood-burning fireplace in the lower level which also includes the third bedroom, laundry and a half bathroom. A new paved drive makes for easy parking your cars or boat. Located just minutes from downtown Easton.

27990 Woods Rd, Easton

Listing courtesy of Meredith Fine Properties. Contact: 4107458060
$239,000
2 Beds ⋅ 1 Baths
Charming 2-bedroom, 1-bath bungalow in downtown Easton! This move-in-ready home features a brand-new roof, fresh paint throughout, and new carpeting in both bedrooms. Enjoy a fully fenced backyard and a prime location just down the street from the elementary school and walking distance from downtown shops and restaurants. Refrigerator, washer, and dryer convey with the sale. A great opportunity to own a well-maintained home in a highly convenient location! Affordable home in Historic Easton, MD. You can own this home for what it would take to rent a home. Call me for info on loan programs and first time buyer incentives.

112 Glenwood Ave W, Easton

Listing courtesy of Chesapeake Bay Real Estate Plus, LLC. Contact:

$5,045,000
4 Beds ⋅ 5 Baths
8051 Leehaven Road is the only property of its kind on the Eastern Shore right now — a custom-built waterfront estate move-in ready, and available today. This is not a project. It is not a renovation waiting to happen. It is +/-4,800 square feet of considered, uncompromising construction sitting on a private waterfront lot with direct access to the Chesapeake Bay, a Gunite saltwater pool with travertine surround, and a new pier fitted with water, electric, lighting, and three lifts — built to the same standard as the home itself. Focus Construction completed it in 2023, and the quality behind the walls matches what you see in front of them: sprayed insulation, a fully conditioned crawlspace, two tankless water heaters, full-house water filtration, and Hardie Plank exterior — every system selected for longevity, not appearance. Inside, the floor plan is generous without being excessive. Two primary suites — one on the main level — give the home the flexibility to accommodate full-time living, weekend retreats, and extended guests alike. The cook's kitchen is built to entertain. The bathrooms have heated floors, step-in showers, and a soaking tub. The living room and first-floor primary suite have motorized power shades. The fireplace anchors the main living space. The bonus room above the two-car garage has its own kitchenette — a private studio, a home office, or self-contained guest quarters, depending on what the next chapter of your life looks like. Every detail has been thought through and verified firsthand. You arrive, you put your bags down, and the Eastern Shore life that brought you here begins — not in six months, not after contractors and decisions and weekends lost to logistics, but the day you close. Easton and St. Michaels are minutes away. Annapolis is fifty minutes. Washington is ninety. Or a private airport is ten minutes away. *By appointment only* *Do not enter the property without an appointment*

8051 Leehaven Rd, Easton

Listing courtesy of Meredith Fine Properties. Contact: 4107458060
$3,495,000
11 Beds ⋅ 11 Baths
Nestled on a sprawling 42-acre estate adjacent to the historic Wye Heights Plantation, this stately 8-bedroom mansion offers an unparalleled blend of elegance, comfort, and tranquility. The grand interior is marked by soaring ceilings and meticulous detailing, with an elevator providing convenient access across multiple levels. The heart of the home is designed for both relaxation and entertaining, featuring a fully finished basement with a cozy pub and kitchenette. A guest apartment over the garage offers additional private quarters, ideal for hosting family or friends. Outside, a picturesque pond with a charming bridge adds to the serene beauty of the grounds, while the enclosed garden sunroom and an additional sunroom off the breakfast area both offer sweeping views of the gardens and pond. Expansive screened-in porches on both the main and upper levels invite you to savor the peaceful surroundings year-round. Whether you're seeking a private retreat or a magnificent estate for entertaining, this exceptional property provides an exquisite lifestyle amid nature and history.

11470 Wye Heights Rd, Easton

Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665
$4,395,000
4 Beds ⋅ 6 Baths
Irish Tides offers a quintessential Eastern Shore retreat with luxury and style. This beautifully crafted 4-bedroom, 5.5-bath main house provides captivating views of the Miles River from almost every room. The main level has been enhanced with a new HVAC system and ductwork, ensuring comfort and efficiency throughout. Exquisite crown moldings, hardwood floors, and custom built-ins add an inviting elegance. Enjoy formal living and dining areas, chef’s kitchen with an island, quartz countertops, and a scenic waterside dining nook for informal meals. The family room, with its soaring cathedral ceilings and gas fireplace, flows through a light-filled hallway with cozy seating, offering direct views of the river. New roof installed in 2026. The main-level primary suite features a cathedral ceiling, built-ins, and a private patio, while its spa-like en-suite includes abundant natural light, a jetted soaking tub, marble accents, and two generous walk-in closets. The home also features a newly encapsulated basement and crawlspace, ensuring a well- maintained environment year-round. The professionally landscaped grounds set the stage for a well-equipped pool house complete with a guest room, kitchenette, sitting area, and bathroom. The outdoor space also boasts an in-ground pool with a spacious patio, outdoor shower, and grill area. A private pier with a boat lift offers approximately 4' +/- MLW, a 300' +/- shoreline, and a private beach. For added convenience, the main house includes attic storage and a storage shed, while the 3-car detached garage features a bonus room—perfect for an office or rec room—with kitchenette. All of this is just a short drive from Easton’s dining, shopping, and airport access.

27029 Miles River Rd, Easton

Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665
$360,000
3 Beds ⋅ 2 Baths
Welcome to 402 Cherry Street, a beautifully, renovated three or four bedroom, two-full bath, light-filled home located in the charming historic district of Easton. The residence combines modern updates with prime location and offers a low-maintenance lifestyle in the heart of this captivating town. Renovated in 2023 and thoughtfully designed to maximize space and functionality. The attention to detail is evident throughout, with stylish finishes and fixtures that perfectly complement the cozy interior. The floor plan allows for comfortable, everyday living. One of the standout features of this property is the small, private courtyard. This intimate outdoor space provides a private sanctuary where you can relax, unwind, and enjoy the outdoors. With minimal yard maintenance required, you'll have more time to savor the wonderful amenities Easton has to offer. Walking distance to an array of cultural attractions, galleries, boutique shops, and dining establishments. Schedule a private showing today. Off street parking located on N Higgins Street.

402 Cherry St, Easton

Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665
$7,950,000
7 Beds ⋅ 9 Baths
Presquile Manor House, originally built by the Lloyd Family circa 1800 as one of their three Plantation Houses, sits up high on the Wye River with due West Exposure. The Main House has recently gone through a two-year renovation process from top to bottom by West & Callahan Construction and Peter Zimmerman Architects Inc, with much thought and care to keep all of the historic attributes that this property deserves. The grounds are improved by a pool, tennis court, covered boat house with deep water, formal gardens, magnificent mature trees and a detached 1,670 sq ft caretaker's house. The main parcel is 10.48 acres with an additional 7.1-acre tree lined drive with a perpetual easement. This is a one-of-a-kind property and a true Talbot County piece of History. Furniture is negotiable.

26546 Presquile Dr, Easton

Listing courtesy of Meredith Fine Properties. Contact: 4108226272
$1,080,000
4 Beds ⋅ 4 Baths
Looking for the ideal downtown Easton location? This beautifully renovated Colonial offers a rare opportunity—perfect as a high‑end investment property or as your personal residence with an income‑producing second unit. This stunning building features two fully updated 1,000 sq. ft. units, each finished with high‑quality materials and thoughtful design. ✦ First‑Floor Unit 2 bedrooms, 2 baths Gourmet kitchen with premium finishes In‑unit washer/dryer Fireplace and hardwood floors Relaxing front porch and covered rear deck with landlord‑provided furniture Large private parking lot behind the building Easy walking distance to Easton’s restaurants, shops, and entertainment ✦ Second‑Floor Unit Offered fully furnished Mirrors the first‑floor layout and upgrades Primary bedroom with access to a second‑story balcony Turnkey and ready for immediate occupancy Together, the two units generate $5670 per month, making this an exceptional opportunity for investors, entrepreneurs, or owner‑occupants seeking both comfort and cash flow. With its prime location and high‑end renovation, this exquisite property won’t last. Call today to schedule your private showing.

140 S Washington St, Easton

Listing courtesy of Meredith Fine Properties. Contact: 4108226272
$414,900
4 Beds ⋅ 3 Baths
Charming Victorian in Historic Easton! This unique single-family home offers the perfect blend of modern style and classic early-1900s character. Featuring 4 bedrooms and 2 fully renovated full baths, this multi-level home showcases timeless architectural details including two fireplaces, a welcoming large front porch, and original/rebuilt single-pane wood windows across the front that preserve its historic charm. Inside, enjoy an open-concept layout with a spacious living room, dining room, and kitchen—ideal for entertaining. Step right out from the dining area onto a huge rear deck, perfect for outdoor gatherings and relaxing evenings. While the home offers a modern feel with historic touches, it does require additional work and will not qualify for standard financing. Ideal opportunity for an investor or buyer looking to restore and build equity in one of Easton’s most desirable historic areas on Maryland’s Eastern Shore.

101 Chapel Rd, Easton

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact: howardcounty@penfedrealty.com
$449,000
3 Beds ⋅ 2 Baths
No neighbors, private and set back off the road. Beautifully Updated Split-Level Retreat on Nearly an Acre Along Route 50! Set back on a private, wooded lot just under an acre, this beautifully remodeled 3-bedroom, 2.5-bath split-level home offers the perfect blend of comfort, style, and outdoor enjoyment. A long circular driveway welcomes you home, setting the tone for the peaceful setting that surrounds this 2,676 sq. ft. property. Inside, the home has been thoughtfully updated since purchase, including new replacement windows, mini-splits, new paint, new LVP flooring, a fully remodeled bathroom, and a vapor barrier with insulated crawl space—providing both modern comfort and long-term peace of mind. The main level features bright, open living spaces with sliding doors from both the living and dining rooms leading to the screened-in porch. From here, you can relax while overlooking the serene pond and the inviting in-ground pool—an ideal setup for entertaining or unwinding after a long day. The finished lower level expands your living possibilities with a cozy den complete with a bar area, a utility/laundry room, and two bonus rooms that can easily be converted into a large fourth bedroom or additional sleeping quarters. Sliding doors from the den offer direct access to the pool area, creating a seamless indoor-outdoor flow. Additional highlights include a wood-burning stove, ample storage, and the flexibility to add 1–2 more bedrooms if desired. With professional photos coming soon, this move-in-ready home is sure to draw attention quickly. A rare combination of privacy, upgrades, and lifestyle amenities—this one truly won’t last. Pool will be open soon.

7364 Ocean Gtwy, Easton

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 745-0415
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