Overlooking Remsberg Park and set on 0.95 acres, this lovingly maintained, extensively expanded and renovated Middletown home offers 5,661 finished square feet, two private primary suites, exceptional gathering spaces, and a lifestyle centered around comfort, flexibility, and outdoor living. The eat-in kitchen was renovated in 2016 and features hand-painted, all-wood custom cabinetry by Reaver’s Cabinetry, soft-close doors, granite countertops, an oversized island with extra-long storage drawers, and a custom butcher-block bar. Bamboo flooring extends through the kitchen and foyer, while a comfortable sitting area just off the kitchen features a propane fireplace and custom built-in cabinetry. The connected dining area is framed by a bay window overlooking Remsberg Park, creating an inviting space for everyday meals and larger gatherings. A substantial two-story addition completed in 2019 dramatically expanded the home. The newer family room is anchored by a stone propane fireplace and provides generous space for everyday living and larger gatherings. A pantry and mudroom create a practical transition from the approximately 1,000-square-foot garage, which provides ample room for vehicles, storage, equipment, and comfortably opening car doors. Two primary suites are positioned on opposite sides of the home, offering privacy and flexibility for multigenerational living, extended guests, or separate work-from-home needs. The newer primary suite includes a walk-in closet, private office or nursery, and a spacious bathroom with a soaking tub, large separate shower, private water closet, and dedicated local hot-water source. The second primary suite was also expanded to include a larger bathroom with heated flooring, a substantial walk-in shower, and a walk-in closet. Each primary suite opens to its own private balcony. Additional upper-level space includes a sunroom reached by a wide hardwood staircase, a loft, flexible multipurpose space, an additional laundry area, and extensive storage. The finished lower level offers multiple recreation and hobby spaces, including a recreation area with a stone propane fireplace and room for a pool table, an additional propane fireplace, and an adaptable room previously used as both a playroom and exercise room. Outdoor spaces include a small front porch, a larger rear porch, two private balconies, a pergola positioned for sunset views, mature trees, extensive landscaping, a partially fenced backyard, and a peaceful ornamental pond. Gardeners will appreciate the greenhouse and approximately 25-by-18-foot gardening shed, which may also offer potential for conversion into an office, studio, or creative workspace. An additional large shed provides generous equipment storage, while a covered hot tub is positioned close to the home for convenient year-round enjoyment. In addition to the 2016 kitchen renovation, major improvements completed in 2019 include the two-story addition, the approximately 1,000-square-foot garage, a new roof across the original home and addition, LP siding with stone-look accents, Pella windows and patio doors, an upgraded electrical service, a new driveway, and retaining walls. The water heater was replaced in 2023. Property is improved with four bedrooms; however, the existing septic system/percolation approval is rated for three bedrooms. Buyers should independently verify septic capacity, permitted bedroom count, and any future expansion potential with the appropriate county authorities. Enjoy the setting and convenience of Middletown, with Remsberg Park walking trails and its creekside path nearby. Middletown Primary School and the local library are within walking distance, while Safeway, restaurants, shops, and everyday services are just minutes away.
Looking for new construction, but don't want to wait? This gorgeous 2025 built Craftsman is the perfect option! Like new, only better thanks to an investment of all the things that are a hassle to add to a new home - rear yard fence, plantation shutters and luxury shades, water softener/treatment system, an Amish garden shed and more! Move in now and do nothing but pack your personal belongings! Amazing opportunity in quiet Middletown but just minutes to all of the area's conveniences. Relax and escape to your own private retreat, enjoy sunsets on your covered back porch and find plenty of room to stretch out and play - over 5000 square feet of perfectly curated living space. Dedicated home office, formal dining and gourmet open kitchen with oversized island and eat-in breakfast area. Family room with soaring ceilings and a cozy fireplace - truly the perfect setting with floor to ceiling windows that floods the space with natural light. Smart open layout with primary bedroom suite on main level, complete with massive double-sided walk-in closet, dual vanity spaces, a soaking tub and oversized walk-in shower. Upstairs there are three generously sized secondary bedrooms, one with a private en suite bath and walk-in closet and a second hall bath. Gorgeous cat walk hallway overlooks the family room. On the lower level you have a secondary living level with yet another full bedroom and en suite bath, perfect for a guest suite. Tons of conditioned storage space finishes off the walk-out lower level. Enjoy the outdoors from your covered patio off the eat-in breakfast area/morning room and play down below in the spacious split-rail fenced rear yard. New Amish storage shed has space for all of the lawn equipment. Plenty of room for the furry family members or even a chicken run! Attached two car garage and expanded driveway has plenty of space for guest parking as well. While the peaceful setting can make you feel like you're a world away, this home is just two miles to the heart of downtown Middletown and less than 30 minutes to Downtown Frederick. Tons of great area shopping and dining, but the small town feel you've been yearning for. Don't miss out on this incredible opportunity!
