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.

39 Currently Available
000 Tr, 58 Hazens Notch, Montgomery
Land
Per Montgomery
40.5000

Listed Aug 19th, 2019

MLS# 4771661

By Brent Shafer of RE/MAX All Seasons Realty

Privacy, Views! Build your vacation or year round home just a short drive to Jay Peak and Montgomery Village. The higher you go, the better the views! Rt 58 is closed in the winter, just beyond this property. The only traffic will be snowmobilers and cross country skiers!

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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 type 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 weekend get away. I 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
NA

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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2869 Amidon Road, Montgomery
Residential
2
1
2,064
1.4000
1982
$2,895

Listed Aug 10th, 2019

MLS# 4770039

By Penny Mason-Anderson of Pall Spera Company Realtors-Morrisville

This lovely quiet log home with sweeping front porch offers privacy, a fenced in backyard and literally a babbling brook. Seller has recently had an artesian well drilled for an abundance of Vermont fresh water. This Cozy home boasts a wood-burning stove, open floor plan and a full basement. Sitting just outside of Montgomery Center close to Jay Peak and minutes to Hazen notch....recreation opportunities abound.

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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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211 South Main Street, Montgomery
Residential
4
2
2,895
10.1700
1990
$5,021

Listed Jul 30th, 2019

MLS# 4767741

By Blair Knowles of KW Vermont

This spacious 4 bed, 2 bath cape on over 10 acres has room for the entire family! You'll love the open living area, large kitchen, huge master bedroom, and great yard space. As you enter the home from the attached garage into the kitchen, you'll immediately notice the beautiful wood floors and the ample cabinet and counter space. The kitchen features both an island and a breakfast bar, making this space the true heart of the home. The kitchen is open to the dining space which flows right...

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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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234 Creamery Bridge Road, Montgomery
Land
Rural Residential
14.3200

Listed Jul 25th, 2019

MLS# 4766934

By Lynn Locher of Coldwell Banker Hickok and Boardman

Located in the covered bridge town of Montgomery Vermont, just around the corner from the historic Creamery Bridge. This property offers the opportunity to purchase privacy and solitude. It is level and lush, perfect for pasturing animals. Must be seen to appreciate the possibilities. Within 15 miles of Jay Peak Resort and the Canadian border.

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2035 North Main Street, Montgomery
Multi-Family
2
0
0
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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2312 Hazens Notch Road, Montgomery
Residential
2
3
1,648
10.0500
1991
$3,904

Listed Jun 22nd, 2019

MLS# 4760392

By David Davidson of Flat Fee Real Estate

GOLDEN OPPORTUNITY! 2bed/2bath Contemporary Cottage minutes from the best of Vermont incl skiing, cross-country, equestrian, national forests, mountain biking and much more! No expense spared in this beautiful home built with love. Interior offers soaring ceilings above expansive floorplan w/ post & beam construction, high quality hardwood cabinetry and flooring, and bonus upstairs sitting area accompanying spacious bedrooms. Shake off the weather in entry mudroom and enjoy relaxing evenings...

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571 West Hill Road, Montgomery
Residential
4
2
2,359
11.4000
1975
$4,566

Listed Jun 21st, 2019

MLS# 4760219

By Karen Frascella of Montgomery Properties

Quaint post and beam home nestled in the woods offering lovely mountain views and 830' of dramatic brook frontage. The main floor of this home has a nice open feel with it's high ceilings and double sliding doors. First floor has kitchen, great room with stone fireplace, two bedrooms and two baths while the upper level consists of two large sleeping lofts with a TV room. Outside you will find several garden spots, a detached garage/storage building and a separate shed. Take a stroll...

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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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233 green mountain rd Road, Montgomery
Residential
3
2
1,536
5.8000
2002
$3,777

Listed May 9th, 2019

MLS# 4750814

By Margo Sherwood of Sherwood Real Estate

Truly magnificent 3 bed, 2 bath home on over 5 acres! Could become a fabulous AirBnb or single family move-in ready home, as the seller is leaving fully furnished with a few exceptions. Very close to the quaint community of Montgomery Village, with Jay Peak just over the knoll. You can see the ski hills of Jay Peak Mountain Resort, a 4 season resort, from the front of the house. The home was built by a top builder in Vermont, with top of the line materials and 10X6 framing. The owners were...

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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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201 Fuller Bridge Road, Montgomery
Residential
6
2
1,800
0.3800
1992
$3,822

Listed Apr 17th, 2019

MLS# 4746500

By Karen Frascella of Montgomery Properties

This property is located in a quaint Vermont village and is a short walk to the town green and only 11 miles to Jay Peak Resort. Would make a great starter home, retirement home or vacation getaway. First floor offers full kitchen living room and two bedrooms and the second floor has the same with a separate entrance. Use the upstairs as a mother-in-law apartment or extra income.

