Homes for Sale in Orange County NY with 5-Bedrooms

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  /47

  $964,999 Open Sat 2PM - 4PM

  • 5 Beds
  • 4 Baths
  • 3,154 Sq Ft

  43 Greenwich Ave, Central Valley, NY 10917

  Welcome to 43 Greenwich Avenue, a beautifully appointed 5-bedroom, 4-bath Colonial nestled in the highly sought-after Greens community of Central Valley. Offering over 3,100 square feet of living space, this home features a spacious and sun-filled layout, perfect for both everyday living and entertaining. The inviting family room showcases soaring ceilings, skylights, and a cozy fireplace, while

  

  Alexandra Zinko

  Century 21 Realty Center

  (845) 205-7672

  43 Greenwich Ave, Central Valley, NY 10917
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  $980,000

  • 6 Beds
  • 5 Baths
  • 1,440 Sq Ft

  3 Old Country Rd, Otisville, NY 10963

  DEVELOPMENT OPPORTUNITY * 11.4-Acre Multi-Home Property Near Otisville Train Station. The property includes eight separate structures—two FULLY RENOVATED homes and six additional bungalows ready for renovation or new development—offering a rare investment opportunity. Zoned in Local Business (LB) District located only .2 miles from NJ Transit, Otisville train station- ideal for commuters to NYC.

  

  JoAnn Maxwell

  Howard Hanna Rand Realty

  (845) 719-4622

  3 Old Country Rd, Otisville, NY 10963
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  $1,799,000

  • 5 Beds
  • 9 Baths
  • 7,794 Sq Ft

  3 Bristol Dr, Middletown, NY 10941

  Welcome to 3 Bristol Road, a rare brick colonial estate set on 1.4 private acres, offering nearly 8,000 square feet of living space plus a spectacular 3,200-square-foot indoor pool pavilion designed for year-round enjoyment.Built in 2002, this 6-bedroom, 8.55-bathroom residence features expansive, light-filled interiors and estate-scale proportions ideal for both entertaining and everyday

  

  Mohamed Elgoarany

  All American Realty Management

  (329) 215-0309

  3 Bristol Dr, Middletown, NY 10941
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  $1,780,000

  • 6 Beds
  • 4.5 Baths
  • 5,450 Sq Ft

  395 Sarah Wells Trail, Goshen, NY 10924

  Welcome to Twin Oaks – A Masterfully Restored Hudson Valley Estate.Nestled along one of the most scenic and desirable roads in the Hudson Valley, Twin Oaks is a truly exceptional residence, offering a rare blend of historic grandeur and modern refinement. Set on a tranquil, park-like 8.2-acre estate at the edge of the charming Village of Goshen, this stately French Second Empire Late

  

  Joseph Paoli

  Howard Hanna Rand Realty

  (845) 400-8382

  395 Sarah Wells Trail, Goshen, NY 10924
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  $3,999,999

  • 15 Beds
  • 28 Baths
  • 12,000 Sq Ft

  43 Freeland St, Monroe, NY 10950

  Multi-Use Investment Opportunity – Village of Monroe, NYApprox. 12,000 sq ft multi-use building situated on a private gated 2.9-acre property in the Village of Monroe. Built in 2020, the property offers modern construction and flexible layout suitable for a variety of permitted uses. Property currently being used as a private high school with dormitory and both residential units as

  

  Nazma Sooknanan

  Nazma Real Estate LLC

  (329) 236-2541

  43 Freeland St, Monroe, NY 10950
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  $629,900

  • 6 Beds
  • 3 Baths
  • 3,120 Sq Ft

  168 Fostertown Rd, Newburgh, NY 12550

  Welcome to 168 Fostertown Rd — a stylish and spacious home offering over 3,000 square feet of living space. This impressive 6-bedroom property features an open-concept kitchen with sleek stainless steel appliances, perfect for entertaining. The bright and airy layout flows seamlessly into the living and dining areas, creating a warm and inviting atmosphere throughout. Outside, you’ll find an

  

