Rutland County VT Homes under $300,000

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  /17

  $255,000

  • 3 Beds
  • 2 Baths
  • 1,232 Sq Ft

  138 Curtis Ave, Rutland, VT 05701

  Welcome home to this fully renovated 3-bedroom, 2-bathroom double wide situated on a spacious 0.3-acre lot in the heart of Rutland. The open-concept layout creates the perfect space for entertaining, gathering with family, or simply enjoying everyday living. The primary suite offers a private retreat with its own full bathroom, while two additional bedrooms, a second full bath, and a convenient

  

  Hughes Group Team

  Casella Real Estate

  (802) 659-1335

  138 Curtis Ave, Rutland, VT 05701
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  /5

  $219,900

  $5K PRICE DROP

  • Land
  • 27,442 Sq Ft
  • $349,048 per Acre

  380 Columbia Dr, Hubbardton, VT 05732

  Opportunity to own a lakefront lot. The prior cottage has been removed and there is a clean slate ready for lakefront dream! Featuring a secluded lot with private lake frontage and a 0.63 acre lot. Lake Beebe features a quaint community with no gasoline motors allowed, providing quiet water activities in a tranquil Vermont setting. All four seasons are available at your fingertips.

  

  Nancy Liberatore

  Lakes & Homes Real Estate

  (802) 341-9809

  380 Columbia Dr, Hubbardton, VT 05732
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  /33

  $295,000

  • 3 Beds
  • 2 Baths
  • 2,320 Sq Ft

  855 North St, Brandon, VT 05733

  Don’t miss this incredible investment opportunity! This property offers strong potential and room for customization or renovation. Whether you're looking to expand your portfolio or create a space to live and have a tenant help pay the mortgage, this is a rare chance to add value in the desirable town of Brandon. This former slate roof factory has been turned into two apartments with a gigantic

  

  Beth Stanway

  IPJ Real Estate

  (802) 802-9460

  855 North St, Brandon, VT 05733
• 

  

  

  /22

  $289,000

  $10K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 1,612 Sq Ft

  78 Harrison Ave, Rutland, VT 05701

  Welcome to 78 Harrison - This 4 unit multifamily property is well maintained and ready for it's next owners! A perfect candidate to add to your portfolio with a 10% cap rate and is fully occupied with market appropriate rents. Quiet, yet walkable location great for getting around to everything you need, but also tucked away enough to take a moment from the hustle and bustle of city life. Don't

  

  Hughes Group Team

  Casella Real Estate

  (802) 397-5997

  78 Harrison Ave, Rutland, VT 05701
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  /37

  $245,000

  • 2 Beds
  • 2 Baths
  • 1,500 Sq Ft

  20 Perch Pond Rd, Benson, VT 05743

  Welcome to 20 Perch Pond Road — a thoughtfully updated home (built in 2017) sits toward the back of the lot, elevated, with a sunset view. Offering peaceful Vermont living with modern improvements throughout. Set in a quiet country setting, near Sunset Lake and just a short drive to outdoor recreation, hiking, boating, and charming small-town amenities, this move-in-ready property is perfect for

  Kathryn Zambon Real Broker LLC

  20 Perch Pond Rd, Benson, VT 05743
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  /42

  $299,000

  • 2 Beds
  • 1.5 Baths
  • 1,040 Sq Ft

  43 Middle Rd, North Clarendon, VT 05759

  Beautiful 2-bedroom, 2-bath home in Clarendon, set on just over half an acre. This inviting property features stunning wood floors throughout and floor-to-ceiling windows in the dining area that fill the space with natural light. The spacious living area offers a pellet stove hookup, perfect for cozy evenings. Conveniently located near schools, shopping, restaurants, and skiing, this home offers

  David Lafontaine Welcome Home Real Estate

  43 Middle Rd, North Clarendon, VT 05759
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  /24

  $295,000

  $54K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 2,004 Sq Ft

  1441 E Main St, Poultney, VT 05764

  Stately c. 1791 Vermont colonial located within sight of the Historic East Poultney green! The potential is endless! Spacious first floor includes a kitchen, full bath, huge formal dining room, living room, office, and parlor/bedroom with fireplace. An attractive staircase, hallway, two specious bedrooms with half bath and a walk in closet occupy the second floor. Additional features include a 24

  Mark Riley Sr Vermont Forest and Field, Inc.

