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$724,500
5 Beds 4 Baths MDQA2016194 MLS
Price improvement! Motivated sellers. This custom built home offers the perfect opportunity to live just minutes away from the Chesapeake Bay Bridge and Route 50, offering partial water views and a layout designed for both everyday living and effortless entertaining. The main level features 12 foot ceilings and oversized 6 foot windows that create bright, open living spaces. A vaulted morning room transitions seamlessly into a sunroom, providing flexible space for dining, relaxing, or working from home. The gourmet eat-in kitchen offers granite countertops, a substantial center island, pantry, and an open-concept design that opens into the family room and sunroom. The primary suite is generously sized, featuring a tray ceiling and a well-designed bath with custom tile shower and double vanity. The remaining four bedrooms share two jack-and-jill style bathrooms offering convenience for family and guests. Outdoor living is equally appealing, with an 800-square-foot wraparound deck ideal for entertaining. The property also offers space for a potential in-ground pool (buyer to verify with Planning & Zoning). Additional features include custom hardwood and tile flooring run throughout, tailored Roman blinds and wood shutters, new HVAC system, finished garage, and dedicated laundry room with new washer, dryer, and utility sink. A rare 1,820-square-foot crawl space with 4-foot ceilings, finished concrete floor, and indoor access provides plenty of additional storage. Built by local builder Lacrosse Homes with numerous upgrades, this well-maintained home offers immediate value in one of the most popular areas on the Eastern Shore - all with no HOA. Schedule your tour today.

1868 Roberta Dr, Chester

$30,000
PADE2108112 MLS
Investor Special – Full Rehab Opportunity! Attention investors and contractors! This property is in need of a complete renovation and is best suited for experienced buyers seeking a full reconstruction project. The property requires substantial repairs, including roof replacement, and is being offered as a blank slate for redevelopment. Conveniently located near public transportation and major roadways, providing easy access to surrounding areas. Safety Disclaimer: No interior showings are permitted due to the current condition of the property. Drive-by viewings only. Do not open the front door under any circumstances, as there are no stairs beyond that point and it poses a serious safety hazard. Property is being sold strictly as-is. Buyer is responsible for all certifications, inspections, and any required repairs.

1206 Kerlin St, Chester

$1,725,000
4 Beds 3 Baths 961236 MLS
THE ULTIMATE HUDSON VALLEY LEGACY ESTATE | 53 ACRES OF UNMATCHED POTENTIAL Rarely does a property emerge that perfectly balances refined luxury living with raw, untapped opportunity. Nestled in the heart of scenic Chester, New York, 20 Goshen Road offers an expansive 53-acre canvas designed for the visionary. Whether you envision a world-class equestrian facility, a high-potential residential development, or a private sustainable sanctuary, this estate delivers on every front. THE RESIDENCE Built in 2002, the custom-designed 3,348 sq. ft. home features 4 spacious bedrooms and 3 full baths. The layout is thoughtfully crafted to maximize natural light and views of the sprawling grounds. The infrastructure is built for the enthusiast, featuring an oversized 3-car garage with 10-foot doors—perfect for car collections, boats, or equipment. THE GROUNDS & EQUESTRIAN APPEAL Step outside into a nature lover’s paradise. The property is crisscrossed with miles of well-maintained horse trails, making it a premier choice for equestrian pursuits. The land is rich with resources, including an estimated $30,000 in marketable timber and a thriving, mature orchard boasting over 40 trees including pear, cherry, apple, and peach varieties. SUSTAINABILITY & UTILITY Embrace a self-sufficient lifestyle with an infrastructure designed for resilience. The property features a large-scale chicken coop with a capacity for up to 200 birds and an incredibly efficient heating system powered by an outdoor wood-burning furnace, significantly reducing utility costs while utilizing the property's natural resources. INVESTMENT & DEVELOPMENT Positioned in one of Orange County’s most investment-friendly regions, the 53.00-acre lot size offers significant subdivision possibilities. Investors and developers will recognize the rare value in the expansive road frontage and the desirable Chester location, just moments from local amenities yet completely secluded. Discover the endless possibilities of 20 Goshen Road—where your private retreat meets a high-yield investment.

