Windsor County VT Homes under $300,000

• 

  

  

  /15

  $209,000

  • 2 Beds
  • 1.5 Baths
  • 1,063 Sq Ft

  401 Old Quechee Rd Unit 9A, Hartford, VT 05001

  This 2BR, 1.5 BA end unit condo needs some TLC but is a great opportunity for some one to purchase a blank canvas and make it their own. It has great natural light and a nice meadow view from the back deck and dining/living area. The stackable washer/dryer in the lower level primary bedroom walk in closet is brand new as well as the dishwasher. The living/dining room has laminate hardwood

  

  Herb Hart

  Quechee Lakes Real Estate Center

  (802) 300-3782

  401 Old Quechee Rd Unit 9A, Hartford, VT 05001
• 

  

  

  /44

  $229,000

  • 2 Beds
  • 1 Bath
  • 1,228 Sq Ft

  15 Frederic St, Springfield, VT 05156

  This spacious 2-bedroom home was designed for easy living. Home features an open living room/dining room with wood burning fireplace. True galley kitchen with loads of cabinet space, a hall pantry and two good sized bedrooms. Lots of stonework throughout the property with mature landscaping. Enjoy time on the covered slate patio and enjoy the view of local hills. There's a carport for

  

  Julie Buffum

  Buffum Realty

  (802) 499-2880

  15 Frederic St, Springfield, VT 05156
• 

  

  

  /31

  $299,000

  • 2 Beds
  • 1.5 Baths
  • 1,824 Sq Ft

  1221 Baker Turn Cir Unit 1D, Hartford, VT 05059

  This very spacious 2BR, 1.5BA townhouse has been tastefully renovated from top to bottom with all new laminate hardwood floors, appliances, doors and paint throughout. It is being offered fully furnished providing for a truly turn key buying opportunity. It is located within less than 100 yards to the top of the Quechee Ski Hill.

  

  Herb Hart

  Quechee Lakes Real Estate Center

  (802) 204-5738

  1221 Baker Turn Cir Unit 1D, Hartford, VT 05059
• 

  

  

  /23

  $242,500

  • 1 Bed
  • 1 Bath
  • 816 Sq Ft

  42 Heritage Condo Way Unit 22, Woodstock, VT 05091

  Bright and efficient 1-bedroom ground-level condo in the sought-after Heritage Way association, just one mile from Woodstock Village. This move-in-ready coveted end unit offers comfort, privacy, and numerous recent updates.Features include a new Rinnai furnace (2023), new Anderson sliding glass door and bedroom windows (2024), drop ceiling with added sound insulation, and full-size washer

  

  Kasia Butterfield

  Coldwell Banker LIFESTYLES - Quechee

  (802) 520-0625

  42 Heritage Condo Way Unit 22, Woodstock, VT 05091
• 

  

  

  /23

  $299,000

  • 1 Bed
  • 1 Bath
  • 450 Sq Ft

  674 Town Highway 53, Royalton, VT 05068

  50-Acre Build-Ready Land + Optional Brand-New Scandinavian Cabin Tiny Home in South Royalton, VT – Utilities Included (Artiisan well, Septic and Electricity)Price: $299,000 (Land & Utilities) / $99,000 (Tiny Home) – Bundle for $398K! & (Bonus 10X20 NEW Insulated Shed)Location: South Royalton, VT (389 Smedley Road – Private, Wooded Paradise Near White River Valley)Description: This

  David Hines

  674 Town Highway 53, Royalton, VT 05068
• 

  

  /15

  $237,000

  • Land
  • 221 Acres
  • $1,072 per Acre

  0 New Boston Rd, Thetford, VT 05074

  IntroductionThe ownership is selling their property in two separate parcels, divided by the town line. The +/-60 acre Strafford parcel is well suited to future home development with paved town road frontage and roadside electric service. The +/-220 acre Thetford parcel is well suited to a camp or seasonal off-grid home development with beautiful local views.Both parcels have

  John Latham Fountains Land

  0 New Boston Rd, Thetford, VT 05074
• 

  

