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216 E Main St, Middletown
$810,000
5 Beds ⋅ 6 Baths
***Highest & Best offers due Saturday, May 16 8PM***Featured in WASHINGTONIAN, this iconic Victorian “Painted Lady” in the heart of Middletown’s historic district, offering timeless architecture paired with modern comfort. This one-of-a-kind residence showcases striking curb appeal with its signature twin turrets, intricate woodwork, and charming front porch that sets the tone for what awaits inside. Boasting 5 bedrooms, 4 full baths, and 2 half baths, this home offers exceptional space and flexibility for everyday living and entertaining. Interior features include soaring ceilings, original hardwood floors with detailed inlay, pocket doors, and elegant millwork that highlight the home’s historic craftsmanship. Multiple living and dining areas are anchored by beautiful fireplaces, creating warm, inviting spaces throughout. A bright sunroom adds additional living space, perfect for relaxing year-round. The home has been thoughtfully updated to meet today’s lifestyle while preserving its character, including a modernized kitchen, a butler’s pantry with a wine fridge, and key system improvements. Large windows fill the home with natural light, enhancing its bright and airy feel. Step outside to a private backyard oasis featuring a pool, a 6-person hot tub, and outdoor living space, perfect for relaxing or hosting gatherings. A fenced garden space on the south side of the property offers excellent sunlight—ideal for gardening enthusiasts or those seeking a peaceful outdoor retreat. A rare 3-car garage provides ample parking and storage—an exceptional find for a property of this era. Situated on a generous lot just moments from downtown Middletown, enjoy convenient access to local shops, dining, parks, and commuter routes. A true statement property combining historic charm, functional space, and lifestyle amenities—opportunities like this are rare. Located just across the street from Middletown’s 3rd–12th grade school campus and town park—offering exceptional convenience for school drop-offs, sports, events, and activities.

216 E Main St, Middletown

Listing courtesy of Redfin Corp. Contact:

Selling Office: Charis Realty Group.

117 Mina Dr, Middletown
$800,000
4 Beds ⋅ 3 Baths
Foxfield at its Finest! Beautiful home on one of the best lots Foxfield has to offer. With over 3100 finished SF and just shy of a half acre...this home has it all! The main floor was designed for entertaining! Designated rooms that easily flow into one another. This Admar built model was customized with a special office/reading room on the main level. Built-ins and French Doors make this area a wonderful flexible space! Upper level has 4 bedrooms and two full baths. The large primary bedroom allows for a grand sleeping area and a bonus retreat space. 3 additional bedrooms are generous in size! Upper level has a perfect area for a homework nook! Lower level is unfinished and ready for your imagination! Back yard is the crown jewel! Fully Fenced and backed by a treeline, the yard is ideal! Seller has taken pride in the flower beds! Just a bevy of color year round. The yard is enhanced by a Paver patio, Fruit Trees, adorable shed and playset! Located in close proximity to Middletown Park, Middletown Schools, shopping and historic downtown Middletown...You don't ever have to leave the Valley! Set up your showing today!

117 Mina Dr, Middletown

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

Selling Office: RE/MAX Realty Centre, Inc..

8613 Hollow Rd, Middletown
$782,000
5 Beds ⋅ 4 Baths
OPEN HOUSE! Sunday, 6/14 from 1-3 pm *** Looking for the perfect spot to HOMESTEAD? This 4.23 acre property in the Middletown Valley is the place to be! The home itself is a sprawling 2 level rancher offering 5,100 sq. ft. of modern living space! The complete kitchen renovation includes stainless steel appliances, leathered granite, an extra wide stainless-steel sink with drying ledge, butcher block island and peninsula seating for 3, decorative backsplash and wood shelves, slider window, pantry, built-in broom closet and even clay cabinets knobs made by a local artist! The bright, open floor plan allows for multiple creative ideas for room and furniture placement. With a large living room with powder room for guests, a family room with side entrance, complete with 1920’s Chicago brick floor and access to garage and lower level, dining space, an eating niche and flex space in between, there is no lack of space or opportunity for family time or entertaining. The primary bedroom with his and hers closets also includes an en-suite bathroom with 5’ shower, complete with 2 shower heads, and linen closet. The 3 large, secondary bedrooms on the main floor share a full bathroom in hallway, complete with built-in linen closet and handy laundry chute! If that weren’t enough space, the lower level offers a 5th bedroom with 3rd full bathroom, huge game room with a wall of cabinetry, perfect for storing games, videos, crafts and more. There is even a large studio room with its own staircase, built-in cabinetry and shelving, perfect for a home office, craft center or homeschooling space. The lower level is completed by a large workshop area, storage room, laundry room, multiple closets, full-sized windows, utility sink, extra freezers and two separate slider doors to the backyard. There is even a 576 sq. ft., 2-car garage with new garage door (2025), pedestrian door and expansive driveway for extra parking. The outdoor living space includes a bi-level deck and patio area, as well as a large shed for storage. For the gardener, you’ll find multiple electric fenced areas with gates and full truck access. There are currently 15 berry bushes including blueberry, blackberry and boysenberry to name a few. No homestead is complete without a chicken house and larger structure with multiple uses. There is even 30 feet of conservation area with a barrier of trees and creek! Fresh paint, wood floors, updated and recessed lighting, new ceiling fans, triple slider doors, dual staircases and more. So much house and land! Whole House Sediment Filter (2025), HVAC (2024), Refrigerator (2023), Roof (2021), Pressure Tank (2021), Dishwasher (2021), Washer (2019), Oven (2016).

8613 Hollow Rd, Middletown

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

Selling Office: Real Estate Teams, LLC.

