Orange County NY 2-Story Homes for Sale

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  $1,100,000

  • 4 Beds
  • 3 Baths
  • 2,787 Sq Ft

  441 Scotchtown Collabar Rd, Middletown, NY 10941

  Colonial Masterpiece - This one-of-a-kind Hudson Valley residence artfully combines authentic, historic character with flawless contemporary design set on a bucolic, level parcel. The c. 1790’s antique colonial portion of the home features a timeless natural stone facade, standing seam roof, and welcoming red front door evoking true period charm. An architecturally inspired contemporary wing clad

  Jacob Matthews Ellis Sotheby's Intl Realty

  441 Scotchtown Collabar Rd, Middletown, NY 10941
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  /31

  $499,900

  • 3 Beds
  • 1.5 Baths
  • 2,048 Sq Ft

  4 Plains Rd, Walden, NY 12586

  CHARMING HISTORIC FEDERAL 1790 COLONIAL COUNTRY HOME.....situated on 1.3 acres in the in Valley Central School District Offers 3 spacious bedrooms, 1.5 baths and large living room with built in back lighted cupboard, spacious kitchen opens to the dining room with french doors leading to the enclosed porch. Full walk up attic and full unfinished basement with access to the level yard. Barn that

  Julianna Cotthaus 1st Independent Realty Grp

  4 Plains Rd, Walden, NY 12586
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  /38

  $174,777

  • 1 Bed
  • 1.5 Baths
  • 400 Sq Ft

  197 Wheeler Rd Unit 90, Florida, NY 10921

  Mountain Cottages at Serenity Ridge Mountain Club may not be used as a primary residence and are intended only as second homes within a seasonal resort community. Serenity Ridge Mountain Club is Your Home Away from Home. Where Life Slows Down Enough for Joy to Catch Up. Mountain Cottages start at $174,777, and with a monthly $595 membership fee, you can stay for nearly 7 months per year, giving

  Vanessa Wight BHG Real Estate Green Team

  197 Wheeler Rd Unit 90, Florida, NY 10921
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  /39

  $819,000

  • 4 Beds
  • 3.5 Baths
  • 3,235 Sq Ft

  46 Woodland Rd, Monroe, NY 10950

  Tucked away in a peaceful, tree-lined neighborhood, 46 Woodland Rd offers the perfect balance of tranquil suburban living and modern comfort. This beautifully maintained home sits on a generous lot, surrounded by mature trees — giving you that secluded, “upstate getaway” vibe, while still being just minutes from Monroe’s shops, restaurants, and top-rated schools.Step inside to find a

  Alejandra Fermin Empire Fine Homes

  46 Woodland Rd, Monroe, NY 10950
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  /22

  $235,000

  • 3 Beds
  • 1.5 Baths
  • 1,048 Sq Ft

  1605 Baldwin Ln Unit 16E, Newburgh, NY 12550

  FULLY AVAILABLE!! Step into comfort and convenience in this 3-bedroom condo featuring an open floor plan perfect for both everyday living and entertaining. The unit boasts hardwood floors and a newly installed central air system . The primary bedroom includes a private half bathroom. There is a washer/dryer hook up in main bathroom and also a laundry room conveniently located in the complex.

  Lyra Blumenthal RE/MAX Benchmark Realty Group

  1605 Baldwin Ln Unit 16E, Newburgh, NY 12550
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  $388,000

  • 5 Beds
  • 3 Baths
  • 2,000 Sq Ft

  25 Mechanic St, Port Jervis, NY 12771

  Single-family residence featuring 5 bedrooms and 3 bathrooms, completely renovated, situated on a tranquil street with an expansive yard and parking space for 4 vehicles. The property boasts new flooring, windows, doors, and moldings. It has been equipped with a fully updated electrical and heating system, along with a new roof and appliances. The stunning open-concept kitchen is complemented by

  Olga Drepina ARAO Realty Inc.

  25 Mechanic St, Port Jervis, NY 12771
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  /2

  $220,000

  • 4 Beds
  • 2 Baths
  • 1,009 Sq Ft

  193 Chambers St, Newburgh, NY 12550

  An upside potential, value add, fixer upper, single family home. Current layout consists of 4 Bedrooms and 2 Full Bathrooms. This is a great opportunity in the heart of the City of Newburgh, you don't want to miss this one!