  /24

  $299,000

  • 3 Beds
  • 1 Bath
  • 1,800 Sq Ft

  50 Bates Rd, Cavendish, VT 05142

  Bring your vision to this charming 3-bedroom, 1-bath farmhouse in the heart of Cavendish, a true opportunity for those looking to restore or reimagine a home with character. Set on a generous 1.6-acre lot, the property offers endless potential with plenty of space to expand, garden, or create your dream outdoor retreat. Inside, you’ll find original hardwood floors throughout and good bones that

  Daniel Preston KW Vermont Woodstock

  50 Bates Rd, Cavendish, VT 05142
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  /52

  $295,000

  • 5 Beds
  • 3 Baths
  • 3,474 Sq Ft

  223 Route 100 S, Ludlow, VT 05149

  A Village Gem with Endless Possibilities!This spacious home sits on an exceptional 2.29-acre lot right on the edge of Ludlow village. You’re just a short stroll from local restaurants, charming shops, and the bustling farmers market, giving you the perfect blend of small-town convenience and private, expansive outdoor space.With three levels and five bedrooms, there's plenty of room

  Elissa Scully Mary W. Davis Realtor & Assoc., Inc.

  223 Route 100 S, Ludlow, VT 05149
• 

  

  /29

  $299,000

  • 3 Beds
  • 3 Baths
  • 1,260 Sq Ft

  56 Grace Dr, Perkinsville, VT 05151

  3-bedroom, 3-bath Ranch-style home in a quiet North Springfield neighborhood with garage. This single-level rambler offers ease of living with a functional floor plan. Includes a partially finished basement with 3/4 bathroom.Set on a beautiful lot complete with sugar maples, pear, plum, and peach trees, a 21' round above ground pool with decking, and patio area with firepit to enjoy the

  Katie Ladue Gilbert KW Vermont Woodstock

  56 Grace Dr, Perkinsville, VT 05151
• 

  

  /43

  $299,000

  • 3 Beds
  • 1.5 Baths
  • 1,248 Sq Ft

  436 Mount View Loop, Rochester, VT 05767

  Located on the back side of Mt View Loop is this comfy home, furnished and ready to move right in. Very open concept living space on top floor with woodstove and large dining room set up to enjoy gatherings of any size. Lower floor bedrooms and full bath. Community swim or fishing pond is a deeded right with garden space available and cross country skiing terrain. North Hollow is a

  Patricia Harvey Xsell Realty LLC

  436 Mount View Loop, Rochester, VT 05767
• 

  

  /60

  $230,000

  • 1 Bed
  • 1 Bath
  • 856 Sq Ft

  42 Heritage Condo Way Unit 14D, Woodstock, VT 05091

  Welcome to your Woodstock affordable retreat! This inviting, end-unit, two-level townhouse in the sought-after Heritage Condominium community is nestled on a dead-end road just minutes west of the historic village of Woodstock. This bright 856 sq/ft two-level home offers an open-concept first floor with a carpeted living/dining area warmed by Empire gas heat (plus electric backup). From this

  John Bassette Bassette Real Estate Group

  42 Heritage Condo Way Unit 14D, Woodstock, VT 05091
• 

  

  /21

  $225,000 Open Sat 10AM - 12PM

  • 1 Bed
  • 1 Bath
  • 801 Sq Ft

  46A Barrister Dr Unit 205, White River Junction, VT 05001

  (Delayed showings begin Saturday November 8 with an open house from 10am to noon.) Light, bright one bedroom unit on the 1st floor of the Georgian building at Silver Brook Common. 801 sq ft! Recent improvements include new refrigerator, a/c unit, and window blinds. Condo dues include your heat, hot water, water, sewer, trash service, landscaping, and snow plowing! Laundry room in lower level of

  Jeffrey Batchelder Coldwell Banker LIFESTYLES - Hanover

  46A Barrister Dr Unit 205, White River Junction, VT 05001
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  /9

  $249,000

  • 8 Beds
  • 4 Baths
  • 3,312 Sq Ft

  715 Giddings St, Springfield, VT 05150

  This Unique property features a large 3 unit building all featuring 2 bedrooms and 1 bathroom, with an additional carriage house with 2 bedrooms and 1 bathroom aswell. With a new heating system replaced in 2023 and many other key updates.

  Thaddeus Abare Barrett and Valley Associates Inc.