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00 Cote Road, Montgomery
Land
agri/residental
169.0000

Listed Apr 13th, 2019

MLS# 4745452

By Karen Frascella of Montgomery Properties

169 private acres offering exceptional views, river frontage and a maze of walking, mountain biking and ski trials. Three outstanding meadows make this a unique property with many options. Limited site work has been done on one meadow for septic where multiple sites were found. Easy access off the Cote Road. Minutes to Jay Peak Ski & Golf Resort, Hazen Notch Touring Center and the Long Trail and Catamount Trail. Perfect for small family farm or has great potential for development. Owners...

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3654 Mountain Road, Montgomery
Residential
1
0
414
10.1000
1997
$1,672

Listed Apr 1st, 2019

MLS# 4743417

By Karen Frascella of Montgomery Properties

Camp situated on on 10 acres with great views, frontage on Jay Brook and approx 2 acres of meadow. There is electricity, drilled well and septic in place for a one bdrm house. Soils seem good to engineer for a larger dwelling. Ideally located only 4 miles from entrance of Jay Peak Resort on a well maintained state road.

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0 Regan Road, Montgomery
Land
AG/RES
7.0000

Listed Mar 6th, 2019

MLS# 4739178

By Karen Frascella of Montgomery Properties

This 7 acre wooded lot is ideally located for either a primary or second home. Surrounded by pristine woodlands and peaceful farmhouses, this site is truly quintessential Vermont. Just minutes form Jay Peak Resort and one mile from Montgomery Center with its country inns, restaurants and grocery store. State waste water permit in place for a 3 bedroom home requiring a mound system.

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00 North Hill Road, Montgomery
Land
residential/agricultural
11.4000

Listed Feb 27th, 2019

MLS# 4738145

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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1283 North Hill Road, Montgomery
Land
Ag/RES
23.1000

Listed Feb 27th, 2019

MLS# 4738143

By Karen Frascella of Montgomery Properties

Great 23.1 acre building lot on a quiet country dead end road. The state waste water permit (WW-6-1953) has been issued for a three bedroom single family residence. The acreage is mostly wooded with some open meadow and offers 631' of Jay Brook frontage plus has some lovely views.

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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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177 Highland Drive, Montgomery
Residential
4
3
1,945
0.5200
1970
$3,401

Listed Jan 24th, 2019

MLS# 4734272

By Karen Frascella of Montgomery Properties

Are you looking for a great mountain getaway? It's proximity to Jay Peak Resort and both the Long Trail & Catamount Trail makes this four bedroom, three bath chalet the place to be. This bright open home offers you hardwood floors, wood burning fieldstone fireplace and Rinnai heater in the living room plus a wood burning stove in the dining room. In addition the basement has a large family room with two sofa beds for your extra company and a 3/4 bath with a sauna. Outside is a large deck...

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0 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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2956 Mountain Road, Montgomery
Multi-Family
7
7
6
5,690
25.4000
2001
$4,645

Listed Nov 29th, 2018

MLS# 4729125

By Kelly Realty Group of KW Vermont

Shéady Acres business and real estate consist of an owner residence, wedding and events barn, 5 rental cottages and an 18-hole disc golf course all sitting on top of 25 pristine Vermont acres. Located less than 10 minutes to Jay Peak Resort with the deepest powder skiing on the east coast. The beautiful timber frame barn is the centerpiece of the property hosting many weddings and events through the year. The 5 themed cottages are truly one of a kind and guest love the unique experience...

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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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3084 Hazen's Notch Road, Montgomery
Residential
3
2
1,649
28.3200
1989
$4,588

Listed Jan 24th, 2018

MLS# 4674206

By Justin Blake of RE/MAX All Seasons Realty

Imagine waking up in a tranquil setting to mountainous views. The solitude and exclusivity of living in Hazen's Notch will make the property feel inviting to friends & family. Within its discreet location there is mountain biking, hiking, skiing, snowshoeing & restaurants nearby. Gorgeous views of the backside of Jay Peak and surrounding mountains. Alternative heating Hearthstone woodstove comfortably heats the home. Open & bright first floor, large closests with built in shelves, updated...

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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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1655 Hill West Road, Montgomery
Residential
5
3
3,368
28.3300
1988
$7,983

Listed Nov 10th, 2017

MLS# 4667631

By Karen Frascella of Montgomery Properties

MOTIVATED SELLER Exceptional five bedroom, 3 bath fully furnished home set on 28 private acres offering professionally landscaped yard with lovely views. The multitude of windows give it a bright and open feeling even on a cloudy day. Spacious living room with cathedral ceiling and brick fireplace, master suite with private bath with steam shower and two additional bedrooms. Large eat in kitchen with granite counter tops, pantry and separated office space and large deck and patio are...

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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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