Refine Search
Sort by
$549,900
3 Beds 2 Baths VAWR2014488 MLS
Tucked away in a peaceful setting, this 3-bedroom, 2-bath home offers the perfect blend of comfort, functionality, and space both inside and out. The spacious kitchen features abundant cabinet and counter space, providing plenty of storage for everyday living, along with a brand-new dishwasher. The inviting living room is centered around a cozy gas fireplace and flows directly into a beautiful glass sunroom overlooking the backyard. The home features a fully renovated bathroom with a stylish walk-in shower, while the second full bath offers a relaxing jacuzzi tub. Downstairs, the walk-out basement provides additional living and entertaining space complete with a bar, mini fridge, and wine cooler. Step outside to the multi-level patio, ready for outdoor entertaining, relaxing, or the future addition of a hot tub, all while enjoying the peaceful surroundings. The property truly shines with its incredible detached garage space. The oversized 40' x 30' garage with 18-foot ceilings is a dream for car enthusiasts, boat owners, RV storage, hobbyists, or anyone in need of a workshop. Complete with its own power, heat, and water, the possibilities are endless. In addition, a second detached garage provides even more space for vehicles, equipment, storage, or projects and has its own electrical service as well. The property is also equipped with a whole-house generator, providing reliable backup power when needed. Recent updates give added peace of mind, including a new roof in 2023, brand-new flooring, fresh paint, updated trim and doors, a fully renovated full bathroom, refrigerator replaced in 2025, a commercial-grade dryer, Whirlpool washer, a hot water heater replaced in 2018, and recent landscaping and power washing that enhance the home's curb appeal and overall presentation. Prior to installing the new basement flooring, a moisture barrier underlayment was installed for added protection. This unique property offers the perfect combination of comfortable living, exceptional garage space, and a peaceful country setting. Enjoy the privacy and tranquility of rural living while remaining just minutes from shopping, dining, and convenient access to Route 66.

3586 Reliance Rd, Middletown

$960,000
5 Beds 4 Baths DENC2103976 MLS
Motivated sellers and a new price! Welcome to 610 Spring Hollow Drive in the highly desirable community of Parkside. Situated on one of the neighborhood's premier lots, this beautiful home combines expansive living spaces, timeless design, and a backyard setting that is truly second to none. Upgraded engineered hardwood flooring extends throughout the main level, where a thoughtfully designed floor plan balances open-concept living with defined spaces for both everyday life and formal entertaining. Just off the foyer, the formal living and dining rooms provide an elegant setting for gatherings and celebrations. At the center of the home, the dramatic two-story family room is flooded with natural light and seamlessly connects to the kitchen, creating an inviting atmosphere for family and guests alike. With 5 bedrooms and 4 full bathrooms, the layout is designed to accommodate a variety of lifestyles. A first-floor bedroom with an adjoining full bath offers exceptional flexibility for guests, multigenerational living, or a private home office. The upper level features generously sized bedrooms and a spacious loft that can easily serve as a media room, second family room, playroom, study area, or workspace. The fully finished basement adds yet another level of versatility, providing ample room for recreation, fitness, gaming, or entertaining. Offering an exceptional combination of space, functionality, and location, this remarkable Parkside home is designed to meet the needs of today's discerning buyer while providing room to grow, gather, and create lasting memories. Schedule your tour!!

610 Spring Hollow Dr, Middletown

$435,000
3 Beds 4 Baths 1004718 MLS
Welcome to Swan Village Estates conveniently located just minutes from Highways, stores and shopping. If space is what you need, this three-level , corner lot townhome offers that and more inside and out! The main level features a bright living room with plenty of natural window light followed by a dining area and a spacious eat-in kitchen with stainless steel appliances with plenty of cabinet and counter space. Slider glass doors off dining area lead to a deck where you can enjoy morning coffee from a canopy that’s overlooking an oversized backyard with a playground in place. Plenty of yard space for summer enjoyment and entertaining as this is a corner lot! A half guest bathroom completes the main level. The second level features the Primary Suite with a private bath with a tub and walk-in closet! Two additional well-sized bedrooms and a full hallway bathroom completes the second floor that is all carpeted. The finished walk-out basement provides additional space suitable for an office space for those that work remote, an exercise room or play area for the little ones. If storage is needed, it’s found in this level as well as the outdoor shed ideal for o outdoor furniture or tools. The lower level also includes the 3rd full bath for your convenience and a laundry area with a washer and dryer to avoid trips to the laundromat. New ductless units for your heating and AC needs! Conveniently located within short distance to Garnet Health, Touro Medical, shopping, major highways, and a variety of dining options. Call and book your tour today as this one will not last!

