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Under 500k

r=2173-2184
3621 Vermont Route 103 Mount Holly VT 05758

MLS Number 5067464

  • Commercial
  • PricePerSqFt 187.36
  • Year Built 1970
  • Square Feet 1,329
  • Acreage 5.47

Unleash Your Culinary Vision: A well-equipped Restaurant & Bar Awaits the Next Entrepreneurial Star! Are you a driven, innovative entrepreneur with a passion for hospitality and a hunger for success? This isn't just a restaurant; it's a launchpad for your empire. Imagine owning a dynamic, fully equipped 66 seat restaurant and bar located just minutes to Okemo Mtn. Resort, ready for your fresh ideas and relentless energy. The price will allow you to fully explore your potential without breaking the bank. Step into this fully equipped bar and dining room, complete with an upgraded commercial kitchen and walk-in cooler. The foundation for success is already here; you bring the vision to elevate it. The current owners have spent over 30 years in this location and are now ready to retire. They have paved the way for the next innovative entrepreneur to bring their energy and new ideas. From full dinners to small bites and take out - this has been a beloved gathering spot for generations of locals and visitors alike - now it's your turn!

Listed by Gail Beardmore of Engel & Volkers Okemo

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$/month over payments
Federal 30-year interest rate: 7.4% last updated on Oct 8, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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39 Williams Street Rutland City VT 05701

Rutland City, VT39 Williams Street

Price$249,000

Est. Mortgage: $/month

MLS Number 5107787

  • Residential Single Family
  • PricePerSqFt 269.19
  • Full Bath 1
  • Address 39 Williams Street
  • Construction Existing

Thoughtfully transformed from the studs out, this charming 1950s National Homes house has been completely reimagined for modern living while retaining its original warmth and character. Originally built as an affordable, factory-constructed home, it has now been upgraded well beyond its humble beginnings with quality materials and high-efficiency improvements throughout. The home was completely gutted and rebuilt with new plumbing, electrical, lighting, insulation and spray-foam insulated exterior walls, providing modern comfort and efficiency in every season. The former enclosed kitchen and living room were opened up to create a more welcoming flow, with the new kitchen featuring attractive porcelain tile flooring, hardwood cabinetry, granite countertops and stainless appliances. All three bedrooms received new closets, insulation, trim, electrical and lighting while preserving the original hardwood floors with professional refinishing. The beautifully remodeled bathroom features porcelain tile flooring, new fixtures and a striking quartz vanity top. The improvements continue below, where new perimeter drains, three-inch foam board and spray-foam insulation, a dehumidifier and sump pump have transformed the cellar into a clean, dry and useful space for storage, hobbies, crafts or a workshop. A high-efficiency Buderus boiler, new fuel oil tank and Energy Star washer and dryer add further efficiency and peace of mind. Out back, an expansive deck overlooks the generous backyard and offers a surprising sense of privacy for a city home. Conveniently located near downtown Rutland's shopping, dining, arts, recreation and services, this turnkey home is an ideal choice for a first-time buyer, downsizer or anyone seeking comfortable one-level living without taking on a renovation project. Simply move in and enjoy the results of a renovation done right. Seller is a licensed VT real estate broker.

Listed by Kyle Kershner of Killington Pico Realty

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$/month over payments
Federal 30-year interest rate: 7.4% last updated on Oct 8, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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195-203 King Street Northfield VT 05663

Northfield, VT195-203 King Street

Price$249,000

Est. Mortgage: $/month

MLS Number 5109088

  • Residential Single Family
  • PricePerSqFt 237.14
  • Full Bath 1
  • Address 195-203 King Street
  • Construction Existing

Charming 1 bedroom home with more to offer than meets the eye! The kitchen is a true highlight, featuring stainless steel appliances, quartz countertops, and attractive tile work. The second floor, loft style bedroom is spacious and full of natural light. Step outside and you'll find a surprisingly large backyard, offering plenty of room to relax, garden or entertain. The back porch has been partially finished into interior living space, providing additional space that could potentially be used as a second bedroom, home office or cozy sitting area. A detached garage provides storage and workspace, with room for a small car, lawnmower, tools and outdoor equipment. This property offers a great opportunity for a first-time home buyer, anyone wanting to downsize or an investor looking for a home with character and potential.

