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$635,000
4 Beds ⋅ 3 Baths ⋅ DENC2108084 MLS
Just minutes from Chesapeake City, set on over an acre of flat, beautifully landscaped land in a well-established and sought-after neighborhood, this spacious 4-bedroom, 2.5-bath home offers the space and updates today's buyers are looking for. Upon entering, you're greeted by a formal dining room to the right, perfect for hosting holidays and special occasions, while a spacious room to the left offers an ideal home office or flex space to suit your needs. The kitchen was renovated in 2019 with crisp white cabinetry, granite countertops, stainless steel appliances, and a sleek induction cooktop. A charming bump-out creates the perfect spot for a sun-filled breakfast nook, ideal for casual everyday dining. The kitchen flows seamlessly into the adjoining family room, perfect for entertaining and everyday living alike, with a deck accessible from both the kitchen and family room, offering effortless indoor-outdoor living. Luxury vinyl flooring runs throughout, adding warmth and durability. Just off the kitchen, a convenient hallway houses the first-floor half bath, a dedicated laundry area, and direct access to the 2-car garage — everyday functionality designed for the way you live. Upstairs, you'll find all 4 bedrooms, including a spacious owner's suite complete with a walk in closet and a full bath featuring a soaking tub — your own private retreat at the end of the day. The partially finished basement offers flexible bonus living space, plus a large storage area housing the HVAC system — ideal for keeping things organized and out of sight. Outside, is a fully fenced backyard featuring mature landscaping and a cozy fireplace sitting area, perfect for relaxing evenings or entertaining guests year-round. A separate fully fenced area offers the perfect spot for a garden. With room to spread out both inside and on over an acre of land, this home combines comfort and updates throughout. Don't miss your chance to make it yours!

62 Millwood Dr, Middletown
$599,900
3 Beds ⋅ 3 Baths ⋅ MDFR2086608 MLS
Escape the ordinary with this one-of-a-kind mountain-inspired retreat set on more than 5 secluded acres of mature woodland. Designed to embrace its natural surroundings, this distinctive chalet welcomes the outdoors in with dramatic vaulted ceilings, walls of windows, and multiple skylights that fill the home with sunlight while showcasing peaceful forest views from nearly every room. The inviting great room is centered around a beautiful fireplace, creating the perfect gathering place, while rich hardwood flooring and natural finishes enhance the home's warm, rustic charm. Step outside onto the expansive wraparound deck, where you can enjoy the sights and sounds of nature, entertain guests, or simply relax in complete privacy. The updated kitchen features granite countertops and stainless-steel appliances including gas cooking, offering modern functionality without sacrificing the home's unique character. An oversized detached two-car garage provides exceptional space for vehicles, a workshop, outdoor equipment, or additional storage. Offering the rare combination of privacy, distinctive architecture, and everyday convenience, this exceptional property feels like a secluded woodland retreat while remaining only about 15 minutes from Middletown's restaurants, shopping, and Middletown schools. Recent improvements include a new roof and skylights (2020), stove and microwave (2021), water softener and neutralizer (2022), and refrigerator (2025). Better see it soon before someone else gets to call it home!

6838 Mountain Church Rd, Middletown
$725,418
5 Beds ⋅ 4 Baths ⋅ DENC2108490 MLS
Introducing Freestone's largest floorplan, the Amesbury. Offering 5 bedrooms, 3.5 bathrooms, and over 3,400 square feet of thoughtfully designed living space. From the moment you step inside, you'll appreciate the open-concept layout, ideal for both everyday living and entertaining. The heart of the home is the gourmet kitchen, featuring quartz countertops, stylish Hazelnut cabinetry with a contrasting black island, a designer tile backsplash, and stainless-steel appliances. The spacious great room with a cozy fireplace flows seamlessly into the dining area, creating the perfect gathering space for family and friends. Upstairs, retreat to the luxurious owner's suite complete with a tray ceiling, dual walk-in closets, and a spa-inspired bathroom featuring a relaxing soaking tub. This home also includes the optional fifth bedroom, a private bath for Bedroom 2, and a convenient second-floor laundry room, offering flexibility for guests, multigenerational living, or a growing family. Additional highlights include elegant oak stairs with open railings, durable luxury vinyl plank flooring, and a walk-up basement ready for future expansion or storage. Located in Freestone Village, this exceptional home offers the perfect combination of modern design, quality finishes, and the convenience of living in the highly sought-after Appoquinimink School District. Schedule your tour today and discover everything this incredible home has to offer! *Pictures are artificially rendered and for representational purposes only. There is a sales trailer on-site. Please see New Home Consultant for details. Taxes to be assessed after settlement. Realtor representation must be acknowledged on the first interaction with Lennar, and the agent must accompany their client on the first visit.

