Rutland County VT Homes for Sale

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  /3

  $40,000

  • Land
  • 30,492 Sq Ft
  • $57,143 per Acre

  64 Sangamon Rd, Pittsford, VT 05763

  Priced to sell! Affordable wooded lot in Pittsford. Conveniently located just off a main road, this property offers a private setting while remaining close to local amenities and an easy commute to nearby towns. Wastewater/septic design plans are available, helping streamline the development process. An older mobile home currently exists on the property and is being conveyed as-is with no value

  Brooke Woodard Watson Realty & Associates

  64 Sangamon Rd, Pittsford, VT 05763
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  /25

  $335,000

  $15K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,394 Sq Ft

  56 Prior Dr, Rutland, VT 05701

  Tucked away on a quiet dead-end street in desirable Rutland Town, this charming Cape offers comfort, convenience, and classic character. Step inside to find beautiful hardwood floors and a spacious living room centered around a cozy fireplace, creating the perfect gathering space for family and friends. The formal dining room is ideal for entertaining, while the kitchen features a breakfast bar

  Mandolyn McIntyre Crow Real Broker LLC

  56 Prior Dr, Rutland, VT 05701
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  /32

  $235,000

  $19K PRICE DROP

  • 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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  /4

  $55,000

  • Land
  • 13,503 Sq Ft
  • $177,419 per Acre

  00 Airport Rd Unit 3, Fair Haven, VT 05743

  FAIR HAVEN: Desirable building lot available in Fair Haven, VT! Lot #3 provides a nicely sized building lot set back from the road offering a more private setting while still being in a convenient in-town Fair Haven location. Public water, sewer, and power available at the street. Ideal for a primary residence or investment property. WW permits will need to be obtained by buyer

  Owen Loughan Westside Real Estate

  00 Airport Rd Unit 3, Fair Haven, VT 05743
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  /24

  $175,000

  • 1 Bed
  • 1 Bath
  • 696 Sq Ft

  2358 Route 100 Unit 102, Pittsfield, VT 05762

  Enjoy Vermont living and four-season recreation from this spacious first-floor, one-bedroom condo in the Wintergreen complex. Whether you're looking for a weekend retreat, investment opportunity, or affordable home base near the mountains, this unit offers comfort, convenience, and flexibility. The open-concept floor plan creates a bright and inviting living space, with the kitchen, dining, and

  Betsy Adamovich Real Broker LLC

  2358 Route 100 Unit 102, Pittsfield, VT 05762
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  /50

  $825,000

  Open Sun 11AM - 1PM $100K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,680 Sq Ft

  2243 W Lake Rd, Poultney, VT 05764

  This property checks so many boxes, and it is ready to go. Looking for Lake Frontage, but want Privacy, and space to grow your own food? Have dogs? A place to write? A place to hike or hunt (as long as you stay 500'+ or more from any houses) This 2023 Zook Luxury Log Sided Modular Home (stick built off site), set on 23.28 acres, is absolutely beautiful. The surveyed shared lake front lot (owned

  Rebecca Dittmeier Country Horizon Realty

  2243 W Lake Rd, Poultney, VT 05764
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  /2

  $2,995,000

  New Construction

  • 4 Beds
  • 5 Baths
  • 2,800 Sq Ft

  2A Base Camp at Bear Mountain, Killington, VT 05751

  Killington's only new ski-in/ski-out gated community. Base Camp at Bear Mountain offers 24 luxury townhomes positioned directly on Bear Mountain with immediate access to the Bear Mountain Quad and Skye Peak Express lifts — steps from world-class skiing, mountain biking, zip-lining, and four seasons of adventure. Each 4-bedroom, 5-bathroom residence spans 2,800–4,000 sq ft across three

  Brian Hurley

  2A Base Camp at Bear Mountain, Killington, VT 05751
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  /60

  $329,000

  $50K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 720 Sq Ft

  16 W Shore Dr, Tinmouth, VT 05773

  Looking for a quiet spot on the waterfront to escape from the constant hustle and bustle of life? Your search can end here! Nestled in the beautiful mountains of picturesque Tinmouth, Vermont, on the shores of Chipman Lake, this cozy cottage is waiting for a new owner to claim it. Imagine starting your mornings sipping your coffee on the deck or dock overlooking the water and spacious level lawn,

