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$410,000
3 Beds ⋅ 3 Baths
Welcome to this well maintained split foyer home offering 3 bedrooms, 3 full bathrooms, and a versatile floor plan designed for comfortable everyday living. The bright main level features an inviting living area, a well appointed kitchen, and a dining space that flows seamlessly for both daily life and entertaining. The finished lower level provides additional living space, highlighted by a cozy fireplace, making it an ideal setting for a family room, recreation area, home office, or guest space. The spacious primary suite includes a private full bath, while two additional bedrooms and full bathrooms provide flexibility for family, guests, or changing lifestyle needs. Additional features include an attached two-car garage offering convenience and extra storage, along with outdoor space to relax or entertain. Conveniently located in an established Greencastle neighborhood with easy access to schools, parks, shopping, dining, and Interstate 81, this home combines space, functionality, and a desirable location. Schedule your private showing today and see everything this property has to offer.

1155 Briarbend Way, Greencastle

Listing courtesy of RE/MAX Premier Executives. Contact: 7179770266
$499,900
4 Beds ⋅ 5 Baths
Stunning Former Builder Model in Shadow Creek – Loaded with Upgrades! Welcome to this exceptional Colonial-style home in the desirable Shadow Creek neighborhood, boasting nearly 5,000 sq. ft. of finished living space across three levels. As a former builder model, this residence showcases premium finishes and thoughtful design throughout. The main level features a formal living room, dining room, and a private den/office, perfect for remote work or quiet reading. The sunken family room is a showstopper with a floor-to-ceiling stone gas fireplace and brand-new LVP flooring. The gourmet kitchen is a chef’s dream, offering granite countertops, maple cabinetry, a center island with a new electric cooktop, double wall ovens, built-in microwave, and a spacious morning room thanks to the three-level bump-out. Enjoy hardwood floors throughout most of the main level, a dual staircase, and a wet bar for entertaining. Additional conveniences include a main-level laundry room, a mudroom off the garage, and a heated/cooled garage with extra storage. Upstairs, you'll find four generously sized bedrooms. Two share a Jack-and-Jill bath, one has its own en-suite, and the primary suite is a luxurious retreat with a sitting area, gas fireplace, and a spa-like bath featuring a soaking tub, stall shower, water closet, and a massive walk-in closet with a laundry chute. The finished basement offers flexible living space with a large rec room (ideal for guests), a media room wired for surround sound, a full bath, and a spacious utility/storage room. Walk-out access via a wide areaway adds convenience and natural light. Step outside to a large rear composite deck. Freshly landscaped, Roof certification has been completed, HVAC units just serviced, and next service is prepaid for buyer.

1223 E Pebblebrook Drive, Greencastle

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: .

$380,000
4 Beds ⋅ 3 Baths
Nestled at the end of a quiet cul-de-sac, this beautifully designed home offers the perfect blend of privacy, space, and convenience just one mile from the interstate! Step outside and fall in love with the incredible outdoor entertaining space featuring two levels of decking/patio areas, a cozy fire pit, and breathtaking farmland views that make you feel completely secluded. Inside, you'll immediately notice this is far from your typical split foyer. The open-concept floor plan offers an airy, spacious feel with oversized living areas perfect for entertaining and everyday living. The garage features an EV charging port that conveys with the home, along with a smart garage door system equipped with a camera and the ability to open and close remotely from anywhere through an app. Whether you're enjoying peaceful evenings outside or gathering with friends and family indoors, this home delivers the ideal balance of comfort, charm, and functionality.

15680 Wedgewood Drive, Greencastle

Listing courtesy of Samson Properties. Contact:

Selling Office: .

$499,900
4 Beds ⋅ 3 Baths
One owner. Impeccably maintained. Truly one of a kind. Welcome to 144 Field View Drive, where years of thoughtful care and pride of ownership shine throughout. This exceptional home offers the perfect balance of inviting interior spaces and an outdoor setting that's ready to become the backdrop for countless memories. The backyard is nothing short of spectacular. Spend summer days lounging by the **in-ground pool**, prepare meals in the **fully equipped outdoor kitchen**, unwind beneath the **covered patio**, or gather around the **fire pit** on cool evenings. A convenient storage shed keeps everything organized, making this outdoor retreat as functional as it is beautiful. Whether you're entertaining a crowd or enjoying a quiet evening at home, this space was designed to be lived in and loved. Inside, you'll find a warm, welcoming floor plan designed for everyday living. The open kitchen flows effortlessly into the breakfast nook and family room, where a dramatic **floor-to-ceiling stone fireplace** serves as the centerpiece. A separate living room with its own fireplace offers an additional cozy gathering space, creating plenty of room for entertaining or simply relaxing at home. Upstairs, you'll find four spacious bedrooms, two full baths, and the convenience of second-floor laundry. The **HUGE primary suite** is a true retreat, featuring an ensuite bath and **two walk-in closets**, offering an abundance of space for both comfort and storage. The partially finished basement provides the perfect game room - complete with a space for a pool table, bar and seating area - while the unfinished area offers excellent storage and room for hobbies. Perfectly situated in Greencastle, you'll love being just a short walk from downtown festivals, shopping, coffee shops, restaurants, and community events. From the incredible outdoor living spaces to the warm and inviting interior, this one-owner home has been lovingly cared for and is ready to welcome its next owners. This isn't just a place to live—it's the home where your next chapter begins.

