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11 Gardner Avenue, Middletown
$380,000
3 Beds ⋅ 3 Baths ⋅ 1050843 MLS
Welcome to this beautifully updated and well-maintained single-family home offering classic character, spacious living, and modern updates. The first floor features original hardwood floors, a large living room with fireplace, formal dining room, updated eat-in kitchen with access to the backyard, and a full bathroom. Upstairs offers three generously sized bedrooms and an updated full hallway bathroom. The finished walk-up attic provides versatile additional living space, while the finished basement offers a laundry area, half bathroom, utility room, and workshop/storage space. Enjoy a detached garage, new driveway, enclosed backyard, and inviting front and rear porches—perfect for relaxing or entertaining. Recent updates include a new furnace and new driveway. Conveniently located near schools, shopping, major highways, the train station with service to NYC, and the NYC bus terminal, providing convenient transportation options for commuters. This home offers a great combination of comfort, character, space, and convenience. Recent updates include a new furnace and new driveway. Conveniently located near schools, shopping, major highways, and the train station with service to NYC, making this home a great combination of comfort, character, and convenience.

11 Gardner Avenue, Middletown

82-84 Montgomery Street, Middletown
$549,900
5 Beds ⋅ 2 Baths ⋅ 1050850 MLS
Solid Brick Two-Family Home on Desirable Corner Lot: Turn-of-the-century solid brick two-family home situated on a desirable corner lot comprising two lots. The property offers a spacious yard with established grapevines and mature fruit trees, creating a wonderful setting for outdoor enjoyment. An excellent opportunity for an owner-occupant seeking rental income or an investor looking to rent both units. The first-floor unit features 2 bedrooms, a large eat-in kitchen with washer/dryer, formal dining room, and spacious family room. The upstairs unit offers 3 bedrooms and is currently rented on a month-to-month lease. The relatively dry basement provides ample storage, while the walk-up attic offers additional storage space. Conveniently located in a quiet neighborhood within walking distance to downtown restaurants, shops and the bus terminal with service to NYC, with easy highway access for commuters. No owner-occupancy requirement.

82-84 Montgomery Street, Middletown

6 Cyprus Drive, Middletown
$549,900
2 Beds ⋅ 3 Baths ⋅ 1049692 MLS
Enjoy the ease of main-level living with the bonus of a beautifully designed second floor in Wildflower at Wallkill, a gated 55+ active-adult community. Offering approximately 2,400 square feet, this spacious two-bedroom, two-and-a-half-bath home features an open, comfortable floor plan designed for both everyday living and entertaining. The main level welcomes you with generous living and dining areas filled with natural light and custom trim. At the heart of the home, the kitchen features granite countertops, custom backsplash, abundant cabinetry and an impressive nine-foot island with plenty of room for seating. Just beyond, a comfortable family room with a natural gas fireplace creates a warm gathering space and flows easily into the kitchen. Also located on the main level is the primary bedroom suite, offering the convenience of true one-level living. Upstairs, guests can enjoy their own private area with a second bedroom, full bath and a versatile flex space—perfect for a sitting area, home office, hobby space or quiet retreat. The private rear patio provides a lovely spot for morning coffee, gardening or relaxing outdoors. An attached two-car garage adds everyday convenience. Life at Wildflower at Wallkill extends well beyond the front door. Residents enjoy a gated community with indoor and outdoor pools, clubhouse, tennis and pickleball courts, exercise classes, organized trips and an active calendar of social activities. Shopping, restaurants, medical offices and everyday conveniences are all just minutes away.

6 Cyprus Drive, Middletown

3 Moriah Lane, Middletown
$369,000
2 Beds ⋅ 2 Baths ⋅ 1050156 MLS
?? The Best Deal on the Market! Priced to sell and ready for its new owner! This is an opportunity you don’t want to miss. Whether you’re looking for your first home, an investment, or your next move, this property offers incredible value.This move-in-ready home offers 1,922 square feet of comfortable living space, featuring 2 bedrooms and 2 full bathrooms, plus a potential third bedroom or bonus room on the lower level. Enjoy easy, low-maintenance living with no HOA, a one-car garage, and low taxes. With a practical layout, plenty of space, and an attractive price point, this is a fantastic opportunity for a first-time buyer, downsizer, or anyone looking for affordable and easy living. So Close to All Shops, Highways, Hospital and Yet Tucked Away. Don’t miss this one—priced to sell quickly!

