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12 Caroline Dr, Middletown
$487,500
3 Beds ⋅ 3 Baths
Welcome to 12 Caroline Drive, a lovingly maintained brick rancher ideally located in the heart of Middletown. Offering 3 bedrooms, 2.5 bathrooms, and 1,722 finished square feet above grade, this home has been cherished by its owners and thoughtfully cared for over the years. Inside, you'll find spacious living areas, an inviting eat-in kitchen, a cozy fireplace, and a functional floor plan designed for comfortable everyday living. The partially finished lower level provides additional flexible space for a recreation room, hobby area, home office, or workout space, while also offering ample storage. Outside, pride of ownership shines through in the beautifully maintained front and back yards. Enjoy your morning coffee on the covered front porch, gather with family and friends on the spacious deck, or relax beneath the covered patio while taking in the peaceful backyard setting. Significant updates include a newer roof and HVAC system, approximately three years old. The home's major systems and components have been professionally serviced and maintained on a regular basis, reflecting the exceptional care this property has received throughout the years. This home presents a wonderful opportunity for its next owner to add their own style and vision while appreciating the care and quality that have been invested throughout the years. Located within walking distance to Middletown schools, parks, playgrounds, the library, restaurants, coffee shops, and community events, this home offers the walkable lifestyle and small-town charm that make Middletown so desirable. Conveniently located near major commuter routes and just 20 minutes from Downtown Frederick, you'll enjoy easy access to everything the area has to offer. Combining a desirable location, beautiful outdoor spaces, solid construction, and room to make it your own, 12 Caroline Drive is ready to welcome its next chapter. * Select photos have been virtually staged to help showcase the possibilities of the space and inspire future design ideas. Furniture and décor shown in these images are for illustrative purposes only and are not present in the home.

12 Caroline Dr, Middletown

Listing courtesy of Keller Williams Realty Centre. Contact:

Selling Office: RE/MAX Advantage Realty.

10 Linden Blvd, Middletown
$480,000
3 Beds ⋅ 2 Baths
Welcome to a fully renovated, move-in ready home in the heart of Middletown — where the charm of a well-established neighborhood meets the confidence of major modern upgrades already completed. This beautifully updated 3-bedroom, 1.5-bath home features a brand-new kitchen, updated flooring, and refinished hardwoods that blend timeless character with today’s style. But what truly sets this home apart is what you won’t have to worry about: a new heat pump, new double-hung windows, new 200-amp electrical service, new gutters, and a roof replaced in 2024. The big-ticket items are done — offering peace of mind for years to come. Enjoy a spacious backyard ideal for entertaining, play, gardening, or simply relaxing after a long day. The location offers the best of both convenience and community — walk to local schools, shops, and town amenities, with easy access for commuters. Opportunities like this — fully updated with major systems already replaced — rarely come available in Middletown at this price point. Schedule your showing before it’s gone

10 Linden Blvd, Middletown

Listing courtesy of The KW Collective. Contact:

Selling Office: Charis Realty Group.

4 Lamar Ln, Middletown
$476,200
2 Beds ⋅ 2 Baths
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.

4 Lamar Ln, Middletown

Listing courtesy of RE/MAX Results. Contact:

Selling Office: Keller Williams Realty Centre.

7001 Slate Ct, Middletown
$475,000
4 Beds ⋅ 3 Baths
Welcome to 7001 Slate Ct ✨ Tucked away on a spacious corner lot in a quiet cul de sac, this beautifully refreshed Middletown home offers comfort, flexibility, and room to grow in one of the area’s most sought after locations. With 4 bedrooms, 2.5 baths, and 2,320 total square feet, this home offers fresh paint throughout, brand new LVP and carpet flooring, and a bright kitchen with newer stainless steel appliances. Recent updates include the washing machine, water heater and expansion tank, an HVAC system approximately 8 years young, and a driveway redone just 3 years ago. Every room feels clean, inviting, and move in ready while still leaving room to make it your own over time. The partially finished basement creates additional living space with endless possibilities for a recreation room, gym or office . Outdoor living is another highlight of the property with a covered deck, an additional open air deck, and a charming private balcony just off the primary bedroom. The large backyard offers plenty of space to relax, entertain, garden, or create your dream outdoor setup. Located in an established neighborhood with no HOA, the highly sought after Blue Ribbon school district, and just minutes from major commuter routes and Downtown Frederick, this home offers a rare blend of value, location, and opportunity . *Some photos have been virtually staged to help showcase the potential use and layout of the spaces. Furnishings and decor shown are digital representations and may not reflect the actual property.