144 Field View Dr, Greencastle

Listing courtesy of RE/MAX Realty Agency, Inc.. Contact: (717) 267-0011
$275,000
2 Beds ⋅ 2 Baths
Experience the ease of convenient single-floor living in this fully remodeled home, thoughtfully updated from top to bottom. The brand-new kitchen is a true centerpiece, featuring dove-tailed, soft-close cabinetry, elegant white quartz countertops, a stylish tile backsplash, and sleek stainless steel appliances. Enjoy year-round comfort with new mini-split systems providing efficient heating and cooling. Additional upgrades include beautifully updated bathrooms and brand-new windows throughout the entire home, filling the space with natural light while enhancing energy efficiency. HUGE family rec room with half bath for everyday enjoyment or entertaining guests! This move-in-ready property combines modern finishes with practical design, making it an ideal place to call home.

14944 Sherwood Drive, Greencastle

Listing courtesy of Kingsway Realty - Lancaster. Contact:

Selling Office: .

$289,900
3 Beds ⋅ 2 Baths
Beautifully Updated One-Level Living in Chadwick Estates! This 3-bedroom, 2-bath home offers the perfect combination of comfort, convenience, and recent updates. You'll love the brand-new flooring, fresh paint throughout, and stunning new granite countertops that give the home a bright, fresh feel. The floor plan includes a welcoming living room with a fireplace, a separate family room for additional living space, and a dedicated dining area ideal for entertaining or everyday meals. The kitchen and main-level laundry make daily living easy, while the attached two-car garage adds convenience and extra storage. Outside you can enjoy the rear deck, overlooking the backyard—perfect for relaxing, grilling, or spending time outside. Conveniently located in a sought-after Greencastle neighborhood just minutes from schools, shopping, dining, and commuter routes, this move-in-ready home is one you won't want to miss!

23 Homestead Drive, Greencastle

Listing courtesy of RE/MAX Realty Agency, Inc.. Contact: (717) 267-0011
$254,900
3 Beds ⋅ 1 Baths
Welcome to 347 Catherine St, Greencastle! This brick rancher features 3 bedrooms, 1 full bathroom, and a partially finished basement. As you pull in the driveway, you have ample parking opportunities in the paved driveway, attached carport, or attached garage. Step inside to the spacious living room with hardwood floors and a large picture window. There is a separate dining room with hardwood floors and a large window overlooking the fenced-in backyard. The kitchen has ample counter space and comes with a refrigerator, stove, dishwasher, and microwave. The three bedrooms feature hardwood floors and their own closets. The washing machine and dryer convey, and there is ample storage space and workspace in the basement.

347 Catherine St,, Greencastle

Listing courtesy of Coldwell Banker Realty. Contact:

$369,900
3 Beds ⋅ 2 Baths
IMMACULATE AND READY TO MOVE INTO! This Villa at Melrose Meadows offers carefree living with HOA that takes care of lawn care/snow removal. This home has been freshly painted and offers engineered hardwood floors throughout, bright open design w/skylight in the Great Room, all appliances--including washer & dryer, oak kitchen cabinets w/granite counter tops and tile backsplash, master bedroom ensuite and full unfinished walk-out basement for additional space. Enjoy the quiet privacy on your covered rear deck and patio with tree lined backyard.

