Homes for Sale near Montgomery Elementary School

• 

  

  

  /19

  $164,900

  $7K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 924 Sq Ft

  509 5th Ave, Middletown, NY 10941

  Want to buy an almost new home for $169900? That’s right, ONLY THREE YEARS OLD!! This home needs to be seen to be believed. Two large bedrooms with large closets. Huge open floorplan living room and dining room with lots of windows for natural light. Large deck for relaxing and entertaining. So many cabinets and a ton of counter space with stainless steel appliances. Full main bathroom with a tub

  John Nahass Century 21 Full Service Realty

  509 5th Ave, Middletown, NY 10941
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• 

  

  

  /39

  $199,900

  • 2 Beds
  • 1.5 Baths
  • 960 Sq Ft

  11 Bradley Ln, Walden, NY 12586

  Located in Walden within the Valley Central School District, this 2-bedroom, 1.5-bath ranch offers 960 square feet of single-level living on a 0.385-acre lot and presents a clear opportunity for buyers looking to renovate, invest, or create value through updates. Buyers searching for a fixer-upper in Orange County, investment property under $200K, or a starter home with renovation potential will

  Virginia Corbett eXp Realty

  11 Bradley Ln, Walden, NY 12586
• 

  

  

  /17

  $99,500

  • 3 Beds
  • 2 Baths
  • 924 Sq Ft

  568 Gulliver Terrace, Walden, NY 12586

  Spacious & Affordable 3 Bdrm 2 full bath Mobile in Sleepy Hollow Park. Master Bdrm w/walk in closet & 2nd closet. Split Bdrms for privacy. Conveniently located within the Valley Central School District. Great commuter location, minutes to I-84 & NYS Thruway + Stewart International Airport. With a little cosmetic work you can have a Gem.

  Annette Bauer Century 21 E & M Williams Rlty

  568 Gulliver Terrace, Walden, NY 12586
• 

  

  

  /12

  $275,000

  • 3 Beds
  • 1.5 Baths
  • 880 Sq Ft

  307 Tower Ave, Maybrook, NY 12543

  Welcome to 307 Tower Avenue in Maybrook, NY — a wonderful opportunity to own a comfortable home in a convenient Hudson Valley location. This property offers a practical layout with inviting living spaces, good natural light, and plenty of potential for the next owner to make it their own. Inside, you’ll find a functional floor plan with room for everyday living, dining, and entertaining. The

  Kerri Stretch Howard Hanna Rand Realty

  307 Tower Ave, Maybrook, NY 12543
• 

  

  

  /50

  $939,000

  • 3 Beds
  • 3 Baths
  • 1,894 Sq Ft

  114 Last Rd, Middletown, NY 10941

  Distinctive 11-Acre Country Retreat - More than a home, this property delivers a lifestyle defined by space, privacy, and ease. Set across two parcels totaling 11.1 acres, this distinctive Cape Cod combines thoughtful design and easy, everyday living. From the expansive covered front porch to the farmhouse-style entry, the home immediately feels airy and inviting. Inside, the home balances warmth

  Michelle Genatempo Howard Hanna Rand Realty

  114 Last Rd, Middletown, NY 10941
• 

  /2

  $249,999

  $30K PRICE DROP

  • 4 Beds
  • 1 Bath
  • 1,625 Sq Ft

  86 Orange Ave, Walden, NY 12586

  Welcome to 86 Orange Ave – a charming home in the heart of Walden offering the perfect blend of small-town Hudson Valley living and modern convenience. Nestled in the Valley Central School District, this property sits just moments from Walden’s vibrant Main Street, local parks, and the scenic Wallkill River. Inside, you’ll find a bright, open layout with plenty of natural light, comfortable

  Pete Wolven Hudson Valley Home Connection

  86 Orange Ave, Walden, NY 12586
• 

  

  /5

  $165,000

  • Land
  • 2.5 Acres
  • $66,000 per Acre

  1460 State Route 52, Walden, NY 12586

  2.5 Acre commercial building lot with 378 ft frontage on Route 52 in Montgomery. Level, lightly wooded, zoned Tourist Commercial - zones are proposed for hospitality, short-term rentals, agribusiness, “fly-in” tourism, and other tourist and travel-related uses along with the type of uses generally permissible in Crossroad Commercial land use areas. Examples of appropriate uses include breweries,