  Erin Kendall EXP Realty

  16 W Shore Dr, Tinmouth, VT 05773
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  /17

  $299,500

  $16K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,582 Sq Ft

  51 Engrem Ave, Rutland, VT 05701

  Gorgeous Cape cod on Dead end Street with oversized two-car garage. Beautiful hardwoods, New boiler. New baseboard, new painting. New sheetrock. Complete new electric, beautiful private rear yard, new kithen counters, 5 car driveway, propane fireplace or wood, huge front and rear porches, garage has bathroom and an upstairs for great workshop. Short stroll to town, low taxes, oversized double lot

  David White OwnerEntry.com

  51 Engrem Ave, Rutland, VT 05701
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  /42

  $184,900

  • 4 Beds
  • 2 Baths
  • 2,210 Sq Ft

  12 Grape St, Fair Haven, VT 05743

  Cynthia Hollister NY and VT Real Estate Company

  12 Grape St, Fair Haven, VT 05743
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  /44

  $59,000

  • 1 Bath
  • 413 Sq Ft

  228 E Mountain Rd Unit 137, Killington, VT 05751

  Aggressively priced sleep four studio unit for sale at the Killington Grand Resort Hotel, Killington's premeire slope-side fractional ownership property! Unit 137 Interval Use Period IV is a studio unit that sleeps 4 guests on a queen sized murphy-bed plus a sofa bed. Ownership entitles the owner to 13 weeks of use per year. Studio units are in very high demand! A full kitchen with fridge, stove,

  Doug Quatchak Killington Valley Real Estate

  228 E Mountain Rd Unit 137, Killington, VT 05751
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  /15

  $419,000

  $74K PRICE INCREASE

  • 3 Beds
  • 2 Baths
  • 1,130 Sq Ft

  135 E Mountain Rd Unit 1D5, Killington, VT 05751

  Rare 3 Bedroom at Mountain Green- Sleeps 8"10- Top Rental Performer. True 3 bedroom units at Mountain Green are exceptionally rare" and this one is fully renovated, spacious and short-term-rental ready. Designed for large groups, it consistently outperforms studios and 1 bedroom units, especially during peak winter weekends. With an open layout and generous sleeping capacity, this unit is ideal

  Derek Eisenberg Continental Real Estate Group, Inc.

  135 E Mountain Rd Unit 1D5, Killington, VT 05751
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  /41

  $850,000

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

  48 Western Shores Rd, Wells, VT 05774

  Nestled on the southwest shore of beautiful Lake St. Catherine, which is one of Vermont's best kept secrets, it's lakeshore living at it's best! This picturesque double lot, boasting 150' of lakeshore and over a half acre is accented with the most gorgeous views that you'll ever experience. From the moment that you enter this year round residence built in 1990, you will be enchanted with the

  Lori Andrus-Winn New England Lakeside Realty

  48 Western Shores Rd, Wells, VT 05774
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  /15

  $350,000

  • Land
  • 17.6 Acres
  • $19,886 per Acre

  1052 Old Ccc Rd, Shrewsbury, VT 05738

  Introducing a pristine canvas of nature's finest, this exquisite 17-acre parcel of land in the heart of Shrewsbury, Vermont, offers a sanctuary for those who seek serenity and an unparalleled connection to the great outdoors. Nestled against the majestic backdrop of the expansive state forest and the rugged beauty of the Killington backcountry, this property is a testament to the harmonious

  Christopher Williams Flex Realty

  1052 Old Ccc Rd, Shrewsbury, VT 05738
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  /40

  $275,000

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

  9 Park St, Proctor, VT 05765

  Idyllic colonial home with plenty of space for gathering with friends, family and guests with multiple bedrooms, bathrooms, dining space and a great back yard. There's also an enclosed porch and rooms that could have versatile use like the butlers pantry!The 2nd floor has 3 nice bedrooms and and usable attic for storage or potentially more. Everything Proctor has to offer is nearby and ready

  Max Walker Watson Realty & Associates

  9 Park St, Proctor, VT 05765
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  /60

  $895,000

  • 4 Beds
  • 3 Baths
  • 2,660 Sq Ft

  316 Elm Hill Dr, North Clarendon, VT 05759

  Welcome to Elm Hill, a fine residence situated atop a knoll to capture the mountain views and Vermont’s natural beauty. Thoughtfully designed for both comfortable everyday living and effortless entertaining, this well-built and attractive home offers a flexible floor plan suited to a variety of lifestyles. Many of the home’s thoughtful features make everyday living effortless, including an

