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$305,000
2 Beds ⋅ 2 Baths ⋅ 1044653 MLS
Welcome to 18 Deer Court Dr, located in the desirable Deer Run community. This well-appointed second floor end unit offers approximately 1,291sqft, with 2 bedrooms, and 2 full bathrooms. This spacious condo combines comfort, style, and convenience in a wonderful Hudson Valley setting. Step inside to an open and inviting living and dining area featuring beautiful hardwood floors, creating a warm and seamless space for both everyday living and entertaining. The kitchen is thoughtfully designed with stainless steel appliances and a granite pass-through window, opening the space to the living and dining areas while making entertaining and conversation effortless. The bathrooms are enhanced with granite countertops, adding a touch of elegance and durability. Other updates include a new water heater (2025), new washer and dryer (2025), and a well-maintained HVAC system (2019), providing modern convenience and peace of mind. As an end unit, this condo offers an added sense of privacy, while the large, deep attached garage (53’) provides exceptional storage and parking space. Residents of Deer Run can enjoy an array of community amenities, including a clubhouse, seasonal swimming pool, tennis courts, and pickleball courts. Garbage pickup is also included. Conveniently located near Rt. 17 and I-84, this home offers easy access to shopping, dining, recreation, commuting routes, and all that Middletown and the surrounding Hudson Valley have to offer. Come see everything this Deer Run condo has to offer. Schedule your private showing today!

18 Deer Court Drive, Middletown
$475,000
3 Beds ⋅ 3 Baths ⋅ 1042482 MLS
Welcome to 4 Woodrose Court, located in the peaceful Highrose Ridge community! Built in 2019, this modern townhome offers a bright, open layout with high ceilings, oversized windows and plenty of natural light. Step inside to hardwood floors throughout the main level and an open-concept kitchen featuring granite countertops, stainless steel appliances, a center island and plenty of space for everyday dining. Convenient access to the one-car garage is located just off the kitchen, along with a main-level half bath. The kitchen opens to the living room, where floor-to-ceiling windows create a bright, airy feel and access to the back deck extends the living space outdoors. Upstairs, the primary suite features a private bathroom and walk-in closet. Two additional bedrooms and another full bathroom complete this level. Second-floor laundry adds everyday convenience, keeping the washer and dryer right where you need them. Luxury vinyl plank flooring, installed in 2025, throughout the second level provides a clean, updated finish. The full finished walkout lower level adds even more flexible living space and is currently set up as a guest suite. Use it as a second living room, home office, playroom, gym or whatever best fits your needs. Sliding glass doors provide direct access to the backyard, while rough-in plumbing for an additional full bathroom offers the opportunity to add even more functionality in the future. Luxury vinyl plank flooring was also installed throughout the lower level. There is little left to do but move in and enjoy everything Highrose Ridge has to offer. Just down the street, community amenities include a clubhouse with fitness center, swimming pool and playground. Enjoy a peaceful setting surrounded by trees while remaining conveniently located near shopping, dining and the heart of Middletown. Schedule your private appointment today!

4 Woodrose Court, Middletown
$475,000
4 Beds ⋅ 3 Baths ⋅ 1041591 MLS
Come view this beautifully appointed Raised Ranch in a commuter-friendly area of Middletown . This 4 bedroom two bath home boasts an open kitchen concept with 4 generous sized bedrooms upstairs an open downstairs area that can become anything you desire. It comes fully equipped with all appliances. You will also enjoy the spacious canopied deck and pool. Act now and you can bein this wonderful home by the holidays!

8 Pine Street, Middletown
$328,000
3 Beds ⋅ 3 Baths ⋅ 1044127 MLS
Rare opportunity in the sought-after Spring Hollow community! This very well-maintained 3-bedroom home offers a desirable and hard-to-find layout with 2 full baths and a half bath. Set on an elevated, quiet lot with a south-southeast exposure, the home enjoys beautiful lake views and a peaceful setting. The inviting living area features a wood-burning fireplace, while the updated kitchen offers newer cabinetry, appliances, and flooring. Thick, comfortable carpeting adds warmth throughout the home. Upstairs, all three bedrooms and two full bathrooms are conveniently located on the same level. A bright open area near the staircase, enhanced by a window and skylight, provides an ideal spot for a home office, desk, reading nook, or study area. A convenient outdoor storage area provides useful extra space for seasonal items, tools, and more. Residents also enjoy access to the community pool and clubhouse. Conveniently located near shopping, dining, and major highways, this move-in-ready home combines a rare layout, scenic views, community amenities, and an excellent location.