  John Lease John J Lease REALTORS Inc

  1460 State Route 52, Walden, NY 12586
• 

  

  /50

  $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
• 

  

  /30

  $350,000

  • 2 Beds
  • 1.5 Baths
  • 1,353 Sq Ft

  20 Wintergreen Ct, Montgomery, NY 12549

  Welcome to this desirable end-unit condo located in the peaceful and well-maintained Spring Meadow community in the heart of the Village of Montgomery. This home offers a bright, open living space filled with natural light, creating a warm and inviting atmosphere from the moment you walk in. The layout flows effortlessly into a functional kitchen and adjoining dining area—perfect for everyday

  Peter Stika Curasi Realty, Inc.

  20 Wintergreen Ct, Montgomery, NY 12549
• 

  

  /5

  $250,000

  • Land
  • 23.5 Acres
  • $10,638 per Acre

  18 Ohaire Rd, Wallkill, NY 10941

  Active agricultural land with access from Ohaire Rd but borders I-84 for visibility. Suitable for nursery, greenhouse, crop farming and any ag related business. Bonus is visibility from I-84. Great location between Middletown and Montgomery. Access is a right of way on left side of 30 Ohaire Rd. Additional Information: SoilType:Unknown,

  Joe Distelburger Keller Williams Realty

  18 Ohaire Rd, Wallkill, NY 10941
• 

  

  /41

  $580,000

  • 4 Beds
  • 2.5 Baths
  • 2,104 Sq Ft

  65 Judson Rd, Montgomery, NY 12549

  Set on 3.4 acres in Montgomery within a highly sought after neighborhood! This spacious rambler offers comfort, versatility, and room to grow. A welcoming covered front porch and expansive rear porch create ideal spaces for relaxing or entertaining. Inside, the generously sized kitchen features abundant cabinetry and a central island, perfect for gathering and everyday living. All bedrooms are

  Brittnai Pytlar RE/MAX Benchmark Realty Group

  65 Judson Rd, Montgomery, NY 12549
• 

  

  /22

  $159,900

  $5K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,296 Sq Ft

  32 Hidden Valley Dr, Scotchtown, NY 10941

  Beautifully maintained 2 bedrooms, 2 bathrooms manufacture home. Open floor plan, combination kitchen dining room with sliding glass door that lead to a deck. Besides the 2 bedrooms you also have an office, great for those that work from home. Located in the Valley Central School District. Very easy to show. Furniture in the home is negotiable.

  Brenda Owens-Milner Keller Williams Hudson Valley

  32 Hidden Valley Dr, Scotchtown, NY 10941
• 

  /2

  $7,500,000

  • Land
  • 222.7 Acres
  • $33,678 per Acre

  0 New York 208, Blooming Grove, NY 10914

  Secure one of the largest remaining land parcels in the Town of Blooming Grove, spanning 222.7 ACRES. This property is perfect for investment, development, or creating your dream estate. With significant road frontage on both State Route 208 and Mt. Lodge Road, the location is highly accessible. A feasibility study suggests the potential to build 98 homes, offering ample development

  Lazar Schvimmer Blooming Realty

  0 New York 208, Blooming Grove, NY 10914
• 

  

  /50

  $699,900

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,681 Sq Ft

  24 Francis Harrison Ct, Montgomery, NY 12549

  Set on a quiet cul-de-sac in the Valley Central School District, this newly constructed home offers just under 2,700 sq ft of thoughtfully designed living space on a full acre in one of Montgomery’s most desirable residential settings. Hardwood flooring flows throughout the home, complemented by expansive windows that fill the interior with natural light. The main level features a formal dining

  Nicholas Cuomo Keller Williams Realty

  24 Francis Harrison Ct, Montgomery, NY 12549
• 

  

  /14

  $329,500

  $15K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,762 Sq Ft

  104 Oak St, Walden, NY 12586

  Welcome to 104 Oak St. A charming 3 Bedroom 1 Bath home situated in the heart of the Village of Walden, giving an outstanding blend of comfort and convenience. This home is an excellent house to call home or as an investment venture, boasting granite countertops, gleaming hardwood floors and bright airy rooms. Recent updates include new rear deck and stairs, new baseboard heat and water heater,