  715 Giddings St, Springfield, VT 05150
• 

  

  /7

  $249,000

  • 7 Beds
  • 4 Baths
  • 3,294 Sq Ft

  57 River St, Springfield, VT 05156

  This great property has a great central location in walking distance to downtown Springfield featuring all of the local amenities. The property overlooks the Black River and with good maintenance history on all systems this has the potential to be a great investment.

  Thaddeus Abare Barrett and Valley Associates Inc.

  57 River St, Springfield, VT 05156
• 

  

  /5

  $249,000

  • 4 Beds
  • 4 Baths
  • 2,767 Sq Ft

  3 Wall St, Springfield, VT 05156

  This property is a great source of revenue, with a good sound structure and well maintained utilities this property can serve as a great investment. Within walking distance to down town Springfield where you can find groceries, shops, restaurants and more.

  Thaddeus Abare Barrett and Valley Associates Inc.

  3 Wall St, Springfield, VT 05156
• 

  

  /3

  $220,000

  • Land
  • 50.45 Acres
  • $4,361 per Acre

  0 Missing Link Rd, Springfield, VT 05156

  Sitting high above Rte 5, this large parcel has a prime view out over the Connecticut River. There's a septic permit in place for a 5 bedroom home. You'll need to improve the old logging road to gain access to the top but once you do, there are 50 acres to explore. Enroll in the Use Value Program to reduce your taxes!

  Victoria Woods Brattleboro Area Realty

  0 Missing Link Rd, Springfield, VT 05156
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  /12

  $299,000

  • Land
  • 4.3 Acres
  • $69,535 per Acre

  00 Chateauguay Rd, Barnard, VT 05031

  A rare and beautiful parcel of land that is cleared, level and ready to be built upon with over 1200 feet of frontage along the North Branch of Locust Creek.Locust Creek runs year round with water falls and deep pools, not only pleasant to look at, but fun to play in.Site prep costs for a parcel like this will be considerably lower than wooded lots that require clearing and excavation.

  Stan Butler Four Seasons Sotheby's Int'l Realty

  00 Chateauguay Rd, Barnard, VT 05031
• 

  

  /22

  $205,000

  • 2 Beds
  • 1 Bath
  • 676 Sq Ft

  48 School St, North Springfield, VT 05150

  This 1800 farmhouse, located 3 miles from Springfield shopping, and 20 or so minutes from Okemo Mountain and 45 minutes from the Upper Valley region, is located at the end of a dead-end street. The lot is level and secluded, surrounded by mature trees that shield the property from the one neighbor. In addition there is an 8 foot stockade fence on the street side of the house. The roof is less

  John Tolosky Barrett and Valley Associates Inc.

  48 School St, North Springfield, VT 05150
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  /60

  $200,000

  • 4 Beds
  • 1.5 Baths
  • 1,482 Sq Ft

  9 Fairview St, Springfield, VT 05156

  Bring your hammer and nails—this 4-bedroom, 2 bath Colonial is ready for its next chapter! Offering over 2,500 square feet of living space, this home combines classic character with plenty of potential.Tucked away at the end of the street, the home offers added privacy while still being close to town amenities. Inside, you’ll find spacious rooms filled with natural light, beautiful

  Samantha Catterall KW Coastal and Lakes & Mountains Realty/Hanover

  9 Fairview St, Springfield, VT 05156
• 

  

  /25

  $285,000

  • 3 Beds
  • 2.5 Baths
  • 2,112 Sq Ft

  108 Mountains Edge Rd Unit 305, Brownsville, VT 05037

  Discover easy mountain living in this 3-bedroom condo at Mountains Edge. Designed with comfort and convenience in mind, the inviting open floor plan blends the kitchen, dining, and living areas, where a cozy fireplace creates a warm centerpiece for gatherings. The kitchen is finished with granite countertops, offering both style and durability. A spacious family room provides additional space for

  Kasia Butterfield Coldwell Banker LIFESTYLES - Quechee

  108 Mountains Edge Rd Unit 305, Brownsville, VT 05037
• 

  

  /22

  $239,000

  • 3 Beds
  • 1 Bath
  • 1,152 Sq Ft

  75 Whitney Rd, Springfield, VT 05156

  This well-maintained home is located in a quiet, private, country setting. Recent updates include fresh interior paint, new carpeting throughout, and a brand new hot water tank. The open-concept living area offers a functional layout that’s great for everyday living. An oversized first-floor laundry room adds flexibility and could also be used for storage, or other needs. The home offers a

  Thaddeus Abare Barrett and Valley Associates Inc.

