Town of Montgomery, NY Real Estate & Homes For Sale

70 homes

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COMING SOON 5/30
1.3 ACRES
$229,900
2 Beds
1 Bath
1,137 sqft
506 Berea Road,
Montgomery, NY 12549
Listing by: Keller Williams Hudson Valley
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2.5 ACRES
$165,000
1460 State Route 52,
Walden, NY 12586
Listing by: John J Lease REALTORS Inc
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COMING SOON 5/29
2 ACRES
$739,000
4 Beds
3.5 Baths
3,011 sqft
41 Philip Drive,
Montgomery, NY 12549
Listing by: Stonewall Realty Group LLC
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NEW CONSTRUCTION
BUILDABLE PLAN
$735,000+
3 Beds
2.5 Baths
2,500 sqft
The Nest Plan in The Aerie Preserve,
Rock Tavern, NY 12575
Listing by: Argo Development
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$275,000
3 Beds
1.5 Baths
880 sqft
307 Tower Avenue,
Maybrook, NY 12543
Listing by: Howard Hanna Rand Realty
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1.2 ACRES
$626,000
3 Beds
2 Baths
2,614 sqft
77 Maidstone Drive,
Walden, NY 12586
Listing by: Absolute Real Estate of NY Inc
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1.2 ACRES
$775,000
4 Beds
3.5 Baths
2,982 sqft
55 Noelle Drive,
Walden, NY 12586
Listing by: Richmont Realty
COMING SOON 5/29
0.28 ACRES
$339,900
3 Beds
1.5 Baths
1,752 sqft
2812 State Route 208,
Walden, NY 12586
Listing by: Century 21 E & M Williams Rlty
$225,000
3 Beds
1.5 Baths
1,400 sqft
408 Watts Lane,
Maybrook, NY 12543
Listing by: Imagine Properties NY
48.9 ACRES
$1,800,000
6 Beds
3 Baths
3,290 sqft
111 Browns Road,
Walden, NY 12586
Listing by: Payne Team LLC
$220,000
3 Beds
1.5 Baths
712 sqft
15 Well Road,
Walden, NY 12586
Listing by: Keller Williams Hudson Valley
$299,999
3 Beds
1.5 Baths
1,216 sqft
36 Valley Avenue,
Walden, NY 12586
Listing by: Keller Williams Realty
0.69 ACRES
$260,000
2 Beds
1 Bath
606 sqft
135 Beaver Dam Road,
Montgomery, NY 12549
Listing by: Keller Williams Realty
0.39 ACRES
$199,900
2 Beds
1.5 Baths
960 sqft
11 Bradley Lane,
Walden, NY 12586
Listing by: eXp Realty
3D VIEW
2 ACRES
$695,000
4 Beds
3 Baths
2,184 sqft
91 W Corbett Road,
Montgomery, NY 12549
Listing by: Compass Greater NY, LLC
COMING SOON 5/27
0.31 ACRES
$499,000
5 Beds
2.5 Baths
2,360 sqft
82 Wallkill Avenue,
Montgomery, NY 12549
Listing by: Curasi Realty, Inc.
$499,999
3 Beds
3 Baths
2,144 sqft
4 Brook Court,
Walden, NY 12586
Listing by: Keller Williams Realty
NEW CONSTRUCTION
BUILDABLE PLAN
$795,000+
4 Beds
2.5 Baths
3,200 sqft
The Homestead Plan in The Aerie Preserve,
Tavern, NY 12575
Listing by: Argo Development
2.2 ACRES
$769,900
3 Beds
2.5 Baths
3,400 sqft