  Joseph Critelli Keller Williams Realty

  104 Oak St, Walden, NY 12586
• 

  

  /16

  $320,000

  $61K PRICE INCREASE

  • 4 Beds
  • 1 Bath
  • 1,764 Sq Ft

  19 East Ave, Walden, NY 12586

  12/15/2025 As per the bank appraiser bottom line for this property 304K. Sometimes I feel like I live it the twilight zone. Motivated seller Estate Sale. Priced right Come see this charming home centrally located in the Heart of Walden. Close to shopping and public transportation. This would be a great starter home. Seller is motivated. Hurry the will not last.

  Arduino Colomban Skyler Realty LLC

  19 East Ave, Walden, NY 12586
• 

  

  /34

  $375,000

  • 4 Beds
  • 3.5 Baths
  • 3,658 Sq Ft

  102 W Wiley St, Maybrook, NY 12543

  We are proud to offer an amazing opportunity to restore the historic 1912 Colonial located at 102 W Wiley Street in Maybrook. This remarkable home, built entirely from redwood shipped from the West Coast, boasts incredible structural integrity and timeless architectural details. The house features 4 bedrooms, 4 bathrooms, and a total of 12 rooms. One section of the house was formerly used as a

  Aron Ungar eRealty Advisors, Inc

  102 W Wiley St, Maybrook, NY 12543
• 

  

  /50

  $834,400

  New Construction Open Sat 1PM - 3PM

  • 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
• 

  

  /20

  $429,000

  $21K PRICE DROP

  • 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
• 

  

  /13

  $224,999

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

  302 Tower Ave, Maybrook, NY 12543

  Calling all investors and visionaries! This property is a true blank canvas, ready for your creative vision. Ideally situated in a prime location, it offers exceptional potential for those looking to renovate, remodel, or reimagine.With the right updates, this home presents a rare opportunity to transform it into a standout masterpiece or income-producing asset. Bonus: the property features a

  Sheyla Falesto Howard Hanna Rand Realty

  302 Tower Ave, Maybrook, NY 12543
• 

  

  /49

  $775,000

  • 4 Beds
  • 3.5 Baths
  • 2,982 Sq Ft

  55 Noelle Dr, Walden, NY 12586

  Welcome to 55 Noelle Drive, a stunning custom Colonial located in the desirable Twin Island Meadows community in Walden. Built in 2017 and situated on over an acre of scenic property, this spacious 4-bedroom, 3.5-bath home offers nearly 3,000 square feet of thoughtfully designed living space. Step inside to find hardwood floors, granite countertops, an open and inviting layout, and generously

  Ben Schubert Richmont Realty

  55 Noelle Dr, Walden, NY 12586
• 

  

  /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
• 

  

  /9

  $65,000

  • Land
  • 2 Acres
  • $32,500 per Acre

  0 New York 208 Unit KEY981300, Campbell Hall, NY 10916

  2-acre lot on Otterkill Creek offering a peaceful, natural setting. Ideal for recreational use such as fishing , kayaking or enjoying the outdoors. Potential for future use subject to town approvals. A great opportunity to own a private piece of land with water frontage.

  James Moser Keller Williams Realty

  0 New York 208 Unit KEY981300, Campbell Hall, NY 10916
• 

  

  /50

  $769,900

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

  42 Philip Dr, Montgomery, NY 12549

  Thoughtfully designed, expertly built, and meticulously maintained, this 2003 Stunning Custom built Colonial by Hillside Homes is set on a private 2.2 acre wooded lot on a cul-de-sac in the Winding Oaks Subdivision. With 3400 square feet of modern luxury, this home features a large primary ensuite, two additional bedrooms, a bonus guestroom/study, an upstairs laundry room, and 2.5 bathrooms. The

  Johnette Berlingieri

  42 Philip Dr, Montgomery, NY 12549
• 

  /2

  $225,000

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

  408 Watts Ln, Maybrook, NY 12543

  This townhome is in a great location with 3 bedrooms 1.5 baths. Close to town. Property needs work, sold as is. This is a short sale and requires 3rd party approval.

