Montgomery is tucked in the Northeast corner of Franklin County and sits at the base of Jay Peak. The picturesque town offers a quintessential Vermont experience with 8 covered bridges, small-town feel and it's charming Inns and Bed & Breakfasts. There is plenty to enjoy year-round with the Jay Peak Ski Resort close by. Search our complete listing of real estate and seasonal homes for sale in Montgomery.

31 Currently Available
131 Fuller Bridge Road, Montgomery
Residential
4
3
2,569
5.1700
1880
$4,466

Listed Oct 15th, 2019

MLS# 4781411

By Lynn Locher of Coldwell Banker Hickok and Boardman

A historic Vermont village home built in 1880. Just 12 miles from Jay Peak Resort and steps away from the classic Fuller Covered Bridge. Relax on your covered front porch and listen as the Black Falls Brook ripples by. Close to the village is the Pratt Hall historical society building and The Black Lantern country inn. Enjoy the towns weekly farmers markets held on the village square every summer Saturday featuring products and produce from our local farmers and community. This home boasts...

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3086 Hazen's Notch Road, Montgomery
Residential
5
3
2,298
32.1000
1991
$5,927

Listed Oct 11th, 2019

MLS# 4781075

By Stacie Callan of MRC

This mountain top oasis exemplifies the true beauty of Vermont living. Making your way up the winding drive prepare to sigh as you approach the picturesque setting with the pond, house and surrounding 32 + acres. Inside every detail of this home was intended to enhance the experience of the mountain. Through the tiled mudroom you will enter into the kitchen with quartz counters, crown detail, pantry, stainless steel appliances and tile backsplash. The remaining 1st floor also includes a...

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 North Hill Road, Montgomery
Land
agricultural/residential
23.1000

Listed Sep 25th, 2019

MLS# 4778319

By Karen Frascella of Montgomery Properties

Great 23 acres building lots located on a quiet dead end country road. The State Waste Water Permit (WW-6-1953) has been issued for a three bedroom single family home. The acreage is mostly wooded with a few acres of open meadow that offers lovely mountain views and 631' on Jay Brook frontage

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00 North Hill Road, Montgomery
Land
residential/agricultural
11.4000

Listed Sep 25th, 2019

MLS# 4778298

By Karen Frascella of Montgomery Properties

Being an 11.4 acre located on quiet country road maintained by the Town of Montgomery. The lot is wooded with frontage on Black Falls Brook, with potential for views with some clearing. Roy Hango, State Licenced Engineer has done some site work and located a septic system close to the brook. No design or permit have been done on this lot. Electric Power runs through the property.

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2545 Mountain Road, Montgomery
Residential
3
2
1,336
0.5000
1925
$2,804

Listed Sep 24th, 2019

MLS# 4778551

By Armand Jr Chevrier of C21 Jack Associates/Enosburg

Located just minutes from Jay Peak Mountain Resort with great views! This affordable 3 bdrm 2 bth Home sets on a 1/2 acre lot with a partially fenced in yard, nicely landscaped and a number of Apple Trees! The home has been well maintained through the years with major renovations in 2006, recent windows and new shingles! Auto-on Generator ensures you won't be left in the dark or in the cold!

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880 South Main Street, Montgomery
Residential
4
1
1,806
2.0000
1880
$4,352

Listed Sep 17th, 2019

MLS# 4777001

By The Cheryl Boissoneault Team of MRC

Unique opportunity! Many possibilities, contractors, flippers, or entrepreneurs, take notice! 4 bedroom family farmhouse in need of a little TLC, features a large 2 bay garage plus painting booth, small income property next door, some privacy and a beautiful backyard views! Just minutes away from Jay Peak, recreation, skiing, hiking etc. House has newer windows, siding, dishwasher, and lots of natural light throughout. Gas stove hook up in the kitchen, and gas stove in the living room....

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00 Amidon & Hazen's Notch Road, Montgomery
Land
Unknown
15.0000

Listed Sep 9th, 2019

MLS# 4775555

By Mary Ann Recica of Blue Spruce Realty, Inc.

Beautiful spot to build your dream home or camp near Jay Peak and the quaint town of Montgomery. There is pride of ownership in the surrounding properties making this a perfect spot for you! This parcel is partially wooded, quiet and private yet still close to town amenities. Great restaurants, recreational and outdoor opportunities near by. Wildlife abounds! There could be improved views with clearing. Wastewater permit WW-6-3458. This listing is for entire 15 acres. Parcel has also been...