  1441 E Main St, Poultney, VT 05764
• 

  

  /39

  $279,000

  • 2 Beds
  • 1 Bath
  • 720 Sq Ft

  228 Button Falls Rd, Pawlet, VT 05775

  This cozy home with abundant natural light was completely refurbished in 2021-2022 with attic insulation, new windows and doors, a bedroom and porch addition, a storage shed (with totem pole decoration!), new kitchen cabinets, and electric baseboard and wall heaters. A Jotul wood stove with custom slate hearth provide additional warmth.A footpath leads to a spectacular stretch of the Mettawee

  Robin Chesnut-Tangerman McChesney RE, Inc.

  228 Button Falls Rd, Pawlet, VT 05775
• 

  

  /25

  $279,000

  • 3 Beds
  • 2 Baths
  • 1,320 Sq Ft

  380 Stratton Rd, Rutland, VT 05701

  Location,location! This home is located just down the road from the Regional Hosipital,North East Elementary School,South Main Street shopping. The home is located in Rutland City but is sitting on .6 acres of land. The home has bedroom and 2 full baths on the first floor. The home has a very modern kitchen with granite counter tops. There is washer/dryer hookups on the first floor. There is a

  Ed Patch Green Mountain Premiere Properties

  380 Stratton Rd, Rutland, VT 05701
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  /28

  $275,000

  $24K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,084 Sq Ft

  231 St Catherine Ct, Wells, VT 05774

  Welcome to this charming ranch-style home, completely reconfigured and renovated in Wells, Vermont. The home boasts a cozy and inviting atmosphere, perfect for anyone seeking a peaceful retreat from the hustle and bustle of everyday life. With its open and airy layout, this sweet home offers ample space for relaxation and entertainment. The sleek and modern finishes throughout the home add a

  Alison McCullough Alison McCullough Real Estate

  231 St Catherine Ct, Wells, VT 05774
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  /43

  $269,000

  $14K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,947 Sq Ft

  29 Woodstock Ave, Rutland, VT 05701

  PRICE IMPROVEMENT on this wonderful Rutland home — where classic charm, space and flexibility come together in this spacious two-and-a-half-story Colonial designed for comfortable multi-generational living. Conveniently located near local hospital, shopping, schools and everyday amenities this home offers versatility and room to grow with flexible living spaces throughout. Inside, you’ll find

  Katie McFadden RE/MAX North Professionals

  29 Woodstock Ave, Rutland, VT 05701
• 

  

  /10

  $299,000

  • 4 Beds
  • 4 Baths
  • 2,570 Sq Ft

  3880 U S 7, Pittsford, VT 05763

  Discover the potential that savvy investors dream about with this remarkable multi-family property. This four-bedroom, three-and-a-half-bathroom gem offers a rare chance to build substantial passive income while enjoying the charm of rural New England living. What makes this property truly shine is its impressive rental income potential. Current rents are positioned below market rates, presenting

  Brian Hill Remax Summit

  3880 U S 7, Pittsford, VT 05763
• 

  

  /22

  $225,000

  • 2,208 Sq Ft

  23 Terrill St, Rutland, VT 05701

  Offering as a multi-family with the ability for Retail, Office Space, Current Hair Salon & Income-Generating Apartment Opportunity Located on a busy street, there is an opportunity for your business, whether you are looking for office space, to recreate a retail location, or to create another income-generating rental property. Currently renting a 1-bedroom rental property on the upper level.

