Middletown MD Real Estate & Homes for Sale

Sunset Views, Small-Town Charm & Modern Living. Imagine walking to Historic Main Street for dinner, greeting neighbors along the way, and returning home to your covered front porch just in time to watch the sun set over South Mountain. At 12 Dean Lane, those simple pleasures become part of everyday life. Here, the comfort of newer construction meets the charm, character, and walkability that make Middletown such a wonderful place to call home. A Front Porch Worth Coming Home To. From the covered front porch, enjoy colorful sunsets over South Mountain, with the rooftops and church steeple of Historic Middletown creating a picturesque backdrop. Directly across the street from the Middletown Library, this corner-lot home in Middletown Glen places you just steps from Main Street restaurants, parks, schools, and the heart of town. Nearly New Construction with Timeless Appeal. Built in 2019 by Ryan Homes, this beautifully maintained Columbia model offers more than 3,100 finished square feet across three finished levels, four bedrooms, three full and one half baths, and a two-car garage. Fresh interior paint and new carpeting create a crisp, move-in-ready feel, while the thoughtful floor plan offers comfort and flexibility for everyday living. Welcoming Spaces That Feel Like Home. Inside, engineered hardwood floors, high ceilings, and abundant natural light create an inviting atmosphere. A private home office with French doors provides dedicated workspace, while the open family room, centered around a cozy gas fireplace, invites you to settle in and stay awhile. Whether enjoying a quiet evening or entertaining friends, these spaces feel warm, comfortable, and connected. The Heart of the Home. The kitchen brings everyone together with a spacious center island, quartz countertops, classic white cabinetry, stainless steel appliances, gas cooking, a wall oven, and generous pantry storage. A charming breakfast nook provides a comfortable dining space for morning coffee and everyday meals. Sliding doors open to the covered, maintenance-free rear deck, offering another inviting place to dine, entertain, or unwind outdoors. Comfortable Retreats & Everyday Convenience. Upstairs, the spacious primary suite offers a peaceful retreat with a private en-suite bath and walk-in closet. Three additional bedrooms, a full hall bath, and convenient upper-level laundry complete the second floor. Room to Gather, Relax & Grow. The finished walkout lower level adds approximately 650 square feet of living space, featuring a spacious recreation room, full bathroom, windows, and direct backyard access. Perfect for movie nights, games, exercise, or additional gathering space, this level offers wonderful flexibility. A large unfinished storage area provides valuable storage today, with potential for future finished space, subject to applicable requirements. Modern Comfort & Peace of Mind. Built in 2019, the home features relatively young systems and modern conveniences, including a tankless water heater, in-home fire sprinkler system, energy-efficient features, natural gas, public water and sewer, and underground utilities. Fresh paint and new carpeting add to its move-in-ready appeal. Experience the Best of Middletown. Walk to Main Street restaurants for dinner, cross the street to the library, explore nearby parks and trails, or enjoy Friday-night football, hometown parades, concerts, and community celebrations. Here, familiar faces, mountain views, and small-town traditions are part of everyday life. More Than a Home - A Wonderful Way to Live. At 12 Dean Lane, you're coming home to sunset views from the front porch, evenings spent walking to dinner, comfortable spaces to make memories, and a community you'll love being part of. It's the best of Middletown living, wrapped into one beautiful place to call your own.

