507 properties for sale in Preston town, District 4 Preston Caroline County Maryland

Bring your vision and make this spacious Preston home your own! Offering more than 1,800 square feet, this property features three bedrooms, two full bathrooms, and plenty of room to create a home that fits your style. While the interior is ready for updates, the generous floor plan provides a great foundation for renovation and personalization. Located in the Colonel Richardson School District, this home is an exciting opportunity for a buyer who isnt afraid of a little work and can see the potential beyond the wallpaper. With the right improvements, this could become one seriously charming home!

Discover a prime investment opportunity with this charming 4-bedroom, 2-bathroom bungalow, built in 1940 and boasting 1,725 sq. Ft. of potential. Set on a generous 0.69-acre lot, this detached home offers ample space for expansion or outdoor enhancements, making it ideal for future development or rental income. The property features a cozy fireplace, adding character and warmth, while the expansive lot provides room for outdoor activities or additional structures. With no HOA fees, investors can maximize their returns without added costs. Located in a tranquil area, this home is perfect for those seeking a peaceful retreat while remaining accessible to local amenities. The combination of its classic architecture and spacious grounds presents a unique opportunity for both short-term and long-term rental strategies. Unlock the potential of this property and capitalize on the growing demand for residential rentals in the area. Don't miss out on this investment gem!

Holly Point on prestigious World Farm Road offers an unparalleled waterfront lifestyle. This charming three bedroom, two and a half bath Eastern Shore Cape Cod features an open floorplan, a main-floor primary suite, two ensuite bedrooms and a loft area on the second floor, and breathtaking, broad views across Island Creek. Outdoor amenities include an oversized waterside pool and a deep-water dock with 6 feet MLW. Additionally, the property boasts private guest quarters situated above a detached garage, ensuring ample space for visitors. Located in a highly desirable, protected shoreline setting, this rare gem requires no flood insurance

Beautifully maintained 34 bedroom home set on lovely park-like grounds in the sought after community of Cookes Hope. From the welcoming foyer, the home opens to formal living and dining rooms, followed by an inviting great room with cathedral ceiling, fireplace and wet bar. The spacious kitchen offers an abundance of cabinetry, stainless steel appliances, breakfast bar and a cozy breakfast nook overlooking the beautifully landscaped rear yard. Hardwood floors, crown molding and recessed lighting add warmth and character throughout. The first floor primary suite offers a walk-in closet and spacious bath with separate soaking tub. Upstairs, two additional ensuite bedrooms along with a separate office and family/bonus room with a private balcony. Tons of attic storage. Outdoor living is easy here, with a screened and wraparound porch overlooking the mature landscaping and private rear yard with gazebo. Cookes Hope offers an exceptional array of amenities, including scenic walking trails,

LOVELY Tidewater Farms home with a light, open layout and plenty of space to enjoy. The main level features a spacious breakfast room, open kitchen and great room with a center island, eat-at bar, and gas fireplace. There is also a 19' x 15' bonus room and convenient upstairs laundry. The primary suite offers walk-in closets, a soaking tub, separate shower, and double sink vanity. Outside, enjoy the patio, storage shed, and white panel fence. The home has a brand-new roof from last year, HVAC upgraded approximately five years ago, brand-new washer and dryer, good plumbing, and a finished crawl space. Appliances are under warranty. The sellers are in the process of transitioning into their new home, so buyers should plan for a few months before possession. Reach out for additional information and pictures of the property!

This three-story townhouse features three bedrooms, two full bath, and a half bath. The main level includes a bonus room which walks out to a beautiful TREK deck and an additional half bath ready for final finishes. This home provides plenty of space and an attached one car garage. Located in Cambridge minutes away from local restaurants, stores, parks, and waterfront. Perfect location for a day trip to the beach as well. Come take a look today!

