Middletown MD Real Estate & Homes for Sale

Where timeless architecture meets the lifestyle you've been searching for. Perfectly positioned on a premium homesite backing to mature trees and the Middletown Walking Trail System, this exceptional Waverly model offers an extraordinary combination of space, comfort, and location just moments from historic downtown Middletown, award-winning schools, Wiles Branch Park, the dog park, the creek, and miles of scenic walking trails. Combining timeless design, exceptional living space, and an unbeatable location, this is the home where lasting memories are made. With 3,274 finished square feet above grade, approximately 1,000 additional finished square feet in the bright walk-out lower level, and 646 square feet of unfinished storage, this thoughtfully designed home offers the perfect balance of generous living space, everyday functionality, and room to grow. The highly sought-after Waverly model is celebrated for its exceptional floor plan, featuring 9-foot ceilings throughout the main level, a grand two-story foyer, a dramatic two-story family room, dual staircases, expansive room sizes, and an abundance of natural light streaming through oversized windows and elegant transom windows. Enhanced by desirable two-foot extensions in both the kitchen and family room, the home's open design offers even more space for everyday living and entertaining. A breathtaking floor-to-ceiling stone gas fireplace serves as the dramatic focal point of the soaring family room, creating the warmth and timeless character the current owners have cherished most about this inviting gathering space. Upgraded hardwood staircases with elegant wrought-iron balusters add architectural beauty and craftsmanship throughout the home. Rich hardwood flooring extends throughout the foyer, formal living room, dining room, private main-level office, and family room, adding warmth and sophistication. The dedicated office offers the ideal work-from-home space while remaining privately tucked away from the main living areas. At the heart of the home, the beautifully appointed kitchen blends style and function with granite countertops, a center island, stainless steel appliances, electric cooking, a pantry, a striking stone backsplash, and a distinctive stainless farmhouse sink. The expanded kitchen provides even more room for gathering and entertaining while flowing seamlessly into the equally expanded family room, creating the perfect setting for everything from casual family dinners to holiday celebrations. Just off the kitchen, the spacious main-level laundry and mudroom adds exceptional everyday convenience. One of the home's most unforgettable features is its incredible connection to the outdoors. Expansive rear windows frame peaceful views of mature trees, while the abundance of transom windows fills the home with natural light and showcases spectacular sunsets that never grow old. It's easy to understand why the screened porch became the current owners' favorite place to begin the day with a cup of coffee and end it relaxing in the peaceful wooded setting. The adjoining rear deck expands your outdoor living space, while the generous side yard provides additional room for recreation, gardening, pets, or play. Upstairs, you'll find four generously sized bedrooms, including an expansive owner's retreat designed as a true private sanctuary. The luxurious primary suite features an oversized walk-in closet and a spacious en-suite bath complete with dual vanities, a soaking tub, and a separate shower. The bright walk-out lower level feels like a natural extension of the home rather than a traditional basement, thanks to full-size windows and a sliding glass door that flood the space with natural light. A dedicated media room provides the perfect setting for movie nights, while the expansive recreation areas offer endless possibilities for a game room, fitness studio, hobby space, guest accommodations, or multigenerational living. Extensive unfinished

***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. Professional photos coming soon....

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 en-suite 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, 411 Glenbrook Drive offers a combination of space, updates, and a desirable location.

Escape to your own private mountain retreat just minutes from Middletown and downtown Frederick. Nestled on nearly one acre and bordered by protected conservation land, this beautifully updated authentic log home offers the perfect blend of privacy, natural beauty, and modern comfort. Enjoy easy access to Gambrill State Park, the Appalachian Trail, shopping, dining, and highly rated Middletown schools while coming home to sweeping views of South Mountain and Harpers Ferry Gap, where breathtaking sunsets become part of your everyday routine. Inside, you'll find three spacious bedrooms, three full bathrooms, and warm, inviting living spaces rich with authentic log home character. Extensive updates throughout the home include the kitchen, bathrooms, bedrooms, family room, and beautifully refinished oak hardwood floors. The thoughtfully designed kitchen features granite countertops, a farmhouse sink, and quality finishes that perfectly complement the home's rustic elegance. The HVAC system was replaced in 2016, and spray foam insulation provides enhanced comfort and energy efficiency year-round. The inviting living room is centered around a beautiful stone fireplace with a classic stone surround, while the home's striking full-height exterior stone chimney showcases the timeless craftsmanship and enduring character of this exceptional log home. The walk-out lower level offers outstanding flexibility with abundant natural light, a private entrance, full bath, closet, and a cozy wood stove - making it ideal as a guest suite, recreation room, home office, or private living space. Outdoor living is every bit as impressive. Relax on the expansive two-level covered porches while enjoying your morning coffee, watching hummingbirds and butterflies, or simply taking in the peaceful mountain setting. Thoughtfully landscaped gardens and mature plantings create a private outdoor sanctuary that offers beauty throughout every season. The impressive two-story detached log garage is a remarkable extension of the property. Both the home and garage have been meticulously maintained, with the logs professionally sanded and re-stained to preserve their beauty and integrity. The expansive 28' x 22' lower level, complete with a private entrance and a large picture window overlooking the property, provides exceptional flex space for a music studio, art studio, home theater, fitness room, workshop, private office, hobby space, or future guest accommodations. Bright, inviting, and remarkably versatile, it's a space that easily adapts to your lifestyle. A beautifully crafted entrance welcomes you with impressive natural stone steps, extensive low-maintenance stone landscaping, elegant stone walkways, and inviting patio spaces that blend seamlessly with the surrounding landscape. The oversized two-car detached log garage features a convenient side-door entrance, while its lower level offers a separate private entrance, adding even greater functionality and versatility. Every detail has been thoughtfully designed to enhance the property's timeless mountain-lodge appeal. With no city taxes and no HOA, this extraordinary property offers the rare opportunity to enjoy the serenity of country living without sacrificing convenience. Whether you're searching for a full-time residence, a peaceful weekend escape, or a one-of-a-kind mountain retreat, this exceptional home delivers timeless craftsmanship, modern updates, breathtaking scenery, and an unforgettable lifestyle that is rarely available.