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2404 Regan Road, Montgomery
Residential
2
1
2,800
15.5000
1994
$5,052

Listed Sep 3rd, 2019

MLS# 4774361

By Karen Frascella of Montgomery Properties

Looking for a country log home close to Jay Peak on a quiet back road? This just might be it. First floor offers lots of natural light and cathedral ceilings in both the great room and expansive living room with floor to ceiling stone gas fireplace. Also on this floor are two bedrooms and large bath with soaking tub and double sinks. Second floor has a balcony overlooking the great room and another large bedroom. Outside is a wonderful large partially covered patio/deck area overlooking your...

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00 Green Mountain Road, Montgomery
Land
Residential
10.1000

Listed Aug 30th, 2019

MLS# 4773833

By Lynn Locher of Coldwell Banker Hickok and Boardman

Located within 12 miles from Jay Peak Resort, on a country dead-end road. This buildable lot is within easy walking distance through the Fuller Covered Bridge to Montgomery Village. A short ride within 10 miles of the Canadian border. Property features a 100 year old barn, dry and horse ready. Zoned for subdivision and close to town water and electricity. Potential views, pasture land and privacy abound. Zoned for both Village 1 and Rural Residential has potential for a planned unit...

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3052 Mountain Road, Montgomery
Residential
2
1
1,061
0.7700
1960
$1,404

Listed Aug 19th, 2019

MLS# 4771654

By Karen Frascella of Montgomery Properties

Small cottage home situated on .7 manicured acres with small brook. Pull into your property, park and walk across a small bridge into a charming setting. Ideally located on the Mountain Road only a mere 5 miles to Jay Peak Ski and Golf Resort. With some work you can transform this 2 bedroom, 1 bath home into a great vacation get away. A new workshop recently constructed on the property is an ideal place for a workshop or art studio.

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270 North Main Street, Montgomery
Mfg/Mobile
3
2
1,064
1.2500
2000
$1,679

Listed Aug 18th, 2019

MLS# 4771898

By Tami Lantz of Sherwood Real Estate

Wow, take a look at this deal before it disappears! 3 bed, 2 bath move-in-ready home on well-maintained 1.25 acre lot right across the road from the Missisquoi River. New roof, new septic, new walls, new floors, upgraded plumbing in 2018! Home sits back from the road, with magnificent spruce in your front yard, welcoming your visitors. Nice big backyard for children to play and families to gather! Rec center and school are very close-by. Super friendly neighborhood! Only a few miles to Jay...

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1308 So. Main Street, Montgomery
Residential
5
4
6,040
1.9000
1880
$6,026

Listed Aug 8th, 2019

MLS# 4769744

By Karen Frascella of Montgomery Properties

This 1880's Farmhouse has been carefully remodeled over the years without jeopardizing the original integrity of the home. Situated on 1.9 acres, the original dwelling which is 1 1/2 stories measures 24' x 35' and a large addition of 72 ' X 20' was added in . The original farmhouse offers 4 bedrooms, two baths, recently remodeled kitchen, country pantry, formal dining room, den and living room large entry with laundry. The newer addition downstairs offers a one bedroom...

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3381 Regan Road, Montgomery
Residential
4
3
3,345
21.9000
1980
$5,226

Listed Aug 4th, 2019

MLS# 4768869

By Tina Leblond of Big Bear Real Estate

You'll be amazed by this 4BR open concept Post and Beam home that boasts some of the best views in the area of the Cold Hollow Mountains and the Trout River Valley. So much love and attention has been poured into this 4BR, 3Ba home with over 3,000 sq ft of living space. The first floor offers a master suite with vaulted ceilings, radiant head w/ Indian tiles, a walk in closet and oversize en-suite bath. There's a formal DR, sunken LR, and updated kitchen for entertaining and fun. ...

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464 West Hill Road, Montgomery
Residential
3
2
2,649
68.2000
1990
$7,419

Listed Jul 29th, 2019

MLS# 4767529

By Lynn Locher of Coldwell Banker Hickok and Boardman

Privacy abounds on this 68 acre country retreat, close to town and Jay Peak Resort. This property consists of three existing lots which are wooded with moderate and steep grades providing good privacy. Maple trees abound roughly 200 trees are currently tapped. The expansive 900 foot driveway affords you total privacy from the road. This contemporary chalet sits on roughly two acres of open land. The home boasts three bedrooms, two full baths, two car attached garage and a wraparound deck....