43 Brick Pond Road, Middletown
$289,000
2 Beds ⋅ 2 Baths ⋅ 1041811 MLS
Welcome to the beautifully maintained Clemson Park complex. Upon entry you'll walk into the spacious, well-lit Living Room. This home also features a Formal Dining Room and Eat In Kitchen. You'll be able to access the balcony through the sliding glass doors in the living room to kick-back and relax on the deck. The Primary Bedroom offers his/her closets as well as a Primary Bathroom with an in-unit washer and dryer. Ample sized 2nd Bedroom offers plenty of space for guests or an office. The unit is bright and welcoming with plenty of natural sunlight. The clubhouse, community pool, and additional storage space are well maintained and within walking distance. As you walk through the complex you'll notice beautiful grass, green trees, and an overall peaceful atmosphere. Easy access to I-84 and Route 17. Make it yours!

63 Sycamore Drive Unit #63, Middletown
$314,000
2 Beds ⋅ 3 Baths ⋅ 1043648 MLS
Prime Location & Neighborhood Commuter Convenience: Minutes from Route 17 (Future I-86), Interstate 84, and the Middletown Metro-North train station, providing a straightforward commute toward NYC and Westchester. Proximity to Key Amenities: Close to Garnet Health Medical Center, SUNY Orange, and the Route 211 commercial corridor (major shopping centers, dining, and grocery options). Quiet Residential Setting: Situated in an established, quiet residential subdivision in the Town of Wallkill / Middletown area with minimal through-traffic. Property & Layout Highlights Spacious Multi-Level Living: Features a bright, open floor plan with high ceilings and excellent natural light throughout the primary living areas. Functional Kitchen & Dining Flow: Designed for entertaining with seamless connection between the kitchen, dining space, and living room. Generous Bedroom Suites: Offers well-proportioned bedrooms, including a primary suite with dedicated closet storage and private bath access. Flexible Lower Level / Basement Space: Provides ample square footage for a family room, home office, gym, recreation area, or additional storage. Outdoor & Practical Features Usable Yard Space: Features a manageable, private backyard and deck area ideal for outdoor dining and relaxation. Attached Garage & Driveway: Built-in garage parking with private driveway space for multiple vehicles. Municipal Utilities: Connected to municipal water and sewer services, eliminating private well or septic maintenance concerns.

35 Lexington Way, Middletown
$335,000
3 Beds ⋅ 1 Baths ⋅ 1043690 MLS
3 Bedroom 1 bath ranch in Middletown! Close to Commuter Highways, Trains & Shopping SOLD AS-IS SIGHT UNSEEN! CASH ONLY! DO NOT DISTURB OCCUPANTS!!

41 Clinton Street, Middletown
$489,999
3 Beds ⋅ 4 Baths ⋅ 1009337 MLS
This beautiful 3 bed 3 1/2 bath townhome is nestled in the heart of Middletown with so much to offer and just minutes to transportation to and from NYC. Upon entering you'll find beautiful hardwood floors throughout the first floor. An open floor plan including a sun drenched living room with a fireplace, full glass door leading to a very spacious deck for outdoor grilling or relaxation. Just opposite the living room is an amazing kitchen with granite countertops, an island and stainless steel appliances. Upstairs you'll find a large primary bedroom equipped with a custom California closet setup and a gorgeous en-suite. The second floor is finished off by two large bedrooms, a full bathroom and a laundry room. The lower level is fully finished to be used however you desire and it walks out to a large patio and a beautifully manicured lawn leading to an area of undeveloped land that makes it quite peaceful and relaxing. Maple Fields is located 5-7 min near shops, parks, restaurants, and major highways 84/17! Offering tranquility and privacy and so much more, don't miss out on the opportunity to own this beauty. Additional Information: Amenities:Soaking Tub,Storage,ParkingFeatures:2 Car Attached,

