Orange County NY Homes under $400,000

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  /20

  $334,900

  • 4 Beds
  • 1.5 Baths
  • 1,408 Sq Ft

  12 Columbine Ct, Middletown, NY 10940

  Don’t miss this beautifully updated end-unit 4-bedroom, 1.5-bath townhouse in the heart of Middletown, NY! This spacious home features a long list of recent upgrades including brand-new siding, boiler, driveway, concrete patio, flooring, carpeting upstairs in the bedrooms, Kitchen cabinets, counter tops and appliances. As an end unit, it offers extra privacy and natural light, along with a fully

  Christina Gilligan HomeSmart Homes & Estates

  12 Columbine Ct, Middletown, NY 10940
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  /44

  $399,999

  • 2 Beds
  • 1 Bath
  • 1,408 Sq Ft

  68 Union School Rd, Montgomery, NY 12549

  Charming log cabin in Montgomery on 13+ Acres. This unique and versatile property is nestled in a charming country setting in the Town of Montgomery and located within the Valley Central School District. Set on over 13 serene acres and surrounded by mature trees and native plantings, the grounds include a peaceful pond, multiple outbuildings, and an old horse paddock, all waiting to be brought

  Soleil Jackman Howard Hanna Rand Realty

  68 Union School Rd, Montgomery, NY 12549
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  /40

  $350,000

  • 2 Beds
  • 2 Baths
  • 1,760 Sq Ft

  54 Bonney Ct, Monroe, NY 10950

  Enjoy comfort and convenience in this beautifully maintained first-floor condo in the highly sought-after Timber Hills community, right in the heart of Monroe. A ramp to the front door provides easy accessibility, making this home ideal for anyone seeking step-free entry. This 2-bedroom, 2-bath home features a spacious and thoughtful layout, freshly painted interiors, and durable "LifeProof"

  Rosalie Cook Weichert Realtors

  54 Bonney Ct, Monroe, NY 10950
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  /26

  $360,000

  • 4 Beds
  • 2 Baths
  • 1,884 Sq Ft

  332 South St, Newburgh, NY 12550

  Nestled on the charming, sidewalk-lined South Street in Newburgh, NY, this delightful multi-family home perfectly blends historic charm with modern convenience. Built in 1900, it boasts unique period details, including charming trim work and classic cast iron radiators, bringing a touch of timeless elegance that you don't find in newer homes.Located near the picturesque Downing Park, one of

  Heather Hughes Hello Dolly Real Estate

  332 South St, Newburgh, NY 12550
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  /21

  $390,000

  • 2 Beds
  • 1.5 Baths
  • 1,248 Sq Ft

  51 Darin Rd, Warwick, NY 10990

  Whether you're downsizing or searching for your perfect home, this affordable townhome in beautiful Warwick, NY offers a blend of comfort, functionality, and lifestyle. Located in a vibrant neighborhood with no HOA fees, you'll enjoy convenient access to shopping, transportation, and the charm of a close-knit community.Step inside to find an open-concept first floor where a modern kitchen

  Anthony Spadaro RE/MAX Benchmark Realty Group

  51 Darin Rd, Warwick, NY 10990
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  /14

  $328,999

  • 2 Beds
  • 2 Baths
  • 1,084 Sq Ft

  201 Ruby Ct, Highland Mills, NY 10930

  Rare find in the highly desirable Woodbury Heights! This end-unit 2-bedroom, 2-full-bath home is beautifully maintained and ready for you to move in. Enjoy the convenience of a private entrance foyer on the first floor. The spacious open floor plan includes a large living room, an open kitchen with a dining area, and your own private balcony. The primary bedroom is generously sized, while the

  Teresa Lauria Halo Realty Properties LLC

  201 Ruby Ct, Highland Mills, NY 10930
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  /34

  $319,000

  • 3 Beds
  • 2.5 Baths
  • 1,452 Sq Ft

  15 Silo Ln, Middletown, NY 10940

  The owner of this home decided to give you a fresh coat of paint and add new flooring to the first level to instantly make you fall in love with the home as soon as you walk in! This home located in the desirable The Meadows Community in the Town of Wallkill. Let's talk about how this is an end unit which allows privacy and a spacious yard. When you enter you will notice the eat in kitchen that

  Pedro Garcia Curasi Realty, Inc.

