85 houses for sale in Pleasant Walk, District 16 Jackson Frederick County Maryland

50 Saint Paul Street
View photo
House · for sale
USD 599,999
USD 220/sq.ft
50 Saint Paul Street
Pleasant Walk, District 16 Jackson Frederick County Maryland
· 2,723 sq.ft · 4 Bedrooms · 2 Baths · House
· Parking
Pleasant Walk, District 16 Jackson Frederick County Maryland · 2,723 sq.ft · 4 Bedrooms · 2 Baths · House · Parking
Brand New Home + Expanded Land Opportunity Prime Location Near Downtown! This beautifully remodeled home sits on a rare combined 2.313-acre property, offering space, privacy, and unbeatable convenience just minutes from downtown. Fully renovated from top to bottom, the home features brand new appliances and modern finishes throughout, making it completely move-in ready. The property also includes a spacious detached 2-car garage, providing ample storage and parking. With over 2 acres of land, this is a unique opportunity to own a large parcel in a highly desirable locationperfect for future expansion, outdoor living, or added investment potential. Full Property Offering: The home and adjacent 1.633-acre parcel are available together, creating a total of 2.313 acres for a rare, expansive in-town property. Optional Purchase: The home may also be purchased separately (without the additional parcel) for $529,999, offering flexibility for buyers based on their needs. Whether you're looking
Brand New Home + Expanded Land Opportunity Prime Location Near Downtown! This beautifully remodeled home sits on a rare combined 2.313-acre property, offering space, privacy, and unbeatable convenience just minutes from downtown. Fully renovated from top to bottom, the home features brand new appliances and modern finishes throughout, making it completely move-in ready. The property also includes a spacious detached 2-car garage, providing ample storage and parking. With over 2 acres of land, this is a unique opportunity to own a large parcel in a highly desirable locationperfect for future expansion, outdoor living, or added investment potential. Full Property Offering: The home and adjacent 1.633-acre parcel are available together, creating a total of 2.313 acres for a rare, expansive in-town property. Optional Purchase: The home may also be purchased separately (without the additional parcel) for $529,999, offering flexibility for buyers based on their needs. Whether you're looking
USD 599,999
20376 Splendor View Terrace
12 pictures
House · for sale
USD 625,000
USD 259/sq.ft
20376 Splendor View Terrace
Pleasant Walk, District 16 Jackson Frederick County Maryland
· 2,411 sq.ft · 4 Bedrooms · 2 Baths · House
· Patio · Garden · Terrace · Deck · Fireplace · Equipped kitchen · Cellar
Pleasant Walk, District 16 Jackson Frederick County Maryland · 2,411 sq.ft · 4 Bedrooms · 2 Baths · House · Patio · Garden · Terrace · Deck · Fireplace · Equipped kitchen · Cellar
Welcome to sought-after Fieldstone Acres! This immaculate Colonial sits on a beautiful, level 1.4-acre lot and offers the perfect blend of comfort, style, and convenience. Featuring 4 bedrooms and 2.5 baths, this well-maintained home boasts 9 ceilings and luxury vinyl plank flooring throughout the main level. The spacious granite kitchen includes an island and stainless-steel appliances (new in 2023) and opens to a cozy family roomideal for everyday living and entertaining. Separate dining room, perfect for entertaining. Living room with cozy gas fireplace. Convenient main-level laundry. Generous primary suite with walk-in closet, jetted tub, and separate walk-in shower. Recent updates include a new roof (2019) and HVAC system (2021). Roof estimated 5 yrs old. The full basement provides excellent potential for additional finished living space. Step outside to a charming curved front patio and walkway or relax on the private rear deck overlooking private back yard bordered by tress. New
Welcome to sought-after Fieldstone Acres! This immaculate Colonial sits on a beautiful, level 1.4-acre lot and offers the perfect blend of comfort, style, and convenience. Featuring 4 bedrooms and 2.5 baths, this well-maintained home boasts 9 ceilings and luxury vinyl plank flooring throughout the main level. The spacious granite kitchen includes an island and stainless-steel appliances (new in 2023) and opens to a cozy family roomideal for everyday living and entertaining. Separate dining room, perfect for entertaining. Living room with cozy gas fireplace. Convenient main-level laundry. Generous primary suite with walk-in closet, jetted tub, and separate walk-in shower. Recent updates include a new roof (2019) and HVAC system (2021). Roof estimated 5 yrs old. The full basement provides excellent potential for additional finished living space. Step outside to a charming curved front patio and walkway or relax on the private rear deck overlooking private back yard bordered by tress. New
USD 625,000
8450 Palmer Road
12 pictures
House · for sale
USD 1,050,000
USD 242/sq.ft
8450 Palmer Road
Pleasant Walk, District 16 Jackson Frederick County Maryland
· 4,338 sq.ft · 4 Bedrooms · 4 Baths · House
· Swimming pool
Pleasant Walk, District 16 Jackson Frederick County Maryland · 4,338 sq.ft · 4 Bedrooms · 4 Baths · House · Swimming pool
ARE you ready for one-of-a-kind resort-style living? This stunning estate property sits atop 5.36 acres offering breathtaking 360-degree views of the Middletown Valley and surrounding mountain ranges for miles and miles, all from the comfort of your heated in-ground resort-like pool with waterfall. This exceptional property offers the ideal blend of privacy, luxury, and convenience, just minutes away from downtown while providing the feel of a private luxury retreat. Additionally, zoned Agricultural, the property is outbuilding & farmette-ready, providing flexibility for hobby farming, animals, additional structures, or simply enjoying the wide-open space. Completely & thoughtfully renovated in 2021, this 4,716 square foot estate has been meticulously restored from top to bottom. Nearly every major component has been updated, including a new roof with gutter guards, new windows and doors, upgraded fixtures throughout, new appliances, fresh paint, new flooring, updated systems, and exte
ARE you ready for one-of-a-kind resort-style living? This stunning estate property sits atop 5.36 acres offering breathtaking 360-degree views of the Middletown Valley and surrounding mountain ranges for miles and miles, all from the comfort of your heated in-ground resort-like pool with waterfall. This exceptional property offers the ideal blend of privacy, luxury, and convenience, just minutes away from downtown while providing the feel of a private luxury retreat. Additionally, zoned Agricultural, the property is outbuilding & farmette-ready, providing flexibility for hobby farming, animals, additional structures, or simply enjoying the wide-open space. Completely & thoughtfully renovated in 2021, this 4,716 square foot estate has been meticulously restored from top to bottom. Nearly every major component has been updated, including a new roof with gutter guards, new windows and doors, upgraded fixtures throughout, new appliances, fresh paint, new flooring, updated systems, and exte
USD 1,050,000
20406 Trout Drive
12 pictures
House · for sale
USD 753,750
USD 238/sq.ft
20406 Trout Drive
Pleasant Walk, District 16 Jackson Frederick County Maryland
· 3,154 sq.ft · 4 Bedrooms · 2 Baths · House
· Fireplace · Equipped kitchen · Cellar
Pleasant Walk, District 16 Jackson Frederick County Maryland · 3,154 sq.ft · 4 Bedrooms · 2 Baths · House · Fireplace · Equipped kitchen · Cellar
To-be-built Naomi model (See Model in Documents) by Kellgard General Contracting, located on a beautiful 1.3-acre homesite with no HOA. This impressive new construction offers 3,100+ square feet of well-designed living space in a quiet, attractive neighborhood. The upper level features 4 generously sized bedrooms and 2 full bathrooms, including a spacious primary suite, along with the convenience of upper-level laundry. The main level showcases 9-foot ceilings, durable luxury vinyl plank flooring, and an inviting layout ideal for everyday living and entertaining. The kitchen is a standout with a large center island, ample cabinetry, and premium finishes, flowing into the family room highlighted by a gas fireplace. The unfinished basement includes a rough-in for a future full bathroom, offering the opportunity to finish and substantially increase the homes total square footage. Since construction is just beginning, early buyers can select many interior finishes and design elements, allo