7001 Slate Ct, Middletown

Listing courtesy of Keller Williams Realty Centre. Contact:

Selling Office: Charis Realty Group.

4718 Old National, Middletown
$469,000
3 Beds ⋅ 2 Baths
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.

4718 Old National, Middletown

Listing courtesy of Charis Realty Group. Contact:

Selling Office: Samson Properties.

4432 Valley View Rd, Middletown
$462,000
3 Beds ⋅ 3 Baths
Don't miss out on this very well maintained all-brick rancher situated on a level, half acre lot! This charming home features many updates and newer features -- including roof, water treatment system, well pump and much more. The kitchen boasts of solid surface countertops, tile backsplash and stainless steel appliances. Entering the living room, you will find a brick hearth fireplace and bright space thanks to plenty of windows. Just down the hallway is a convenient full bath and three bedrooms, including a primary bedroom with adjacent half bath. Hardwood and ceramic tile floors are featured throughout the main level bedrooms and baths. On the lower level, you will find an additional full bath, craft/sewing room, large workshop, two storage areas, laundry and areaway leading up to the fully fenced back yard. Enjoy the outdoors on the brick-paver patio with permanently attached gazebo-type structure which provides comfort & shade in the summer months. There is also a shed in the rear yard for storage of gardening tools, lawn mower, etc. Opportunities like this don't come along often so act fast!

4432 Valley View Rd, Middletown

Listing courtesy of Mackintosh , Inc.. Contact:

Selling Office: Coldwell Banker Realty.

101 Linden Blvd, Middletown
$462,000
3 Beds ⋅ 2 Baths
Welcome to the dream rancher you’ve been waiting for—the one that makes you stop the car and say, “this is it.” Perfectly positioned on an oversized corner lot on one of the widest streets in town, this solid-brick beauty blends timeless craftsmanship with modern comfort and style. As soon as you arrive, the curb appeal sets the tone: stately, clean, and built to last. Step inside and the home opens up with a sun-soaked living room, massive front bay windows flooding the space with natural light, and a cozy propane fireplace ready for the holidays—imagine your first Christmas here, the tree glowing, fire crackling, and snow falling outside. The dining room flows effortlessly from the living space, framed by large windows and gleaming hardwood floors that continue throughout the home. The kitchen is bright and spacious, featuring a window that overlooks the backyard, plenty of room to move, and endless potential for cooking, gathering, and creating memories. Down the hall, the primary suite is oversized—a true retreat—with a newly updated ensuite bath completed in March 2025, showcasing a fully tiled walk-in shower and modern finishes. Across the hall, you’ll find an equally generous second bedroom, next to that is the third bedroom, both front facing, and a full hall bath designed for convenience and comfort. Off the main living area, pass through the kitchen and arrive at your well-planned laundry room which has an exit to the right that connects to the backyard patio and fenced yard, perfect for relaxing evenings, outdoor dining, or letting pets run free. Make a left from the laundry room and you’ll find the attached garage, complete with an automatic garage door and built-in storage. Downstairs, a huge basement expands your living possibilities—a spacious entertainment room, bonus room, and abundant storage, all with a walk-out to the backyard. It’s the kind of space that transforms the home: movie nights, workouts, or hosting friends for game days. Location is everything, and this home delivers. You can walk to local schools and enjoy quick access to everything in town—shops, restaurants, the local distillery, and the nearby Richland and Maryland National golf courses. You’re moments from Summers Farm Pumpkin Patch, South Mountain Creamery, and Middletown Park with its bike paths, skate park, and community spaces. Every day here feels connected yet comfortably private. With a fully updated primary bath, brand new AC system, updated windows, fresh paint, and solid brick construction, this rancher offers peace of mind and timeless value. This is the one that feels right the moment you pull up—the rare corner-lot rancher that checks every box and then some. Don’t just see it. Feel it. Because homes like this? They don’t last.

101 Linden Blvd, Middletown

Listing courtesy of Keller Williams Flagship. Contact:

Selling Office: Cummings & Co. Realtors.