3 Moriah Lane, Middletown

44-50 Ingalls Street, Middletown
$550,000
4 Beds ⋅ 3 Baths ⋅ 1049857 MLS
Beautiful home for Sale that features 4 bedrooms with 2.5 baths in a desirable area of Middletown just minutes from Orange County Community College. Do NOT let the outside fool you as this home is bigger than expected inside as it has many finished levels! Newly remodeled and ready for its final touches. Open floor layout from Living room to dining room & kitchen all with newly stained hardwood floors. The kitchen features new cabinets, granite counters and new stainless steel appliances right out the box! 4 bedrooms are located on the upper level, one which is a Suite with its own private bath and shower. Completely remodeled tiled bath with new toilet vanity & sink. A 2nd full bathroom with a tub AND tiled shower completes the upper floor. Again all new top to bottom! A finished lower level offers a Family room, office, and a 3rd half bath along with a laundry room with a new washer & dryer! So much open space is found in this level ideal for an oversized family room, entertainment area, office or workout room. The basement is ALSO finished adding more than enough storage space if it’s needed. Nice size yard that just needs to be cleaned up ideal for gathering & entertaining. Grill and enjoy morning coffee right off the newly pavered patio!!! Plenty of parking along with a 2 car garage. Among some of the upgrades this home offers are the new roof, baths, kitchen, new mechanicals and more! Close proximity to Schools, Colleges, Touro Medical, Garnet Health, and shopping. Call and make this house your home! (AS-IS SALE)

44-50 Ingalls Street, Middletown

53 Highland View Place, Middletown
$599,900
3 Beds ⋅ 2 Baths ⋅ 1047583 MLS
Welcome to 53 Highland View Place! Built in 2018 and situated on a spacious 3.5-acre lot, this beautiful 1,839 sq. ft. ranch offers modern construction, comfortable living, and incredible potential for future expansion. The bright, open-concept layout creates a spacious and inviting feel, perfect for both everyday living and entertaining. The home features municipal water and sewer, natural gas, central air conditioning, and an attached two-car garage. A full unfinished basement provides plenty of storage and even more possibilities for the future. One of the home's standout features is the upper level, offering approximately 843 sq. ft. of space, including two large unfinished bonus rooms ready for your vision. Finishing this area offers the potential to add significant additional living space and create a home with **over 2,500 sq. ft. of finished space**! Whether you envision additional bedrooms, a home office, playroom, gym, or bonus space, the possibilities are endless. Located on 3.5 acres in a beautiful newer neighborhood surrounded by attractive homes, this property offers the space of a large lot while still enjoying a neighborhood setting. Move in and enjoy it today while having tremendous room to grow in the future. Don't miss this one!

53 Highland View Place, Middletown

13 Old Anvil Lane, Middletown
$380,000
3 Beds ⋅ 3 Baths ⋅ 1048889 MLS
Welcome to 13 Old Anvil Lane, a conveniently located Middletown home offering comfort, flexibility, and easy access to everything the area has to offer. With several updates already completed, the home feels fresh and move-in ready while still leaving room to add your own personal touch. Inside, you’ll find a comfortable and functional layout designed for everyday living. Plenty of bedrooms and bathrooms for the whole family. One of the home’s standout features is the full walk-out basement, offering excellent potential for additional living space, a recreation room, home office, gym, workshop, or extra storage. A private fenced-in yard is easy to maintain but offers additional gathering space for friends, family, and pets. Located just minutes from shopping like the Galleria Mall and Route 211, dining, Garnet Hospital, schools, major highways (I-84, 17/ I-86), gyms, and train transportation, this property makes commuting and daily errands exceptionally convenient. Whether you're looking for your first home, additional space, or a property in a highly accessible location, 13 Old Anvil Lane offers a great combination of value, versatility, and convenience in the heart of the Middletown area.

13 Old Anvil Lane, Middletown

580 Route 17M, Middletown
$350,000
5 Beds ⋅ 2 Baths ⋅ 1046630 MLS
A charming Cape Cod-style home set on a spacious 1-acre lot in the Town of Wallkill. This 5-bedroom, 2-bath home offers a classic layout with plenty of space and opportunity to make it your own. The main level features a comfortable blend of living and functional spaces, while the upper half-story provides additional bedrooms and living space. For investors, this property presents a great opportunity to purchase with existing tenants in place, providing immediate rental potential. For owner-occupants or buyers looking for flexibility, the property can also be delivered vacant at closing. A full, unfinished basement offers abundant storage and utility space, while the attached 2-car garage provides convenient parking and additional storage. Enjoy the outdoors from the covered front porch and expansive yard, offering plenty of room for gardening, recreation, or simply relaxing. The home is equipped with natural gas hot-water heating, private water and sewer, and is situated within the Middletown Central School District. Conveniently located in the Town of Wallkill with easy access to shopping, dining, major roadways, and nearby amenities. A wonderful opportunity to own a spacious Cape Cod on a generous 1-acre property, whether you're looking for an investment property with tenants already in place or a home that can be delivered vacant and personalized to your needs.