  15 Silo Ln, Middletown, NY 10940
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  /31

  $339,000

  • 3 Beds
  • 1 Bath
  • 1,186 Sq Ft

  3 Dubois St, Port Jervis, NY 12771

  Welcome to your future haven in historic Port Jervis—where small-town charm meets easy access to transit and endless outdoor adventures.Step through the front door and you’re greeted by rich, hand-crafted woodwork that flows throughout the home, setting a warm and timeless tone from day one. The main level invites effortless living with a spacious primary bedroom, a bright living room framed

  Patrick Taylor BHG Real Estate Green Team

  3 Dubois St, Port Jervis, NY 12771
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  /10

  $365,000

  • 2 Beds
  • 1.5 Baths
  • 1,184 Sq Ft

  21 the Rise, Warwick, NY 10990

  Welcome to Homestead Village! This 2-bedroom, 1.5-bath condo features an open floor plan with a cozy fireplace and is located just minutes from the charming Village of Warwick in the heart of the Hudson Valley. Big-ticket upgrades include a new furnace, hot water heater, and central air system — all less than one year old. Residents enjoy access to community amenities including a pool, tennis

  Nicholas Cuomo Keller Williams Realty

  21 the Rise, Warwick, NY 10990
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  /11

  $350,000

  • Land
  • 20 Acres
  • $17,500 per Acre

  261 Shore Rd, Cornwall Hdsn, NY 12520

  20 acre lot subdivided into 17 approved Building lots. Each lot comes complete with road, gas, water, sewer, electric. This is an initial offering, being sold as a package totaling five building lots, each priced at $350,000.Investor, builder, broker, dreamer! This is a rare opportunity to shape a truly remarkable neighborhood in one of the Hudson Valley’s most coveted enclaves. The

  Anthony Spadaro RE/MAX Benchmark Realty Group

  261 Shore Rd, Cornwall Hdsn, NY 12520
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  /29

  $359,000

  • 4 Beds
  • 2 Baths
  • 2,460 Sq Ft

  9 Albert St, Middletown, NY 10940

  WELCOME, HOME OWNERS AND INVESTORS, 3 FINISHED FLOORS! Welcome to this exceptional income generating multi-residential property! Ideally situated near Middletown’s restaurants, shopping malls, public transportation to NYC, major highways, and hospital facilities. This property offers unmatched convenience. Each apartment boasts two spacious bedrooms, an over-sized living room perfect for your

  Robert 'Bob' & Frances 'Fran' Murray Howard Hanna Rand Realty

  9 Albert St, Middletown, NY 10940
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  /39

  $355,000

  • 3 Beds
  • 2 Baths
  • 1,300 Sq Ft

  58 Shin Hollow Rd, Port Jervis, NY 12771

  Charming 3-Bedroom Ranch in Peaceful Country Setting – Town of DeerparkWelcome to this delightful 3-bedroom, 2-bath ranch home nestled on a serene 1-acre lot in the picturesque Town of Deerpark—just minutes from the heart of Port Jervis. Enjoy the tranquility of a quiet country setting while staying conveniently close to shops, dining, major highways, and the NYC commuter

  Dominick Tufano RE/MAX Benchmark Realty Group

  58 Shin Hollow Rd, Port Jervis, NY 12771
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  /5

  $399,900

  • 2 Beds
  • 1 Bath
  • 1,400 Sq Ft

  7 Bartlett Dr, Middletown, NY 10941

  None

  Vital Desvarieux All Century Realty

  7 Bartlett Dr, Middletown, NY 10941
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  /23

  $319,900

  • 2 Beds
  • 2 Baths
  • 1,029 Sq Ft

  1047 Washington Green Unit 1047, New Windsor, NY 12553

  Totally updated and ready to move in! Custom built-ins add unique touch when you enter this beautifully renovated two bedroom/two bath condo. Plenty of storage with large hall closet, primary bedroom features spacious walk-in closet and private bathroom. This penthouse unit is spacious and bright, comes with skylight, enjoy relaxing on your deck with no one above you! Enjoy all the