  Alison McCullough Alison McCullough Real Estate

  23 Terrill St, Rutland, VT 05701
• 

  

  /23

  $225,000

  • 3 Beds
  • 1 Bath
  • 1,228 Sq Ft

  113 Plain St, Rutland, VT 05701

  Charming remodeled 3-bedroom home with a large fenced backyard. Recent updates throughout include an upgraded kitchen, modern bathrooms, refreshed bedrooms, and renovated living areas. Main level features a convenient first-floor bedroom, oversized laundry room, and a full bathroom— ideal for single-level living. Open floor plan creates a bright, connected living and dining space. Upstairs offers

  Max Walker Watson Realty & Associates

  113 Plain St, Rutland, VT 05701
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  /35

  $245,000

  $9K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,544 Sq Ft

  33 River St, Fair Haven, VT 05743

  Great opportunity for an owner-occupant looking to offset their mortgage! Live in one unit and rent the other, or add a solid multi-family property to your portfolio. This well-maintained 2-unit property in Fair Haven features two 2-bedroom, 1-bath units that have both seen thoughtful renovations.Each unit offers comfortable living space and strong rental income, with tenants currently paying

  Betsy Adamovich Real Broker LLC

  33 River St, Fair Haven, VT 05743
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  /5

  $200,000

  • Land
  • 31,798 Sq Ft
  • $273,973 per Acre

  74 Traverse Place, Rutland, VT 05701

  Unlock the potential of this prime 0.73-acre parcel in the heart of Rutland City—a ready-to-go investment project ideal for developers or portfolio builders. Current engineering plans support either of the following configurations: Two 2-story buildings with a total of 9 spacious residential units, OR Up to 20 efficiency apartments—perfect for maximizing rental income and meeting local housing

  Mark Noble Welcome Home Real Estate

  74 Traverse Place, Rutland, VT 05701
• 

  

  /19

  $253,000

  $17K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,147 Sq Ft

  8 Belmont Ave, Rutland, VT 05701

  Price Improvement! Welcome home to this beautifully refreshed three-bedroom gem nestled in one of Rutland's most desirable neighborhoods. This move-in ready house has been lovingly updated from top to bottom, making it the perfect opportunity for buyers looking for quality without the renovation headaches. Step inside and you'll immediately notice the freshly painted interior, giving every room a

  Brian Hill Remax Summit

  8 Belmont Ave, Rutland, VT 05701
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  /8

  $295,000

  • Land
  • 25.3 Acres
  • $11,660 per Acre

  US U S 7, Rutland, VT 05701

  Originally part of the historic Baird Farm, this 25-acre parcel in Rutland Town offers a rare opportunity along bustling Route 7. With over 1,200 feet of road frontage and excellent visibility, the land is ideally suited for future business development or investment. Once farmed by a local family, this prime location combines Vermont heritage with commercial potential—an ideal setting for your

  Freddie Ann Bohlig Four Seasons Sotheby's Int'l Realty

  US U S 7, Rutland, VT 05701
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  /32

  $285,000

  $5K PRICE INCREASE

  • 2 Beds
  • 1.5 Baths
  • 1,395 Sq Ft

  24 S Main St Unit 2, Rutland, VT 05701

  The Sycamore Inn: Rich in history and timeless appeal, this distinctive home is part of a stately mid-1800s property once known as the Governor’s Mansion. In the early 1980s, the residence was thoughtfully restored and converted into a limited collection of condominium homes, preserving the craftsmanship and architectural detail of its era. Unit #2 is conveniently located on the first floor

  Mark Triller Real Broker LLC

  24 S Main St Unit 2, Rutland, VT 05701
• 

  

  /46

  $299,000

  Open Fri 5PM - 6PM

  • 6 Beds
  • 2 Baths
  • 2,598 Sq Ft

  51 S Main St, Rutland, VT 05701

  Great income-producing opportunity right in the heart of downtown Rutland City. This nicely maintained two-unit, two-story property offers comfort, flexibility, and strong rental appeal. Each unit is equipped with its own laundry hookup, adding everyday convenience for tenants or owner-occupants alike. Enjoy outdoor living with a windowed porch for the lower unit and a private back terrace for

  Tucker Adirondack Lange Lange & Lange

  51 S Main St, Rutland, VT 05701
• 

  