Some homes come on the market every few years. Others almost never do. 7430 Dogwood Lane is the kind of property that rarely becomes available — because homes like this are not built casually, owned briefly, or easily replaced. Offered for sale for the very first time, this rare all-brick custom Dale Ausherman home sits privately on 5 acres near the end of a dead-end street, overlooking the beauty of Middletown Valley. From the moment you arrive, there is a different feeling here. A sense of privacy. A sense of arrival. A sense that this is not just another luxury home, but a property created with intention, permanence, and pride. This is the kind of setting buyers hope to find but almost never can. A private estate feel. Valley views. Mature surroundings. Space to breathe. No cookie-cutter neighborhood energy. No manufactured luxury. Just a substantial, custom-built home in a location that feels quietly removed from everything — while still being connected to everything Middletown and Frederick County have to offer. And then the backyard changes the entire conversation. Inspired by the feel of a private Italian villa, the outdoor living space is simply unforgettable. The pool, extensive stonework, outdoor kitchen, outdoor fireplace, covered lounge areas, terraces, and red umbrella-lined setting create a resort-like atmosphere that feels more like a destination than a backyard. This is where summer afternoons become poolside escapes, where dinner moves outside, where evenings stretch longer, and where the view reminds you exactly why this property is different. Inside, the home delivers the scale and substance expected at this level, with 5 bedrooms, 3 full baths, 2 half baths, generous gathering spaces, a beautiful kitchen, formal and casual living areas, finished lower-level space, and timeless architectural character throughout. But the real story of 7430 Dogwood Lane is not just what it has. It is what it represents. A first-time offering. A custom all-brick Dale Ausherman home. Five private acres. A dead-end street setting. A resort-caliber backyard. And one of the most exclusive opportunities Middletown Valley has seen. Offered at $1,395,000, 7430 Dogwood Lane is not for the buyer looking for ordinary. It is for the buyer who understands how rare it is to find something that cannot simply be duplicated. For Additional Photos, Video Tour, Interactive Floor Plan check out the Tour!
Carefully reimagined between 2018 and 2021, this historic Main Street home now lives like a luxury boutique retreat hidden in the heart of Middletown — complete with a secret speakeasy concealed behind a swinging bookshelf, a breathtaking custom kitchen addition, and a covered courtyard entertaining area anchored by a stunning stone fireplace. Rich in history yet thoughtfully transformed for modern luxury living, this extraordinary four-bedroom residence with dedicated office space blends timeless craftsmanship with sophisticated design rarely found in historic homes. Perched above historic Main Street with sunset views toward South Mountain, the home showcases soaring ceilings, original architectural details, custom Mennonite-crafted millwork, designer Circa lighting, and extensive infrastructure updates throughout. At the heart of the home is the stunning kitchen addition featuring exposed historic brick, dramatic steel scissor-beam trusses, handcrafted cabinetry, quartz perimeter counters, granite center island, GE Monogram appliances, farmhouse sink, induction cooktop, and a dramatic picture window overlooking the beautifully landscaped courtyard and covered side porch. The original kitchen was transformed into a spacious dining room, creating exceptional flow for entertaining while preserving the home’s historic character. Outdoor living spaces feel like an extension of the home itself with stamped concrete, custom stone fireplace, a covered entertaining area, integrated storage, and beautifully landscaped gathering spaces designed for both intimate evenings and large-scale entertaining. The front parlor was transformed into a stunning library with built-in shelving, restored historic shutters, statement lighting, and the hidden swinging bookshelf leading to the speakeasy featuring a solid wood bar, wet bar, beverage refrigerator, custom ceiling paneling, and dramatic finishes. The family room was created by opening two original parlors and is crowned by a dramatic bay window that floods the space with natural light. Upstairs, the home offers two primary suites along with spacious secondary bedrooms featuring exceptional flexibility, including a custom Murphy bed/work table system and built-in bay window seating. A dedicated office conceals a hidden opening into an untouched portion of the original home, creating a fascinating preserved time capsule rarely found in homes of this era. A covered upper porch overlooks the courtyard below, while the redesigned laundry room introduces marble countertops, statement lighting, and additional storage. The finished attic was transformed into a truly unique owner’s retreat featuring reclaimed oak flooring, exposed brick chimneys, preserved historic wall surfaces, dressing room, laundry chute, separate staircase access, and a spa-inspired bath with a hidden Japanese-inspired Ofuro soaking tub room. Infrastructure improvements include dedicated high-end Carrier HVAC systems with hospital-grade filtration and smart thermostats, radiant heated floors, replaced electrical systems in 2020, updated copper plumbing, Japanese toilets, hand-tooled standing seam metal roof, replacement gutters, energy-efficient wooden sash windows, composite porch decking, central vacuum, Sonos integration, and extensive custom woodworking throughout. Stretching from Main Street to West Green Street, the property also includes a subdivided, buildable rear lot. The purchaser of 19 E Main Street will have first right of refusal on the lot, which is also available separately, creating a rare opportunity for future expansion or investment in the heart of Middletown. Located on one of Maryland’s historic designated Main Streets, just steps from Middletown’s restaurants, library, shops, parks, & sought-after schools, this extraordinary residence offers a lifestyle as rare as the home itself. Owned by only three families in 100+ years, this one-of-a-kind home blends history, luxury, & craftsmanship.