107 Mina Dr, Middletown
$770,000
4 Beds ⋅ 4 Baths
Welcome home to 107 Mina Drive — where comfort, style, and location come together beautifully in the heart of Middletown. Lovingly maintained and thoughtfully updated, this Admar custom-built 4-bedroom, 3.5-bath residence in the sought-after Foxfield neighborhood sits on a beautifully level lot measuring just under a half acre. Enjoy being just steps from Middletown Park and walking distance to the highly rated Middletown schools, the public library, and Main Street’s shops, restaurants, and community events. Inside, warmth and style unfold in every detail. The open-concept design features wood floors, neutral paint, custom plantation shutters, and expansive windows that fill the home with natural light and frame serene views of the backyard. The family room’s vaulted ceiling and custom built-ins surrounding a stunning floor-to-ceiling stone gas fireplace create the perfect gathering spot—cozy in winter, bright and welcoming year-round. The updated kitchen showcases new cherry cabinetry, quartz countertops, a glass tile backsplash, and stainless-steel appliances, blending beauty and function for everyday living and effortless entertaining. A first-floor office provides the perfect space for remote work or quiet study, and a main-level laundry room adds everyday convenience. Upstairs, the spacious primary suite offers a private retreat with an updated shower and generous closet space, while custom closet organizers throughout add style and efficiency to every room. Three additional bedrooms provide flexibility for family, guests, or creative use. The finished basement expands your living area with a large recreation room, separate game room, full bath, ample storage, and a convenient walk-out exit—ideal for guests, hobbies, or movie nights. Outdoors, unwind on the comfortable front porch or enjoy your park-like backyard oasis, complete with a 25,000-gallon heated pool, expansive deck, and soft mountain views in the distance. The fenced rear yard also includes a spacious deck and storage shed, offering both beauty and function for everyday enjoyment. From pool parties to peaceful sunsets, every season feels special here. A two-car garage provides ample parking and additional storage for today’s lifestyle. Major system updates include an HVAC system with an indoor unit from 2014 and an outdoor unit from 2018, a 2022 water heater, and an architectural shingle roof installed in 2019. Offering 2,580 finished square feet above grade and 1,100 finished square feet below grade (1,440 total basement), this home perfectly balances comfort, craftsmanship, and convenience. This is the kind of home where mornings start with coffee on the porch and evenings end with sunsets by the pool. Designed for connection and comfort, every space invites you to slow down and savor life in Middletown.

107 Mina Dr, Middletown

Listing courtesy of RE/MAX Results. Contact:

Selling Office: The Agency DC.

7442 Dogwood Ln, Middletown
$750,000
3 Beds ⋅ 4 Baths
Welcome to 7442 Dogwood Lane — a serene Lindal post-and-beam retreat with sweeping sunset views over the Middletown Valley. Lovingly built and cared for by the original owners, this 2001 custom home offers approximately 4,126 finished square feet, including a finished lower level and an attached three-car garage with a private in-law suite above. Set on six peaceful acres of partially wooded land, the property offers the best of both worlds—privacy, natural beauty, and convenience to sought-after Middletown schools and the town’s charming Main Street. Crafted with rich natural wood beams, reclaimed wood floors, and expansive walls of glass that fill the home with natural light, this Lindal design celebrates warmth, craftsmanship, and connection to its surroundings. Every window frames a view worth pausing for—from morning light filtering through the trees to breathtaking sunsets over the Middletown Valley. The home features three wood-burning fireplaces, including one in the kitchen and adjoining sunroom, creating an inviting atmosphere throughout. Two of the fireplaces are enhanced by custom-designed mantles with intricate detailing, a testament to the home’s thoughtful craftsmanship. The spacious kitchen showcases granite countertops, abundant workspace, and a built-in desk—perfect for meal prep, planning, or simply enjoying the views. Recent updates include new carpet, adding comfort to the home’s warm wood finishes. The finished lower level provides versatile living and entertaining space, featuring a pool/billiard room with a bar, ideal for gatherings and relaxed evenings at home. Comfort continues throughout with propane heating and radiant heated floors in both the finished basement and garage, providing efficient warmth year-round. Outdoors, you’ll find two storage sheds, including one brand new, offering ample space for tools, hobbies, and equipment. The sellers have cherished this home for its sense of calm, natural beauty, and connection to the land—a feeling that defines its enduring appeal. While it retains its original charm, it also presents an opportunity to update and personalize, blending timeless architecture with your own modern touches. Privately tucked away yet close to town conveniences, 7442 Dogwood Lane offers both tranquility and connection—a place where every day ends in the glow of a sunset and the peace of knowing you’re home.

7442 Dogwood Ln, Middletown

Listing courtesy of RE/MAX Results. Contact:

Selling Office: EXP Realty, LLC.

204 Rod Cir, Middletown
$715,000
4 Beds ⋅ 4 Baths
Price Improvement: Seller offering a $10k price reduction OR the option to write an offer at full list price of $747,900 with $10k in seller concessions! Imagine a home that doesn’t just house your life, but grows with it, nestled in a vibrant, walkable neighborhood where the rhythm of your day is set by morning strolls to Middletown Park and easy walks to nearby schools. This four-bedroom gem offers the rare freedom of no HOA fees, giving you total creative control over a property that is truly designed for both connection and comfort. From the moment you step inside, the story of this home unfolds across a main level featuring an open kitchen and living area anchored by warm hardwood floors, perfectly complemented by a dedicated home office for those who need a quiet space to focus. The narrative continues downstairs in the finished walk-out basement, the ultimate entertaining zone complete with a built-in bar that’s just waiting for game days and celebrations. Outside, the fenced rear yard and private deck provide the perfect backdrop for pets to play or for hosting summer BBQs in total privacy. Priced perfectly to allow for minor home improvements, this house is a beautiful canvas ready for your modern vision. The heavy lifting is done and the location is unbeatable; now, this home is simply waiting on your finishing touches to transform it into the masterpiece you’ve always envisioned.

204 Rod Cir, Middletown

Listing courtesy of Charis Realty Group. Contact:

Selling Office: RE/MAX Plus.

8 N Pointe Ter, Middletown
$710,000
4 Beds ⋅ 4 Baths
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

8 N Pointe Ter, Middletown

Listing courtesy of RE/MAX Results. Contact:

Selling Office: Berkshire Hathaway HomeServices PenFed Realty.