6033 Freestone Blvd, Middletown
$649,900
4 Beds ⋅ 4 Baths ⋅ DENC2108538 MLS
***Solar panel is owned***Welcome to the sought after Middletown community of The Estates at Dove Run! Move right in, just in time to enjoy the heated fiberglass pool this summer! Enjoy this home all year long starting with the amazing outdoor space of the heated pool and hot-tub right off the updated Trex deck. There is a patio and a pool patio to accomodate all your guests. The front porch offers you an amazing pond view for those summer evenings. Upon entering the home, the two story freets you flanked by an open formal living room and dining room. Spacious family room with gas fireplace and eat in kitchen in the rear of the home. Updates on the main floor incude all flooring, paint, remodeled bath and laundry, remodeled fireplace hearth, updated lighting and a new back door to the deck. The kitchen offers oak 42" cabinets, granite countertops .Just behind the kitchen is the spacious laundry with mudroom and access to the 2-car garage.The garage offers EV charging station and an electric opener. On the second floor and you will find a surprising spacious loft next to the enormous master bedroom, three additional bedrooms, and unexpected closet spaces! The master bedroom features an expansive master closet, plenty of natural light from windows, and a luxurious bathroom with jetted tub and shower, it has been updated with new fixtures and lights. Finally , head downstairs to the finished basement with a full bathroom and wet bar, perfect for a game room, and additional entertaining space with double doors heading to your pool area. If this home doesn't catch your attention yet, the owned solar system and generator is sure to complete the desirable package! This home is spacious, updated, offers great space and features and is economical to live in!

313 Autumn Ct, Middletown
$487,250
3 Beds ⋅ 4 Baths ⋅ DENC2108530 MLS
**October Move-In** Move right into this beautifully designed 2-story, 3 BR, 2 full and 2 half BA home offering plenty of room to gather, relax, and spread out. The open-concept main level creates a natural flow between the kitchen, dining area, and living space, making everything from holiday entertaining to weeknight dinners feel effortless. Just outside, the included deck extends your living space outdoors and provides the perfect spot for morning coffee, summer cookouts, or winding down at the end of the day. Upstairs, a versatile loft offers endless flexibility as a second living area, home office, playroom, or hobby space. Two secondary bedrooms share the level with the owner's suite, where a tray ceiling adds an elegant touch to the private retreat. The finished basement with powder room provides even more room to enjoy, whether you envision a media room, game room, fitness area, or the ultimate hangout space. Thoughtfully selected finishes include Carrara Breve quartz countertops in the kitchen and full baths, a timeless 3x6 Arctic White tile backsplash, and designer details throughout. This is the kind of home that gives you the space you need today with the flexibility to grow into tomorrow. With an October move-in, modern finishes, and low-maintenance living in Appoquinimink School District, this is the kind of opportunity buyers don’t wait on—be sure to take a closer look. Pictures are of model home from a sister community and for representational purposes only. There is a sales trailer on-site. Please see New Home Consultant for details. Taxes to be assessed after settlement. Realtor representation must be acknowledged on the first interaction with Lennar, and the agent must accompany their client on the first visit.

6038 Freestone Blvd, Middletown
$752,487
4 Beds ⋅ 5 Baths ⋅ DENC2108508 MLS
Welcome to 6035 Freestone Boulevard at Freestone Village, where luxury, space, and thoughtful design come together in one exceptional home. This beautifully upgraded Grier floorplan offers over 3,000 square feet of living space plus a finished basement with its own full bath, making it ideal for growing families, entertaining, or multigenerational living. The open-concept main level is designed for everyday living and hosting alike, featuring a gourmet kitchen, quartz countertops, soft close cabinetry, and a spacious island. The morning room extension off the kitchen fills the home with natural light and creates additional living and gathering space overlooking the backyard. Upstairs, the luxurious owner's suite provides a relaxing retreat with an oversized walk-in closet. Three additional bedrooms, including a secondary bedroom with its own private en-suite bath, plus a centrally located laundry room completes the second floor. The finished basement adds even more flexible living space with a large recreation room and a full bathroom—perfect for a home theater, fitness area, game room, or additional guest accommodations. Additional premium features include oak stairs with open railing, designer tile selections, stainless-steel appliances including refrigerator, washer, and dryer, and a prime location in the award-winning Appoquinimink School District with easy access to shopping, dining, and major commuter routes. *Pictures are of model home from a sister community and for representational purposes only. There is a sales trailer on-site. Please see New Home Consultant for details. Taxes to be assessed after settlement. Realtor representation must be acknowledged on the first interaction with Lennar, and the agent must accompany their client on the first visit.

6035 Freestone Blvd, Middletown
$839,999
6 Beds ⋅ 5 Baths ⋅ DENC2108292 MLS
More details Coming Soon

507 Ibis Ct, Middletown
$218,000
3 Beds ⋅ 2 Baths ⋅ PADA2062620 MLS
This well-maintained townhome features a spacious living room, a dining room with access to a covered deck, a kitchen with brand-new quartz countertops, and a convenient half bath on the main level. The second floor offers three generously sized bedrooms and a full bathroom. An unfinished basement provides great storage space. Fresh paint throughout gives the home a bright, updated feel. All-new windows will be installed soon.

