Refine Search
Sort by
$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

$575,000
3 Beds 3 Baths 1003208 MLS
For Sale: Income-Producing Mixed-Use Building in Prime Downtown Middletown Take advantage of this exceptional opportunity to own a versatile, income-generating property in the heart of Downtown Middletown—an up-and-coming city with a pro-business government and strong growth potential. Property Overview: First Floor: Spacious 2,000 sq. ft. commercial space, currently used as a retail store, office, and storage area, plus a large multi-purpose room perfect for meetings, events, or classes Includes a full bathroom, retail front entrance, and private rear access Flexible layout offers potential for multiple businesses or tenants Second Floor: Two fully rented residential apartments: One large 2-bedroom unit One spacious 1-bedroom unit Each with its own kitchen, living room, and full bathroom Approx. 800 sq. ft. per unit Private Parking Lot: Rear parking accommodates up to 5 vehicles Unbeatable Downtown Location: Just steps from City Hall, the NYC bus terminal, the public library, restaurants, shops, and more—this location provides outstanding visibility and walkability for both commercial and residential tenants.

20 John Street, Middletown

$185,000
DENC2103544 MLS
Investor or Real Estate Developer alert! Here's your opportunity to build a residential project in downtown Middletown, DE between N Broad Street and N Cass Street. The seller is offering two neighboring lots as a package deal (20 W Lockwood and 18 W Lockwood). The seller is providing a plan set to build a new set of twin homes on the lots. The plan is available in the disclosure section of Bright or by request. These lots currently contain twin homes that are in a state of disrepair. Buyer will likely need to demolish and remove the current structure. Do not attempt to enter these buildings under any circumstances. The existing structure will likely need to be torn down and all debris removed from the property. Seller will accept cash or construction financing only. Buyer is responsible for verification of school, town and property taxes. Buyer will also be responsible for obtaining any/all required permits and verifying the validity of the current plan if they choose to use it.

20 W Lockwood St, 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
PADA2060310 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

$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

$105,000
3 Beds 2 Baths PADA2060274 MLS
Price adjustment just in time for you! Looking for the ease of single-level living? This inviting 3-bedroom, 2-bath home offers a fantastic open-concept layout featuring a spacious living room, kitchen, and family room with a cozy fireplace. Updated modern bathrooms add style and comfort, while the wraparound deck is perfect for enjoying the upcoming summer season and outdoor entertaining. The home is well lived in and and enjoyed. It is temporarily occupied by multiple families, resulting in additional personal items throughout the home. Please look beyond the current appearance of overabundance and appreciate the home’s true potential! Shopping plaza and public transportation are a stones throw away. Harborton Estates requires application and approval for ground rental.

320 Caravan Ct, 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

$2,500,000
MDFR2082478 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

$95,000
3 Beds 2 Baths PADA2060100 MLS
Welcome to this 3-bedroom, 2-bath mobile home in Little Hollywood Mobile Home Park in Middletown, offering 1,792 sq. ft. of comfortable living space and an unbeatable combination of style, space, and affordability. Enjoy low-maintenance living with a monthly lot rent of just $465, which includes water, sewer, trash, and snow removal. Step inside to find a bright and inviting open-concept layout designed for everyday living and entertaining. The spacious kitchen features vaulted ceilings, a breakfast area, breakfast bar, gas range, and seamless flow into the cozy family room with a fireplace. A separate formal living room welcomes you at the entrance, providing additional space to relax or entertain. The home offers three generously sized bedrooms with ample closet space, including a private primary suite with a full bath. A separate laundry room adds convenience to daily living. Outside, unwind on the private deck complete with a privacy wall, perfect for relaxing or enjoying quiet evenings. Additional highlights include a large storage shed for extra storage needs and a paved driveway with two dedicated off-street parking spaces. This home is just minutes from shopping, dining, schools, and major highways including I-83 and Route 283, making commuting a breeze.

76 Mic Nan Dr, Middletown

$599,000
10 Beds 4 Baths 997729 MLS
Welcome to this beautiful two-family home located on E Main Street! Perfect for owner-occupants, investors, or extended family living, this spacious property offers incredible flexibility and charm. One unit features 6 bedrooms, while the second unit offers 4 bedrooms, providing plenty of spac. Both units have separate front and side entrances for added privacy and convenience. The property sits on a beautifully maintained lot with lush landscaping, mature trees, and exceptional curb appeal. Additional features include two large parking areas, a detached two-car garage, and plenty of outdoor space to enjoy. Conveniently located near shopping, schools, restaurants, and major highways, this home offers both comfort and accessibility. Whether you are looking for an investment opportunity or a place to keep your extended family together, this property is truly a must-see!

317 E Main Street Unit #309, 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

$425,000
3 Beds 3 Baths DENC2102872 MLS
Welcome to 546 Canal Drive in the desirable Canal View at Crosslands community! This spacious 3-bedroom, 2.5-bath townhome offers approximately 2,650 sq ft of well-designed living space with room to spread out and enjoy. The main level features an open-concept layout with beautiful hardwood floors, creating a warm and inviting atmosphere perfect for everyday living and entertaining. The kitchen flows seamlessly into the dining and living areas, offering great functionality and natural flow throughout the home. Upstairs, the large primary suite includes a walk-in closet and a private full bathroom complete with a soaking tub and separate shower. Two additional generously sized bedrooms and another full bathroom complete the upper level. The lower level offers a spacious bonus room, ideal for a second living area, home office, gym, playroom, or media space, providing flexibility to fit your lifestyle needs. Conveniently located near shopping, dining, parks, and major commuter routes, this home offers comfort, space, and convenience in one of Middletown’s sought-after communities. Schedule your private tour today!