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2035 North Main Street, Montgomery
Multi-Family
2
4
3
2,662
0.2000
1880
$3,613

Listed Jul 18th, 2019

MLS# 4765733

By Tami Lantz of Sherwood Real Estate

Start your next entrepreneurial experience today! Great neighborhood with fabulous tenants. Tenants are happy to stay and continue renting. They help keep the 4 bed, 3 bath, 2662sqft duplex property meticulously maintained and pay their rent + utilities on time. Owner only pays heat and town water/sewer bill. Storage building in rear, behind wrap-around driveway. Put the rent money toward your mortgage and have this paid off in no time! If you've been looking for that sweet multi-family...

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2011 So Main Street, Montgomery
Land
AG/RES
8.0000

Listed Jun 26th, 2019

MLS# 4761097

By Karen Frascella of Montgomery Properties

These 8+ acres are on a paved public rod and are minutes to Jay Peak Resort. A residential subdivision permit EC-6-1705 has been issued for Lot #2 and also a permit for conventional septic system for this lot as well. There is a small open meadow and balance of land falls to a ravine.

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00 Hazens Notch Road, Montgomery
Land
AG/RES & Cons 1
105.0000

Listed Jun 25th, 2019

MLS# 4761165

By Karen Frascella of Montgomery Properties

These 105 pristine acres of mixed hard and soft woods are adjacent to Hazens Notch Touring Center with outstanding views of Big & Little Jay and offers 3500 feet of frontage on the Wade Brook. Inclusion in a forest management program make this a low carrying investment in land. Property is permitted for four single family homes being two five bedroom homes and two four bedroom homes.

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4890 Enosburg Mountain Road, Montgomery
Mfg/Mobile
2
2
924
10.0000
1992
$1,439

Listed Jun 24th, 2019

MLS# 4760981

By Karen Frascella of Montgomery Properties

1992 SKYLINE MOBILE HOME situated on 10 wood acres on quiet country road. The home is situated slightly below the road grade and is partially open around the home with the balance mixed hardwood and soft wood trees. The home offers two bedrooms, 2 bath and open floor plan. There is an additional metal utility building 25' X 31' which sits on concrete slab with high ceilings offering many uses either workshop/storage or park multiple cars.

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76 Lower Ring Road, Montgomery
Residential
4
4
2,233
3.0000
2007
$5,203

Listed Jun 20th, 2019

MLS# 4760034

By Karen Frascella of Montgomery Properties

Nestled amongst the trees on a private 3 acre lot, this attractive mountain house is the perfect place to get away from it all, relax and unwind. With its open plan, well designed kitchen with eating counter and stools, lovely dining area and relaxed living room centred around the big stone fireplace, this home is ideal for gathering family and friends. Oriented to maximize the natural light, the home’s master bedroom and living room are bathed in morning sun. You can take your...

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Lot N Ring Road, Montgomery
Land
Vill2
10.4000

Listed Jun 8th, 2019

MLS# 4757185

By Karen Frascella of Montgomery Properties

Outstanding 10 acre building lot with potential for southern views, nicely wooded with mature trees and frontage on the Wade Brook. Easy access to VAST trials and a short drive to Jay Peak Resort. State waste water permit has been issued for a three bedroom home. Seller is willing to share architectural plans specifically designed for a three bedroom home for this building lot.

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3187 Black Falls Road, Montgomery
Residential
2
1
941
26.0000
2005
$2,856

Listed May 21st, 2019

MLS# 4753090

By Lynn Locher of Coldwell Banker Hickok and Boardman

Located within 15 miles of Jay Peak Resort with sweeping views of the mountain. This private but accessible home is located on 26 acres featuring two spring-fed ponds and Centabar Brook. Open meadows (approximately 10 acres) and diverse woodlands. Appropriately named, Twin Lakes Estate, the serenity of nature appeals throughout. Home built in 2005 has 2 bedrooms, a full unfinished basement and unfinished second level. Wood stove, oil heat and electric. Gazebo over-sized 1-car garage and...

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68 River Street, Montgomery
Residential
2
2
1,268
0.2000
1880
$1,900

Listed May 5th, 2019

MLS# 4749527

By Karen Frascella of Montgomery Properties

This two bedroom, one and a half bath home is conveniently located to all town amenities and just a short drive to Jay Peak Resort. Offers an open first floor living area with a newer kitchen with butcher block countertops, eat at island, track lighting and hardwood laminate plus comfy living area, small office space and half bath. The first floor also includes a large mudroom/laundry and three season porch. There are two bedrooms and a full bath on the second floor. There is also a detached...

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Lot 1 Hill West Road, Montgomery
Land
Ag/REs
11.3000

Listed Apr 30th, 2019

MLS# 4748464

By Karen Frascella of Montgomery Properties

Outstanding building site with 1300' of road frontage, slightly from road, could be subdivided into two lots. Was an old potato farm 30+ years ago with second growth hardwood trees, not rocky and is very dry. Beautiful stone walls and lovely walking woods. Offers an amazing natural spring with constant overflow and has been known to the locals as some of the best water. Seller has never tested the water for drinking quality. No engineering has been done but looks very promising.