  Susan Camus Imagine Properties NY

  408 Watts Ln, Maybrook, NY 12543
• 

  

  /25

  $429,900

  • 2 Beds
  • 1 Bath
  • 988 Sq Ft

  100 Crans Rd, Middletown, NY 10941

  Looking for privacy and land but still close to shopping and restaurants? This is the one you have been waiting for! Remodeled ranch on 10+ acres with 2 bedrooms, bath, LR, DR, kitchen and an office/den on the main floor. Beautiful remodeled kitchen with stainless steel appliances, cherry cabinets and granite counters. Remodeled bath with ceramic tile. Fully finished basement with a family room,

  Darlene Provino Century 21 E & M Williams Rlty

  100 Crans Rd, Middletown, NY 10941
• 

  

  /20

  $150,000

  $8K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,152 Sq Ft

  529 5th Ave, Middletown, NY 10941

  Fantastic opportunity for a well loved 3 bedroom, 2 bathroom mobile home. Many upgrades AND a Generac Generator as well!!! Granite counters in the kitchen. Windows have all been replaced. Pex plumbing upgrades throughout. Central a/c. Ceiling fans all around the home and many windows for natural light. Primary bedroom has walk in closet and upgraded en-suite bathroom with big closet. Huge closets

  John Nahass Century 21 Full Service Realty

  529 5th Ave, Middletown, NY 10941
• 

  

  /13

  $59,999

  • Land
  • 29,999 Sq Ft
  • $87,119 per Acre

  0 High Meadows Rd, Montgomery, NY 12586

  VACANT LOT!!! BUILD YOUR DREAM HOME!!! Check out this Walden lot nestled in the Town of Montgomery and in the Valley Central School District. This .69 acre parcel is close to a variety of amenities, including local shopping, restaurants, schools, close to all five village parks, Walden Wallkill Rail Trail, Wallkill River, a short 15 minutes drive to the all new Resorts World Hudson Valley Casino

  Heather Geissler Keller Williams Realty

  0 High Meadows Rd, Montgomery, NY 12586
• 

  

  /22

  $99,000

  $21K PRICE DROP

  • Land
  • 1.6 Acres
  • $61,875 per Acre

  27 E Green Rd, Rock Tavern, NY 12575

  Shovel-ready residential homesite offering approximately 1.6 acres with completed surveys, engineering, site plan, and architectural drawings already prepared for permit review. Extensive pre-development work has been completed, including septic, well, drainage, and construction access design—significantly reducing build timeline and uncertainty. The offering includes architectural plans for a

  Bryan Dale eXp Realty

  27 E Green Rd, Rock Tavern, NY 12575
• 

  

  /46

  $799,999

  $20K PRICE INCREASE

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

  226 Wallkill Rd, Walden, NY 12586

  Not your typical raised ranch, this expansive brick home offers exceptional versatility, comfort, and value on a picturesque country lot. With multiple living areas and a flexible floor plan, the property presents a variety of possibilities for today's lifestyle needs, including guest accommodations, home office space, hobby areas, or private retreat spaces. Inside, you'll find beautiful marble

  Pete Wolven Hudson Valley Home Connection

  226 Wallkill Rd, Walden, NY 12586
• 

  

  /35

  $399,500

  $26K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,580 Sq Ft

  708 Tower Ave, Maybrook, NY 12543

  Step into a home that truly stands apart. This one-of-a-kind Colonial within the Valley Central School District offers the perfect blend of space, flexibility, and charm with 4 bedrooms and 2 full baths and mother / daughter potential. From the moment you arrive, you’ll appreciate the extended driveway leading to a large detached 2-car garage, providing ample parking for guests and everyday

  Ronald Green KW MidHudson

  708 Tower Ave, Maybrook, NY 12543
• 

  

  /5

  $150,000

  • Land
  • 2.5 Acres
  • $60,000 per Acre

  0 New York 208 Unit KEY923275, Campbell Hall, NY 10916

  Land for sale 2.5 Acres

  Maritza Sanchez HomeSmart Homes & Estates

  0 New York 208 Unit KEY923275, Campbell Hall, NY 10916
• 

  

  /26

  $260,000

  • 2 Beds
  • 1 Bath
  • 606 Sq Ft

  135 Beaver Dam Rd, Montgomery, NY 12549

  Newly updated 2 bed 1 bath charming ranch home on over half an acre of property in Town of Montgomery, Valley Central School district. Freshly painted, open concept living, dining and kitchen with granite countertops, new refaced wood cabinetry that can be stained to your liking, stainless steel appliances, two bedrooms, updated bathroom, two bedrooms, a deck overlooking an oversized level