205 Franklin St, Middletown
$461,000
3 Beds ⋅ 2 Baths
Built in 1958 and tucked into the heart of historic Middletown, this distinctive all-brick rancher has a story all its own. Offering approximately 2,580 finished square feet—1,440 above grade and 1,140 finished below grade—on a .73-acre corner lot, the home was custom built by its original owners and reflects craftsmanship, character, and thoughtful design throughout. Tall ceilings and custom built-ins immediately set this home apart. The main level offers three spacious bedrooms, a full bath, and the comfort of radiant floor heating. The dining room features a built-in hutch and a clever pass-through connecting the kitchen and dining room with original rotating doors that close when not in use—a charming detail that speaks to the thoughtful design of the home. Main-level laundry is conveniently located in the kitchen. Just off the dining room, a screened porch creates a natural extension of the living space for dining and entertaining, while a rear covered porch offers another place to enjoy the outdoors. At the heart of the home is a dramatic masonry fireplace, centrally positioned and extending through both the main and lower levels. On the main level, it anchors a remarkable family room where a vaulted, beamed ceiling adds distinctive mid-century character with hints of Frank Lloyd Wright-inspired design. The fireplace continues into the lower-level family room, creating an architectural connection between the two living spaces. A tall, narrow vertical window beside the main-level entrance further complements the home’s design. One of the home’s most interesting features is the way its 1,440-square-foot main level and 1,140-square-foot finished lower level each have their own private exterior entrance. The lower level substantially expands the living space with a large second family room, full bath, and multiple finished flex rooms, several featuring high-set windows that bring in natural light. These versatile spaces offer options for guest accommodations, home offices, hobbies, or other uses. One was originally used as a photography darkroom for developing film—a unique detail that adds another layer to the home’s story. With its separate exterior entrance, full bath, and generous finished space, the lower level provides an opportunity to create a more private, independent living area depending on the next owner’s needs and applicable requirements. An extra-long attached one-car garage provides room for parking, storage, hobbies, or projects. A fold-away wall-mounted ironing board is another clever feature tucked into the home. Radiant heating within the main-level flooring provides warmth underfoot while also allowing heat to radiate into portions of the spaces below, including the garage beneath the dining room. Outside, the .73-acre corner lot offers off-street parking with access from more than one side, a large storage shed, and a private recreational court complete with a basketball hoop and markings for tennis and pickleball. Basketball and tennis have been enjoyed here through four generations, adding another chapter to the property’s history. All of this is within walking distance of schools, downtown Main Street, shops, restaurants, community amenities, and much of what makes historic Middletown special. This isn’t a cookie-cutter rancher. It was never intended to be. It’s a custom-built home with architectural personality, flexible living spaces, and details that tell a story. Perhaps the most meaningful part of that story is the land itself. The home was built on a portion of the original family farm—land that once extended across what is now home to Middletown Primary School, the Middletown Volunteer Fire Company, and Remsberg Park. Today, this property remains a tangible piece of that history. For the first time, it’s ready for its next chapter.

205 Franklin St, Middletown

Listing courtesy of RE/MAX Results. Contact:

Selling Office: RE/MAX Results.

7103 Unakite Ct, Middletown
$460,000
3 Beds ⋅ 3 Baths
This property qualifies for USDA 100% financing!! Welcome to 7103 Unakite Ct — a spacious and updated split-level home in the heart of Middletown, offering flexible living across four finished levels and a fully fenced backyard that’s perfect for entertaining or relaxing. As you step inside, you're greeted by LVP flooring that flows throughout the entire home, providing a warm, modern look. The main level features a sunlit living room, dining area, and a stylish kitchen with stainless steel appliances — the perfect setting for everyday living or hosting guests. Upstairs, you'll find three generously sized bedrooms and two renovated full bathrooms, including a primary suite with its own private bath. The first lower level offers a versatile space with a built-in desk, ideal for a home office, TV room, playroom, or casual family hangout. This level also includes interior access to the garage. Continue to the second lower level, where you'll find a large bonus room that can serve as a den, or home gym — complete with a 3rd full bathroom. A standout feature of this home is its expansive fully fenced backyard, offering privacy and room to play, garden, or unwind on the deck. The home was previously outfitted for a small in-home daycare, so you’ll notice unique features like a stairlift, exit signage, and visible emergency piping installed to meet fire marshal requirements. The sellers are open to leaving these items for continued business use or removing them and restoring the walls to their original condition — whichever suits your needs best. Set on a quiet cul-de-sac in a desirable neighborhood, 7103 Unakite Ct is move-in ready and offers incredible flexibility for today’s lifestyles.

7103 Unakite Ct, Middletown

Listing courtesy of EXP Realty, LLC. Contact:

Selling Office: Keller Williams Realty Centre.