60 Peach Place, Middletown

$675,000
3 Beds 2 Baths DENC2103782 MLS
Welcome to 108 Westside Ln - Discover a rare opportunity to own a spacious custom-built ranch home perfectly situated on a stunning 0.8-acre lot backing to mature trees, offering privacy and picturesque natural views. As an added bonus, the included riding mower makes maintaining the expansive property both easy and convenient. This beautifully maintained home features 3 bedrooms, 2 full bathrooms, and an oversized 2-car garage with an extended driveway providing ample parking space for guests and everyday convenience. Step inside the foyer and immediately notice the solid oak hardwood floors that flow throughout the home. Straight ahead, the impressive great room showcases soaring vaulted ceilings and an abundance of natural sunlight, creating a bright and open atmosphere. Adjacent to the great room is the elegant formal dining room complete with crown molding and chair rail accents, perfect for entertaining. The spacious kitchen is designed for both function and style, featuring durable quartz countertops, tile flooring, recessed lighting, a center island with breakfast bar seating, and a sunny breakfast area. Just beyond, the expansive living room offers even more gathering space and features hardwood floors, chair rail molding, and a stunning tray ceiling. A dedicated home library with built-in bookshelves provides the perfect space for a home office, reading room, or a potential 4th bedroom. The luxurious primary suite includes a tray ceiling, walk-in closet, and an ensuite bath with dual vanities, a jacuzzi tub, separate shower, and private water closet. The additional bedrooms are generously sized, with one featuring two closets, and all bedrooms include ceiling fans for added comfort. Additional highlights include a spacious laundry room/mudroom combination, Anderson windows, and high ceilings throughout the home. The unfinished basement provides exceptional storage space or endless possibilities to finish and expand your living area. Combining quality craftsmanship, spacious living areas, and a serene outdoor setting, this home offers the perfect balance of comfort, elegance, and opportunity. Don’t wait, schedule your tour today before it’s too late!

108 Westside Ln, Middletown

$569,000
2 Beds 2 Baths DENC2103800 MLS
Ready to trade the "to-do" list for a "must-do" list? Welcome to 404 Paper Birch Street, nestled in the heart of the highly coveted Four Seasons at Baymont Farms. This isn't just a house; it’s your VIP pass to the best chapter of your life. From the moment you pull up, you’ll notice the pristine curb appeal that sets the tone for what’s inside. This home is designed for easy living and effortless entertaining, with a bright, airy layout that flows perfectly from the gourmet kitchen to the sun-drenched living spaces. Whether you’re hosting a wine night with new neighbors or enjoying a quiet morning coffee on the porch or deck, the vibe here is nothing short of relaxing. But let’s talk about the real star of the show: the lifestyle. At Baymont Farms, your social calendar can be as full as you want it to be. Imagine spending your afternoons lounging by the sparkling pool, getting your heart rate up on the pickleball courts, or meeting friends at the state-of-the-art clubhouse for happy hour. Between the fitness center, walking trails, and endless community events, you’ll wonder why you didn't move here sooner. Forget about spending your weekends mowing the lawn or shoveling snow that’s all taken care of. Your only job here is to enjoy the vibrant, active, and welcoming atmosphere that makes this community so special. If you’re looking for a home that feels like a year-round vacation, 404 Paper Birch Street is waiting for you. Come see what it’s like to live your best life at Baymont Farms! Professional pictures will be up on Friday

404 Paper Birch St, Middletown

$664,900
4 Beds 3 Baths DENC2103778 MLS
Brand New Quick Delivery Home - The Bethel Model with a partially finished lower level and Optional Second Floor Suite - Welcome to Summit Circle, an exclusive enclave of just fourteen homesites surrounded by beautifully landscaped open space. Situated on a spacious half-acre lot, this stunning new construction Bethel Model. This thoughtfully designed home features 4 bedrooms, 3 full baths, a versatile flex room, and a 2-car garage. The open-concept layout creates an inviting atmosphere perfect for both everyday living and entertaining. At the heart of the home, the expansive family room flows seamlessly into the dining area and kitchen, complete with maple cabinetry, stainless steel appliances, and a natural gas range. The private owner’s suite is tucked away from the secondary bedrooms for added comfort and tranquility, featuring a luxurious ensuite bath with a soaking tub, separate shower, enclosed water closet, and walk-in closet. Off the foyer, the flex room provides the ideal space for a home office, formal dining room, or den. The second-floor suite adds exceptional flexibility with an additional bedroom, full bath, and study nook — perfect for guests, multigenerational living, a private office, or creative studio space. The Partially Finished full basement offers abundant storage and endless possibilities for future finishing, whether for recreation space, a home gym, office, or guest suite. Outside, enjoy the charm of the full front porch and attractive curb appeal. Built with energy efficiency in mind, this home includes a high-efficiency natural gas furnace, Low-E windows, and the peace of mind of a 10-year new home warranty. Additional homesites and floorplans are available in this sought-after Summit Circle community.

818 Bethel Church Rd, Middletown

$305,000
2 Beds 1 Baths 1003933 MLS
*Welcome Home!* This exceptional *fully furnished and professionally designed* single-family residence is a rare turnkey opportunity, offering the perfect combination of style, comfort, convenience, and value. Beautifully updated and thoughtfully appointed, this approximately *690+/- sq. ft.* home is ready for immediate enjoyment—simply bring your personal belongings and move right in. The bright, open-concept floor plan has been designed to maximize every square foot, creating an inviting space that is both functional and welcoming. The living room features recessed lighting and flows seamlessly into a beautifully appointed kitchen complete with stylish finishes, generous counter space, a center island with seating, and a convenient breakfast area. Elegant tilework, modern fixtures, and tasteful design details create a warm, contemporary atmosphere throughout. The home offers *2 comfortable bedrooms* and *1 beautifully finished full bathroom*, along with central air conditioning, washer and dryer hookups, attractive flooring, stylish interior doors, detailed trim work, and quality moldings that add character and charm throughout. Offered *fully furnished, this home includes designer furniture, living room furnishings, bedroom sets with beds and linens, artwork, décor, and many household essentials, making it a true move-in-ready opportunity. The kitchen is equipped with stainless steel appliances, including a **smart refrigerator* and *smart gas range*, combining style with modern convenience. Step outside to enjoy a spacious side yard and backyard, offering endless possibilities for entertaining, relaxing, gardening, or creating your own private outdoor retreat. The property also features a private driveway with parking for two vehicles and attractive curb appeal. *An incredible bonus:* The sale includes *three separate tax parcels*: * Main residence * *17 Anthony Street (SBL 75-1-7)* – adjoining lot located to the left of the home * *SBL 37-5-6* – additional parcel located behind the home *Three separate parcels are included in the sale*, providing additional space, privacy, flexibility, and outstanding long-term value. Whether you're a first-time homebuyer, looking to downsize, searching for a weekend retreat, or seeking an investment opportunity, this property offers an exceptional combination of *very low property taxes, low-maintenance living, and true turnkey convenience. With total annual property taxes of approximately *$2,400 for all three parcels combined** (before any applicable STAR exemption), opportunities like this are increasingly hard to find. This is more than just a home—it's a complete package. Beautifully furnished, thoughtfully designed, and ready for its next owner, this is a rare opportunity you won't want to miss. Schedule your private showing today and discover everything this exceptional property has to offer.

