Homes for Sale in 21655

1.25+/- acres on a point on Little Creek off the Choptank River. Two bedroom, one bath log cabin with loft. An additional accessary log cabin. Easy access to Easton or Preston. Great waterfowl location.

Randy Staats Benson & Mangold, LLC

Peaceful Country Living on 3.2 Acres – Recently Renovated Home with Expansive Pole Barn! Welcome to 21405 Tanyard Rd in Preston, MD – where modern updates meet serene country living. This beautifully renovated 4-bedroom, 3-bath home sits on 3.2 acres—perfect for gardening, raising animals, or simply enjoying wide-open space and quiet surroundings. Step inside to find a bright, freshly updated

Justin Pokrywka Taylor Properties

***Unique Opportunity***Welcome to this spacious and well-cared-for property located in the peaceful town of Preston. The main home offers 5 generously sized bedrooms and 3 full bathrooms, providing ample space for comfortable family living or multi-generational needs. A large eat-in kitchen serves as the heart of the home, perfect for everyday meals or entertaining guests.This

Ross Muir EXP Realty, LLC

Two Johns – Charming Home in a Sought-After Waterfront CommunityNestled between Preston and Denton in the desirable Two Johns subdivision, this beautifully maintained 4-bedroom, 2.5-bath home offers a rare blend of comfort, style, and location. Just a few houses away from the public boat landing, residents enjoy easy water access for boating, kayaking, or fishing. Take in serene water

Eddie Matthews Benson & Mangold, LLC

Enjoy the waterfront lifestyle with this one floor gem perched up on the banks of the Choptank River just 10 minutes from historic Denton. Relaxation and a connection with nature are easily achieved inside and outside of the home. Outdoor living areas are abundant with a private screened-in gazebo to sit back and enjoy the wildlife, winter deck to catch some rays, and a back patio with Choptank

Murphy ONeill Coldwell Banker Chesapeake Real Estate Company

NEW PRICE! Two Tranquil Country Acres with No Restrictions, backs to open farmland. Deep Back Yard includes an above ground pool with a deck for your summer enjoyment, large vinyl fenced area for pets and kids, more fenced area for farm animals (pets) and includes a shooting mound should that be of interest. This lovely home Boasts 2,667 Sq. Ft. of Family Space with new LVP flooring though out

James Bent Benson & Mangold, LLC

Custom Brick rancher, close to town on large lot. Open floor plan, spacious kitchen, stainless steel appliances, large island. 3 bedrooms, 2 baths, sunroom overlooking yard. New Well and septic being installed. Upgrades include new windows, CAC, new roof new electric service and plumbing

Barbara Nichols Results Realty Inc.

New construction in Preston, MD offering 3 bedrooms and 2 full baths across 1,400 square feet. This home features an open layout with vaulted ceilings, LVP flooring in the main living areas, and carpeted bedrooms. The kitchen is equipped with stainless steel appliances and granite countertops. The primary suite includes a stand-up shower, while the guest bath offers a tub/shower combo. An

Eric Haro The Parker Group

Well built and lovingly maintained 3 bedroom, 2 bath rancher on 1 acre. New roof installed 2024. Nice open yard with established shade trees around the house. Small barn at rear of the property.

Andrew Beaven Wright Real Estate

Gorgeous, updated rancher with oversized detached garage! This home is stunning! New roof, new siding, new LVP floors, large family room with vaulted ceilings, huge bedrooms, and a full basement! Do NOT pass this one up! MUST SEE!

Crystal Smith RE/MAX Executive

PRICE IMPROVEMENT, Perfect Opportunity to Settle Before the New Year! Welcome home to this beautifully updated 3-bedroom rancher just minutes from downtown Preston! Move right in and enjoy peace of mind with major updates already done — including a New Roof and Septic (2022), new Well, HVAC, & Electrical panel upgrade (2023). Inside, you’ll find Fresh Paint, New Carpet, a Brand-new Gas range and

Jennifer Norfolk Coldwell Banker Waterman Realty

Amazing opportunity for a 1st time buyer or investor. The home has been recently renovated to include new kitchen cabinets, counter tops, appliances, flooring, ceiling fans, base board heating units, new windows and painting. The roof was replaced in 2024. The home is move in ready, just bring your furniture.

Eddie Matthews Benson & Mangold, LLC

Amazing opportunity for a 1st time buyer or investor. The home has been recently renovated to include new kitchen cabinets, counter tops, appliances, flooring, ceiling fans, base board heating units, new windows and painting. The roof was replaced in 2024. The home is move in ready, just bring your furniture.

Eddie Matthews Benson & Mangold, LLC

Charming Renovated Home in Choptank, Preston MD Additional Photos coming. This home is currently getting a fresh coat of interior paint, new appliances and updates coming. It will be turn key ready for you. Situated on a large double lot with mature landscaping. Don’t miss this beautifully completely renovated 2-bedroom, 2-bath home located in the quaint and peaceful community of

Darlene Wheatley Benson & Mangold, LLC

Step back in time with this charming 3-bedroom, 2-bathroom home built in 1890, located in the heart of Preston. Full of character and original details, this home offers a unique opportunity to restore and customize a piece of local history. The inviting living room features a cozy fireplace, perfect for relaxing evenings. A large laundry room and a separate den/office provide flexibility and

Wes Russum Coldwell Banker Chesapeake Real Estate Company

Charming Country Living with Room to Make It Your Own! Welcome to 21245 Tanyard Road, a spacious rancher with 3 bedrooms and 2 full baths nestled on a peaceful 0.62-acre lot in Preston. Built in 1987, this single-level home offers a solid foundation and a functional layout, ready for your personal touch and updates.Whether you're looking for a primary residence or an investment opportunity,

Samantha Grimes Chesapeake Real Estate Associates, LLC

Charming 3-bedroom, 1-bathroom mobile home on 1.37 acres with plenty of room to grow! This well-maintained, one-family-owned property boasts numerous recent upgrades, including a new roof (2024), hot water heater (2023), new appliances and countertops (2024), fresh paint (2024), new fencing (2024), and a brand-new septic system. The oversized 2-car garage provides ample storage or workspace.

Katie Moore Coldwell Banker Chesapeake Real Estate Company

Build your dream home on this available lot in Preston, Md. Old home on property - either tear down or restore. Buyer to complete due diligence with County

Dalton Adshead Keller Williams Select Realtors of Cambridge

COMING SOON — A True Eastern Shore Estate! Experience unparalleled living at this magnificent 58+ acre Preston estate, an extraordinary opportunity to own a property that perfectly blends luxury, comfort, and versatility. The stately main residence features 5 bedrooms, 6 full and 3 half baths, and an impressive foyer with a grand double staircase. Entertain with ease in the gourmet kitchen with

Donna Harrington Coldwell Banker Realty

Looking for peace, privacy, and wide-open views?Escape the subdivision life — no HOA, no close neighbors, just you and open fields. This charming property, tucked back from the road and surrounded by farmland, has been lovingly held since 1972. Traditional styling and ready for a your new chapter. The home is livable, but will not qualify for USDA, Rural Home or VA. Pinterest, AI and bring

Barbara Dayton Long & Foster Real Estate, Inc.