Newest Homes for Sale in Middletown, NY

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  /2

  $278,000

  Coming Soon

  • 4 Beds
  • 1.5 Baths
  • 1,548 Sq Ft

  22 Chestnut St, Middletown, NY 10940

  investor special.

  Ishwar Rameshar YourHomeSold Guaranteed Realty

  22 Chestnut St, Middletown, NY 10940
• Explore Middletown

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  /35

  $425,000

  • 4 Beds
  • 2 Baths
  • 1,780 Sq Ft

  203 Wisner Ave, Middletown, NY 10940

  From the moment you step onto the charming screened front porch, you'll understand why this home has been treasured. It's the kind of place where mornings begin slowly with coffee and conversation, where summer evenings linger a little longer, and where life's everyday moments become lasting memories. This beautifully maintained Colonial showcases the craftsmanship of another era, with gleaming

  Patricia Sassi RE/MAX Benchmark Realty Group

  203 Wisner Ave, Middletown, NY 10940
• 

  

  

  /40

  $459,900

  • 3 Beds
  • 1.5 Baths
  • 1,620 Sq Ft

  76 Maureen Dr, Middletown, NY 10940

  Welcome to Robins Meadows! This charming 3-bedroom, 1.5-bath home perfectly balances comfort, functionality, and an unbeatable location. The heart of the home features a bright, open living and dining area designed for seamless daily living. Head downstairs to find a versatile lower level—complete with a cozy wood-burning stove—offering endless potential for a home gym, office, or ultimate media

  Jayne M. Prechtel Keller Williams Valley Realty

  76 Maureen Dr, Middletown, NY 10940
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  /28

  $430,000

  • 3 Beds
  • 1.5 Baths
  • 1,784 Sq Ft

  17 Janice Dr, Middletown, NY 10941

  Welcome to 17 Janice Drive, a beautifully updated home nestled in a highly desirable neighborhood close to shopping, restaurants, schools, and major commuter routes. This move-in-ready property features a brand-new roof, fresh interior paint, refinished hardwood floors, updated bathroom tile, stylish new light fixtures, and a completely remodeled kitchen. The stunning kitchen showcases brand-new

  Matthew Skowronski HomeSmart Homes & Estates

  17 Janice Dr, Middletown, NY 10941
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  /14

  $145,000

  • 2 Beds
  • 1 Bath
  • 1,016 Sq Ft

  27 Lake Claire Dr, Middletown, NY 10940

  Lake Retreat! Perched high above Claire Lake with breathtaking mountain views, endless vistas, and exceptional privacy, this unique property offers a rare opportunity to create your own Hudson Valley getaway. Located in a quiet area and ready to bring your vision to life, this hidden gem combines natural beauty, character, and potential. The distinctive floor plan features 2 bedrooms, 1 full

  Barbara Pagella Coldwell Banker Realty

  27 Lake Claire Dr, Middletown, NY 10940
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  /35

  $498,000

  • 4 Beds
  • 2 Baths
  • 2,088 Sq Ft

  13 S Shore Dr, Middletown, NY 10940

  Escape to your own private lakeside retreat at 13 S Shore Drive in Middletown. This beautifully renovatedModern interior, Tudor style, home offers direct lake access and breathtaking waterfront views, creating the perfect setting for relaxation and recreation. Whether you're enjoying morning coffee overlooking the water, kayaking from your backyard, or entertaining family and friends, this

  Eidel Moses Rodeo Realty Inc

  13 S Shore Dr, Middletown, NY 10940
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  /34

  $299,000

  • 3 Beds
  • 1 Bath
  • 1,196 Sq Ft

  24 Crescent Place, Middletown, NY 10940

  Welcome to 24 Crescent Place, Middletown, NY. Affordable, move-in-ready homes with a detached garage, private driveway, and recent updates are becoming increasingly difficult to find, making this an exceptional opportunity for both homeowners and investors. This charming Colonial features 3 bedrooms, 1 full bathroom, comfortable living spaces, ample storage, and a functional layout designed for