3388 Red Oak Ct, Middletown
$700,000
4 Beds ⋅ 3 Baths
Nestled in the serene community of Middletown South, this charming ranch-style home offers a perfect blend of comfort and functionality, set on a generous 5.31-acre lot. With 4 spacious bedrooms and 3 full bathrooms, 3 bedrooms and 2 bathrooms of which are on the main level, this residence is designed to accommodate a variety of lifestyles, making it an ideal retreat for those seeking tranquility and space. Step inside to discover a warm and inviting interior featuring a harmonious open floor plan that seamlessly connects the living, dining, and kitchen areas. The heart of the home boasts a country-style kitchen equipped with stainless steel appliances, upgraded quartz countertops, built-in microwave, and a convenient island, perfect for casual meals or entertaining guests. The cozy family room, complete with a propane gas log set on the main floor and a cozy wood-burning stove in the in-law suite downstairs, invites relaxation and warmth during cooler evenings. Natural light floods the home through a bay window and a sliding door, enhancing the beauty of the hardwood and ceramic tile flooring throughout. The primary suite on the main level offers a private oasis with a walk-in closet and an en-suite bathroom, ensuring comfort and privacy. Additional features include recessed lighting throughout and several smart home features such as keyless rear entry door, Ecobee wifi thermostat, Generac wifi backup whole-house generator with automatic load shedding smart transfer switch, wifi propane tank monitoring, and multiple wired and wifi cameras including Ring door bell and spotlight cameras. The lower level in-law suite offers a second kitchenette, bedroom, full bath, stackable laundry and den all with it's own private entrance from the outdoor patio, providing maximum versatility for various needs. Outside, the property is a true haven for outdoor enthusiasts, featuring a 2-story barn and multiple outbuildings. The expansive grounds are perfect for outdoor activities, while the scenic views of the surrounding mountains, trees, and the gentle flow of Catoctin Creek create a picturesque backdrop for your daily life. Enjoy private access to the creek, ideal for peaceful moments by the water. The exterior of the home is equally inviting, with thoughtful landscaping, exterior lighting, and ample parking options, including an oversized 2-car attached garage and an oversized paved driveway allowing parking for 5+ cars easily. For RV enthusiasts, there is a 20-30-50 amp hookup, water hookup, propane hookup, and sewer hookup behind the house on the asphalt pad, further enhancing flexibility and fun. There is also a full-house backup generator and owner-owned buried 500-gallon propane tank so you are fully covered in case of the rare weather emergency. The 2-car oversized garage has a separate mini split heating and cooling system with 2 head units for year-round comfort. Located in a suburban setting with complete privacy yet close to everything, this property offers the perfect balance of privacy and accessibility, making it a wonderful place to call home. Whether you're looking to unwind in your garden, explore the nearby trails, commute to nearby Frederick, Baltimore or Washington DC, or simply enjoy the beauty of nature, this residence is a sanctuary that promises comfort and joy for years to come.

3388 Red Oak Ct, Middletown

Listing courtesy of Frederick Real Estate Group, LLC. Contact:

Selling Office: Rosario Realty.

200 E Main St, Middletown
$700,000
6 Beds ⋅ 2 Baths
Welcome home to this timeless late 19th-century Victorian, gracefully set in the heart of Middletown’s historic district. Framed by a classic white picket fence, this enchanting property welcomes you from the moment you arrive. The distinctive front door—with its red stained glass and charming doorbell—offers a memorable first impression and sets the tone for the character found throughout. Inside, the original home showcases rich hardwood floors, beautifully preserved woodwork, and the kind of craftsmanship rarely found today. Generous living spaces include a formal living room, inviting family room, cozy den, and a thoughtfully updated kitchen remodeled in 2012—blending modern convenience with historic charm. A later addition provides a private apartment suite—ideal for guests, rental income, or a potential Airbnb opportunity. Complete with its own kitchenette (refrigerator, hot plate, microwave, and sink) as well as a private washer and dryer, this flexible space expands the home’s possibilities. Outdoors, stone pavers lead from the back porch to a welcoming firepit area—perfect for gathering on cool evenings—while a slate patio near the driveway offers additional space for relaxing or entertaining. Located just steps from local shops, parks, and dining, this remarkable property offers more than generous living space—it offers a lifestyle where history, character, and comfort come together in one of Middletown’s most treasured settings. Don’t miss your opportunity to experience this historic beauty for yourself. *Sold as-is. inspections for informational purposes only.*

200 E Main St, Middletown

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

Selling Office: Royer Select Realty.

102 N Pointe Ter, Middletown
$699,999
4 Beds ⋅ 4 Baths
Welcome to the sought-after North Pointe community, offering access to desirable Middletown schools and just steps from the heart of downtown. This spacious Jefferson model provides nearly 3,000 square feet above grade plus a large finished walkout-level basement, giving you all the space you need to live and entertain. The main level features nine-foot ceilings, wood floors throughout, and a freshly refinished wood staircase. A first-floor office, large living and dining rooms, and a bright sunroom complement the spacious family room, while the kitchen serves as the centerpiece with 42-inch cabinets, granite countertops, a large island with peninsula, and newer stainless steel appliances, opening into the morning room that the sellers have loved using to host holidays, team dinners, and family game nights. Off the kitchen you will also find an oversized laundry room, while the entry offers a fun built-in drop space perfect for hanging coats, bags, and everyday essentials. Upstairs, the primary suite includes a beautifully remodeled bath and custom closet organizers, while the bedrooms feature custom plantation shutters. Throughout the home, fresh paint on walls, ceilings, and trim gives a move-in ready feel, and the upper and lower levels are finished with durable LVP flooring. The walkout basement offers even more living space with a cozy gas fireplace, bar area, full bath, and a dedicated storage room. Major updates include a propane HVAC system installed in 2021 and a hot water heater replaced in 2024. Additional highlights include new deck boards, a backyard shed, and a private setting that backs to mature trees where the sellers have enjoyed watching gorgeous sunsets from the deck or fire pit. They also appreciate the home’s location within easy walking distance to schools, the library, Wiles Branch Park, and Middletown’s restaurants and shops. With its blend of modern updates and timeless small-town charm, this home is bright, open, filled with natural light, and ideally positioned to enjoy all the walkability and community connection that Middletown has to offer.

102 N Pointe Ter, Middletown

Listing courtesy of RE/MAX Results. Contact:

Selling Office: Keller Williams Realty.

6408 Zittlestown Rd, Middletown
$699,000
3 Beds ⋅ 3 Baths
Don't miss this stunner! Make this bright and open chalet style log home nestled on 5 acres in Middletown your private oasis! Connect with nature every day in the majestic great room with gleaming hardwood floors, sharing a double sided, 2 story stone fireplace with the kitchen and dining space. The cathedral ceiling with exposed beams accentuates huge Andersen windows, bringing the outside in. The kitchen is appointed with light shaker style wood cabinets, warm slate look tile and contrasting granite countertops. Stainless Steel appliances, backsplash tile, a breakfast bar and ample table space complete this open area . Beyond the great room and behind the wrapping stairs to the upper and lower levels is the primary suite. With french doors to the expansive deck and a large, newly remodeled primary bath, this main floor primary suite is ready for a most relaxing night! Upstairs there is a large ensuite loft bedroom overlooking the gorgeous great room. The full unfinished walkout lower level provides additional space for rooms, and includes a woodstove great for cold winter nights. And a Generac whole house generator, as back up! All this plus an oversized 2 car garage, a covered porch, fenced yard, pavers below the deck, 2 propane tanks, new HVAC March 2024, new neutralizing system January 2023, new water heater January 2023. Come enjoy the lodge life!!