Expansive southwestern views of the tred avon and choptank rivers. A distinguished waterfront residence in Oxford, thoughtfully designed to embrace its extraordinary setting. Exceptional craftsmanship is evident throughout, with exquisite moldings and millwork, Brazilian Cherry hardwood floors, elevated and vaulted ceilings, abundant natural light, and an open floor plan oriented toward the water. The main level is equally suited to gracious entertaining and comfortable everyday living. A formal dining room opens to a refined gourmet kitchen with a generous center island and breakfast bar, premium stainless-steel appliances, wine storage, and a six-burner gas range. The kitchen flows seamlessly into the spacious living room with gas fireplace and continues to a screened porch and adjoining covered porch with outdoor grill, overlooking the pool and river. A well-appointed guest bedroom with ensuite bath and powder room complete the main level. Upstairs, a spacious sitting area with cust

Exceptionally rare waterfront property located in the highly sought-after Oaklands neighborhood of Easton, Maryland, in the heart of the Chesapeake Bay region. Perfectly situated just minutes from charming downtown Easton and historic Oxford, youll enjoy easy access to renowned restaurants, boutique shopping, marinas, and all the beauty the Eastern Shore has to enjoy whatever the season. This beautiful one-story brick ranch home features an expansive open floor plan designed to capture breathtaking water views from nearly every room. With so much to offer it can easily be a full-time residence, retirement retreat, family home, or luxurious summer retreat. Don't let this one get away. Floor-to-ceiling windows span the rear of the home, filling the great room with natural light and showcasing the peaceful beauty of private LeGates Cove off the Tred Avon River. As if the view isn't enough the property is further updated with new carpet in the great room, new paint throughout most rooms, n

List price to be opening bid at online only auction. Online Auction Only! Bidding begins Saturday, October 31st and ends Thursday, November 5, 2026 at 1:00PM. Welcome to Cambridge, Maryland'The Soul of the Shore'. Located on the Choptank River, Cambridge is the Eastern Shore's fourth most populous city. Enjoy year round events such as The Flower Fair, Powerboat Regatta, The Taste of Cambridge, Heritage Skipjack Race and The Santa Swim. Shop at the Farmer's Market or many of the local shops Downtown. Watch the boats go by from the Cambridge Municipal Yacht Basin or enjoy fine dining. Property is located just a few blocksto Downtown Cambridge. The neighborhood has had significant investment in the last year which includes approximately 10 new construction homes and new food anchored retail. Many homes have been rehabbed recently as well. Property is a 2 bedroom, 1 bath. Recent Updates: Fresh Paint Flooring Throughout Front & Rear Door Electric Water Heater Most Lights Replaced 100 Amp Br

378,500! Looking for a little more house, a little more land and a lot more room to enjoy life? Welcome to 5716 Bethlehem Road, where Mid-Shore living comes with 4 bedrooms plus a den, 2 full baths and approximately 1.14 acres to spread out and make your own. Inside, the flexible floor plan gives you plenty of options. The owners suite has its own private bath, and the eat-in kitchen is ready for morning coffee, weeknight dinners and those conversations that somehow turn into an hour. Need a home office? Guest room? Hobby space? Workout room? Or maybe just one room where you can close the door and pretend the to-do list doesnt exist for ten minutes. Theres space for that too. And then theres the attic space, perfect for storage and all the stuff you dont necessarily want to look at every day but somehow still arent ready to part with. Outside, the house keeps delivering. Start the morning on the front porch, move to the deck when its time to relax or entertain, and enjoy the beautiful

Welcome home to this charming 3-bedroom, 2-full-bath home offering a comfortable and functional layout with the convenience of a main-level primary bedroom. The spacious primary bedroom features a private full bath and direct access to the deck, creating an easy connection to the outdoors. The main level also offers a welcoming living area, kitchen and dining space, along with convenient main-level laundry. The kitchen and dining area provide additional access to the deck, making outdoor entertaining or enjoying your morning coffee a breeze. Upstairs, youll find two additional bedrooms and a full bathroom, providing plenty of space for family, guests, a home office or flex space. This desirable end-unit home offers added privacy and extra outdoor space, including a side yard and backyardperfect for relaxing, entertaining, or enjoying some fresh air. Updates include an HVAC system that is only one year old and a new washing machine, providing added peace of mind. Come see all this home

Tucked away on a private lot, this spacious property offers a combination of privacy and convenience. The main level features LVP flooring, a large updated kitchen with cherry cabinetry and an owners suite for easy one-floor living. A breezy screened porch overlooks the peaceful backyard and provides the perfect setting for relaxing or entertaining. Upstairs, youll find a generous recreation room with powder room, along with a family room and office area above the attached two-car garage. A walk-in attic provides extra storage and bonus space potential. Outside, the oversized pole barn offers plenty of space for a workshop, hobbies and equipment. Conveniently located just minutes from shopping, restaurants, and the waterfront park. New roof August 2026. New first floor air conditioning 2025. All new ductwork 2025. Electric hot water heater replaced 2025