580 Route 17M, Middletown

14 Brick Pond Road, Middletown
$220,000
1 Beds ⋅ 2 Baths ⋅ 1047409 MLS
Peace, quiet, and effortless maintenance free living await you in this turnkey end-unit condo. Situated along a prime waterfront footprint in the sought-after Spring Hollow community, this home offers an exceptional blend of tranquility and natural beauty. Step out onto your patio to sip morning coffee or host evening gatherings against a backdrop of panoramic pond views and manicured green space. Cross the threshold through a newer Andersen entry door into a bright, cohesive layout framed by upgraded energy-efficient Andersen windows with custom blinds. The heart of the home features a completely renovated kitchen offering an exceptional amount of custom cabinetry, generous counter prep area, and smart storage options. The primary bathroom has been transformed into a true spa-like retreat, featuring custom granite shelving and a massive walk-in tile shower complete with a built-in bench and multiple custom shower heads designed for ultimate relaxation. Move in with complete confidence knowing every major mechanical system in the home has been recently upgraded for maximum energy efficiency and worry-free living! Prime Commuter Location Enjoy resort-style living with an assigned parking spot just steps from your front door, along with full access to community amenities including a sparkling outdoor swimming pool, tennis courts, and a community clubhouse. The HOA handles all exterior maintenance, landscaping, trash, and snow removal so you can enjoy a true lock-and-leave lifestyle. The charming Condo is in a prime commuter location. Ideally located just minutes from Route 17, Interstate 84, Metro-North rail service, local dining, regional shopping hubs, and healthcare facilities. Move right in, relax, and start enjoying the simple life! NOTE: The total square footage does not include the loft. The seller is willing to leave the bed at the buyer's request

14 Brick Pond Road, Middletown

5 Kendal Lane, Middletown
$337,000
2 Beds ⋅ 3 Baths ⋅ 1047370 MLS
Modern Comfort & Lake Access – The Best of Waters Edge! Welcome to this beautifully maintained 2-bedroom, 2.5-bath condo in the highly desirable Waters Edge community. Offering the perfect blend of peaceful lakeside living and modern convenience, this home features a bright, open floor plan designed for easy living. Most of the windows have been replaced, enhancing energy efficiency and bringing in abundant natural light. The main level offers a spacious eat-in kitchen, formal dining area, and a sun-filled living room with sliding glass doors leading to a private rear patio—ideal for relaxing or entertaining. A convenient half bath completes the first floor. Upstairs, soaring vaulted ceilings create an open, airy atmosphere. The primary suite features a large walk-in closet and a private ensuite bath, while the second bedroom and an additional full bath provide an ideal setup for guests, family, or a home office. Enjoy all that Waters Edge has to offer, including scenic lake access, beautifully maintained grounds, and a convenient location close to shopping, restaurants, schools, and major commuter routes.

5 Kendal Lane, Middletown

41 Irwin Avenue, Middletown
$299,000
3 Beds ⋅ 1 Baths ⋅ 1045708 MLS
The covered front porch, hardwood floors, and separate rooms give this home the kind of simple, straightforward layout that has worked for generations and still works today. Step inside and you’ll find plenty of natural light, along with distinct living and dining rooms that each have their own purpose without making the home feel disconnected. The kitchen is practical and well equipped, with wood cabinetry, stainless steel appliances, a tile backsplash, and access toward the rear of the home. It offers plenty of cabinet space, everything where you need it, and additional room to make the space work for you. Head upstairs to the second floor, where you’ll find all three bedrooms along with the home’s full bathroom. Hardwood flooring continues through the bedrooms, while the attic provides additional storage space with room for future possibilities. The basement provides additional storage and utility space. Out back, there’s a level yard with mature trees and room to actually use the space. The location also puts you close to Twin Towers Middle School, Middletown High School, William A. Carter Elementary School, Touro College of Osteopathic Medicine, and SUNY Orange’s Middletown campus. Downtown Middletown offers restaurants, local businesses, shopping, and entertainment, while nearby access to the Orange Heritage Trail provides miles of paved space for walking, running, and biking. The Route 211 corridor and Galleria at Crystal Run add even more shopping, dining, services, and entertainment, and Garnet Health Medical Center is also within a short drive. For transportation and regional access, the Middletown Coach USA/ShortLine terminal provides bus service toward Midtown Manhattan and destinations throughout Orange County and northern New Jersey. The Middletown-Town of Wallkill rail station connects to the Port Jervis Line, with service toward Harriman, Suffern, Secaucus Junction, and Hoboken, along with connections to New York Penn Station. I-84 and Route 17 are both within easy reach. Come see how much this home and its location have to offer.