To-be-built Naomi model (See Model in Documents) by Kellgard General Contracting, located on a beautiful 1.3-acre homesite with no HOA. This impressive new construction offers 3,100+ square feet of well-designed living space in a quiet, attractive neighborhood. The upper level features 4 generously sized bedrooms and 2 full bathrooms, including a spacious primary suite, along with the convenience of upper-level laundry. The main level showcases 9-foot ceilings, durable luxury vinyl plank flooring, and an inviting layout ideal for everyday living and entertaining. The kitchen is a standout with a large center island, ample cabinetry, and premium finishes, flowing into the family room highlighted by a gas fireplace. The unfinished basement includes a rough-in for a future full bathroom, offering the opportunity to finish and substantially increase the homes total square footage. Since construction is just beginning, early buyers can select many interior finishes and design elements, allo
USD 753,750
9007 Old National Pike, Hagerstown, MD 21740 | MLS #MDWA2035
View photo
House · for sale
USD 465,000
USD 174/sq.ft
9007 Old National Pike, Hagerstown, MD 21740 | MLS #MDWA2035
Pleasant Walk, District 16 Jackson Frederick County Maryland
· 2,669 sq.ft · 3 Bedrooms · 3 Baths · House
· Office room · Fireplace · Parking · Cellar
Pleasant Walk, District 16 Jackson Frederick County Maryland · 2,669 sq.ft · 3 Bedrooms · 3 Baths · House · Office room · Fireplace · Parking · Cellar
Boonsboro Schools! This is an amazing home, clean, bright, and shining! Just move in and enjoy! The sellers have taken great care of their home and property. There are two parcels making up the 1.18 acre. The 3rd bedroom is presently used as a dining room. The 2nd bathroom is off the garage. Over the years, the owners have replaced the roof, furnace, and windows. The beautiful hardwood floors have been sanded and resurfaced. The well was added in 1997, septic was pumped in 2025. There is both electric and propane to the hot water heater, range and dryer! The main level fireplace has propane logs, the basement fireplace is wood burning. The breezeway has heat (EBB) and the ceiling was raised to include 2 skylights, The garage was added on to accommodate a third vehicle and plenty of room for freezer and extra equipment. There are 2 storage sheds. 14 x 14 and 12 x 12 with electric. The basement has a beautiful family room with a fireplace, workshop, laundry, full bath, office, and large
Boonsboro Schools! This is an amazing home, clean, bright, and shining! Just move in and enjoy! The sellers have taken great care of their home and property. There are two parcels making up the 1.18 acre. The 3rd bedroom is presently used as a dining room. The 2nd bathroom is off the garage. Over the years, the owners have replaced the roof, furnace, and windows. The beautiful hardwood floors have been sanded and resurfaced. The well was added in 1997, septic was pumped in 2025. There is both electric and propane to the hot water heater, range and dryer! The main level fireplace has propane logs, the basement fireplace is wood burning. The breezeway has heat (EBB) and the ceiling was raised to include 2 skylights, The garage was added on to accommodate a third vehicle and plenty of room for freezer and extra equipment. There are 2 storage sheds. 14 x 14 and 12 x 12 with electric. The basement has a beautiful family room with a fireplace, workshop, laundry, full bath, office, and large
USD 465,000
13903 Wolfsville Road
12 pictures
House · for sale
USD 450,000
USD 180/sq.ft
13903 Wolfsville Road
Pleasant Walk, District 16 Jackson Frederick County Maryland
· 2,497 sq.ft · 4 Bedrooms · 3 Baths · House
· Garden · Deck · Equipped kitchen · Cellar
Pleasant Walk, District 16 Jackson Frederick County Maryland · 2,497 sq.ft · 4 Bedrooms · 3 Baths · House · Garden · Deck · Equipped kitchen · Cellar
Escape to your own private sanctuary where the views stretch for miles and nature surrounds you in every direction. Nestled on a scenic hillside along Wolfsville Rd, this 4-bedroom, 3 full bath home offers the perfect blend of peaceful living and everyday convenience. Step inside to a spacious and inviting layout, highlighted by a large open kitchen featuring a central granite islandideal for cooking, gathering, and entertaining. The kitchen flows seamlessly to an expansive wrap-around deck, creating the perfect indoor-outdoor connection. The deck is truly the heart of the homeoffering breathtaking views of the surrounding valley, open land, and mountains beyond. Whether you're enjoying your morning coffee or unwinding at sunset, this space delivers a sense of calm thats hard to find. The property also offers the unique ability to explore your own backyard, with elevated terrain behind the home providing even more stunning vantage points. The fully finished basement adds valuable livin