1303 Georgetown Rd, Middletown
$825,000
6 Beds ⋅ 4 Baths ⋅ VAWR2015102 MLS
Discover a rare opportunity to own an exceptional custom residence where timeless craftsmanship, refined comfort, and peaceful natural surroundings come together. Nestled on five picturesque wooded acres within an exclusive lake community in Middletown, this remarkable estate offers over 4,700 square feet of beautifully designed living space, creating the perfect balance of luxury, privacy, and everyday functionality. Thoughtfully designed, the home features six bedrooms and three-and-a-half bathrooms, providing exceptional flexibility. A dedicated office on the main level creates an elegant work-from-home space, while an expansive loft offers endless possibilities as a library, media lounge, or additional gathering area. The spacious primary suite is conveniently located on the first floor, featuring access to the deck, a stone fireplace and private ensuite bathroom. At the heart of the home, the chef-inspired kitchen is equipped with newer appliances—all less than five years old—and seamlessly flows into generous living and dining spaces designed for effortless entertaining. The walk-out lower level is partially finished and already plumbed for a future full bath, offering exceptional potential to create a luxury guest suite, fitness studio, wine cellar, home theater, or recreation space tailored to your vision. Step outside to experience the home's true sanctuary. A custom multi-level deck overlooks the wooded landscape, providing multiple outdoor living spaces for entertaining or quiet relaxation. A reinforced section has already been engineered to accommodate a hot tub, creating the perfect setting for enjoying peaceful evenings beneath the stars. Exceptional features continue with an oversized two-car garage and the added confidence of a whole-home gas generator, ensuring comfort and peace of mind in every season. Residents enjoy access to the community's private lake, offering opportunities for fishing, kayaking, and embracing the beauty of the surrounding countryside. Despite its serene setting, the property remains conveniently located near commuter routes, historic Middletown, wineries, outdoor recreation, and all that the Shenandoah Valley has to offer. Offering an extraordinary combination of luxury, privacy, and room to grow, this distinguished estate is more than a home—it's a lifestyle.

816 Great Lake Dr, Middletown
$299,900
2 Beds ⋅ 2 Baths ⋅ DENC2108442 MLS
Discover the charm of this exquisite Colonial townhouse nestled in the desirable Millbranch at Greenlawn community. With 1,650 sq. ft. home boasts two spacious bedrooms and 1.5 bathrooms, perfect for comfortable living. The interior features a delightful eat-in kitchen equipped with stainless steel appliances, including a dishwasher and microwave, making meal prep a breeze. Enjoy cozy evenings with ceiling fans enhancing the ambiance throughout. Step outside to your private deck, ideal for entertaining or simply unwinding while overlooking the serene rear yard that backs to lush trees, providing a tranquil escape. The property is situated on a cul-de-sac, ensuring a peaceful environment with minimal traffic. The exterior is adorned with thoughtful features like exterior lighting, sidewalks, and street lights, enhancing the neighborhood's charm. Convenience is at your fingertips with assigned parking for two vehicles and easy access to public transportation, just a mile away. The community is enriched by nearby parks and excellent public services, making it a perfect place to call home. Local schools are highly regarded, ensuring quality education for all ages. This home is not just a residence; it's a lifestyle. Embrace the blend of comfort, community, and convenience in this exceptional property. Don't miss your chance to make it yours!

57 Franklin Dr, Middletown
$664,900
5 Beds ⋅ 4 Baths ⋅ DENC2108390 MLS ⋅ D.R. Horton BLDG.
This move-in ready, 3-year-old D.R. Horton home is a spacious two-story with five bedrooms, three and a half bathrooms. It also includes a game room with a wet bar, a media room, a workshop or exercise room, a full bathroom, and plenty of storage space in the basement, as well as a two-car garage and an oversized deck. The foyer features a coat closet and creates a welcoming flow for greeting guests. The front room is filled with natural light and is large enough to accommodate both a living and dining area. The spacious kitchen boasts beautiful birch cabinetry, granite countertops, stainless steel appliances, a pantry, and an island with seating. It opens to both the breakfast area and a sizable family room. A convenient powder room is located on the first floor, and the stairs to the second floor are tucked away in the family room, which also includes a cozy fireplace. Upstairs, the owner’s suite offers a large bedroom, two walk-in closets, and an oversized ensuite bathroom. The four additional generously sized bedrooms and a hall bathroom provide ample space for everyone. The first-floor laundry room is conveniently located near the garage, along with an additional coat closet. The property is vacant and ready to move in for the holiday.

1245 Pimpernell Path, Middletown
$339,900
3 Beds ⋅ 4 Baths ⋅ PADA2062508 MLS
Notable Middletown historical home with a history that begins in 1822 located within walking distance to Penn State Middletown Campus and just minutes from HIA and Amtrak Commuter rail station. Large rooms, high ceilings and stunning lighting fixtures that are true to the home’s era. Beautiful thermal windows that bring an abundance of natural light that will invigorate you, spacious living room-dining room combination that will accommodate your largest pieces of furniture, two large living room fireplaces with gas inserts, walls that are in pristine condition, and room layout that is versatile. High efficiency three zone gas heating, central air-conditioning, paved driveway, off-street parking for multiple vehicles with one car carport and a park like rear fenced yard, mature landscaping, majestic trees and wide variety of perennials all throughout the grounds. From the front of home there is a privacy fence with secure gate to a sidewalk way that leads to a peaceful courtyard with brick patio and sunshade that delivers quietness and a great place for outdoor entertaining with an adjacent summer kitchen that has been converted to a storage shed for lawn furniture storage and garden equipment. Kitchen with Corian counters, brick fireplace, and second rear staircase that presently serves as a pantry. Half bath, rear foyer off kitchen with exterior access to courtyard and a hallway that leads to an open staircase to second and third floors. Second floor bath with large soaking whirlpool tub and aerator, pedestal sink and gorgeous tile floor. There are two large bedrooms plus a primary bedroom suite with fireplace, adjacent office with access to a balcony and primary bath with walk-in shower and stone epoxy floor. Middle bedroom is currently used as large dressing area with numerous wardrobe closets that are included in sale. Third floor walk up attic for storage and houses mechanicals for AC system. Block basement foundation was constructed in 1972 and partially set up to be an efficiency which is perfect for an in-law suit or rental unit. Basement already has a full bath with walk in shower, separate heating zone, separate side entrance and windows that face rear yard that provide natural light. This home is packed with personality yet updated to provide efficiency and comfort. It is best to see this home in person and feel the ambiance of a time when everyone talked with their neighbors and enjoyed spending time at home. You will not be disappointed!