110 S Jefferson St, Middletown
$445,000
3 Beds ⋅ 2 Baths
OPEN HOUSE CANCELLED - Home is under contract! This beautifully renovated 1947 bungalow blends timeless charm with modern comfort in the heart of historic Middletown, MD. Featuring 3 bedrooms and 2 full baths, this home includes a main-level ensuite bedroom ideal for one-level living. The light-filled living room offers a gas (propane) fireplace, a separate dining room to enjoy, while the updated kitchen and flow create a welcoming space for everyday living or entertaining. Enjoy the outdoors from the inviting front porch or the spacious back deck overlooking a large, level, fenced yard complete with firepit, shed, and greenhouse—perfect for gardening or gatherings. A walk-up basement provides extra potential for storage or future expansion, and a driveway for two cars adds convenience. Classic curb appeal, modern updates, and a charming small-town setting make this Middletown gem truly special. And you get to enjoy Middletown -- from the farmers' market held May-October just 2 blocks away, a brand new library in town, and many great restaurants & coffee shops! Want the big city? Frederick is just a 10min drive away! Wine anyone? I'm counting 9 that are close by!

110 S Jefferson St, Middletown

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

Selling Office: Long & Foster Real Estate, Inc..

8109 Old Hagerstown Rd, Middletown
$444,900
3 Beds ⋅ 2 Baths
Renovated oversized farmhouse nestled in the heart of Middletown Valley, where timeless character meets modern comfort. This charming 3-bedroom, 2-full-bath home is truly move-in ready and filled with warmth and natural light. On the main floor you will find a spacious open concept living area with custom fireplace, while the updated kitchen showcases SS appliances/quartz countertops/white shaker cabinets/ a custom tiled backsplash and lots of countertop space for entertaining. On the 2nd floor there are 3 large bedrooms, a laundry room, a large full bath with custom tile work and owners suite with a access to a private rear balcony as well as access to the full walk up attic! Outside you can relax on the covered front porch and take in the peaceful surroundings, or entertain in the generous yard framed by scenic valley views. A standout feature is the two-story “man cave” with a workshop below and an upper-level living space—ideal for conversion into a private studio, home office, or creative retreat. On top of all this there is a brand new roof, new furnace and new AC!

8109 Old Hagerstown Rd, Middletown

Listing courtesy of Hyatt & Company Real Estate LLC. Contact:

Selling Office: Long & Foster Real Estate, Inc..

7014 Willow Tree Dr S, Middletown
$440,000
4 Beds ⋅ 3 Baths
🏡 Welcome to this charming 4 bedroom, 2.5 bath home in the highly sought after South Fountaindale community of Middletown! Inside, you'll find a beautifully updated kitchen featuring newer stainless steel appliances, granite countertops, and plenty of space to gather. Two cozy fireplaces add warmth and character, while the finished walk out basement provides additional living space, including a fourth bedroom that is perfect for guests, a home office, or flexible living needs. Step outside from the kitchen to a spacious enclosed deck, then down to a second deck overlooking the generous backyard, creating the perfect setting for relaxing, entertaining, or enjoying the peaceful surroundings. Perfectly positioned just outside the town limits, this home allows you to enjoy all the charm, convenience, and amenities that make Middletown such a sought after place to call home. From local dining and community events to parks, trails, and top rated schools, everything is just minutes away. As an added benefit, there is no HOA. Conveniently located with easy access to downtown Frederick, I-70, and I-270, this home offers the perfect blend of small town charm, convenience, and value. ✨🏡 *Some photos have been virtually staged and/or digitally enhanced.

7014 Willow Tree Dr S, Middletown

Listing courtesy of Keller Williams Realty Centre. Contact:

Selling Office: Century 21 Redwood Realty.

9233 Baltimore National Pike, Middletown
$440,000
3 Beds ⋅ 2 Baths
NEW PRICE! Welcome to 9233 Baltimore National Pike in Middletown—where country charm meets everyday convenience. This well-maintained 3 bed, 2 full bath home offers over 2,100 finished square feet, including a mostly finished lower level that provides flexible space for a family room, home office, and bonus room. Upstairs, you’ll find a blend of hardwood and luxury vinyl plank flooring, creating a warm and durable living environment. The home is equipped for year-round comfort with a 2016 forced air heat pump, baseboard backup oil heat, and a cozy wood stove—giving you multiple climate control options to suit your needs. Step outside and enjoy the peaceful setting from the screened-in front porch, or entertain in the spacious backyard featuring a patio and storage shed. The oversized 732 sq ft detached garage easily accommodates a vehicle with additional room for storage or a workshop, while the large driveway offers ample parking for guests. RECENT UPDATES: include a 2020 tin roof on both the main house and garage, a 2022 water heater, plus a UV filtration system and water softener for added peace of mind. Appliances have been updated between 2025–2026, making this home move-in ready, budget-friendly to get into Middletown! Located in the desirable Middletown school district, this property offers the best of both worlds—quiet country living with easy access to commuter routes and all the conveniences of nearby town amenities. Don’t miss your opportunity to enjoy space, versatility, and comfort in a beautiful Frederick County setting.