  Karen Heath Four Seasons Sotheby's Int'l Realty

  316 Elm Hill Dr, North Clarendon, VT 05759
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  /59

  $1,900,000

  • 26 Beds
  • 23.5 Baths
  • 9,429 Sq Ft

  709 U S 4, Killington, VT 05751

  Fully staffed Inn, Restaurant & Pub with Owner's Wing.Own a high-demand hospitality asset in Killington; Vermont’s most iconic resort town, and a proven tourism powerhouse. With a track record of gross sales over $1MM, this hotel and bar attract consistent year-round traffic from skiers, hikers, and vacationers, while maintaining strong local patronage. With proven demand and a prime location

  Shemariah Nelson Badger Peabody & Smith Realty

  709 U S 4, Killington, VT 05751
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  /59

  $2,675,000

  • 3 Beds
  • 5 Baths
  • 4,321 Sq Ft

  426 Roaring Brook Rd, Killington, VT 05751

  This Stunning home has an amazing location on the 4th hole of Killington Golf Course in the heart of Killington Resort! It has an extraordinary combination of golf course frontage and unobstructed vistas of the Killington Mountain range. Enjoy total privacy while being less than a half a mile to the downtown restaurants, and less than 2 miles to the Killington Base lodges. The recent renovations

  Gretchjen Smith Williamson Group Sothebys Intl. Realty

  426 Roaring Brook Rd, Killington, VT 05751
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  /22

  $140,000

  • Land
  • 6 Acres
  • $23,333 per Acre

  220 Middle Rd, North Chittenden, VT 05763

  Discover the possibilities on this beautiful 6-acre parcel located on quiet Middle Road in scenic Chittenden, Vermont. Set in a peaceful country location, this wooded and sloping lot offers a mix of recreational, agricultural, and residential potential, with mountain views and a private setting surrounded by Vermont’s natural beauty. The property features dead-end, dirt/gravel road access via

  Christopher Williams Flex Realty

  220 Middle Rd, North Chittenden, VT 05763
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  /48

  $525,000

  • 4 Beds
  • 3 Baths
  • 2,438 Sq Ft

  76 Meadowview Ln, Mount Holly, VT 05758

  Enjoy the best of Vermont living in the beautiful town of Mount Holly! This three-bedroom, two-bath single-family home is located less than 10 minutes from Okemo Mountain Resort and just moments from the VAST Trail System for wintertime fun. With long distance views of Salt Ash Mountain, this property offers a perfect setting for year-round enjoyment. Inside, the home features a bright and

  Rhonda Nash Welcome Home Real Estate

  76 Meadowview Ln, Mount Holly, VT 05758
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  /43

  $749,000

  $86K PRICE DROP

  • Land
  • 180.15 Acres
  • $4,158 per Acre

  3845 Main Rd, West Haven, VT 05743

  Experience peak Vermont living on 180 acres of breathtaking open and wooded land, partially conserved for generations to enjoy. Set privately at the end of a long, well-maintained driveway, this beautiful 4-bedroom home blends modern comforts with natural serenity. The main level features a spacious kitchen with granite countertops, perfect for gathering and entertaining. Central air, radiant

  Mandolyn McIntyre Crow Real Broker LLC

  3845 Main Rd, West Haven, VT 05743
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  /31

  $125,000

  $50K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 900 Sq Ft

  135 E Mountain Rd Unit 1-A-3, Killington, VT 05751

  Ground floor unit at Mountain Green Resort — fully furnished, turn-key, and no short-term rental restrictions. Walk to the slopes or take the complimentary shuttle to Snowshed. Abuts the Killington Golf Course for true four-season appeal. Amenities include an indoor heated saltwater pool, two hot tubs, dual saunas, steam room, seasonal outdoor pool, 24-hour fitness center with Peloton, on-site

  Tucker Adirondack Lange Lange & Lange

  135 E Mountain Rd Unit 1-A-3, Killington, VT 05751
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  /43

  $229,000

  • 2 Beds
  • 2 Baths
  • 945 Sq Ft

  133 E Mountain Rd Unit 3B07, Killington, VT 05751

  Mountain Green, your ultimate Killington escape in Building 3. This 2-bedroom, 2-full bath condo offers a spacious floor plan, great for entertaining families or groups and sits on the same floor as the main building amenities. After a day on the slopes, relax in the pool, hot tub, sauna, or steam room, or work out in the full gym. Enjoy convenient on-site dining, a seasonal ski shop, and easy