  Yisroel Weiss Team W Realty LLC

  24 Crescent Place, Middletown, NY 10940
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  /33

  $70,000

  • 2 Beds
  • 2 Baths
  • 800 Sq Ft

  301 3rd Ave, Middletown, NY 10941

  In Middletown there is a 2 bedroom 2 full bath, completely renovated Mobile Home on corner lot, new roof, brand new central air, furnace 6 yrs old, brand new hot water heater, new gutters, new shed, new kitchen countertops, new fixtures throughout, stack washer dryer, new moisture barrier, new underbelly and more. Beautifully updated kitchen with dining area that opens to the living room. Two

  Howard Payson RE/MAX Town & Country

  301 3rd Ave, Middletown, NY 10941
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  /32

  $599,000

  • 3 Beds
  • 2.5 Baths
  • 2,929 Sq Ft

  1 Parkview Dr, Middletown, NY 10940

  Welcome to 1 Parkview Dr. in beautiful Presidential Park in Middletown, NY. Located on a corner lot, this expanded raised ranch shines. Gleaming hardwood floors and spacious room size are only some if it's great features. Eat in kitchen boasts an atrium that looks out to its lovely landscaped backyard. Spend time in this space and you'll feel like you're on vacation. Beautiful inground pool is

  Marie Altieri Howard Hanna Rand Realty

  1 Parkview Dr, Middletown, NY 10940
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  /2

  $515,000

  • 4 Beds
  • 3 Baths
  • 2,484 Sq Ft

  86 Maples Rd, Middletown, NY 10940

  Beautiful Raised Ranch in Middletown, NY This stunning home features 4 spacious bedrooms and 3 full bathrooms, offering comfort, style, and plenty of space for living and entertaining. The kitchen showcases gorgeous marble countertops and detailed custom cabinetry that truly stand out. The living room boasts vaulted ceilings and a large picture window that fills the space with natural light and

  Delease Jenkins RE/MAX Town & Country

  86 Maples Rd, Middletown, NY 10940
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  /43

  $729,000

  • 3 Beds
  • 2.5 Baths
  • 2,284 Sq Ft

  168 Pine Grove Rd, Middletown, NY 10940

  Move right into this nearly new home upgraded with premium finishings in Pine Grove Estates, where peaceful country living meets modern convenience in the desirable Minisink Valley School District. Set along a quiet road surrounded by sweeping views of green rolling hills, this home offers a rare sense of space, privacy, and peace. Enjoy miles of scenic vistas from the deck, the sprawling lawn,

  Leeshai Lemish Panorama Realty

  168 Pine Grove Rd, Middletown, NY 10940
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  /6

  $415,000

  • 4 Beds
  • 4 Baths
  • 2,944 Sq Ft

  103 Linden Ave Unit 4, Middletown, NY 10940

  Due to overwhelming interest in this property, the seller is ONLY accepting cash offers for list price or better with no contingencies. Proof of Funds is required before appointment for viewing is confirmed. NO EXCEPTION! Must have confirmed appointment to view. PLEASE DO NOT SHOW UP AT THE PREMISES. Welcome to 103 Linden Avenue, a rare opportunity to own a well-maintained four-unit multi-family

  Jacqueline Henry-Thompson Jackie Henry Realty LLC

  103 Linden Ave Unit 4, Middletown, NY 10940
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  /47

  $349,999

  • 3 Beds
  • 4 Baths
  • 1,854 Sq Ft

  36 Prospect St, Middletown, NY 10940

  This beautiful colonial-style home is in need of some TLC! Due to its status as a Short Sale, the property is being sold “As-Is” with subject approval from a third party. This charming property boasts four bedrooms, two full baths, a well-equipped kitchen, a formal dining and living room, an unfinished basement and attic, a private driveway, and a spacious lot. Whether you’re an investor or a

  Vladimir Charles-Pierre Our Community Realty Ltd

  36 Prospect St, Middletown, NY 10940
• 

  