20 Goshen Road, Chester

$699,995
6 Beds 4 Baths 960665 MLS
A Landmark Farmhouse with a Story to Tell. Standing proudly since 1872, this historic Colonial farmhouse is one of the very first homes built on Black Meadow Road and remains a meaningful piece of Chester’s agricultural past. Once surrounded by hundreds of acres of open farmland and dairy cows, the home still carries the soul of a working farm while offering the comforts of modern living. With over 4,000 square feet of living space, the home blends authenticity with thoughtful updates. Original architectural elements—including wide-plank floors, carefully refinished—add warmth and character throughout. Two staircases provide access to the second floor, reflecting the home’s natural evolution over time. The kitchen is rich in historic detail, highlighted by authentic hand-hewn wood support beams, original to the house and a true testament to 19th-century craftsmanship. Modern enhancements integrate seamlessly, including granite countertops, custom cabinetry, stainless steel appliances, and new high-performance HPL flooring designed for durability. The layout includes six bedrooms and four bathrooms, with twin primary suites located on opposite wings of the home, each offering walk-in closets and a sense of privacy. The welcoming foyer features new hardwood floors, while the spacious mudroom has been updated with new tile flooring and a full bathroom, ideal for everyday country living. A sunken family room with a fireplace creates a cozy gathering space, and the large formal dining room, featuring newly refinished hardwood floors, is perfectly suited for holidays and special occasions. At the rear of the home, a sun-filled sunroom offers a peaceful retreat—ideal for indoor plants, a reading nook, or a creative space that enjoys natural light throughout the day and connects the home to its surrounding landscape. The basement reflects the home’s practical history. While rustic, it once served as a working space where wine was produced beginning in the 1950s, complete with original shelving used for canning and seasonal storage. Outside, raised garden boxes invite you to plant vegetables, herbs, or flowers—continuing the tradition of working the land and enjoying the rewards of homegrown living. Additional features include a two-car garage with upper-level storage and a location that offers the peace of country life with convenience—just one hour from NYC. This is more than a residence—it is a historic home, lovingly maintained, ready to welcome its next chapter.

487 Black Meadow Road, Chester

$2,800,000
PADE2106140 MLS
KW Commercial is pleased to exclusively present for sale 601 Concord Ave, Chester, PA 19013. An opportunity to own a wide-open commercial property ideal for fleet maintenance, service operations or automotive use with great access to I-95, Route 322, Business Route 13, and the NJ border. The property spans approx. 1.59 acres across four parcels (49-06-00311-01, 49-06-00310-00, 49-06-00311-00, & 49-06-00313-00) and has just about 25,000 sqft under roof. It also features a secure fenced in lot and an alarm system with 36 on-site cameras. Zoned C-1/R, allows for a variety of commercial and mixed use possibilities. The facility features roughly 150-180 secured parking spaces, out front there are 10 lined spaces, and the parcel across the street has room for about 20 cars; offering ample capacity for large fleets or employee parking. Inside, you will find a newly renovated office with heated floors, overlooking a spacious heated main shop powered by natural gas. The shop is fully equipped with 14 large drive-in overhead doors, 3 car lifts, welders, a car liner frame machine, detailing bay, Garmat Down Draft paint booth, paint prep station, paint mixing room, and an air compressor room with a Kaeser compressor. Additional features include a shop restroom, tire machine, and a storage and lunch room with direct views of the shop floor. Power capacity includes both 2 & 3 phase service (220 amp and 320 amp), supporting heavy duty operations. The building sits on a strong foundation capable of supporting 2-3 floors offering future vertical expansion potential. Conveniently located near major highways, the river front and community institutions, this property is a rare find for owner users or investors seeking a turnkey facility.

601 Concord Ave, Chester

$28,000,000
949886 MLS
BUILDING FEATURES: • Building Size: 270,000 sq. ft. • Smaller sections available: 60,000-270,000 sq.ft. • Lot size: 33.40 acres • Ceiling Heights: 14.7' clear height. • Column Spacing: 48’ x 25’ • Office Space: 13,000 sq. ft. (Includes: several sizes of private offices, open space, conference room, kitchenette, bathrooms) • Loading Access: Eight 8'x10' tailgate loading docks with levelers + 7 Drive-in doors. (Possible to add many more loading docks or drive-in doors) • Utilities: Heavy electric power (4x 3000 amps, 3 phase, 480 volt), natural gas, municipal sewer and water. • Sprinkler: Fully sprinklered, wet system. • Heat: Full heating system in the warehouse area. • Parking & Storage: 2 acre of fenced and paved lot for parking or storage. • New roof installed 3/2022 with a 20 year warranty. • Many opportunities for building expansion. LOCATION & ACCESS: The property is strategically located within short distance of major highways; Right off I-86/Route 17 - Exit 126, NYS Thruway (I-87) - Exit 16, I-84 - Exit 19, 20 minutes from Stewart International Airport and 45 Minutes to NYC. Location is stationed within close proximity of the Chester Industrial Park, Orange County's largest industrial park. Location has easy access to public transportation by bus or train and has a large amount of amenities including restaurants, department stores, hotels and shopping outlet.