42 Philip Drive,
Montgomery, NY 12549
Listing by: Houlihan Lawrence Inc.
3D VIEW
$299,000
4 Beds
1.5 Baths
1,732 sqft
58 Ulster Avenue,
Walden, NY 12586
Listing by: eXp Realty
0.32 ACRES
$489,000
3 Beds
2.5 Baths
1,788 sqft
136 Snow Bunting Court,
Montgomery, NY 12549
Listing by: Keller Williams Realty
NEW CONSTRUCTION
1 ACRE
$699,900
4 Beds
2.5 Baths
2,681 sqft
24 Francis Harrison Court,
Montgomery, NY 12549
Listing by: Keller Williams Realty
NEW CONSTRUCTION
BUILDABLE PLAN
$795,000+
4 Beds
2.5 Baths
3,300 sqft
The Manor Plan in The Aerie Preserve,
Tavern, NY 12575
Listing by: Argo Development
0.34 ACRES
$529,000
3 Beds
3 Baths
2,096 sqft
68 Weaver Street,
Montgomery, NY 12549
Listing by: Keller Williams Hudson Valley
1.7 ACRES
$550,000
5 Beds
3 Baths
3,200 sqft
53 W Corbett Road,
Montgomery, NY 12549
Listing by: eXp Realty
0.28 ACRES
$525,000
4 Beds
3 Baths
1,886 sqft
252 Tompkins Rd,
Montgomery, NY 12549
Listing by: DiTommaso Real Estate
0.93 ACRES
$799,999
3 Beds
3 Baths
2,292 sqft
226 Wallkill Road,
Walden, NY 12586
Listing by: Hudson Valley Home Connection
NEW CONSTRUCTION
BUILDABLE PLAN
$899,000+
3 Beds
2.5 Baths
3,600 sqft
The Lodge Plan in The Aerie Preserve,
Rock Tavern, NY 12575
Listing by: Argo Development
$389,900
3 Beds
2 Baths
1,887 sqft
45 Maple Street,
Walden, NY 12586
Listing by: Keller Williams Realty
0.42 ACRES
$525,000
2 Beds
1.5 Baths
1,644 sqft
7 Didio Lane,
Montgomery, NY 12549
Listing by: Compass Greater NY, LLC
NEW CONSTRUCTION
BUILDABLE PLAN
$765,000+
4 Beds
3.5 Baths
3,000 sqft
The Haven Plan in The Aerie Preserve,
Rock Tavern, NY 12575
Listing by: Argo Development
0.39 ACRES
$474,999
3 Beds
2 Baths
2,464 sqft
37 Northern Avenue,
Walden, NY 12586
Listing by: Keller Williams Realty
NEW CONSTRUCTION
BUILDABLE PLAN
$745,000+
4 Beds
2.5 Baths
2,800 sqft
The Retreat Plan in The Aerie Preserve,
Tavern, NY 12575
Listing by: Argo Development
$329,500
3 Beds
1 Bath
1,762 sqft
104 Oak Street,
Walden, NY 12586
Listing by: Keller Williams Realty
$319,900
2 Beds
1.5 Baths
880 sqft
116 Maple Street,
Walden, NY 12586
Listing by: Keller Williams Hudson Valley
1.1 ACRES
$399,000
2 Beds
1 Bath
928 sqft
1084 State Route 17K,
Montgomery, NY 12549
Listing by: Curasi Realty, Inc.
$314,999
3 Beds
1.5 Baths
1,716 sqft
52 Valley Avenue,
Walden, NY 12586
Listing by: Keller Williams Realty
$249,999
4 Beds
1 Bath
1,625 sqft
86 Orange Avenue,
Walden, NY 12586
Listing by: Hudson Valley Home Connection
0.91 ACRES
$499,000
4 Beds
2 Baths
1,734 sqft
555 State Route 416,
Montgomery, NY 12549
Listing by: Coldwell Banker Realty
$349,999
2 Beds
2.5 Baths
1,576 sqft
33 Pond Hill Lane,
Walden, NY 12586
Listing by: Keller Williams Realty