  /23

  $399,999

  Open Sun 11AM - 1PM

  • 5 Beds
  • 2 Baths
  • 1,664 Sq Ft

  341 Highland Ave Extension, Middletown, NY 10940

  Welcome to 341 Highland Ave Ext, a bright and airy 4-bedroom, 2-bath split-level home conveniently situated in the heart of town. An inviting open floor plan creates effortless flow throughout the main living spaces, offering comfort, style, and plenty of natural light. Enjoy a level, fenced-in backyard—ideal for outdoor gatherings or peaceful relaxation. With local eateries, shopping, and daily

  Valerie Jewis Keller Williams Realty

  341 Highland Ave Extension, Middletown, NY 10940
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  /40

  $699,999

  • 4 Beds
  • 3.5 Baths
  • 3,200 Sq Ft

  11 Oak Ridge Rd, Middletown, NY 10940

  Welcome to 11 Oak Ridge Road — a stunning contemporary Colonial in the highly sought-after Presidential Heights community. Known for its scenic mountain views and prime Hudson Valley location, this upscale neighborhood offers the perfect balance of tranquility, convenience, and lifestyle. Meticulously maintained and thoughtfully updated, this exceptional home offers approximately 3,200 square

  Jacqueline Henry-Thompson Jackie Henry Realty LLC

  11 Oak Ridge Rd, Middletown, NY 10940
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  /5

  $350,000

  • 4 Beds
  • 1.5 Baths
  • 1,124 Sq Ft

  319 Wawayanda Ave, Middletown, NY 10940

  LOVELY 4 BEDROOM, 1.5 BATH CAPE COD IN MIDDLETOWN WITH A 1 CAR DETACHED GARAGE!! Main level offers a charming eat-in kitchen with dining area, spacious living room, 2 good size bedrooms (one has a 1/2 bath), a full bath, and the 1/2 bath in the bedroom. Upstairs offers 2 Cape Cod style bedrooms and a large closet. There is a full, unfinished, walkout basement with tons of room. Outside offers a 1

  David Nicoli Nicoli Realty

  319 Wawayanda Ave, Middletown, NY 10940
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  /10

  $319,000

  • 3 Beds
  • 1 Bath
  • 1,152 Sq Ft

  37 California Ave, Middletown, NY 10940

  MLS Listing Description: Charming 3-bedroom, 1-bath traditional two-story home featuring a spacious, enclosed backyard—perfect for outdoor enjoyment and entertaining. The first floor offers an oversized living room, an open dining area, and a functional kitchen layout ideal for everyday living. Upstairs, you’ll find three comfortable bedrooms and a full bath. A walk-up attic provides convenient

  Jonathon Lee Keller Williams Hudson Valley

  37 California Ave, Middletown, NY 10940
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  /50

  $599,900

  • 4 Beds
  • 1.5 Baths
  • 3,280 Sq Ft

  22 Camp Orange Rd, Middletown, NY 10941

  Cherished through generations and lovingly maintained by its owners, this remarkable circa home is ready for its next chapter. Set on 3.6 beautifully level acres in the Valley Central School District, the property offers the perfect blend of historic character, functional space, and country charm. As you approach, the care and pride of ownership are immediately evident. A welcoming front porch

  Rosalie Cook Weichert Realtors

  22 Camp Orange Rd, Middletown, NY 10941
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  /39

  $625,000

  • 3 Beds
  • 2.5 Baths
  • 2,053 Sq Ft

  45 Randall Heights, Middletown, NY 10940

  PRESIDENTIAL HEIGHTS welcomes you to make this LUXURY CONTEMPORARY home yours 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 araund blacktopped driveway along with paver stone walkway leads you inside this newly remodeled gem. Discover an incredible blend of space,

  Sandra Arnez Keller Williams Hudson Valley

  45 Randall Heights, Middletown, NY 10940
• 

  

  /17

  $339,990

  • 2 Beds
  • 2.5 Baths
  • 1,241 Sq Ft

  5 Kendal Ln, Middletown, NY 10940

  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 a perfect blend of peaceful lakeside living and modern convenience, this home is designed for those who appreciate a bright, open, and "easy-living" floor plan. Home Highlights: Bright & Airy Main Level: Enjoy a spacious