6408 Zittlestown Rd, Middletown

Listing courtesy of EXP Realty, LLC. Contact:

Selling Office: Real Broker, LLC -.

305 E Main St, Middletown
$695,000
3 Beds ⋅ 3 Baths
Step into timeless charm without leaving behind today's comforts. This distinctive Painted Lady captures the character, craftsmanship, and gracious proportions that make a home truly memorable, right in the heart of Middletown. Set well back from historic Main Street behind an expansive front lawn, the home has an impressive presence, with a wide wraparound porch inviting you to sit awhile and enjoy the rhythm of small-town living. Located within the sought-after Middletown school district, this is a home that feels a part of the town’s story. Offering over 3,000 finished square feet above grade, the home has been lovingly cared for by the same owners since 1997. Natural light and tall ceilings on every level create a remarkably open and airy feel, while fresh paint complements the beautiful architectural details throughout. An impressive entry foyer sets the tone with original millwork and wood floors, fireplace mantels, pocket doors, a built-in bookcase, and a distinctive split staircase. Stacked bay windows on separate levels feature diamond-pattern divided-light upper sashes and clear glass below—one of the many details that makes this home so special. The spacious front living room features custom built-ins, a fireplace, and pocket doors connecting both the foyer and dining room. The large dining room is ready for holidays, celebrations, and everyday dinners, with a side door opening directly onto the wraparound porch. The updated kitchen blends classic character with modern function, featuring a large center island, wall oven, cooktop, built-in cabinetry, and a charming original pass-through cupboard. A mudroom provides a practical everyday entrance and access to the covered rear porch, while a main-level half bath adds convenience. Upstairs are three generously sized bedrooms, including a spacious primary suite with a private full bath, plus an additional hall bath. An open loft area provides flexible space for an office, study, reading nook, or sitting area. The completely remodeled finished third floor adds another exceptional level of living space, with tall ceilings, abundant natural light, a large recreation room, separate den, and laundry area. Use it as an office, studio, exercise space, media room, hobby room, or private retreat. A unique glass-floor feature allows light to pass through and adds an unexpected architectural element. Outside, there is room to breathe—something increasingly difficult to find right in the heart of town. The large, level property stretches from Main Street to Green Street with access from both streets, offering an expansive front lawn and spacious backyard. A detached one-car garage adds convenience, while eligibility for future subdivision through the Town of Middletown adds another unique dimension. Additional features include air conditioning, radiator heat, updated electrical, a clean unfinished basement for utility and storage, and eligibility for a one-year home warranty. Perhaps what makes this home most memorable is simply the feeling of it—the sunlight, tall ceilings, warmth of the wood floors, beautiful architectural details, and the ability to step onto that wonderful wraparound porch and watch Main Street go by. Filled with charm and personality, yet offering the light, space, and functionality for the way we live today, this gracious Painted Lady is ready for its next chapter.

305 E Main St, Middletown

Listing courtesy of RE/MAX Results. Contact:

Selling Office: RE/MAX Results.

16 Knoll, Middletown
$690,000
5 Beds ⋅ 3 Baths
*****OFFER DEADLINE SET FOR WEDNESDAY 4/8 AT 12 PM***** This Brookridge South home is about to set the bar! This home is fully updated, stunning views, and nothing left to do but move in. Welcome to 16 Knoll Side Drive, a truly impressive home in the highly sought-after Brookridge South community, just minutes from Middletown’s Main Street restaurants, shops, and charm. Nestled in a peaceful, rural setting, this property offers the perfect blend of privacy, convenience, and breathtaking views. Set on .56 acres, this beautifully updated 5-bedroom, 3.5-bath home is filled with natural light and designed to impress. From the moment you step inside, you’ll notice the attention to detail such as rich hardwood floors, custom built-in cabinetry and desk, elegant crown molding, and detailed trim work throughout, including around the windows. The heart of the home is the stunning kitchen, where you can enjoy picturesque views from both the kitchen, Family room, and the deck, perfect for morning coffee or evening relaxation. Cozy up next to the wood burning fireplace. Step outside to the refreshed deck with new composite boards, overlooking a serene backdrop with Wiles Branch Park just beyond the rear of the property. Every major update has already been completed for you, including a newer roof, new windows, newer siding, updated kitchen and bathrooms, fresh paint, new basement carpet, new second floor carpet, and a new front door. Even the garage has been meticulously maintained, featuring custom cabinetry, upgraded doors, and a professionally coated floor. Generous amount of storage space in the attic with plenty of room to move around. With its bright, airy feel and warm, inviting spaces, this home offers both comfort and style in every room. And with no HOA, you’ll enjoy added freedom in a location that continues to be one of Middletown’s most desirable. This is more than just a home, it’s a lifestyle. Don’t miss your chance to own a move-in ready property in Brookridge South with incredible views, thoughtful upgrades, and an unbeatable setting.

16 Knoll, Middletown

Listing courtesy of Maryland Elite Realtors. Contact:

Selling Office: RE/MAX Realty Services.

26 Walnut St, Middletown
$685,000
4 Beds ⋅ 3 Baths
Stunning new construction by Rachuba Homes in the heart of historic downtown Middletown. Now offering a $15,000 incentive, with no lender tie-in! This is a rare opportunity to enjoy walkable small-town living in a brand new, move-in ready home, with no HOA. Situated on nearly half an acre, this thoughtfully designed 4 bedroom, 2.5 bath residence offers comfortable, practical living with an open layout ideal for everyday life and entertaining. The kitchen features stainless steel appliances, quality cabinetry, premium countertops, and a stylish backsplash. The main level includes 7-inch luxury plank flooring, black hardware accents, and a welcoming covered front porch. Upstairs, the spacious owner’s suite includes a walk-in closet and a private bath with a 6x7 shower and dual sinks. Three additional bedrooms, a full bath, and a conveniently located upper-level laundry complete the second floor. The finished lower level provides a large recreation space for additional living or entertaining, plus a rough-in for a full bath and space for a fifth bedroom with egress already in place. Located just steps from Middletown’s shops, restaurants, parks, and community events, and within the highly regarded Middletown school district, this home offers the convenience of an established downtown setting with the efficiency and peace of mind of new construction.