Listed by Adam Feldman of Green Light Real Estate

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$/month over payments
Federal 30-year interest rate: 7.4% last updated on Oct 8, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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140 Dorr Drive Rutland City VT 05701

Rutland City, VT140 Dorr Drive

Price$249,000

Est. Mortgage: $/month

Pending

MLS Number 5098847

  • Residential Single Family
  • PricePerSqFt 273.63
  • Full Bath 1
  • Address 140 Dorr Drive
  • Construction Existing

Three bedroom ranch on a spacious city lot in the outskirts of Rutland City with impeccable mountain views. Close to restaurants and parks, but central to skiing and lake regions. The house has been well maintained and is ready for its new owners to make it their own.

Listed by Max Walker of Watson Realty & Associates

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$/month over payments
Federal 30-year interest rate: 7.4% last updated on Oct 8, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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1970 South Wardsboro Road Wardsboro VT 05355

MLS Number 5106216

  • Residential Single Family
  • PricePerSqFt 518.75
  • Full Bath 1
  • Construction Existing
  • Bedrooms 1

Charming one bedroom cottage just outside the village of Wardsboro in Southern Vermont. This home away from home is being offered for sale for the first time by the original owners that built it. Up a private drive with easy access off a paved road sits this charming cottage, overlooking a river and short range mountain view across the way. There is a lovely open lawn space which is a small portion of the 3 acre double parcel, as well as ample parking and potential for expansion. The inside features a large open living area with wood floors, galley kitchen, wood stove, full bath with laundry, a screened porch, large deck, and upstairs large loft bedroom. There is also a garden shed and fire pit area. An incredible opportunity for a piece of Vermont without the normal high cost of entry for something larger.

Listed by Adam Palmiter of Berkley & Veller Greenwood/Dover

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$/month over payments
Federal 30-year interest rate: 7.4% last updated on Oct 8, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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52 Maple Hill Road Strafford VT 05075

Strafford, VT52 Maple Hill Road

Price$249,000

Est. Mortgage: $/month

Active With Contract

MLS Number 5106371

  • Mobile
  • PricePerSqFt 269.48
  • Area VT-Orange
  • Listing Agent Name Shenia Covey Lyford
  • Address 52 Maple Hill Road

Tap into something sweet - your own piece of pure VT gold! A home, acreage, and an established sugaring setup all in one - bring your ideas and put this unique Vermont property back to work! Set on 15 wooded acres, the property includes a 3-bedroom, 1½-bath home with a two-bay carport-style garage, offering a comfortable home base while you enjoy everything the land has to offer. Trails wind throughout the acreage and into the sugar woods, creating plenty of opportunity to explore, recreate, and, of course, tap! The real heart of the property is the large, well-equipped sugarhouse, previously home to a working maple sugaring operation. Much of what you need to get started is already here, including a newer oil-fired arch, bulk tanks, filter press, buckets, canner and an assortment of additional sugaring equipment. Whether you're an experienced sugar maker or have always dreamed of producing your own Vermont maple syrup, this property gives you a fantastic head start. The sugarhouse also features a full kitchen with running water supplied by its own dug well, along with an outhouse connected to a septic tank, making it well suited for long days - and late nights - during sugaring season. A little home, a lot of woods, and a whole lot of sweet potential - this is Vermont living with a little something extra. *A cash credit of $2,350 is being offered at closing to compensate for home clean out costs. Deed states 15 acres but listers card and GIS state 19.16. Sale is subject to the completion of a lot line adjustment which will reduce the property size by 1 acre. Sugarhouse is currently taxed as non-homestead. The mailing address for the property is 52 Maple Hill Road, Thetford Center, VT 05075.*

Listed by Shenia Covey Lyford of Coldwell Banker LIFESTYLES - Hanover

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$/month over payments
Federal 30-year interest rate: 7.4% last updated on Oct 8, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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68 South Pleasant Street Randolph VT 05060

MLS Number 5113774

  • Residential Single Family
  • PricePerSqFt 233.15
  • Full Bath 1
  • Construction Existing
  • Bedrooms 3

After 60 years of love and exceptional upkeep by the same family, this mid-century modern gem is ready for its next owners. Entering the house through the three-season porch, you will be charmed by the vintage efficiency. The floor plan flows from the living room through the dining room into the kitchen with its gorgeous wood paneling and breakfast nook. Each bedroom is accessed from a different main room. The separation of the bedrooms allows for maximum privacy, an unexpected treat in a small home. The back deck is made for grilling and entertaining, with a built-in wraparound bench, and the deep, nearly-flat backyard is perfect for games or fulfilling your gardening dreams. Its village location, in the desirable Hospital Hill neighborhood, is ideal for taking advantage of all Randolph has to offer. Affordable convenience in a sweet single-level package. Being sold as-is.