  Lyra Blumenthal RE/MAX Benchmark Realty Group

  1047 Washington Green Unit 1047, New Windsor, NY 12553
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  /14

  $395,000

  • 4 Beds
  • 2 Baths
  • 1,662 Sq Ft

  61 Church St, Highland Falls, NY 10928

  This historic 1870 residence is comprised of 4 bedrooms and 2 full baths. The home features a full attic, basement, new roof, and new oil tank. The interior is characterized by a kitchen, large dining room, and expansive windows. Furthermore, it includes old-fashioned radiators, ductless A/C unit, and a total living area of 1670 sq ft. Situated on a 4000 sq ft lot, the property benefits

  Jennifer Gargiulo Corcoran Baer & McIntosh

  61 Church St, Highland Falls, NY 10928
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  /31

  $399,000

  • 3 Beds
  • 1 Bath
  • 1,460 Sq Ft

  86 Westwood Dr, Newburgh, NY 12550

  Valley Central School District!This home at 86 Westwood Drive gives you the best of community, convenience, and nature. Just minutes from Stewart State Forest hiking trails, Metro-North, shopping, and dining, it’s in the perfect spot to live, work, and play.Now, let’s talk about the home itself.This classic 3-bedroom, 1-bath ranch has been loved for decades, filled with morning

  Rebecca Kane Keller Williams Hudson Valley

  86 Westwood Dr, Newburgh, NY 12550
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  /23

  $399,000

  • 3 Beds
  • 2.5 Baths
  • 2,250 Sq Ft

  173 Isis Dr Unit 3C, Newburgh, NY 12550

  Welcome to your dream home! This beautifully maintained townhouse combines elegant design, modern amenities, and a convenient location to offer the perfect blend of comfort and lifestyle. The luxurious master suite is a true sanctuary, featuring vaulted ceilings, a generous walk-in closet with custom built-ins, and a spa-inspired master bath. Unwind in the oversized custom tiled shower with a

  Gabriella Coppolino Hudson Valley Home Connection

  173 Isis Dr Unit 3C, Newburgh, NY 12550
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  /35

  $389,999

  • 4 Beds
  • 3 Baths
  • 2,100 Sq Ft

  49 Overlook Place, Newburgh, NY 12550

  Discover comfort and convenience in this beautifully maintained 4-bedroom, 3 full-bath home located in the vibrant City of Newburgh. Featuring a full basement ideal for storage or future finishing, a 2-car garage, and generous living space, this home is perfect for families or those seeking room to grow. Enjoy city living with easy access to shops, schools, parks, and major highways. Water

  Minnie Thomas Keller Williams Hudson Valley

  49 Overlook Place, Newburgh, NY 12550
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  /50

  $349,900

  • 3 Beds
  • 1.5 Baths
  • 1,092 Sq Ft

  29 Church St, Campbell Hall, NY 10916

  Goshen Schools! Bring offers-Modern sophistication meets old world charm in this lovely home located in the highly sought after Goshen School District. This property seamlessly blends modern amenities with timeless character. Enjoy a spacious backyard perfect for entertaining, relaxing, or family fun. This home offers the best of both worlds-classic charm and contemporary convenience. Great

  Dawn Gregg Curasi Realty, Inc.

  29 Church St, Campbell Hall, NY 10916
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  /42

  $400,000

  • 8 Beds
  • 4 Baths
  • 4,164 Sq Ft

  31 S Montgomery St, Walden, NY 12586

  Attention investors, contractors, and homebuyers! This income-producing 4-family property is a prime value-add opportunity just minutes from the Village of Walden. With two units rented month-to-month and two vacant, there’s immediate upside for renovation and increased rental income.Perfect for an owner-occupant looking to **live in one unit while renting out the others** to offset your

  Janet Rendle Weichert Realtors

  31 S Montgomery St, Walden, NY 12586
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  /50

  $322,000

  • 4 Beds
  • 2 Baths

  107 Orchard St, Walden, NY 12586

  This spacious Village Colonial offers the ideal blend of classic character and practical living, featuring multiple rooms designed for comfortable family life. A finished walk-out basement leads to a peaceful yard and riverfront patio—perfect for outdoor entertaining and enjoying the stunning views of the Wallkill River.Inside, the large formal dining room with built-in cabinetry sets the

