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$13,500
Beautiful 0.65-acre wooded lot located on Shawnee Trail in Winchester, Virginia, within the Shawneeland community of Frederick County. This peaceful parcel offers paved road frontage, mountain surroundings, and a private natural setting while still being a short drive to shopping, dining, and conveniences in Winchester. The lot is wooded and sloped, making it ideal for buyers seeking privacy, scenery, and a unique future homesite or getaway retreat. Great investment opportunity, hold, or future development. Similar parcels with road access in this area are becoming harder to find. Property is conveniently located near outdoor recreation, trails, and the scenic Shenandoah Valley region. Enjoy country living with easy access to town. Property Details: APN: 49A021201 Approx. 0.65 Acre Wooded Paved Road Access Winchester Mailing Address Frederick County, VA Owner financing available. Property is being sold as-is. Great opportunity to own affordable Virginia land.

430 Shawnee Trl, Winchester

Listing courtesy of The Greene Realty Group. Contact: 8882785840

$300,000
3 Beds 2 Baths
Welcome to this beautiful 2-level condominium/townhome offering a perfect blend of comfort, convenience, and modern updates. Step inside to a bright, inviting living room that flows seamlessly into an open-concept kitchen, ideal for both everyday living and entertaining. This home features several important recent upgrades, including a brand-new water heater (2025), washer and dryer (2025), and dishwasher (2025). Upstairs, you’ll find three well-appointed bedrooms. Located in a highly convenient area of Frederick, MD (12 Coats Bridge Pl), this home offers easy access to a wide variety of shopping centers, restaurants, grocery stores, and everyday essentials, along with convenient access to major commuter routes including I-270 and I-70.

12 Coats Bridge Pl Unit #2F, Frederick

Listing courtesy of EXP Realty, LLC. Contact: 8333357433

$364,900
3 Beds 3 Baths
Priced to sell! Welcome to 1874B Monocacy View Circle, a well-maintained 3-bedroom, 2.5-bath home offering a functional layout and modern features throughout. The interior features 9-foot ceilings that enhance the sense of space, along with a comfortable flow designed for everyday living. The kitchen and living areas connect seamlessly, while the upper level includes a convenient laundry area with washer and dryer located near the bedrooms. The primary suite offers a spacious walk-in closet and a private en-suite bath. Additional highlights include a new dryer and thoughtful storage throughout the home. Community amenities include a neighborhood pool, and the HOA fee includes water, adding to the property’s overall convenience. Conveniently located near shopping, dining, and commuter routes, this home offers accessibility along with comfortable living.

1874 Monocacy View Cir Unit #28B, Frederick

Listing courtesy of Samson Properties. Contact: 7033493900

$924,500
3 Beds 3 Baths
HOME TO BE BUILT. Nestled on a beautiful, wooded 2.25-acre lot, this to-be-built home by Grossnickle Construction offers the perfect blend of luxury and comfort. The home features 3 spacious bedrooms, including a private primary suite, 2 full bathrooms, and a convenient powder room. This plan also includes 400 sqft rec room in the basement and the option for an upstairs bonus room. Enjoy the peaceful, natural setting with mature trees and scenic surroundings while still having the opportunity to personalize your new home. This featured plan can be built as-is, tweaked to your preferences, or you can choose a completely different custom plan to fit this homesite. Don’t miss this chance to build your dream home in a truly serene location.

Mountain Church Rd, Middletown

Listing courtesy of Real Estate Teams, LLC. Contact: 3016953020

$415,000
4 Beds 4 Baths
EXCEPTIONAL VALUE IN A PRIVATE, GATED LAKE COMMUNITY. DON'T MISS THIS RARE OFFERING OF A BEAUTIFULLY UPDATED 4-BEDROOM, 4-BATH CEDAR CAPE COD AND AN ADJOINING BUILDING LOT TOTALING MORE THAN HALF AN ACRE! In Lake Holiday near Winchester with a spectacular 240-acre deep-water lake, mountain views and beaches. Enjoy fishing, boating, swimming, water skiing, a clubhouse with an exercise room, walking trails, dog park, playground and picnic areas, and tennis, basketball and volleyball courts. Ideal for full-time living or weekend getaways. About 90 minutes from the beltway. An easy drive to historic downtown Winchester, Berkeley Springs and Cacapon State Park on Rt. 522. Luxury vinyl floors that resemble hardwood and tile floors. Spacious living room. Well-appointed kitchen with granite countertops, maple cabinets, newer stainless appliances, tile back splash and an adjoining dining area. Enjoy a seasonal view of the lake from the large back deck off the kitchen. There's also a deck below off the finished walkout basement. The house's lower level offers the potential for an in-law suite: A generously sized family room with a gas log fireplace and an impressive wet bar, a bedroom and a full bath. Architectural shingle roof approximately 2 years old. Above-ground 120-gallon propane tank that supplies the gas log is owned by the seller and conveys. Possibilities abound with the adjoining lot. Build another dream house or perhaps a smaller home for a family member, or a garage. Combined size of the two properties is .57 of an acre. The properties also are available separately with the house at 128 Dogwood for $385,000 (Lot 118, Tax Map 18A04-4A-12- 118) and the lot at 130 Dogwood for $35,000 (Lot 117, Tax Map Tax 18A04-4A-12- 117 ). Buyers responsible at settlement for the $2,000 capitalization fee for each property. Monthly HOA fees are $156 for the house and $144 for the lot next door. Water/sewer tap fee to build on the lot currently totals $5,000 and the water/sewer availability fee for the lot is $20 per month until a house is built. Gated community - buyers must be accompanied by their agents. Traffic rules strictly enforced: 25 mph speed limit and complete stop at stop signs. Airbnb and short-term rentals (less than 6 months) are not permitted. Basement bedroom's window may not meet full egress. Tax and HOA amounts on this listing are for 128 Dogwood only.