9233 Baltimore National Pike, Middletown

Listing courtesy of Corner House Realty. Contact:

Selling Office: Samson Properties.

213 W Main St, Middletown
$435,000
4 Beds ⋅ 3 Baths
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!

213 W Main St, Middletown

Listing courtesy of Century 21 Redwood Realty. Contact:

Selling Office: Radcliffe Realty Group, LLC.

107 S Jefferson St, Middletown
$435,000
3 Beds ⋅ 2 Baths
Welcome to 107 Jefferson Street. This Charming Colonial was recently rehabbed in (2019) to include a new roof, new dual zone HVAC and new wiring and plumbing throughout. Blending classic character with thoughtful modern updates, this home is truly move-in ready and is located in the heart of Middletown. Step inside to find a bright and inviting interior featuring refreshed finishes, open floorplan and cozy propane fireplace, updated flooring, and a neutral color palette that complements any style. The renovated kitchen offers modern cabinetry, updated countertops, and appliances, making it both functional and stylish. Updated bathrooms showcase contemporary fixtures while maintaining the home’s timeless appeal. Upstairs, 3 comfortable bedrooms provide peaceful retreats, while the flexible layout offers space for everyday living, entertaining, or working from home. Recent renovations enhance both comfort and peace of mind, allowing you to simply unpack and enjoy. Outside, the property offers a detached garage, a shed, a fenced rear yard, and a stone patio for entertaining. The front and back yards are thoughtfully landscaped with several mature trees that provide shade during hot summer months and an abundance of colorful butterfly-attracting perennials and bushes that provide a serene setting throughout the Spring to Fall. This yard wlll provide tranquility year round. Just a short walk to Middletown’s charming downtown shops, restaurants, schools, parks, the new public library and town events. Just 4 miles to commuter route70...this home delivers small-town charm with everyday convenience. A wonderful opportunity to own a fully rehabbed Colonial in one of Middletown’s most desirable locations - USDA Eligible —don’t miss it!

107 S Jefferson St, Middletown

Listing courtesy of Century 21 Redwood Realty. Contact:

Selling Office: Marsh Realty.

106 Stone Springs Ln, Middletown
$435,000
4 Beds ⋅ 4 Baths
OPEN HOUSE Saturday (10/18) 11am - 1pm - AN ABSOLUTE MUST SEE! Experience luxury, comfort, and convenience in this beautifully updated home located in the highly sought-after Glenbrook golf course community, part of the prestigious Middletown School District. Perfectly situated on one of the best lots in the neighborhood, this property backs directly to the 9th hole fairway, offering an unmatched level of privacy, peaceful views, and outdoor enjoyment on the oversized rear patio. From the moment you arrive, it’s clear that this home has been meticulously cared for and thoughtfully improved, as it boasts a new roof (2025), new hot water heater (2024), new LVP flooring on all 3 levels (2024), new stainless steel appliances (2024), granite countertops, new lighting (2025), newly added 4th full bedroom w/closet and windows (2024), new window treatments (2025), new patio railing and stone landscaping (2025), and fresh paint throughout the entire home! The home features a bump-out on all three levels, making it the largest model style in all of Glenbrook and providing an abundance of natural light and open living space. Upstairs, the expansive primary suite feels like a private retreat, complete with a massive walk-in closet, oversized jetted soaking tub, and a separate stand-in shower. Each upper level secondary bedroom offers generous space, while the addition of the lower level bedroom and full bathroom adds incredible flexibility—perfect for guests, a home office, or a fitness space. The lower level also includes a dedicated laundry and storage room, making organization easy and efficient. This is more than just a home—it’s a rare opportunity to own one of the largest and most upgraded properties in Glenbrook, offering luxury living with low maintenance and a stunning golf course setting. Don’t miss your chance to call this exceptional home your own!

106 Stone Springs Ln, Middletown

Listing courtesy of Keller Williams Realty Centre. Contact:

Selling Office: Long & Foster Real Estate, Inc..