25 Oakland Avenue, Chester

$530,000
2 Beds 3 Baths MDQA2015800 MLS
Four Seasons @ Kent Island - 55+ Community - Price Improvement + Seller to Credit $4000 towards Capital Contribution Fee * Turn-key & Lovely 2nd Floor Condo in Elevator Building with 1 Car Garage plus 1 Car Outdoor Parking and Private, Secure Indoor Storage Area. This Chester Model offers 1900 sf with pond view and winter water views of Macum Creek. Enter to find an expansive, open floor plan featuring a beautiful white Kitchen with quartz counters, propane gas cooktop with range hood, wall oven + microwave combo and a huge Island that accommodates plenty of bar seating. Spacious Bedroom suites each with private full baths and generous closet spaces. The Primary bath has His 'n Her's double sinks with Moen fixtures, comfort height vanities, large vanity mirrors, medicine cabinets and a walk-in tiled shower with seat. The Primary bedroom features 2 closets; one walk-in-closet and one generous wall closet, a ceiling fan and a single French door to access the balcony. The 2nd Bedroom is large enough to hold a traditional sized bedroom set and features a tub/shower combo in the bath. The open Great Room is large, bright and has serene pond views and winter water views of Macum Creek with oversized sliders to a covered balcony. You will love the convenient laundry room located off the foyer area that accommodates the included full-sized GE washer and dryer. Elevator down to the Lobby level to your private garage and a just a few steps down the corridor is your private, keyed storage closet. This condo building features a secure lobby entrance and is impeccably decorated and maintained. Additionally, the 2nd floor has a common Club Room/Meeting Room great for socializing with your neighbors or as additional entertainment space. It features Public Water, Public Sewer, individually metered propane gas heat and cooking. All residents have access to the community amenities which include a huge 20,000 sf Club House with Billiards Room, Casual Lounge Area, Fitness Center, Party and Meeting rooms, and fabulous Indoor Heated Pool & Spa. Outside awaits a resort-like Pool, Cabana House, Private Beach Area, Outdoor Concert Space, Pier for Fishing and taking in the magnificent Chester River views & Kayak launch and Walking Trails. Pickle Ball enthusiasts you are in luck as there are Tennis Courts and Pickle Ball Courts for all, and grand kids can be entertained at a small Playground Area. Come tour today and see why this is THE place to be in Kent Island for 55+ living!

4000 Herons Nest Way Unit #22, Chester

$420,000
PADE2104556 MLS
CLOSED NOW because personal issue, You can purchase sepreately like all equipment and Beer License ( type of E ,Delaware county , It's worth of $280,000-$300,000 ) at $350,000 and just real estate and all equipment at $$280,000 and just beer license at $280,000 . This is a very old beer deli, about 1500 sqf for first floor and basement has a beer license and a 5 door walk-in box, can cook, all the facilities are well-maintained, and a lots of business when it's open. The Delaware County beer license alone is selling for $280,000 to $300,000. The building is worth about $230,000. The facilities are about $80,000. So only asking $420,000 because it's urgent sale ,they're looking to sell everything together for $420,000, and it's currently closed for personal reasons. If someone came in and opened a beer deli on the first floor again and served food, it could generate a lot of sales, and they could live on the second floor. There is a 2-bedroom apartment on the second floor. The building at 4 East 21st St, Chester, PA 19013 is not included in this price and listing. If you want to buy it separately, you can buy it for $70,000. This building has no second floor, just a basement and a first floor, and it is currently vacant. It would be a good idea to rent out another store.