  Haakim Byrd

  HomeSmart Homes & Estates

  (845) 407-8717

  168 Fostertown Rd, Newburgh, NY 12550
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  /38

  $724,999

  • 5 Beds
  • 4 Baths
  • 4,615 Sq Ft

  108 Circle Dr, Monroe, NY 10950

  ** New Heating System*** Price reduced for quick sale. This stunning contemporary Cape Cod offer's nearly 5,000 Sqft of elegant living space sitting pretty on 2.1 Acres with Monroe Woodbury Schools. Perfect for a large or multi-generational families, step inside to find three spacious living/sitting/family rooms, gleaming hardwood floors, and a luxurious stone mantle with gas fireplace. The

  

  Alexandra Zinko

  Century 21 Realty Center

  (329) 210-1430

  108 Circle Dr, Monroe, NY 10950
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  $900,000

  • 5 Beds
  • 3.5 Baths
  • 3,500 Sq Ft

  32 Fox Hollow Dr, Blooming Grove, NY 10918

  SINGLE LEVEL LIFESTYLE! Discover this Modern Farmhouse Style RANCH on almost 6 acres. Boasting over 3,500 finished sq. ft., this thoughtfully designed home offers 5 spacious bedrooms, one of them set up as a completely private guest quarters located above the oversized 2-car garage, perfect for hosting overnight guests. From the moment you arrive, the eye-catching details and inviting 32 ft long

  

  Julissa Amaro

  Keller Williams Hudson Valley

  (845) 581-2763

  32 Fox Hollow Dr, Blooming Grove, NY 10918
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  $949,900

  • 5 Beds
  • 3 Baths
  • 4,958 Sq Ft

  75 Monahan Rd, Port Jervis, NY 12771

  Discover the essence of Hudson Valley living with this extraordinary property! Nestled in a serene, wooded landscape, this home has almost 5,000 sqf, 5 bedrooms, 3 bathrooms, 2 bonus rooms (use as gym, 2nd office, etc.) and an office. This contemporary home offers unparalleled privacy and a canvas to create your dream lifestyle. Enjoy breathtaking sunrises and sunsets with perfect lighting

  Christian Zube Realty Executives Exceptional

  75 Monahan Rd, Port Jervis, NY 12771
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  $979,900

  • 5 Beds
  • 4.5 Baths
  • 4,200 Sq Ft

  255 Howells Rd, Middletown, NY 10940

  Enter the gates of this remarkable 36.8-acre estate to discover a distinguished 5-bedroom, 5-bathroom residence offering 4,200 square feet of living space. The property includes a substantial two-story post-and-beam barn with horse stalls, multiple wells, and an additional hay barn—ideal for equestrian or agricultural use. A serene natural pond and a mix of rolling pastures and wooded areas

  Jonathon Lee Keller Williams Hudson Valley

  255 Howells Rd, Middletown, NY 10940
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  $400,000

  • 8 Beds
  • 3 Baths
  • 2,121 Sq Ft

  29 Columbia Ave, Middletown, NY 10940

  Charming 1923 Traditional – Spacious 8-Bedroom Single Family Home with Timeless Character Step into a rare opportunity to own a beautifully expansive 3-story traditional home built in 1923, offering over 2,100 square feet of versatile living space. Brimming with classic charm and endless potential, this 8-bedroom, 3-bathroom residence is perfect for those seeking room to grow, host, or simply

  Sharon Pehush HomeSmart Homes & Estates

  29 Columbia Ave, Middletown, NY 10940
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  $655,000

  • 7 Beds
  • 4 Baths
  • 2,955 Sq Ft

  154 3rd St, Newburgh, NY 12550

  Fully renovated historic Victorian legal two-family with a rare interior connection ideal for mother-daughter or multigenerational living, located in the heart of Newburgh. This turn-key property beautifully blends 1900s architectural charm with modern luxury upgrades, offering exceptional flexibility for owner-occupants, multigenerational households, or investors seeking strong rental income.