  Nicole Renda IBNA Real Estate Group

  107 Orchard St, Walden, NY 12586
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  /29

  $329,900

  • 3 Beds
  • 2 Baths
  • 996 Sq Ft

  17 Seybolt Ave, Otisville, NY 10963

  *Village of Otisville* 3 bedroom 2 full bath ranch style home with a large 2 car detached garage! Large yard, partly fenced in and private back deck. The interior offers 2 remodeled full bathrooms, formal dining room with access to the deck, a beautiful new kitchen, living room and 3 bedrooms. This house has been restored and remodeled. Perfect for all those who are sizing down or are just

  Valeria Rios HomeSmart Homes & Estates

  17 Seybolt Ave, Otisville, NY 10963
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  /34

  $339,900

  • 3 Beds
  • 2.5 Baths
  • 1,919 Sq Ft

  110 Deer Ct Dr, Middletown, NY 10940

  BACK ON THE MARKET! Welcome to 110 Deer Court Drive, a bright and well maintained 3-bedroom, 2.5-bath unit in the highly sought-after Deer Run community in Middletown, NY. This inviting home features a spacious open floor plan filled with natural light, perfect for both everyday living and entertaining. The living room offers a cozy wood-burning fireplace while the separate dining area flows

  Patricia Sassi RE/MAX Benchmark Realty Group

  110 Deer Ct Dr, Middletown, NY 10940
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  /24

  $399,900

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft

  3 Oneill Ct, Highland Falls, NY 10928

  Welcome to 3 O’Neill Court, a charming 3-bedroom, 2-bath home tucked away on a quiet street in Highland Falls. Offering a perfect blend of comfort and convenience, this inviting home is just 12 minutes from West Point and close to local shops, dining, and the Hudson River.Step inside to find a warm and cozy atmosphere, highlighted by a wood-burning stove that not only adds character but also

  Naomi Catania Picture It Sold, LLC

  3 Oneill Ct, Highland Falls, NY 10928
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  /35

  $329,999

  • 2 Beds
  • 2 Baths
  • 1,266 Sq Ft

  207 Arlin Rd, Monroe, NY 10950

  Welcome to easy living at Cromwell Hills! This charming first-floor condo offers 2 spacious bedrooms and 2 full bathrooms with a traditional layout that provides separation and privacy between living spaces—perfect for those who prefer clearly defined rooms over open concept.The primary suite is a standout, featuring a full bathroom plus a bonus vanity area with a separate sink and mirror

  Vincent Reda Keller Williams Realty

  207 Arlin Rd, Monroe, NY 10950
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  /37

  $389,983

  • 3 Beds
  • 1.5 Baths
  • 1,392 Sq Ft

  3 Saint Anne Dr, New Windsor, NY 12553

  Welcome to 3 Saint Anne Drive—a single-owner, lovingly maintained split-level home nestled in one of New Windsor’s most desirable neighborhoods. This charming 3-bedroom, 1.5-bath residence offers 1,392 square feet of comfortable living space with beautiful hardwood floors throughout. The spacious eat-in kitchen is perfect for gatherings, and a flexible bonus space just off the kitchen offers room

  Penny Alper Your Move Matters LLC

  3 Saint Anne Dr, New Windsor, NY 12553
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  /27

  $385,000

  • 2 Beds
  • 1.5 Baths
  • 1,248 Sq Ft

  36 Marian Ct, Warwick, NY 10990

  Turnkey Townhome with Scenic Views – No HOA – Warwick School District. Welcome to your newly renovated 2-bedroom, 1.5-bath townhome in the heart of Warwick, just 60 minutes from NYC. This beautifully updated home is perfect for first-time buyers or anyone seeking a stylish, low-maintenance lifestyle in a quiet, commuter-friendly setting—without the restrictions of an HOA. Set against a backdrop