625 Shook Ct W, Greencastle

Listing courtesy of Coldwell Banker Realty. Contact:

$274,900
4 Beds ⋅ 2 Baths
Positioned near the MD-PA Line, this 4-bedroom, 2-bath ranch home in Greencastle-Antrim school district offers the kind of flexibility savvy buyers are always chasing. Originally built as a duplex, the home retains the layout to convert back — and a second kitchen on the main level makes that path even easier. Live in one unit, rent the other, set up dedicated in-law quarters for extended family, or enjoy the whole 1,680 square feet for yourself. Few homes at this price point offer these many options under one roof. The renovated full bath features a large walk-in shower and double vanity. New flooring flows through portions of the home. Outside is a 45-foot covered front porch and 21x12 rear deck. Also framing the 0.54-acre lot are an above-ground pool, Japanese maple, and producing peach, pear, and fig trees — more breathing room than most properties at this price point. Parking for 6 vehicles, Xfinity internet available, and 2 minutes to the Maryland line make this a strong fit for commuters, investors, or multigenerational households ready to put a property to work. Schedule your private showing today.

15699 S Young Road, Greencastle

Listing courtesy of RE/MAX 1st Advantage. Contact:

Selling Office: .

$475,000
5 Beds ⋅ 4 Baths
Welcome to this stunning home in one of Greencastle’s most sought-after neighborhoods. Step inside to discover a spacious, open-concept layout featuring a large, well-designed kitchen that seamlessly connects to the living area—perfect for both everyday living and entertaining. A separate formal dining room adds elegance for special occasions, while an additional bonus room offers flexibility for a home office, playroom, or sitting area. Upstairs, the expansive primary suite is a true retreat, complete with a generous sitting area and plenty of room to unwind. With a total of five bedrooms, this home provides ample space for family and guests alike. The convenience of a second-floor laundry room makes daily living even easier. The finished walk-out basement offers additional living space, while a partially unfinished area provides excellent storage options. Enjoy the outdoors in your backyard, which backs to trees for added tranquility. Relax or entertain on the paver patio, complete with a hot tub, and admire the beautifully crafted stone retaining wall that enhances the landscaping. Meticulously maintained and move-in ready, this home truly has it all.

1356 Emilys Court, Greencastle

Listing courtesy of JAK Real Estate. Contact:

Selling Office: .

$354,900
3 Beds ⋅ 2 Baths
If you've been looking for a home that offers space, beautiful views, and room to spread out both inside and out, this one is worth a look. The main level features an open living room filled with natural light that flows into the beautifully updated kitchen with concrete countertops, exposed brick, open shelving, stainless steel appliances, and a spacious walk in pantry. The primary bedroom and a full bathroom are conveniently located on the main level, making everyday living easy. A unique spiral staircase leads to the lower level where you'll find two additional bedrooms, a second full bathroom, and a large family room with a cozy wood stove. This flexible space is perfect for entertaining, relaxing, working from home, or creating a play area. Step outside onto the expansive, high quality composite deck and enjoy peaceful country views in every direction. Whether you're sipping your morning coffee or gathering with family and friends, this outdoor space is sure to become a favorite. The fenced backyard offers plenty of room to play, garden, or let pets roam, while a storage shed provides additional space for outdoor equipment. The oversized garage offers plenty of room for vehicles, a workshop, and extra storage. High efficiency appliances help keep utility costs in check, and the current owners purchased the home knowing the roof had already been replaced, offering added peace of mind. This home combines comfortable living, thoughtful updates, generous indoor and outdoor spaces, and beautiful countryside views, all in one inviting property.

3365 Buchanan Trl W, Greencastle

Listing courtesy of Berkshire Hathaway HomeServices Homesale Realty. Contact: (800) 383-3535
$357,500
4 Beds ⋅ 3 Baths
Roof will be re-shingled prior to closing! Don't wait for new construction to be completed! This move-in ready, natural light filled, former model home with one car garage in sought after Greencastle is waiting for you! Be wowed as you enter through the front door into the spacious main level with 9' ceilings and upgraded LVP floors elevating your home. The crown moulding, chair rail, and picture frame moulding are enhanced by the professionally applied paint throughout. Plenty of room for family or entertaining with a separate, but open living room and (adorned with columns) dining room. Appreciate the great room concept as your large kitchen featuring granite countertops seamlessly flows from eat-in table space into the family room where you can sip your favorite beverage as you relax by your cozy fireplace. Have the convenience of a half bath and entry level laundry on this floor. Upstairs you'll find your primary bedroom with a walk-in closet and en-suite. Three other bedrooms, hall bath, and bonus room round out this floor. Imagine having a large, fenced, backyard with a designated freshly mulched area - where casual outdoor seating, picnic table, or playset could possibly await you. Close proximity to commuter routes - I81, Rt.16 (Buchanan Trail), Rt. 995 (Molly Pitcher Highway). Easy access to shopping, eateries, entertainment and parks. The golf enthusiast can hit the links at the Greencastle Golf Club. For the winter sportsperson Whitetail Resort is a 25 minute drive.