26 Walnut St, Middletown

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

Selling Office: Real Estate Innovations.

706 E Main St, Middletown
$685,000
5 Beds ⋅ 4 Baths
*** NEW PRICE** 1.5 ACRES AND A POOL ***Welcome home Joanna Gaines! YOU will love this 5 bedroom, over an acre of land and NO HOA farmhouse....in the middle of it all. I know that was a lot in the opening sentence so, shocker, there's more. An in ground pool. I know. It's all true and I had to wake you up! This beauty is the real deal, old meets new and affordable enough for you, BOO. Warning....I will rhyme more. In ground pool and you can walk to school. Don't be a fool and overlook this one. You can even bring your mule. Well, ok, you can't but it works so well on an acre plus of land. Just bring your dogs, kids and friends. Don't forget to invite me, I make killer deviled eggs. This home has survived world wars and it will probably outlast you too. It's big, has class and sass. Here I go again! That was all for the rhyming. I will dial it back. Renovations are abundant and beautiful, just like your Mom. New roof and windows circa 2022. Detached garage, fenced in yard and charm. Not Lucky charms, just pure charm and beauty. Original woodwork and trim. Also, pocket doors. Pocket doors should truly be in every home. They are so cool and efficient. A one of a kind original on Main Street; the GREAT street.

706 E Main St, Middletown

Listing courtesy of Century 21 Redwood Realty. Contact:

Selling Office: Keller Williams Realty Centre.

205 Ivy Hill Dr, Middletown
$685,000
4 Beds ⋅ 3 Baths
Welcome to this stunning brick-front colonial in highly desirable Brookridge South! Beautifully maintained and thoughtfully updated, this home perfectly blends indoor comfort with exceptional outdoor living. From the moment you arrive, the home’s striking curb appeal and meticulous upkeep stand out. Step inside to an open foyer with hardwood floors and multiple living areas. A formal dining room sits just off the foyer, opening to a spacious, updated kitchen. Across the hall, a flexible formal living space was recently opened to the cozy family room—complete with a fireplace, custom built-ins, and plenty of room to relax or entertain. The eat-in kitchen overlooks the living area and features rich cherry cabinetry, granite counters, a large island with cooktop, double ovens, soft-close drawers, stainless steel appliances, and a decorative backsplash. From here, you’ll find access to the two-car garage, laundry area, and the screened-in porch that spans nearly the length of the home—perfect for dining, grilling, or enjoying the outdoors in warmer seasons. Step outside to the fully fenced yard and private pool area. The heated saltwater pool features a waterfall, concrete stairs, and a spacious deck for lounging or entertaining. Mature trees and additional fencing enclosing the pool, provide safety, privacy, and peace of mind. Upstairs, the large primary suite offers vaulted ceilings, a walk-in closet with custom shelving, and a beautifully renovated bath with dual vanities and a newly added glass-enclosed tile shower. Three spacious additional bedrooms and a full bath complete the upper level. The fully finished lower level offers a generous rec room, office or guest space, gym area, and plenty of storage. Recent updates include fresh paint throughout and routine maintenance on all major systems. Ideally located within walking distance of Historic Middletown and minutes from commuter routes, as well as Middletown schools. Schedule your showing today—and enjoy your new pool by next season!

205 Ivy Hill Dr, Middletown

Listing courtesy of Real Broker, LLC -. Contact:

Selling Office: Keller Williams Realty Centre.

2431 Quebec School Rd, Middletown
$685,000
4 Beds ⋅ 4 Baths
Step into modern comfort in this beautifully renovated Colonial-style home in sought-after Valley Overlook in Frederick. Offering 4 bedrooms, 3 full baths, and 1 half bath, this spacious residence blends classic charm with fresh, contemporary updates throughout. The main level welcomes you with a bright, open layout featuring a fresh kitchen, inviting living and dining spaces, and a convenient half bath. Upstairs, you’ll find a serene primary suite with en-suite bath. Three more generous bedrooms and a hall bath complete the upper level. The fully finished lower level adds even more versatility with a large recreation space, full bath, and walk-up access to the backyard—perfect for guests, hobbies, or movie nights. Located in a well-established community close to parks, shopping, dining, and commuter routes, this home offers the best of Frederick living with nothing left to do but move in and enjoy!

2431 Quebec School Rd, Middletown

Listing courtesy of Stewart Real Estate, LLC. Contact:

Selling Office: Pearson Smith Realty, LLC.

1676 Monument Rd, Middletown
$680,000
5 Beds ⋅ 3 Baths
OPEN HOUSE CANCELLED. Enjoy easy one-level living on 4.25 scenic acres in beautiful Middletown, complete with two exceptional outbuildings and stunning rural mountain views. This well-maintained, updated home offers hardwood floors throughout the main level (tile in baths), an updated primary suite with walk-in shower and mini-split system, and a spacious, well-equipped kitchen with abundant cabinetry and counter space. The living room is perfect for cozy nights in, featuring pellet stove inserts and a motorized, ceiling-mounted retractable projector screen. The fully finished lower level adds valuable living space with an additional bedroom, office or craft area, exercise room, and half bath—ideal for guests or working from home. Outside is where this property truly shines. A 24’ x 40’ heated and air-conditioned outbuilding provides ample space for vehicles, equipment, and a wood workshop, and is supported by a quiet 30KW whole-property generator capable of powering the home and both outbuildings. The second outbuilding, 42’ x 30’, features propane heat and two motor-operated 12’ x 14’ insulated doors—perfect for an RV, boat, or large equipment. Relax on the front porch or enclosed rear deck, entertain with ease thanks to expanded parking, and enjoy peace of mind with tall chain-link fencing—great for pets. Offering space, power, and flexibility rarely found in today’s market, this property is one you won’t want to miss. Best of all... the sellers elected to list this home $45,000 below the current market value for a quick sale! Better hurry!

1676 Monument Rd, Middletown

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

Selling Office: Samson Properties.