  75 Whitney Rd, Springfield, VT 05156
• 

  

  /51

  $215,000

  • 2 Beds
  • 1 Bath
  • 892 Sq Ft

  145 Main St Unit 210, Ludlow, VT 05149

  Downtown Ludlow Convenience - Welcome to Mill #210, a beautifully updated condo in the heart of Ludlow. Just minutes to Okemo Mountain and directly on the shuttle route, this furnished unit combines comfort with convenience. Inside, you’ll find exposed beams, modern updates throughout, and an open living space that flows seamlessly to a private deck overlooking the Black River. Enjoy the ease of

  Sarah Sheehan William Raveis Real Estate Vermont Properties

  145 Main St Unit 210, Ludlow, VT 05149
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  /9

  $225,000

  • Land
  • 15.4 Acres
  • $14,610 per Acre

  00 Howe Hill Rd, Sharon, VT 05065

  Pristine Wooded Parcel with easy access from a small clearing off town-maintained Howe Hill Road in Sharon, Vermont. Lot 1 has 15.4 acres, a three-bedroom approved waste water permit with plenty of room for gardens, trails, or your private retreat. Convenient access to power and ultra-high speed fiber optic (EC Fiber) internet at the street, just one mile from I-89 for easy drive to Upper Valley

  Joanne Kent Four Seasons Sotheby's Int'l Realty

  00 Howe Hill Rd, Sharon, VT 05065
• 

  

  /9

  $250,000

  • Land
  • 22.9 Acres
  • $10,917 per Acre

  00 Howe Hill Rd, Sharon, VT 05065

  Build Your Vermont Dream in Sharon. Nestled along scenic Howe Hill Road, these two building parcels offer the perfect mix of convenience, privacy, and possibility. The lower 15.4 acre parcel has three-bedroom waste water permit and direct access from a small clearing off Howe Hill Road. The upper 7.5 acre parcel has spectacular mountain view potential with five-bedroom waste water permit.

  Joanne Kent Four Seasons Sotheby's Int'l Realty

  00 Howe Hill Rd, Sharon, VT 05065
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  /14

  $215,000

  • Land
  • 22.29 Acres
  • $9,646 per Acre

  0 Jericho St Unit 5062382, Hartford, VT 05001

  Discover 22.29+/- acres on Jericho Street in Hartford, VT. This wooded parcel offers a peaceful mix of trees and natural beauty—perfect for building your dream home, creating your own trail system, or simply enjoying the quiet serenity of the outdoors. Embrace the Vermont lifestyle surrounded by nature, while being just minutes from Quechee, Woodstock, Dartmouth, and all the shopping, dining, and

  Heather Ashline BHHS Verani Upper Valley

  0 Jericho St Unit 5062382, Hartford, VT 05001
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  /33

  $225,000

  • 2 Beds
  • 1.5 Baths
  • 1,063 Sq Ft

  253 Old Quechee Rd Unit 6D, Hartford, VT 05001

  Open House Sunday 10/28, 11:00 am to 1:00. Welcome to Mill Run at Quechee Lakes, a premier resort community in the heart of Vermont’s Upper Valley. This inviting four-room, two-bedroom, two-bathroom condo combines comfort and convenience with a touch of Vermont charm. The spacious living and dining area is enhanced by vaulted ceilings and a skylight that fills the space with natural light. A

  Sandy Reavill Real Broker LLC

  253 Old Quechee Rd Unit 6D, Hartford, VT 05001
• 

  

  /29

  $299,000

  • Land
  • 3.05 Acres
  • $98,033 per Acre

  5268 Willard Rd, Hartford, VT 05059

  A stunning long-range view at the top of Willard Road in Quechee Lakes is what distinguishes this 3-acre parcel from many others. Cleared over a decade ago, the view is still available to the east and south, making this one unique for its location. Steeper topography will necessitate some creativity in access and construction details, but the location and neighborhood support the effort. A great