  /12

  $215,000

  $10K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,360 Sq Ft

  33 Field Ave, Rutland, VT 05701

  Charming 3-bedroom, 2-bath home full of potential in a highly desirable neighborhood. This property offers solid updates where it counts, including updated electrical, newer windows, and an efficient heat pump/mini-split system for year-round comfort.The foundation has been recently redone, providing added peace of mind for the next owner. With just a few cosmetic updates, this home presents an

  Caden LaPenna Welcome Home Real Estate

  33 Field Ave, Rutland, VT 05701
• 

  

  /14

  $249,900

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft

  269 Western Shores Rd, Wells, VT 05774

  Entirely renovated home inside and out for comfortable Vermont year-round-living with three heating sources and central air. Deeded St. Catherine lake front with custom built deck and aluminum dock for boating and fishing is 250 feet away from the house. Three season 240 sq Foot sun-room with lake and mountain views and sliding glass door to a deck. Fiber and cable broadband Internet available.

  Derek Eisenberg Continental Real Estate Group, Inc.

  269 Western Shores Rd, Wells, VT 05774
• 

  

  /25

  $275,000

  • 3 Beds
  • 1.5 Baths
  • 1,857 Sq Ft

  572 Route 140, Wallingford, VT 05773

  Situated in the heart of Tinmouth, this classic Vermont country home has a front-row seat to gorgeous mountain views. Set on 2.35 acres, the property offers an expansive lawn framed by mature apple trees, time-honored perennial gardens—an idyllic backdrop for village living with a rural feel.The fully equipped kitchen features double ovens, a large cooktop, endless counter space, and cherry

  Max Walker Watson Realty & Associates

  572 Route 140, Wallingford, VT 05773
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  /27

  $219,000

  • 3 Beds
  • 1 Bath
  • 1,488 Sq Ft

  62 Forest St, Rutland, VT 05701

  CHARMING single family residence, offering CLASSIC ARCHITECTURAL FEATURES. Set all appointments in SHOWINGTIME. Agents should REVIEW ALL DOCUMENTS posted to MLS. NEW vinyl flooing in all rooms, and CERAMIC TILE in the kitchen and bathroom. MINI-SPLIT system for both heating and cooling FRESH PAINT throughout. GREAT LOCATION; perfect for first time home buyers, investors, or Airbnb and Vrbo short

  Paul Marino WWW.FLATFEEMLS4FREE.COM

  62 Forest St, Rutland, VT 05701
• 

  

  /29

  $279,000

  $20K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,352 Sq Ft

  45 Eden Ave, Proctor, VT 05765

  This updated home has a modern kitchen and appliances, living room ceiling fan, new flooring on first level, bathroom updates, mini-splits, and Nest security system to add to the safe and private feeling of the home. Set on flat lot on a hill side with mountain views to complete the country feeling of privacy. Located near Beaver Pond Park and local walking trails add to year-round recreation and

  Maureen McShane Chris Fucci Associates, LTD

  45 Eden Ave, Proctor, VT 05765
• 

  

  /27

  $290,000

  • 3 Beds
  • 2 Baths
  • 2,064 Sq Ft

  83 Baxter St, Rutland, VT 05701

  A beautifully maintained 3-bedroom, 2-bathroom home that offers comfort, charm, and a fantastic location. This well-cared-for property features a warm and inviting interior with spacious living areas perfect for everyday living and entertaining. The home includes a partially finished attic, offering flexible space for a home office, playroom, or additional storage. Step outside to enjoy a

  James Hurley Four Corner Properties LLC

  83 Baxter St, Rutland, VT 05701
• 

  

  /16

  $235,000

  • 5 Beds
  • 2 Baths
  • 1,864 Sq Ft

  138 Maple St, Rutland, VT 05701

  Step into a piece of history with this well-maintained turn-of-the-century duplex, perfectly situated for comfortable living or smart investment. Built in 1900, this two-family home blends classic architectural details with practical, move-in-ready spaces that are ideal for owner-occupants, house-hackers, or investors seeking steady rental income. The first-floor apartment offers a spacious

  Joshua Lemieux Remax Summit

  138 Maple St, Rutland, VT 05701
• 

  