OPEN HOUSE! Sunday, 6/14 from 1-3 pm *** Looking for the perfect spot to HOMESTEAD? This 4.23 acre property in the Middletown Valley is the place to be! The home itself is a sprawling 2 level rancher offering 5,100 sq. ft. of modern living space! The complete kitchen renovation includes stainless steel appliances, leathered granite, an extra wide stainless-steel sink with drying ledge, butcher block island and peninsula seating for 3, decorative backsplash and wood shelves, slider window, pantry, built-in broom closet and even clay cabinets knobs made by a local artist! The bright, open floor plan allows for multiple creative ideas for room and furniture placement. With a large living room with powder room for guests, a family room with side entrance, complete with 1920’s Chicago brick floor and access to garage and lower level, dining space, an eating niche and flex space in between, there is no lack of space or opportunity for family time or entertaining. The primary bedroom with his and hers closets also includes an en-suite bathroom with 5’ shower, complete with 2 shower heads, and linen closet. The 3 large, secondary bedrooms on the main floor share a full bathroom in hallway, complete with built-in linen closet and handy laundry chute! If that weren’t enough space, the lower level offers a 5th bedroom with 3rd full bathroom, huge game room with a wall of cabinetry, perfect for storing games, videos, crafts and more. There is even a large studio room with its own staircase, built-in cabinetry and shelving, perfect for a home office, craft center or homeschooling space. The lower level is completed by a large workshop area, storage room, laundry room, multiple closets, full-sized windows, utility sink, extra freezers and two separate slider doors to the backyard. There is even a 576 sq. ft., 2-car garage with new garage door (2025), pedestrian door and expansive driveway for extra parking. The outdoor living space includes a bi-level deck and patio area, as well as a large shed for storage. For the gardener, you’ll find multiple electric fenced areas with gates and full truck access. There are currently 15 berry bushes including blueberry, blackberry and boysenberry to name a few. No homestead is complete without a chicken house and larger structure with multiple uses. There is even 30 feet of conservation area with a barrier of trees and creek! Fresh paint, wood floors, updated and recessed lighting, new ceiling fans, triple slider doors, dual staircases and more. So much house and land! Whole House Sediment Filter (2025), HVAC (2024), Refrigerator (2023), Roof (2021), Pressure Tank (2021), Dishwasher (2021), Washer (2019), Oven (2016).
Welcome to 2 Derr Lane, a beautifully maintained home nestled in the highly sought-after Foxfield 55+ Community in Middletown. Offering 2,279 square feet of thoughtfully designed living space on a desirable corner lot, this exceptional home combines comfort, convenience, and low-maintenance living in one of the area's most popular active adult communities. Proudly offered by the original owners, this meticulously cared-for residence reflects exceptional pride of ownership throughout. Recent improvements include a new roof, new carpet, fresh paint in select rooms, and all new stainless steel appliances, making this home truly move-in ready. Designed with both everyday living and entertaining in mind, the spacious floor plan features three generously sized bedrooms and three full bathrooms, including a main-level primary suite and a second main-level bedroom, offering the ease of one-level living without sacrificing space for family and guests. Soaring vaulted ceilings and abundant natural light create an open, airy atmosphere, while the dramatic two-story living room and open loft above add architectural character and flexible living space perfect for a home office, hobby room, reading area, or guest retreat. The inviting living room opens to a covered patio complete with a ceiling fan, creating a seamless indoor-outdoor connection. Whether you're enjoying your morning coffee, dining outdoors, or relaxing at the end of the day, this peaceful outdoor space is sure to become a favorite. Beyond the patio, the private backyard offers a quiet setting with room to garden, enjoy nature, or simply unwind. Ideally located within walking distance of Middletown Park and just minutes from local shopping, dining, and the charm of historic downtown Middletown, this home offers the perfect balance of privacy and convenience. Rarely does a home become available that offers this combination of generous living space, thoughtful updates, exceptional care, and a prime location within Foxfield. If you've been waiting for a move-in ready home that truly checks all the boxes, this is one you won't want to miss. Some photos have been virtually staged.
Nestled in the serene community of Middletown South, this charming ranch-style home offers a perfect blend of comfort and functionality, set on a generous 5.31-acre lot. With 4 spacious bedrooms and 3 full bathrooms, 3 bedrooms and 2 bathrooms of which are on the main level, this residence is designed to accommodate a variety of lifestyles, making it an ideal retreat for those seeking tranquility and space. Step inside to discover a warm and inviting interior featuring a harmonious open floor plan that seamlessly connects the living, dining, and kitchen areas. The heart of the home boasts a country-style kitchen equipped with stainless steel appliances, upgraded quartz countertops, built-in microwave, and a convenient island, perfect for casual meals or entertaining guests. The cozy family room, complete with a propane gas log set on the main floor and a cozy wood-burning stove in the in-law suite downstairs, invites relaxation and warmth during cooler evenings. Natural light floods the home through a bay window and a sliding door, enhancing the beauty of the hardwood and ceramic tile flooring throughout. The primary suite on the main level offers a private oasis with a walk-in closet and an en-suite bathroom, ensuring comfort and privacy. Additional features include recessed lighting throughout and several smart home features such as keyless rear entry door, Ecobee wifi thermostat, Generac wifi backup whole-house generator with automatic load shedding smart transfer switch, wifi propane tank monitoring, and multiple wired and wifi cameras including Ring door bell and spotlight cameras. The lower level in-law suite offers a second kitchenette, bedroom, full bath, stackable laundry and den all with it's own private entrance from the outdoor patio, providing maximum versatility for various needs. Outside, the property is a true haven for outdoor enthusiasts, featuring a 2-story barn and multiple outbuildings. The expansive grounds are perfect for outdoor activities, while the scenic views of the surrounding mountains, trees, and the gentle flow of Catoctin Creek create a picturesque backdrop for your daily life. Enjoy private access to the creek, ideal for peaceful moments by the water. The exterior of the home is equally inviting, with thoughtful landscaping, exterior lighting, and ample parking options, including an oversized 2-car attached garage and an oversized paved driveway allowing parking for 5+ cars easily. For RV enthusiasts, there is a 20-30-50 amp hookup, water hookup, propane hookup, and sewer hookup behind the house on the asphalt pad, further enhancing flexibility and fun. There is also a full-house backup generator and owner-owned buried 500-gallon propane tank so you are fully covered in case of the rare weather emergency. The 2-car oversized garage has a separate mini split heating and cooling system with 2 head units for year-round comfort. Located in a suburban setting with complete privacy yet close to everything, this property offers the perfect balance of privacy and accessibility, making it a wonderful place to call home. Whether you're looking to unwind in your garden, explore the nearby trails, commute to nearby Frederick, Baltimore or Washington DC, or simply enjoy the beauty of nature, this residence is a sanctuary that promises comfort and joy for years to come.
