Homes for Sale near Valley Central Middle School

/34
$899,900

$50K PRICE DROP
- 3 Beds
- 3.5 Baths
- 3,668 Sq Ft
41 Fern Wood Way, Montgomery, NY 12549

Nestled within the sought-after Winding Hills Estates, this exceptional home is set on a quiet cul-de-sac and backs directly to the rolling greens of the picturesque Winding Hills Golf Course, an executive 18-hole course surrounded by manicured landscaping. From the moment you arrive, the home impresses with Hardie board siding, a metal roof, blacktopped driveways, paver walkways, covered front

Chris Ogden

Realty Promotions Inc

(845) 493-3644

41 Fern Wood Way, Montgomery, NY 12549
Explore Valley Central Middle School
/48
$499,999

Open Sun 3PM - 5PM
- 3 Beds
- 3 Baths
- 2,144 Sq Ft
4 Brook Ct, Walden, NY 12586

Welcome to this beautifully situated 3-bedroom, 3-full-bathroom Colonial home nestled in the Walden Estates subdivision in the heart of the Village of Walden. Located just a half-mile away from Wooster Grove park and the Walden-Wallkill Rail Trail entrance, this property is within a short five-minute drive to village amenities, including a variety of local eateries, shopping boutiques, and

Richard Baxter

Keller Williams Realty

(329) 223-6973

4 Brook Ct, Walden, NY 12586
/50
$649,900
- 6 Beds
- 4 Baths
- 2,488 Sq Ft
2056 State Route 17k, Montgomery, NY 12549

Two adjacent properties offered together as a single opportunity (2056 & 2060 Rt 17K): a preserved 1840 historic farmhouse paired with a separate 2-bedroom residence, with a combined total of approximately 4 acres, 6 bedrooms, 4 baths, and roughly 2,500 square feet of combined living space in Montgomery's Town of Crawford. Built in 1840 and preserved with rare integrity by just two families in

Matthew Morreale

J. Morreale, LTD

(845) 552-9678

2056 State Route 17k, Montgomery, NY 12549
/25
$639,000
- 4 Beds
- 3 Baths
- 2,155 Sq Ft
1 Linden Dr, Newburgh, NY 12550

Welcome to The Lindenwood Lane, a thoughtfully designed 10-parcel residential community in the Town of Newburgh, offering a quiet, private setting with a refined neighborhood feel. Set on spacious lots with long driveways, each home is positioned to enhance privacy, curb appeal, and a natural connection to the surrounding landscape. Select homes offer partial mountain views, adding to the overall

Ewa Kusmierek

eXp Realty

(845) 712-4868

1 Linden Dr, Newburgh, NY 12550
/25
$629,000
- 4 Beds
- 3 Baths
- 2,217 Sq Ft
7 Linden Dr, Newburgh, NY 12550

The Vida model offers a thoughtfully designed layout that blends functionality, comfort, and modern living across two levels. This approximately 2,217 sq. ft. home features 4 bedrooms and 3 full baths, providing flexible living space ideal for today’s lifestyle. The main level showcases an open-concept design with a spacious kitchen, center island, and dining area flowing seamlessly into a bright

Ewa Kusmierek

eXp Realty

(845) 447-0237

7 Linden Dr, Newburgh, NY 12550
/23
$649,000
- 4 Beds
- 2.5 Baths
- 2,350 Sq Ft
4 Linden Dr, Newburgh, NY 12550

Welcome to Lindenwood Lane, a thoughtfully designed 10-parcel residential community in the Town of Newburgh, offering a quiet, private setting with a refined neighborhood feel. This limited collection features three distinct new construction home models, designed with open-concept living, functional layouts, and well-appointed private spaces to suit today’s lifestyle. Homes are set on spacious

Ewa Kusmierek

eXp Realty

(845) 409-8648

4 Linden Dr, Newburgh, NY 12550
/37
$524,999
- 3 Beds
- 1 Bath
- 1,344 Sq Ft
1327 County Route 17, Walden, NY 12586

Welcome to this charming 3-bedroom, 1-bath Ranch-style home nestled on 1.80 picturesque acres in the Crawford area of Walden, NY. Built in 1952 and thoughtfully updated, this 1,344 sq ft home offers the perfect blend of classic character and modern comfort.Step inside to find beautiful hardwood and tile flooring throughout, an open kitchen featuring white cabinetry, subway tile backsplash,