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. Photos are of a previously built home. 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!

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.

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!

Welcome home to this beautifully updated end-unit townhome in the highly sought-after Glenbrook community, where modern updates, generous living space, and an unbeatable Middletown location come together to create a home you'll love from the moment you arrive. This spacious three-level home features luxury vinyl plank flooring on all levels, with brand-new carpeting on the staircases (hardwood stairs remain beneath the carpeting, offering future flexibility), fresh paint, and custom blinds. A full three-level bump-out enhances every level, creating an open, airy feel with room to spread out, relax, and entertain. At the heart of the home is the completely renovated kitchen, thoughtfully designed with shaker-style cabinetry, quartz countertops, a spacious center island, gas cooking, and a full suite of Frigidaire Gallery stainless steel appliances. Whether you're preparing weeknight dinners or hosting holiday gatherings, you'll love how the kitchen flows seamlessly into the generous dining area and the expanded family room, making it the true gathering place of the home. The main level also offers a welcoming living room and a convenient powder room for guests. Upstairs, you'll find three spacious bedrooms and two full bathrooms, including an expanded primary suite designed as your own private retreat. The en-suite bath offers a double vanity, soaking tub, separate walk-in shower, and generous space, while a large walk-in closet provides exceptional storage. The finished lower level offers incredible flexibility with a fourth bedroom, an updated full bathroom, a den, a spacious recreation room, and a dedicated laundry and mechanical room - perfect for overnight guests, multigenerational living, a home office, fitness space, or movie nights. Step outside and enjoy one of the many advantages of this end-unit location - a large side and rear yard offering outdoor space that's hard to find in a townhome community. Two designated parking spaces and additional windows that fill the home with natural light add even more everyday convenience. For added peace of mind, the seller is offering a home warranty. Located in the sought-after Middletown school district, this home is just minutes from charming downtown Middletown, local restaurants, boutique shopping, parks, walking trails, wineries, golf, community events, and convenient commuter routes. With four bedrooms, multiple living areas, and flexible spaces for working from home, entertaining, or hosting guests, this home offers the space and versatility today's buyers are looking for. Come experience all that Middletown has to offer and discover why this vibrant community is one of Maryland's most desirable places to call home.

Welcome to this charming 4-bedroom, 2-bathroom home ideally situated on Main Street in the heart of Middletown, offering the perfect blend of character, comfort, and convenience. Step inside to beautiful hardwood floors that flow throughout the main level, creating a warm and inviting atmosphere. The formal living room features a cozy wood-burning fireplace, making it the perfect place to gather on chilly winter evenings. Just beyond, the formal dining room provides an elegant setting for holiday celebrations, dinner parties, and everyday meals. The updated kitchen is designed with both style and functionality in mind, featuring a spacious island perfect for entertaining, ample cabinet storage, and a bright breakfast area where you can enjoy your morning coffee while overlooking the expansive backyard. The main level offers two comfortable bedrooms and a full bathroom, providing flexible living options for guests, family, or a home office. The finished lower level includes two additional generously sized bedrooms, a second full bathroom, and a spacious laundry room with abundant storage. Outdoor living is just as inviting, with a large deck that's perfect for summer barbecues, outdoor dining, and relaxing evenings. The one-car garage offers additional storage, while the oversized backyard provides endless possibilities with plenty of room for play, gardening, pets, or future outdoor entertaining spaces. Located just moments from Middletown's charming shops, restaurants, parks, and top-rated schools, this home offers small-town living with all the conveniences you need. Don't miss your opportunity to make this beautiful Main Street home your own.