  Jonathon Lee Keller Williams Hudson Valley

  5 Kendal Ln, Middletown, NY 10940
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  /50

  $399,000

  • 3 Beds
  • 1.5 Baths
  • 1,446 Sq Ft

  4 Saint Eve Ct, Middletown, NY 10940

  Situated on a quiet cul-de-sac, this spacious and versatile home offers the perfect blend of comfort, convenience, and flexibility. Enjoy a large yard ideal for entertaining, complete with a deck and patio for outdoor gatherings and relaxation. Inside, the home features ample parking, 3-zone heating for year-round comfort, and an all-inclusive room/office perfect for working from home, guests, or

  Robin Cohen Keller Williams Realty

  4 Saint Eve Ct, Middletown, NY 10940
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  /50

  $799,999

  • 4 Beds
  • 3.5 Baths
  • 2,462 Sq Ft

  48 Lone Indian Trail, Middletown, NY 10940

  SPECTACULAR 180 PANORAMIC MOUNTAIN VIEWS AS FAR AS THE EYES CAN SEE w/ THIS IMMACULATE 4 BR / 3.5 BATH CUSTOM, TWO-STORY, CONTEMPORARY HOME ON FULLY FINISHED DAYLIGHT WALKOUT BASEMENT w/ LARGE WRAPAROUND BACK DECK & 2ND STORY PRIMARY SUITE BALCONY OVERLOOKING THE BREATHTAKING VIEWS OF THE HUDSON VALLEY LANDSCAPE, AND A 2-CAR GARAGE, PRIVATELY SET ON 17.8 ACRES w/ SPRAWLING & WELL-MAINTAINED LAWN

  Olivia Cappelli Donna Ruffino Realty Corp

  48 Lone Indian Trail, Middletown, NY 10940
• 

  

  /22

  $339,000

  $10K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,540 Sq Ft

  39 Cedar Ct, Middletown, NY 10940

  NO HOA FEE!! LOW TAXES Welcome to this townhouse located in Middletown, offering space, convenience, and a functional layout. The kitchen offers cabinet and counter space and opens to the living room with sliding glass doors leading to the backyard area. The first floor also features a convenient half bathroom. Upstairs offers three bedrooms and a full bathroom. Conveniently located close to

  Wenpeng Guan Keller Williams Hudson Valley

  39 Cedar Ct, Middletown, NY 10940
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  /9

  $499,000

  • Land
  • 39.9 Acres
  • $12,506 per Acre

  700 van Burenville Rd, Middletown, NY 10940

  Discover your own 40-acre sanctuary in the Hudson Valley, a landscape of rolling meadows, a peaceful pond that set the stage for a truly picturesque retreat. Perfectly suited for equestrian pursuits, cattle, or recreational hunting.

  

  Joao Rodrigues

  Preferred Properties Real Esta

  (329) 237-1690

  700 van Burenville Rd, Middletown, NY 10940
• 

  

  /47

  $649,000

  • 3 Beds
  • 2.5 Baths
  • 2,736 Sq Ft

  39 Goffredo Ct, Middletown, NY 10940

  Perched gracefully atop 1.6 private acres with sweeping mountain views, this custom-built ranch offers a lifestyle that feels both peaceful and elevated. From the moment you arrive, there’s a sense of space and serenity—whether you’re enjoying your morning coffee on the welcoming rocking chair front porch or catching sight of an eagle gliding across the skyline. Designed with effortless one-level

  Juan Bautista Serhant LLC

  39 Goffredo Ct, Middletown, NY 10940
• 

  

  /21

  $299,900

  Pre-Foreclosure

  • 3 Beds
  • 1.5 Baths
  • 1,884 Sq Ft

  2 S Aspen Rd, Middletown, NY 10940

  Say hello to possibility! A Middletown townhouse with space, flexibility, and room to make it your own. With 3 bedrooms, including a main-level bedroom, 1.5 bathrooms, plus inviting outdoor space, this home is ready for your personal touch. Close to everything Middletown offers—shops, dining, parks, and commuter routes—this is a smart move with big potential. Make 2 S. Aspen Rd your next upgrade.