118 Manda Dr, Middletown
$675,000
4 Beds ⋅ 4 Baths
Beautiful 4 bedroom, 3.5 bath single family home situated on a generous .53 acre flat corner lot with peaceful tree lined views in the desirable Foxfield community of Middletown. Inside, the home features an open kitchen that flows into the sunken family room with cathedral ceilings and brick wood burning fireplace, creating a comfortable and inviting space for everyday living and entertaining. The kitchen offers upgraded hickory cabinetry, quartzite countertops, tile backsplash, slide out drawers in the island, and corner lazy Susans, providing both style and functionality. The main level floor plan includes a first floor office/study, open living and dining rooms, LVP flooring and an updated powder room adding to the home's appeal. An added bonus of a discrete convenient laundry chute from the upper floor that opens directly into the main floor laundry room. Upstairs, you will find Bruce hardwood flooring throughout all bedrooms, closets, and the hallway, along with custom closet organizers in each bedroom for added storage and organization. This home offers a partially finished basement with a walk up, that includes a small room, full bathroom and plenty of storage opportunities as well. Step outside to a front covered porch or out back to a beautifully designed patio, perfect for relaxing or hosting family and friends with an incredible view of the annual Middletown Independence fireworks celebration. The spacious corner lot offers privacy and room to enjoy the outdoors. Recent updates include a new roof, gutters, and downspouts (July 2025), new water heater (February 2024), whole house water softening system (February 2024), expanded and newly installed driveway with gravel underlay and additional parking space (April 2024). Located in just minutes and an easy walk to Coblentz Park, the Middletown School Campus (grades 3-12), many walking trails, sports fields, skate park, open green space, playgrounds, and a peaceful pond. Enjoy the convenience of being able to walk to nearby restaurants, grocery store and coffee shops while living in a quiet, well maintained neighborhood with no HOA. This home offers a wonderful combination of space, thoughtful updates, outdoor living, and small town charm.

118 Manda Dr, Middletown

Listing courtesy of Keller Williams Realty Centre. Contact:

Selling Office: Taylor Properties.

95 E Green St, Middletown
$669,000
4 Beds ⋅ 4 Baths
Welcome to 95 E Green Street, a beautifully designed home in Middletown. The main level boasts an inviting open layout with bright, spacious living and dining areas that flow seamlessly into a modern kitchen—ideal for entertaining or everyday comfort. Upstairs, you'll find four generously sized bedrooms, including a serene primary suite with an ensuite bath and ample closet space. The lower level offers an unfinished, full-size basement with bathroom rough-ins and windows, ready for your personal touch—perfect for adding a recreation room, gym, or guest suite. Move-in ready with a fully paid 8.45 kW Tesla solar panel system. Step outside to enjoy the peaceful surroundings, from your front porch with mountain views, sunsets, and sunrises to your private backyard space. Just one street away, explore Middletown’s brand-new library, and enjoy quick access to Middletown High, Middle, and Elementary Schools, all within walking distance. Located only 15 minutes from historic Downtown Frederick, you’ll have easy access to major employers, commuter routes like I-70 and US-40, and a wealth of shopping, dining, and entertainment options. Nearby, discover parks, local breweries, and scenic trails, making this home an ideal balance of comfort, convenience, and charm in one of Maryland’s most sought-after communities.

95 E Green St, Middletown

Listing courtesy of Redfin Corp. Contact:

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

24 Young Branch Dr, Middletown
$663,000
6 Beds ⋅ 4 Baths
This home offers EVERYTHING you move to Middletown for; small-town feel, walkability to parks, restaurants, library and shopping, top-rated schools, easy access to commuter routes and THE VIEW! That’s right- one of the few homes in the neighborhood that backs to OPEN SPACE, owned by the town, with a view of South Mountain! With 3,696 sq ft of living space, you’ll find a welcoming open floor plan with hardwood floors, a sitting room to relax by the gas fireplace open to the family room which includes a second gas fireplace, both with wooden mantles with detailed Cornice molding and stone surrounds. This room includes a double door to the deck and is open to the eating area, complete with a second double door for maximum deck access. The kitchen offers 42-inch cabinetry, Corian countertops, an island with pendant lighting and seating for two. For ease of preparing meals you’ll have the double oven/range and recently renovated pantry with built-in drawers. The formal dining room includes custom boxed trim, chair rail and crown moldings that continue throughout the main level, completed by the full laundry room, powder room and access to the attached 2-car garage. With 5 true bedrooms upstairs, there is no lack of room for a growing family or guests! The primary bedroom includes its own en-suite bathroom with soaking tub, separate shower with Subway tile, dual sinks and a large walk-in closet. The 4 secondary bedrooms include lighted ceiling fans and access to the shared full bathroom in the hallway. The lower level game room with ample seating and entertaining area includes a pool/ping pong table, kitchenette with fridge/freezer combo, microwave and wet bar and a built-in desk with cabinets and access to the covered patio for afternoon shade. If that weren’t enough, you also get a 6th bedroom with a brand new egress window and huge walk-in closet, 3rd full bathroom and oversized storage room. The outdoor living space at 24 Young Branch Drive is unmatched with a vinyl, low-maintenance deck with 6 brand new support posts, lighted steps to the paver patio below and a comfortable screened porch where you can enjoy that peaceful view, even on a rainy day. Recessed lighting, custom window coverings and shutters, built-in shelving, central VAC… even a park that borders the neighborhood! Water heater (2026), gas fireplace log sets (2026), air purifier system and lower level egress window (2025), roof (2016), NO HOA! ONE YEAR HOME WARRANTY included!

24 Young Branch Dr, Middletown

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

Selling Office: Redfin Corp.

106 Prospect St, Middletown
$651,000
3 Beds ⋅ 2 Baths
Some homes simply have a soul—and this beautifully preserved 1920's Craftsman bungalow is one of them. Situated on a rare lot and a half in the heart of historic Middletown, this contributing home to both the National and Frederick Historic Registers has been lovingly cared for by just two families throughout its history. From the moment you arrive, you’ll notice the timeless character that sets this home apart. Tall original windows frame mature trees, gardens, and changing seasonal views from nearly every room, filling the home with natural light and creating a peaceful connection to the outdoors. Original wood floors, handcrafted trim work, pocket doors, custom storm windows, and historic architectural details blend seamlessly with thoughtful modern updates. The sellers have always appreciated the home’s solid clay block construction, which provides a remarkably quiet, comfortable feel and exceptional insulation rarely found in homes of this era. At the heart of the home is a beautifully renovated kitchen that has served as the gathering place for everything from weeknight dinners to holiday celebrations. A spacious island welcomes family and friends, while the thoughtful layout offers the perfect balance of openness and functionality. Upstairs, generously sized bedrooms, second-floor laundry, and an updated bath provide modern convenience while honoring the home’s historic roots. Outside, the property unfolds into a collection of extraordinary outdoor living spaces. Enjoy sunrise views from the backyard, summer sunsets from the welcoming front porch, abundant gardens, mature trees, a kitchen garden, and a private backyard retreat complete with a pergola and gas firepit. Every outdoor space offers its own unique experience, creating a rare sense of privacy and connection to nature in the heart of town. Major improvements include a renovated kitchen and baths, NTI combi-boiler, roof, insulation, updated electrical, propane installation, custom storm windows, and asbestos remediation. Perhaps most special of all are the home’s original handcrafted windows and custom-built storm windows—an increasingly rare treasure that has been lovingly maintained and thoughtfully restored. Throughout their stewardship, the sellers viewed themselves less as owners and more as caretakers of something truly special, dedicated to preserving the integrity and craftsmanship the original builders intended. The result is a home that honors its past while offering the comfort, beauty, and functionality today’s buyers desire. A rare opportunity to own a piece of Middletown history—where historic craftsmanship, thoughtful updates, beautiful gardens, and small-town charm come together to create something truly exceptional. Showings to begin August 1st, not before.