Richard Baxter

Keller Williams Realty

(329) 210-3485

1327 County Route 17, Walden, NY 12586
/30
$299,999
- 3 Beds
- 1.5 Baths
- 1,216 Sq Ft
36 Valley Ave, Walden, NY 12586

CLASSIC EARLY 1900s VICTORIAN IN THE HEART OF WALDEN!!! Bring your vision and your contractor! This 3-bedroom, 1.5-bathroom Victorian-era home offers 1,216 sq ft of living space and incredible value-add potential. Whether you are looking for your next profitable flip or aiming to expand a buy-and-hold rental portfolio, this property provides the perfect canvas to build immediate sweat equity.

Richard Baxter

Keller Williams Realty

(329) 214-0566

36 Valley Ave, Walden, NY 12586
/45
$874,999
- 3 Beds
- 2 Baths
- 1,796 Sq Ft
294 Comfort Trail, Montgomery, NY 12549

TOWN OF CRAWFORD LOG HOME SITUATED ON 25+ ACRES OF SERENE WOODED LAND. This charming 3-bedroom, 2-bathroom log home is situated in the Town of Crawford, within the Pine Bush School District. Conveniently located just 10-15 minutes from local restaurants, shopping centers, and essential services such as banking and postal facilities, this home offers both comfort and accessibility. Surrounded by

Richard Baxter

Keller Williams Realty

(845) 622-8077

294 Comfort Trail, Montgomery, NY 12549
/39
$699,999

New Construction $50K PRICE DROP
- 4 Beds
- 2.5 Baths
- 2,705 Sq Ft
28 Northern Ave, Montgomery, NY 12586

NEW CONSTRUCTION!!! Check out this 4 Bedroom, 2.5 Bathroom Colonial nestled in the Town of Montgomery and located in the Valley Central School District. This home is located a short drive to an array of local eateries/restaurants, shopping center, close to several local parks, a quarter mile from the Walden/Wallkill Walking Rail Trail, Wallkill River, and a short drive to most major highways

Richard Baxter

Keller Williams Realty

(329) 218-0022

28 Northern Ave, Montgomery, NY 12586
/37
$724,999

New Construction $25K PRICE DROP
- 4 Beds
- 2.5 Baths
- 2,705 Sq Ft
30 Northern Ave, Montgomery, NY 12586

NEW CONSTRUCTION!!! Check out this 4 Bedroom, 2.5 Bathroom Colonial nestled in the Town of Montgomery and located in the Valley Central School District. This home is located a short drive to an array of local eateries/restaurants, shopping center, close to several local parks, a quarter mile from the Walden/Wallkill Walking Rail Trail, Wallkill River, and a short drive to most major highways

Richard Baxter

Keller Williams Realty

(329) 214-0172

30 Northern Ave, Montgomery, NY 12586
/2
$655,000

Open Sat 12PM - 2PM Coming Soon
- 4 Beds
- 2.5 Baths
- 2,095 Sq Ft
171 Decker Dr, Walden, NY 12586

Nestled in one of Walden’s most sought-after neighborhoods and located within the highly desirable Valley Central School District, this beautifully maintained home offers the perfect blend of comfort, convenience, and modern updates. From the moment you arrive, you’ll appreciate the welcoming setting and pride of ownership throughout. The thoughtfully updated interior features a beautifully

Naomi Catania Picture It Sold, LLC

171 Decker Dr, Walden, NY 12586
/26
$344,900
- 3 Beds
- 1 Bath
- 925 Sq Ft
12 Briarwood Crescent, Newburgh, NY 12550

Great starter home or those who are looking to downsize. Updated and ready to move right in! Home features 3 bedrooms 1 bath with open floor plan. Garage has extra area which can be as a workshop. Backyard has a patio for entertaining, is fenced in and there is a shed for extra storage. Close to highways and shopping.