Welcome to 2419 Quebec School Road, a truly one-of-a-kind property offering nearly 3 acres, multiple living spaces, and incredible versatility in beautiful Middletown, Maryland. Situated on 2.98 acres with scenic mountain views and a brand-new roof on the main house, this property offers an incredibly rare setup for multigenerational living, extended family, guests, or anyone looking for additional space and flexibility. The main home features a split-level layout with beautiful hardwood floors, three bedrooms, and three full bathrooms. The main living level offers a spacious family room, dining room, and kitchen, creating a comfortable and functional space for everyday living. Step outside to the screened-in, covered rear deck overlooking the property. Upstairs, you'll find three bedrooms and two full bathrooms, along with an additional room currently configured as a laundry room with an adjoining full bathroom. This flexible space offers the potential to be converted back into a fourth bedroom, if desired, while providing the convenience of upper-level laundry in its current configuration. The lower level adds even more versatility with a second family room, kitchenette, laundry room, and den/flex room, providing a great setup for an in-law suite, home office, guest space, or additional living area. Continue down another level to find a finished recreation room offering even more room to spread out. But what truly sets this property apart is the detached accessory dwelling unit offering more than 2,100 square feet of additional living space. The ADU features two bedrooms, two full bathrooms, a full kitchen, dining area, multiple family/living spaces, and a dressing room that provides additional flexibility as an office, hobby room, or bonus space. A private deck off the rear of the ADU provides another outdoor space to enjoy the surrounding property. Outside, the professionally landscaped 2.98-acre level lot offers plenty of room to spread out while enjoying beautiful views of the surrounding Middletown landscape and mountains. The property provides even more possibilities for its next owner. Additional improvements include a well pump replaced in 2022 and a well pressure tank replaced in 2018. Between the main residence, lower-level in-law setup, and detached ADU, this property offers three kitchen or kitchenette areas, multiple gathering spaces, five established bedrooms, and an abundance of additional flex space. Whether you're searching for a true multigenerational property, space for extended family, or simply a home that can evolve alongside your needs, 2419 Quebec School Road offers a combination of space, versatility, and setting that is incredibly hard to replicate. Schedule your showing today!

Welcome to your dream home in the highly desirable community of Middletown! This beautifully updated Colonial offers 3 bedrooms, 2.5 bathrooms, and approximately 1,276 square feet of finished living space. Step inside through the front porch and discover a fully renovated classic home. The heart of the home is the renovated kitchen, featuring brand-new appliances, new cabinetry, a stylish backsplash, and a spacious peninsula that provides the perfect gathering space - The main level features a generously sized primary bedroom with ample closet space, a comfortable living room, and a convenient half bathroom for guests. Upstairs, you'll find two additional bedrooms and a full bathroom, providing plenty of space for family, guests, or a home office. Throughout the home, recessed lighting, custom tile work, modern fixtures, luxury laminate flooring, and newly installed carpet create a fresh, contemporary feel. Brand-new interior doors and trim complete the modern updates. - Major improvements provide peace of mind, including a new HVAC system, new water heater, new roof, and brand-new windows. Step outside to enjoy the large backyard and new concrete patio, perfect for outdoor entertaining, relaxing, or enjoying time with family and friends. The newly installed driveway offers parking for approximately 4-6 vehicles, while the garage features new garage doors and remote controls. Near shopping centers, restaurants, parks, and highly rated schools, this home combines modern updates with convenient Middletown living. Don't miss your opportunity to make this beautifully renovated Colonial your new home!

Middletown! At this price point! YES PLEASE! Rare opportunity to own this THREE LEVEL, END UNIT townhome! Four nicely sized bedrooms, two and a half baths, finished walk out basement, deck, fenced yard, shed. Larger than it looks! Tons of updates! New kitchen 2025, SS appliances, granite counters, LVP on main level, newer windows, new roof and siding 2022. Professional pictures coming! Ready for showings Tuesday afternoon, Oct. 12th! Get your pre-approvals ready and schedule your showing TODAY!

Perfect time to settle in before the holiday season! Start your mornings with coffee on the deck, surrounded by peaceful, pasture-like views and a gentle breeze. This well-built all-brick 3-bedroom rancher sits on a beautiful 2.08-acre lot and offers easy one-level living, an attached two-car garage, and exceptional storage throughout. Wood floors on the main level, gas fireplace in living room and wood fireplace in lower level, French doors with built in shades in dining room allows for generous natural sunlight to filter through. The owners have thoughtfully completed numerous upgrades over the years while fully enjoying everything this special property has to offer. The full bathroom offers a double vanity with generous counter space, a deep linen closet with shelving and a laundry chute that drops next to the laundry area in the lower-level making that task a bit easier. The lower level provides additional flexibility, currently arranged with a comfortable living area featuring a wood stove, along with a separate storage area with auto-fan for ventilation. 2 mini split units to heat and cool the space .With its generous layout and exterior access through a French door with built-in shades and extra-wide steps to the backyard, this space can be easily reimagined to suit your needs. Outside, the setting truly shines. Meander through the lovely garden, where seasonal color, beautiful plantings, a charming potting shed, and a stepping-stone path create a serene place to relax and explore. Continue a bit farther to discover the 56x36 pole barn with electricity and water, once used for horses, offering even more possibilities for hobbies, plenty of storage for your tractor, lawn equipment, etc) or whatever suits your needs.