  /52

  $300,000

  • 6 Beds
  • 3 Baths
  • 2,412 Sq Ft

  9-11 Mcgarry St, Proctor, VT 05765

  Traditional Proctor duplex set at the end of a dead-end street with exceptional views! Enjoy sweeping southeastern views across the valley, complemented by beautiful mountain views to the north. Situated on an incredible 1.6-acre lot with expansive lawns, perennial gardens, and bordering hundreds of acres of privately owned woodland, this property offers a special setting with outstanding

  Karen Heath Four Seasons Sotheby's Int'l Realty

  9-11 Mcgarry St, Proctor, VT 05765
• 

  

  /24

  $275,000

  • 3 Beds
  • 1.5 Baths
  • 1,932 Sq Ft

  920 Quarterline Rd, West Rutland, VT 05777

  Set on 10 private acres with mountain views, this 3-bedroom, 1.5-bath home offers a quiet country setting with convenient access to some of Vermont’s most popular destinations, including Killington Resort, downtown Rutland, hiking trails, lakes, and year-round outdoor recreation. The property features a flexible layout, a walk-out lower level with separate entry access, and plenty of natural

  Jake Miller Vermont Real Estate Company

  920 Quarterline Rd, West Rutland, VT 05777
• 

  

  /17

  $298,500

  $37K PRICE DROP

  • Land
  • 1.08 Acres
  • $276,389 per Acre

  Lot 27 Roundabout, Killington, VT 05751

  One of Killington’s Highest Buildable Lots – 1.08 Acres with Panoramic ViewsSituated midway between Bear Mountain and the K1 Base Lodge, this exceptional 1.08-acre lot on Coolidge Lane offers breathtaking panoramic views and convenient access to both sides of the Killington Ski Area.The land comes with a VT State-approved 3-bedroom wastewater permit, an existing driveway permit, and

  Bret Williamson Killington Valley Real Estate

  Lot 27 Roundabout, Killington, VT 05751
• 

  

  /44

  $250,000

  • 3 Beds
  • 2 Baths
  • 1,341 Sq Ft

  203 Lincoln Ave, Rutland, VT 05701

  Discover this charming 3-bedroom home in the heart of Rutland. The interior features a blend of hardwood and linoleum flooring. Notable updates include a new roof installed in 2022. The home is equipped with an oil furnace, along with solid electrical, plumbing, and foundation. Outside, you’ll find durable aluminum siding and a convenient 1-car garage. An unfinished basement provides ample

  Derek Greene Derek Greene

  203 Lincoln Ave, Rutland, VT 05701
• 

  

  /44

  $205,000

  $20K PRICE DROP

  • 5 Beds
  • 3 Baths
  • 2,398 Sq Ft

  91 Franklin St, Rutland, VT 05701

  Back on the market! Grab it before it's gone again! Classic charm meets flexible and newly updated living space. Originally built in 1915 and updated in 2024, this spacious single family home offers 5 bedrooms, 3 bathrooms, and lots of flex space. Set on an .11 acre city lot, the property offers convenience access to shopping, transportation, and downtown amenities. Inside the home features a

  Leo Pond Four Seasons Sotheby's Int'l Realty

  91 Franklin St, Rutland, VT 05701
• 

  

  /29

  $279,500

  • 3 Beds
  • 2 Baths
  • 1,640 Sq Ft

  268 Furnace Rd, Pittsford, VT 05763

  Best value in Pittsford Village, this 3-bedroom, 2-bath home offers a blend of classic character, practical updates, and a highly convenient location.A welcoming front porch sets the tone—ideal for morning coffee or relaxing at the end of the day. Inside, you’ll find original hardwood floors and a comfortable living room anchored by a wood stove, creating a warm and functional gathering space

  Mark Triller Real Broker LLC

  268 Furnace Rd, Pittsford, VT 05763
• 

  

  /29

  $275,000

  $20K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,288 Sq Ft

  35 Mountain View Ct, Wells, VT 05774

  Welcome to the charming village of Wells, where Vermont's best kept secret( Lake St. Catherine) is located. Set on over a half acre of level lawn, and within walking distance to the Wells Village Store, both churches, the school and the library. One floor living with 3 bedrooms, 1.5 baths, updated kitchen with Hickory cabinets and new s/s appliances. The luxury bath comprises both the walk in