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00 Regan Road, Montgomery
Land
AG/RES
6.8600

Listed Apr 29th, 2019

MLS# 4748565

By Karen Frascella of Montgomery Properties

Affordable building site that has engineered for a three bedroom home. Located on a quiet country road where views could be had with some clearing. Just about nine miles to Jay Peak Resort.

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0 South Richford Road, Montgomery
Land
R2
10.2000

Listed Feb 19th, 2019

MLS# 4736999

By Lynn Locher of Coldwell Banker Hickok and Boardman

Top of Vermont. Located within just a few miles of the Canadian border, this wooded and private lot is set on 10.2 acres. Bring your plans and build your dream home. Septic design and waste water permits in place for a 3 bedroom home.

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38 Mistletoe Lane, Montgomery
Residential
6
3
2,256
1.0000
1970
$2,881

Listed Feb 6th, 2019

MLS# 4735511

By Lynn Locher of Coldwell Banker Hickok and Boardman

Minutes to Jay Peak Resort and snowmobile/hiking trails, this charming chalet is nestled in the woods of Alpine Haven. Set on a 1 acre lot, this home has a separate apartment/in-law suite and includes 6 bedrooms and 3 baths total. Living room has a cathedral ceiling and wood-burning stove. Many updates include roof, well and septic. This home would make a great investment/rental property and is being sold fully furnished.

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0 Deep Gibou Road, Montgomery
Land
Multiple
2779.0000

Listed Dec 5th, 2018

MLS# 4729762

By Michael Tragner of Fountains Land Inc.

Deep Gibou Forest is a long-term timber and/or immediate sugarbush opportunity with attractive species composition, productive soils, secure access and excellent potential for asset appreciation from the timber resource. Investment highlights include: • Species dominated by sugar maple (43%); • Middle-aged, fully-stocked overstory, well-positioned for asset appreciation with Capital Timber Value of $2,311,000; • Excellent access with power nearby; • Sugarbush...

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Lot 4 & 5 Regan Road, Montgomery
Land
Rural Residential
20.7000

Listed Apr 19th, 2018

MLS# 4687137

By Lynn Locher of Coldwell Banker Hickok and Boardman

Capture the opportunity to purchase 20.7 acre wooded lot located 11 miles from Jay Peak Resort. The septic design has been engineered. Bring your plans to build your dream home! Opportunity to purchase 20 plus acres that is already approved for subdividing to two ten acre lots. Permitted, surveyed, septic engineered, partial driveways. Live on all 20 acres or resell 10 acres at your timing. New lower price. Motivated sellers, bring your offers.

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2599 Hill West Road, Montgomery
Residential
4
3
2,586
24.3000
1987
$7,737

Listed Jan 20th, 2018

MLS# 4673967

By John Cote of Vermont Farms & Homes Real Estate

Beautiful home of character secluded in the middle of 24.3 acres m/l with outstanding views. Very well maintained over the years. Studio and den could be easily converted to first floor bedrooms by adding closet if desired. Present owners need only two bedrooms. Well developed landscaping with large(260 feet long) pond with strong water source. Deed has restrictive covenants regarding mobile homes, commercial activity and junkyards etc. see deed. Very motivated seller!! May consider...

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171 Lower Ring Road, Montgomery
Residential
3
2
1,584
1.3100
1993
$3,263

Listed Jul 6th, 2017

MLS# 4645771

By Peter Lanoue of Century 21 Farm & Forest

Cute and cozy is the best way to describe this 3BR Cape located just minutes form Jay Peak Resort. Ideal for a permanent residence or use it seasonally and rent it out like this owner is doing. Comes fully furnished with a full basement that is just waiting to be finished into a great family room. Just a short walk from this property to the famous Belfry Restaurant. Come take a look.

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1270 Mountain Road, Montgomery
Residential
4
2
2,175
10.0000
1967
NA

Listed Feb 24th, 2017

MLS# 4619642

By Armand Jr Chevrier of C21 Jack Associates/Enosburg

This chalet is just 5 minutes from Jay Peak! Tucked in a beautiful setting with apple trees, mature pines and a stream that runs along the back of the property. Camp along the streams edge with a camp fire or enjoy the view from the deck! Inside you'll find wood stoves on the main floor and entertainment room with a pool table which makes for a great evening with friends and family. Upstairs you have an open kitchen area were you can serve a number of people! The bedrooms are...

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