15 Anthony Street, Middletown

$624,900
4 Beds 3 Baths DENC2103522 MLS
PRICE IS RIGHT! THE HOME EVERYONE WANTS BUT RARELY FINDS IN MIDDLETOWN! Better than new and in one of Middletown's most sought-after communities. Finished basement, home office, tree-lined street & move-in ready. One-year home warranty being offered by seller + 6 months HOA dues paid by seller! Welcome to this beautifully appointed 4-bedroom, 2.5-bath home nestled along a picturesque tree-lined street in the desirable Parkside community. From the inviting front porch to the expansive finished basement, this 4-years-young home is designed for both everyday living and entertaining. The stunning kitchen will become the focal point of family gatherings, and a warm and spacious living area to accommodate all of your family & friends. The kitchen includes beautiful countertops and a large island that leads to the dining area and large living room with a gas fireplace. A private home office adds convenience for remote professionals or flexible living needs. The finished lower level offers incredible versatility with ample space for a media room, recreation area, fitness space, or playroom plus unfinished storage. The basement is plumed for a future bathroom. Located within the acclaimed Appoquinimink School District and close to local amenities, this home combines charm, space, and functionality in one exceptional package. The Parkside community features a newly expanded and upgrade pool area, fitness room, tot lot, tennis court/pickle ball, and plenty of pocket parks for your enjoyment. Take a tour of this spectacular home and the beauty of Parkside!!!

649 Spring Hollow Dr, Middletown

$579,000
3 Beds 3 Baths 1003482 MLS
Welcome to 1 Parkview Dr. in beautiful Presidential Park in Middletown, NY. Located on a corner lot, this expanded raised ranch shines. Gleaming hardwood floors and spacious room size are only some if it's great features. Eat in kitchen boasts an atrium that looks out to its lovely landscaped backyard. Spend time in this space and you'll feel like you're on vacation. Beautiful inground pool is great for entertaining, and a stone patio compliments the space. Upper deck overlooks this oasis. There is a master bedroom w/walk-in closet and master bath as well as 2 more well proportioned bedrooms(hardwood floors under carpet). There's a den/office off the kitchen. Downstairs has a family room/wood burning fireplace and a game room w/walkout sliders to the backyard. Home boasts central air(2020), municipal services, whole house generator, 2 car garage and much more. Close to shopping and good commuter location.

1 Parkview Drive, Middletown

$875,000
4 Beds 6 Baths DENC2103200 MLS
Nestled in the charming community of Ashby's Place, this exquisite traditional home, built in 2015, offers a perfect blend of luxury and comfort. With its stunning stone and vinyl siding exterior, this detached residence exudes curb appeal and invites you to explore the elegant interiors. Step inside to discover a thoughtfully designed layout that boasts four spacious bedrooms and five and a half bathrooms, ensuring ample space for relaxation and privacy. The heart of the home is the gourmet kitchen, featuring high-end appliances including a double wall oven, a built-in microwave, and a sleek cook top. The expansive kitchen island serves as a focal point for gatherings, while the adjacent breakfast area provides a cozy spot for casual dining. A generous pantry ensures that all your culinary needs are met, making this kitchen a chef's dream. The formal dining room, adorned with crown moldings and recessed lighting, sets the stage for memorable dinner parties, while the inviting living area, complete with a gas fireplace framed by glass doors, creates a warm ambiance for cozy evenings at home. The main level also features a convenient laundry area, enhancing the home's functionality. Retreat to the primary suite, where luxury meets tranquility. This spacious haven includes a walk-in closet and a lavish en-suite bathroom, complete with a soaking tub and a walk-in shower, providing a spa-like experience right at home. The fully finished basement, with interior access and natural light from windows, presents endless possibilities for entertainment or relaxation, while the high-efficiency water heater and energy-efficient windows contribute to a sustainable lifestyle. Outside, the property is enhanced by sidewalks and street lights, creating a welcoming neighborhood atmosphere. The attached two-car garage, with side entry and a concrete driveway, provides convenience and ample parking. This home is not just a residence; it's a lifestyle. With its luxurious features and thoughtful design, it offers a sanctuary where comfort meets elegance. Experience the perfect blend of modern living and timeless charm in this exceptional property.