93 Meadow View Drive, Middletown
$299,900
3 Beds ⋅ 1 Baths ⋅ 1041109 MLS
The first thing you will do here is walk out into that lawn and start deciding where everything goes, the garden along the sunny side, the fire pit set well back, the patch under the old shade tree that stays empty because that is the coolest spot on the property and you are going to want it for yourself. The lot is 0.28 acres, flat and open, and every bit of it comes with the keys. Not many city addresses have that much grass around them. The covered porch is what will slow you down before you reach the door. It stretches deep across the front, set on stone piers laid by hand in 1924, looking out over the whole yard. June evenings belong out there. So does October, with a blanket and a hot drink while the tree lets go of everything at once. It is going to be the first thing you describe when people ask about the place. Inside, the rooms are bright and freshly painted, and the windows do most of the work, pulling light through the front of the house all afternoon. One bedroom is right on the main floor, which is the kind of flexibility you never appreciate until you have it, a desk and a door you can shut on a Monday, a spare room the weekend somebody stays over. Two more are tucked upstairs under the roofline with windows framing rooftops and treetops, quiet enough that a long day actually ends when you climb up there. The basement below runs nearly 23 feet, clean, bright and completely unfinished, which is the good kind of unfinished. Right now it holds the bikes and the holiday bins. In a few years it becomes the workshop, the studio, the practice room, whatever version of yourself you have not gotten around to yet. The space is already bought and paid for. You just grow into it. The upkeep is easy to live with. Natural gas heat takes care of February, and municipal water and sewer mean nothing buried in the yard you ever have to think about. The cabinets were repainted this year and the interior is done, so you move in and simply live in it. Then the city fills in the rest of the year. From June through October the market sets up Saturdays, 8 to 1, at Erie Way Park on Union Street, a 5 minute drive away. Dinner at Oak & Reed on North Street turns into a habit rather than a plan once it is that easy to get to. Thrall Library on Depot Street lends museum passes, so Storm King, DIA Beacon and Bethel Woods cost you a library card and a tank of gas. Outside is just as close. Watts Memorial Park is a little over a mile up Wisner Avenue, and Fancher-Davidge has the pool, the walking trails and a disc golf course on the west side of town. Sunday nights in season the Speedway races on Wisner, near enough that you can decide to go at 6 p.m. and still make it. When you want out of town entirely, the Middletown station on the NJ Transit Port Jervis Line carries you to Hoboken and Penn Station, Route 17 and I-84 are minutes away, and Manhattan sits 70 miles east. A century is a long time for one house to be looked after by the same owners, and it shows the moment you step inside. Nothing here was let go and patched back together later. It was simply kept, one winter at a time, which is why the walls run true and the stonework still sits level. That care is the part you cannot renovate in afterward. It is already here, in the open ground, in the straight lines, in a hundred years of somebody paying attention. All this place needs now is a new name on the deed. Now it is your turn on that porch.

256 Cottage Street, Middletown
$329,900
2 Beds ⋅ 2 Baths ⋅ 1043166 MLS
Welcome to Clemson Park! Discover this beautifully updated and well-maintained townhouse in the desirable Clemson Park community. Featuring 2 bedrooms and 1.5 bathrooms, this home offers a spacious open floor plan perfect for both everyday living and entertaining. The bright living and dining area includes plush, well-maintained carpeted floors and sliding glass doors that open to a charming balcony—perfect for enjoying sunny days in comfort. The kitchen boasts ample cabinetry, countertops, electric cooktop, and a newly installed refrigerator and microwave. A large closet under the stairs provides convenient storage, while the updated half bath on the main level adds both modern style and convenience. Upstairs, the primary bedroom features wall-to-wall closets and direct access to the full bath. The main bathroom includes a whirlpool tub, two linen closets, and an in-unit laundry closet. The second bedroom offers generous space, soft carpeting, and versatility. Also included are one indoor parking spot in the shared garage, an additional parking space directly in front of the garage, and a dedicated storage unit located on the ground floor. Enjoy carefree living with all the amenities this sought-after community provides—just minutes from supermarkets, restaurants, the Galleria Mall, I-86, I-84, and more. Don’t miss your chance—this one won’t last!

50 Sycamore Drive Unit #50, Middletown
$260,000
3 Beds ⋅ 1 Baths ⋅ 1040507 MLS
This multi-level Middletown home has much to offer. On the first floor there is a good-sized living room with hardwood flooring. There is an eat in kitchen with a large island. The full bathroom is also on the first floor. Additionally, there is another room on the first floor currently used as a bedroom (there is no closet), but can be an office, family room etc. The second-floor features 3 bedrooms. There is also a very convenient walk-up attic, great for storage or can be an additional room. Outside the driveway is shared with the neighbor on the right, but there is parking behind the home. Also, behind the home is a back porch and a park like area to enjoy the outdoors. Close to everything Middletown has to offer.