  Richard Higgerson Higgerson & Company

  5268 Willard Rd, Hartford, VT 05059
• 

  

  /54

  $230,000

  • 3 Beds
  • 3 Baths
  • 1,608 Sq Ft

  331/333 QII Jackson Gore Inn Unit 331/333 QII, Ludlow, VT 05149

  Jackson Gore Village at Okemo Mountain Resort. Jackson Gore Inn Quarter Ownership, Unit 331- 333, QII. Beautiful views of the slopes from the living area. This three-bedroom unit offers lockout capabilities, making it a great option to rent one side and use the other. Features include a full kitchen, three bedrooms, a washer/dryer, two gas fireplaces, and a private balcony overlooking the Jackson

  Katherine Burns William Raveis Real Estate Vermont Properties

  331/333 QII Jackson Gore Inn Unit 331/333 QII, Ludlow, VT 05149
• 

  

  /22

  $279,000

  • Land
  • 10.2 Acres
  • $27,353 per Acre

  00 Parker Ln, Weston, VT 05161

  Great 10.2 Acre Building Lot with state approved 5 bedroom septic! Ready to bring your vision to life - this property has already had the hard work done for you and features a large 4 acre newly created meadow with spring fed pond. Architectural renderings of a potential home design are available to help you imagine the possibilities. With southern exposure, views of the Green Mountains, and

  Nancy Jensen Four Seasons Sotheby's Int'l Realty

  00 Parker Ln, Weston, VT 05161
• 

  

  /12

  $245,000

  • 2 Beds
  • 1 Bath
  • 864 Sq Ft

  891 Vermont Route 100, Weston, VT 05161

  Charming and efficient, this 2-bedroom, 1-bath home offers a cozy retreat in the heart of Weston, Vermont. Designed for single-level living and low maintenance, the layout makes the most of its space. The main living area features an open flow between the living room and eat-in kitchen, leading to a deck that is perfect for morning coffee or outdoor grilling. Two bedrooms and a full bath complete

  Andie Fusco Four Seasons Sotheby's Int'l Realty

  891 Vermont Route 100, Weston, VT 05161
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  /50

  $295,000

  • 3 Beds
  • 3 Baths
  • 864 Sq Ft

  143 Vermont Route 100, Ludlow, VT 05149

  Super cute 3 bedroom, 2 bath, single-wide mobile home on .95 +/- acres with addition, deck, and frontage on the Jewell Brook with a full size two, car garage and paved driveway. Turn key property being sold with furniture and dishware, utensils, etc. Has been used as a short-term rental by previous owner and also occupied as full time residence. Vt state approved septic system and public water

  Geralyn Donohue Engel & Völkers Okemo

  143 Vermont Route 100, Ludlow, VT 05149
• 

  

  /8

  $247,000

  • 5 Beds
  • 3 Baths
  • 3,100 Sq Ft

  99 Depot St, Hartford, VT 05001

  Prime investment opportunity in Wilder, one of Hartford’s five thriving villages. This early-1900s multifamily, minutes from Upper Valley amenities, is ready for redevelopment with significant upside potential.The property features three units offering multiple strategies: renovate and lease all for strong cash flow, or occupy one while offsetting costs with rental income. Its location

  Ralph Harvey Listwithfreedom.com

  99 Depot St, Hartford, VT 05001
• 

  

  /22

  $300,000

  • Land
  • 75 Acres
  • $4,000 per Acre

  1175 Quarry Rd, Chester, VT 05143

  An extraordinary potential homesite set in the hills of southern Vermont. This expansive 75-acre parcel offers the perfect blend of privacy, natural beauty, and endless potential. Whether you dream of building a secluded hilltop retreat or preserving land for recreation and conservation, this property invites endless possibilties. Improvements include a septic system, dug well, electricity and a

  Jessica Samples BHG Masiello Keene

  1175 Quarry Rd, Chester, VT 05143
• 

  

  /21

  $249,000

  • 3 Beds
  • 1 Bath
  • 1,140 Sq Ft

  226 N Main St, Bethel, VT 05032

  This 3-bedroom, 1-bathroom home sits on a manageable .10-acre lot and offers the charm of a classic craftsman style. With upgraded electrical and a new water heater, the home is move-in ready while still leaving room for your finishing touches. It needs a little TLC, but the major systems are already in place. Conveniently located close to shopping, dining, and everyday amenities, a great