Nestled in the charming Easton Village, this exquisite Craftsman-style residence offers a perfect blend of luxury and comfort, ideal for those seeking a lifestyle close to shops, restaurants and the water. With 4 spacious bedrooms and 3.5 baths inclusive of a primary suite on the main level, this home spans an impressive 4,000+ square feet, providing ample space for relaxation and entertainment. Enter from the front porch to discover an inviting open floor plan that seamlessly connects the living, dining, and kitchen areas. The heart of the home features a kitchen equipped with stainless steel appliances, including a built-in microwave, range, and dishwasher, complemented by a generous island perfect for casual dining. The formal living room and formal dining room are perfect for gatherings, while the family room with two-story ceiling off the kitchen is bathed in natural light with a gas fireplace for cozy evenings at home. Retreat to the luxurious master suite, where a walk-in dual s

Beautifully crafted, turn-key'Oxford Cottage' built in 2023 offering high-end finishes and classic Eastern Shore charm with NO HOA! Step off the welcoming front porch into a light-filled open-concept main level featuring hardwood floors throughout. The generous-sized eat-in kitchen boasts custom cabinetry, upgraded countertops, stainless steel appliances, and a seamless transition out to a spacious screened-in sunroomideal for outdoor dining and entertaining. The main floor offers an entry-level full bath and a versatile flex room perfect for a primary bedroom, home office, or den. Upstairs features two generous-sized bedrooms with dramatic vaulted ceilings, a full bath, and a dedicated laundry area. Outside, cedar-raised flower beds frame the home alongside a low-maintenance 0.11-acre lot and a detached frame garage with ample room for vehicles, water toys, or a workshop. Located just blocks from the Strand beach, waterfront parks, local dockside dining, the historic Oxford-Bellevue F

Nestled in a farm like setting, this exquisite ranch-style home offers a luxurious lifestyle on a sprawling 40.64+/-acre lot, seamlessly blending elegance with nature. The property boasts modern comforts throughout its 1,568+/. Sq. ft. Of meticulously designed space. Step inside to discover an inviting interior adorned with rich hardwood and plush carpet flooring. The traditional floor plan features a spacious combination kitchen and dining area, complete with upgraded countertops, a country-style kitchen island, and energy-efficient appliances, including an ENERGY STAR refrigerator and self-cleaning oven. The home is equipped with an advanced air filter system and water treatment system, enhancing indoor air quality and convenience. The exterior is equally impressive, featuring extensive hardscaping, ambient exterior lighting, and a personal heated pool, perfect for relaxation and entertainment. The property includes multiple outbuildings, such as a guest house and utility building, p

Seller incentive! Seller is offering a $5,000 credit toward buyer closing costs or an interest rate buydown! Take advantage of this opportunity to reduce your upfront expenses or potentially lower your monthly mortgage payment. Welcome to this meticulously crafted 2023 contemporary farmhouse, perfectly positioned on a spacious. 85-acre lot in the established community of Ashworth. Built in 2023 and gently used, this home combines the appeal of newer construction with significant Seller improvements made to further enhance its quality, comfort, functionality, and value. Recent investments include fresh interior paint, a newly installed whole-home water conditioning system and reverse osmosis drinking water system, a high-end Samsung smart refrigerator with built-in touchscreen, a GE smart washer and dryer, and a convenient kitchen pot filler. Offering 3,168 square feet, 4 bedrooms, and 2.5 baths, this beautifully designed home is truly move-in ready with many of the finishing touches an

Due to military relocation orders, the sellers are preparing for their next assignment and are ready to make their move. This presents a wonderful opportunity for buyers to make this beautiful property their new home. Sellers are motivated and welcome serious offers!,Beautiful Home Nestled in the charming High Banks community, this delightful Cape Cod-style home offers a serene retreat with 220 feet of waterfront along, and its own private dock to The Pond at High Banks. Or sit out on the wrap around porch overlooking the pond. To enter you drive down a tree lined lane and expansive lawn to a house literally out of a story book. Imagine mornings spent sipping coffee on your porch, listening to the gentle sounds of nature. With 4 spacious bedrooms and 2 full baths, this residence is designed for comfort and relaxation. The main bath is as elegant as you can make, with a built in vanity for pampering one self. The back yard area is fenced in with access from side and back of house. Remod

Solid brick 3-bedroom, 2-bath rancher situated on a quiet street just behind the hospital. This well-maintained home features a newer roof, soffits, and gutters, along with a vapor barrier, energy-efficient windows, and sliding door. The updated kitchen includes stainless steel appliances. Enjoy a gravel driveway plus convenient street parking. Ideally located close to the hospital and just minutes from downtown restaurants, shops, and amenities