4 E 21st St, Chester

$470,000
3 Beds 3 Baths MDQA2015554 MLS
New and improved price! This beautifully updated and well maintained home delivers exceptional value in the highly desirable Harbor View community—just two miles east of the Chesapeake Bay Bridge. Set on a picturesque 0.35‑acre corner lot, this 3‑bedroom, 2 full and 1 half bath home blends comfort, quality, and an unbeatable location. Inside, you’ll love the bright, updated kitchen featuring new countertops and backsplash, complemented by hardwood floors on the main and upper levels. A dramatic cathedral ceiling with skylights fills the home with natural light, creating an open and welcoming atmosphere. The spacious lower‑level family room offers a cozy retreat, while a flexible bonus room is perfect for a home office, guest room, or additional sleeping space. *Recent improvements add peace of mind and long‑term value, including a new roof (2019) with 50‑year shingles, new stove and hot water heater, and a new vinyl pool liner with a lifetime warranty. *Enjoy peace of mind with brand-new Pella tilt-in windows installed throughout the home in 2025, combining style, convenience, and energy efficiency. The pool is also equipped with a new robotic cleaner, making maintenance simple and hassle-free. The pool is open! Step outside to a fully fenced backyard oasis featuring a private in‑ground pool and deck— ready for summer entertaining or relaxing at home. Residents also enjoy access to the Harbor View community’s one‑acre field with pavilion and playground, perfect for gatherings and outdoor fun. Conveniently located just 20 minutes to Annapolis, 45 minutes to Baltimore, and under an hour to Washington, D.C., this home also offers easy access to Kent Narrows waterfront dining, the 6.5‑mile Cross Island Trail, and Queenstown Premium Outlets just minutes away. With updated features, transferable warranties, and a refreshed price, this home is move‑in ready and offers an outstanding opportunity to enjoy the best of Kent Island living. Schedule your showing today—this one is not to be missed.

1916 Stevens Dr, Chester

$280,000
4 Beds 4 Baths PADE2103204 MLS
PRICE IMPROVEMENT!!! Nestled in the charming Parkside neighborhood, this exquisite Colonial twin home exudes timeless elegance and modern comfort. Built in 1920, the property showcases a stunning stucco exterior that harmonizes beautifully with the surrounding landscape, inviting you to experience a lifestyle of sophistication and ease. As you approach the home, the meticulously maintained sidewalks and street lights create a warm and welcoming ambiance. The property features a detached garage with front entry, providing ample space for your vehicles while enhancing the home's curb appeal. The driveway and on-street parking options ensure convenience for both residents and guests. Step inside to discover a thoughtfully designed interior that balances classic charm with contemporary living. The fully finished basement, complete with heating and multiple access points, offers a versatile space perfect for a home gym, entertainment area, or additional storage. The main living areas are adorned with a blend of hardwood, carpet, and tile flooring, creating a cozy yet refined atmosphere throughout. The heart of the home features a beautifully appointed living room, where a brick wood-burning fireplace serves as a focal point, inviting you to unwind and enjoy intimate gatherings with loved ones. The seamless flow between the living spaces enhances the sense of connection and comfort, making it an ideal setting for both relaxation and entertaining. With four spacious bedrooms and four well-appointed bathrooms, including two full and two half baths, this residence accommodates both privacy and convenience. Each bedroom offers ample natural light and generous closet space, ensuring a serene retreat at the end of the day. This home is not just a residence; it's a lifestyle. Experience the perfect blend of historic charm and modern amenities in a community that values comfort and connection. Embrace the opportunity to make this exquisite property your own, where every detail has been curated for a life of luxury and ease.

114 E Parkway Ave, Chester

$329,000
2 Beds 3 Baths MDQA2015236 MLS
DON"T MISS OUT on this super deal!! Owners have lowered the price by $10,000 and are willing to look at offers! Nothing to do but move in! Be in this spring to enjoy all that summer offers on the shore!! This roomy 2 bedroom, 2.5 bathroom end unit has been completely painted in a beautiful neutral shade and has new carpet throughout the living areas and new vinyl flooring in the kitchen. A propane fireplace highlights the great room turning chilly nights into cozy nights! On warm days, enjoy relaxing in the enclosed patio/porch or just being outside. Being an end-unit it offers lots of privacy. Any and all assessments have been paid by the owner, so you are ready to go and enjoy all the amenities that Queens Landing is known for...beautiful waterside pool, the club house with a party room, racquet ball court, exercise room, tennis courts, jogging trail, and more! Close to the cross-island trail, the Matapeake Dog Park, restaurants, schools, library...it is a wonderful place to live! Whether you are looking for a place to use as a vacation or weekend home, or as a year-round residence, this will suit both needs. It's situated in a great location...minutes to the Bay Bridge for any commuters to the western shore, and many airports, and an easy drive to the MD and DE beaches! Note: 4 pictures have been Virtually Enhanced!