Welcome to 213 W Main Street in the heart of historic Middletown! This charming home blends historic character with everyday functionality. Inside, you’ll find original Southern yellow heart pine flooring, 9-foot ceilings on the main level, and beautiful architectural details throughout. The main level features a spacious living room, dining room, kitchen, full bath with shower, and convenient laundry area. Upstairs offers three bedrooms, one full bath, and one-half bath, including a bedroom with exposed brick that adds warmth and character. The top floor features a large fourth bedroom with exposed beams and skylights, creating a bright and inviting retreat. Outdoor living is just as appealing with a fenced backyard and new deck, perfect for relaxing or entertaining. Adding even more versatility, the property is zoned Town Commercial with numerous approved commercial uses. Enjoy a walkable lifestyle close to local restaurants, shops, parks, schools, and the brand-new library. Nearby favorites include Fratelli's Italian & Seafood, The Main Cup, and Dempsey's Grille, along with other popular local spots just minutes away. Grocery stores, golf courses, additional dining, and shopping along the Middletown Parkway corridor are also conveniently nearby. Throughout the year, the town hosts community events that further enhance the appeal of this charming historic community. Don’t miss your opportunity to own a piece of Middletown history offering space, character, versatility, and an unbeatable location. Schedule your tour today!
Want to live in your very own Tree House? Well, here it is! You won't believe this well constructed post and beam home with a lovely wooded setting. This home was constructed using sandstone that the seller believes came from Western Maryland. You don't get construction like this anymore! The custom built home offers soaring 20' wood ceilings. Many features in this home were added by the current owner. The ash ledges in downstairs bedroom and foyer were made from an ash tree that was on the property killed by the Emerald Ash borer disease. The wood was milled and repurposed for floor trim and accents. This home boasts beautiful views of the surrounding woodland and trees. The current owner has redone the entry steps in a beautiful stone hardscape. Many updates including new deck, storage sheds. You don't want to miss the opportunity to own a unique home such as this.
Adorable well-kept and maintained one level living in this ranch located between Middletown and Myersville with fully finished basement. As you enter through the front door you are greeted with an open living room, kitchen and dining area. The doors from the kitchen lead out to a screened in porch that is adjacent to a grilling area for lots of entertaining space. The main level has been freshly painted and has 3 bedrooms and 1 full bath that has been recently updated. The basement is bright with a large family room and efficiency kitchen, full bath, office/den/game room/guest room and separate laundry area. In cold months enjoy cozy nights near the basement pellet stove. The lush flat backyard has plenty of room for activities and gatherings. Plenty of storage in the storage shed. The attached carport is great for parking and also a family entertaining area. Minutes to Middletown with shopping, grocery stores, library, numerous restaurant choices and local schools. Close to commuter routes. This one won't last long!
Custom built by Ausherman Builders, this stately all-brick estate offers the perfect blend of quality craftsmanship, generous living spaces and features, all with a sense of privacy. From the moment you step into the foyer, you'll appreciate the home's thoughtful design, impressive scale, and inviting atmosphere. The main level features expansive rooms throughout, including a formal family room, elegant dining room, and a spacious living room centered around a cozy fireplace. A convenient main-level bedroom and full bath provide flexibility for guests. Filled with natural light, the beautifully updated kitchen serves as the heart of the home, featuring new flooring, backsplash, and an open-concept layout that flows seamlessly into the breakfast area, where a pellet stove creates the perfect setting for relaxed mornings and intimate gatherings. Designed for everyday convenience, the home also offers a mudroom with abundant storage, an oversized laundry room with custom cabinetry, and a main-level powder room. Upstairs, you'll find 5 additional spacious bedrooms and 3 bathrooms. The owners' suite includes a newly remodeled bathroom. The fully finished walkout lower level expands your living and entertaining options with an additional family room featuring a pellet stove, a bonus room, full bath, workshop, and extensive storage space. Step outside to your own private resort-style retreat. The backyard showcases a beautiful Gunite pool, a fountain, greenhouse, thriving vegetable garden, potting station, spacious patio, and additional storage beneath the porch—creating an outdoor oasis ideal for entertaining, gardening, or simply enjoying the peaceful surroundings. Beyond its impressive living spaces and resort-style outdoor amenities, this home has been meticulously maintained and thoughtfully updated. Recent improvements include a new water heater in 2024, replacement well pump in 2018, 23 upgraded windows and a repaved driveway in 2013, as well as HVAC systems replaced in 2022 and 2014 with continuous maintenance contracts. The fireplaces, HVAC systems, and water treatment equipment have received consistent annual maintenance, while the septic system has been recently serviced. A 12.5 kW Generac whole-house generator with transfer switch further enhances the home's comfort, reliability, and peace of mind. Offering remarkable space, enduring quality, and an unparalleled outdoor setting, this distinguished estate presents a rare opportunity to enjoy luxury living in a truly spectacular location. No HOA and Middletown Schools! Timeless Elegance, Exceptional Space & Breathtaking Views!
This home offers EVERYTHING you move to Middletown for; small-town feel, walkability to parks, restaurants, library and shopping, top-rated schools, easy access to commuter routes and THE VIEW! That’s right- one of the few homes in the neighborhood that backs to OPEN SPACE, owned by the town, with a view of South Mountain! With 3,696 sq ft of living space, you’ll find a welcoming open floor plan with hardwood floors, a sitting room to relax by the gas fireplace open to the family room which includes a second gas fireplace, both with wooden mantles with detailed Cornice molding and stone surrounds. This room includes a double door to the deck and is open to the eating area, complete with a second double door for maximum deck access. The kitchen offers 42-inch cabinetry, Corian countertops, an island with pendant lighting and seating for two. For ease of preparing meals you’ll have the double oven/range and recently renovated pantry with built-in drawers. The formal dining room includes custom boxed trim, chair rail and crown moldings that continue throughout the main level, completed by the full laundry room, powder room and access to the attached 2-car garage. With 5 true bedrooms upstairs, there is no lack of room for a growing family or guests! The primary bedroom includes its own en-suite bathroom with soaking tub, separate shower with Subway tile, dual sinks and a large walk-in closet. The 4 secondary bedrooms include lighted ceiling fans and access to the shared full bathroom in the hallway. The lower level game room with ample seating and entertaining area includes a pool/ping pong table, kitchenette with fridge/freezer combo, microwave and wet bar and a built-in desk with cabinets and access to the covered patio for afternoon shade. If that weren’t enough, you also get a 6th bedroom with a brand new egress window and huge walk-in closet, 3rd full bathroom and oversized storage room. The outdoor living space at 24 Young Branch Drive is unmatched with a vinyl, low-maintenance deck with 6 brand new support posts, lighted steps to the paver patio below and a comfortable screened porch where you can enjoy that peaceful view, even on a rainy day. Recessed lighting, custom window coverings and shutters, built-in shelving, central VAC… even a park that borders the neighborhood! Water heater (2026), gas fireplace log sets (2026), air purifier system and lower level egress window (2025), roof (2016), NO HOA! ONE YEAR HOME WARRANTY included!
Charming Victorian Home offers the perfect blend of historic character and modern upgrades in the heart of Middletown. Vehicle access from both Beautiful Main Street and Convenient Broad Street, this home provides excellent accessibility and curb appeal. Beautiful Hard Wood Floors, Wainscoting, Crown Molding throughout. Main Level Features Separate Living Room, Dining Room w/Pocket Doors, Family Room, Kitchen, Updated Full Bath. Kitchen includes Center Island w/Seating, Gas Cook-top, and Pantry. (2024: New Refrigerator, New Gas Cooktop, New Kitchen Disposal). Upper Level Features 3 Nice Size Bedrooms. Updated Full Bath with Heated Floor, Large Glass Front Shower, Custom Cabinets, Makeup Vanity, and Jetted Claw Foot Tub. An Oversized 2nd Floor Laundry Room with a Pocket Door features a second kitchenette area including upper and lower cabinets and countertop space. New Washer and Dryer in 2022. Access to Attic and a Small room with view overlooking back yard. Property also includes a Large/Tall Detached 2 Car Garage w/Tesla EV Charger. Attached to the Garage is a Large Shop/General Use Space. Home includes a Large Rear Deck off the Kitchen. A Whole-House Backup Power Generator w/New Battery in 2026. 2 Whole-House Surge Protectors, 2 Outdoor A/C unit Surge Protectors installed 2025. 4 Propane Tanks. This Listing also includes an Attached Additional Lot of Record w/Temp Restrictions. Conveniently located near schools, shopping, dining, parks, and easy access to major highways. This well-cared-for Victorian on Main Street is truly special.
Exceptional value in North Pointe! One of the largest models in the neighborhood, this updated home offers plenty of space, a flexible floorplan, a private lot backing to trees, and is located in the highly sought-after Middletown school district. The main level features hardwood flooring, formal living and dining rooms, a private office, laundry room, dual staircases, and a dramatic two-story family room with a gas fireplace. The renovated kitchen includes granite countertops, updated cabinetry, stainless steel appliances, double wall ovens, and a large center island with cooktop and seating. Upstairs, the spacious primary suite offers a large walk-in closet and private bath with dual vanities, a soaking tub, separate shower, and water closet. Three additional bedrooms and another full bath complete the upper level. The finished walkout lower level includes a large recreation room, media room, full bath, and plenty of storage space. Enjoy the outdoors from the screened porch and deck overlooking the backyard and trees. With its size, updates, desirable North Pointe location, and access to the highly regarded Middletown schools, this is an opportunity you won't want to miss.
This charming contemporary home in Braddock Heights offers a perfect blend of comfort and style. With three spacious bedrooms and two full baths, the inviting interior features a traditional floor plan, highlighted by wood floors and upgraded countertops. The cozy living areas boast two fireplaces, perfect for gathering on chilly evenings. The country kitchen is equipped with modern appliances, including a dishwasher and microwave, making meal prep a delight. The outdoor space features multiple patios and a deck, ideal for entertaining or relaxing while taking in stunning city and mountain views. Located in the vibrant Middletown community, residents benefit from nearby parks, excellent schools, and convenient public services.
HOME TO BE BUILT - Don't miss the final opportunity to build your custom home! Experience the breathtaking mountain views and modern luxury in this stunning new construction home to be built by Grossnickle Construction, nestled in the heart of Middletown Valley. This thoughtfully designed 4-bedroom, 3.5 bath home offers the perfect blend of elegance, comfort and functionality. Step inside to discover an open concept floor plan featuring spacious living areas, abundant natural light and high-end finishes throughout. The gourmet kitchen will impress with premium cabinetry, quartz countertops, oversized island and seamless flow into the dining and family rooms - perfect for entertaining or everyday living. Conveniently located near charming downtown Middletown, parks and commuter route, this exceptional to be built home offers the rare opportunity to personalize your dream home.
Experience the flow of space and harmony a private 5-acre sanctuary where mid-century soul meets meticulous architectural restoration. Set among park-like grounds and hundreds of flowering trees, this retreat-like residence is wrapped by protected conservation land on two sides, delivering incomparable privacy and a serene stage for entertaining, work, and retreat. From the views of Middletown Valley and South Mountain to 1960s design roots, to modern comfort, the home embodies seclusion without sacrificing accessibility. At the heart of the living spaces, a grand fireplace anchors the flow, guiding the eye and gathering rooms into a seamless continuum. The layout invites conversations to drift from indoor to outdoor and back again, with spaces merging around this warm, sculptural anchor. From Kentucky pink sandstone and cedar exteriors to warm interior touches—wood floors, custom concrete sinks, maple doors and trim, and a well-organized mudroom and laundry area—every surface speaks to craft and longevity. On the main level the Center Room is designed for living and entertaining. It is enriched by commissioned art, beautiful Kentucky sandstone fireplace and huge windows that look out over the Middletown Valley. A wrap around deck allows transition from the indoors to out, with just a few footsteps. A dedicated library with custom maple shelving creates a quiet, sunlit mezzanine of ideas—is a perfect retreat for reading, group study, or inspiration. The stunning kitchen was designed in collaboration with local architect, Clyde Burger. The two 12’ long walnut islands and all the kitchen cabinetry is hand-built Mennonite woodwork. The work surfaces are polished concrete, and the built-in appliances are professional grade. A kitchen lounge houses built-in cabinetry and encourages family and social time as meals are prepared and enjoyed. An 18-foot NanaWall opens to dissolve the boundary between inside and outdoor. The main level laundry has clean lines, beautiful carpentry, wonderful hand built floating shelves, custom concrete surfaces and sink as well as a wet floor and direct access to the decks and yard. The mudroom and powder room also feature custom cabinetry and specially designed features, such as the concrete sink and the floating concrete benches. The primary suite is un-filled, architectural artistry with an imported floor, two walk-in closets (one cedar-lined), and a bath featuring terrazzo floors and a standout view. Two en-suite bedrooms, renovated December 2025, have wood floors with custom Navajo-inspired wood inlays. Commissioned furnishings fill of the rooms and both enjoy nature views. The lower-level spaces are also remarkable. The second grand room has a vibrant MCM fireplace and is ideal for family activities, mediation or intimate gatherings. The windows showcase the valley view, and the doors open directly to the saltwater pool. Two private rooms are ready to use as bedrooms or office spaces. The full bathroom also has a custom concrete vanity and floor and warm cork tiling. This wing of the lower-level embraces angles and has built floating shelves in the lower library. Additionally, this level offers a bright, versatile studio providing space for creativity of all types—art, writing, design, or restorative projects— to inspire and nurture imagination. The exterior grounds are a living landscape. The 5-acre parcel unfolds as a natural paradise with park-like landscaping and hundreds of flowering trees seen from every window. The long drive lined with light poles and the parking area edged by planters sets a welcoming tone as you approach the home. A multi-level Brazilian hardwood deck overlooks a heated saltwater pool; a detached barn houses a traditional Scandinavian sauna and a lounge for year-round wellness. The homes systems are wellness-oriented including geothermal HVAC, a brand-new roof with a 50-year warranty, a multi-stage water softening system.
***Highest & Best offers due Saturday, May 16 8PM***Featured in WASHINGTONIAN, this iconic Victorian “Painted Lady” in the heart of Middletown’s historic district, offering timeless architecture paired with modern comfort. This one-of-a-kind residence showcases striking curb appeal with its signature twin turrets, intricate woodwork, and charming front porch that sets the tone for what awaits inside. Boasting 5 bedrooms, 4 full baths, and 2 half baths, this home offers exceptional space and flexibility for everyday living and entertaining. Interior features include soaring ceilings, original hardwood floors with detailed inlay, pocket doors, and elegant millwork that highlight the home’s historic craftsmanship. Multiple living and dining areas are anchored by beautiful fireplaces, creating warm, inviting spaces throughout. A bright sunroom adds additional living space, perfect for relaxing year-round. The home has been thoughtfully updated to meet today’s lifestyle while preserving its character, including a modernized kitchen, a butler’s pantry with a wine fridge, and key system improvements. Large windows fill the home with natural light, enhancing its bright and airy feel. Step outside to a private backyard oasis featuring a pool, a 6-person hot tub, and outdoor living space, perfect for relaxing or hosting gatherings. A fenced garden space on the south side of the property offers excellent sunlight—ideal for gardening enthusiasts or those seeking a peaceful outdoor retreat. A rare 3-car garage provides ample parking and storage—an exceptional find for a property of this era. Situated on a generous lot just moments from downtown Middletown, enjoy convenient access to local shops, dining, parks, and commuter routes. A true statement property combining historic charm, functional space, and lifestyle amenities—opportunities like this are rare. Located just across the street from Middletown’s 3rd–12th grade school campus and town park—offering exceptional convenience for school drop-offs, sports, events, and activities.
*PRICE TO SELL* This picturesque single-family home sits in the heart of beautiful historic Middletown. Meticulously cared for from top to bottom, this exceptional property is perfectly positioned on a premium lot with stunning views of Middletown’s historic steeples, the breathtaking South Mountain range, and the charm of a white-picket-fence community. Tucked within a small clustered neighborhood with no HOA, this home offers the feel of a close-knit community without the added monthly dues. Inside, you’ll find five distinct bedrooms, including a convenient main-level bedroom and full bathroom. Step outside to the expansive rear deck, the perfect place to enjoy your morning coffee or unwind with evening cocktails while taking in the mountain views. The beautiful kitchen is ideal for intimate entertaining and is complemented by a well-appointed butler’s pantry. Downstairs, the fully finished basement is an entertainer’s dream, featuring a full wet bar, high-tech theater system with surround sound and projector, and additional gathering space with a walkout to the backyard.
Welcome to 7 Derr Lane in the sought-after Villages at Foxfield—Middletown’s premier 55+ community—where Original Owners have meticulously maintained and thoughtfully upgraded this beautiful home, showcasing true pride of ownership everywhere you look. Perfectly positioned within walking distance to Middletown Park and its many amenities, this home also backs to serene woods, walking/jogging paths, and open green space—offering both convenience and some privacy. Enjoy peaceful mornings on the covered front porch or unwind in the backyard retreat featuring a walkout patio, koi pond, and a hidden “secret garden” be sure not to miss. Inside, the home blends comfort and modern updates. The kitchen is a standout with a Corian island, mosaic tile backsplash, stainless steel appliances (replaced 2019), induction downdraft cooktop, double oven, and ceramic flooring—ideal for both everyday living and entertaining. The main level boasts hardwood flooring (2018) and a warm, inviting family room with a propane fireplace and direct access to the newer, enlarged Trex deck (2022, with updated door in 2025). The spacious layout includes vaulted ceilings, a tray ceiling in the primary suite, and a dramatic two-story overlook with loft above. The primary bath was beautifully renovated in 2017, and the upper level features new carpet (2019). Additional updates include leased solar panels for energy efficiency (2018), washer and dryer (2021), vinyl fencing (2022), new roof and ventilation (2024), HVAC (2015), and water heater (2018). The unfinished lower level offers a walkout to the backyard, rough-in for a full bath, and a wide-open layout ready to be customized to your needs. Garage is equipped with a 200 amp 240 volt EV charging circuit and a newer garage door opener (2021). This is a rare opportunity to own a truly move-in-ready home in Middletown’s most desirable active adult communities—combining thoughtful upgrades, natural beauty, and a vibrant lifestyle.
Price Improvement! This iconic 1937 Brick Tudor Revival residence and adjacent additional structure are being sold together, situated on two separately deeded parcels that share a well and septic system. The Tudor Revival home has been freshly painted and offers timeless character blended with thoughtful updates throughout. The kitchen features stainless steel appliances, a new cooktop, custom cabinetry, and granite countertops. The formal dining room boasts built-in china closets and an oversized bay window, while the inviting living room centers around a classic wood-burning fireplace. The primary suite includes custom wood-paneled walls, an oversized bay window, a walk-in closet plus two additional closets, and a private ensuite bath. A new hot water heater, along with new roofs on both the home and pool house, provides added peace of mind. The finished basement expands the living space with a recreation room, partial kitchen, office, laundry area with shower, and a half bath—ideal for a variety of residential needs. Outside, the oversized fully fenced backyard creates a private retreat, featuring an in-ground pool with a new liner installed in 2022, a brick pool house, and a storage shed—perfect for entertaining or relaxing. The adjacent structure offers substantial additional space and includes notable features such as three-phase 400-amp electrical service, a 4,000-pound jib crane, and existing interior infrastructure. The property is currently zoned R3 and is being sold strictly for residential use. Any future use of the additional structure is subject to zoning regulations, and buyers are encouraged to conduct their own due diligence with the appropriate local authorities.
Charming brick rancher set on 4.64 acres with stunning views and exceptional potential. This 3-bedroom, 1-bath home offers classic construction and “good bones,” making it a fantastic opportunity for buyers looking to add their own updates or build sweat equity. The home features a functional layout with an unfinished basement that provides additional space for storage, hobbies, or future finishing. This property consists of 2 tax parcels, offering added privacy, flexibility, and potential uses. The property also features a small stall barn, making it especially appealing for hobby farming, animals, or additional storage. Surrounded by trees and scenic countryside, the setting provides peaceful views and a sense of privacy while still being conveniently located near local commuter routes. Outdoor enthusiasts will appreciate the close proximity to Civil War historical sites, nearby battlefields, and the Appalachian Trail. Whether you’re looking for a primary residence, investment opportunity, or a property with room to grow, this home offers a rare combination of location, land, and opportunity.