An Exceptional Custom Built Choptank River Waterview Retreat. Masterfully crafted in 2021 by the owner, an experienced custom home builder, this modern farm style home is a true showcase of exceptional craftsmanship, timeless architecture, and refined luxury. Every detail was thoughtfully designed to create a residence that is both elegant and inviting, where breathtaking Choptank River views and spectacular sunset skies become part of everyday living. Offering approximately 3,000 square feet on. 95 acres, this remarkable home captures panoramic water views from nearly every room. Expansive windows fill the interiors with natural light while framing the ever changing beauty of the river, creating a serene backdrop for both relaxation and entertaining. Surrounded by beautiful mature landscaping with irrigated lawn, the grounds provide a private and picturesque setting with thoughtfully designed outdoor spaces that enhance the timeless appeal of the home and create a truly tranquil retre

Investor opportunity in Cambridge! This 2-bedroom, 1-bath property offers plenty of potential for renovation, rental income, or resale. A great opportunity for investors looking to add value and expand their portfolio. Property is being sold strictly as-is, with the buyer responsible for all inspections, repairs, and due diligence. This one will not last! Please note: This Property is being sold As-Is condition. Buyer is responsible for all certifications. Seller never occupied. Neither the seller or listing agent make any representation as to the accuracy of any information contained herein. Buyer must conduct their own due diligence, verification, research and inspections and are relying solely on the results thereof. Buyer to pay all closing costs and transfer tax

Welcome to this beautifully maintained McDaniel model in Easton Club East, a sought-after 55+ active adult community in Easton. Offering 3 bedrooms and 2.5 baths, this spacious home features a well-designed floor plan with a first-floor primary suite, generous living spaces, and an attached two-car rear-entry garage. A welcoming foyer opens to the formal dining room and leads into the great room, where vaulted ceilings create a bright and open feel. Just beyond, the sunroom offers additional living space with abundant natural light. The kitchen features rich cherry cabinetry, granite countertops, ceramic tile flooring, double wall ovens, an electric cooktop, and a comfortable breakfast area. The first-floor primary suite includes a walk-in closet and private bath with a soaking tub and separate walk-in shower. Two additional bedrooms and a full bath provide comfortable space for guests. Additional features include an irrigation system and intercom system. Easton Club East offers an imp

Step back in time with this early 1900s home. This home is full of character, from the detail in the trim work to the upper level'porch. This home offers great potential to be returned to the early 1900s with a little TLC and vision. Located in the heart of Preston, it is 15 minutes from historic Easton with all its amenities. Come take a look and see the vision

Timeless charm and significant modern updates come together perfectly at 113 Vue de Leau Street, a one-of-a-kind property in the historic West End district of Cambridge, MD. The home features 3 bedrooms and 2 full baths, one on each level. The main level boasts a beautifully remodeled kitchen with stainless steel appliances and granite countertops, a separate living and dining room with floor-to-ceiling built-in display shelves, and a stunning, light-filled sunroom with vaulted ceiling and wood flooring that opens to the inviting backyard. Easy care LVP flooring extends throughout the remainder of the main level. Upstairs are three bedrooms and a full bath with a clawfoot tub/shower. The private, fully-fenced backyard features a gazebo with ceiling fan and power outlets, providing additional space for outdoor relaxation and fun. There is also a shed for storing all of your tools and toys as well as off-street parking for two cars. Notable improvements to the home include a new roof, si

Price reduced! Welcome to 2903 Ram Road in Bay Country Village! This spacious DOUBLE-WIDE manufactured home offers 3 bedrooms and 2.5 baths with a comfortable, functional layout and plenty of room to make it your own. The generous living areas provide great space for both everyday living and entertaining, while the well sized bedrooms offer flexibility for guests, a home office, or additional living space. Enjoy the convenience of single level living and a location just minutes from shopping, dining, and all that Cambridge has to offer. Home is situated on leased land with a current lot rent of $760 per month. Buyer must apply for and be approved by Bay Country Village management at mhvillage. Com to apply. A great opportunity to own an affordable, spacious home on Marylands Eastern Shore!