106 Prospect St, Middletown

Listing courtesy of RE/MAX Results. Contact:

Selling Office: Redfin Corp.

9124 Hawbottom Rd, Middletown
$650,000
3 Beds ⋅ 3 Baths
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.

9124 Hawbottom Rd, Middletown

Listing courtesy of RE/MAX Results. Contact:

Selling Office: Coldwell Banker Realty.

2700 Poffenberger Rd, Middletown
$650,000
4 Beds ⋅ 4 Baths
Nestled within the scenic Middletown Valley surrounded by rolling farmland, mountain views and peaceful countryside, 2700 Poffenberger Rd offers a rare combination of privacy, space and timeless Frederick County charm that buyers rarely find anymore. Set on 1.85 acres with expansive open views and mature trees, this full brick-front Colonial delivers over 3,300 finished square feet with 4 bedrooms, 3.5 baths and a layout designed for both everyday comfort and entertaining. From the moment you arrive, the elevated setting and wide-open surroundings create the feeling of your own private retreat. Inside, you’ll find spacious living areas, hardwood flooring, crown molding, a wood-burning fireplace, oversized bedrooms, upper-level laundry and a beautifully updated primary bath featuring a renovated walk-in shower and double vanity. The primary suite also features a vaulted ceiling and skylight, creating a bright and airy retreat. The house has been freshly painted and features all new carpeting in all bedrooms, the family room and the recreation room. The finished walkout lower level provides additional flexible space ideal for recreation, hobbies, guests or a home office setup. The sellers especially loved the privacy, the peaceful atmosphere, the scenic views from the backyard and rear deck and the amount of usable indoor and outdoor space this property provides. Whether enjoying quiet mornings overlooking the countryside, hosting gatherings on the deck, or simply appreciating the calm surroundings, this home offers a lifestyle that is becoming harder to find. While the property feels tucked away from it all, it remains conveniently connected to the charm and conveniences of nearby Middletown, Jefferson and Burkittsville. Enjoy easy access to local restaurants, coffee shops, grocery stores, parks, golf courses, wineries and outdoor recreation throughout the scenic Middletown Valley while still embracing the peaceful countryside setting that makes this area so desirable. A rare opportunity to own a home that combines space, views, privacy, functionality and value in one of western Frederick County’s most picturesque settings.

2700 Poffenberger Rd, Middletown

Listing courtesy of LPT Realty, LLC. Contact:

Selling Office: Compass.

2 Young Branch Dr, Middletown
$650,000
4 Beds ⋅ 3 Baths
Welcome to this beautifully updated brick-front Colonial in the desirable Brookridge South subdivision. Nestled at the end of a cul-de-sac, this home not only offers access to sought-after Middletown schools but also places you within walking distance of parks, nature trails, Wiles Branch Creek, and the community dog park. And when you’re ready for a taste of local charm, Middletown’s historic Main Street with its shops, restaurants, and small-town character is just minutes away — along with easy commuter routes. Lovingly maintained by the same owners since 1999, this home offers 2,616 square feet above grade designed for both everyday living and joyful gatherings. A spacious dining room and living room, both accented with bay windows, flow naturally into a sunken family room where a cozy gas fireplace promises warmth on winter evenings. At the heart of the home, the kitchen — refreshed in 2023 with refaced cabinets and quartz countertops — invites you to linger. Upstairs you’ll find four comfortable bedrooms and two full baths, including an updated en-suite with a relaxing soaking tub. A half bath is conveniently located on the main level. The walkout-level unfinished basement backs to trees, offering both generous storage and the opportunity to create a personalized space. Step outside to enjoy a brand-new deck and a backyard that blends privacy with plenty of room to entertain or simply relax. Major updates bring peace of mind: the roof was replaced in 2015, HVAC system in 2012, windows in 2021, and both front and back doors in 2020. Durable LVP flooring was added on the upper level and in the sunken family room, while the kitchen features upgraded DuraCeramic tile. The home was also refreshed just before listing with new carpet and paint — ready for its next chapter. With long-term ownership, thoughtful maintenance, and numerous updates, this home combines comfort, convenience, and charm in one of Middletown’s most desirable neighborhoods.

2 Young Branch Dr, Middletown

Listing courtesy of RE/MAX Results. Contact:

Selling Office: Douglas Realty LLC.

307 Washington St, Middletown
$631,000
5 Beds ⋅ 4 Baths
*PRICE TO SELL* This picturesque single-family home sits in the heart of beautiful historic Middletown. Meticulously cared for from top to bottom, this exceptional property is perfectly positioned on a premium lot with stunning views of Middletown’s historic steeples, the breathtaking South Mountain range, and the charm of a white-picket-fence community. Tucked within a small clustered neighborhood with no HOA, this home offers the feel of a close-knit community without the added monthly dues. Inside, you’ll find five distinct bedrooms, including a convenient main-level bedroom and full bathroom. Step outside to the expansive rear deck, the perfect place to enjoy your morning coffee or unwind with evening cocktails while taking in the mountain views. The beautiful kitchen is ideal for intimate entertaining and is complemented by a well-appointed butler’s pantry. Downstairs, the fully finished basement is an entertainer’s dream, featuring a full wet bar, high-tech theater system with surround sound and projector, and additional gathering space with a walkout to the backyard.

307 Washington St, Middletown

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

Selling Office: Samson Properties.