41 Irwin Avenue, Middletown

95 Silver Lake Sctn Road, Middletown
$510,000
3 Beds ⋅ 2 Baths ⋅ 1046001 MLS
Welcome to this beautifully renovated Cape Cod, where classic charm meets modern design. This turnkey home offers 3 bedrooms and 2 full bathroom, including a convenient first-floor bedroom perfect for guests, a home office, or easy one-level living. Thoughtfully redesigned from top to bottom, updates include brand-new flooring throughout, a sleek modern kitchen with quartz countertops and new cabinetry, all-new windows inviting in natural light, new heating and central AC systems, a new front porch, and a new deck that extends your living space outdoors. Every detail was chosen with care, delivering a space that feels fresh, functional, and completely move-in ready. Conveniently located near shopping, dining, schools, and major highways, this home offers both comfort and convenience. Truly nothing left to do, just move in and enjoy.

95 Silver Lake Sctn Road, Middletown

2 Harvest Hill Lane, Middletown
$545,100
3 Beds ⋅ 3 Baths ⋅ 1037842 MLS
A rare opportunity in The Meadows! This expanded 3 bedroom, 2 1/2 bath raised ranch offers approximately 2,508 sq. ft. on more than half an acre. A 12-foot addition spanning both levels provides substantially more living space than many homes in the development. Set on a desirable corner lot facing woods, it offers a peaceful, secluded feel while remaining just five minutes from major shopping, Galleria Mall, dining, highways, and Garnet Medical Center. The open-concept main level features a chef-inspired kitchen with abundant wood cabinetry, hardwood flooring, a generous 8' x 3' peninsula, a newer induction convection range, and a second convection wall oven. Recessed lighting throughout creates a bright, modern environment. The fully finished walk-out lower level offers 1 ½ baths, multiple living areas, baseboard heat, luxury vinyl plank flooring, laundry alcove, and generous storage. A mirrored home gym is ideal for fitness, yoga, dance, or an art studio. The finished addition offers space for a playroom or family room, plus two flex rooms with exterior access-perfect for office, guest room, and/or mudroom. The fully fenced, level backyard is a private retreat with dramatic natural boulders, impressive multilevel stone patios, an electrified 6-foot granite outdoor island, and an included 8-foot Master Spa hot tub. Additional highlights include owned solar panels at are paid in full, two EV chargers, premium cedar-shake-style vinyl siding, updated windows and doors, and a roof with 50-year shingles. Enjoy The Meadows pool, clubhouse, tennis/pickleball, and playgrounds. This distinctive home must be seen to be fully appreciated.

2 Harvest Hill Lane, Middletown

11 Brittany Drive, Middletown
$199,000
1 Beds ⋅ 1 Baths ⋅ 1043527 MLS
Welcome to a low-maintenance lifestyle, minimal utilities, included heat and hot water, generous storage, and a commuter-friendly setting. This condominium is an excellent opportunity for buyers looking for comfort and convenience . Located in a quiet, peaceful neighborhood, this second-floor condo offers a welcome retreat while still being close to varied amenities and transportation options with easy access to multiple major routes, making travel to surrounding communities and employment centers simple and efficient. An eat in kitchen, open floorplan, and spacious primary bedroom (large enough to incorporate an office) with an oversized closet, maximizes living space. Additional storage is a major plus, with a large private storage area in the basement, providing valuable space for seasonal belongings, household items, sporting equipment, and more.

11 Brittany Drive, Middletown

18 Deer Court Drive, Middletown
$295,000
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

4 Woodrose Court, 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

43 Brick Pond Road, Middletown
$319,990
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

63 Sycamore Drive Unit #63, 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

35 Lexington Way, 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

93 Meadow View Drive, 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

256 Cottage Street, 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

50 Sycamore Drive Unit #50, 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

43 Mayer Drive, 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

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