807 Ashby Dr, Middletown

$624,999
5 Beds 3 Baths DENC2102882 MLS
Welcome to luxury living in Brighton—why wait for new construction when you can move right into this stunning, never-lived-in home that is only 9 months young? The seller built this as their dream home and is reluctantly offering this beautifully upgraded home situated on a premium corner lot with open space views. From the charming front porch—perfect for morning coffee or evening relaxation—to the thoughtfully selected upgrades throughout, this home truly stands out from the rest. Step inside and immediately notice the gorgeous luxury vinyl plank flooring that flows seamlessly throughout both the first and second floors, creating a clean, upscale feel throughout the home. The open-concept layout is ideal for both everyday living and entertaining, connecting the dining area, spacious family room, and designer kitchen into one inviting gathering space. The gourmet kitchen is the true centerpiece of the home, featuring stainless steel appliances, gas cooking, wall ovens, a built-in microwave, custom hood vent, tiled backsplash, under-cabinet lighting, pantry, and a large accent island with seating overhang. Staggered cabinetry with crown molding adds an elevated custom touch that buyers will appreciate. The first floor also offers a full bedroom and full bathroom, creating the perfect setup for guests, multi-generational living, or a private home office. Hardwood stairs lead to the second level where you’ll find the luxurious primary suite complete with a spacious walk-in closet and spa-inspired bath featuring tiled flooring, dual vanities, black accent fixtures, water closet, and a beautifully tiled glass-enclosed shower. Three additional generously sized bedrooms, a hall bath with double sinks and tiled flooring, plus a convenient second-floor laundry room complete the upper level. The unfinished basement provides endless possibilities for future living space, recreation, fitness, or storage. Additional notable features include recessed lighting throughout every room, 9-foot ceilings on both the first and second floors, a two-car garage with opener, and a built-in electronic media cabinet designed to neatly conceal TV wiring in the family room. Located in the highly desirable Brighton community in Middletown, residents enjoy luxury-style homes, open green spaces, sidewalks, and a convenient location near Route 1, Route 301, and Route 13—making commuting to Wilmington, Newark, Dover, Philadelphia, and beyond incredibly accessible. Shopping, dining, healthcare, and entertainment are all just minutes away, along with access to the highly regarded Appoquinimink School District. This is a rare opportunity to own a nearly new, fully upgraded home without the wait of new construction. Schedule your private showing today—you will not be disappointed.

901 Ericcson Ln, Middletown

$600,000
3 Beds 3 Baths 996639 MLS
Experience modern living in this newly built 3-bedroom, 2.5-bath home designed with comfort and style in mind. Featuring an open floor plan with soaring 10-foot ceilings, this home offers spacious living and entertaining areas filled with natural light. The gourmet kitchen boasts granite countertops, stainless steel appliances, and ample cabinetry, all flowing seamlessly into the main living space. Luxury vinyl flooring adds both elegance and durability throughout. The second-floor primary suite serves as a private retreat featuring a spacious walk-in closet and beautifully appointed en-suite bath. A convenient first-floor laundry/mud room adds everyday functionality, while the high-end finishes and thoughtful design make this home truly move-in ready. Ideally located for commuters with easy access to major highways, shopping, restaurants, and medical facilities, this property combines luxury, convenience, and modern appeal.

81 Silver Lake Sctn Road, Middletown

$589,000
3 Beds 3 Baths DENC2103644 MLS
The home is BACK ON THE MARKET with no concerns about the property or the seller, Stunning property available in the much sought after 55+ community of The Ponds at Bayberry. An opportunity to own this beautiful home for a fraction of new construction costs with upgrades and it is competitively priced for sale. A beautiful lot that is professionally landscaped with an underground irrigation system. This expanded ranch offers 2-3 spacious bedrooms on the main level with two full upgraded baths. The spacious primary suite is your personal retreat, with an ensuite bath and large walk-in closet. A bright second bedroom has ample closet space and a third bonus room that's currently being used as an office, is easily converted to a third bedroom with its large window and spacious closet. A fabulous gourmet chef's kitchen with an electric cook top, vented range hood, upgraded cabinetry with soft close drawers, pull out drawers, beautiful granite with counter seating, upgraded stainless appliances. Featuring an open floor plan. Luxury vinyl plank flooring throughout the main living areas including the large foyer and dining area. The bedrooms are carpeted. Step out onto the expansive deck with a motorized retractable awning that is perfect for the absolutely gorgeous sunsets (facing west) and peaceful evenings. A conveniently located mud room with newer washer and dryer leads to a full two-car garage with painted floor. Full daylight basement with 9ft ceilings and an HVAC split that provides heating and cooling as required. The basement has been partially finished and dry walled with two work benches and lighting for the hobby enthusiast; it is just waiting for your finishing touches. This 55+ resort-style community offers luxury amenities for a low monthly HOA fee that includes landscaping, snow plowing and trash removal. There is an outdoor heated pool, pickle ball courts, tennis courts, bocce courts, and walking trails. Inside the large 10,000 sq ft clubhouse features a large community room, bar, fitness room, exercise room, billiards room, meeting rooms and a large patio overlooking one of the large outdoor ponds with a fire pit. There is an active social scene full of activities for many interests.