546 Canal Dr, Middletown

$585,000
4 Beds 4 Baths DENC2102134 MLS
Advantages of this Town House: Advantages of This Townhome: Main-Level In-Law Suite / Spacious Deck / Bright Sunroom / Private Patio / Desirable Corner Lot Location. Welcome to beautiful Townhome 211 Douglas Way Middletown, DE 19709. This beautifully maintained 4-bedroom, 3 and half bath townhome located in the highly desirable Middletown Reserve community of Middletown, Delaware. Built in 2023, this modern residence offers approximately 2,650 square feet of thoughtfully designed living space, blending comfort, functionality, and contemporary style. The home features a bright open-concept main level with abundant natural light, a spacious living and dining area, and a well-appointed kitchen designed for both everyday living and entertaining. The main floor includes an in-law suite / elders’ suite featuring a walk-in accessible bath. This layout is specifically designed for the convenience of elders, supporting comfortable multigenerational living. The 2nd Floor of home boasts a bright open-concept main level with abundant natural light and a well-appointed kitchen. The third floor offers three well-sized bedrooms, including a comfortable primary suite with a private en-suite bath and generous closet space. The additional bedrooms are ideal for family, guests, or a home office setup. A standout feature of this home is the finished lower-level space, offering excellent flexibility for an in-law suite / elders’ suite, with enhanced privacy and convenience. The home also includes a walk-in accessible bath, supporting multigenerational living. Outdoor living is enhanced with a beautifully constructed patio, perfect for relaxing or entertaining, along with a deck connected to a sunroom, creating a seamless indoor-outdoor lifestyle experience. Additional highlights include a 2-car attached garage, low-maintenance construction, and modern finishes throughout. Located within the Appoquinimink School District, this home offers convenient access to Route 301, Route 1, shopping, dining, and all major Middletown amenities, while still maintaining a peaceful suburban setting. You can enjoy a seamless transition between the indoors and outdoors with a sunroom that leads directly to a private deck and a beautifully constructed patio, perfect for relaxing or entertaining. This home is the absolute best fit for all your needs, offering a rare and perfect harmony of luxury, accessibility, and modern design that you simply won't find anywhere else.

211 Douglas Way, 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

$980,000
6 Beds 6 Baths 997547 MLS
Brand new construction duplex in heart of Middletown. Each spacious unit features 3 bedrooms, 2.5 baths, garage, central A/C and a bright, sun-filled open floor plan thoughtfully designed for today's lifestyle. Beautiful kitchens with expansive windows create an abundance of natural light, with one unit showcasing elegant dove white cabinetry while the other offers rich espresso cabinetry, both paired with modern finishes including quartz countertops, stainless steel appliances and a spacious center island with overhang for stools - perfect for everyday dining and entertaining. Stylish LVP floorings spans the main level while the stairs and hallway are hardwood flooring and bedrooms offer your choice of wall-to-wall carpeting for added comfort. Convenient second floor laundry, one-car attached garage door openers, and modern board and batten siding with stone accents complete the package. Each unit has a patio with privacy fence. Perfect for owner-occupants, investors, or multi-generational living, this property offers flexibility and long-term value. Located near the revitalized downtown Middletown and the Route 211 corridor offering casual and fine dining, shopping and entertainment. Close to SUNY Orange, Touro College, Garnet Health Medical Center, and major commuter routes including 1-84 and Route 17.

5-7 Blanchard Street, 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

$430,000
3 Beds 3 Baths DENC2102282 MLS
Welcome to 442 Alton Drive, an end-unit townhome in the sought-after Canal View at Crosslands community in Middletown. Offering approximately 2,650 square feet of thoughtfully designed living space, this home combines comfort, functionality, and style. Step inside to an open-concept main level featuring 9-foot ceilings and a seamless flow between the living room, dining area, kitchen, and cozy family room perfect for both everyday living and entertaining. The kitchen features 42” cabinetry, granite countertops, recessed lighting, and stainless steel appliances, creating a warm and inviting space at the heart of the home. Upstairs, the spacious primary suite features a cathedral ceiling, a walk-in closet, and a private ensuite bath with a walk-in shower and an upgraded vanity. Two additional bedrooms, a full hall bath, a linen closet, and a generously sized walk-in laundry room complete the second level, offering both convenience and flexibility. The finished basement further expands your living space, complete with recessed lighting and a three-piece plumbing rough-in ideal for a future bathroom. Whether used as a home office, gym, media room, or play area, the possibilities are endless. Enjoy outdoor living on the large Trex deck, surrounded by a privacy fence perfect for morning coffee, evening dinners, or hosting gatherings. Additional highlights include a 4-foot extension on the entire home, a stone-accented two-car garage with extra storage potential, and the benefits of an end-unit location. The Canal View at Crosslands HOA provides lawn care and snow removal, allowing for low-maintenance living. Residents also enjoy scenic walking paths, a community pool, and a clubhouse just a short stroll away. Schedule a showing today!

442 Afton Dr, 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

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.