110 Stone Springs Ln, Middletown
$430,000
4 Beds ⋅ 4 Baths
Beautifully updated townhome in sought after Glenbrook community backing to the Richland Golf club offering serene golf course views and an exceptional setting. Recent improvements include a brand-new architectural shingle roof, fresh paint, new carpet, and a stamped concrete patio. Gleaming solid oak hardwood floors and elegant accent molding highlight the main level, where a designated living room flows into an open-concept layout. The chef’s kitchen features a center island, granite countertops, and stainless steel appliances, seamlessly connecting to the dining area and inviting family room with a gas-burning fireplace and patio access. A convenient half bath completes this level. Upstairs, the spacious primary suite boasts a vaulted ceiling, large walk-in closet, and a luxurious bath with soaking tub, separate shower, and dual vanity. Two additional bedrooms and a hall full bath complete the upper level. The finished lower level offers a versatile fourth bedroom, full bathroom, large recreation room, and ample storage space. Enjoy the lifestyle offered in Glenbrook, surrounded by beautiful scenery and located close to top-rated schools, parks, shopping, dining, and major commuter routes, all within the highly desirable Middletown Valley has to offer..

110 Stone Springs Ln, Middletown

Listing courtesy of Northrop Realty. Contact:

Selling Office: Redfin Corp.

304 Washington St, Middletown
$428,000
3 Beds ⋅ 3 Baths
TAKING BACK UP OFFERS - SHAKY FINANING - Welcome to 304 Washington Street, a charming Cape Cod nestled in the heart of Middletown, Maryland—where natural light, character, and walkability take center stage. Built by Lancaster Homes, this residence is tucked on a quiet cul-de-sac and set on approximately 0.18 acres, offering 1,229 square feet above grade with a thoughtful and inviting layout. The main level features a first-floor primary bedroom with a full bath, along with a light-filled family room, kitchen, and convenient half bath designed for everyday living. Recent updates create a fresh, move-in-ready feel, including new luxury vinyl plank flooring throughout the main level, brand-new carpet upstairs, and a freshly painted exterior that enhances curb appeal. All three bedrooms offer walk-in closets, with the upstairs bedrooms featuring separate sinks within the shared Jack and Jill full bath for added functionality. The unfinished basement provides excellent storage with built-in shelving, while additional storage continues in the attached one-car garage, complete with a rear door for easy access to both the patio and front of the home. From the front porch, a bird’s-eye perspective reveals a more level setting, leading to a flatter, walkable backyard that adds to the home’s everyday ease. The yard is thoughtfully maintained with trees and plantings and offers beautiful sunset views stretching toward the mountains—a truly special feature. A small rear patio creates the perfect spot to relax and enjoy the outdoor space. Located in a quiet, friendly neighborhood just moments from Middletown’s Historic Main Street, shops, dining, parks, schools, and library, this home offers the charm of in-town living with the ease of a truly walkable lifestyle.

304 Washington St, Middletown

Listing courtesy of RE/MAX Results. Contact:

Selling Office: Signature Home Realty LLC.

502 Stone Springs Ln, Middletown
$425,000
4 Beds ⋅ 4 Baths
Highest and Best Offers by 5pm Wednesday.Discover the charm of this inviting townhouse nestled in the desirable Glenbrook community, where comfort meets convenience. Built in 2004, this traditional-style home boasts 2,652 sq. ft. of thoughtfully designed living space, perfect for creating lasting memories. Step inside to find a warm and welcoming interior featuring a cozy gas fireplace and tons of natural light. The heart of the home is the spacious eat-in kitchen, complete with upgraded countertops, a convenient island, and stainless steel appliances, making meal prep a delight. With four bedrooms and three and a half bathrooms, there's ample space for everyone. The daylight basement offers additional versatility, whether for a playroom, home office, or guest suite. Enjoy the serene views of the adjoining golf course and South Mountain, from your maintenance free deck, perfect for morning coffee or evening relaxation. The Glenbrook community enhances your lifestyle with amenities like tot lots and playgrounds, while the association takes care of the lawn care, allowing you more time to enjoy your home. Nearby parks provide ample opportunities for outdoor activities, while local schools are known for their commitment to excellence. With convenient access to public services and a welcoming community spirit, this home is not just a place to live, but a place to thrive. Experience the perfect blend of comfort, community, and convenience in this lovely Glenbrook townhouse.

502 Stone Springs Ln, Middletown

Listing courtesy of Samson Properties. Contact:

Selling Office: RE/MAX Results.