*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.

Welcome to your own private retreat! This 3-bedroom, 3 full bath home offers nearly 2,500 square feet of finished living space and comes with not one, but two parcels totaling approximately 7.63 acres. The home is situated on 5.90 acres and includes an additional 1.73-acre wooded lot located directly behind the property, providing even more privacy and future possibilities, and even hunt on your own property. Inside, you'll find beautiful wood flooring throughout the main level and a spacious layout designed for comfortable living. The primary suite features its own private full bath and direct access to a deck overlooking the peaceful surroundings. Two additional bedrooms and a full bath complete the main level. Enjoy the outdoors from the wraparound rear porch or entertain guests on the expansive two-tier deck. During the colder months, cozy up beside one of the home's two wood-burning fireplaces. The lower level offers additional living space along with a third full bath, making it ideal for a recreation room, guest area, or home office. With plenty of driveway parking and a 2-car attached garage, there is ample room for vehicles, equipment, and guests. Conveniently located just minutes from downtown Middletown and within the highly sought-after Middletown School District, this property offers the perfect combination of privacy, acreage, and accessibility.

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!

Welcome home to 4 Lamar Lane, a beautifully updated Admar-built rancher tucked away at the peaceful back of the highly sought-after Foxfield 55+ community in Middletown. Thoughtfully designed for easy living and filled with warmth and charm, this move-in ready home offers the perfect blend of comfort, convenience, and low-maintenance living. A covered front porch welcomes you home, while the level-access ramp from the two-car garage provides added ease and accessibility. Inside, you'll find 1,359 finished square feet on the main level featuring two spacious bedrooms, each with its own private ensuite bath, plus main-level laundry for true one-level living. The heart of the home is the beautifully remodeled kitchen, complete with new cabinetry, countertops, and propane-fueled gas cooking. The inviting living room offers a cozy propane-fueled gas fireplace, creating the perfect space to relax or gather with friends and family. Recent updates throughout include a new roof, new HVAC system, refinished hardwood floors, updated bathrooms, fresh paint, and a low-maintenance exterior, allowing you to simply move in and enjoy. Step outside to discover a fenced backyard with two rear decks, providing wonderful spaces for morning coffee, outdoor dining, gardening, or enjoying the peaceful surroundings. An unfinished basement with windows offers abundant storage and endless possibilities for future expansion. Rarely does a home in Foxfield combine this level of updating, accessibility, outdoor living space, and prime location. This is the kind of home that allows you to spend less time maintaining and more time enjoying everything the Middletown Valley has to offer.

Improved price 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.

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.

Tucked away at the end of a quiet cul-de-sac within the prestigious Vistas at Springdale of Middletown, stands an exquisite property that embodies the pinnacle of luxury living and relaxed elegance. Spanning an impressive 5,366 square feet, this home is a harmonious blend of grandeur and functionality, designed for those who appreciate the finer things in life. Step inside to discover a grand foyer that sets the tone for the entire home, featuring rich Brazilian Cherry floors that flow seamlessly throughout the formal living and dining rooms on either side of the foyer. As you walk from the foyer straight to the two story family room you'll be inspired by an expansive wall of windows, floor to ceiling that is the centerpiece of the home. The views of the grounds are beautiful any time of year, bright and airy in the summer, and warm and welcoming in the winter with a gas fireplace to enjoy. The family room is open and flanks a wide hallway also with Brazilian Cherry. Beside the family room is the expansive kitchen, with granite countertops and beautiful cabinetry, an island, gathering area for the table, another fireplace, and an entrance that leads to the patio. As you walk the hall that flanks the open family room you pass a home office with sophisticated built-ins and beyond that is the sunroom, which also leads you back to the living room. As you enter the living room back to the grand foyer you'll access the staircase to the upper level which features four bedrooms, each with walk-in closets. The primary suite is truly a private retreat, with an entryway accessing a coffee bar leading into a sitting area, with a lovely balcony on one side and the primary bedroom on the other side. The private bath is adorned with luxury finishes, a large jetted tub, separate shower and separate vanities. It also accesses walk-in closet number two, through another additional finished space, not present in other homes in the community, and provides a wonderful location for a yoga, meditation or craft room. The second bedroom has a private entry suite backstairs of the kitchen and bedroom three and four, each have access to the huge rooftop balcony. The upper-level laundry room adds convenience to daily life. The massive basement, with rough-ins for a bath and wet bar, along with the wide walk-up stairwell, is an open canvas for your vision. Situated in the back of the community on 3.19 lush acres, it will be quick to slip into relaxation mode, enjoying the sounds of nature or warm get-togethers where everyone feels at home. Experience refined living in a neighborhood and community that is truly desirable.

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.

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.

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

NEW PRICE! 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.