2753 Van Cliburn Cir, Middletown

$439,000
4 Beds 3 Baths PADA2060108 MLS
Welcome to the kind of newer home that makes everyday life feel easy: coffee by the gas fireplace, work tucked into a convenient first-floor office, dinner moving from the kitchen to the back patio, and evenings outside in a fenced, usable backyard ready for grilling, gardening, relaxing, or a very happy dog with main-character energy. Built in 2021 by CB Burkholder Inc., this Quail model in Woodland Hills has that clean, newer-construction feel, plus smart upgrades already handled. The main level is bright and open, with LVP flooring throughout, an upgraded LVP staircase, a comfortable living room, powder room, main-level laundry, and a kitchen with island, granite countertops, stainless steel appliances, electric flattop stove, and window treatments already installed for you. Upstairs, the bedroom level is carpeted and comfortable. The owner’s suite includes a ceiling fan, walk-in closet, private bath with double sinks, huge linen closet, walk-in shower, and an upgraded glass shower door. Three additional bedrooms and a full hall bath give you space for guests, work, hobbies, or simply not making every room audition for seven different roles. The backyard is a real win: fenced, level, and actually usable, which is not always a given. The gas line is already extended to the back patio, so the grill setup is halfway there before you even unpack. Add a few chairs, some plants, maybe a fire pit, and suddenly “we have food at home” sounds less like a threat. The full basement gives you even more room to work with, including poured concrete walls, an egress window, sump pump, radon mitigation system, water treatment system added in 2022, and rough-ins already paid for and ready for a future bathroom. Additional practical wins include a 2-car garage, driveway parking for 2–4 cars, attic storage, natural gas heat, central air, underground electric, blinds throughout the home, and a water softener added in October 2022. Woodland Hills has the neighborhood feel people hope for: sidewalks, low traffic, speed bumps, friendly neighbors, plenty of walkers, and a planned walking trail in the next couple of years. You are close to Hershey without relying on 322, close to the airport without hearing planes all day, and close to daily conveniences without feeling boxed in. Newer construction, smart upgrades, a great yard, and a location that makes sense. Come see it before someone else snags it!

191 Magnolia Dr, Middletown

$1,150,000
4 Beds 4 Baths MDFR2082574 MLS
Carefully reimagined between 2018 and 2021, this historic Main Street home now lives like a luxury boutique retreat hidden in the heart of Middletown — complete with a secret speakeasy concealed behind a swinging bookshelf, a breathtaking custom kitchen addition, and a covered courtyard entertaining area anchored by a stunning stone fireplace. Rich in history yet thoughtfully transformed for modern luxury living, this extraordinary four-bedroom residence with dedicated office space blends timeless craftsmanship with sophisticated design rarely found in historic homes. Perched above historic Main Street with sunset views toward South Mountain, the home showcases soaring ceilings, original architectural details, custom Mennonite-crafted millwork, designer Circa lighting, and extensive infrastructure updates throughout. At the heart of the home is the stunning kitchen addition featuring exposed historic brick, dramatic steel scissor-beam trusses, handcrafted cabinetry, quartz perimeter counters, granite center island, GE Monogram appliances, farmhouse sink, induction cooktop, and a dramatic picture window overlooking the beautifully landscaped courtyard and covered side porch. The original kitchen was transformed into a spacious dining room, creating exceptional flow for entertaining while preserving the home’s historic character. Outdoor living spaces feel like an extension of the home itself with stamped concrete, custom stone fireplace, a covered entertaining area, integrated storage, and beautifully landscaped gathering spaces designed for both intimate evenings and large-scale entertaining. The front parlor was transformed into a stunning library with built-in shelving, restored historic shutters, statement lighting, and the hidden swinging bookshelf leading to the speakeasy featuring a solid wood bar, wet bar, beverage refrigerator, custom ceiling paneling, and dramatic finishes. The family room was created by opening two original parlors and is crowned by a dramatic bay window that floods the space with natural light. Upstairs, the home offers two primary suites along with spacious secondary bedrooms featuring exceptional flexibility, including a custom Murphy bed/work table system and built-in bay window seating. A dedicated office conceals a hidden opening into an untouched portion of the original home, creating a fascinating preserved time capsule rarely found in homes of this era. A covered upper porch overlooks the courtyard below, while the redesigned laundry room introduces marble countertops, statement lighting, and additional storage. The finished attic was transformed into a truly unique owner’s retreat featuring reclaimed oak flooring, exposed brick chimneys, preserved historic wall surfaces, dressing room, laundry chute, separate staircase access, and a spa-inspired bath with a hidden Japanese-inspired Ofuro soaking tub room. Infrastructure improvements include dedicated high-end Carrier HVAC systems with hospital-grade filtration and smart thermostats, radiant heated floors, replaced electrical systems in 2020, updated copper plumbing, Japanese toilets, hand-tooled standing seam metal roof, replacement gutters, energy-efficient wooden sash windows, composite porch decking, central vacuum, Sonos integration, and extensive custom woodworking throughout. Stretching from Main Street to West Green Street, the property also includes a subdivided, buildable rear lot. The purchaser of 19 E Main Street will have first right of refusal on the lot, which is also available separately, creating a rare opportunity for future expansion or investment in the heart of Middletown. Located on one of Maryland’s historic designated Main Streets, just steps from Middletown’s restaurants, library, shops, parks, & sought-after schools, this extraordinary residence offers a lifestyle as rare as the home itself. Owned by only three families in 100+ years, this one-of-a-kind home blends history, luxury, & craftsmanship.

19 E Main St, Middletown

$429,500
4 Beds 3 Baths PADA2060296 MLS
Rarely does a property offer this much versatility, whether you're a multigenerational family, an investor, or simply someone who wants room to spread out, 105 Oak Hill Drive delivers two fully functional homes on one spacious corner lot. The main residence is a classic Cape Cod brimming with character and move-in ready condition. Featuring 3 bedrooms, 1.5 baths, it includes a large upstairs den that works beautifully as a bedroom or home office, the layout is both flexible and functional. Enjoy a welcoming living room, a separate dining area, and an eat-in kitchen. The crown jewel of this property is the fully renovated detached ranch-style home, now featuring a brand-new mini-split HVAC system, updated throughout, and completely move-in ready. With its own bedroom and bathroom, this second dwelling is perfect as an in-law suite, a private residence, or a rental unit generating immediate income. It also offers a spacious bathroom with a walk-in shower. Additional highlights include new appliances, a large two-car detached garage with a loft, and a rear storage/workshop — all set on a generous corner lot with mature trees and lush yard space. The possibilities here are truly unique: live in the main house and rent the ranch for passive income, house multiple generations under one address while maintaining privacy, or use the entire property as a compound. All of this in an established Middletown neighborhood close to schools, shopping, and major commuter routes. This is not just a home, it's an investment in flexibility, family, and lifestyle.