  Adam Kaplan Renaissance Realty Cons Group

  193 Chambers St, Newburgh, NY 12550
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  $849,900

  • 4 Beds
  • 2.5 Baths
  • 2,603 Sq Ft

  32 Mountainside Dr, Chester, NY 10918

  A RARE OPPORTUNITY to build your CUSTOM DREAM HOME on over 20 private acres in the sought-after Cooper's Ridge sub-division! This will truly be a lovely property with land, privacy and wonderful mountain views! This modern farm house cape features over 2,600 sq ft. and is completely CUSTOM and DELIVERED TURN-KEY ... build this home, or bring your own dream plans/ideas! This ONE LEVEL living

  Karen Gauvin Our House Real Estate Group

  32 Mountainside Dr, Chester, NY 10918
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  /50

  $849,000

  • 2 Beds
  • 2.5 Baths
  • 2,256 Sq Ft

  2 Sly St, Warwick, NY 10990

  Warwick Grove is truly a way of life! This unique combination of architecturally pleasing homes, close-knit community, and park-like grounds comes unparalleled. Located on a corner lot, with front porch views of a small park, this home has so much to offer! Step inside and experience the Foyer with soaring ceilings, elegant crown moldings, and gleaming hardwood floors that instantly make a

  Steven Wing Howard Hanna Rand Realty

  2 Sly St, Warwick, NY 10990
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  /49

  $999,000

  • 4 Beds
  • 2.5 Baths
  • 3,133 Sq Ft

  151 Tuthill Rd, Blooming Grove, NY 10914

  Welcome to this stunning 7-acre "Gentleman's Farm," offering beauty, privacy, and tranquility. The 3,200 sq ft home features 4 bedrooms, a formal dining room with a stone fireplace, and a spacious living room with another fireplace and access to a large deck. Enjoy central air, elegant hardwood floors, tray ceilings, and a bright eat-in alcove off the kitchen, with the potential for a

  Chaim Gluck eRealty Advisors, Inc

  151 Tuthill Rd, Blooming Grove, NY 10914
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  /33

  $1,100,000

  • 4 Beds
  • 3 Baths
  • 3,100 Sq Ft

  4 Jefferson Ave, New Windsor, NY 12553

  CORNWALL SCHOOLS ~ TO BE BUILT BY LOCAL ESTABLISHED REPUTABLE BUILDER ON THIS BEAUTIFUL PRIVATE LOT WITH VIEWS ON 5.1 ACRES. New construction & to be completed in 2026 approximately 9 months after fully executed contracts, weather permitting . Time to customize w/own colors. Approximately 3100' sq. ft. with central air throughout, 4-bedroom, 3 full bathroom colonial. Finished 344' sq. ft. bonus

  George Koudounas RE/MAX Benchmark Realty Group

  4 Jefferson Ave, New Windsor, NY 12553
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  $849,900

  • 4 Beds
  • 2.5 Baths
  • 2,381 Sq Ft

  6 Stable Rd, Tuxedo Park, NY 10987

  Historic 1890 carriage house set back on a corner lot with lush lawn, mature plantings, trees and other natural fencing. This charming nearly 2,400 sq. ft. cottage boasts perfect combination of old-world charm with great high ceilings and open space and flow for current desired lifestyle. Exceptional wainscot paneling, original stable wood and wrought iron door, posts and other details transports

  Francine Liza Tuxedo Hudson Realty Corp

  6 Stable Rd, Tuxedo Park, NY 10987
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  /46

  $1,675,000

  • 4 Beds
  • 3.5 Baths
  • 3,814 Sq Ft

  124 E Ridge Rd, Warwick, NY 10990

  A Rural Country Estate on 66 Acres – Where Warwick’s Countryside CallsThis breathtaking 66-acre country estate offers a rare opportunity to embrace the beauty, tranquility, and timeless charm of the Hudson Valley. This is more than a home—it’s an escape, a retreat, a place to live the country dream.Set back from the road, the property offers the perfect countryside setting, welcoming you

  Catherine White Raynor Country

  124 E Ridge Rd, Warwick, NY 10990
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  /20

  $429,000

  • 2 Beds
  • 1.5 Baths
  • 1,497 Sq Ft

  47 Valley Ave, Walden, NY 12586

  Beautifully, recently renovated & refreshed, 6 room, 3 bedroom colonial bordering Tin Brook in the heart of the Village of Walden. Close to major shopping, Hannaford Supermarket, many parks, eateries,Stewart International Airport, Valley Central schools, I84 & I87 to commute. It has a gorgeous kitchen with plentiful white cabinetry, granite counters, high ceilings and recessed lights, stainless

  Marion Bruhns Howard Hanna Rand Realty

  47 Valley Ave, Walden, NY 12586
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  /29

  $275,000

  • 1 Bed
  • 1 Bath
  • 886 Sq Ft

  407 Old Mill Rd, Southfields, NY 10975

  Welcome Home! This uniquely styled 1st floor condo features comfort, convenience & privacy. This end unit features a large eat-in-kitchen with updated appliances, pantry and walk-out to your own rear deck. Beautiful crown molding throughout with custom blinds and unique stone wall with mantel fireplace & firebox. Large second room features custom cabinetry and can be used as 2nd bedroom with some