  Lori Andrus-Winn New England Lakeside Realty

  35 Mountain View Ct, Wells, VT 05774
• 

  

  /22

  $219,900

  $30K PRICE DROP

  • 4 Beds
  • 1.5 Baths
  • 1,281 Sq Ft

  409 Jim Towne Rd, Danby, VT 05739

  Nature's Paradise at a remarkable price! An expansive 3.4 open acres. This 4 bedroom, 1.5 bathroom home offers an open concept living room and kitchen. The option for a wood burning stove serves as a focal point for cozy evenings. Natural light and hardwoods througout. 2 bedrooms, bathroom and laundry all on the first for accessibility. Every inch of this home has been thought out and used

  Amy Limacher EXP Realty

  409 Jim Towne Rd, Danby, VT 05739
• 

  

  /22

  $220,000

  • 4 Beds
  • 1 Bath
  • 1,680 Sq Ft

  48 Baxter St, Rutland, VT 05701

  Welcome to 48 Baxter Street, a charming and spacious home located just steps from downtown Rutland’s shops, dining, and activities. This inviting property offers four bedrooms upstairs, providing plenty of space for family, guests, or a home office. The main floor features a bright kitchen with stainless steel appliances, a comfortable dining area, and a welcoming living room—perfect for

  Leona Minard Four Seasons Sotheby's Int'l Realty

  48 Baxter St, Rutland, VT 05701
• 

  

  /22

  $265,000

  • 8 Beds
  • 5 Baths
  • 3,220 Sq Ft

  9 River St, Fair Haven, VT 05743

  This well-maintained five-unit multifamily asset offers a strong investment profile, anchored by a solid 10% cap rate and consistent rental performance. The property features a diversified unit mix consisting of three two-bedroom apartments, one one-bedroom unit, and one efficiency, supporting broad tenant appeal and reliable occupancy. Operating efficiency is enhanced by landlord-provided heat,

  Joshua Lemieux Remax Summit

  9 River St, Fair Haven, VT 05743
• 

  

  /56

  $255,000

  $10K PRICE DROP

  • 7 Beds
  • 3 Baths
  • 2,800 Sq Ft

  2830 Stage Rd, Benson, VT 05743

  A rare opportunity to own a largely renovated, income-producing multi-family property that blends historic Vermont charm with modern efficiency. Listed for under appraised value! Originally built circa 1865, this classic farmhouse has been thoroughly updated, allowing for immediate ownership without additional capital investment. Improvements include new plumbing, HVAC, electrical, vinyl windows,

  Betsy Adamovich Real Broker LLC

  2830 Stage Rd, Benson, VT 05743
• 

  

  /24

  $239,000

  • 2 Beds
  • 1.5 Baths
  • 1,120 Sq Ft

  155 Dorr Dr Unit Condo Unit 18, Rutland, VT 05701

  Beautiful, clean, and well-maintained 2-bedroom, 1.5-bath condo in Rutland City’s desirable Mountain View Condos neighborhood! This move-in ready home features an open-concept layout with a spacious eat-in kitchen offering ample cabinet storage, generous counter space, and newer appliances. A newly built rear trex deck provides the perfect place to relax and enjoy the peaceful setting. Additional

  Mark Triller Real Broker LLC

  155 Dorr Dr Unit Condo Unit 18, Rutland, VT 05701
• 

  

  /14

  $299,000

  • 3,212 Sq Ft

  1908 U S 7, Rutland, VT 05701

  Very unique opportunity to purchase a 3-unit multi-family property in Rutland Town! The property has just been subdivided from the larger, former Thomas Dairy property with a brand new well and septic system in place. Sited on 2.24 beautiful acres with a large two story barn on the property, this could be a wonderful property for an owner-occupant to live in one unit and generate income from the

  Andy Paluch Longview Commercial Real Estate

  1908 U S 7, Rutland, VT 05701

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