128 - 130 Dogwood Dr, Cross Junction

Listing courtesy of ERA Oakcrest Realty, Inc.. Contact: (540) 665-0360

$494,000
3 Beds 3 Baths
*Cinch Home Warranty Included* Move in with peace of mind! Welcome to the highly sought-after community of The Hamptons at Lake Linganore, packed with amenities you won't find elsewhere. Private lakes and beaches, 4 swimming pools, 35-plus miles of trails, pickleball, tennis, volleyball, tot lots, Food Truck Tuesdays, and a community calendar that runs year-round. The Hamptons puts you inside all of it. This upgraded townhouse is turn-key ready. The owners didn't stop at what the builder gave them. Rich LVP flooring replaced the standard finishes, custom wood accent features were added throughout, and the result is a home that reads warmer and more intentional than any other home at this pricepoint. Add in upgraded insulation in the attic for ultimate efficiency, and this home checks every box. The kitchen anchors the main level with a large island seating four, upgraded Samsung stainless appliances, and granite countertops. The sun-filled dining area opens directly to a deck with stairs down to the backyard, keeping outdoor living within reach from the moment you walk in. A powder room rounds out the main level. Upstairs, the owner's suite delivers a tray ceiling, recessed lighting, a double bowl vanity, a walk-in shower, and a walk-in closet with real usable depth. Two generously sized bedrooms, a full bathroom, and a dedicated laundry room complete the upper level. The finished lower level is set up for a home gym and media room, two functional spaces that don't compete with each other for square footage. The rear deck is perfect for entertaining, grilling, and enjoying the peace and quiet of Lake Linganore.

10643 Brewerton Ln, New Market

Listing courtesy of Showcase Real Estate, LLC.. Contact: (301) 648-6000

$275,000
2 Beds 1 Baths
Welcome to Habitat for Humanity of Frederick County’s affordable homeownership opportunity in Phase 1 of a new 12‑unit condominium community located at the corner of West All Saints Street and Ice Street in downtown Frederick, MD. This program offers eligible residents a pathway to stable, long‑term homeownership in the heart of the city. To be considered, applicants/BUYERS must meet the following criteria: - Live or work in Frederick County for at least one year - Qualify for a mortgage with a fair or better FICO credit score (minimum 580), reasonable debt, and no recent late payments, charge‑offs, or collections - Have a household income between 50% and 80% of the Area Median Income (AMI) - Be willing to complete required “sweat equity” hours with the support of family or friends FY25 AMI Income Ranges for West All Saints: - Single person: $57,400–$74,800 - Two people: $65,600–$85,450 - Three people: $73,800–$96,150 - Four people: $81,950–$106,800 If you meet the eligibility requirements and would like to take the next step, please share your contact information by completing the Home Buyer Interest Form: https://frederickhabitat.org/what-we-do/homeownership-support/home-buyer-form/

106 W All Saints St Unit #B1, Frederick

Listing courtesy of Charis Realty Group. Contact: 2409139339

$265,000
2 Beds 1 Baths
Welcome to Habitat for Humanity of Frederick County’s affordable homeownership opportunity in Phase 1 of a new 12‑unit condominium community located at the corner of West All Saints Street and Ice Street in downtown Frederick, MD. This program offers eligible residents a pathway to stable, long‑term homeownership in the heart of the city.** To be considered, applicants/BUYERS must meet the following criteria: - Live or work in Frederick County for at least one year - Qualify for a mortgage with a fair or better FICO credit score (minimum 580), reasonable debt, and no recent late payments, charge‑offs, or collections - Have a household income between **50% and 80% of the Area Median Income (AMI)** - Be willing to complete required “sweat equity” hours with the support of family or friends **FY25 AMI Income Ranges for West All Saints:** - Single person: $57,400–$74,800 - Two people: $65,600–$85,450 - Three people: $73,800–$96,150 - Four people: $81,950–$106,800 If you meet the eligibility requirements and would like to take the next step, please share your contact information by completing the Home Buyer Interest Form: https://frederickhabitat.org/what-we-do/homeownership-support/home-buyer-form/