408 Stone Springs Ln, Middletown
$421,000
4 Beds ⋅ 4 Baths
Beautiful Townhouse in sought after Glenbrook backing to the putting green on Richmond Golf Course with 4 bedrooms, 3.5 baths & a no-maintenance deck. This is the largest model offered, with a full 3 level bump out. Step into a bright and open main level featuring an eat-in kitchen which is located between the two large living spaces ideal for everyday living and entertaining. There is a generous Trex deck overlooking the golf course. Upstairs, the huge primary suite offers a vaulted ceiling, a sitting area, huge walk-in closet, a private ensuite bath and beautiful distant views over the surrounding mountains. There are two addition bedrooms and another full bath on this floor. The lower level offers a fourth bedroom with a fully opening true egress window, another full bath, and an enormous rec room. *** Recent updates * 2026 brand new range and microwave (never used), new carpeting throughout, the entire home freshly painted * 2025 new hot water heater * 2023 new furnace and dishwasher * 2022 new refrigerator *** The deck has steps to a flat back yard with common ground separated from the golf course by a tasteful fence and a tree line. An added bonus is that the community mows both the front and back yards and does snow removal with just the exception of the front steps. Beautiful community and great location. Make this home yours today!!

408 Stone Springs Ln, Middletown

Listing courtesy of Keller Williams Realty Centre. Contact:

Selling Office: RE/MAX Results.

112 Locust Ct, Middletown
$411,000
3 Beds ⋅ 2 Baths
Your Private Oasis in Middletown Valley The Wait is Over! Welcome to the perfect blend of classic Maryland charm and modern peace of mind. Nestled on a quiet cul-de-sac, this stunning all-brick rancher offers the lifestyle you’ve been searching for in beautiful Middletown. Step through the front door and feel instantly at home. The hardwood floors gleam under the natural light pouring through the windows. Imagine cozy winter evenings gathered around the wood-burning fireplace in the spacious living room, or hosting casual brunches in the bright, cheerful eat-in kitchen. With three comfortable bedrooms on the main level this home is a clean canvas waiting for your personal touch. The walk-out basement is where your imagination can truly take flight. Partially finished with durable tile flooring and bathed in natural light, this space is far from your typical basement. With an extra unfinished room featuring a bathroom rough-in, the opportunities are endless:Create a private guest suite or multi-generational living space.Design the ultimate home office or gym. Build out a dream media room or hobby workshop. Step outside to a backyard that feels like an extension of nature. Unlike most neighborhood lots, this property does not back to other houses. Instead, you have direct access to a serene walking path, perfect for morning strolls or evening jogs in the fresh valley air. The exterior is virtually maintenance-free, allowing you to spend your weekends enjoying the view rather than keeping up with chores. Modern Updates for Peace of Mind Don’t let the 1965 charm fool you; the heavy lifting has already been done: Roof & Gutters: Only 1.5 years young. Electrical upgraded panel. Driveway: Re-paved approximately 6 years ago. Garage: Spacious attached 2-car garage for vehicles and storage. If you are looking for a home that offers privacy, stability, and the chance to build equity by finishing the lower level exactly how you want it, this is the one. Schedule your tour today—this Middletown gem won’t last!

112 Locust Ct, Middletown

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

Selling Office: Charis Realty Group.

16 Linden Blvd, Middletown
$410,900
3 Beds ⋅ 2 Baths
Adorable, classic 3BR/2BA Rancher with an attached two-car carport on a lush green lot in a quiet neighborhood. Park in the double-wide driveway and proceed to the covered front entry of your new home. This home offers tons of original character including original hardwood floors and arched entryways. Step inside the living room, which has tons of natural light, a wood burning fireplace and an open view of the dining room and kitchen. The kitchen features ample cabinets and countertops, a double stainless sink under a window, and very unique appliances. Down the hall are two sizable secondary bedrooms, a larger primary bedroom with a walk-in closet and a second closet, and a full bath. The lower level is semi-finished offering additional living space with a dry bar area in the recreation room which features knotty pine paneling, a full bath with a stand alone shower, laundry, storage, cabinets with a sink, and a walk-out to the yard through Bilco doors. From the kitchen step outside to the covered carport—ideal when hosting family and friends—which leads to the lush green lawn with so many possibilities. This home is ideal for the DIY homeowner who wants to make it their own. Imagine all this in close proximity to shopping, restaurants, and commuter routes.

16 Linden Blvd, Middletown

Listing courtesy of LPT Realty, LLC. Contact:

Selling Office: RE/MAX Realty Group.

8317 Hollow Rd, Middletown
$410,000
5 Beds ⋅ 2 Baths
An offer deadline has been set: 12pm on Monday December 8th. Welcome to 8317 Hollow Road, a charming 5-bedroom home set on 1.15 acres in beautiful Middletown! With sweeping views from the large front porch and a peaceful setting, this property offers the perfect blend of comfort, space, and rural tranquility, all just minutes from all the conveniences of Frederick! Inside, the main level features a bright and spacious living room, a dedicated dining room, and an open kitchen with direct access to the backyard, making it ideal for everyday living and entertaining. A rare main-level bedroom and newly renovated full bath provide flexibility for guests, multi-generational living, or a home office. The kitchen also includes a large walk-in pantry that offers outstanding storage.Upstairs, you’ll find four additional bedrooms and a second full bathroom, giving everyone room to spread out. The lower level provides abundant storage space, as well as the laundry room. Outside, enjoy 1.15 acres of open space; perfect for gardening, play, pets, or anything else you might need (there is no HOA!). Whether you’re relaxing on the front porch at sunset or hosting gatherings in the backyard, this home offers the perfect space! Spacious, inviting, and ideally located—8317 Hollow Road is ready to welcome you home.