535 N Spring St, Middletown
$124,900
3 Beds ⋅ 2 Baths ⋅ DENC2108446 MLS
The eagle has just landed! Brand New, this 2026 3/2 doublewide home with front porch is now available in Villagebrook. This Eagle's Nest model offers a large front porch (6ft x 26ft), an open floorplan, vinyl & carpet flooring, oversized primary bedroom, walk in closet, wooden accents throughout home, blinds & window treatments, ample cabinet space, and full size washer & dryer. Interior sprinkler system & full manufacturer's warranty included. Large lot on a quiet street with wooded views. Land rent of $933 covers use of private lot, snow removal, common ground maintenance, utility infrastructure, & use of nature areas. No additional charge for trash removal.

209 Aspen Cir, Middletown
$380,000
3 Beds ⋅ 2 Baths ⋅ DENC2108436 MLS
Back on the market! Don't miss your second chance to step into a storybook at 8 Crawford Street, where history, charm, and modern luxury intertwine in the beloved “Schreitz House,” circa 1879. From the moment you arrive, the freshly painted exterior, cheerful green shutters, and a welcoming front porch complete with a classic porch swing set the tone for something truly special. It’s the kind of home that feels like it belongs in a novel, yet lives beautifully in the present. Surrounding the home, thoughtfully curated gardens burst with native greenery and vibrant blooms, creating a picturesque, low-maintenance landscape that evolves with the seasons. Whether you’re entertaining, unwinding, or simply taking it all in, every inch of this property feels intentional, peaceful, and alive. Inside, the original hardwood floors carry the legacy of the home through the formal living and dining rooms, spaces that feel both timeless and inviting. Just beyond, the heart of the home reveals itself in a stunningly renovated kitchen, where luxury meets craftsmanship. Outfitted with exquisite cabinetry, marble countertops, a classic subway tile backsplash, professional-grade appliances, an apron-front sink, and a beautifully centered island, this space was designed to gather, create, and impress. Tucked just off the kitchen, a convenient half bath and laundry area blend seamlessly into daily life, while the sunroom addition steals the show. Bathed in natural light from oversized windows, it offers the perfect place to sip your morning coffee, dive into a good book, or simply admire the lush backyard beyond. Outside, the magic continues with a thoughtfully designed retreat featuring a patio, fire pit, two sheds (one with an incredible workshop,) and a charming playhouse, each element adding to the home’s enchanting personality. Upstairs, the story continues with more original hardwood flooring, three uniquely styled bedrooms, and a beautifully appointed full bath featuring detailed tile work, rich wood trim, and an antique vanity that feels like a piece of art. A walk-up attic offers additional storage and a whimsical dressing space tucked within, another nod to the home’s character and charm. All of this, perfectly positioned in the heart of Middletown, just moments from local favorites like Silver Lake Park, Appoquinimink Community Library, dining along West Main Street Middletown, and convenient access to Rt. 1 and Rt. 301 for effortless commuting. This is more than a home - it’s a feeling, a piece of history, and a place where everyday life feels just a little more magical. Looking for a business location? This home is zoned C-2, with opportunity for multiple uses. If you’ve been waiting for something that speaks to you - something rare, soulful, and unforgettable... this is your moment. Take the leap, homes like this don’t wait for long.

8 Crawford St, Middletown
$659,900
4 Beds ⋅ 4 Baths ⋅ DENC2107754 MLS
Discover exceptional value in this beautifully crafted custom home by Desabatino Construction, ideally located in the highly sought-after Westside Hunt community within the award-winning Appoquinimink School District. Offering 4900 square feet of thoughtfully designed living space, this home combines timeless craftsmanship with everyday comfort. A beautiful stone façade and welcoming covered front porch set the stage for what awaits inside, where you'll find original finished on-site hardwood floors, 9-foot first-floor ceilings, and spacious, light-filled living areas. The inviting family room with a cozy gas fireplace flows seamlessly into the ample kitchen featuring a center island, large pantry, newer stainless steel appliances, and a sunny breakfast nook overlooking the deck and fully fenced backyard and the spacious living and dining rooms complete the first floor. The impressive two-story foyer with a handsome oak staircase leads to four comfortable bedrooms, three full baths, and a versatile 20' x 24' bonus room with private back staircase that can easily serve as a fifth bedroom, nursery, sitting room, or home office. The luxurious primary suite offers a spa-like bath with a huge soaking tub, walk-in shower, and double vanity, while the private guest suite includes its own full bath with a relaxing jetted tub. The massive finished lower level with a built-in bar provides endless possibilities for entertaining, a media or game room, fitness area, or hobby space. Additional features include a two-car garage with set up for an EV charging plug, convenient mudroom, new water heater, new carpet, newer HVAC, and durable 50-year shingles installed when constructed. Situated on a beautifully sized 0.8-acre lot in peaceful West Middletown, this exceptional home offers convenient access to restaurants, shopping, parks, marinas, the YMCA, schools, outdoor recreation, and Routes 301 and 1 for an easy commute north or south. This is a rare opportunity to own a spacious, quality-built home in one of the area's most desirable communities.

103 Westside Ln, Middletown
$235,000
3 Beds ⋅ 2 Baths ⋅ MDFR2086498 MLS
Don’t miss this opportunity to own a home in the heart of Middletown! This livable fixer-upper is the perfect canvas for an investor, first-time buyer, or anyone looking to create their dream home while building valuable sweat equity. Enjoy a charming front porch, a fully fenced backyard, and LVP flooring already installed throughout much of the home. Whether you’re planning light cosmetic updates or a full renovation over time, this property offers incredible potential in a convenient location close to local shops, restaurants, and everyday amenities.

108 S Jefferson St, Middletown
$79,000
2 Beds ⋅ 2 Baths ⋅ PADA2062268 MLS
✨ Home Features 🛏️ Interior * 2 Bedrooms * 2 Full Bathrooms * Open-concept living area * Oakley cabinetry throughout * White cabinet doors with wrapped stiles * Kitchen hardware included * Flat trim throughout * White door jambs * Accent wall in living room (Oakley with Gauzy Blue center) * Crystal Quartz wallboard in bathrooms * Crystal Quartz kitchen backsplash * Luxury vinyl flooring in living areas * Carpet in bedrooms * Linoleum flooring in kitchen, baths & foyer 🍽️ Kitchen * Stainless steel appliance package * Samsung French-door refrigerator with ice & water dispenser * Samsung front-control dishwasher * Samsung stainless steel gas range * Stainless steel range hood * Marmo Bianco countertops * Dedicated dishwasher hookup * Gas range with dedicated electrical circuit 🛁 Bathrooms * Two full bathrooms * Fiberglass tubs * Square china lavatories * Pfister faucets throughout * Comfort-height fixtures * Bathroom exhaust fan ❄️ Heating & Cooling * Carrier high-efficiency gas furnace * A/C ready * 1.5-ton A/C recommended * Programmable thermostat * Electric dual-element water heater * Energy-efficient construction package 🪟 Energy Efficiency * Low-E Argon insulated windows * R-22 floor insulation * R-21 wall insulation * R-38 roof insulation * Advanced air sealing * Double gasket air barrier * Energy Star refrigerator & dishwasher * E-Built insulation package 🏡 Exterior * Charcoal architectural shingles (30-year) * Flint vinyl siding * Rear fiberglass exterior door * Front door pier supports * Exterior frost-free faucet * Sidewall vented range hood * Vented laundry area 🛠️ Additional Features * 15-panel interior doors * Smoke & carbon monoxide detectors * Laundry area with overhead shelf * Ready for modern appliances * Factory-installed quality finishes throughout

119 Bentley Ln, Middletown
$79,000
2 Beds ⋅ 2 Baths ⋅ PADA2062642 MLS
Working to complete COA - COA is promised by Swatara TWP No Central Air - AC ready homes. Quality fixtures and appliances.

183 Eby Ln, Middletown
$699,900
4 Beds ⋅ 4 Baths ⋅ DENC2107552 MLS
Elegant, Bright and Spacious and situated in the sought-after community of Dove Run, this grand estate home boasts of 4-bedrooms, 3.5 bathrooms with over 4,200 square feet of above ground living space and a stately full brick front facade. The kitchen is open and it has a lot of features cabinetry with quartz countertops. Of the kitchen is the breakfast room with plenty of sunshine. The family room is impressive with the soaring 2-story ceiling, oversized windows overlooking the private, tree-lined backyard. Between the living room and the family room is a two-sided fireplace. The main level also features a formal dining room, dining room, a private office, and additional living space. The upper level is equally impressive with the expansive owner’s suite featuring two walk-in closets, a sitting room, and a luxurious en-suite bath. This estate home has two separate staircases providing convenient access to the second floor. Relax yourself outside in the custom paver patio. On the lower level is the expansive full unfinished basement. It presents potentials for more space and entertainment areas. This home is conveniently located near stoppings and restaurants, major highways, award-winning schools, and much more. Upgrades on major items: Newer roof (2018), Newer furnace and A/C (2019), Newer water heater (2020). Schedule your tour today. No showings through August 9th. Open house on Sunday, August 9th 1:00-3:00pm.