104 W All Saints St Unit #C2, Frederick

Listing courtesy of Charis Realty Group. Contact: 2409139339

$1,100,000
3 Beds 3 Baths
Discover a truly exceptional and rare opportunity to own 28.75 private, picturesque acres featuring an established horse farm, breathtaking mountain views, and multiple income-producing possibilities. Tucked away in a peaceful and secluded setting with its own private entrance and distinctive “Misty Peaks” sign, this remarkable property offers a serene retreat where morning mist drifts beautifully across the surrounding peaks. This established equestrian property features four buildings, 12 horse stalls, seven gated pastures, divided fields with automatic waterers, and a well-maintained outdoor riding arena with quality footing, ideal for riding, training, and lessons. Walking trails wind throughout the property, providing a wonderful setting for trail riding and equestrian instruction. Approximately five current boarding clients have expressed interest in remaining, offering immediate income potential for the new owner. As you arrive, charming stone borders and scenic views welcome you in every direction. At the end of the driveway to the right sits a delightful two-level guest cabin featuring a spacious main room, wood-burning fireplace, full bathroom, and a large attic area that may be used as a studio, retreat, recreation space, or additional storage. A wraparound porch with a picnic table creates an inviting place to relax and enjoy the peaceful surroundings. Further into the property is an impressive two-story bank barn, ideal for hay and equipment storage, with horse stalls conveniently located on the lower level. The barn is equipped with both hot and cold water and is heated, providing added comfort and functionality for year-round use. Tucked privately toward the rear of the property is a spacious workshop/garage divided into three separate areas and featuring a convenient kitchenette. This versatile building offers excellent potential for equipment storage, hobbies, projects, or business-related use. The main residence is a remarkable four-level estate home designed for comfort, character, and entertaining. The exterior features a beautiful mahogany wraparound porch, expansive deck, outdoor fireplace, and a fully equipped outdoor kitchen with two grills, a sink, and space for a refrigerator. A nearby hot tub creates the perfect private retreat. Outdoor kitchen features convey as-is, allowing the next owner the opportunity to personalize the space. Inside, the home is filled with warmth, charm, and distinctive architectural character. Upon entering, you are welcomed by a comfortable family room with a cookstove fireplace to the left and a living room to the right. Moving through the home, you will find a formal dining room with its own fireplace and a spacious farmhouse-style kitchen featuring a wood-burning fireplace, stainless steel sink, Viking gas stove, wine refrigerator, Sub-Zero refrigerator, and ample space for a dining table. Direct access to the back porch and deck makes indoor-outdoor living and entertaining effortless. The second level offers three bedrooms and two full bathrooms, including a spacious primary suite with a private bath. The upper attic level provides a large, flexible space that can be transformed into a studio, retreat, home office, recreation room, or additional living area. One of the home's standout features is the fully finished basement, complete with heated floors, a full bathroom, laundry room, spacious family room, and walk-out access to the exterior. Ideally located in a highly desirable area, this extraordinary property combines privacy, natural beauty, equestrian functionality, versatility, and income potential, all while offering convenient access to I-70 and just minutes from I-81. This is more than a home—it is a lifestyle and a truly unique opportunity to own an active horse farm in a spectacular setting. Come experience Misty Peaks for yourself. Property is being sold in AS-IS condition. This is an active, functioning farm. Farm equipment does not convey.

13405 John Kline Rd, Smithsburg

Listing courtesy of RE/MAX Plus. Contact: 3018827567

$265,000
2 Beds 1 Baths
Welcome to Habitat for Humanity of Frederick County’s affordable homeownership opportunity in Phase 1 of a new 12‑unit condominium community located at the corner of West All Saints Street and Ice Street in downtown Frederick, MD. This program offers eligible residents a pathway to stable, long‑term homeownership in the heart of the city. To be considered, applicants/BUYERS must meet the following criteria: - Live or work in Frederick County for at least one year - Qualify for a mortgage with a fair or better FICO credit score (minimum 580), reasonable debt, and no recent late payments, charge‑offs, or collections - Have a household income between 50% and 80% of the Area Median Income (AMI) - Be willing to complete required “sweat equity” hours with the support of family or friends FY25 AMI Income Ranges for West All Saints: - Single person: $57,400–$74,800 - Two people: $65,600–$85,450 - Three people: $73,800–$96,150 - Four people: $81,950–$106,800 If you meet the eligibility requirements and would like to take the next step, please share your contact information by completing the Home Buyer Interest Form: https://frederickhabitat.org/what-we-do/homeownership-support/home-buyer-form/

104 W All Saints St Unit #C1, Frederick

Listing courtesy of Charis Realty Group. Contact: 2409139339

$374,990
3 Beds 3 Baths
Main-level living at its best in Hiatt Pointe at Snowden Bridge—a gated 55+ active adult community. This low-maintenance villa features a primary bedroom and laundry on the entry level, a screened rear porch, and a one-car garage. Upstairs offers two spacious bedrooms with walk-in closets and a full bath—perfect for guests or hobbies. Enjoy a stylish kitchen with quartz counters, stainless steel appliances, and elegant cabinetry. Resort-style amenities include pickleball and bocce courts, clubhouse, fitness and yoga studios, outdoor kitchen, pool and hot tub—plus snow removal, trash, and recycling included. Special financing and closing cost assistance available—ask about builder incentives today!