Nicholas Scarano Hudson Premium Realty

12 Briarwood Crescent, Newburgh, NY 12550
/17
$139,990

$29K PRICE DROP
- 2 Beds
- 1 Bath
- 714 Sq Ft
311 Tower Ave, Maybrook, NY 12543

PRICE REDUCED FOR QUICK SALE!! CASH OR REHAB LOAN FOR THIS ONE!! Valley Central School District. This property is located in the heart of the village, within a short distance to interstate highway 84, Veterans Memorial Park, medical offices, restaurants, eateries and so much more. This property has many potential for the right buyer. Cash or rehab loan is best to purchase this property. Easy to

Jacqueline Henry-Thompson Jackie Henry Realty LLC

311 Tower Ave, Maybrook, NY 12543
/20
$355,000

$15K PRICE DROP
- 3 Beds
- 2 Baths
- 1,887 Sq Ft
45 Maple St, Walden, NY 12586

Experience the architectural grandeur of the John R. Hayes House, a distinguished Second Empire Victorian and proud listing on the National Register of Historic Places. This remarkable residence is a true showcase of 19th-century craftsmanship, offering expansive rooms, soaring 12-foot ceilings, and an impressive level of original detail rarely found today. From the moment you enter, you’re

Michelle Sparks Keller Williams Realty

45 Maple St, Walden, NY 12586
/49
$739,000
- 4 Beds
- 3.5 Baths
- 3,011 Sq Ft
41 Philip Dr, Montgomery, NY 12549

Welcome to 41 Philip Drive, a beautifully maintained Colonial built by Hillside Homes and set within Montgomery’s desirable Winding Oaks subdivision. Located on a quiet cul-de-sac and positioned on a private, landscaped lot backing to woods, this home offers exceptional curb appeal with a long paved driveway, mature trees, and a peaceful residential setting. Inside, the home features a bright,

Antoinette Caruso Stonewall Realty Group LLC

41 Philip Dr, Montgomery, NY 12549
/49
$679,900
- 4 Beds
- 2.5 Baths
- 2,168 Sq Ft
30 Wavey Willow Ln, Montgomery, NY 12549

Welcome to this beautifully renovated 4-bedroom, 2.5-bath Colonial that perfectly blends timeless charm with modern updates. From top to bottom, this home has been completely renovated and thoughtfully updated, offering truly move-in-ready living. The spacious floor plan features bright, sun-filled rooms, a stunning updated kitchen, beautifully renovated bathrooms, and quality finishes

Paul Biagini Biagini Realty

30 Wavey Willow Ln, Montgomery, NY 12549
/20
$399,000
- 2 Beds
- 1 Bath
- 928 Sq Ft
1084 State Route 17k, Montgomery, NY 12549

Enjoy peaceful living in this charming, newly updated private ranch set on over one acre of beautiful property. This inviting home offers the perfect blend of comfort and convenience, featuring a beautifully renovated kitchen and bathroom with modern finishes throughout. A new roof adds additional value and peace of mind.Imagine having a golf course right in your backyard! This property

Larry Curasi Curasi Realty, Inc.

1084 State Route 17k, Montgomery, NY 12549
/32
$269,000

$11K PRICE DROP
- 2 Beds
- 1 Bath
- 584 Sq Ft
20 Barron Rd, Montgomery, NY 12549

Newly added! A Pioneer mini split for central air (comes thru existing ducts)! And, the exterior has been freshly painted! This sweet ranch is perfect for 1st time home buyers, or people that just like to have really low living expenses! You'll enjoy the large deck off the kitchen for enjoying BBQ's or hanging outside. You'll also enjoy the small & quiet neighborhood! At the end of Barron Rd, is

Kathy Dawson Howard Hanna Rand Realty

20 Barron Rd, Montgomery, NY 12549
/38
$474,999

$24K PRICE DROP
- 4 Beds
- 2 Baths
- 1,734 Sq Ft
555 State Route 416, Montgomery, NY 12549

Welcome to 555 State Route 416 in the heart of Montgomery, NY—Enjoy Village Charm and country life!!! This spacious 4-bedroom, 2-bath home offers comfortable living with plenty of room to grow. Enjoy an inviting eat-in kitchen featuring new stainless steel appliances, a dedicated dining area, and a large living room perfect for family gatherings and entertaining. An unfinished, easily accessible

Nancy Sayegh Coldwell Banker Realty

555 State Route 416, Montgomery, NY 12549
/50
$628,000
- 4 Beds
- 3.5 Baths
- 2,486 Sq Ft
14 Galloway Ln, Walden, NY 12586