Welcome to 7312 Countryside Circle, set on 2.54 acres in Middletown. This 4-bedroom, 3.5-bath home offers approximately 2,116 square feet above grade plus a finished lower level, creating plenty of flexibility for everyday living. The main level features comfortable gathering areas, while four bedrooms provide room for family, guests, or a home office. Downstairs, the finished lower level offers even more possibilities for a family room, gym, playroom, hobbies, or entertaining. Outside, the yard gives you room to garden, play, entertain, or simply enjoy the property and its peaceful surroundings. Served by well and septic, this home offers a more private setting while still being convenient to everyday necessities. Enjoy all that Middletown has to offer, including local restaurants, shops, parks, and schools, with Downtown Frederick just a short drive away. Easy access to Route 40A, Route 17, I-70, I-270, and Route 15 makes getting around Frederick County and commuting toward Montgomery County and the D.C. area convenient. If you're looking for acreage, a versatile floor plan, and a Middletown location that keeps you connected without sacrificing breathing room, this one is worth a look.

Welcome to 46 Boileau Ct, a beautifully renovated, move-in-ready home where thoughtful updates and timeless style come together. Fresh paint, new light fixtures, new appliances, and Google Nest technology add modern convenience throughout. Hardwood floors span the top two levels, complemented by spacious bedrooms and generous closets. The HVAC systems have been professionally serviced with cleaned ductwork and high-end ionization air filtration systems. The roof was replaced in 2024 with architectural shingles backed by a GAF Lifetime Limited Warranty. Attic insulation was professionally treated for pest control in 2026. A chimney repair is scheduled for October 5, 2026, with additional chimney lining replacement quoted separately. With extensive renovations and major improvements already addressed, this home offers comfort, style, and peace of mind in a truly move-in-ready package

Step into a world of timeless elegance with this stunning Victorian home, a true masterpiece of craftsmanship and design. Built in 1900, this residence boasts and shows a life of owners who loved it and those who appreciated its unique architectural features. Beautiful hardwood floors throughout the entire home, including in the updated and modernized kitchen! Upgraded countertops and stainless steel appliances, including a dishwasher, 40" dual-fuel range and refrigerator. An extra refrigerator/freezer in the basement provide ample storage for all your culinary needs. The main floor laundry acts as a separator and tie between the rest of the house and the "in-law" suite which was once the summer kitchen. Retreat to one of the five generously sized bedrooms, each offering a peaceful haven for rest and relaxation. The home boasts 3 fireplaces, one fully flued for log burning, and though the other two are sealed off, the one in the kitchen has a wood-style, ventless propane stove installed. The bathrooms are thoughtfully designed, featuring walk-in showers, glass doors and electric, radiant-heat tile floors. One bathroom has even had accessibility in mind making it a "wet room" for those with mobility issues. Outside you will find no detail missed, as even the exterior shingles were hand scalloped to properly match the original victorian look and design. The front porch is inviting and relaxing to watch traffic drive by on their way through Middletown, and the sleeper porch allows you to have some peace and quiet while enjoying nature. With nearly a third acre lot, there's plenty of room for outdoor activities or gardening. This Victorian gem is not just a house; it's a place where memories are made, and stories are shared. Experience the perfect blend of classic elegance and contemporary comfort-your dream home awaits!

Move-in ready 3-bedroom, 1.5-bath split-foyer located on a quiet cul-de-sac in Fountaindale! Highlights include major updates within the last 5 years: new roof, HVAC, sewer main, paint, and flooring. Features a finished walkout lower level with a den and office, an attached 4-car garage with front/rear access, and a spacious 0.38-acre lot. Zoned for top-rated Middletown schools and just 8 minutes to the Golden Mile shopping and dining.