105 Heirloom Way, Winchester

Listing courtesy of Brookfield Mid-Atlantic Brokerage, LLC. Contact: (703) 420-3322

$849,000
3 Beds 3 Baths
Beautifully appointed DETACHED home. OPEN FLOORPLAN with LVP flooring centers around a chef-inspired kitchen with oversized island quartz countertops, stainless appliances, classic white cabinets, gorgeous backsplash and large tablespace area. This room flows seamlessly into the great room living area with an exit to a serene covered rear deck (deck furniture conveys). The main level offers two bedrooms - a primary bedroom with TWO walk-in closets and an attached bath with oversize shower and double sink vanity. The second bedroom is serviced by a full bath with tub/shower. Perfect for a guest room or an office. Main level laundry completes this fantastic one-level living. However, if you are in need of more space, there is a FINISHED LOWER LEVEL with large recreation room, another bedroom and full bath. There are two additional unfinished rooms for storage. So many uses for this lower level...hobby room, exercise, theatre, the list goes on! Enjoy carefree living with lawn service and snow removal. Amazing community amenities including pool, community center, tennis, picnic area, walking/jogging path. The Woodland is conveniently located right off I-270 in Urbana and close to shopping and restaurants. Ready for the perfect place to call home and enjoy yourself...I think you found it!

2913 Herb Garden Dr, Frederick

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

$141,500
Own a piece of the beautiful Back Creek Heights community in Cross Junction. Located just minutes north of Winchester in the Dehaven part of the county. Access is secured via road frontage on Hodges Lane. Experience exciting hunting as many types of wildlife call this property home including deer, turkey, and many small game species. This tract is currently being used for recreation and hunting. A charming pond adds to the beauty and character of this land. Stellar views of the surrounding countryside are attainable with some tree clearing. This property features mildly sloping topography and a wet weather stream. Remote, fully wooded, and zoned Rural Areas (RA). No covenants, no restrictions, and no HOA! Enjoy hiking, camping, and recreation of all types on this land. A short drive from all the amenities and attractions Winchester has to offer. ***Additional adjoining acreage available for purchase. See aerials for details.***

Hodges Lot 14 Ln, Winchester

Listing courtesy of Whitetail Properties Real Estate, LLC. Contact: 2172859000

$104,500
Own a piece of the beautiful Back Creek Heights community in Cross Junction. Located just minutes north of Winchester in the Dehaven part of the county. Access is secured via road frontage on Hodges Lane. Experience exciting hunting as many types of wildlife call this property home including deer, turkey, and many small game species. This tract is currently being used for recreation and hunting. A charming pond adds to the beauty and character of this land. Stellar views of the surrounding countryside are attainable with some tree clearing. This property features mildly sloping topography and a wet weather stream. Remote, fully wooded, and zoned Rural Areas (RA). No covenants, no restrictions, and no HOA! Enjoy hiking, camping, and recreation of all types on this land. A short drive from all the amenities and attractions Winchester has to offer. ***Additional adjoining acreage available for purchase. See aerials for details.***

Hodges Lot 13 Ln, Winchester

Listing courtesy of Whitetail Properties Real Estate, LLC. Contact: 2172859000

$99,500
Own a piece of the beautiful Back Creek Heights community in Cross Junction. Located just minutes north of Winchester in the Dehaven part of the county. Access is secured via road frontage on Hodges Lane. Experience exciting hunting as many types of wildlife call this property home including deer, turkey, and many small game species. This tract is currently being used for recreation and hunting. Stellar views of the surrounding countryside are attainable with some tree clearing. This property features mildly sloping topography and a wet weather stream. Remote, fully wooded, and zoned Rural Areas (RA). No covenants, no restrictions, and no HOA! Enjoy hiking, camping, and recreation of all types on this land. A short drive from all the amenities and attractions Winchester has to offer. ***Additional adjoining acreage available for purchase. See aerials for details.***

Hodges Lot 12 Ln, Winchester

Listing courtesy of Whitetail Properties Real Estate, LLC. Contact: 2172859000

$520,000
4 Beds 4 Baths
Positioned at the edge of Renn Quarter, Frederick’s premier urban enclave, this Auburn end-unit redefines modern luxury with a commanding presence, sun-drenched exposures, and a level of finish rarely seen in today’s market. Built in 2023 and thoughtfully curated with every available upgrade, this 4-bedroom, 3.5-bath residence spans 2,270 square feet of elevated living where soaring 9-foot ceilings and expansive windows flood each space with natural light, creating an atmosphere that feels both refined and effortlessly inviting. The main level unfolds with seamless flow, anchored by a designer gourmet kitchen that serves as the heart of the home—featuring sleek stainless steel appliances, an oversized island ideal for gathering and entertaining, and an abundance of premium cabinetry, all set against rich luxury plank flooring that adds warmth and continuity throughout. Ascend the hardwood staircase to a private upper-level retreat where the primary suite exudes tranquility, complete with a spacious walk-in closet and a spa-inspired bath designed with both elegance and function in mind. Generously sized secondary bedrooms and a thoughtfully designed layout provide flexibility for guests, work, or lifestyle needs. As an end unit, this home offers enhanced privacy, additional windows, and an airy, open feel that sets it apart. Beyond the walls, enjoy a true lock-and-leave lifestyle with HOA-managed lawn care and landscaping, allowing you to focus on what matters most. Renn Quarter delivers an unmatched living experience with resort-style amenities including a clubhouse, pool, state-of-the-art fitness center, dog park, playgrounds, soccer fields, picnic pavilions, and scenic walking trails. Perfectly positioned for convenience, this home offers seamless access to major commuter routes including I-270, I-70, and Route 15, placing Washington, D.C., Northern Virginia, and surrounding employment hubs within easy reach. Just minutes away, Downtown Frederick invites you into a vibrant scene of boutique shopping, award-winning restaurants, coffee houses, and year-round events, while nearby shopping centers, grocery stores, and everyday conveniences ensure effortless daily living. A rare opportunity to own a nearly new, fully upgraded end-unit in one of Frederick’s most sought-after communities—where luxury, lifestyle, and location converge.