  Derek Greene Greene Realty Group

  2 S Aspen Rd, Middletown, NY 10940
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  /50

  $597,000

  • 4 Beds
  • 2 Baths
  • 2,044 Sq Ft

  46 Ben Lomond Dr, Middletown, NY 10941

  You know the house in Scotchtown that everyone slows down to admire? This is it! Exceptional corner curb appeal, stunning landscaping and a rare DOUBLE LOT set the stage for this beautifully maintained oversized split offering over 2,000 square feet on .61 acres. A standout feature of the property is the incredible 24' x 28' detached garage and the unexpectedly private backyard that makes this

  Laurel Lustgarten Howard Hanna Rand Realty

  46 Ben Lomond Dr, Middletown, NY 10941
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  /44

  $449,000

  • 3 Beds
  • 3.5 Baths
  • 2,041 Sq Ft

  60 Peach Place, Middletown, NY 10940

  Welcome to Swan Village Estates conveniently located just minutes from Highways, stores and shopping. If space is what you need, this three-level , corner lot townhome offers that and more inside and out! The main level features a bright living room with plenty of natural window light followed by a dining area and a spacious eat-in kitchen with stainless steel appliances with plenty of cabinet

  Sandra Arnez Keller Williams Hudson Valley

  60 Peach Place, Middletown, NY 10940
• 

  

  /44

  $385,000

  • 2 Beds
  • 1.5 Baths
  • 1,584 Sq Ft

  1 Lake Ridge Dr, Middletown, NY 10940

  Set within the highly desirable Lake Ridge at Water’s Edge community in Middletown, this beautifully cared-for end-unit townhouse combines comfort, style, and low-maintenance living. Offering 2 bedrooms and 1.5 baths, the home features tasteful upgrades throughout, including luxury vinyl flooring, recessed LED lighting, and a warm, inviting gas fireplace. The kitchen is outfitted with stainless

  Colin Seitz RE/MAX Benchmark Realty Group

  1 Lake Ridge Dr, Middletown, NY 10940
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  /48

  $949,500

  • 4 Beds
  • 2.5 Baths
  • 3,296 Sq Ft

  411 Mt Joy Rd, Middletown, NY 10941

  Privacy, space, and convenience come together beautifully in this 3,296 sq ft Colonial set on 11.7 acres. This spacious home features 4 bedrooms plus a private office/possible 5th bedroom with French doors, 2.5 baths, central air, hardwood floors, and a 2-car garage. The inviting family room offers a wood-burning fireplace, while the kitchen includes stainless steel appliances and a double oven.

  Patricia Lucey Picture It Sold, LLC

  411 Mt Joy Rd, Middletown, NY 10941
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  /25

  $525,000

  • 4 Beds
  • 2 Baths
  • 1,716 Sq Ft

  29 Beth Dr, Middletown, NY 10941

  Welcome to this spacious raised ranch in Scotchtown neighborhood within the highly sought-after Pine Bush School District. This 4-bedroom, 2-bath home offers over 1,700 square feet of living space that was been recently updated The main level features a brand new kitchen, dining and living room combination. Three generously sized bedrooms, and a new full bath complete the first floor. Newly

  Derek Greene Greene Realty Group

  29 Beth Dr, Middletown, NY 10941
• 

  

  /18

  $315,000

  • 2 Beds
  • 1 Bath
  • 689 Sq Ft

  15 Anthony St, Middletown, NY 10940

  Welcome to this beautifully up to date, single-family home offering the perfect blend of comfort, style, and functionality. At approximately 690+/- sq ft, this move-in-ready home makes exceptional use of space with a bright and inviting layout ideal for everyday living.The open-concept living area features recessed lighting and flows seamlessly into a stunning kitchen highlighted by stylish

  Eliezer Salcer Preferred Properties Real Esta

  15 Anthony St, Middletown, NY 10940
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  /27

  $475,000

  • 3 Beds
  • 2.5 Baths
  • 1,781 Sq Ft

  33 Maple Fields Dr, Middletown, NY 10940

  The perfect blend of comfort, convenience, and low-maintenance living, this townhome features a bright and spacious layout ideal for today’s lifestyle.The main level offers an inviting living area with gas fireplace, kitchen, with ample cabinet space, a 1/2 bath, and a seamless flow perfect for everyday living or entertaining guests. Upstairs, you’ll find three generously sized bedrooms,