3659 Rolling Hills Drive, Greencastle

Listing courtesy of Kelley Real Estate Professionals. Contact:

$355,000
4 Beds ⋅ 3 Baths
Some homes make you feel it the moment you pull in. This is one of them. Set on nearly ¾ of an acre in one of Greencastle's most sought-after neighborhoods, 852 Bristol Drive is the kind of home buyers wait months to find and the moment it hits the market, the clock starts ticking. Step inside and you're immediately greeted by fresh, luxury vinyl plank flooring that flows throughout the main living areas, clean, modern, and virtually maintenance-free. The kind of upgrade that makes the whole house feel new. Retreat to the carpeted bedrooms for warmth and comfort where it matters most. The kitchen and dining room open directly onto a large deck that was made for living. Morning coffee. Summer dinners. Saturday evening gatherings that stretch well past dark. With nearly ¾ of an acre behind you — flat and spacious you have the outdoor space most buyers only dream about at this price point. A sizeable storage shed means the garage remains a garage. And speaking of the garage, the attached one-car garage keeps your vehicle protected year-round, with direct interior access that you'll appreciate every single winter morning. Inside, the lower level adds a dimension most homes simply don't have. A full second living room means everyone gets their own space , a family room, a teen hangout, a home theater, a guest retreat, a home office that actually feels like one. Whatever your life calls for, this home bends to fit it. Three full bathrooms across two levels means no one is ever waiting, no one is ever inconvenienced. And here's the peace-of-mind detail savvy buyers always ask about: the roof was replaced in 2021. No looming capital expenses. No negotiating credits. Just move in and live. Four bedrooms. Three full baths. Two living spaces. A deck built for entertaining. Nearly ¾ of an acre. A newer roof. A garage. Luxury finishes. All of it in Greencastle, minutes from I-81, in the Greencastle-Antrim school district, with small-town charm and easy access to everywhere you need to be. This is the one people will be kicking themselves for not seeing sooner. Don't be that person. 📞 Call today to schedule your private showing, homes like this don't sit.

852 Bristol Drive, Greencastle

Listing courtesy of Berkshire Hathaway HomeServices Homesale Realty. Contact:

Selling Office: .

$339,000
4 Beds ⋅ 2 Baths
*Check Out the 3D tour!* Greencastle downtown charm with some space to breathe! This two story, stone faced home with wide covered front porch could be the space you've been dreaming to make your home. With a classic foursquare style build, this home has plenty of space, and none of it is wasted. The entry room provides space to welcome guests (with a nice dose of central air conditioning), which connects to the living room, and then around to an open kitchen/dining area. Off the dining space is a full bathroom on the main floor. The kitchen offers granite countertops, white cabinets, and updated appliances. Heading toward the back of the home is a mudroom space that connects to the large laundry room that can double as a storage space/pantry area if you chose. Upstairs there are 4 nicely appointed bedrooms and a full bathroom with two sinks. Privacy is always a nice thing to have moving in so the custom shades in a nice neutral fabric material will be staying for the next owner. The attic access is through bedroom number 4 (currently being utilized as a large walk in closet), which has true stairs to walk up for any storage space. Going back downstairs, there's an inside entry to the basement, but also one that leads in from the driveway side of the house. The basement is unfinished, but was used as a home gym space by current owner. The electric water heater was new in 2021. Moving to the exterior of the home, the covered front porch is a fantastic spot to sit and relax, or hang out in the backyard which goes out past the massive 3 car detached garage! An approximately 24x47' garage is definitely going to come in handy either for tinkering with your vehicles or just storage space without paying for a storage unit. All of this in charming Greencastle PA. With its annual Sidewalk Days, triennial Old Home Week, Grub & Pub Festival, and 3 Sheetz locations, there's always fun to be had. Access to I-81 is less than 5 minutes away, a book store, coffee house, ice cream and dessert shops, spa, and so many more shops within walking distance are conveniences you can get used to. Greencastle Golf Course is public golf course only a 5 minute drive away. The gas line outside was replaced last year and the town is currently finishing some roadwork there in relation to this. Fiber as well as Xfinity internet options are available. Age of home is unknown. Tax records do not show year built. 1920 is a placeholder figure and estimate based on surrounding homes and characteristics of home.