Original owner has treasured this home for nearly 20 years, but it is time for someone new to write the next chapter! Discover the perfect combination of a desired neighborhood setting, a spacious colonial floor plan and a peaceful, private lot. Enter into an immaculate interior where meticulous care and quality upgrades set the tone throughout. The family room centers around a gas fireplace and

Laurel Lustgarten Howard Hanna Rand Realty

14 Galloway Ln, Walden, NY 12586
/2
$499,000

$60K PRICE DROP
- Land
- 7.6 Acres
- $65,658 per Acre
0 New York 17k, Montgomery, NY 12549

Introducing a prime commercial investment opportunity on State Rt 17K, Montgomery, NY, 12549. Comprised of two lots togther - Apn #334289-027-000-0005-003.000-0000 9 (6.6 acres) and Apn#334289-027-000-0005-002.000-0000 (one acre) this 7.6-total acre property, zoned B4 Highway Commercial, offers exceptional potential for a multitude of uses. With 600 Ft of highway frontage and a signalized

Jay Feinberg Keller Williams Hudson Valley

0 New York 17k, Montgomery, NY 12549
/50
$2,499,900
- 3 Beds
- 3 Baths
- 3,448 Sq Ft
95 Judson Rd, Montgomery, NY 12549

Welcome to one of the Hudson Valley's most iconic private estates; an extraordinary 38+ acre retreat offering luxury, recreation, equestrian amenities, abundant space for custom vehicle enthusiasts and unmatched entertaining spaces. Known locally as the famed "Orange County Choppers House," this remarkable property blends rustic elegance with modern comfort in a setting designed for those who

Danielle Bartula Howard Hanna Rand Realty

95 Judson Rd, Montgomery, NY 12549
/36
$599,000
- 6 Beds
- 3.5 Baths
- 4,760 Sq Ft
145 Youngblood Rd, Montgomery, NY 12549

"We know this property is worth more, but we're letting the market decide! Welcome to 145 Youngblood Road, a rare opportunity where endless possibilities meet peaceful country living. This oversized ranch style home offers exceptional flexibility with a separate apartment above the garage, creating the perfect setup for multigenerational living, owner occupied investment opportunities, guest

Anesha Nesbitt eXp Realty

145 Youngblood Rd, Montgomery, NY 12549
/6
$650,000

New Construction
- 4 Beds
- 2.5 Baths
- 1,900 Sq Ft
56 Wildwood Dr, Rock Tavern, NY 12575

Interior Photos are for illustrative purposes and represent a similar model by the same builder. Experience the Aerie Preserve, a premier new community in the heart of the Mid-Hudson Valley, situated just sixty miles from New York City. Developed by the luxury experts at Argo Development, this neighborhood seamlessly integrates sophisticated style with innovative architecture. The Cove Model is a

Geoffrey Grivalsky Keller Williams City Views

56 Wildwood Dr, Rock Tavern, NY 12575
/50
$530,000

Open Sat 11AM - 1PM Coming Soon
- 4 Beds
- 2.5 Baths
- 1,994 Sq Ft
2 Gatehouse Place, Walden, NY 12586

Rarely does a Village of Walden Colonial offer this much flexibility. Featuring 4 bedrooms, 2.5 baths, an attached 2-car garage, white vinyl fenced yard, and a detached 24' x 24' bonus building, 2 Gatehouse Place delivers the space today's buyers are searching for. Whether you need a workshop, gym, studio, hobby space, or simply extra storage, this property stands apart from the competition.

Pete Wolven Hudson Valley Home Connection

2 Gatehouse Place, Walden, NY 12586
/25
$675,000
- 5 Beds
- 3 Baths
- 2,982 Sq Ft
40 Bailey Rd, Montgomery, NY 12549

Welcome to this exceptional ranch-style home offering the perfect combination of space, versatility, and lifestyle. Thoughtfully designed and currently configured as a sprawling single-family residence, this home provides an ideal setup for today's multi-generational living with separate areas that offer both privacy and togetherness. The main level features 3 spacious bedrooms, 2 full baths, an