  Courtney Tablante Keller Williams Realty

  36 Marian Ct, Warwick, NY 10990
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  /33

  $344,000

  • 3 Beds
  • 1.5 Baths
  • 1,361 Sq Ft

  9 Heritage Dr Unit B, Harriman, NY 10926

  Welcome to the Harriman Hill Community! This move-in ready 3-bedroom, 1 full and half bathroom townhome offers comfortable living in a highly convenient location. The main level features a spacious living and dining area with wood flooring, sliding glass doors open to a cozy porch area, powder room, and an updated kitchen with stainless steel appliances. Freshly painted throughout! The upper

  Nicole Isaacs Century 21 Full Service Realty

  9 Heritage Dr Unit B, Harriman, NY 10926
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  /31

  $335,000

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft

  1139 Maggie Rd Unit 6-10, Newburgh, NY 12550

  Here’s your chance to own this bright and spacious condo that feels like home from the moment you walk in. This 2-bedroom, 2-bath unit offers a smart layout, featuring a large primary suite complete with a walk-in closet, private bathroom and sitting area plus a second spacious bedroom. Step out onto your own private balcony and take in the private views perfect for relaxing with your morning

  Richard Froehlich RE/MAX Benchmark Realty Group

  1139 Maggie Rd Unit 6-10, Newburgh, NY 12550
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  /20

  $389,900

  • 3 Beds
  • 1.5 Baths
  • 1,780 Sq Ft

  45 Lancer Dr, Newburgh, NY 12550

  Your Next Chapter Starts Here: Charming 3-Bedroom Home with Endless Potential! Discover this delightful 3-bedroom, 1.5-bath home, perfectly situated on a nice level lot in a fantastic commuter location, just minutes from I-84 and I-87. Step inside and envision the possibilities; beneath the existing carpet, you'll find hardwood floors, waiting to be beautifully restored. This home boasts

  Annette Bauer Century 21 E & M Williams Rlty

  45 Lancer Dr, Newburgh, NY 12550
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  /16

  $325,000

  • 4 Beds
  • 2 Baths
  • 1,666 Sq Ft

  37 Lutheran St, Newburgh, NY 12550

  CHARMING TWO FAMILY BRICK HOME - FULLY OCCUPIED INVESTMENT OPPORTUNITY. Step into timeless charm in this classic two family brick building, built in 1910 and thoughtfully updated in 2021. Each unit features two spacious bedrooms, a generous sized eat-in kitchen and a renovated bathroom that blends comfort with modern convenience. Recent updates ensure peace of mind for the next owner while the

  Donna Brunell RE/MAX Benchmark Realty Group

  37 Lutheran St, Newburgh, NY 12550
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  /42

  $400,000

  • 4 Beds
  • 2 Baths
  • 1,891 Sq Ft

  2058 New York 94, Beaver Dam Lake, NY 12577

  Endless Possibilities in Cornwall Central School District-6.9 acres, two parcels, 4 Bedroom 2 Full Bath Home! Bring your vision to this charming 1900’s farmhouse to its full potential. Steps to hiking trails, Storm King Arts Center, and picturesque scenery two minutes to Salisbury Mills train station. Make this your home or even a great ABNB investment. Two wells (1 dug and 1 drilled), septic,

  Brenda Guttenberg RE/MAX Benchmark Realty Group

  2058 New York 94, Beaver Dam Lake, NY 12577
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  /17

  $315,000

  • 3 Beds
  • 1.5 Baths
  • 1,220 Sq Ft

  38 Sheffield Dr, Middletown, NY 10940

  Welcome to this beautiful 3-bedroom, 1.5-bath townhouse-style single-family home, ideally located on a spacious corner lot in the heart of Middletown, NY. This charming residence has been freshly painted throughout and features brand-new carpeting, offering a bright, clean, and move-in-ready atmosphere from the moment you step inside.The home’s thoughtful layout provides a comfortable and

  Malik Subhani Weichert Realtors

  38 Sheffield Dr, Middletown, NY 10940
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  /9

  $395,000

  • 4 Beds
  • 2 Baths

  25 Mill St, Middletown, NY 10940

  Beautifully recently renovated 2 story, with 2 br apartment on second for at $2000./month, has 2 yr lease, vacant first floor unit with matching new renovation, includes washer and dryer. New kitchen with granite counters, new full tile bath. High efficiency furnaces. First floor is a commercial space, ready to occupy. Tenant pay utilities. Seller says present all offers. Come and see!!!!