226 Bucktail Dr, Middletown
$235,000
3 Beds ⋅ 1 Baths ⋅ PADA2061082 MLS
Welcome home to this charming 3-bedroom Cape Cod nestled in the heart of Middletown! From the moment you arrive, you'll appreciate the care and updates that make this home truly special. The beautifully refreshed kitchen features tile flooring, updated cabinetry, modern countertops, a stylish tile backsplash, and newer appliances (2021), creating a warm and inviting space for everyday living and entertaining. The cozy living room offers durable laminate flooring and plenty of natural light, while the convenient first-floor primary bedroom provides easy one-floor living. A flexible laundry room can also serve as a home office, hobby room, or additional living space to fit your needs. Thoughtful updates provide peace of mind, including a new roof, efficient gas furnace and central air system (2020), and a gas water heater, water softener, and water filtration system (2017). Step outside to enjoy the fully fenced backyard—perfect for pets, gardening, gatherings, or simply relaxing. Two storage sheds offer plenty of room for tools, while the attached carport and driveway provide ample off-street parking. Conveniently located close to shopping, dining, schools, and major commuter routes, this delightful home offers comfort, character, and modern updates all in one package. Come see all it has to offer and imagine yourself at home!

115 Catalpa St, Middletown
$575,000
4 Beds ⋅ 3 Baths ⋅ DENC2105110 MLS
Welcome to this spacious and inviting Colonial offering a bright, open floor plan designed for both everyday living and entertaining. Step inside the impressive two-story foyer with soaring ceilings and beautiful hardwood flooring that extends throughout the entire main level. Just off the foyer, you'll find an exceptionally large front room that offers incredible flexibility. Whether used as a formal dining room, a sitting room, a family room, or a combination of spaces, this oversized room can easily adapt to your lifestyle. The heart of the home is the expansive kitchen and family room, where the open layout creates the perfect gathering place. The kitchen features white cabinetry, stainless steel appliances, a pantry, generous counter space, and a breakfast bar with seating for several. It overlooks the sunny breakfast area, surrounded by windows and offering sliding glass doors that lead to the backyard. The adjoining family room is warm and welcoming, highlighted by a cozy gas fireplace and seamless flow from the kitchen, making it ideal for entertaining or relaxing with family and friends. Upstairs, the spacious primary suite features elegant double-door entry, a vaulted ceiling, abundant natural light, generous closet space, and an en-suite bath with a soaking tub, separate shower, and dual vanities. The additional bedrooms are all comfortably sized, providing plenty of room for family, guests, or a home office. Outside, the level backyard offers a blank canvas for outdoor living, gardening, or play. Ideally situated within the sought-after Village of Bayberry North, this home is part of the highly regarded Appoquinimink School District and offers convenient access to parks, shopping, dining, and major commuting routes. (Square footage is estimated and should be independently verified.) Be sure to view the virtual tour and schedule your showing today!

615 Socrates St, Middletown
$649,000
VAFV2043814 MLS
Rare commercial opportunity in the heart of Middletown, ideally located directly across the street from the famous Wayside Theater and just minutes from I-81 with excellent accessibility and visibility. Zoned B-1 Commercial, this versatile property offers endless possibilities for business owners, investors, or developers seeking a unique space with flexible use options. Take advantage of the opportunity to live in or rent the attached apartment while running your business from the main portion of the home. See the attached document that outlines potential uses. The property features a beautifully maintained 1920s building full of character, including an inviting front porch, welcoming foyer, grand staircase, hardwood floors, exposed brick, and multiple decorative fireplaces that create a distinctive setting for a variety of commercial uses. The updated kitchen, numerous private rooms, and multiple bathrooms provide a functional layout well suited for professional offices, boutique retail, medical or wellness practices, hospitality, event space, or other approved commercial ventures. A significant advantage is the attached second unit, complete with its own kitchen, living area, two bedrooms, and two-and-a-half baths, offering exceptional flexibility for additional office space, employee accommodations where permitted, rental income, or complementary business operations. The configuration also allows the spaces to function independently or be integrated into one larger commercial operation. Situated on an expansive lot, the property includes a detached two-car garage with additional storage, a storage shed, abundant off-street parking, and ample outdoor space to accommodate a variety of business needs. Combining historic charm, modern updates, and valuable commercial zoning, this is a rare opportunity to establish or expand your business in a prime Middletown location with outstanding long-term investment potential.

7760 Main St, Middletown
$649,000
VAFV2043812 MLS
Exceptional investment opportunity in the heart of Middletown, directly across from the famous Wayside Theater, and conveniently located just minutes from I-81. This unique property features two attached living units, offering outstanding income potential, multigenerational living, or the flexibility to occupy one unit while generating rental income from the other. The main residence showcases the timeless charm of a 1920s home with an inviting front porch, welcoming foyer, beautiful staircase, wood floors, exposed brick, and multiple decorative fireplaces. The updated kitchen features modern cabinetry and a center island. The main unit includes two main-level bedrooms with private en-suite baths, while the upper level offers a spacious primary suite with a walk-in closet and attached bath, plus two additional bedrooms that share a hall bath. The attached second unit is fully equipped with its own kitchen, living room, two bedrooms, and two-and-a-half baths, making it ideal for long-term tenants, short-term rental opportunities (subject to local regulations), or extended family. The property's layout also provides the option to combine both units into one expansive residence if desired. Situated on a generous lot, the property includes a detached two-car garage with additional storage, a storage shed, ample off-street parking, and plenty of outdoor space. Whether you're an investor seeking strong rental potential or a buyer looking for a property with flexible living and income opportunities, this one-of-a-kind multifamily property offers exceptional value in a prime location.