This great home is tucked in a cozy cul de sac just out side of town and boasts an open floor plan on the first floor. The kitchen is open and spacious with plenty of cabinetry and work space and complete with a breakfast bar. The laundry room is off the kitchen and leads to the one car garage. Upstairs you will a spacious primary suite with full bath, two additional guess rooms and a hall bath. Priced to sell quickly so don't let this one get away!

Refined waterfront offering on Marylands Eastern Shore, 7871 Avon Court has been completely transformed into a sophisticated modern farmhouse blending timeless design and convenience. Thoughtfully renovated to a like-new standard, the residence offers approximately 2,000 square feet with 3 bedrooms, 2.5 baths and a private office/flex space. Dramatic vaulted living spaces, wide-plank flooring, custom finishes and a beautifully reimagined kitchen create interiors that feel both elevated and inviting. Expansive windows frame views of the Tred Avon River from nearly every room, seamlessly connecting the home to its exceptional waterfront setting. Set on a high-bank waterfront site with approximately 360 feet of shoreline and 3 feet MLW, the property is ideally suited for boating, kayaking, paddleboarding and waterfront entertaining. Private pier, sandy beach, mature trees and expansive lawn create a rare park-like setting just minutes from downtown Easton and within easy reach of Washingt

Back Up Offers Will Be Considered. Welcome to this beautiful 3-bedroom, 2-bathroom home filled with wonderful updates throughout. As you arrive, youll immediately notice the brand-new roof, offering peace of mind for years to come. Step inside to discover a stunning updated kitchen featuring quartz countertops and stainless steel appliances, perfect for both everyday living and entertaining. With spring just around the corner, imagine relaxing on the deck off the back of the home, overlooking the spacious backyardan ideal setting for outdoor gatherings or quiet evenings. Down the hall, youll find two comfortable bedrooms along with a full bathroom on the first floor. Upstairs, retreat to the spacious primary suite, complete with two walk-in closets and a private en-suite bathroom, creating the perfect place to unwind. This home combines modern updates with comfortable livingready for its next owner to move right in

Space, flexibility, and outdoor living come together at 2792 Meadowbrook Road! This spacious 5-bedroom, 2.5-bath split-level home sits on a beautiful. 46-acre lot. The upper level features three bedrooms, including a primary bedroom with its own private bath. The living room offers an open feel and an opportunity to create an even more unique space with the potential for an upper balcony. The kitchen provides abundant cabinet storage and plenty of natural light. Downstairs, you'll find two additional bedrooms, a large family room with an electric fireplace, and a charming stone sitting area with a large sliding glass door that opens directly to the backyard and expansive concrete patio. The layout provides great flexibility for guests, a home office, recreation space, or whatever fits your lifestyle. Step outside and enjoy the privacy of the backyard, complete with an above-ground pool and deck, large patio, and plenty of room to create your own outdoor retreat. The home is in good con

Adorable + affordable. 3BR/2BA rancher on. 92 acres on a no-through street. This one-story home has been lovingly-maintained by the same owner since it was built. Great floorplan with spacious living room, kitchen and dining room combo. Primary bedroom with ceiling fan and full, en-suite bath with a tub/shower combo. 2 additional bedrooms with ceiling fans, 2nd full bath with a tub/shower combo. Centrally located between Preston, Hurlock, and Federalsburg. You are just minutes to shopping, dining, public parks, and events. Close to plenty of Eastern Shore landmark towns. 14mi to historic Downtown Easton, 20mi to Cambridge on the banks of the Choptank River, 30mi to Saint Michaels, 40mi to the Chesapeake Bay Bridge, about 45mi to the beloved Delaware beaches, 50mi to Dover, Delaware State College, or Chestertown, Washington College. Sizes, taxes, distances approximate. Cash or Conventional financing ONLY

Welcome home to this beautifully updated property offering a spacious, flexible floor plan and thoughtful improvements throughout. The main level features new LVP flooring (2024), fresh interior paint, and updated lighting and ceiling fans, along with multiple living areas, including a welcoming front sitting room and a generous living room. The eat-in kitchen is equipped with stainless steel appliances, including a French-door refrigerator/freezer, dishwasher, microwave, and range, all replaced in 2024. The primary bedroom features a spacious walk-in closet with a custom metal closet system installed in 2025. Main-level laundry adds everyday convenience with a new washer (2026) and dryer (2021). The fully finished lower level is one of the home's standout features, offering an impressive amount of additional living space. The expansive family room provides plenty of room for entertaining, movie nights, recreation, or relaxing. A built-in desk creates a dedicated workspace, while a spa