Listed by Jamaica Kelley of Vermont Heritage Real Estate

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$/month over payments
Federal 30-year interest rate: 7.4% last updated on Oct 8, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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412 Western Avenue Brattleboro VT 05301

Brattleboro, VT412 Western Avenue

Price$249,000

Est. Mortgage: $/month

Active With Contract

MLS Number 5094671

  • Residential Single Family
  • PricePerSqFt 133.01
  • Full Bath 1
  • Address 412 Western Avenue
  • Construction Existing

Motivated Seller, Make an offer! Move in ready and full of potential, this charming Brattleboro home is ready for its next chapter. The main level features a bright, open concept layout with a spacious kitchen and comfortable living area, creating an ideal space for everyday living and entertaining. Filled with natural light, the living room opens directly onto a private rear deck overlooking a manageable backyard perfect for relaxing, gardening, or outdoor gatherings. Upstairs, the bedrooms offer comfortable accommodations with the opportunity to add a full bathroom in the future, allowing the home to grow with your needs. The lower level includes a separate in law suite complete with its own private entrance and laundry area, offering flexibility for guests, multi generational living, a home office, or potential rental income. Conveniently located, the property is less than a block from the Vermont Country Deli and within walking distance of the Brattleboro Farmers' Market, Memorial Park, and recreation fields. Easy access to Interstate 91 makes commuting simple while keeping downtown Brattleboro's shops, restaurants, arts, and entertainment just minutes away. Whether you're searching for a primary residence, an investment property, or a home with income producing potential, this well priced property offers an excellent opportunity.

Listed by Keith Nowak of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 7.4% last updated on Oct 8, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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292 West Street Rutland City VT 05701

Rutland City, VT292 West Street

Price$249,000

Est. Mortgage: $/month

Pending

MLS Number 5097393

  • Residential Single Family
  • PricePerSqFt 103.88
  • Full Bath 1
  • Address 292 West Street
  • Construction Existing

Versatility is the name of the game with this turnkey four-bedroom, two-and-three-quarter-bath property that wears many hats beautifully. Whether you're dreaming of a spacious single-family residence, a multi-family income generator, or a thriving short-term rental venture, the flexibility here is genuinely rare—and the heavy lifting has already been done for you. Move right in without lifting a paintbrush. Everything is ready to go, which means you can start living, hosting, or earning from day one. The proven vacation-rental potential makes this an especially smart play for buyers who appreciate a property that pays its own way while you enjoy the perks of Vermont ownership. Step outside and the appeal only deepens. A generous lot offers room to garden, gather, or simply breathe, while convenient parking keeps everyday comings and goings refreshingly hassle-free. At a price point designed to turn heads, this is the kind of value that makes savvy shoppers do a double take. Location seals the deal. Pine Hill Park sits practically around the corner, rewarding hikers and bikers with miles of wooded trails. Golfers can tee off at the nearby Rutland Country Club, and peace of mind comes easy with Rutland Regional Medical Center close by. When winter arrives, the legendary slopes of Killington Resort are roughly twenty minutes away, and the local train station keeps regional travel simple. Opportunity, comfort, and income potential rarely arrive in one tidy package. Time to seize the moment and schedule your showing today. *294 West Street is also available for sale and both properties could be purchased together at a discounted price.

Listed by Brian Hill of RE/MAX Summit

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$
%
$/month over payments
Federal 30-year interest rate: 7.4% last updated on Oct 8, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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292 West Street Rutland City VT 05701

Rutland City, VT292 West Street

Price$249,000

Est. Mortgage: $/month

Pending

MLS Number 5098199

  • Multifamily
  • PricePerSqFt 103.88
  • Address 292 West Street
  • Units 2
  • Acreage 0.37