552 N Allison St, Greencastle

Listing courtesy of Kandor Real Estate. Contact: (717) 762-8100
$275,000
3 Beds ⋅ 3 Baths
Convenient location in Rolling Hills! 3bedroom, 2.5 bath end townhome. Upgraded kitchen, 2nd floor laundry, 9 ft. ceilings, master suite and more!

1256 Emilys Court, Greencastle

Listing courtesy of Help-U-Sell Keystone Realty, LLC. Contact:

Selling Office: .

$265,000
3 Beds ⋅ 1 Baths
Charming brick ranch home located in an established Greencastle neighborhood offering comfortable one-level living and timeless appeal. Features include hardwood floors, a cozy fireplace, new shed, and large yard. There is a recently completed 50 year roof for added peace of mind and new gutters. The spacious unfinished basement provides abundant storage space and endless potential for a workshop, recreation area, or future finished living space. Conveniently situated close to schools, shopping, and downtown dining, this well-maintained home is ready for its next owner.

5 Orchard Circle, Greencastle

Listing courtesy of Berkshire Hathaway HomeServices Homesale Realty. Contact:

Selling Office: .

$378,000
4 Beds ⋅ 3 Baths
LOOK NO FURTHER! 4BR/2.5BA Just under 2100 SF. This is a great place to start your new season. Home featuring current updates: A new 50-year shingle roof July 2026, fresh paint main level and areas of the upper level June 2026, a few new light fixtures, new landscaping around the entire home plus new steps in the back from the sliding doors June 2026. A one-year home warranty is also added for you! Cedarbrook is an established neighborhood with sidewalks. The development is close to the MD line and interstate access. This home has a beautiful backyard which even comes with a swing. Two-car oversized garage w/large driveway. Inside you will find a beautiful two-story, foyer, half bath, hall closet, separate dining room, a kitchen with island, pantry, breakfast nook and all appliances conveying, sliding doors to the back and a large family rm with laminate wood flooring. Continue to the second floor for a primary bedroom with laminate wood flooring, large walk-in closet and primary bath with separate tub, separate shower and dual vanity. Upper-level laundry room with washer and dryer which convey, hall bath and three generous sized bedrooms with carpet. The home’s crawlspace, which Seller used for storage, is accessed from the main level closet area. This is the perfect time of year to make your move and get ready for 2027! Plan your visit today!

201 Eleah's Xing, Greencastle

Listing courtesy of Coldwell Banker Realty. Contact:

$369,900
3 Beds ⋅ 2 Baths
Beautiful all-stone home located in a wonderful Greencastle location within walking distance to schools! This charming 3-bedroom, 1.5 bath home offers a perfect blend of character and updates throughout. Inside you’ll find new granite countertops, updated flooring, brand new electrical service, and a finished basement with new flooring providing additional living space for your family to enjoy. Step outside to a fabulous backyard featuring mature trees and plenty of space to relax or entertain. Enjoy your morning coffee or unwind in the bright and relaxing sun porch filled with natural light from the many windows. This well-maintained home offers charm, updates, and a prime location all in one — schedule your showing today!

175 Orchard Circle, Greencastle

Listing courtesy of RE/MAX Realty Agency, Inc.. Contact:

Selling Office: .

$360,000
4 Beds ⋅ 3 Baths
The Historic Hollar House (c. 1840), located in Greencastle, PA, is a distinguished landmark within the historic downtown. It holds special significance as the first home of the Greencastle Circulating Library Association. This charming residence offers 4 bedrooms and 3 full baths, showcasing rich historical details throughout. Notable features include original hardware, intricate woodwork, window and door lintels, classic mantels, two staircases, an original outdoor beehive oven, Flemish bond brickwork, a carriage stone, and more. The main level welcomes you with a foyer featuring a traditional floorcloth, along with a formal living room, dining room, kitchen, full bath, and a family room—all enhanced by hardwood flooring and three fireplaces. The second level includes four bedrooms, two full baths (one with radiant flooring), two fireplaces, and access to a covered porch. The house heating source is primarily hot water radiator with minimal electric baseboard. The cooling source is central A/C and a full house fan. Additional storage is abundant with two outdoor sheds, as well as attic and basement space. Outside, a covered porch and hardscape patio offer a peaceful setting to enjoy the beautifully landscaped yard. This one-of-a-kind home is truly a must-see—schedule your private showing today to experience its character and history firsthand.

46 N Carlisle Street, Greencastle

Listing courtesy of RE/MAX Realty Agency, Inc.. Contact:

Selling Office: .