105 Oak Hill Dr, Middletown

$799,999
4 Beds 3 Baths 999740 MLS
New Construction LUXURY HOME in Valley Central Schools outside of SCOTCHTOWN! "Choose Your Finishes" on this Stunning 3,000 sq. ft. modern Colonial privately set atop a scenic 5-acre wooded lot offering privacy and natural beauty. Conveniently located 5-10 minutes to Middletown, Pine Bush, and Montgomery. The main level features a spacious open-concept floor plan with 9-foot ceilings, hardwood floors, formal living and family rooms, fireplace, formal dining room, breakfast area, powder room, and access to a large rear deck. The designer kitchen showcases an oversized 8-foot seated island, quartz countertops, under-cabinet lighting, soft-close plywood cabinetry, black stainless steel appliances, tile flooring, and pantry. The upper level offers 4 bedrooms plus a private office. The luxurious primary suite features vaulted ceilings, a spa-inspired bathroom with soaking tub, and a walk-in closet. The full walkout basement provides an additional 1,100 sq. ft. of unfinished space with endless possibilities. Built with superior craftsmanship and energy efficiency in mind, including spray foam insulation, Andersen windows, on-demand hot water, and attached 2-car garage. **EARLY BIRD DISCOUNT PRICE** Qualifying Details to be provided.

TBD Brook Road, Middletown

$399,900
3 Beds 3 Baths 1001539 MLS
Privately set in a quiet and intimate four-unit HOA community, this bright and welcoming home offers comfort, space, and convenience throughout. An open foyer leads into the updated kitchen featuring Quartz/Quartzite countertops, crisp white cabinetry, and ample storage. Natural light pours into the spacious dining and living areas, highlighted by beautiful flooring and a large closet ideal for pantry use. A much needed half-bath completes the main level. Step outside onto the updated deck, perfect for summer barbecues and outdoor entertaining. Upstairs, you'll find three generously sized bedrooms and two full bathrooms. The primary suite comfortably accommodates a king-size bed and features a walk-in closet with built-in shelving, along with a private ensuite bath. Two additional bedrooms offer oversized closets and share a well-appointed full bath. A conveniently located second-floor washer and dryer add to the home’s functionality, while stylish flooring continues throughout the upper level. The spacious unfinished basement provides excellent storage potential. Additional highlights include a one-car garage and an expansive parking area that can accommodate 10+ vehicles. The monthly HOA fee of $450 includes insurance, exterior maintenance, snow removal, lawn care, and trash service. Located in the highly regarded Minisink Valley Central School District, this home combines privacy, practicality, and low-maintenance living. Schedule your showing today!

568 County Route 49 Unit #2C, Middletown

$538,900
3 Beds 2 Baths DENC2103386 MLS
HUGE PRICE DROP!!! MOTIVATED SELLER!! BRING YOUR OFFERS!!!! ONE ACRE!!!!!! UPDATED!!! MOVE IN READY!!! Completely renovated from top to bottom, this stunning home is truly move-in ready and packed with major upgrades! Featuring smart home appliances, a brand new septic tank, newer roof, and new HVAC system, this home offers peace of mind along with modern style and comfort. Inside, you’ll find an updated kitchen with beautiful finishes, renovated bathrooms, and a spacious layout designed for both everyday living and entertaining. The fully finished basement adds incredible additional living space perfect for a family room, game room, home gym, office, or guest area. Outside, enjoy a huge yard with endless possibilities — and with no HOA, you have the freedom to truly make the space your own. Whether you dream of adding a pool, detached garage, garden, outdoor entertaining area, or simply want room to spread out, the options are endless. Located in a great neighborhood with convenient access to local amenities, this beautifully updated home combines charm, functionality, and major value all in one package.

305 White Pine Dr, Middletown

$635,000
3 Beds 3 Baths 999526 MLS
Charming Farmhouse Retreat on 2.9 Acres! Nestled on a quiet country road in the Town of Greenville and located within the desirable Minisink Valley Central School District. This beautiful farmhouse-style home offers the perfect blend of comfort, charm, and country living. Inviting home features 3 bedrooms and 2.5 baths with attractive Pergo wood flooring throughout the downstairs, while upstairs offers comfortable carpeting. Step up onto the welcoming covered wrap-around porch and enter through lovely double front doors into a foyer with an impressive cathedral ceiling. The farmhouse kitchen is both stylish and functional, featuring all stainless-steel appliances, granite countertops, and a large center island perfect for gathering with family and friends. The open floor plan leads to a dining area off the kitchen with a stunning bay window looking out onto the beautiful property and sliding glass doors that open to the wrap-around porch; creating a wonderful indoor-outdoor flow. Relax in the spacious living room featuring a cozy gas fireplace - the perfect spot to unwind. The 20x20 bonus room, also with pergo flooring, located above the attached 18x20 garage hosts its own separate entrance and bright airy windows with plenty of natural light; perfect for a potential mother daughter suite. The home includes plenty of storage with a detached one car garage, 18x20 attached garage, easily accessible full attic and 5ft walkable crawl space that is the length of the house and accessible from the kitchen. Peaceful surroundings, charming details, and plenty of room to enjoy country living make this home one you won't want to miss. A must-see property!