7760 Main St, Middletown
$1,349,900
4 Beds ⋅ 4 Baths ⋅ MDFR2086162 MLS
To-be-Built. Set against the stunning backdrop of scenic Middletown Valley, Heritage Oak Estates is Middletown’s premier 12 lot luxury home community presented by local builder Laine Street Homes. Heritage Oak Estates offers a rare opportunity to build the estate home you've always envisioned in one of Frederick County's most desirable locations. Surrounded by rolling countryside, breathtaking mountain views, and a strong sense of community, Middletown combines small-town charm with modern convenience. Nestled on 3.78 beautiful acres, 7452 Heritage Oak Terr (Lot 4W) is a gorgeous build-ready homesite with perc approval and well installed. Advertised is the ACL4 plan which features over 4,400 finished sqft, 4 bedrooms and 3.5 baths. A spacious open concept layout is highlighted by 10' main level ceilings, a spacious kitchen with large center island and high end cabinetry, an additional prep kitchen, private office, formal dining room, morning room, private office, a stately Owner's suite w/260 sqft walk-in closet, Hardie Plank siding and full stone water table are just a few standard options in this model. Photos are of a previously built home. Builder has several different plans and many options to choose from. Contact listing agent for available plans, site details, and to explore available homesite options for your future dream home at Heritage Oak Estates!

7453 Heritage Oak Ter, Middletown
$649,000
7 Beds ⋅ 7 Baths ⋅ VAFV2043696 MLS
Single family or multi-family with an approved, attached apartment - directly across from the famous Wayside Theater! This is a rare opportunity to own prime real estate in Middletown on a beautiful, large lot. Nestled in the heart of Middletown and just minutes from I-81, this exceptional 1920s home blends timeless character with modern updates. From the inviting front porch to the welcoming foyer with its stunning staircase, you'll immediately appreciate the home's classic charm. Beautiful wood floors, exposed brick, and multiple decorative fireplaces add warmth and character throughout. The updated kitchen features modern cabinetry, a center island, and ample space for gathering. Two main-level bedrooms each offer private en-suite baths, providing flexible living arrangements. Upstairs, the spacious primary suite includes a walk-in closet and attached bath, along with two additional bedrooms that share a hall bath. A unique highlight of this property is the attached second living unit located at the rear of the home. Complete with two bedrooms, two-and-a-half baths, a full kitchen, and living room, this space offers endless possibilities. It can serve as an in-law suite, guest quarters, or be seamlessly incorporated into the main residence to significantly expand the home's living space. The property also includes a detached two-car garage with additional storage, a storage shed, abundant parking, and plenty of outdoor space to enjoy. This one-of-a-kind property offers historic charm, flexible living options, and an unbeatable location.

7760 Main St, Middletown
$1,719,900
5 Beds ⋅ 8 Baths ⋅ MDFR2086198 MLS
To-be-Built. Set against the stunning backdrop of scenic Middletown Valley, Heritage Oak Estates is a premier 12 lot luxury estate home community presented by local builder Laine Street Homes. Heritage Oak Estates offers a rare opportunity to build the estate home you've always envisioned in one of Frederick County's most desirable locations. Surrounded by rolling countryside, breathtaking mountain views, and a strong sense of community, Middletown combines small-town charm with modern convenience. Nestled on 7 beautiful acres, 3150 Bidle Rd (Lot 3E) is a gorgeous build-ready homesite with a 5BR septic approval and high yield 10gpm well already installed. Advertised is the ACL5 plan which features over 6,000 finished sqft, 5 bedrooms (including dual owner's suites), 4 full baths and 3 half baths. A spacious open concept layout is highlighted by 10' main level ceilings, a spacious kitchen with large center island and high end cabinetry, an additional prep kitchen, private office, parlor/enterainment room, formal dining room, morning room, upper level bonus room, primary suites on both main and upper levels, Hardie Plank siding and full stone water table are just a few standard options in this model. Photos are of a previously built home. Builder has several different plans and options to choose from. Contact listing agent for available plans, site details, and to explore available homesite options for your future dream home at Heritage Oak Estates!

3150 Bidle Rd, Middletown
$1,249,900
4 Beds ⋅ 4 Baths ⋅ MDFR2086098 MLS
To-be-Built. Set against the stunning backdrop of scenic Middletown Valley, Heritage Oak Estates is Middletown’s premier 12 lot luxury home community presented by local builder Laine Street Homes. Heritage Oak Estates offers a rare opportunity to build the estate home you've always envisioned in one of Frederick County's most desirable locations. Surrounded by rolling countryside, breathtaking mountain views, and a strong sense of community, Middletown combines small-town charm with modern convenience. Nestled on 4.65 beautiful acres, 3130 Bidle Rd (Lot 1E) is a gorgeous build-ready homesite that offers a perfect combination of protected woodlands and rolling pastoral landscape. Advertised is the ACL3 plan which features over 3,000 finished sqft, 4 bedrooms, 3.5 baths including a main level owner's suite. Additional standard features include a spacious open concept kitchen with large center island and high end cabinetry, beautiful 2 story foyer, morning room, private office, luxurious Owner's suite, Hardie Plank siding and full stone water table. Photos are of a home that builder recently finished in Frederick County. Builder has several different plans and many options to choose from. Contact listing agent for available plans, site details, and to explore available homesite options for your future dream home at Heritage Oak Estates!