13 Ogden Street, Middletown
$385,000
3 Beds ⋅ 3 Baths ⋅ 1040368 MLS
Welcome to this three-level townhouse in Middletown with no HOA, offering greater flexibility and no monthly association fees. The main level features a living room with hardwood flooring, a kitchen and dining area, and a half bathroom. The kitchen offers stainless steel appliances and ample cabinet and counter space. Sliding glass doors provide easy access to the rear deck and backyard for outdoor enjoyment. Upstairs, the primary bedroom features a private en-suite bathroom and walk-in closet. Two additional bedrooms and a full hallway bathroom complete the second floor. The lower level offers a spacious storage area with a washer and dryer, along with access to the attached one-car garage. Conveniently located near shopping, dining, parks, and the Galleria at Crystal Run, with easy access to I-84, and NY-17. Move-in ready for its next owner.

43 Mayer Drive, Middletown
$549,000
3 Beds ⋅ 3 Baths ⋅ 1041663 MLS
PRESIDENTIAL HEIGHTS now offers this LUXURY CONTEMPORARY home to make your forever home today! Set in the highly desirable Presidential Heights neighborhood, known for its beautiful homes, peaceful atmosphere, and close proximity to everyday essentials. A large wrap around blacktopped driveway along with paver stone walkway leads you inside this newly remodeled gem. Discover an incredible blend of space, style, and quality. This 3 bedroom, 3 bath home offers an impressive 2053 square feet of refined living space. From the moment you step inside, the home presents a sense of understated luxury. Thoughtfully designed for comfort and entertaining, the home features elegant formal living, family and dining rooms filled with natural light. The spacious kitchen includes brand new stainless steel appliances fresh out of the box such as an oven, microwave, dishwasher, refrigerator along with generous cabinetry and beautiful quartz counter tops and trendy backsplash. Direct access to the back outdoors through the 1st level master, living room AND dining room! The primary suite, overlooking the lovely backyard, is a true retreat, featuring a custom walk-in closet and private bath with tiled shower, modern lighting and new accesories. A half guest bath and laundry room with NEW wahser and dryer complets the 1st level. The other 2 bedrooms are located on the 2nd floor, both with ample walk-in closets. A full bath with a gorgeous tub and a 2nd family/living room complete this level. For those that love the outdoors, look no further as an ample new paver patio is essencial for summer barbecues, enteratining and a place to relax and enjoy the outdoors. Among some of the upgrades worth mentioning are the NEW ROOF, NEW BATHS, NEW KITCHEN, NEW VINYL FLOORS, NEW mini-splits for heat and AC, & NEW PAVERS, among others. Minutes to Davidge Park, Presidentail School, and Watts Park. The location offers convenience at every turn, with top rated schools, parks, playgrounds, shopping, dining, and major healthcare facilities just minutes away. Commuting is easy with quick access to major roadways and transportation options. Meticulously updated and thoughtfully appointed, 45 Randall delivers a lifestyle where luxury and practicality come together effortlessly. Call for a private tour, as this exceptional property is a true Gem!

45 Randall Heights, Middletown
$730,000
4 Beds ⋅ 3 Baths ⋅ 1041345 MLS
Mid-century modern haven: Shapes inspired by Frank Lloyd Wright and his organic architectural style. Enjoy one level living with an indoor–outdoor flow that connects the home seamlessly to nature. Clean lines and expansive windows throughout. Sprawling across 8 acres, this property offers endless possibilities for a lively household — space for a swimming pool, tennis court, or other recreational pursuits your heart desires. Design and plant your secret garden, or even experiment with horticulture. Nestled on a peaceful, quiet street with perfect privacy, it’s a true retreat from the city’s energy (Just outside of the city of Middletown). The ranch also welcomes multi-generational living with an additional en-suite bedroom. Lifestyle add and landmarks nearby: Orange Heritage Trail (Middletown), Orange County Arboretum, Legoland, Storm King State Sculpture Park, Hawk’s Nest, Washington’s Headquarters State Historic Site, New Windsor Cantonment, Brotherhood Winery — recognized as America’s oldest winery, and Angry Orchard. (10 minutes to Metro North train station and buses. 58 miles to the George Washington Bridge.)