$355,000
3 Beds ⋅ 2 Baths
This well-maintained home is packed with major upgrades and move-in ready features. Enjoy peace of mind with a new metal roof and spouting (2022), new HVAC heat pump system (2021), 200 AMP electric service, and a propane tank that conveys with the property. The remodeled kitchen features hardwood soft-close cabinetry and new flooring installed in 2021. Additional improvements include Castle replacement windows in the bedrooms and bath (2017), a Trex deck conversion (2020), new water heater and water softener (2023), new pressure tank (2024), and a wood pellet stove insert added in 2025 for added comfort and efficiency. Outside, you’ll find a fully fenced backyard and garden area and an impressive detached 24’ x 30’ two-story garage/workshop offering excellent storage, hobby, or workspace potential. All in the country with farms and acrobatic animal neighbors ( Goats 😊)

14329 Williamsport Pike, Greencastle

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

Selling Office: .

$556,000
4 Beds ⋅ 3 Baths
All‑Brick Colonial on a .70 Acre Lot with Stunning Outdoor Living Welcome to 382 Moss Spring Ave, a beautifully updated all‑brick colonial tucked into the highly desired Moss Springs community. This spacious home offers three finished levels, timeless craftsmanship, and a backyard oasis designed for effortless entertaining. Step inside to find gleaming hardwood floors, granite counters, stainless steel appliances, and a bright, inviting layout. The main level features a generous family room with a gas fireplace, perfect for cozy evenings at home. Upstairs, the primary suite includes a walk‑in closet and a private bath with a whirlpool tub. The finished lower level expands your living space with a rec room/game room—pool table and ping-pong table conveys—ideal for movie nights, hobbies, or hosting friends. But the real showstopper is outside. The owners have transformed the backyard into a resort‑style retreat, complete with new hardscaping, lush landscaping, and a custom outdoor kitchen. Enjoy summer dinners on the expansive patio, unwind under the stars, or host unforgettable gatherings in a setting that feels like your own private getaway. With mature trees lining the rear of the property, you’ll love the peace, privacy, and natural beauty this lot provides. Located just minutes from downtown amenities, local events, the local swimming pool, ball fields, and more—this home blends convenience with quiet suburban charm. A rare opportunity in Moss Springs—beautifully updated, meticulously maintained, and truly move‑in ready. Please either remove shoes or use the provided shoe covers. Thank you!

382 Moss Spring Avenue, Greencastle

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: .

$364,000
4 Beds ⋅ 2 Baths
** Motivated Seller** This stunning Colonial-style home, built in 1920, has been meticulously renovated and is ready for its new owner. With 4 bedrooms and 2 full bathrooms, this detached residence offers ample living space for comfort and convenience. The excellent condition of the property is highlighted by its classic brick exterior and a cozy fireplace, perfect for creating a warm ambiance. Enjoy the convenience of a dual zone Central Air system and the benefits of a full basement, providing additional storage. Parking is a breeze with a detached garage and paved driveway, ensuring easy access. Located in desirable Downtown Greencastle, this home combines historic charm with modern amenities. Experience the vibrant community while enjoying the tranquility of your own private retreat. This property is a rare find, offering both character and functionality, making it an ideal choice for those seeking a quality home in a prime location. Don't miss the opportunity to make this exceptional property your own!

301 S Washington Street, Greencastle

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: .

$630,000
5 Beds ⋅ 3 Baths
This beautiful Worthington model offers approximately 3,000 sq. ft. of quality new construction in one of Greencastle’s most desirable neighborhoods. The floor plan features 4 to 5 bedrooms and 3 full baths, including a main-level bedroom or office and a full bath on the first floor—perfect for guests or flexible work-from-home needs. Upstairs includes 4 spacious bedrooms and 2 full bathrooms, including a generous primary suite. This is the final new-construction opportunity in Heritage Estates West—don’t miss your chance to make it yours.

Lot 55 Rossi Drive, Greencastle

Listing courtesy of RE/MAX Realty Agency, Inc.. Contact:

Selling Office: .