  Ann Marie Silvani Howard Hanna Rand Realty

  407 Old Mill Rd, Southfields, NY 10975
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  $850,000

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

  43 Villa Pkwy, Highland Falls, NY 10928

  COME SEE This Very Well-cared for Home. SItuated Within Walking Distance to all Village Conveniences, USMA at West Point, Community Pool/Roe Park. A Fully Equipped Kitchen with Breakfast nook and Sliding French Doors to Patio. Lots of Natural Light. Formal Dining Room also has French Doors to Access Spacious Yard. Formal Living Room for Entertaining, and Great Family Room with a Wood Burning

  Maureen Arias Keller Williams Realty Partner

  43 Villa Pkwy, Highland Falls, NY 10928
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  /50

  $4,499,000

  • 6 Beds
  • 5 Baths
  • 3,762 Sq Ft

  349 Sarah Wells Trail, Goshen, NY 10924

  The nicest Equine Boarding Facility in Orange County could be yours; located on 103+ Acres with ample privacy, multiple residential houses, 3 separate Garages, a 100' By 200' Indoor Steel Equestrian Riding Arena and 30-Stall Double-Breezeway Horse Barn. The State of the art Horse Barn features a heated riders lounge, tack room and full hayloft. Horse owners know what a flex 14' by 14' horse

  Deb Cor Exclusively Equine Prop LLC

  349 Sarah Wells Trail, Goshen, NY 10924
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  /2

  $249,900

  • 2 Beds
  • 1.5 Baths
  • 1,053 Sq Ft

  1005 Whispering Hills, Chester, NY 10918

  ONLY CASH OFFERS!! LOW TAXES! Two Level Living! 2 Bedrooms! 1 1/2 Bathrooms! 1 Car Garage! Updated Kitchen! Updated Bathrooms! Living Room with Fireplace! Sliders To Patio! Perfect Commuter Location! Walk to NYC Bus & Shopping! Close to Major Highways! Country Club Living! Clubhouses! Pools! Tennis! Tot Lot! Basketball! Dog Walk!

  Amanda Dnistrian ARC Realty 1 in Sales

  1005 Whispering Hills, Chester, NY 10918
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  /29

  $1,018,440 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,419 Sq Ft

  21 Aurora Terrace, Tuxedo Park, NY 10987

  This new single-family home is an elevated take on a classic design. Showcasing an open-plan layout shared among the inviting Great Room with a fireplace, a lovely dining room and a fully equipped kitchen, along with a private study on the same level. The second floor presents a versatile loft, three secondary bedrooms and a lavish owner’s suite, which comes complete with an attached bathroom and

  Lennar Builder

  21 Aurora Terrace, Tuxedo Park, NY 10987
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  /9

  $1,590,000 New Construction

  • 4 Beds
  • 4 Baths
  • 5,600 Sq Ft

  375 Blumel Rd, Middletown, NY 10941

  Located at 375 Blumel Road in Scotchtown, New York, this exceptional historic multi-family investment property offers a rare opportunity to own a fully restored income-producing asset in the heart of Orange County in New York's Hudson Valley. Originally constructed in 1787 and completely renovated in 2024, the property combines historic architecture with modern upgrades and strong income

  Keegan Rehill ZORA REI

  375 Blumel Rd, Middletown, NY 10941
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  /24

  $934,640 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,206 Sq Ft

  139 Pine Ridge, Tuxedo Park, NY 10987

  This two-story home has a smart layout with everything homeowners need to be comfortable. The front door leads to the spacious kitchen which opens to the breakfast nook, family room and the deck for outdoor living. Upstairs is a cozy loft surrounded by all three bedrooms, including the owner’s suite which features a spa-like bathroom. An unfinished basement and two-car garage provide flexible

  Lennar Builder

  139 Pine Ridge, Tuxedo Park, NY 10987
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  /25

  $934,640 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,206 Sq Ft

  121 Pine Ridge, Tuxedo, NY 10987

  This two-story home has a smart layout with everything homeowners need to be comfortable. The front door leads to the spacious kitchen which opens to the breakfast nook, family room and the deck for outdoor living. Upstairs is a cozy loft surrounded by all three bedrooms, including the owner’s suite which features a spa-like bathroom. An unfinished basement and two-car garage provide flexible