114 Ivy Hill Dr, Middletown
$630,000
5 Beds ⋅ 4 Baths
Move-In Ready 5-Bedroom, 3.5-Bath Home in Scenic Middletown Valley Welcome to the highly sought-after Brookridge South community, where small-town charm meets scenic countryside living. This beautifully maintained brick-front home is ideally located within walking distance of top-rated Middletown schools, the local library, Wiles Branch Park, restaurants, and shops. Offering nearly 2,600 square feet of living space above grade, plus a spacious walkout basement, this move-in-ready home has room for everyone. The main level features a freshly painted interior and a bright, open two-story foyer with gleaming wood floors. Brand-new neutral carpet enhances the living, dining, and family rooms, while luxury vinyl plank flooring adds durability and style to the kitchen and powder room. Large windows throughout bring in abundant natural light and offer beautiful mountain views. The well-appointed kitchen boasts ample cabinetry and counter space, new stainless steel appliances, luxury vinyl flooring, a center island, and a built-in desk. Just off the kitchen, you'll find a breakfast area, a laundry room, and a sun-filled family room with access to a sprawling 36' x 12' deck—perfect for entertaining while enjoying breathtaking western sunsets. Upstairs, hardwood floors run throughout, including in the spacious primary suite, which features a double sink vanity, bath and a custom closet system. Three additional generously sized bedrooms also offer stunning mountain views. The walkout basement includes a fifth bedroom, a full bath with heated floors, and even more space ready to be finished to your needs—ideal for a guest suite, recreation room, or home office. Additional updates include freshly painted exterior foundation, professional landscaping, updated lighting fixtures, and new shutters—all enhancing this home’s curb appeal. A two-car garage with built-in storage and off-street parking complete the package.

114 Ivy Hill Dr, Middletown

Listing courtesy of Keller Williams Realty Centre. Contact:

Selling Office: Home Towne Real Estate.

11 Crone Ln, Middletown
$625,000
3 Beds ⋅ 4 Baths
Welcome to Foxfields at Middletown, one of the area’s most sought-after 55+ communities. This beautifully maintained Admar-built Radford II offers the ease of main-level living paired with exceptional space for guests, entertaining, and everyday comfort. With 3 bedrooms, 4 full bathrooms, and the potential for a 4th bedroom in the finished lower level, this home is thoughtfully designed for both function and flexibility. Filled with natural light, the open floor plan features hardwood flooring, plantation shutters, and a spacious family room centered around a gas fireplace. The kitchen is both stylish and practical with espresso cabinetry, granite countertops, stainless steel appliances, abundant counter space, a large island, and generous table space perfect for gatherings. A convenient laundry room is located just off the kitchen. The main-level primary suite offers a walk-in closet and private bath, while a second main-level bedroom and full bath provide the ideal setup for guests or a home office. Upstairs, you’ll find a private third bedroom with its own full bathroom. The fully finished walk-up lower level expands the living space even further with a large recreation area, full bar, additional full bathroom, potential 4th bedroom, and extensive storage space. Step outside to enjoy the beautiful covered and screened porch overlooking the backyard with stunning sunset views — the perfect place to relax and unwind at the end of the day. Additional highlights include a 2-car garage and major system updates already completed: hot water heater (2022), HVAC (2024), and roof and gutters (May 2025). The HOA handles snow removal, allowing for truly low-maintenance living. Move right in and start enjoying everything Foxfields has to offer.

11 Crone Ln, Middletown

Listing courtesy of RE/MAX Results. Contact:

Selling Office: RE/MAX Results.

7002 Springdale Ln, Middletown
$625,000
4 Beds ⋅ 4 Baths
Welcome home to peaceful country living in the heart of Middletown. This beautifully maintained home offers comfort, charm, and space for both everyday living and entertaining. Gorgeous cherry hardwood floors grace the dining room and expansive great room, where a cozy gas fireplace anchors the space. At the center of the home, the spacious country kitchen features granite countertops, abundant cabinetry, and ample table space. Flooded with natural light, it opens seamlessly to both the dining and family rooms. A stunning sunroom with cathedral ceilings and wainscoting extends from the kitchen and leads to the covered patio and pool area. The upper level and lower level both feature brand-new carpet, and the entire home has been freshly painted. The fully finished basement offers a large recreation area plus a flexible bonus room—ideal for a home office, gym, or teen retreat. Outdoors, enjoy your private one-acre setting complete with a sparkling in-ground pool ranging from 3 to 8 feet deep, complete with a diving board and slide. Multiple patio areas, including a covered section, provide plenty of space for relaxing or entertaining poolside. All this, just minutes from commuter routes, local shops, and everything Middletown has to offer. Don’t miss this one!

7002 Springdale Ln, Middletown

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

Selling Office: RE/MAX Realty Centre, Inc..

3226 Bidle Rd, Middletown
$624,000
3 Beds ⋅ 3 Baths
Imagine relaxing on an refinished deck, listening to the birds, and watching wildlife as you take in the serene rolling hills and distant mountains of the Middletown Valley. Despite the peaceful surroundings, you’re only minutes from Main Street Middletown’s restaurants, schools, shops, and all the charm of small-town USA! This beautiful ranch home sits on 3.59 acres and offers 3 bedrooms (with the potential for a 4th bedroom on the main level or additional bedrooms to be finished in the basement), 3 full baths, and 1,820 sq ft of finished living space on the main level—plus another 1,820 sq ft of unfinished space ready for you to build out and customize to your liking. The outdoor space truly shines with a large 1,320 sq ft pavilion—perfect for family BBQs, reunions, and events—or for cracking crabs on a summer evening! Enjoy the above-ground private pool to cool off on sunny days, or relax on the shaded deck overlooking your private oasis as you sip your morning coffee or evening drink of choice to unwind. The property backs to woods, offering privacy, seclusion and room to explore your 3.59 acre retreat. Car and workshop enthusiasts will love the detached 3-car, 1,124 sq ft garage with 10-foot bays and 12-foot ceilings, as well as the 2-car, 751 sq ft attached carport. All buildings, including the house, carport, garage, pavilion & shed, have new lifetime architectural roofs with transferrable warranty to new Owner! This is country-style living at its best with all the modern amenities you expect—and even a few you don’t. Make it your own before someone else does!

3226 Bidle Rd, Middletown

Listing courtesy of Corner House Realty. Contact:

Selling Office: Keller Williams Realty Centre.

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