$599,000
Own a remarkable piece of Greencastle history with the iconic Gilland Guest House, located at 101 E. Baltimore Street. Built around the turn of the 20th century by Dr. Gilland as both his medical practice and family residence, this stunning Victorian property offers a rare investment opportunity filled with quality craftsmanship and immediate, proven income potential. Unlike many converted homes, this property was originally designed to accommodate multiple living spaces and currently features four one-bedroom apartments, with the potential to create a fifth unit on the third level. Each apartment has been thoughtfully updated to preserve the building's historic charm while providing the modern conveniences today's tenants desire, including in-unit laundry facilities and off street parking. Timeless architectural details are found throughout, including beautifully preserved hardwood floors, intricate Victorian woodwork and moldings, reglazed tile, and original hand-crafted oak shutters that adorn every window. The attention to detail and quality of construction are a testament to a bygone era rarely found in today's properties. Situated in the heart of downtown Greencastle, this property offers strong rental appeal with walkable access to local shops, restaurants, and community amenities. Conveniently located less than two miles from Interstate 81, residents have easy commuting access north and south, with Frederick, MD and Carlisle, PA both approximately 44 miles away. Whether you're looking to expand your investment portfolio or own a truly distinctive historic property with reliable cash flow, the Gilland Guest House presents a rare opportunity to own one of Greencastle's most treasured landmarks.

101 E Baltimore St, Greencastle

Listing courtesy of Samson Properties. Contact: 7033788810
$155,800
3 Beds ⋅ 1 Baths
This is a 3-bedroom 1 Bath rancher with a full basement and an attached garage being sold is as-is condition. All offers must be submitted by the buyer’s agent using the online offer management system. "Highest and best offer" has been requested by the seller. The seller is currently in a multiple offer scenario related to this Property. Should the Buyer choose to participate in submitting their highest and best offer, the deadline to do so is 4/21/2026 11:59:00 PM Mountain Time. This property is under H&B with a current due date of 4/21/2026 11:59:00 PM Mountain Time. Any offers received after this time may not be considered.

893 E Buchanan Trail East E, Greencastle

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

Selling Office: .

$405,000
4 Beds ⋅ 5 Baths
((BELOW GREENCASTLE COMP VALUE)) AGENTS: **Please Make Your Clients AWARE of the SQFT, AC, and Additional Elemental VALUE the Property Holds - YES, She needs Love; YES, You need to Personalize Her!! BUT - IF HGTV; We would be MUCH HIGHER!! So, BENEFIT FROM A WEE BIT OF TLC!! In-Ground POOL, Massive WORKSHOP, & In-Law Suite!!!! That is just the Icing on this Cupcake!! COME & SEE!! This home is one of Greencastle's County Oldies - Yet GOODIES!!! Deemed "Ms. Betsy" by the Local Youngsters - this Home is ENTERTAINMENT CENTRAL and it has been Enjoyed Well!! Now, Now, Ms. Besty may need a Fresh Coat of Paint and some Cosmetic Touches - BUT, She is Magnificent and Homey!! The Main Level is a Boastful Family Room w/ Propane Fireplace, Separate Formal Dining Room, (1) Bay Attached Garage, Country Kitchen w/ Wood-Burning Fireplace, and the Sunroom w/ Conveying HOT TUB!! (Told you, PARTY Time!!). Let's talk 2nd Floor - this COULD BE (4) Bedrooms on this level - However, Ms. Betsy wanted to make its owners feel like Royalty! The Primary Bedroom has been EXPANDED - it now has a Sitting Room, Full Private Bathroom w/ Jetted Tub, & Spacious Sleeping Area! Laundry, Full Guest Bathroom, and (2) other Bedrooms Fill the Upper Level for Functional Greatness! Skip-A-Roo Down to the Basement; GIGANTIC Rec Room!!!- Movie, Games, or just Hang at the WET BAR!!! (Sports Days just got a whole lot MORE FUN!!) Basement is also Home to; Bedroom #4, Full Bathroom #3, & Office! As if this was Not Intriguing Enough to get YOU in OUR Door - Lets Roll on to MORE!! - No Way Right?!? - 20x40 In-Ground POOL sits right next to the AMAZING In-Law House!! This is SEPARATE from the Home!! It Features: Bedroom/Living/ Studio Area, Full Bathroom, AND Laundry!! Use it for a Work-Shop Hangout or Income Producing Element!! We COULD Ramble on and On and ON, but - COME SEE FOR YOURSELF!! We Welcome YOU Home!!

9931 Mcclanahan Road, Greencastle

Listing courtesy of CENTURY 21 New Millennium. Contact:

Selling Office: .