  Virginia Corbett eXp Realty

  154 3rd St, Newburgh, NY 12550
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  /5

  $899,000

  • 6 Beds
  • 4.5 Baths
  • 4,500 Sq Ft

  131 Riley Rd, New Windsor, NY 12553

  NEW CONSTRUCTION!!! Targeted completion, May of 2026 !!! - 6 bedrooms / 4 bath home with unique, functional layout with well-appointed finishes!! Custom gourmet kitchen with eating area, Hardwood Floors, Dining Room, Bedroom count includes 3 master en-suites; 1 on first floor & 2 on second floor, which is perfect for guests. Close to Schools, Shops, Major Roadways, Salisbury Mills/Cornwall Train

  Rafael Luciano Luciano Rios Property Grp, Inc

  131 Riley Rd, New Windsor, NY 12553
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  $894,900

  • 5 Beds
  • 3.5 Baths
  • 3,522 Sq Ft

  6 Summer Winds Ct, Cornwall On Hudson, NY 12520

  Welcome to this beautiful colonial home, located right in the heart of Cornwall-on-Hudson! This large home was built in 1998, and it provides the perfect opportunity to have peaceful scenery, while also being close to all the town of Cornwall has to offer. From the outside, this property is well landscaped with two separate patio entrances into the home. Upon entry into the home, you are given

  Jorge Lugo Real Broker NY LLC

  6 Summer Winds Ct, Cornwall On Hudson, NY 12520
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  $575,000

  • 12 Beds
  • 10 Baths
  • 5,004 Sq Ft

  5 Wawayanda Place, Middletown, NY 10940

  CASH ONLY - Totally renovated large home with 12 bedrooms, 8 of them being suites with their own full bathroom. 10 full bathrooms total. Home also features game room, large dining area, living room, spacious eat in kitchen with stainless appliances & island, laundry off the kitchen, large fenced patio & inground pool. Conveniently located around Orange County Community College, tennis & skate and

  Jamie Sittner Find Advisors

  5 Wawayanda Place, Middletown, NY 10940
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  $590,000

  • 5 Beds
  • 1.5 Baths
  • 1,790 Sq Ft

  48 Connors Rd, Middletown, NY 10941

  Looking for a move-in ready 5-bedroom Dutch Colonial in the 10940 area? 48 Connors Road offers a fully renovated interior, updated major systems, and a finished walk-out basement, delivering flexible living space and modern finishes in a convenient Middletown location. Come take a look at 48 Connors Road, a beautifully renovated colonial in Middletown that has been updated from top to bottom with

  Kewin Garabito eXp Realty

  48 Connors Rd, Middletown, NY 10941
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  /13

  $560,000

  • 5 Beds
  • 4 Baths
  • 1,911 Sq Ft

  35 Dogwood Dr, Middletown, NY 10940

  Just pack your bags and move in. Spacious, Comfortable and Cozy 5 bedroom 1 family house for sale. This house features 4 Bedrooms and 2 bathrooms on the upper level with a walk in closet and a bathroom in the master bedroom. The first features a 1/2 bath, renovated kitchen, separate living and dinning rooms and a walkout deck. The ground floor features a 2 car garage, finished basement with 1

  Lenworth Brisco Keller Williams Realty NYC Grp

  35 Dogwood Dr, Middletown, NY 10940
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  $765,000

  • 5 Beds
  • 5 Baths
  • 4,518 Sq Ft

  1 Far Horizons Dr, Newburgh, NY 12550

  Set on nearly 2 acres in the Marlboro School District, this expansive 4,518-square-foot Hudson Valley farmhouse offers space, style, and versatility at every turn. With 5 oversized bedrooms and 5 full bathrooms, it’s perfect for multi-generational living, extended guests, or work-from-home lifestyles. The dramatic two-story living room is a showstopper, featuring a floor-to-ceiling stone

  Wendy Beck Krumpfer Realty Group, LLC

  1 Far Horizons Dr, Newburgh, NY 12550
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  /50

  $1,750,000

  • 5 Beds
  • 5 Baths
  • 4,740 Sq Ft

  41 Sand Hill Ln, Florida, NY 10921

  The Ultimate Smart-Home Sanctuary - Forget everything you know about ranch-style living. This five-bedroom, five-bathroom Warwick estate was entirely rebuilt using premier materials and high-efficiency techniques. Nestled on nearly four private, timbered acres, the home offers 4,740 square feet of open-concept living designed for the modern entertainer. The tech suite is unmatched: a gated