Escape to your own private sanctuary where the views stretch for miles and nature surrounds you in every direction. Nestled on a scenic hillside along Wolfsville Rd, this 4-bedroom, 3 full bath home offers the perfect blend of peaceful living and everyday convenience. Step inside to a spacious and inviting layout, highlighted by a large open kitchen featuring a central granite islandideal for cooking, gathering, and entertaining. The kitchen flows seamlessly to an expansive wrap-around deck, creating the perfect indoor-outdoor connection. The deck is truly the heart of the homeoffering breathtaking views of the surrounding valley, open land, and mountains beyond. Whether you're enjoying your morning coffee or unwinding at sunset, this space delivers a sense of calm thats hard to find. The property also offers the unique ability to explore your own backyard, with elevated terrain behind the home providing even more stunning vantage points. The fully finished basement adds valuable livin
USD 450,000
22209 Pondsville Road
12 pictures
House · for sale
USD 550,000
USD 235/sq.ft
22209 Pondsville Road
Pleasant Walk, District 16 Jackson Frederick County Maryland
· 2,336 sq.ft · 2 Bedrooms · 1 Bath · House
Pleasant Walk, District 16 Jackson Frederick County Maryland · 2,336 sq.ft · 2 Bedrooms · 1 Bath · House
Price not indicative of opening bid or closing bid. Tillable ground in back. Public auction (on site): april 25 @ 1:00pm 11.46 +/. Acres cONTAINS Mother-in-law suite
Price not indicative of opening bid or closing bid. Tillable ground in back. Public auction (on site): april 25 @ 1:00pm 11.46 +/. Acres cONTAINS Mother-in-law suite
USD 550,000
8704 Jans Court
12 pictures
House · for sale
USD 699,000
USD 175/sq.ft
8704 Jans Court
Pleasant Walk, District 16 Jackson Frederick County Maryland
· 3,993 sq.ft · 3 Bedrooms · 3 Baths · House
· Office room · Fireplace · Equipped kitchen · Cellar
Pleasant Walk, District 16 Jackson Frederick County Maryland · 3,993 sq.ft · 3 Bedrooms · 3 Baths · House · Office room · Fireplace · Equipped kitchen · Cellar
Spacious and beautifully maintained Cape Cod style home situated on a private 2-acre corner lot. This home features 3 bedrooms and 3.5 bathrooms along with numerous updates, including a 50-year roof installed in 2020 and newer siding and shutters. Central vacuum for convenience and security system for peace of mind. Granite kitchen with island, breakfast nook, and all appliances, perfect for everyday living and entertaining. Enjoy multiple living spaces including a living room/billiards room, separate dining room, and a sunken family room with a cozy fireplace. Dedicated home office, perfect for work-from-home. Large main level laundry with storage galore, washer/dryer included. The primary suite includes nice sitting room, 2 walk-in closets, modern bathroom with double vanity and walk-in shower. Bedroom #2 is a mini master suite with its own full bathroom. The full basement provides a heated exercise or flex space for additional versatility. Car enthusiasts or hobbyists will appreciat
Spacious and beautifully maintained Cape Cod style home situated on a private 2-acre corner lot. This home features 3 bedrooms and 3.5 bathrooms along with numerous updates, including a 50-year roof installed in 2020 and newer siding and shutters. Central vacuum for convenience and security system for peace of mind. Granite kitchen with island, breakfast nook, and all appliances, perfect for everyday living and entertaining. Enjoy multiple living spaces including a living room/billiards room, separate dining room, and a sunken family room with a cozy fireplace. Dedicated home office, perfect for work-from-home. Large main level laundry with storage galore, washer/dryer included. The primary suite includes nice sitting room, 2 walk-in closets, modern bathroom with double vanity and walk-in shower. Bedroom #2 is a mini master suite with its own full bathroom. The full basement provides a heated exercise or flex space for additional versatility. Car enthusiasts or hobbyists will appreciat
USD 699,000
9947 Crossfield Rd, Hagerstown, MD 21740 | MLS #MDWA2033
View photo
House · for sale
USD 675,000
USD 475/sq.ft
9947 Crossfield Rd, Hagerstown, MD 21740 | MLS #MDWA2033
Pleasant Walk, District 16 Jackson Frederick County Maryland
· 1,421 sq.ft · House
· Equipped kitchen · Parking
Pleasant Walk, District 16 Jackson Frederick County Maryland · 1,421 sq.ft · House · Equipped kitchen · Parking