$349,900
4 Beds ⋅ 3 Baths
If you’re searching for a home that’s already updated and built for entertaining, this one deserves a closer look! Located in the Nottingham Meadows subdivision within the Greencastle-Antrim School District, this 4 bedroom, 3 full bath home offers over 2,000 square feet of living space along with an outdoor setup that’s hard to find anywhere else! Over the past several years, the home has seen extensive updates that give buyers peace of mind, including a new roof (2021), HVAC system (2020), hot water heater (2022), kitchen appliances (2020), and all new triple-pane energy-efficient windows installed in 2025. Additional recent improvements include interior paint (2025), updated fans and light fixtures (2024), professionally cleaned HVAC ducts and dryer vent (2025), freshly painted front door and shutters (2024), replacement upper deck boards (2025), and a newly installed lower deck railing (2026). Inside, the layout offers comfortable everyday living with the flexibility for hosting family and friends. The lower level stands out with a dedicated bar area that opens directly to the outdoor entertaining spaces, creating an easy indoor-outdoor flow. Step outside and you’ll quickly see what makes this property special! The backyard has been thoughtfully designed for gatherings, cookouts and relaxing evenings, featuring a covered 12 x 12 deck, an additional 12 x 12 deck off the dining room, a large 20 x 28 concrete patio with hot tub, built-in storage and a fire pit area. Whether you’re entertaining guests or simply enjoying a quiet night at home, the gorgeous sunset views overlooking the valley and surrounding mountain range provide an incredible backdrop year-round. Conveniently located just minutes from Interstate 81, urgent care and medical facilities, and the Pennsylvania/Maryland state line. This home combines location, updates and lifestyle all in one package! If you’ve been waiting for a property that’s truly designed for both everyday comfort and entertaining, this is one you need to experience in person!

15297 Camden Drive, Greencastle

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: .

$310,000
3 Beds ⋅ 2 Baths
SHHHHHH; Don't Tell TOO Many- COUNTRY, Convenient, AND Greencastle!!! No Way; but YES HUH!!! Sitting on over 1/2 AC of Private & Lush, this Rancher is BOASTFUL!! (3) Living / Recreation Areas, IN-LAW SPACE / LEVEL, (2) Wood Stoves, (2) Additional Freezers, CHICKEN COOP!! (fits 8-12 chickens), DOUBLE LOT, Hardwood Floors, Central AC, New(er) Windows / Roof / Water Equip!! These Sellers have taken this 1960's Ole' Gal and made her into a Country Belle!!! She SHINES, is Homey, and has room to GROW!! (2) Sheds; One SHOP w/ (1) of 2 Wood Stoves & an Additional Shed. Playground does Convey! Enough about how AMAZING this house is; Location?? You are tucked right into State Line; a "Stones Throw" from EVERYTHING- i81, Restaurants, Medical, Retail, Etc! If State Line has never been a resting place for you- you will never wish to be anywhere else; Convenience is KEY! FLAT Yard - Perfect for Pool, Hobbies, Entertainment, and Much Much MORE!! BBQ in the ease of Country Essence! Enjoy the house that my Sellers made a Home; We Welcome YOU Home!

380 Hade Street, Greencastle

Listing courtesy of CENTURY 21 New Millennium. Contact:

Selling Office: .

$575,000
4 Beds ⋅ 3 Baths
Why wait for new build when you can have a home that is basically new and has everything you want! This home has been cared for like a model home for three years! This home boasts four large bedrooms on the second floor. On the main level there is an office and den that could be used for a variety of options. Two story family room is open and spacious. You will enjoy cooking in this kitchen with stainless steel appliances and granite countertops. There is a bonus as a wine fridge! The kitchen has an amazing island that opens into the family room making entertaining a delight. Don't forget the nice outdoor space with a deck that is easy maintenance. This home is near all conveniences. Greencastle is an amazing community that you will be glad to call home.

153 Delanie Drive, Greencastle

Listing courtesy of The KW Collective. Contact:

Selling Office: .

$179,900
3 Beds ⋅ 2 Baths
Four-Story Brick Home with Historic Character & Value-Add Potential This four-story brick home offers a rare blend of historic charm and renovation opportunity. Featuring 3 bedrooms and 2 full bathrooms, the property includes **two fireplaces—located in the living room and primary bedroom—**and original hardwood floors in select rooms, providing timeless character and a strong foundation for restoration. The home offers an unfinished basement with excellent storage or future finishing potential, along with a lofty, creative attic space ideal for additional living area, office, or studio use. A large backyard adds outdoor value and flexibility, and the property also includes off-street parking located at the rear, a valuable feature for both owner-occupants and future tenants. While the property is in need of updates, its solid brick construction, unique vertical layout, original architectural details, and rear parking make it well-suited for a thoughtful renovation—whether for a primary residence, long-term rental, or resale investment Property is being sold as-is.

141 S Washington Street, Greencastle

Listing courtesy of Real Estate Innovations. Contact:

Selling Office: .