  Nikki Grzegorzewski Keller Williams Realty

  41 Sand Hill Ln, Florida, NY 10921
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  $799,999

  • 5 Beds
  • 2.5 Baths
  • 3,452 Sq Ft

  2041 Independence Dr, New Windsor, NY 12553

  Welcome to 2041 Independence Drive, a beautifully maintained extended colonial—the largest model in The Reserve community in New Windsor. Offering 5 bedrooms with the potential for a 6th and 2.5 baths, this expansive home delivers both space and sophistication. Proudly offered by the original owners, it has been meticulously cared for and thoughtfully upgraded throughout. Step into a stunning

  Philip Szumlaski Keller Williams Realty

  2041 Independence Dr, New Windsor, NY 12553
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  $399,000

  • 6 Beds
  • 3 Baths
  • 1,910 Sq Ft

  200 North St, Newburgh, NY 12550

  A Large and Unique Two-Family Colonial in the heart of Newburgh that stands out from the rest that shows 3 generously sized bedrooms in each unit with ample closet space, each apartment offers a bright and airy open-concept living and dining area that creates a seamless flow perfect for both everyday living and entertaining. Both units showcase large kitchens with abundant cabinetry and natural

  Deborah Meurlin Exit Realty Connections

  200 North St, Newburgh, NY 12550
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  $599,900

  • 6 Beds
  • 3.5 Baths
  • 2,948 Sq Ft

  669 Mountain Rd, Middletown, NY 10940

  Country Escape of 6 spacious bedrooms offers space, privacy, and a serene setting on 3.38 acres. Just about 75 miles from New York City, it’s close enough for convenient weekend escapes yet far enough to feel like a true retreat feels like a private estate—perfect for those seeking a refined escape from city life A grand foyer opens to a bright, airy layout with high ceilings, large windows, and

  Michelle Gruberger Real Estate Circuit Inc

  669 Mountain Rd, Middletown, NY 10940
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  $940,000

  • 7 Beds
  • 3.5 Baths
  • 3,575 Sq Ft

  27 Catskill High Rail, Monroe, NY 10950

  *** This stunning home is a true gem located in a hot location, offering breathtaking views and exceptional privacy!! *** The spacious layout includes three full bathrooms and one half bathroom, designed for both comfort and convenience. The huge dining room and expansive playroom are perfect for entertaining, while the big kitchen and additional dining area provide ample space for family

  Nuchem Spitzer MK Realty Inc

  27 Catskill High Rail, Monroe, NY 10950
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  $779,000

  • 6 Beds
  • 4 Baths
  • 3,576 Sq Ft

  177 Grand St, Newburgh, NY 12550

  Welcome to The Reeve House, a circa 1836 Italianate residence set on a rare triple lot in Newburgh's East End Historic District. One of the earliest homes built on Grand Street, the three-bay-wide wood-frame dwelling has pilastered corners, a front door flanked by sidelights and transom, and a bracketed cornice that speaks to the craftsmanship of its era. Built by George and Caroline Reeve, a

  Anthony D'Argenzio Houlihan Lawrence Inc.

  177 Grand St, Newburgh, NY 12550
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  $1,275,000

  • 6 Beds
  • 4 Baths
  • 5,043 Sq Ft

  7 Farm Hollow Rd, New Windsor, NY 12553

  Set behind a long, tree-lined approach on 5.8 private acres, this distinguished Cornwall estate offers a rare combination of scale, privacy, and sophistication in one of the Hudson Valley’s most desirable settings. Just 60 minutes from New York City and less than five miles from rail service to Manhattan, the property delivers a lifestyle that is both quietly secluded and exceptionally connected.