  Mark Tierney Howard Hanna Rand Realty

  25 Mill St, Middletown, NY 10940
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  /23

  $325,000

  • 3 Beds
  • 1 Bath
  • 1,116 Sq Ft

  8 Pioneer Trail, Monroe, NY 10950

  Welcome to 8 Pioneer Trail — a fully gut-renovated mountain retreat in the peaceful Mountain Lodge Park community. This charming 2-bed, 1-bath home offers approx. 700 sq ft of move-in-ready living with brand new plumbing, electric, mechanicals, and windows. Enjoy plenty of private outdoor space, including a sunny deck and spacious backyard — perfect for relaxing or entertaining. Just over an hour

  Arya Rabinovits eRealty Advisors, Inc

  8 Pioneer Trail, Monroe, NY 10950
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  /2

  $319,000

  • Land
  • 0.23 Acre
  • $1,394,231 per Acre

  29 Westend Dr, Woodbury Town, NY 10930

  Build Your Dream Home! FULLY APPROVED PLAND-SHOVAL READY!Welcome to 29 Westend DrThis exceptional opportunity offers a rare chance to build your own stunning colonial-style home on a serene cul-de-sac, providing a tranquil retreat from the hustle and bustle of everyday life. With fully approved plans and shovel-ready conditions, you can break ground immediately and start creating

  Yakov Winkler Preferred Properties Real Esta

  29 Westend Dr, Woodbury Town, NY 10930
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  /25

  $399,999

  • 3 Beds
  • 2 Baths
  • 1,706 Sq Ft

  20 Donner Dr, Walden, NY 12586

  **MULTIPLE OFFERS** Please present your highest and best by Tuesday, August 26th at 5 pm.Beautifully move-in ready, this charming 3-bedroom, 2-bath Raised Ranch is located in the heart of the Village of Walden. The home boasts a new roof of 4 years, stylish vinyl flooring throughout, a modern kitchen, and fully renovated bathrooms. Enjoy year-round comfort with central air and a

  Geraldo Gonzalez HomeSmart Homes & Estates

  20 Donner Dr, Walden, NY 12586
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  /28

  $350,000

  • 2 Beds
  • 1 Bath

  30 Julie Ln, Greenwood Lake, NJ 10925

  Furnace Brook is off of Jersey Ave. Great opportunity to live, rent out or AirBNB/VRBO, just a short distance from Bergen and Passaic counties. A short distance to the community room or the lake access for swimming out to the dock or launching your Kayak. Area behind the garage was just leveled off with stepping stones. The screened front porch with storms, screens and heat is a favorite spot for

  Mark Werner WERNER REALTY

  

  30 Julie Ln, Greenwood Lake, NJ 10925
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  /48

  $400,000

  • 3 Beds
  • 3 Baths
  • 1,400 Sq Ft

  18 Ridgefield Ln, Newburgh, NY 12550

  Elegant 3 bedroom home in Prestigious Executive Community First Time To Market!Welcome to this beautifully updated 3 bedroom home nestled in a private, sought after executive community. Designed for both comfort and style this home offers seamless blend of modern upgrades and inviting charm. Step inside to find a spacious living area with a cozy fireplace perfect for relaxing evenings or

  Melissa Forsyth Hudson Valley Home Connection

  18 Ridgefield Ln, Newburgh, NY 12550
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  /34

  $385,000

  • 2 Beds
  • 2.5 Baths
  • 1,677 Sq Ft

  28 Pinto Rd W, Middletown, NY 10941

  Welcome to this stunning, better-than-new townhome located in the highly sought-after community of Liberty Commons. Just one year young, this impeccably maintained residence offers the perfect blend of modern luxury, comfort, and convenience. Step inside to discover a light-filled open layout featuring gleaming hardwood floors on the main level and plush carpeting upstairs. The designer kitchen

  Juan Bautista Keller Williams Realty

  28 Pinto Rd W, Middletown, NY 10941

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