854 Amity St, Frederick

Listing courtesy of Cummings & Co. Realtors. Contact: (410) 823-0033

$649,000
3 Beds 3 Baths
Introducing 311 W. South Street, Unit 2—a gorgeous, one-of-a-kind modern residence in the heart of Downtown Frederick, a city nationally recognized as one of the top places to live in the country. Perfectly positioned just steps from award-winning restaurants, craft dining, cocktail bars, and the expansive 58-acre beauty of Baker Park, this home offers a rare opportunity to experience true urban living at its finest. This award winning property is part of an exclusive two-unit boutique condominium building, configured front-to-back, with this offering representing the front unit—delivering both privacy and a unique, low-density living experience rarely found in downtown settings. Spanning three levels and approximately 2,180 sf, the residence seamlessly blends architectural sophistication with modern functionality. Inside, the home is defined by soaring 9–10’ ceilings, abundant natural light, and a clean, contemporary aesthetic enhanced by interior and exterior glass railings and designer lighting throughout. The open-concept main level is anchored by a stunning chef’s kitchen featuring ss appliances, a gas range, quartz and Carrara marble countertops, solid wood cabinetry, and a built-in fireplace/custom velvet banquette—creating a space that is as striking as it is functional. The primary suite is designed as a private retreat, featuring double closets and a seamless transition into a spa-inspired bath complete with brass finishes, a solid acrylic soaking tub, and elevated design elements that create a true sense of luxury. Each additional bedroom is generously sized and thoughtfully designed, supporting both comfortable living and strong rental appeal. Beyond the interiors, the lifestyle offered here is unmatched. Just moments away, Baker Park provides over 58 acres of green space, including tennis courts, jogging and biking paths, pools, playgrounds, a scenic lake, and a dog park—offering an incredible extension of your living environment right outside your door. Adding to its appeal, the property is currently rented on a month-to-month lease at $2,600 per month, providing immediate income for investors, while offering full flexibility for a future owner occupant. The tenant is open to remaining in place or vacating, creating a rare dual-use opportunity for both investors seeking cash flow and buyers looking to move into a turnkey, high-end residence. With its combination of newer construction, premium finishes, smart design, boutique condo structure, and unbeatable walkable location, this property stands out as a compelling investment and lifestyle opportunity in one of Maryland’s most desirable downtowns. Opportunities like this are limited—and when they appear, they move quickly. <<Seller open to creative financing options for qualified buyers, including rent-to-own and second lien structures. Contact listing agent for details.>>

311 W South St Unit #UNIT 2, Frederick

Listing courtesy of JR Capital Real Estate LLC. Contact: 3012734311

$598,000
4 Beds 3 Baths
Discover the perfect blend of comfort and contemporary living in this stunning detached home, nestled on a generous 1.35-acre lot. Built in 2009, this residence boasts a modern architectural style that harmonizes with its serene surroundings, offering a peaceful retreat from the hustle and bustle of everyday life. Step inside to find a spacious layout that invites you to create lasting memories. With four well-appointed bedrooms and three full bathrooms, there's ample space for everyone to enjoy their own sanctuary. The heart of the home features a cozy gas fireplace, perfect for those chilly evenings when you want to unwind with a good book or gather with loved ones. The unfinished basement presents a blank canvas, ready for your personal touch. Imagine transforming this space into a game room, home gym, or additional storage-whatever suits your lifestyle! The exterior of the home is equally inviting, with low-maintenance vinyl siding that allows you to spend more time enjoying your surroundings and less time on upkeep. The expansive lot offers endless possibilities for outdoor activities, gardening, or simply basking in the beauty of nature. Parking is a breeze with a convenient driveway, ensuring you and your guests always have a place to park. While there's no pool, the vast outdoor space provides plenty of room for future enhancements, whether it's a patio for entertaining or a fire pit for stargazing nights. This home is not just a place to live; it's a canvas for your dreams. With its contemporary design, spacious interiors, and a location that offers both tranquility and convenience, it's the ideal setting for creating a life you love. Don't miss the opportunity to make this beautiful property your own. Schedule a viewing today and envision the possibilities that await you in this charming residence!