  Lennar Builder

  121 Pine Ridge, Tuxedo, NY 10987
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  /24

  $826,290 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,206 Sq Ft

  145 Pine Ridge, Tuxedo Park, NY 10987

  This two-story home has a smart layout with everything homeowners need to be comfortable. The front door leads to the spacious kitchen which opens to the breakfast nook, family room and the deck for outdoor living. Upstairs is a cozy loft surrounded by all three bedrooms, including the owner’s suite which features a spa-like bathroom. An unfinished basement and two-car garage provide flexible

  Lennar Builder

  145 Pine Ridge, Tuxedo Park, NY 10987
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  /26

  $745,990 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,206 Sq Ft

  Brookton Plan at Tuxedo Reserve - Brookton at West Terrace, Tuxedo, NY 10987

  This two-story home has a smart layout with everything homeowners need to be comfortable. The front door leads to the spacious kitchen which opens to the breakfast nook, family room and the deck for outdoor living. Upstairs is a cozy loft surrounded by all three bedrooms, including the owner’s suite which features a spa-like bathroom. An unfinished basement and two-car garage provide flexible

  Lennar Builder

  55 Ny-17 St Unit 37455834, Tuxedo, NY 10987
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  $872,990 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,419 Sq Ft

  Bradley Plan at Tuxedo Reserve - Classic at West Terrace, Tuxedo, NY 10987

  This new single-family home is an elevated take on a classic design. Showcasing an open-plan layout shared among the inviting Great Room with a fireplace, a lovely dining room and a fully equipped kitchen, along with a private study on the same level. The second floor presents a versatile loft, three secondary bedrooms and a lavish owner’s suite, which comes complete with an attached bathroom and

  Lennar Builder

  55 Ny-17 St Unit 37455820, Tuxedo, NY 10987
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  /30

  $912,990 New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,635 Sq Ft

  Marshall Plan at Tuxedo Reserve - Classic at West Terrace, Tuxedo, NY 10987

  This expansive single-family home presents two floors designed for gracious living and entertainment. At the heart of the first floor is an open layout shared between the welcoming Great Room, a fully equipped kitchen and a lovely dining area. A versatile flex space rounds out the home. Two of the four upper-level bedrooms include an adjoining bathroom, one of which is the lavish owner’s suite.

  Lennar Builder

  55 Ny-17 St Unit 37455830, Tuxedo, NY 10987
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  /29

  $942,990 New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,937 Sq Ft

  MacArthur Plan at Tuxedo Reserve - Classic at West Terrace, Tuxedo, NY 10987

  The largest home design in this collection, MacArthur exudes modern elegance from the moment of entry. The first floor presents a flex space ideal for entertaining guests, while down the foyer is a spacious Great Room that melds with the chef-ready kitchen and a lovely dining room. On the second floor is a loft for additional shared living space and all four bedrooms, including the luxurious

  Lennar Builder

  55 Ny-17 St Unit 37455824, Tuxedo, NY 10987
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  /2

  $630,000 Open House 4/12

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

  2 Olympus Rd, Highland Mills, NY 10930

  Make this home your own. You won’t be disappointed with this serene park-like neighborhood. This spacious and stunning 5-bedroom, 3-bath residence is nestled in a prime Woodbury location. The open-concept kitchen—complete with stainless steel appliances—flows seamlessly into living and dining areas, creating the perfect setting for daily life and entertaining guests. Enjoy the warmth of hardwood

  Kim O'Neil Hudson Valley Home Connection

  2 Olympus Rd, Highland Mills, NY 10930
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  /35

  $469,000 Open House 4/12

  • 3 Beds
  • 1.5 Baths
  • 1,664 Sq Ft

  335 Oak Dr, New Windsor, NY 12553

  Charming, well-maintained Colonial located in the sought-after Beaver Dam Lake Community. The home provides Lake Rights, Private Beach access, community center and park area. The home features 3 bedrooms including a large primary and two additional bedrooms with water views. Cozy living room with a working fireplace and a feature wall that is great for entertaining. Kitchen has granite

  Michael Scimeca Howard Hanna Rand Realty

  335 Oak Dr, New Windsor, NY 12553
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  /49

  $675,000 Coming Soon

  • 4 Beds
  • 2.5 Baths
  • 2,956 Sq Ft

  1 Boxwood Ln, Montgomery, NY 12549

  Welcome to 1 Boxwood Lane, ideally situated on a premier corner lot at the entrance of a quiet cul-de-sac in the highly desirable Corbett Meadows community. This beautifully maintained colonial offers timeless curb appeal, highlighted by a brick paver walkway and a charming, recently refinished front porch—perfect for enjoying your morning coffee. Step inside to a welcoming center hall foyer with