Welcome to 1 Wagon Shed Lane, a stunning five-bedroom, five-full- and one-half-bath Colonial offering nearly 7,000 square feet of luxurious living space in the sought-after Glenbrook community of Middletown. Polished elegance, sophisticated details, and design-inspired finishes distinguish every level, including classic moldings, wainscoting, stately columns, gleaming hardwood floors, soaring ceilings, and expansive windows. The open-concept main level is filled with natural light and offers an inviting, versatile layout ideal for everyday living and entertaining. At the heart of the home, the gourmet eat-in kitchen is beautifully appointed with granite countertops, stainless steel appliances, a center island, breakfast bar, decorative backsplash, display cabinetry, and a convenient planning station. A sun-filled breakfast room and adjoining sitting area provide direct access to the custom deck and patio. Just beyond, the impressive two-story great room takes center stage with coffered ceilings, dramatic Palladian windows, and a stacked-ledgestone fireplace and hearth. Formal living and dining rooms offer elegant settings for special occasions, while a private office with French doors, powder room, and thoughtfully designed arrival center with a laundry room and Kohler cast-iron sink complete the main level. Upstairs, the luxurious primary suite provides a private retreat featuring a spacious sitting room, expansive walk-in closet, and spa-inspired en-suite bath with separate vanities, a soaking tub, private water closet, and glass-enclosed shower. Three additional bedrooms, each with a private en-suite full bath, and rich Lifescapes Hevea distressed solid hardwood flooring throughout the second level complete the upper-level accommodations. Superior craftsmanship continues into the expansive finished lower level, offering an impressive game room, exercise room, hobby room with built-in shelving, versatile bonus room, fifth bedroom, full bath, and abundant storage. Additional storage is available through numerous closets and custom garage cabinetry. Outside, professionally landscaped grounds are enhanced by mature plantings, fencing, a deck, custom hardscaping, and spectacular Middletown Valley sunsets. A heated three-car garage and generous driveway parking complete this exceptional property. The home has been thoughtfully enhanced with significant updates, including two new high-efficiency variable-capacity HVAC systems and a new 75-gallon natural gas water heater in 2026. The HVAC improvements include Ecobee smart thermostats, indoor and outdoor surge protection, germicidal UV-light protection for both systems, and a large-capacity Aprilaire humidifier. Exterior improvements completed in 2025 include a CertainTeed Landmark Pro roof, six-inch gutters and downspouts, and replacement window screens. Additional enhancements include a whole-house water-softening system, updated lighting and ceiling fans, luxury carpeting and padding, added trim and crown moldings, replaced and recently resealed driveway, along with a Nutone Central Vac System that serves all three levels of the home. Enjoy a tranquil community setting with the convenience of public water and sewer and access to the amenities of Middletown. Nearby destinations include Richland Golf Club, the Middletown Branch Library, Remsberg Park, the renovated Middletown Community Park, grocery stores, restaurants, pharmacies, and everyday services. The home is served by Middletown schools, with a new co-located elementary and middle school campus currently under construction and anticipated for completion in 2027. Convenient access to I-70, I-270, US-340, US-15, and US-40 provides connections to Frederick, Hagerstown, and surrounding areas.

Welcome to this former model home on a spacious corner lot offering comfort, flexibility and inviting indoor and outdoor living. The main level features refinished hardwood floors, a dedicated office, a bright kitchen with granite counters and large island, and a family room with a wood-burning fireplace framed by a dramatic floor-to-ceiling brick surround. Just off the kitchen, the skylit three-season sunroom offers a peaceful retreat with electric heat. Upstairs, four bedrooms include a spacious primary suite with walk-in closet and renovated bath featuring a tub and separate shower. The fully finished and renovated basement adds a large recreation room with propane stove plus a separate flex room for guests, an office, workout space or hobbies. Outside, enjoy a fenced yard, maintenance-free deck with built-in bar counter, adjoining patio and fire pit, plus a side-load two-car garage. All this just a short distance to Middletown Park, downtown shops, restaurants, grocery shopping and the many amenities of this charming Main Street community.

Carefully reimagined between 2018 and 2021 with over $1.5M in updates, 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, 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 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 has 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. Sellers are sad to leave, as they finished it as their forever home.

Welcome to 7008 Mountain Church Road, a beautifully renovated and move-in-ready home offering the best of country living with stunning mountain views. This charming two-story home has been thoughtfully updated with a brand new roof on the back and side porch, HVAC system, well pump, flooring and carpet, appliances, water heater, fixtures, fresh paint, and cathedral ceilings. The home also features a main-level bathroom and laundry for added convenience. Set on a spacious .64 acre lot. The property offers plenty of room for gardening, animals, outdoor activities, and enjoying the peaceful surroundings. A covered front porch provides the perfect spot to relax and take in the scenery. The property backs directly to the Appalachian Trail and includes two sheds plus ample off-street parking. Conveniently located near historic sites, just minutes from Middletown, and close to major commuter routes, this home offers the perfect combination of peaceful country living and accessibility. Please note - Portions of the home may have been constructed prior to 1966