3130 Bidle Rd, Middletown
$585,000
VAFV2043810 MLS
Exceptional commercially zoned property in the heart of Middletown, offering outstanding visibility and accessibility on a quiet one-way street just off Main Street and only minutes from I-81. Situated on a beautiful 1-acre lot, this unique property presents endless possibilities for a variety of professional, retail, office, or mixed-use applications. The flexible floor plan provides ample space to customize for your business needs, with multiple large rooms that can easily accommodate private offices, conference areas, client meeting spaces, or collaborative work environments. A convenient half bath on the main level serves customers and staff, while the upper level features additional rooms and two full bathrooms, making the property well-suited for expanded office space, live/work potential or other commercial uses. Inside, the property showcases timeless architectural details that create a distinctive and welcoming atmosphere. Beautiful hardwood floors, impressive thick moldings, custom built-ins, decorative fireplaces, and a grand entrance foyer with a stunning spiral staircase combine historic charm with professional appeal, helping your business make a lasting impression. With abundant space, flexible configuration, exceptional character, and a highly desirable location close to major transportation routes, this is a rare opportunity to establish or expand your business in one of Middletown's most convenient and recognizable locations.

2239 6th St, Middletown
$585,000
4 Beds ⋅ 3 Baths ⋅ VAFV2043690 MLS
Welcome to this stunning Circa 1872 farmhouse nestled in the heart of Middletown with a stunning view! Situated on a gorgeous 1-acre lot on a quiet one-way street just off Main Street, this spacious property offers the perfect blend of peaceful living and everyday convenience, with easy access to I-81. Zoned B1, it offers many possibilities for either residential or commercial use, including a Bed and Breakfast! (see attached document). Step inside to discover timeless character and charm, featuring gorgeous period details including thick moldings, custom built-ins, decorative fireplaces, and beautiful hardwood floors. The impressive entrance foyer, featuring a grand spiral staircase, welcomes you and creates a memorable first impression. This home is absolutely perfect for entertaining, also featuring a grand dining room and details throughout that only a home of this era can offer. The thoughtfully designed second level offers four spacious bedrooms and two full bathrooms, providing privacy for family and guests. A convenient half bath on the main level is ideal for entertaining. Complete your journey to the third story overlook and enjoy the most beautiful sunsets you can imagine in the Shenandoah Valley - read, paint, meditate, or just relax and enjoy this very unique space. This exceptional home is ready to welcome its next owner.

2239 Sixth St, Middletown
$1,150,000
4 Beds ⋅ 4 Baths ⋅ DENC2108302 MLS
Modern Luxury Meets Timeless Craftsmanship on a Private 1-Acre Estate. Welcome to this stunning custom-built luxury residence, meticulously designed to combine modern elegance, high-end finishes, and thoughtful functionality. Situated on a perfectly flat 1- acre lot, this exceptional home offers over 3,000 square feet of living space, every detail curated for comfort and sophistication. The exterior features bold black windows, James Hardie board & batten siding, premium vinyl siding, and metal roofing and architectural shingles. Car enthusiasts and hobbyists will appreciate the 800 square feet of garage space, including a 2-car turned garage and a separate 1- car front-facing garage, both featuring high ceilings and recessed lighting—perfect for storage, a workshop, or a car lift setup. The oversized, concrete front porch has beautiful rough-cut cedar posts, while a beautifully designed hardscape walkway guides you to the entrance featuring an 8-foot craftsman front door. Once inside you’ll notice the architecturally pleasing open floor plan, the 9-foot ceilings, the wide-board white oak hardwood flooring that flows throughout the main level, and the white oak railings with sleek black horizontal metal balusters that adds a modern architectural touch to the grand staircase. The main floor also boasts 8-foot craftsman-style interior doors, custom trim work, modern custom floor vents, and full recessed lighting throughout. Chef’s Dream Kitchen The heart of the home is a gourmet kitchen that redefines luxury and function. Features include 42-inch custom cabinetry with detailed crown molding and under-cabinet lighting, a hidden walk-in pantry seamlessly integrated into the cabinetry, Additional pantry cabinets with rollout drawers for effortless organization , a Custom vent hood flanked by built-in spice cabinets and a 36-inch gas range, Full quartz countertops and backsplash plus a massive quartz slab island with a farmhouse sink, Integrated microwave drawer for clean a modern convenience. Enjoy cozy evenings in the spacious living room featuring vaulted ceilings and a gas fireplace with a custom barn beam mantle. The main level features the primary bedroom as well as a second bedroom/in-law suite with access to another full bathroom and laundry room. The primary suite features a large walk-in closet and barn doors that leads into the spa-inspired bathroom. This beautiful custom bathroom features large format tiles floors, a freestanding soaking tub, a floating double vanity, and a custom tiled walk-in shower with a frameless glass door. Upstairs, discover two additional bedrooms, a full bathroom with custom tile and shower, a second laundry area, and a spacious lounge area with a half bath—perfect for a media room, playroom, or home office. Additionally, the basement is over 2000 square feet and features 9-foot ceilings, offering unlimited potential for customization. This home is the perfect blend of luxury, practicality, and custom craftsmanship—an ideal sanctuary for modern living. Whether you're entertaining, working from home, or simply relaxing, every inch of this home has been designed with lifestyle in mind.

415 Marcus Rd, Middletown