What Locals Say about Town of Montgomery

Review Highlights

Town of Montgomery, NY: steady, family-first living with strong schools, low crime, and lasting value. People value safety, parks, community events, and strong Valley Central schools. Drawbacks: car dependence, long NYC commute, limited nightlife, and occasional bullying.

AI-generated summary of moderated reviews.

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Ramojwil
Prev. Resident
2w ago
"Great area to raise your kids close enough to the New York City lifestyle, but far enough away that you can own an operate your own farm and live within your means"
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Sybnben
Resident
7mo ago
" Valley central School is great, the neighborhood is safe and it’s a wonderful community to bring up kids and live in. "
0
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Emily C Miller
Resident
8mo ago
"We have sidewalks and parks around town, and it seems like there are more projects in the works to create more outdoor spaces in the area. "
0
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Daneirys Rodriguez
Resident
1y ago
"Pay attention to your children and surroundings. Beautiful place to live need more parks and sidewalks."
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Tye1dks
Resident
2y ago
"We have a variety of events, some in school and others in the park. Also they have movie nights for the kids. Christmas tree lighting and more."
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Juan M.
Resident
4y ago
"This community is beautiful. A lovely area to raise a family. Most neighbors are quiet but very friendly. "
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Isabella
Resident
5y ago
"it's a nice peaceful neighborhood. quite at most times. my family has lived her for as long as this neighbor has been here. I like it very much "
1
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Ashley E.
Resident
5y ago
"the village of Walden is a true old-school village. there's a newsletter, a village center where all community services are in one spot, the kids all know each other, we even know the local police by name. Walden is frozen in time, in a good way. I enjoy living here. I'm originally from NYC so I also appreciate all the sidewalks and the rail trail so I can get around on foot instead of being chained to my car for everything. "
7
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Bbookstein13
Resident
5y ago
"Lots of dog walkers, quiet area, minimal traffic, sidewalks,very convenient , very nice people, very well maintained "
1
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Jsc3.jc
Resident
5y ago
"its safe and the police are drive through all the time. Most of the people are friendly. The kids all play in the park together it's seem like they are having fun together. "
0
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Tiffany V.
Resident
5y ago
"Great schools. All amenities are within a decent driving distance. Local produce and farms are great. Great walking community. Low driving speed in the village, safe for kids riding bikes and playing outside. "
3
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Sarah B.
Visitor
5y ago
"Montgomery has access to I-84 very easily, making commuting around Orange County very accessible. It is also a great mid point between Newburgh and Middletown which are our 2 big cities in the area. "
1
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Helen
Resident
6y ago
"long commute to NYC but worth it! you have your peace and quiet. Moving into Montgomery was the best decision we've made, we come from NYC Bayside and not even that good neighborhood compares to the beauty of privacy and alot of land. farms all around, no smells nothing well maintained."
6
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Brenda C. A.
Resident
6y ago
"Walden have activities fir the kids and trails it’s very quite. I love it. I would buy a house in this area"
2
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Isabella
Resident
6y ago
"not really too sure honestly I dont do much. we have Montgomery day in September which is always fun with music food and rides and lots of vendors. we have many dog parks near by. and we have a music night in the town. "
2
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Sarah B.
Resident
6y ago
"WALDEN does a lot of community events and involves the children a lot in festivals, trick or treating, tree lighting, summer camp, parks, etc. "
1
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Brian M.
Resident
6y ago
"It’s very friendly. Not a lot of personal space, but there is a large area where dogs can be walked. Also there is a dog park 10 minutes away. "
3
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Ciara M.
Resident
6y ago
"I like the back to school event they throw every year. It is a great turn out and really gets the community together."
1
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Officerplink17
Resident
6y ago
"Very friendly not a lot to do but close to a lot of great stuff like middle town Woodbury commons palisades mall very nice schools and a safe neighborhood I’ve lived here for a year now and don’t have any complaints cheap place to live great for a family "
4
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Trulia User
Resident
6y ago
"I need a car to go anywhere or anyplace. My job is in the city and takes me an hour and thirty minutes. "
3
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Jcburst
Resident
6y ago
"There is easy access to all major highways in the area and very close to all the local amenities, such as grocery stores, restaurants, ice cream parlors, sporting goods stores and several beautiful parks!"
4
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Sarakhall
Resident
7y ago
"It’s one of the 100 safest towns in the USA. Quiet, safe, plenty of community activities and great schools plus it is quaint looking and has several great restaurants,"
2
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Tye1dks
Resident
7y ago
"It’s a friendly environment, ppl ride bikes, jog, and walk their dogs!!! You must have a car to get around though!!!"
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Nick S.
Resident
7y ago
"Many senior events to attend at community center. Small fair held in community park every year. Local church and fire department host breakfasts often. "
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Taboy69
Resident
7y ago
"Montgomery Day every year on second Saturday in September. It’s a fun day out with family and friends. "
1
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Tye1dks
Resident
7y ago
"There is a calm in this neighborhood and absolutely no crime and the school system is amazing. Houses are affordable and comfortable!!! If you have read this thank you!!!"
1
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goddessofurdeath666
Resident
7y ago
"places that allow all dogs and cats to live in home and apartments!,...with no rejections . safe land for them to roam clean water Parks and pet safe locations will full access to places like store's"
1
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Riverscandymitch
Resident
7y ago
"I live in walden, but town of montgomery, i luked the neighborhood and at the same time the privacy. "
1
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Guyaynesimmons
Resident
7y ago
"I commute about 24 min to work and it is pretty simple, not much traffic. Passing most frequently needed stores on the way ... groceries, drug store, gas, Dunkin’, dollar general for random things. "
2
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Chris
Resident
7y ago
"Great local dog parks and plenty of places that are dog friendly. Without a doubt a dog friendly neighborhood."
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Chilledseltzer
Resident
7y ago
"nosey neighbors no dog parks only sidewalks. other people don't watch their animals. alot of deer. to many that don't obey the leash laws"
1
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Trish S.
Resident
7y ago
"I have lived here for over 20 years. my kids went to school here. still have the same friends. great small town with easy access to major areas and highways. "
1
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Itsjohnayala
Resident
7y ago
"Very positive reviews overall. Montgomery is an overall safe area. A lot of nice, local shops/bars. Elementary, middle, and high Schools isn’t far from many that live in the area. Well organized and mostly friendly environment."
2
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Ashley M.
Resident
7y ago
"I’ve lived here for about three years. There’s always something to do and great restaurants all close by. "
0
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Trish S.
Resident
7y ago
"it's a small town feel but close to everything. my kids grew up here. families stay. I love the hisyoric feel of the village "
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Isaiah S.
Resident
8y ago
"small town, necessary things nearby like grocery, gas. little to no crime. good location for commuter"
2
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Based on information submitted to the MLS GRID as of 2026-02-06 15:18:24 PST. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Some IDX listings have been excluded from this website. Click here for more information

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Town of Montgomery, NY Real Estate & Homes For Sale

70 homes

What Locals Say about Town of Montgomery

Review Highlights

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