***Room to Breathe, Space to Grow, and Mountain Views to Come Home To*** Set on 3.72 acres just minutes from the heart of Middletown, this 3-bedroom, 2.5-bath ranch offers the kind of space and versatility that's increasingly hard to find. Here, you can enjoy a peaceful country setting and mountain views while keeping shopping, dining, schools, and everyday conveniences within easy reach. Inside, the home offers comfortable main-level living complemented by a finished lower level that expands the possibilities for recreation, hobbies, working from home, or simply having more room to spread out. The kitchen features granite countertops and two sinks, while the rear deck creates a natural extension of the living space and a place to take in the surrounding landscape. Outside is where this property really begins to set itself apart. An above-ground pool adds another way to enjoy the warmer months, while the expansive acreage offers room to garden, play, entertain, or simply enjoy having more space between you and the everyday hustle. The oversized detached shop adds flexibility, featuring a 10' x 10' door clearance and its own HVAC system. Whether you need space for vehicles, equipment, storage, a workshop, or your favorite hobby, it's a valuable extension of the property. Recent improvements to the main house include a roof and siding that are less than one year old. The owners have also installed a new well-water filtration system and completed repairs to the septic system. All of this comes without an HOA or city taxes and with the convenience of Middletown just minutes away. The property is also located in a USDA-eligible area, offering an additional financing option for qualified buyers. If you've been looking for more land, more flexibility, and a little more breathing room without giving up access to town, 7820 Myersville Road is ready for its next chapter. Property is being sold as-is and is subject to third-party approval as a short sale.

Welcome to 411 Glenbrook Drive in the desirable Glenbrook community of Middletown. This home offers over 4,600 finished square feet of living space with a great layout, beautiful golf course views, and several recent updates. The main level features a two-story foyer, formal living and dining rooms, and a spacious kitchen with upgraded cabinetry, a large center island, and a bright morning room overlooking the surrounding landscape. The open living area features soaring ceilings, abundant natural light, and a welcoming space that is ideal for relaxing or entertaining. The main level primary suite offers convenience with an ensuite bathroom and generous closet space. The upper level includes additional bedrooms and flexible living areas to fit a variety of needs. The finished walk-out lower level provides additional space for recreation, a home office, or additional living areas. Outside, enjoy the patio and peaceful golf course setting that Glenbrook has to offer. Recent improvements include a brand new roof, new gutters, and an owned photovoltaic solar system that conveys with the property, providing energy efficiency and added value for the next homeowner. Conveniently located in Middletown with easy access to shopping, dining, commuter routes, and Frederick County schools. This wonderful home offers a combination of space, updates, and a desirable location - don't miss your opportunity to call this house, home!

Escape the ordinary with this one-of-a-kind mountain-inspired retreat set on more than 5 secluded acres of mature woodland. Designed to embrace its natural surroundings, this distinctive chalet welcomes the outdoors in with dramatic vaulted ceilings, walls of windows, and multiple skylights that fill the home with sunlight while showcasing peaceful forest views from nearly every room. The inviting great room is centered around a beautiful fireplace, creating the perfect gathering place, while rich hardwood flooring and natural finishes enhance the home's warm, rustic charm. Step outside onto the expansive wraparound deck, where you can enjoy the sights and sounds of nature, entertain guests, or simply relax in complete privacy. The updated kitchen features granite countertops and stainless-steel appliances including gas cooking, offering modern functionality without sacrificing the home's unique character. An oversized detached two-car garage provides exceptional space for vehicles, a workshop, outdoor equipment, or additional storage. Offering the rare combination of privacy, distinctive architecture, and everyday convenience, this exceptional property feels like a secluded woodland retreat while remaining only about 15 minutes from Middletown's restaurants, shopping, and Middletown schools. Recent improvements include a new roof and skylights (2020), stove and microwave (2021), water softener and neutralizer (2022), and refrigerator (2025). Better see it soon before someone else gets to call it home!