130 Apple Lane Drive, Middletown
$2,400,000
1041303 MLS
Completely updated 8-apartment, 3-retail-unit mixed-use building located next to the bus terminal to NYC in downtown Middletown is for sale. The building underwent a full renovation at the end of 2022, including all-new electrical systems, plumbing, kitchens, apartments, and retail spaces. The entire building complies with current fire codes, featuring sprinklers and fire alarms. All units are fully rented and require minimal maintenance. The building is situated at the intersection of North St and Railroad St, in the heart of downtown Middletown, within walking distance of restaurants, supermarkets, shops, City Hall, and the soon-to-be-completed Heritage Trail extension. The property generates solid income with a 7% cap rate, and the location is outstanding.

104 North Street, Middletown
$499,000
3 Beds ⋅ 3 Baths ⋅ 1041000 MLS
Welcome to 3 Allerton Ave, a charming and well-maintained Ranch-style home nestled in one of Middletown’s sought-after neighborhoods. Set on a private 0.20-acre lot, this inviting property offers a peaceful suburban setting with shopping, dining, public transportation, and commuter routes just minutes away. A welcoming front porch leads into a bright foyer and semi-open living space connecting the living room, dining room, and sunroom/ office space. Hardwood floors throughout the main level add warmth and character, while abundant windows fill the home with natural light. The well-appointed kitchen features granite countertops, tile flooring, and a coordinating tile backsplash. The main level offers two bedrooms, including a primary bedroom with an ensuite half bath, plus an additional full bathroom, and sunroom/ office provides flexible space for work or relaxation and opens directly to a spacious back deck overlooking the fenced backyard—ideal for entertaining, barbecues, or enjoying your own private outdoor retreat. The recently finished lower level expands the living space with a large recreation area, third bedroom, and full bathroom, offering excellent flexibility for guests, a home office, gym, media room, or additional living space. With approximately 2,248 square feet of total living space. 1,328 square feet on the main level and 920 square feet on the lower level! A one-car attached garage, paved driveway, municipal water and sewer, and natural gas. Conveniently located near Route 17, with the train and bus stations approximately 10 minutes away, this home offers an excellent combination of comfort, privacy, and commuter convenience. Don't miss the opportunity to make this inviting Middletown home your own!

3 Allerton Avenue, Middletown
$289,900
2 Beds ⋅ 2 Baths ⋅ 1000877 MLS
Welcome to 141 Ruth Court! This move-in-ready two-bedroom, two-full-bath home has been freshly painted and features new carpeting throughout, offering a clean and inviting space that’s ready for you to make your own. With a comfortable layout, two bedrooms, and two full baths, this home is a wonderful opportunity for easy, turnkey living. Cathedral ceilings, 2 floors, open floor plan offering bright, open and airy spaces. The 2nd floor loft provides flexible space for a home office, play area or work out area. Simply unpack and settle in—this home is ready to welcome you! This home is also an excellent investment opportunity with no rental restrictions, low taxes and low HOA. Call to schedule a viewing today!

141 Ruth Court, Middletown
$285,000
2 Beds ⋅ 1 Baths ⋅ 1039284 MLS
Prime opportunity for investors, renovators, or savvy buyers looking to build instant sweat equity. With some TLC and modern updates, you can bring your vision to life and transform this house into a standout primary residence or high-yield rental investment. Unbeatable Location & Convenience: Walkable: Walking distance to SUNY Orange campus, downtown amenities, and local shopping. Commuter Friendly: Just minutes to Route 84 and major highway routes for an easy commute. High Potential: Perfectly situated in a high-demand area ideal for resale, housing, or long-term rental income. Bring your contractor, bring your creative ideas, and capture this potential-packed property before it’s gone!

16 Earle Street Unit #14 1/2, Middletown
$339,000
2 Beds ⋅ 1 Baths ⋅ 1039162 MLS
A cozy and beautifully maintained home in a convenient location, this charming 2-bedroom, 1-bath property offers comfort, character, and thoughtful updates throughout. The updated kitchen and bathroom complement the warm hardwood floors on the main level, while raised dormers upstairs create a more spacious feel. The home features numerous important updates, including the roof, heating and cooling system, plumbing, electrical, appliances, gas hot water heater, front porch, driveway, and back deck. The oversized rear deck is ideal for entertaining or relaxing and leads to the backyard, while the inviting front porch adds to the home’s curb appeal. The basement/garage area offers laundry hookups, a slop sink, workshop space, and ample storage. Conveniently situated with easy access to transportation and everyday amenities, this pretty and comfortable home is a wonderful opportunity for a first-time buyer or anyone looking to downsize. MUST SEE- WON'T LAST!