8317 Hollow Rd, Middletown

Listing courtesy of Next Step Realty, LLC.. Contact:

Selling Office: VYBE Realty.

600 Stone Springs Ln, Middletown
$410,000
3 Beds ⋅ 3 Baths
Stunning End-Unit Townhouse Backing to Golf Course – A Rare Find! Welcome to this beautifully maintained end-unit townhouse, perfectly situated on a gorgeous lot backing to the golf course. Offering peaceful views, exceptional privacy, and wonderful natural light throughout, this home is a true standout. Step inside to discover thoughtful upgrades and modern comforts, including: New hot water heater (2022), Brand-new HVAC system—furnace and AC (2024), New garbage disposal (2025), Upgraded hardwood flooring on the upstairs hall and stairs (2021). The main level features an inviting layout ideal for both everyday living and entertaining. Upstairs, the upgraded hardwoods lead you to spacious bedrooms and well-maintained baths. The outdoor space is a highlight, with beautiful views that make morning coffee or evening relaxation feel extra special. Additional highlights include the convenience of assigned parking, walking distance to multiple restaurants such as Fratelli’s, Black Hog, Cinco De Mayo, Dunkin’ donuts and Starbucks, close to Middletown’s charming shops and commuter routes for easy access to Frederick and beyond. With its premium location, recent improvements, and charming curb appeal, this home truly offers the perfect blend of comfort and convenience. Don’t miss the opportunity to make it yours!

600 Stone Springs Ln, Middletown

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

Selling Office: Welcome Home Realty Group.

9435 Hollow Rd, Middletown
$400,000
3 Beds ⋅ 1 Baths
Hometown country classic surrounded by beautiful Middletown valley rolling hills and farm fields. Fully renovated 3 - bedroom first floor living with freshly refinished hardwoods, replacement windows, gutter guards, new kitchen countertops with a new hot water heater. All of this and new lighting throughout with a gorgeous chic full serene bathroom. The laundry is conveniently located on the main level tucked behind gorgeous new barn doors. Central air and forced air heat throughout. Country sitting porches on the front, the back and the side! Access to the large back covered deck from the kitchen makes for the perfect morning coffee sunrise and evening grilling enjoying peaceful sunsets. A 2 - car garage with storage and serene stream add to the ambiance of this home. An additional shed located behind the garage is yours to store deck furniture, tools or whatever your heart desires! The basement houses the oil tank and well equipment and is accessed from outside via the bilco doors. Across from the home is a paddock sized additional fenced area - this area is large enough to accommodate 4H interests or use it for your own hobbies and activities. Our Seller has lovingly prepared this home for market and we kindly request that you wear provided booties while on the newly refinished hardwood floors. AGENTS - please see additional notes in Agent section, we have provided lots of details.

9435 Hollow Rd, Middletown

Listing courtesy of Charis Realty Group. Contact:

Selling Office: Welcome Home Realty Group.

98 Summers Dr, Middletown
$399,999
3 Beds ⋅ 3 Baths
Welcome to this inviting rancher tucked into the heart of Middletown where you can enjoy scenic views and walk for ice cream all in a few steps. This one screams for ice cream. Just kidding. It screams LOCATION, LOCATION, LOCATION! No HOA and under $400K. That should be a headline! Inside, you'll find three bedrooms, three baths and an easy, open layout designed for everyday living. Neutral paint, LVP flooring and stainless appliances make the upper level shine bright-like a diamond. A newly built breezeway that connects the oversized single car garage is charming and will keep you dry! A cute little backyard to get creative with. Bring the chickens or a play set. It's open space, waiting for you. The lower level is finished and screams movie room and let's hang out! Flex space and plenty of storage. Did I mention Middletown schools? This district is known for its school spirit and community. GO Knights! Views, Updates, space, NO HOA and BRAND NEW HVAC!!! THIS one checks all the boxes. YOU ARE HOME!!

98 Summers Dr, Middletown

Listing courtesy of Century 21 Redwood Realty. Contact:

Selling Office: Real Estate Teams, LLC.

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