1564 Perry Rd, Winchester

Listing courtesy of Century 21 Redwood Realty. Contact: (703) 790-1850

$2,200,000
5 Beds 5 Baths
Set on 21.5 acres just minutes from downtown Winchester, this 5-bedroom home offers over 5,800 finished square feet with a blend of space, functionality, and outdoor living in a highly convenient location. Combining usable land, thoughtful improvements, and indoor and outdoor entertaining spaces, this property offers a rare opportunity close to town amenities. While a neighboring property's drive is visible in the distance, it is not shared and is not subject to any easement. The generous separation between homes offers the flexibility to further enhance privacy with fencing, landscaping, or a custom tree line while maintaining the property's open, expansive setting. The main living areas feature an open flow between the kitchen and living room, highlighted by a fireplace and a custom kitchen with Mennonite-built cabinetry, stainless steel appliances, gas cooking, and a generous pantry. A fully finished basement with a second fireplace provides additional space for recreation, guests, or multi-generational living. Outdoor living includes an in-ground pool with hot tub, a 16'x27' covered patio with outdoor kitchen featuring a sink, grill, and refrigerator, a 16'x12' pergola, outdoor fireplace, detached pool house, and an additional covered hot tub area. The property also features a private stocked pond and a 24'x36' barn equipped with two stalls, wash bay, tack room, second-story hay loft, hot/cold water, and electric, making it suitable for equestrian or hobby use. An 18'x20' wood shed with outdoor wood stove adds additional utility. Additional features include a 1,270 sq ft three-car garage with 10'x8' doors, propane heat on the main level, heat pump on the upper level, outdoor wood stove capable of heating the entire home, gas water heater, and a new water heater installed in 2026. Conveniently located within approximately 5 miles of downtown Winchester, enjoy nearby shopping, dining, entertainment, Jim Barnett Park, Trails at the Museum of the Shenandoah Valley, and Rose Hill Park within walking distance. Above-ground hot tub, propane tank, and outbuildings convey AS-IS. Washer and dryer do not convey. *Agent is related to owner* The information contained herein is for informational purposes only. RE/MAX Roots makes no representation as to the accuracy or reliability of the information. The buyer is to verify information provided and related to the property that is material to a buyer’s decision to purchase the property. All documents and other information attached to this listing are provided as a courtesy and should be researched and verified by the buyer agent.

2230 Jones Rd, Winchester

Listing courtesy of RE/MAX Roots. Contact: (540) 686-7362

$658,500
4 Beds 4 Baths
Rare Opportunity: Assumable VA Loan at 4.99% - Open to Qualified Military & Civilian Buyers. Buyers are encouraged to present offers that honor both the property's value and the exceptional financial benefit that is included. Some homes just work for family life. The cul-de-sac where kids actually play outside. The kitchen where everyone ends up gathering. The basement that grows with your family instead of running out of room. This is that home. Tucked into the established Canal Run community on a quiet cul-de-sac, this 4-bedroom, 3.5-bath Colonial was clearly built — and lovingly maintained — with real life in mind. The way families actually live The open first floor flows the way your days do — from morning coffee at the kitchen island to homework at the breakfast bar to evenings by the gas fireplace in the family room. The kitchen looks out over wooded views that make even weeknight dinners feel a little calmer, and the back deck is close enough to the action that you never feel cut off from what's happening inside. Room to grow Upstairs, four bedrooms each have their own walk-in closet — no fighting over storage. The primary suite gives the parents a proper retreat with a full luxury bath. But the real surprise is downstairs. The finished lower level is one of the most versatile spaces you'll find at this price point. Two additional rooms, a full bath, a movie room, living area, and a dedicated workspace — already plumbed for a kitchenette. Whether it becomes a teen hangout, a multigenerational suite for aging parents, or a home office setup that actually has a door, the groundwork is already done for you. Built for the hobbyist The built-in woodworking shop tucked under the back deck is the kind of detail that stops the right buyer in their tracks. If you've been dreaming of a dedicated space to build, create, or tinker — it's already here waiting. No surprises waiting for you New roof (2025). New HVAC on the main floor and basement (2023) with a transferable warranty and semi-annual service history. Updated stainless appliances throughout. This is a home where the big-ticket items have already been taken care of. A commuter's genuine advantage The MARC train is about a mile away — a straight shot to DC, Virginia, and the Pentagon. Quick access to Routes 15, 270, and 70 puts Frederick, Fort Detrick (about 20 minutes), and the broader DMV within easy reach. For families weighing Montgomery County prices against quality of life, this is the answer. Canal Run residents also enjoy a community pool, fitness center, walking paths, and tot lots — and the C&O Canal and Potomac River are just minutes away for weekends that don't require a road trip.