26 Gardner Avenue, Middletown
$299,999
2 Beds ⋅ 1 Baths ⋅ 1038590 MLS
14 Airport Road is ready for a little love and its next chapter. Located in the Town of Wallkill, this home offers a surprisingly spacious and flexible layout with plenty to work with for a buyer ready to roll up their sleeves and make it their own. The main level offers an open flow between the kitchen and living areas, with a brick fireplace adding character to the space. The kitchen is already equipped with ample cabinetry and counter space, while additional rooms throughout the home offer flexibility for bedrooms, an office, hobby space or whatever fits your needs. Upstairs, vaulted ceilings add another interesting dimension to the home. While there is still work to be done, several important updates have already been made. The roof and furnace were replaced in 2024, the hot water heater in 2021, the stove in March 2025 and the dishwasher in July 2022. The septic system was replaced approximately 10 years ago and features a large, double-tank system, and the well pump was replaced around 2012. The bathroom was updated approximately seven years ago, with the exception of the shower, and materials are already at the property to complete portions of the remaining work, including bathroom ceiling tiles and wood plank flooring for the living room. Yes, this home needs TLC, updating and some finishing touches, but this is not a tear-down. The bones are here, the space is here, several major systems have already been addressed, and so is the opportunity to refresh what exists and create a home that reflects your own style. Outside, you'll find a fenced yard and rear deck, plus a location that puts everyday conveniences within easy reach. Garnet Health Medical Center, shopping, restaurants, public transportation and major commuter routes are all nearby. If you're willing to put in some work and can see the possibilities beyond today's finishes, 14 Airport Road may be exactly the opportunity you've been looking for.

14 Airport Road, Middletown
$1,900,000
1035967 MLS
**Exceptional Mixed-Use Investment & Redevelopment Asset in Downtown Middletown!** Tailored specifically for vision-driven developers, value-add real estate investors, and expanding commercial operators, this versatile multi-level property offers the rare combination of immediate cash flow and substantial long-term growth potential. The project pairs an established ground-floor restaurant tenant—delivering steady, in-place revenue from Day 1—with expansive multi-floor operational space including a main-level industrial production zone, a full basement, and dedicated lift access ideal for food manufacturing, warehousing, or light distribution. For residential developers, the clear value proposition lies overhead: convert the underutilized upper stories into high-demand residential units or urban lofts within a hungry rental market. Adjacent to a high-capacity municipal lot for effortless parking and loading, the building sits prime in Middletown’s Downtown Mixed-Use (DMU) Zone. Investors benefit from a highly business-supportive municipality featuring streamlined approval channels, local Industrial Development Agency (IDA) tax incentives, and active Business Improvement District (BID) support. A truly dynamic asset offering built-in income, operational scale, and premier development upside in Orange County. Qualified buyers are encouraged to reach out to arrange a private viewing and review complete property details. Note: This was the former home of Equilibrium Brewery they outgrew this location and moved to 2 South St, Middletown, NY.

28 Henry Street Unit #22, Middletown
$599,000
4 Beds ⋅ 3 Baths ⋅ 1025075 MLS
3.8 acres + privacy + a substantial 4-bedroom Colonial. Your own private retreat in Middletown — with the space you've been looking for. This beautiful property offers plenty of privacy and room to enjoy both indoor and outdoor living. Step inside and you'll immediately appreciate the beautiful hardwood floors, high ceilings, and abundance of natural light throughout. The spacious center hall layout flows nicely from room to room, making it perfect for everyday living and entertaining, A spacious living-room and den with a fireplace adds warmth and character, creating the perfect place to relax and unwind. The home features 4 generously sized bedrooms, 2 full bathrooms, and 1 half bath. The spacious primary bedroom offers a private full bath with a Jacuzzi tub and separate shower. It also boast a large walk-in closet, while plenty of additional closet space can be found throughout the home. A first-floor laundry room adds everyday convenience and the home is also equipped for central air conditioning and features separate thermostats for added comfort and temperature control throughout the home. The full basement provides additional space with plenty of potential for storage, recreation, a home gym, workshop, or whatever suits your needs. An attic offers even more storage, and the 2-car garage provides plenty of room for vehicles and equipment. Step outside and enjoy all that 3.80 acres has to offer. Relax with your morning coffee or entertain guests on the deck, create the garden you've always wanted, design an outdoor entertainment area, or explore the possibility of adding an in-ground pool. With this much property, there is plenty of room to bring your outdoor vision to life. Enjoy the peace and privacy of having your own space while still being conveniently located near shopping, restaurants, schools, parks, and major commuter routes. If you have been looking for a home with space, privacy, and room to make it your own this classic house may be the one. Schedule your private showing today!