To-be-Built. Set against the stunning backdrop of scenic Middletown Valley, Heritage Oak Estates is Middletown's premier 12 lot luxury home community presented by local builder Laine Street Homes. Heritage Oak Estates offers a rare opportunity to build the estate home you've always envisioned in one of Frederick County's most desirable locations. Surrounded by rolling countryside, breathtaking mountain views, and a strong sense of community, Middletown combines small-town charm with modern convenience. Nestled on 4.65 beautiful acres, 3130 Bidle Rd (Lot 1E) is a gorgeous build-ready homesite that offers a perfect combination of protected woodlands and rolling pastoral landscape. Advertised is the ACL3 plan which features over 3,000 finished sqft, 4 bedrooms, 3.5 baths including a main level owner's suite. Additional standard features include a spacious open concept kitchen with large center island and high end cabinetry, beautiful 2 story foyer, morning room, private office, luxurious Owner's suite, Hardie Plank siding and full stone water table. Photos are of a home that builder recently finished in Frederick County. Builder has several different plans and many options to choose from. Contact listing agent for available plans, site details, and to explore available homesite options for your future dream home at Heritage Oak Estates!

To-be-Built. Set against the stunning backdrop of scenic Middletown Valley, Heritage Oak Estates is a premier 12 lot luxury estate home community presented by local builder Laine Street Homes. Heritage Oak Estates offers a rare opportunity to build the estate home you've always envisioned in one of Frederick County's most desirable locations. Surrounded by rolling countryside, breathtaking mountain views, and a strong sense of community, Middletown combines small-town charm with modern convenience. Nestled on 7 beautiful acres, 3150 Bidle Rd (Lot 3E) is a gorgeous build-ready homesite with a 5BR septic approval and high yield 10gpm well already installed. Advertised is the ACL5 plan which features over 6,000 finished sqft, 5 bedrooms (including dual owner's suites), 4 full baths and 3 half baths. A spacious open concept layout is highlighted by 10' main level ceilings, a spacious kitchen with large center island and high end cabinetry, an additional prep kitchen, private office, parlor/enterainment room, formal dining room, morning room, upper level bonus room, primary suites on both main and upper levels, Hardie Plank siding and full stone water table are just a few standard options in this model. Photos are of a previously built home. Builder has several different plans and options to choose from. Contact listing agent for available plans, site details, and to explore available homesite options for your future dream home at Heritage Oak Estates!

To-be-Built. Set against the stunning backdrop of scenic Middletown Valley, Heritage Oak Estates is Middletown's premier 12 lot luxury home community presented by local builder Laine Street Homes. Heritage Oak Estates offers a rare opportunity to build the estate home you've always envisioned in one of Frederick County's most desirable locations. Surrounded by rolling countryside, breathtaking mountain views, and a strong sense of community, Middletown combines small-town charm with modern convenience. Nestled on 3.78 beautiful acres, 7452 Heritage Oak Terr (Lot 4W) is a gorgeous build-ready homesite with perc approval and well installed. Advertised is the ACL4 plan which features over 4,400 finished sqft, 4 bedrooms and 3.5 baths. A spacious open concept layout is highlighted by 10' main level ceilings, a spacious kitchen with large center island and high end cabinetry, an additional prep kitchen, private office, formal dining room, morning room, private office, a stately Owner's suite w/260 sqft walk-in closet, Hardie Plank siding and full stone water table are just a few standard options in this model. Advertised is the base price for the ACL4 model on this lot. Photos are of a previously built ACL4 model a modern farmhouse elevation. Builder has several different plans and many options to choose from. Contact listing agent for available plans, site details, and to explore available homesite options for your future dream home at Heritage Oak Estates!

This home is an absolute MUST SEE. This home has been immaculately maintained and features all of it's original charm. You will fall in love with the beautiful hardwood floors throughout this spacious 5 bedroom, 3 full bath colonial that features 3,200 square feet of living space along with a large 832 square foot basement, with outside entrance. This classic beauty is situated on a large, beautifully landscaped and manicured, corner lot of .64 acres in Middletown's Historic District. You will fall in love with all of the historic charm and craftsmanship that blends seamlessly with modern upgrades such as vinyl siding and replacement windows. There are several bonus areas that provide added charm to this already captivating home. There is a family room that was crafted from a former garage, a second floor sunroom area for relaxing, a bonus room that could be a home office and a sitting area off of the formal dining room. This is a true gem and you will be amazed at the incredible condition.