1801 Rileys Ct S, Point Of Rocks

Listing courtesy of Charis Realty Group. Contact: 2409139339

$1,050,000
4 Beds 5 Baths
NEW PRICE — 10+ PRIVATE ACRES, NO HOA & JUST MINUTES FROM WINCHESTER! Set on over 10 private acres in the quiet Locust Level Estates community, this beautifully designed 4-bedroom, 4.5-bath ranch-style home offers the rare combination of privacy, space, and peaceful country living with the freedom of no HOA. With over 4,100 square feet of finished living space, an oversized three-car garage, and a thoughtfully designed main-level layout, the home offers exceptional flexibility for everyday living, entertaining, multigenerational needs, or simply enjoying more room to breathe. The open-concept main level creates an inviting flow between the kitchen, dining, and living spaces, while three main-level bedrooms each feature their own private en-suite bath. *** The heart of the home is the upgraded kitchen featuring modern GE WiFi-enabled appliances, a farmhouse-style sink, enhanced cabinetry and countertops, and durable luxury vinyl plank flooring that continues throughout the home. The spacious primary suite features an oversized spa-style shower, while the walkout lower level adds a fourth bedroom with private full bath, large recreation space, pool table that conveys, and expansive storage room. Additional features include upgraded doors, ceiling fans throughout, dual-zone HVAC, a propane gas line for grilling, and a top-of-the-line Lancaster water filtration system. *** Outdoor living is where this property truly sets itself apart. Enjoy sunrises from the back deck, evenings around the fire pit, and two streams that meander through the property. Whether your vision includes a private retreat, hobby farm, homestead, horses, or simply more room to enjoy the outdoors, the property offers remarkable flexibility. With no HOA, four-board fencing, a large fenced backyard with multiple access points, a run-in shed, chicken coop with laying hens, and pasture areas, there is plenty of room to make the property your own. Woods and trails extend through the rear of the property with hunting stands already in place. *** A private driveway stretching approximately 1,200 feet and lined with maple trees leads you home, while approximately 20 peach and apple trees, newly planted white cedars, cherry trees, and maples enhance the surrounding landscape. Seasonal views through the trees reveal neighboring rolling pastures and grazing cattle, creating a setting that feels wonderfully removed from the everyday. *** Yet privacy does not mean isolation. The heart of Winchester is just minutes away, with convenient access to shopping, dining, Old Town Winchester, Apple Blossom Mall, wineries, orchards, farmers markets, medical facilities, and outdoor recreation. Route 7, I-81, and Route 37 are also easily accessible, offering an uncommon combination of countryside serenity and everyday convenience. *** With 10+ acres, no HOA, horses allowed, over 4,100 finished square feet, main-level living, a three-car garage, and incredible versatility inside and out, this is a distinctive opportunity to create the lifestyle you have been looking for in the Shenandoah Valley.

1015 Redbud Rd, Winchester

Listing courtesy of Keller Williams Capital Properties. Contact:

$385,000
2 Beds 2 Baths
This delightful twin/semi-detached home, built in 1999, offers a perfect blend of modern living and timeless appeal, boasting 1348 square feet of thoughtfully designed space. Step inside to find an inviting combination kitchen and living area, perfect for entertaining or enjoying quiet evenings at home. The country-style kitchen is equipped with essential appliances, including a built-in microwave, electric oven/range, refrigerator, washer, and dryer, ensuring that daily tasks are a breeze. Natural light floods the space, enhancing the warm ambiance, while the cozy gas fireplace adds a touch of elegance and comfort during cooler months. This residence features two spacious bedrooms, including an entry-level bedroom for easy accessibility. The master suite is complete with a walk-in closet, providing ample storage for your belongings. With two full bathrooms, morning routines are seamless and stress-free. A backyard fenced in area to enjoy your days, a beautiful sunroom and a new roof with a 50-year warranty. The tasteful blend of carpet, hardwood, and vinyl flooring throughout the home adds both style and functionality. Outside, enjoy the beauty of your own front and rear yards, perfect for gardening or simply soaking up the sun. The attached garage and concrete driveway offer convenient parking options, ensuring that you and your guests always have a place to park. Living in Autumn Glen means embracing a lifestyle enriched by community amenities. The clubhouse serves as a hub for social gatherings, fostering connections with neighbors and friends. The association takes care of lawn care, road maintenance, and snow removal, allowing you to spend more time enjoying life and less time on chores. The surrounding neighborhood is a treasure trove of benefits. Nearby parks provide green spaces for leisurely strolls or picnics, while local schools and public services ensure that all your needs are met. With a strong sense of community and a welcoming atmosphere, Autumn Glen is not just a place to live; it's a place to thrive. This home is not just a property; it's an opportunity to embrace a fulfilling lifestyle in a supportive community. Don't miss your chance to make this charming residence your own!

122 Bayberry, Stephens City

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact: 5403717653

$850,000
3 Beds 3 Baths
Escape to your own private 16-acre retreat, where the sights and sounds of nature surround you. Relax in total serenity from the expansive wraparound and screened porches, all while taking in breathtaking mountain ridge and valley views. This charming custom built wood-sided Country Cape welcomes you with warm hardwood floors and vaulted ceilings. A dramatic wall of windows fills the great room with natural light and frames the stunning views, complimented by a stacked-stone gas fireplace. The open layout flows into a heated sunroom and a beautifully appointed kitchen featuring a large center island with seating, gas cooktop, granite countertops, built-in double ovens, prep sink and stainless steel refrigerator—perfect for entertaining. A cozy dining area sits just off the kitchen. Convenient one-level living includes a spacious primary suite with a walk-in closet and a full bath featuring a roll-in tiled shower and stacked washer/dryer. An adjoining bonus room—ideal as a TV room or office—opens through French doors to the screened porch, a perfect spot for a future hot tub. Upstairs, an open loft overlooks the great room and captures even more of the scenic views, along with two generously sized bedrooms and a full bath. The lower level is ready to become whatever you envision—media room, guest space, or recreation area—with convenient walkout access to the backyard. It also includes a full bath with jacuzzi tub, additional laundry area and utility room. Outdoors, the property invites exploration, with wooded acreage, open space for gardens or animals, and a mountain stream. A detached three-bay garage with electric adds versatility for hobbies or storage, while the outdoor wood furnace keeps the home cozy through the cold months. All this, just 15 minutes from I-81, offering both privacy and accessibility—a true escape without sacrificing convenience.