5 Decker Drive, Middletown

$479,000
3 Beds 3 Baths 977631 MLS
Spacious and charming 3-bedroom, 2.5-bath home featuring a welcoming wraparound porch and an abundance of living space throughout. The main level offers an entry foyer, living room, formal dining room, kitchen, family room, den, powder room, and laundry room. Upstairs features a primary bedroom with private bath, two additional bedrooms, and a full hall bathroom. The walk-up third level offers convenient storage space. Bathrooms and kitchen blend modern convenience with classic character, while hardwood floors run throughout much of the home. Additional features include a 2-car garage with driveway parking and a spacious yard. Convenient commuter location with easy access to the Metro-North Railroad and ShortLine Bus. Enjoy nearby dining, shopping, parks, golf courses, and close proximity to Garnet Health Medical Center, Touro College of Osteopathic Medicine, and SUNY Orange. Perfect for those seeking both living and workspace flexibility, this home offers endless possibilities to fit a variety of lifestyles and needs. Don’t miss this unique opportunity!

217-219 Highland Avenue, Middletown

$2,500,000
4 Beds 5 Baths MDFR2082166 MLS
Experience the flow of space and harmony a private 5-acre sanctuary where mid-century soul meets meticulous architectural restoration. Set among park-like grounds and hundreds of flowering trees, this retreat-like residence is wrapped by protected conservation land on two sides, delivering incomparable privacy and a serene stage for entertaining, work, and retreat. From the views of Middletown Valley and South Mountain to 1960s design roots, to modern comfort, the home embodies seclusion without sacrificing accessibility. At the heart of the living spaces, a grand fireplace anchors the flow, guiding the eye and gathering rooms into a seamless continuum. The layout invites conversations to drift from indoor to outdoor and back again, with spaces merging around this warm, sculptural anchor. From Kentucky pink sandstone and cedar exteriors to warm interior touches—wood floors, custom concrete sinks, maple doors and trim, and a well-organized mudroom and laundry area—every surface speaks to craft and longevity. On the main level the Center Room is designed for living and entertaining. It is enriched by commissioned art, beautiful Kentucky sandstone fireplace and huge windows that look out over the Middletown Valley. A wrap around deck allows transition from the indoors to out, with just a few footsteps. A dedicated library with custom maple shelving creates a quiet, sunlit mezzanine of ideas—is a perfect retreat for reading, group study, or inspiration. The stunning kitchen was designed in collaboration with local architect, Clyde Burger. The two 12’ long walnut islands and all the kitchen cabinetry is hand-built Mennonite woodwork. The work surfaces are polished concrete, and the built-in appliances are professional grade. A kitchen lounge houses built-in cabinetry and encourages family and social time as meals are prepared and enjoyed. An 18-foot NanaWall opens to dissolve the boundary between inside and outdoor. The main level laundry has clean lines, beautiful carpentry, wonderful hand built floating shelves, custom concrete surfaces and sink as well as a wet floor and direct access to the decks and yard. The mudroom and powder room also feature custom cabinetry and specially designed features, such as the concrete sink and the floating concrete benches. The primary suite is un-filled, architectural artistry with an imported floor, two walk-in closets (one cedar-lined), and a bath featuring terrazzo floors and a standout view. Two en-suite bedrooms, renovated December 2025, have wood floors with custom Navajo-inspired wood inlays. Commissioned furnishings fill of the rooms and both enjoy nature views. The lower-level spaces are also remarkable. The second grand room has a vibrant MCM fireplace and is ideal for family activities, mediation or intimate gatherings. The windows showcase the valley view, and the doors open directly to the saltwater pool. Two private rooms are ready to use as bedrooms or office spaces. The full bathroom also has a custom concrete vanity and floor and warm cork tiling. This wing of the lower-level embraces angles and has built floating shelves in the lower library. Additionally, this level offers a bright, versatile studio providing space for creativity of all types—art, writing, design, or restorative projects— to inspire and nurture imagination. The exterior grounds are a living landscape. The 5-acre parcel unfolds as a natural paradise with park-like landscaping and hundreds of flowering trees seen from every window. The long drive lined with light poles and the parking area edged by planters sets a welcoming tone as you approach the home. A multi-level Brazilian hardwood deck overlooks a heated saltwater pool; a detached barn houses a traditional Scandinavian sauna and a lounge for year-round wellness. The homes systems are wellness-oriented including geothermal HVAC, a brand-new roof with a 50-year warranty, a multi-stage water softening system.

9237 Frostown Rd, Middletown

$1,185,000
4 Beds 4 Baths MDFR2082170 MLS
HOME TO BE BUILT - Don't miss the final opportunity to build your custom home! Experience the breathtaking mountain views and modern luxury in this stunning new construction home to be built by Grossnickle Construction, nestled in the heart of Middletown Valley. This thoughtfully designed 4-bedroom, 3.5 bath home offers the perfect blend of elegance, comfort and functionality. Step inside to discover an open concept floor plan featuring spacious living areas, abundant natural light and high-end finishes throughout. The gourmet kitchen will impress with premium cabinetry, quartz countertops, oversized island and seamless flow into the dining and family rooms - perfect for entertaining or everyday living. Conveniently located near charming downtown Middletown, parks and commuter route, this exceptional to be built home offers the rare opportunity to personalize your dream home.