  Claudia Lepore Keller Williams Realty

  135 Beaver Dam Rd, Montgomery, NY 12549
• 

  

  /23

  $429,000

  • 3 Beds
  • 2 Baths
  • 1,663 Sq Ft

  17 Last Rd, Middletown, NY 10941

  Welcome to 17 Last Rd, a unique retreat nestled on a sprawling 3.9-acre lot in the heart of Middletown. The upper level features 2 bedrooms and 1 full bathroom, while the lower level offers ground-level access with its own separate entrance, an additional bedroom, and a full bathroom. This versatile 2-bedroom, 2-full-bathroom home is designed to maximize natural light, creating a bright and airy

  Bryant Moran YourHomeSold Guaranteed Realty

  17 Last Rd, Middletown, NY 10941
• 

  

  /26

  $319,900

  • 2 Beds
  • 1.5 Baths
  • 880 Sq Ft

  116 Maple St, Walden, NY 12586

  WOW! What a sweet place this is! This cozy, modern house has been FULLY renovated from inside framing and insulation, roof, plumbing, electric, windows and of course flooring, kitchen and bathrooms! The most amazing part of this sweet home are the Wallkill River views. The river and the new little park with boat launching and benches are right across the street! The main bedroom has a big window

  Valeria Rios Keller Williams Hudson Valley

  116 Maple St, Walden, NY 12586
• 

  

  /34

  $310,000

  • 3 Beds
  • 1.5 Baths
  • 1,420 Sq Ft

  204 Country Club Dr, Maybrook, NY 12543

  Well-maintained and move-in ready 3-bedroom, 1.5-bath townhome in Maybrook, located in the desirable Valley Central School District. This updated unit offers a spacious kitchen with ample cabinetry and prep space, a separate dining room perfect for entertaining, and a bright living area featuring a cozy fireplace. Laundry is conveniently located in the unit. Enjoy outdoor living with both fenced

  Soleil Jackman Howard Hanna Rand Realty

  204 Country Club Dr, Maybrook, NY 12543
• 

  

  /49

  $850,000

  $50K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 4,090 Sq Ft

  464 Union School Rd, Middletown, NY 10941

  Nestled on a private 5.1-acre property, this custom contemporary Cape-style home offers the perfect balance of luxury, comfort, and natural beauty. Thoughtfully designed with refined finishes and exceptional living spaces, this residence creates an inviting retreat while still being close to the many attractions of the Hudson Valley. Step inside to discover a bright and spacious main level

  Colin Seitz RE/MAX Benchmark Realty Group

  464 Union School Rd, Middletown, NY 10941
• 

  

  /47

  $849,000

  • 4 Beds
  • 3 Baths
  • 2,580 Sq Ft

  2398 State Route 207, Campbell Hall, NY 10916

  Beautifully set behind a steel automated gate and down an extended driveway lies your opportunity for this magnificent and spacious, recently remodeled 4 bedroom, 3 full bathroom home set on 5.7 serene, level, private and tranquil acres. Imported tile and granite abound. A beautiful custom kitchen with stainless appliances, flank an expansive entertainment sized trex deck and overlooks the 16x24

  Richard Wawrynek Howard Hanna Rand Realty

  2398 State Route 207, Campbell Hall, NY 10916
• 

  

  /40

  $699,000

  $11K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,646 Sq Ft

  83 Little Collabar Rd, Montgomery, NY 12549

  Fully renovated and thoughtfully upgraded, this stunning 4-bedroom, 2.5-bathroom, 2,646-square-foot Colonial in the Valley Central School District checks every box - and then a few you didn’t even know you wanted. A rare highlight is the two separate driveways - one leading to the home and attached garage, and the other to a heated 24x30 workshop with a car lift, making it a dream setup for car

  Wendy Beck Krumpfer Realty Group, LLC

  83 Little Collabar Rd, Montgomery, NY 12549
• 

  

  /33

  $81,000

  $19K PRICE DROP

  • 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

Showing Results 41 - 80, Page 2 of 3