224 Oates Rd, Star Tannery

Listing courtesy of Johnston and Rhodes Real Estate. Contact:

$299,900
2 Beds 2 Baths
Investor Opportunity! Welcome to 595 Cawley Drive, Unit #4-3C! This meticulously maintained 2-bedroom, 2-bath condo offers spacious, low-maintenance living in a desirable elevator building on the top (4th) floor — with no one above you. Inside, you’ll find beautiful hardwood flooring throughout, complemented by vaulted ceilings in the living and dining areas and large windows that fill the space with natural light. The kitchen features maple cabinetry, electric cooking, and a full appliance suite including stove, refrigerator, microwave, along with a built-in pantry and space for a cozy breakfast table. The primary suite provides a peaceful retreat with vaulted ceilings, a ceiling fan, two closets, and a private en-suite bath complete with a walk-in shower and tile flooring. A well-sized second bedroom with ceiling fan sits conveniently near the second full bath. A storage/utility closet and in-unit washer and dryer add everyday convenience. Investment Highlights: Tenant in place through the End of May 2027, Current rent: $1,785/month which includes water/sewer, HOA & Condo Fees, and management fee. Long-term tenant (8 years) who would like to stay with reliable occupancy and immediate cash flow. This is a turnkey investment offering comfort, convenience, and steady income in a prime location.

595 Cawley Dr Unit #4 3C, Frederick

Listing courtesy of Charis Realty Group. Contact: 2409139339

$824,900
4 Beds 3 Baths
WOW - what a price improvement - schedule your viewing now!! Perched on a picturesque knoll with sweeping mountain views, this thoughtfully designed modern farmhouse colonial offers the perfect balance of luxury, comfort, and peaceful country living—without sacrificing modern convenience. Built in 2018, this 4-bedroom, 3-bath home offers over 3,100 square feet of beautifully designed living space with 9-foot ceilings on all three levels, creating an open, airy feel throughout. The heart of the home is the bright open-concept living space, where the kitchen, dining, and living areas flow seamlessly for both everyday living and effortless entertaining. A main-level bedroom and full bath provide ideal flexibility for guests, multi-generational living, or a private home office setup. One of the standout features is the incredible screened-in porch—an inviting extension of the home designed for morning coffee, evening gatherings, and taking in the surrounding mountain views and peaceful natural setting. Upstairs, the spacious primary suite offers a private retreat with a spa-inspired bath, while two additional bedrooms are connected by a convenient Jack & Jill bath. The partially finished lower level adds exceptional versatility with recreation space, abundant storage, a rough-in for a future full bath. Additional highlights include fully paid-off solar panels for long-term energy savings, high-speed fiber-optic internet, an oversized garage, no HOA, and a low annual road maintenance fee. Set among beautiful homes with tranquil views, wildlife, and open skies, this property offers the serenity of country living with the convenience of modern connectivity just a short drive from Winchester.

230 Conifer Ln, Winchester

Listing courtesy of Samson Properties. Contact: (540) 348-4911

$444,900
4 Beds 4 Baths
Welcome to this beautifully appointed 3-year-young townhome, walkable to vibrant Downtown Frederick! Offering 4 bedrooms and 4 full bathrooms, this thoughtfully designed home stands out with a rare and highly desirable layout - EACH BEDROOM FEATURES ITS OWN FULL BATHROOM, EVERY LEVEL OF THE HOME INCLUDES A BEDROOM, providing exceptional flexibility and privacy for guests, family, or a home office. Upon entering the foyer you have a generous amount of space for a drop zone and greeting guests. You'll also find a bedroom with a walk-in closet and en suite bath. Upstairs the main living space invites you in with an open-concept layout, 9 ft ceilings, LVP flooring throughout, a bright living/dining area and a modern kitchen equipped with stainless steel appliances and quartz countertops. Then step outside to the deck for easy indoor-outdoor living. This level also includes a bedroom and full bathroom. The upper level includes a convenient laundry area and two more bedrooms, including the spacious primary suite featuring a large walk-in closet and full bath with dual vanities, while the secondary bedroom also offers its own en suite bath. Additional highlights include a garage for parking and storage, along with a community full of amenities—clubhouse with fitness room, pool, playgrounds and a dog park! Assumable mortgage for qualified VA buyers.

415 Union St, Frederick

Listing courtesy of Samson Properties. Contact: 3018828710