  Kathryn DeCrosta John J Lease REALTORS Inc

  7 Farm Hollow Rd, New Windsor, NY 12553
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  $925,000

  • 5 Beds
  • 3.5 Baths
  • 3,680 Sq Ft

  21 Bull Mine Rd, Chester, NY 10918

  Welcome to this distinguished colonial residence offering five bedrooms and three and a half baths, gracefully positioned on 2.3 acres of private, scenic grounds. Set back from the road, the home is surrounded by expansive green lawns, providing an unparalleled sense of privacy and sophistication. The inviting front porch presents an ideal space to enjoy your morning coffee while taking in the

  Donna Gennaro Howard Hanna Rand Realty

  21 Bull Mine Rd, Chester, NY 10918
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  $495,000 Open Sat 2PM - 3PM

  • 5 Beds
  • 2 Baths
  • 2,112 Sq Ft

  74 Gladstone Ave, Walden, NY 12586

  Renovated Old-Style Property in Walden. Elegant Living in a Charming Village Situated in the idyllic village of Walden, this meticulously renovatedold-style property superbly combines historical charm with modern conveniences. Encompassing 2112 square feet, this expansive residencefeatures five bedrooms and two full bathrooms, ensuring ample space for comfortable living. Property

  Edwin Molina RE/MAX Benchmark Realty Group

  74 Gladstone Ave, Walden, NY 12586
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  $669,000

  • 5 Beds
  • 4 Baths
  • 3,312 Sq Ft

  166 Brookside Farms Rd, Newburgh, NY 12550

  Strategic Multi-Unit & Commercial Bundle – 5.4 Acres Near I-84. Total price for the bundle, Duplex on 1.40 acres plus 4 acres of commercial property is only $669,000. Discover this versatile property in the heart of Newburgh, offering a rare blend of residential comfort and massive investment potential. The primary residence is a sprawling 4-bedroom, 2.5-bathroom home featuring a formal dining

  KELLY ROMANO Keller Williams Realty

  166 Brookside Farms Rd, Newburgh, NY 12550
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  $650,000

  • 5 Beds
  • 3 Baths
  • 2,983 Sq Ft

  9 Mount Ridge Ct, Monroe, NY 10950

  Spacious Center Hall Colonial with open concept kitchen, fireplace, deck, and large primary suite with walk-in closets. A dramatic two-story entry leads to an open concept kitchen with abundant counter space, large dinette area, and sliding doors to a spacious deck --perfect for entertaining. The kitchen flows into the open family room and living room with fireplace, creating an ideal setup for

  Richard Froehlich RE/MAX Benchmark Realty Group

  9 Mount Ridge Ct, Monroe, NY 10950
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  $1,395,000

  • 5 Beds
  • 4.5 Baths
  • 5,802 Sq Ft

  18 Almond Tree Ln, Warwick, NY 10990

  WOW . . . STUNNING 5,802 square foot colonial/country hilltop estate with gorgeous360 degree mountain views, full/finished walkout basement, 3-car attached garage, plus a 2-car detached garage/carriage house with partially finished loft space, AND a backyard oasis complete with in-ground pool and hot tub . . . Located in the fabulous Waterbury Estates neighborhood -- offering privacy, yet

  Dean Diltz Keller Williams Realty

  18 Almond Tree Ln, Warwick, NY 10990
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  $2,995,000

  • 6 Beds
  • 9 Baths
  • 6,415 Sq Ft

  198 Corbett Rd, Montgomery, NY 12549

  A Private Hudson Valley Estate 48.5 Acres of Luxury and Recreation Set across 48.5 breathtaking acres in Montgomery, New York, this extraordinary 6,415-square-foot estate offers a rare opportunity to own a private retreat where luxury, nature, and recreation exist in perfect harmony. Thoughtfully designed for both grand entertaining and comfortable living, the residence features six spacious

  Nissim Levy Keller Williams Realty Liberty

  198 Corbett Rd, Montgomery, NY 12549
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  $1,750,000

  • 5 Beds
  • 3.5 Baths
  • 3,472 Sq Ft

  106 Post Rd, Slate Hill, NY 10973

  A Private Mini-Estate of Architectural Distinction in the Goshen School District. Set within the quiet preserve of over 17 acres of wooded grounds, this fully renovated architectural geodesic dome residence—known locally as The Wooden Igloo—offers a rare opportunity to own a true mini-estate that blends iconic design, modern luxury, and exceptional flexibility. Thoughtfully reimagined from top to

  Joseph Frullaney Real Broker NY LLC

  106 Post Rd, Slate Hill, NY 10973
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  $410,000

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

  100 Carson Ave, Newburgh, NY 12550

  100 CARSON AVE NEWBURGH NY - THIS CAN BE YOURS!! Well - Kept Multi Family house located in great neighborhood featuring 2 units that are occupied for many years! BRAND NEW WINDOWS, and BATHROOM TILES, and MANY Each unit has 3 bedrooms, 1 full bath, and a gorgeous new kitchen - recently installed, and living room. The 2nd unit has additional room and space in the attic. Nice and big backyard. New