5901 Cloudberry Ct, Middletown

$399,900
3 Beds 1 Baths 997491 MLS
Rare Opportunity to Live and Work under the same roof. Save money and time in buying this beautiful 1800’s Colonial Home in a very sought after area of Middletown. This Timeless Elegant home features Gorgeous wide Plank Flooring, beautiful Staircase and Rocking Chair Porches. This Charming home is Great for a professional I.E Accountant, Attorney, Real Estate Professional ETC This wonderful home features a spacious Private office with a separate entrance to meet with your clients or guests. The open floor plan features a Living Rm, Proposed Kitchen area, and bedroom on the first floor. Second Level offers 2 large Bedrooms and a Full Bathroom. 3 Attic areas. Full Basement. Detach large Garage. Central Air Conditioning. Great Visibility. Corner Lot. Walking Distance to all the wonderful restaurants and shops in downtown Middletown. This Home is a Great Opportunity and Convivence to Work and Live under one Roof. MUST SEE !! ****OWNER FINANCING AVAILABLE****

47 Wickham Avenue Unit #45, Middletown

$1,750,000
3 Beds 4 Baths 997421 MLS
At 1,070 feet atop the Shawangunk Ridge, the view is the first thing that gets you. A sweeping panorama of valleys, ridgelines, and endless sky that shifts by the hour and somehow never stops feeling dramatic. It’s the kind of setting that instantly slows your pulse. The approach sets the tone: steep dark gables, a gated entry, and a herringbone brick courtyard leading to double doors tucked beneath a soaring archway. Equal parts mountain retreat and architectural statement. Inside, the home opens fully to the landscape. Cathedral ceilings, whitewashed oak floors, and a wood-burning fireplace anchor the main living space, while oversized windows and wide sliders frame the valley beyond like living artwork. The kitchen pairs deep navy cabinetry with quartz counters, a farmhouse sink, skylights overhead, and direct access to the deck for seamless indoor-outdoor living. The first-floor primary suite feels intentionally tucked away, complete with its own private deck, generous walk-in closet, and spa-like bath featuring a soaking tub, double oak vanity, and walk-in rain shower. Upstairs, a glass-lined catwalk connects two guest bedrooms and a shared full bath. The lower level is designed for gathering and unwinding after a day outside, with polished concrete floors, a wet bar, full bath, and flexible bonus spaces that open directly to the pool area — equally suited for summer weekends or year-round hosting. Outside, the heated saltwater infinity pool and spa sit right at the mountain’s edge, alongside an outdoor shower, fire pit, playground, and surprisingly usable yard space — a rare combination of dramatic setting and everyday livability. Just minutes from outdoor destinations like Bashakill Wildlife Preserve, Sam’s Point, and Middletown conveniences like NJ Transit, and roughly 75 minutes from the George Washington Bridge, this gem is a true escape without sacrificing accessibility. Move-in ready with proven rental history and undeniable presence. A one-of-one ridge-top retreat.

704 Mountain Road, Middletown

$494,500
3 Beds 2 Baths DENC2102684 MLS
Fantastic opportunity in one of the best 55+ communities in the area. Spring Arbor is in the heart of Middletown where you can walk to the movies! This 2025 sf Brooks model is an incredible value and one of only 6 of that model that were built in the community. THREE bedrooms, and two full baths, spacious entry with extra wide hallways, tall ceilings and a tray ceiling in the primary suite. Situated on a corner lot facing open space, it boasts a beautiful 13x13 sunroom addition and pavered patio, giant kitchen island, open layout and loads of closet space. Relax on the beautiful front porch and enjoy the wildlife and birds in the open space. No worries about weather with a huge TWO car garage to keep you dry in any season. Spring Arbor has an amazing state of the art clubhouse and pool. All appliances included - nothing to do but move in and enjoy! Come see why this is an incredible place to live!!

3 Espalier Ln, Middletown

$555,000
5 Beds 3 Baths 994440 MLS
3 PRIVATE ACRES + ULTIMATE VERSATILITY + POSSIBLE INCOME POTENTIAL = A RARE MIDDLETOWN OPPORTUNITY Set on 3 serene, wooded acres, this beautifully maintained raised ranch offers an expansive 2,202 sq. ft. of living space designed with a unique, highly adaptable layout that can help with your financial goals or adapt to your lifestyle. The main level features a bright open-concept main floor with gorgeous hardwood flooring and a seamless flow. The updated kitchen is a home chef's dream, appointed with granite countertops and stainless steel appliances. This level hosts three comfortably sized bedrooms, including a primary suite complete with a walk-in closet and ensuite bathroom. The lower level is a legal 2-bedroom apartment with endless options. The fully finished lower level expands your options immensely. Featuring a seperate entrance, kitchen, 2-additional bedrooms, living room, and bathroom - this legally compliant space offers incredible flexibility. It's perfectly set-up for you to earn an income to offset your mortgage or for a variety of other uses such as multi-generational living, the ultimate entertainment area, guest wing, massive home office, studio, gym space, or whatever fits your needs and imagination. TURN-KEY AND HIGH VALUE- the sellers have already taken care of the major expenses so you don't have to. Enjoy peace of mind with the newer roof, addition of a new Rehem water system, and a redone driveway. Rounding out the property is a large heated 2-car garage - perfect for a personal workshop or storage area. Combining total privacy, recent updates, and an adaptable footprint that can earn you some money or scales with your family, this property is a must-see. Schedule your private tour today.

29 Murray Road, Middletown

board logo

© 2026 TReND. All Rights Reserved.
The data relating to real estate for sale on this website appears in part through the TReND Internet Data Exchange (IDX) program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Real Broker NY LLC participates, and is provided by TReND through a licensing agreement. Real estate listings held by brokerage firms other than Real Broker NY LLC are marked with the IDX icon and detailed information about each listing includes the name of the listing broker.
All information provided is deemed reliable but is not guaranteed. Some properties which appear for sale on this website may no longer be available because they are under contract, have sold or are no longer being offered for sale. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.