No city taxes – lead free. Rare Multi-Unit Investment Opportunity This FHA-eligible 4-unit property in Hagerstown is a rare chance to acquire three adjoining parcels deeded together, totaling nearly 1 acre (≈40,000 sq ft). The property includes four residential rental units plus a large 2-bay garage for added income potential, all with no city taxes. The layout features two detached single-family homes, each with 4 bedrooms and 2 baths, and a larger brick building containing two fully renovated 1-bedroom, 1-bath apartments. All structures are solid brick and block construction, built to last. The one-bedroom units were gutted and rebuilt with all new LVP flooring, drywall, doors, windows, fixtures, kitchens, and baths. Recent capital improvements across the property include new roofs, gutters, replacement windows, and updated plumbing and electrical systems. The nearly acre-sized footprint offers plenty of off-street parking and a convenient location near shopping, schools, restaurants
No city taxes – lead free. Rare Multi-Unit Investment Opportunity This FHA-eligible 4-unit property in Hagerstown is a rare chance to acquire three adjoining parcels deeded together, totaling nearly 1 acre (≈40,000 sq ft). The property includes four residential rental units plus a large 2-bay garage for added income potential, all with no city taxes. The layout features two detached single-family homes, each with 4 bedrooms and 2 baths, and a larger brick building containing two fully renovated 1-bedroom, 1-bath apartments. All structures are solid brick and block construction, built to last. The one-bedroom units were gutted and rebuilt with all new LVP flooring, drywall, doors, windows, fixtures, kitchens, and baths. Recent capital improvements across the property include new roofs, gutters, replacement windows, and updated plumbing and electrical systems. The nearly acre-sized footprint offers plenty of off-street parking and a convenient location near shopping, schools, restaurants
USD 675,000
19431 Maggies Court
12 pictures
House · for sale
USD 569,900
USD 233/sq.ft
19431 Maggies Court
Pleasant Walk, District 16 Jackson Frederick County Maryland
· 2,443 sq.ft · 4 Bedrooms · 2 Baths · House
· Deck · Fireplace · Equipped kitchen
Pleasant Walk, District 16 Jackson Frederick County Maryland · 2,443 sq.ft · 4 Bedrooms · 2 Baths · House · Deck · Fireplace · Equipped kitchen
This is a must see! Don't let this beautiful rancher in Roxbury Hills pass you by. This immaculate home is situated on 2.3 acres in a cul de sac that backs to mature trees and woods. You could be enjoying your coffee on the back deck or inside looking out at the relaxing view from the large windows in the beautiful open great room with vaulted ceilings and hard wood floors located just off the kitchen. Speaking of the kitchen, large kitchen area with tons of counter space that opens into that fantastic great room with wood burning fireplace. This home does not disappoint with 4 bedrooms and two and a half baths on the main level. Additional dining room and breakfast area with built in seating and more windows to take in the peaceful surroundings all in just under 2500Sf on main level alone. The lower level offers lots of space to be creative and make more finished living space. Lots of details in this home that make it a must see to appreciate, not just your typical rancher. New HVAC i
This is a must see! Don't let this beautiful rancher in Roxbury Hills pass you by. This immaculate home is situated on 2.3 acres in a cul de sac that backs to mature trees and woods. You could be enjoying your coffee on the back deck or inside looking out at the relaxing view from the large windows in the beautiful open great room with vaulted ceilings and hard wood floors located just off the kitchen. Speaking of the kitchen, large kitchen area with tons of counter space that opens into that fantastic great room with wood burning fireplace. This home does not disappoint with 4 bedrooms and two and a half baths on the main level. Additional dining room and breakfast area with built in seating and more windows to take in the peaceful surroundings all in just under 2500Sf on main level alone. The lower level offers lots of space to be creative and make more finished living space. Lots of details in this home that make it a must see to appreciate, not just your typical rancher. New HVAC i
USD 569,900

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