  Michael Knecht Howard Hanna Rand Realty

  33 Maple Fields Dr, Middletown, NY 10940
• 

  

  /19

  $575,000

  • 3 Beds
  • 3 Baths
  • 5,157 Sq Ft

  20 John St, Middletown, NY 10940

  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,

  Jonathon Lee Keller Williams Hudson Valley

  20 John St, Middletown, NY 10940
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  /47

  $575,000

  • 3 Beds
  • 3 Baths
  • 2,133 Sq Ft

  153 Ridge Dr, Middletown, NY 10940

  Searching for a 3-bed raised ranch in Middletown with land, modern finishes, and room to enjoy the outdoors? 3-bedroom, 3-bath home offering over 2,100 sq ft of living space on 11.4 private acres in the Minisink Valley School District. Built in 2022, this property combines contemporary comfort with the privacy and flexibility many Hudson Valley buyers are looking for. Inside, vaulted ceilings and

  Lady Castro eXp Realty

  153 Ridge Dr, Middletown, NY 10940
• 

  

  /50

  $525,000

  • 3 Beds
  • 2 Baths
  • 2,065 Sq Ft

  225 Upper Rd, Middletown, NY 10940

  Completely renovated ranch situated on 1.44 acres in the Minisink Valley School District. This beautifully updated home features a bright open-concept layout combining the living room, dining area, and kitchen—perfect for modern living and entertaining. Large windows throughout the home allow for an abundance of natural light, creating a warm and airy atmosphere in every room. The main level

  Gloria Rivera Keller Williams Hudson Valley

  225 Upper Rd, Middletown, NY 10940
• 

  

  /44

  $849,900

  • 4 Beds
  • 2.5 Baths
  • 3,000 Sq Ft

  TBD Brook Rd, Middletown, NY 10941

  Brand New Luxury Home in the Valley Central School District! Stunning 3,000 sq. ft. modern Colonial privately set atop a scenic 5-acre wooded lot offering exceptional privacy and natural beauty. Conveniently located just 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

  Philip Barnao eXp Realty

  TBD Brook Rd, Middletown, NY 10941
• 

  

  /40

  $385,000

  • 3 Beds
  • 1.5 Baths
  • 1,382 Sq Ft

  120 Prospect Ave, Middletown, NY 10940

  Beautiful 1900 Colonial – Turnkey & Full of Character, blending historic detail with modern comfort. This 3-bedroom, 1.5-bath home offers warm architectural character, smart updates, and flexible bonus spaces that make it stand out. The perfect blend of character and convenience. The main level flows easily from the welcoming porch into bright living spaces framed by decorative archways. The

  Sharon Pehush HomeSmart Homes & Estates

  120 Prospect Ave, Middletown, NY 10940
• 

  

  /46

  $574,900

  Open Sat 11AM - 1PM $25K PRICE DROP

  • 5 Beds
  • 2 Baths
  • 2,432 Sq Ft

  180 Mt Orange Rd, Middletown, NY 10940

  The primary suite alone tells you what kind of home this is. A vaulted cathedral ceiling overhead, a spa-style bath built around a deep soaking tub, and proportions that hold a quiet hour at the end of a long day the way a private retreat is supposed to. It is the kind of room that quietly redefines what you expect a ranch to feel like. By the time the water is running, the day has already

  

  Brian Caplicki

  Keller Williams Hudson Valley

  (329) 210-5539

  180 Mt Orange Rd, Middletown, NY 10940
• 

  

  /30

  $399,900

  • 3 Beds
  • 2.5 Baths
  • 1,593 Sq Ft

  568 County Route 49 Unit 2C, Middletown, NY 10940

  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

  

  Hazel Cello

  Keller Williams Hudson Valley

  (329) 219-0557

  568 County Route 49 Unit 2C, Middletown, NY 10940

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