  Sean Israelski Howard Hanna Rand Realty

  1 Boxwood Ln, Montgomery, NY 12549
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  /49

  $549,000 Coming Soon

  • 4 Beds
  • 3 Baths
  • 2,821 Sq Ft

  313 Chestnut Ave, New Windsor, NY 12553

  Lovingly custom-built & meticulously maintained within the same family since its construction, this home is ready for its next chapter. Located in the sought-after Beaver Dam Lake community within Washingtonville Central Schools, it offers the best of neighborhood living with added privacy, thanks to a row of mature trees bordering one side & a wooded area in the backyard. Perfect for lake

  Jacqueline Manzolillo-Blais Keller Williams Realty

  313 Chestnut Ave, New Windsor, NY 12553
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  /39

  $515,000 Coming Soon

  • 2 Beds
  • 2 Baths
  • 1,872 Sq Ft

  115 Sunset Dr, Newburgh, NY 12550

  Welcome to this one-of-a-kind custom contemporary ranch located in the highly sought-after Powelton Farms community of Newburgh. Offering 2 potential 3 bedrooms and 2 full baths, this home blends architectural character with everyday functionality in a way that truly stands out. Step inside to discover a bright, open-concept living and dining area highlighted by soaring cathedral ceilings,

  Philip Szumlaski Keller Williams Realty

  115 Sunset Dr, Newburgh, NY 12550
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  /2

  $635,000 Coming Soon

  • 3 Beds
  • 3 Baths
  • 2,328 Sq Ft

  41 Rutledge Ave, Highland Mills, NY 10930

  Beautifully updated oversized high ranch in a cul-de-sac, with generously sized rooms, sitting on great flat almost 1/2 acre of property with an updated pool and fenced private backyard. Light and bright with new recessed lighting throughout the house, the renovated kitchen has all new appliances, cabinets, countertops and tile flooring and the primary bedroom has walk-in closet and ensuite

  Michelle Renteria HomeSmart Homes & Estates

  41 Rutledge Ave, Highland Mills, NY 10930
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  /12

  $319,500

  • 1 Bed
  • 1.5 Baths
  • 1,354 Sq Ft

  15 Village Cove, Warwick, NY 10990

  Invest in this large one bedroom condo on a quiet cul-de-sac near the vibrant heart of Warwick, Priced to sell, this property needs some TLC and is sold as-is but with a little effort, you soon will be rewarded. Open first floor plan with half bath, large living room, formal dining room and oak cabineted kitchen. Second floor ensuite has very large bedroom with walk-in closet and full bath. One

  Joseph Kuhl River Realty Services, Inc.

  15 Village Cove, Warwick, NY 10990
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  /13

  $239,900

  • 2 Beds
  • 1.5 Baths
  • 1,240 Sq Ft

  503 Mountain Laurel Dr, Monroe, NY 10950

  Peaceful country living in this two-story center lakefront unit with full basement located in Windridge community. Enjoy incredible mountain views from this large private Townhome. Primary bedroom on upper level with walk in closet and large sitting area which can be used as home office. Slider to rear patio with beautiful lake views!! Large living and dining area. Beautiful quiet complex close

  Margaret Galatro ARC Realty 1 in Sales

  503 Mountain Laurel Dr, Monroe, NY 10950
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  /9

  $279,999

  • 4 Beds
  • 1.5 Baths
  • 1,400 Sq Ft

  1 Staples Ln, New Windsor, NY 12553

  There are no interior showings. Tenant occupied. Cornwall Schools! This home is close to Plum Point park, shopping, Newburgh waterfront shops & restaurants and so much more. There are 2 pictures that show the layout of the rooms. On the 1st level, there is an enclosed porch, kitchen, dining room, living room with a fireplace & 1/2 bath. Four bedrooms & full bath are upstairs. Outside is a

  Kathy Dawson Howard Hanna Rand Realty

  1 Staples Ln, New Windsor, NY 12553
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  /24

  $575,000

  • 5 Beds
  • 3.5 Baths
  • 3,829 Sq Ft

  5 Eagle Head Rd, Cornwall On Hudson, NY 12520

  Dreams can come true! Spectacular valley views and an open floor concept. All just an hour from NYC! Contemporary styled house designed to surround you with the natural beauty of the Hudson Valley, flood the home with natural light and the breathe taking valley views. With a little work, this is your opportunity to own a Million Dollar house at a discount! The wrap around deck is ideal for

  Brandon Nielsen Century 21 Full Service Realty

  5 Eagle Head Rd, Cornwall On Hudson, NY 12520

Showing Results 201 - 237, Page 6 of 6