54 Queen Caroline Ct, Chester

$479,000
2 Beds 3 Baths MDQA2015222 MLS
A price improvement has been made, making this unit the best value in the entire community. This home shows like a model with approximately $55,000.00 in upgrades. No need to wait for new construction this unit is ready for immediate occupancy. Love Where You Live! Experience resort-style living that blends comfort, luxury, and convenience—just steps from the waterfront. Enjoy peaceful mornings without the disruption of construction nearby. This highly sought-after first-floor condo is move-in ready and has been meticulously maintained, featuring numerous upgrades throughout. Step inside to an open, light-filled layout enhanced by crown molding, recessed lighting, and direct views of the lush greenspace with seasonal water glimpses. The gourmet kitchen and dining area are ideal for entertaining, offering a spacious island with seating, quartz countertops/bar, sleek wifi enabled appliances, and seamless flow into the living room. Unwind by the cozy fireplace or open the double sliding glass doors to your private patio—perfect for watching the sunrise, morning coffee, reading, or simply enjoying the peaceful natural setting. The owner’s suite offers both a walk-in and secondary closet, private patio access, and a luxurious en-suite bath with dual sinks and a spa-inspired frameless glass shower. The guest suite is bright and spacious, complete with its own en-suite bath, custom tilework, and large vanity. A bonus room with upgraded frosted glass doors provides the perfect space for a home office, workout area, or reading nook. Additional highlights include: LVP flooring throughout the entire home, interior access to a private one-car garage, and a secure storage unit. From your patio, take a stroll along the walking trail where you can take in the sights and sounds of nature to discover tranquil views and your kayak launch. The community also has direct access to the Kent Island Cross Island Trail. Many extra amenities to enjoy including an indoor heated pool, outdoor infinity pool, firepits, pickleball and tennis courts, dog park, and beautiful walking and biking trails. Live every day like you’re on vacation—this stunning condo offers the lifestyle you’ve been waiting for and is a must see to experience all of the upgrades! Water and sewer fees are already included in the owners monthly COA.

3000 Herons Nest Way Unit #11, Chester

$125,000
3 Beds 1 Baths PADE2099980 MLS
Long term tenant! Over 20yrs! Currently rented for $1,150.00. Lease ending 8/31/2026 A solid investment property in the heart of Chester! This classic single-family home boasts durable brick construction, a manageable lot. Making it ideal for low-maintenance ownership. Inside, you’ll find a functional layout with a mix of hardwood and carpeted flooring, ample natural light, and generous ceiling heights that appeal to tenants seeking comfort and space. With public water and sewer, central heating, and wall-unit cooling, the home is equipped with reliable utilities to keep operating costs predictable. The property is situated within the Chester-Upland School District and is located in a convenient area with strong rental demand, making it an excellent candidate for steady cash flow. Whether you’re expanding your rental portfolio or looking for an affordable entry-point investment, 105 E 22nd Street offers the perfect blend of value, durability, and income potential.

105 E 22nd St, Chester

$149,800
4 Beds 1 Baths PADE2074930 MLS
Welcome to 220 Kerlin St, a spacious residence in a quiet neighborhood conveniently located near downtown, I-95, Chester waterfront, and various industries. Great for owner occupant or investor. This single-family twin home boasts: 4 bedrooms and 1 bath Recently renovated; Spacious kitchen with new laminate floors Loft on the 3rd floor featuring hardwood floors Newer main gas heater and water heater Large fenced back yard for outdoor enjoyment Adjacent to a house on one side and a vacant lot on the other, Freshly painted. Recent upgrades include a full cosmetic renovation, new flooring, bath, exterior siding, and many windows. The property has been well-maintained with new outlets, switches, and lighting. Projected rent $1,650/month. This home is perfect for an investor seeking a property with a long-term, well-paying tenant and potential for increased rental income. Explore the possibilities and make this investment yours! Property is being sold AS IS WHERE IS. Seller will do no repairs. Property needs very few things done. Price reflects condition. Serious offers only at asking price. This price will go up substantially to reflect market pricing once property is renovated by Seller. Current listing price will last 15-30 days.

220 Kerlin St, Chester

$1,294,800
4 Beds 4 Baths MDQA2014542 MLS
*****Immediate Delivery*****WATERFRONT DEEP WATER ****Schedule showoing today! New Home, New Pier, New Pool!!!!!The Blue Heron is a new home design offered by Lacrosse Homes. The single family design features now one but TWO decks -- one from the second floor great room and the second from the third level primary bedroom suite. Take in all the beautiful sights and sounds of a Coastal Maryland lifestyle in this home built for entertaining and an enhanced lifestyle! There is room for everyone in this home, starting with a main level 2-car garage, rec room area, full bath & exercise/office -- this is your fun zone or whatever zone! The second level is light-filled and open with island kitchen featuring upgraded finishes, dining area, powder bath and great room with deck. You can ADD another deck on the rear of the home off the dining area if you're looking for more outdoor space. The third level features a laundry, three bedrooms including the spacious primary bedroom with updated bath and another stunning deck. The Blue Heron is a beautiful home and will serve a multitude of lifestyles. Explore your options today!

1757 Harbor Dr, Chester

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