977 Mt Hope Road, Middletown
$329,000
3 Beds ⋅ 1 Baths ⋅ 1038167 MLS
Welcome to 195 Commonwealth Ave, where small-town charm meets everyday convenience. Nestled in the heart of Middletown, this 3-bedroom, 1-bath Cape Cod puts you minutes from the Metro-North train, shops, dining, and everything the Hudson Valley has to offer — with a backyard that feels like your own private retreat. Inside, gleaming hardwood floors flow throughout, anchored by a kitchen with dark cabinetry, tile backsplash, and full appliance package including gas range and side-by-side refrigerator. The upper level adds a third bedroom plus a bonus room — home office, creative space, yours to decide. Laundry and storage are tucked in the basement, keeping the living areas clean and clutter-free. Outside is where this home truly shines. A massive deck overlooks a sprawling backyard — the kind of space made for summer evenings, entertaining, and room to breathe. Solar panels keep energy costs low (lease to be assumed by buyer), and an attached garage rounds out the package. Middletown living at its best. Come see it for yourself.

195 Commonwealth Avenue, Middletown
$499,000
4 Beds ⋅ 3 Baths ⋅ 1037204 MLS
Welcome home! This stunning newly constructed corner-lot residence offers the perfect blend of modern luxury, thoughtful design, and comfortable everyday living. Step inside to a bright, open main level featuring 9-foot ceilings, creating an inviting sense of space and sophistication. The heart of the home is the impressive upgraded kitchen, designed for both everyday living and entertaining. It features elegant quartz countertops, a spacious center island with breakfast seating, under-cabinet lighting, an oversized window above the sink, upgraded cabinetry, premium stainless-steel appliances, and stylish recessed lighting. The main level also offers a welcoming foyer, a generous living and dining area, a comfortable dinette, convenient powder room, and a dedicated home office/study—perfect for today’s lifestyle. On the 2nd floor, you’ll find four spacious bedrooms, comfortable carpeting, durable vinyl flooring throughout the common areas, a versatile open loft/play area, and a beautifully finished full bathroom with tiled flooring and a protected bathtub. A separate laundry room adds exceptional convenience. The primary suite provides a peaceful retreat with a walk-in closet, beautifully tiled en-suite bathroom, and separate vanity area. Thoughtful details continue throughout the home, including custom-installed wood shelving, abundant closet space, and TV outlets in both the primary bedroom and living room. Designed for year-round comfort and efficiency, the home features two-zone HVAC and an energy-efficient hot water system. Conveniently located near shopping and everyday amenities while still offering the tranquility of a peaceful neighborhood, this exceptional new construction delivers space, style, comfort, and breathtaking surroundings all in one. Why wait for new construction when this beautifully upgraded home is already finished and ready for you? Come see everything this home has to offer—you may just find the one you’ve been waiting for!

1 Hulse Street, Middletown
$419,900
4 Beds ⋅ 2 Baths ⋅ 1035684 MLS
Welcome to this well-maintained 4-bedroom, 1.5-bath Victorian home offering a functional layout with numerous updates throughout. A covered front porch welcomes you inside, where the main level features a spacious living room, formal dining room, comfortable family room, updated kitchen, and a convenient half bath. Upstairs, you'll find four bedrooms and a full bathroom, providing a practical layout for everyday living. A walk-up attic offers additional storage space. The kitchen was renovated in 2023 with new cabinetry, upgraded countertops, a tile backsplash, dishwasher, stove, and range hood. The first floor was also updated in 2023 with all new tile and flooring. Replacement windows throughout the home help improve energy efficiency. The full bathroom was updated in 2024 with a new vanity and new flooring. The first-floor half bath was updated in 2023 with a new vanity, light fixture, and exhaust fan. The basement includes the laundry area, where the washer and dryer were replaced in 2023. The refrigerator and forced-air furnace were replaced in 2024. The chimney was updated in 2024. The covered front and side porches were renovated in 2022 and repainted in 2026. The backyard offers space for gardening, outdoor activities, or entertaining. Conveniently located near schools, parks, shopping, restaurants, and major highways, this home offers easy access to everyday conveniences.

21 Harrison Street, Middletown
$359,000
3 Beds ⋅ 2 Baths ⋅ 1037400 MLS
Welcome to inviting, freshly painted, updated 3-bedroom, 1.5-bathroom home in The Meadows community~Main floor offers kitchen-with brand new cabinets, new stainless steel appliances, granite countertops, roomy dining area, bright and expansive living room with large bay window and half bathroom~Door from the kitchen leads to the large deck perfect for relaxing and entertaining your guests outside~The second floor features 3 good size bedrooms-all freshly painted with brand new carpet and recently updated 1 full bathroom~The finished walk out basement has large extra space that could be an office, arts & crafts room or additional living space~There are sliders leading to the spacious fenced in backyard with endless possibilities, laundry and utility room with extra storage space~This home is truly commuters dream located just minutes from shopping, schools, dining, parks, major highways, transportation, Garnet Health Medical Center and other medical facilities~Low HOA fee with plenty amenities to offer-tennis, basketball, pool, clubhouse, playground~Call today to see this beautiful home~

21 Black Stallion Court, Middletown
$349,000
1032739 MLS
Nestled in a serene and private setting, this 43+ acre property is a rare find, offering endless possibilities for those seeking a dream home or recreational retreat. Positioned on a desirable flag lot, the land ensures seclusion while still being accessible. A gated graveled driveway leads to a cleared homesite area, ready for construction. The level, wooded landscape is enhanced by a network of trails and meandering streams, making it perfect for nature enthusiasts. Adding to the charm, a picturesque pond provides a tranquil backdrop for relaxation. While the property is not subdividable, its expansive layout offers plenty of space to enjoy without compromise. Whether you're envisioning a private estate or a weekend getaway, this breathtaking property delivers the ideal blend of natural beauty and convenience. Great commuting location. Close to major highways, shopping and medical facilities.

64 Seaman Road, Middletown
$399,000
3 Beds ⋅ 2 Baths ⋅ 1029395 MLS
Tucked into one of Middletown's established neighborhoods, 30 Chestnut Avenue is a home that effortlessly blends comfort, style, and convenience. From the moment you step inside, you'll appreciate the bright, open floor plan where natural light pours through the windows, creating inviting spaces designed for both everyday living and memorable gatherings. The heart of the home is the beautifully updated kitchen, featuring sleek stainless steel appliances, ample cabinetry, and a seamless flow into the living and dining areas. Rich dark hardwood floors add warmth and sophistication throughout, complementing the home's timeless appeal. Outside, discover your own private retreat. The shaded patio invites slow mornings with coffee, summer barbecues, and peaceful evenings surrounded by the privacy of a tree-lined backyard. It's a space made for relaxing, entertaining, and enjoying every season. The neighborhood itself is one of the home's greatest assets. Quiet streets encourage evening strolls, morning walks, and friendly conversations with neighbors, while parks, shopping, restaurants, and everyday conveniences are all just minutes away. For commuters, the location offers exceptional accessibility with easy access to major highways, nearby public transportation, and a convenient commute to New York City—approximately 70 miles away—making it easy to enjoy the best of both worlds: a peaceful suburban lifestyle with the city within reach. Whether you're hosting holidays, creating lifelong memories with family, or simply enjoying a quiet evening on the patio, 30 Chestnut Avenue is more than a house—it's a place to truly feel at home.

30 Chestnut Avenue, Middletown
$424,999
4 Beds ⋅ 2 Baths ⋅ 1035711 MLS
Calling all investors and future house hackers! This versatile duplex is the perfect opportunity to grow your rental portfolio or offset your mortgage by living in one unit while renting the other. Each apartment offers 2 bedrooms and 1 full bathroom, featuring spacious living areas, an open-concept layout, and generously sized bedrooms. One of the units also includes a dedicated office space, making it ideal for remote work or added flexibility. The home also features a partially finished basement, providing additional storage or usable space. Conveniently located in the heart of town, you’ll enjoy easy access to shopping, restaurants, schools, and major commuter routes. Whether you’re searching for your next income-producing property or a smart owner-occupied investment, this duplex checks all the boxes. Don’t miss your chance to add this fantastic property to your portfolio!

11 Sunnyside Avenue, Middletown
$395,000
3 Beds ⋅ 2 Baths ⋅ 1035628 MLS
2 family home in low traffic setting. 1st floor is 3 bedroom @ $1350./month plus utilities 2nd floor is 2 bedroom @ $1100/mo plus utilities Ist floor lease is annual until July 2027. 2nd floor month to month. Old storage building out back. Taxes about $500/mo insurance about $150./mo water about $50./mo

23 Bonnell Street, Middletown
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