Nancy LaBarbera Keller Williams Hudson Valley

40 Bailey Rd, Montgomery, NY 12549
/11
$899,000

New Construction
- 3 Beds
- 2.5 Baths
- 3,600 Sq Ft
24 Wildwood Dr, Rock Tavern, NY 12575

Under Construction. Photos are for illustrative purposes and represent a similar model by the same builder. Explore the Aerie Preserve, a premier residential enclave in the beautiful Mid-Hudson Valley, located just one hour from New York City. Masterfully created by luxury builder Argo Development, this community unites contemporary flair with visionary design. 24 Wildwood Drive hosts The Lodge

Geoffrey Grivalsky Keller Williams City Views

24 Wildwood Dr, Rock Tavern, NY 12575
/35
$499,000
- 5 Beds
- 2.5 Baths
- 2,360 Sq Ft
82 Wallkill Ave, Montgomery, NY 12549

LOVELY HISTORIC HOME IN THE VILLAGE OF MONTGOMERY! This 2360 sq.ft. home has a lot to offer, historical charm with hardwood floors, an old wooden staircaseand a claw foot tub, yet all the conveniences to suit your needs. Five bedrooms with 2-1/2 bathrooms and a spacious walk-up attic. This corner lot features a great deal of privacywith a beautiful in ground pool. There is plenty of room

Stacy Brescia-Spreer Curasi Realty, Inc.

82 Wallkill Ave, Montgomery, NY 12549
/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
/49
$474,900

$85K PRICE DROP
- 3 Beds
- 3 Baths
- 2,096 Sq Ft
68 Weaver St, Montgomery, NY 12549

Looking for a quiet home in Montgomery with space to relax and grow? This 3-bedroom, 3-bath home at 68 Weaver Street offers a comfortable layout, thoughtful updates throughout, and a peaceful neighborhood feel—all within the Valley Central School District. This home comes with valuable upgrades including a renovated kitchen, updated roof, and finished basement, giving you peace of mind and

Matthew Gibbs Keller Williams Hudson Valley

68 Weaver St, Montgomery, NY 12549
/25
$1,800,000
- 6 Beds
- 3 Baths
- 3,290 Sq Ft
111 Browns Rd, Walden, NY 12586

Set on 48.9 picturesque acres, this versatile two-family property offers endless possibilities for homeowners, investors, or those seeking a private country retreat. Featuring a total of 6 bedrooms and 3 bathrooms, the home provides ample living space with one side currently rented on a month-to-month basis, with tenants willing to stay, offering immediate rental income potential. The property

Laura Fisher Payne Team LLC

111 Browns Rd, Walden, NY 12586
/50
$799,000

Open Sun 12PM - 2PM
- 4 Beds
- 2.5 Baths
- 3,008 Sq Ft
14 Wagner Dr, Rock Tavern, NY 12575

VACATION EVERY DAY, WITHOUT EVER LEAVING HOME! Welcome to 14 Wagner Drive, Rock Tavern More than a home, this is a private retreat where exceptional outdoor living, timeless craftsmanship, and everyday tranquility come together. Nestled within a peaceful, established neighborhood, 14 Wagner Drive is the property you have been waiting for. Meandering pathways, mature trees, award winning

Frank Muccari Cronin & Company Real Estate

14 Wagner Dr, Rock Tavern, NY 12575
/50
$899,000

$40K PRICE DROP
- 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
/33
$435,000

Open Sun 1PM - 3PM
- 3 Beds
- 1.5 Baths
- 1,436 Sq Ft
105 Bodle Cir, Maybrook, NY 12543

Nestled in the heart of Orange County, this 3-bedroom bi-level home offers the perfect blend of comfort and commuter convenience in the Town of Montgomery. Meticulously maintained and move-in ready condition, this residence welcomes you with bright living spaces designed for effortless everyday living.The highlight of this property is the exceptional outdoor living setup. Relax in the beautiful,

Gina De Cerbo RE/MAX Benchmark Realty Group

105 Bodle Cir, Maybrook, NY 12543
/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

Showing Results 1 - 40, Page 1 of 3

New York Orange County Montgomery Valley Central Middle School

How to Buy a Home How to Finance a Home How to Sell a Home

Homes for Sale in Nearby Zip Codes

Homes for Sale in Nearby Cities

Homes for Sale in Nearby Counties

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage