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7035 Pine Ridge Rd, Easton
$450,000
3 Beds ⋅ 3 Baths
Spacious one-level home in Easton’s South Beechwood community, offering three bedrooms, two-and-a-half baths and hardwood floors throughout. The inviting floor plan includes a formal living room, separate dining room and generous family room with a gas fireplace and built-in bookcases. The ensuite primary bedroom features an oversized walk-in closet, while two additional bedrooms provide comfortable accommodations for family or guests. A new roof was installed in 2024. The oversized attached garage offers abundant storage and includes dedicated office space with a separate entrance—ideal for working from home. A private patio, storage shed and convenient location close to downtown Easton complete this well-maintained property.

7035 Pine Ridge Rd, Easton

Listing courtesy of TTR Sotheby's International Realty. Contact:

9545 Quail Hollow Dr Unit 206, St Michaels
$435,000
3 Beds ⋅ 2 Baths
Enjoy the charm of St. Michaels from this end-unit townhome in Martingham. Offering three bedrooms and two full baths, the home features a flexible layout with a first-floor bedroom and full bath—well suited for guests, a home office, or convenient main-level living. The renovated kitchen has white cabinetry and stone countertops, with a glass door opening to a bright, tile-floored sunroom. A fireplace and large picture frame window make the living room a welcoming place to unwind. Upstairs, the primary bedroom opens to a private deck with a small water view and peaceful views of landscaped grounds. An attached one-car garage adds everyday convenience. Martingham is home to the Links at Perry Cabin, a scenic 18-hole championship course designed by Pete Dye, while the nearby town of St. Michaels offers the historic character, local shops, waterfront outings, and dining that make it such a special place to spend time.

9545 Quail Hollow Dr Unit 206, St Michaels

Listing courtesy of Benson & Mangold, LLC. Contact:

7079 Blackberry Ct, Easton
$425,000
4 Beds ⋅ 4 Baths
Nestled in the serene community and quiet court of The Woods at Stoney Ridge, this beautiful Colonial offers an inviting blend of elegance, comfort, and thoughtful updates throughout more than 3,300 square feet of living space. The interior showcases elegant crown molding, hardwood floors, and plush carpeting, creating a warm and welcoming atmosphere. The functional, yet spacious kitchen is designed for both everyday living and entertaining, featuring a spacious peninsula island and quality appliances, including a self-cleaning oven and built-in microwave. Gather in the cozy family room, complete with a gas fireplace, or retreat to the private main level primary suite, where a generous walk-in closet and spa-inspired bath with both a walk-in shower and soaking tub provide the perfect place to unwind. A convenient main-level laundry room and partially finished walkout basement offer added functionality and flexible living space. Additional highlights include a two-story, two-car garage and ample driveway parking. Major updates provide added peace of mind, including a new roof in 2025, new HVAC system and tankless hot water heater in 2021, new main-level carpeting in 2023, and new upper-level carpeting in October 2026. Combining timeless Colonial charm, spacious interiors, and valuable updates, this home is ready to welcome its next owners!

7079 Blackberry Ct, Easton

Listing courtesy of American Premier Realty, LLC. Contact:

29624 Tallulah Ln, Easton
$395,000
4 Beds ⋅ 3 Baths
This attractive 4-bedroom, 3-bath home offers over 2,000 square feet of comfortable, one-level living! Thoughtfully designed with two primary suites and a desirable split floor plan, this home provides both space and flexibility. The spacious living room features a wood-burning fireplace with a brick hearth and mantel, along with sliding glass doors that lead to the backyard. The large kitchen offers a breakfast bar, an oversized pantry and an adjoining dining area overlooking the rear yard. A separate dining room provides additional space for entertaining. The split-bedroom layout offers a primary suite with an attached bath and walk-in closet, two guest bedrooms and a full bath on one side of the home, while the second primary suite with attached full bath are situated on the opposite side, an ideal arrangement for guests, extended family or a potential in-law suite. Additional features include a separate laundry/mudroom with a utility sink, ample closet space throughout, an oversized attached two-car garage and a blacktop driveway. Step outside to enjoy the rear deck overlooking the fully fenced backyard, complete with a storage shed. Recent improvements include fresh interior paint and a Rinnai tankless water heater added in 2025. Community amenities, include a playground and open green space, all conveniently located just minutes from downtown Easton, with its shopping, dining and local attractions.

29624 Tallulah Ln, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

14013 Old Wye Mills Rd, Wye Mills
$369,000
4 Beds ⋅ 2 Baths
Charming Cape Cod home, built in 1986, offers a perfect blend of comfort and community. With 1,950 sq. ft. of living space, it features 4 spacious bedrooms and 2 full bathrooms, ideal for gatherings or quiet evenings. Large 4 season room located off kitchen/dining area. Nestled on a generous 0.46-acre lot, the property boasts a detached garage with ample storage, perfect for hobbies or outdoor gear. Enjoy the convenience of main-floor laundry, enhancing your daily routine. Located in a welcoming neighborhood, residents benefit from nearby parks, excellent schools, and vibrant community events. The area is known for its friendly atmosphere and easy access to public services, ensuring a fulfilling lifestyle. Embrace the warmth of this home and the joys of community living, where every day feels like a retreat.

14013 Old Wye Mills Rd, Wye Mills

Listing courtesy of Keller Williams Realty. Contact:

29301 Pin Oak Way, Easton
$354,900
3 Beds ⋅ 2 Baths
Interior Photos Soon! Welcome to your next home in desirable South Beechwood. Lovingly maintained by its original owner. This spacious rancher features cozy family room, a bright sunroom, and primary bedroom with private bath. Recent major improvements include a newer roof, HVAC system, and appliances. Outside, enjoy a spacious yard backing to trees and a protected area. A large garden shed adds convenient space for tools, lawn equipment, and outdoor belongings. Both comfortable and affordable - Whether you're a first-time buyer looking to get started or ready to simplify and scale down, this rancher is ready for its next chapter! Public records does not reflect square footage of sunroom.

29301 Pin Oak Way, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

31066 Skipton Cordova Rd, Cordova
$340,000
3 Beds ⋅ 3 Baths
Move-in ready and beautifully renovated. This charming colonial offering 3-bedroom home in the Chapel School District that has been extensively remodeled from top to bottom. With so many major improvements already completed, this is a wonderful opportunity for a first-time homebuyer looking for an updated home without the projects and added expense that often come with an older property. Step inside to a bright, fresh interior featuring new LVP flooring, a completely remodeled kitchen with new cabinetry and appliances, and beautifully updated bathrooms. Major exterior improvements include a new roof, new windows, and new siding, adding to the home's move-in-ready appeal. Need extra space? The upstairs features a versatile bonus room that could serve as a home office, guest room, hobby space, playroom, or potential third bedroom. This home offers a comfortable country setting while remaining convenient to Easton and surrounding Mid-Shore communities. Whether you're purchasing your first home, downsizing, or simply looking for a property where the work has already been done, this one deserves a closer look.

31066 Skipton Cordova Rd, Cordova

Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:

29245 Corbin Pkwy, Easton
$339,999
3 Beds ⋅ 2 Baths
This move-in-ready Easton rancher offers approximately 1,400 square feet of comfortable one-level living with 3 bedrooms and 1.5 baths. The home features a spacious living area, an open kitchen and dining space, a generously sized primary bedroom, and good natural light throughout. Set on an oversized, nearly half-acre lot, the property offers a large fenced backyard with plenty of room for outdoor enjoyment, along with a concrete patio, storage shed, and ample driveway parking. Important improvements are already in place, including flooring in 2019, a new roof in 2021, and HVAC in 2022. Public water, sewer, and natural gas add to the convenience. Well maintained and ready for its next owner, this is an appealing opportunity for comfortable single-family living in Talbot County.

29245 Corbin Pkwy, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

21524 Chicken Point Rd, Tilghman
$329,000
4 Beds ⋅ 2 Baths
Live the Tilghman Island lifestyle just steps from the Chesapeake Bay. Perfectly positioned in the heart of historic Tilghman Island, this updated four-bedroom home offers the ability to enjoy one of Maryland's most authentic waterfront communities without the waterfront price tag. Walk to marinas, waterfront restaurants, charter fishing, Tilghman Wharf, and the iconic drawbridge, or spend your days exploring the Chesapeake by boat, kayak, or bicycle. Originally inspired by one of Tilghman's classic "W" homes, the residence blends timeless island character with modern updates. Inside, you'll find a spacious, open floor plan featuring an updated kitchen with granite countertops, stainless steel appliances, and abundant cabinetry, along with beautifully renovated bathrooms, new flooring, and a flexible layout that includes a first-floor bedroom and full bath—ideal for guests or one-level living. Three additional bedrooms and another updated full bath are located upstairs, providing plenty of space for family and friends. A new HVAC system adds year-round comfort, while the generous yard offers room for gardening, entertaining, or simply relaxing after a day on the water. Whether you're searching for a full-time residence, a weekend retreat, or an investment in one of the Eastern Shore's most charming villages, this home delivers exceptional value at an attractive price point. Experience the slower pace, rich maritime heritage, and unmatched sense of community that make Tilghman Island one of the Chesapeake Bay's hidden gems.

21524 Chicken Point Rd, Tilghman

Listing courtesy of Benson & Mangold, LLC. Contact:

6136 Tilghman Island Rd, Tilghman
$300,000
REAL ESTATE AUCTION featuring ON SITE and SIMULCAST BIDDING!! Online Bidding Opens - Thursday, October 29, 2026. Live On Site Auction - Friday, October 30, 2026 at 12:00 noon. List price is opening bid only. Live Auction Bidders – A $40,000 deposit, payable by cashier’s check, will be required of the purchaser at time and place of sale. Online Auction Bidders – A $40,000 deposit, payable by cashier’s check or wire transfer, is due from all online bidders prior to bidding platform approval. That deposit to be applied to the purchase price for the purchaser, and all other deposits returned within 1 business day. A once in a lifetime opportunity to purchase a waterfront restaurant building with tiki bar in one of the most sought after locations on Maryland’s Eastern Shore. Located at the gateway to Tilghman Island and facing the Tilghman Island Drawbridge, considered to be the busiest on the East Coast, the property features ample exposure to both boat and vehicle traffic. The auction provides an opportunity for both users and investors to purchase a trophy waterfront property in a truly unique, desirable location with extensive long-term potential.

6136 Tilghman Island Rd, Tilghman

Listing courtesy of A.J. Billig & Company. Contact:

4869 Bar Neck Rd, Tilghman
$209,700
2 Beds ⋅ 2 Baths
Discover a unique investment opportunity in the charming Victorian-style home located in the serene Tilghman Island. This detached residence, built in 1900, boasts 2 over/under units of well-maintained living space, each featuring a spacious bedroom and full bathroom. The interior is adorned with hardwood and partially carpeted floors, enhancing its classic appeal. Investors will appreciate the built-in features, energy-efficient double-pane windows, and a cozy gas fireplace, perfect for attracting quality tenants. The country-style kitchen is equipped with essential appliances, including a refrigerator, built-in microwave, oven/range, dishwasher, and washer/dryer, ensuring convenience for future occupants. The expansive 0.42-acre lot offers ample outdoor space, complemented by inviting patios and porches, ideal for relaxation or entertaining. With off-street parking and a shed for additional storage, this property is primed for rental income or long-term appreciation. Seize this chance to invest in a timeless gem with significant potential!

4869 Bar Neck Rd, Tilghman

Listing courtesy of Maryland Realty Connection. Contact:

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