Versatility is the name of the game with this turnkey Five-bedroom, two-and-three-quarter-bath property that wears many hats beautifully. Whether you're dreaming of a spacious single-family residence, a multi-family income generator, or a thriving short-term rental venture, the flexibility here is genuinely rare—and the heavy lifting has already been done for you. Move right in without lifting a paintbrush. Everything is ready to go, which means you can start living, hosting, or earning from day one. The proven vacation-rental potential makes this an especially smart play for buyers who appreciate a property that pays its own way while you enjoy the perks of Vermont ownership. Step outside and the appeal only deepens. A generous lot offers room to garden, gather, or simply breathe, while convenient parking keeps everyday comings and goings refreshingly hassle-free. At a price point designed to turn heads, this is the kind of value that makes savvy shoppers do a double take. Location seals the deal. Pine Hill Park sits practically around the corner, rewarding hikers and bikers with miles of wooded trails. Golfers can tee off at the nearby Rutland Country Club, and peace of mind comes easy with Rutland Regional Medical Center close by. When winter arrives, the legendary slopes of Killington Resort are roughly twenty minutes away, and the local train station keeps regional travel simple. Opportunity, comfort, and income potential rarely arrive in one tidy package—so seize the moment and schedule your showing today.

Listed by Brian Hill of RE/MAX Summit

$
$
%
$/month over payments
Federal 30-year interest rate: 7.4% last updated on Oct 8, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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2100 Vt Rt 58 W Irasburg VT 05845

Irasburg, VT2100 Vt Rt 58 W

Price$248,500

Est. Mortgage: $/month

MLS Number 5106252

  • Residential Single Family
  • PricePerSqFt 138.06
  • Address 2100 Vt Rt 58 W
  • Construction Updated/Remodeled
  • Bedrooms 3

A nicely nestled, cozy home that sets back from the main rd. Beautiful shade trees that are perfect for sitting out on the deck with a morning cup of coffee. OR maybe enjoying a nice relaxing soak in the hot tub while you listen to the creek flowing in the distance? A great home to settle down & enjoy Nature. Includes a detached 2 bay garage with workshop, perfect for any home owner or hobbyist. An insulated w/power chicken coop(hot/cold water spigots nearby) Space for a garden & many natural herbs abound. This home includes a power back up system-12000watt automatic generator system, Always helpful during cold winter months. Close to ATV/Snowmobile trails if you decide to head out for a ride with the group. Convenient access to I91 for those weekend trips out of state. Options for heating: owners primarily use pellet stove(4 tons/yr) or propane Rinnai heater. Both keep the home comfy. Looking for your "PEACE" of Vermont-here it is!

Listed by Laurie Godin-Dannat of Zephyr Meadows Real Estate,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 7.4% last updated on Oct 8, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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28 Hamilton Place Richford VT 05457

Richford, VT28 Hamilton Place

Price$248,000

Est. Mortgage: $/month

MLS Number 5055063

  • Multifamily
  • PricePerSqFt 117.42
  • Address 28 Hamilton Place
  • Units 2
  • Bathroom 3

STOP PAYING SOMEONES ELSES MORTGAGE!!! Ideal Owner-Occupied or Investment Opportunity. Step into timeless charm with this well-maintained 2-unit Victorian duplex located in the heart of downtown Richford. A rare opportunity for owner-occupants or savvy investors, this property boasts a strong rental history, with long-term tenant in place. Unit 1 is currently vacant and was previously rented to the same tenants for 20 years. This spacious unit spans two floors, featuring a sunny living room, dining room, bonus room with abundant natural light, full kitchen, and bathroom with first floor laundry. Upstairs, you'll find two comfortable bedrooms and a second full bath with plenty of storage space. Unit 2 offers a cozy one-bedroom layout with a private deck-perfect for relaxing. This unit has been home to the same reliable tenant for the past 15 years. Both units are equipped with washer and dryer hookups. Additional storage is available in the two-level Victorian carriage barn that can be easily converted to a 2-car garage as it was originally. Conveniently located just 30 minutes from Jay Peak's Four-Season Resort, enjoy year-round activities including skiing, hiking, biking, swimming and the indoor water park. Only 40 minutes to both St. Albans and Newport City, and minutes from local amenities including dental and medical offices, pharmacy, grocery stores, restaurants, and more. Outdoor enthusiasts will love the access to fishing, snowmobiling, canoeing, four-wheeling, and bike trails-all nearby. Whether you're looking to live in one unit and rent the other, or expand your investment portfolio, this property is a must see!

Listed by Stacie Callan of CENTURY 21 North East

$
$
%
$/month over payments
Federal 30-year interest rate: 7.4% last updated on Oct 8, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated October 13, 2026 9:53 AM UTC