  Evan Russell Real Broker LLC

  226 N Main St, Bethel, VT 05032
• 

  

  /59

  $210,000

  • 3 Beds
  • 3 Baths
  • 2,011 Sq Ft

  625/627 Q3 Jackson Gore Adams House Unit 625/627 Q3, Ludlow, VT 05149

  Jackson Gore area of Okemo– Adams House Quarter Share Ownership, Unit 625/627 Quarter III. Enjoy slopeside living with mountain views in this three-bedroom, three-bathroom condominium with just over 2000 square feet of living space. Located within The Adams House at Jackson Gore on Okemo, offering direct slope access. Enjoy luxury living with full access to The Spring House, which offers an

  Kevin Barnes William Raveis Real Estate Vermont Properties

  625/627 Q3 Jackson Gore Adams House Unit 625/627 Q3, Ludlow, VT 05149
• 

  

  /55

  $300,000

  • 3 Beds
  • 2 Baths
  • 1,584 Sq Ft

  3619 Baltimore Rd, Chester, VT 05143

  5 Minutes from North Springfield and 22 minutes to Ludlow sits the peaceful hamlet of Baltimore, VT. Within the town is a 6 acre lot complimented with fruit trees, a stream, and an ample barn/garage with some roughly finished area above perfect for overflow guests, a home based business or perhaps even additional living space as your needs grow. There's also a storage shed! The house is sizable

  Leila Tarantelli KW Coastal and Lakes & Mountains Realty/Hanover

  3619 Baltimore Rd, Chester, VT 05143
• 

  

  /25

  $207,000

  • 3 Beds
  • 3 Baths
  • 1,604 Sq Ft

  295 Hotel Rd Unit 10/10A, Brownsville, VT 05037

  This spacious walk-up condominium features 3 bedrooms and 3 full baths, with an inviting open-concept living and dining area anchored by a cozy fireplace. Step out onto your private deck overlooking the property.This vibrant community offers an unbeatable lifestyle with access to approximately 1,300 acres of outdoor fun, including mountain biking, hiking, cross-country skiing,

  Allison Griep KW Vermont Woodstock

  295 Hotel Rd Unit 10/10A, Brownsville, VT 05037
• 

  

  /28

  $299,000

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

  25 Felton Rd, Weston, VT 05161

  Beautiful Weston! Just 2 miles from the town center, this 3 Bedroom, 2 Bath Ranch style home on 1.5 Acres offers easy access, just off Route 100, with single level living. Enter into a large Sunroom surrounded with windows, giving the feeling of being outdoors year round and enjoy the wonderful Pellet stove. The eat-in Kitchen, with granite counter tops, offers plenty of cabinet space. The

  Brian Gehlich RE/MAX Four Seasons

  25 Felton Rd, Weston, VT 05161
• 

  

  /19

  $295,000

  • Land
  • 10.01 Acres
  • $29,471 per Acre

  713 S Hill Rd, Ludlow, VT 05149

  Dear future homeowner! Imagine your dream property just waiting for you and this 10-acre slice of paradise on South Hill Road is exactly that! This isn't just land; it's your blank canvas, totally prepped and ready to bring your vision to life.Critical infrastructure elements already done for you! We're talking a new fully installed 5-bedroom septic system that's good to go, an awesome

  Matthew Bellantoni Mary W. Davis Realtor & Assoc., Inc.

  713 S Hill Rd, Ludlow, VT 05149
• 

  

  /18

  $239,995

  • 2 Beds
  • 2 Baths
  • 1,076 Sq Ft

  2359 Vermont 107, Bethel, VT 05032

  $5,000 TOWARDS CLOSING COSTS!! Charming 2-Bedroom, 1 - "Office" VT Route 107 Home — High Ceilings, Hardwood Floors, Garage with Office, and Prime Location Just minutes from Exit 3, this versatile Royalton property blends comfort, convenience, and flexibility—perfect for home living, a small business, or both. Bright, Spacious Living – Soaring high ceilings and beautiful hardwood floors create a

  Nathan Wright Century 21 The One

  2359 Vermont 107, Bethel, VT 05032

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