  Joseph Rosenfeld Flag Realty Group

  100 Carson Ave, Newburgh, NY 12550
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  $339,990

  • 6 Beds
  • 2 Baths
  • 2,100 Sq Ft

  149 Jersey Ave, Port Jervis, NY 12771

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  Zhiheng Tang Keller Williams Hudson Valley

  149 Jersey Ave, Port Jervis, NY 12771
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  $936,000

  • 5 Beds
  • 3.5 Baths
  • 3,510 Sq Ft

  3002 Molly Pitcher Dr, New Windsor, NY 12553

  Located in the highly sought-after Reserve neighborhood of New Windsor and within the award-winning Cornwall School District, 3002 Molly Pitcher Drive presents an exceptional opportunity to own a beautifully appointed Colonial offering approximately 3,510 square feet of refined living space. Perfectly positioned on a spacious corner lot, this impressive residence blends elegant design, modern

  Steve Moreau Tactical Realty LLC

  3002 Molly Pitcher Dr, New Windsor, NY 12553
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  $2,695,000

  • 5 Beds
  • 4.5 Baths
  • 20,730 Sq Ft

  285 Hill Rd, Middletown, NY 10940

  For your consideration is 285 Hill Road, a premier equine boarding, training and showing facility formerly known as Hilltop Equestrian Center and Seven Meadows Farm. Designed for function and beauty, it's a welcoming destination for both clients and guests. Numerous shows and clinics have been successfully hosted here over the years. The property includes a professional indoor arena complex, 2

  Michelle Genatempo Howard Hanna Rand Realty

  285 Hill Rd, Middletown, NY 10940
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  /46

  $834,900 Open Sat 3PM - 5PM

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

  7 Morrow Ct, Walden, NY 12586

  Welcome to 7 Morrow Court, a stunning new construction home (up and ready to tour!) located in the desirable neighborhood in the Valley Central School District. This luxurious home, known as the Harrington II model, is situated on a premium homesite of almost 6 acres within the esteemed Post Road Estates. This home offers grandeur and elegance at its finest. Boasting five spacious bedrooms and

  Frank Golio Howard Hanna Rand Realty

  7 Morrow Ct, Walden, NY 12586
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  /48

  $869,000

  • 5 Beds
  • 2 Baths
  • 1,900 Sq Ft

  11 Merriewold Ln N, Monroe, NY 10950

  Discover this beautiful colonial in the sought-after Merriewold section of the Village of South Blooming Grove. With 5 bedrooms and 2 bathrooms, this home offers plenty of space for a growing family. The spacious interior features a kitchen breakfast bar, a formal dining room, and an inviting living area. The level, private lot offers plenty of room for outdoor activities. The backyard is

  Shalom Landau eRealty Advisors, Inc

  11 Merriewold Ln N, Monroe, NY 10950
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  /49

  $350,000

  • 7 Beds
  • 4 Baths
  • 2,508 Sq Ft

  170 Chambers St, Newburgh, NY 12550

  Renovation playground on Chambers St in downtown Newburgh NY. Come check out your next three unit townhome renovation project, and take advantage of advantageous tax abatements along the way! Please call with any questions on abatement programs, zoning, or codes.

  Sarah Beckham ReAttached

  170 Chambers St, Newburgh, NY 12550
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  /33

  $725,000

  • 6 Beds
  • 4 Baths
  • 2,656 Sq Ft

  2040 State Route 17k, Montgomery, NY 12549

  Discover an exceptional investment or owner-occupied opportunity at this well-maintained legal two-family duplex, set on 2.7 acres in the Town of Montgomery. Built in 2002, this property offers modern construction, strong mechanicals, and a layout that supports long-term stability and income.Each unit features a bright and functional floor plan with comfortable living space, well-appointed

  Michelle Gruberger Real Estate Circuit Inc

  2040 State Route 17k, Montgomery, NY 12549

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