Welcome to this beautiful colonial in the heart of Middletown, MD, where small-town charm, community character, and a prime Main Street address come together on a generous half acre lot! There is SO MUCH potential to revitalize this home to your most creative imagination. Bathed in natural light throughout, this spacious 4-bedroom, 2-bath home features gleaming hardwood floors and a comfortable, flowing layout. The main level offers a primary bedroom with a private ensuite bath, ideal for single-level living convenience, while the upper-level hosts three additional generously sized bedrooms and a full bath. The expansive lot provides plenty of outdoor space to enjoy, entertain, and make your own. A roof updated in 2025 offers genuine peace of mind, and the home is connected to the public sewer system via a Sanitary Sewer Lift Pump, offering the reliability of public utilities. Middletown offers everything you come here for, a small-town feel with walkability to parks, restaurants, the library, and shopping, including beloved local spots like The Main Cup, Fratelli's Italian & Seafood, and Aleko's Village Cafe just down the road. The 79-acre Middletown Community Park is just minutes away, offering basketball courts, soccer fields, disc golf, fishing, picnic shelters, and walking trails. Commuters will appreciate the easy access to I-70 and Rt. 340, with Downtown Frederick just a short drive away. Don't miss this one!

*One or more photos in this listing have been virtually staged using AI* Completely Renovated & Move-In Ready! Welcome to this beautifully updated ranch-style home situated on a picturesque 2-acre lot in the heart of Middletown Valley. Every detail has been thoughtfully renovated, offering a bright, modern interior with quality finishes throughout. The open and inviting floor plan is perfect for everyday living and entertaining. Step outside to enjoy the spacious backyard, offering endless possibilities for outdoor gatherings, recreation, gardening, or simply relaxing while taking in the peaceful surroundings. Enjoy the tranquility of country living while remaining just minutes from downtown Middletown, Frederick, shopping, dining, schools, parks, and major commuter routes. Whether you're looking for your forever home or a quiet retreat with modern comforts, this exceptional property is ready for its new owner. Don't miss this rare opportunity!

Welcome to 5 Dean Lane, a stunning 4-bedroom, 4.5-bath home in the sought-after Middletown Glen community. Ideally located within walking distance of schools, parks, and the library, this home also enjoys a beautiful view of the neighborhood's open common area directly across the street, creating a spacious and inviting setting . Also this exceptional home is also just minutes from the nature center, local restaurants, golf courses, and major commuter routes. Step inside to a welcoming foyer featuring a private home office, then continue past the elegant formal dining room into the spacious living room that seamlessly opens to the bright, eat-in kitchen - perfect for everyday living and entertaining. Entering through the attached 2-car garage, you'll appreciate the thoughtfully designed mudroom with built-in storage, along with an oversized pantry and convenient powder room on the main level. Upstairs offers an ideal layout with an additional loft-style lounge that provides flexible living space. The luxurious primary suite occupies its own private wing and features a sitting area, two walk-in closets, and a spa-like ensuite bath. Two additional bedrooms share a full hall bath, while the opposite wing includes a fourth bedroom with its own ensuite bath and a conveniently located laundry room. The finished walkout basement is an entertainer's dream, featuring a large recreation area, wet bar, full bathroom, and ample storage space. Outside, the beautifully hardscaped backyard offers a low-maintenance setting that's perfect for relaxing or hosting gatherings. Meticulously maintained and truly move-in ready, this thoughtfully upgraded home combines generous living spaces, quality finishes, and an unbeatable location. 5 Dean Lane has everything you've been looking for.

Five private acres above the Middletown Valley, with South Mountain on the horizon and protected conservation land on two sides. This is a home built around how you want to spend your days: coffee in a kitchen with two 12-foot walnut islands and an 18-foot NanaWall that opens straight to the deck, afternoons at the heated saltwater pool, evenings by the Kentucky sandstone fireplace with the whole valley in the windows. When the day is done, the detached barn holds a Scandinavian sauna and a lounge for year-round unwinding. The layout works for daily life and for hosting. Three bedrooms are on the main level, including a primary suite with two walk-in closets (one cedar-lined) and a terrazzo bath. Two en-suite bedrooms were renovated in December 2025. A sunlit library with custom maple shelving sits above the main living space. Downstairs, a second great room with its own fireplace opens to the pool. Two flex rooms suit guests or a home office, and a bright studio is ready for art, writing, or design work. The main-level laundry and mudroom open directly to the deck and yard. It's built to last: geothermal heating and cooling, a brand-new roof with a 50-year warranty 2026, multi-stage water softening, hand-built Mennonite cabinetry, polished concrete surfaces, and a two-car attached garage. A long, lighted drive leads to complete privacy, yet 3 minutes to Middletown, 10 to Frederick, and 5 to [I-70/major commuter route].