Escape the subdivision life for a residence defined by scale, privacy, and rugged utility. Set on 32.39+/- acres, this cabin-style estate is built for those who want their permanent home to feel like a fortress of solitude without sacrificing modern comforts. The interior features a recently updated kitchen equipped with new appliances and granite countertops. While there is a propane furnace, there is also a classic woodstove that provides a high-efficiency heating source and a focal point for the entertainment area in the basement. The home’s footprint is anchored by an expansive rear deck designed for four-season use; whether you’re hosting or decompressing, the integrated hot tub offers total privacy, screened by a dense canopy of mature timber to create an outdoor living room that feels completely removed from the outside world. This isn't just a woodlot; it's a gateway. The property borders Gambrill State Park, providing exploration and recreational opportunities right out your back door. For the serious outdoorsman or the family seeking an active lifestyle, the land offers endless utility for hiking, scouting, and wildlife management. The long, wooded approach ensures a level of seclusion and security that is increasingly rare, making this an ideal primary residence for those seeking a quiet, secure environment. Practicality meets potential inside and out, with a walkout basement that provides the ideal entertainment area or can be converted into a home office, gym, or additional bedrooms to grow with your needs. An existing shed provides organized storage for ATVs and maintenance equipment, keeping your primary living spaces clutter-free. Shown by appointment only, this is more than a getaway—it is a rare opportunity to own a significant piece of acreage with your ideal mountain retreat on your own recreational land in the Catocin Mountains.
Love history? Love farming? Love Middletown Valley? This trifecta is for YOU! Once a bustling nursery, this 37 acre farm in the heart of the valley offers so many possibilities! Starting with the original 1809 stone house, with the cold cellar, original cooking hearth and spring-fed well… it’s a step back in time for any history enthusiast. Phase two for this 1800s farm family was the pre-Civil War log cabin, comprised of the right side of the farmhouse. The final phase was the later 1800s farmhouse addition and finally the 2 story carport connecting it all together. Keeping with the authentic charm, the house offers original pine floors, wide thresholds and the initial lower-level cooking fireplace with utensils. For modern day living, the professionally designed gourmet kitchen was recently completed with a 10 foot Quartz island, stainless steel appliances with Forno 8 burner gas stove, wine fridge, farm sink, casement showcase window, pantry, accent lighting and display cabinets. It’s the perfect space for entertaining or any culinary work-of-art. In addition to the exceptional kitchen, both full bathrooms were completely renovated, adding to the contemporary appeal. Metal roof, replacement windows, main level laundry room and pull down attic for additional storage space. This prime real estate includes three natural springs, recently improved commercial grade greenhouses with new doors and shutters, a bank barn with horse stalls, dairy barn with upstairs office rooms, kitchenette, 2 bathrooms (as is) and its own septic. There’s also a tractor barn, pig barn, chicken coop, multiple shed buildings and plenty of pasture. Finalized with a picturesque creek running through the property and a back lot with amazing western sunsets. 2730 Marker Road is truly one-of-a-kind!
Love history? Love farming? Love Middletown Valley? This trifecta is for YOU! Once a bustling nursery, this 37 acre farm in the heart of the valley offers so many possibilities! Starting with the original 1809 stone house, with the cold cellar, original cooking hearth and spring-fed well… it’s a step back in time for any history enthusiast. Phase two for this 1800s farm family was the pre-Civil War log cabin, comprised of the right side of the farmhouse. The final phase was the later 1800s farmhouse addition and finally the 2 story carport connecting it all together. Keeping with the authentic charm, the house offers original pine floors, wide thresholds and the initial lower-level cooking fireplace with utensils. For modern day living, the professionally designed gourmet kitchen was recently completed with a 10 foot Quartz island, stainless steel appliances with Forno 8 burner gas stove, wine fridge, farm sink, casement showcase window, pantry, accent lighting and display cabinets. It’s the perfect space for entertaining or any culinary work-of-art. In addition to the exceptional kitchen, both full bathrooms were completely renovated, adding to the contemporary appeal. Metal roof, replacement windows, main level laundry room and pull down attic for additional storage space. This prime real estate includes three natural springs, recently improved commercial grade greenhouses with new doors and shutters, a bank barn with horse stalls, dairy barn with upstairs office rooms, kitchenette, 2 bathrooms (as is) and its own septic. There’s also a tractor barn, pig barn, chicken coop, multiple shed buildings and plenty of pasture. Finalized with a picturesque creek running through the property and a back lot with amazing western sunsets. 2730 Marker Road is truly one-of-a-kind!
Middletown is located in Maryland. Middletown, Maryland has a population of 4,893. Middletown is more family-centric than the surrounding county with 50.4% of the households containing married families with children. The county average for households married with children is 35.88%.
The median household income in Middletown, Maryland is $141,793. The median household income for the surrounding county is $106,129 compared to the national median of $69,021. The median age of people living in Middletown is 38.2 years.
The average high temperature in July is 88.3 degrees, with an average low temperature in January of 24.8 degrees. The average rainfall is approximately 42 inches per year, with 19.5 inches of snow per year.