  Shannon Handrahan

  133 E Mountain Rd Unit 3B07, Killington, VT 05751
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  /2

  $3,500,000

  New Construction

  • 4 Beds
  • 5 Baths
  • 4,000 Sq Ft

  1A Base Camp at Bear Mountain, Killington, VT 05751

  Killington's only new ski-in/ski-out gated community. Base Camp at Bear Mountain offers 24 luxury townhomes positioned directly on Bear Mountain with immediate access to the Bear Mountain Quad and Skye Peak Express lifts — steps from world-class skiing, mountain biking, zip-lining, and four seasons of adventure. Each 4-bedroom, 5-bathroom residence spans 2,800–4,000 sq ft across three

  Brian Hurley

  1A Base Camp at Bear Mountain, Killington, VT 05751
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  /49

  $450,000

  • 4 Beds
  • 2.5 Baths
  • 3,592 Sq Ft

  1229 State Route 30s Rd, Hubbardton, VT 05735

  Privacy as good as one can get! 10.87 acres with frontage on the upper Lake Bomoseen water basin. Wildlife and water fowl enthusiasts paradise! This property offers 4 bedrooms, 2 1/2 baths and lots of space both inside and out. Ideal for kayaking, canoeing and access to more activities that the wide open lake has to offer. The home has hardwood under the visible carpets and sheetrock under the

  Cynthia Hollister NY and VT Real Estate Company

  1229 State Route 30s Rd, Hubbardton, VT 05735
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  /12

  $895,000

  Coming Soon

  • 4 Beds
  • 2 Baths
  • 2,090 Sq Ft

  218 Lakewood Dr, Killington, VT 05751

  Don’t miss a rare opportunity to own a stunning private retreat on a quiet cul-de-sac in one of Killington’s most desirable neighborhoods. Zoned a 4-bedroom residence, currently enjoyed as a 3-bed, 1.75-bath w/attached 2-car garage and attic storage above. Beautiful finishes throughout: vaulted ceilings, hardwood floors, updated carpeting, updated baths, newer appliances, custom kitchen

  Bret Williamson Killington Valley Real Estate

  218 Lakewood Dr, Killington, VT 05751
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  /45

  $985,000

  • 2 Beds
  • 2 Baths
  • 1,338 Sq Ft

  289 Ledgemere Point, Hubbardton, VT 05732

  One-of-a-kind yet quintessential year-around lake cottage. Every detail and furnishing has been curated to evoke the timeless Northern Lake House. And this property is being sold fully furnished and outfitted, so it’s ready to enjoy now. Driving into the circular driveway you notice at once the connection of house with the land. From the cedar log framed shed to the main beams of the house, it

  Dave Carlson Lake Homes Realty, LLC

  289 Ledgemere Point, Hubbardton, VT 05732
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  /59

  $1,750,000

  • 4 Beds
  • 2.5 Baths
  • 2,796 Sq Ft

  1333 Route 153, Pawlet, VT 05775

  Consider Stebbins Bardwell’s Legacy: A rare opportunity to own a storied 300-acre Vermont farm rooted in American agricultural history. Established in 1863 as Vermont’s first cheesemaking co-op by Consider Stebbins Bardwell, this remarkable property has been thoughtfully revived for modern use. From 2004-2020 the current owners revived and reinvented the farm’s cheesemaking tradition, producing

  Scott McChesney McChesney RE, Inc.

  1333 Route 153, Pawlet, VT 05775
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  /22

  $45,000

  • Land
  • 1.7 Acres
  • $26,471 per Acre

  269 Hawkins Rd, Wallingford, VT 05742

  Welcome to the corner of Hawkins Road and Autumn Heights in the charming town of Wallingford. This 1.7-acre parcel offers a peaceful natural setting with mostly wooded terrain and a meandering seasonal stream flowing through the property. A previously roughed-in driveway and cleared homesite could easily be reclaimed, providing a head start for your future plans. Whether you envision a primary

  Kevin Barnes William Raveis Real Estate Vermont Properties

  269 Hawkins Rd, Wallingford, VT 05742
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  /17

  $164,000

  $19K PRICE DROP

  • Land
  • 5.1 Acres
  • $32,157 per Acre

  Lot 9 Applesauce Hill Rd, Castleton, VT 05735

  Breath-taking mountain views, privacy and dead end road seclusion. New 12x24’ Amish shed. Stunning pastoral and mountain views surround you. Close to Castleton University, lakes, golf, skiing at Killington and theater. Private trails with miles of hiking/dog walking/bird watching here. Excellent internet and cell phone service available, allowing you to work remotely. This spectacular 5-acre home

  Jason Saphire www.HomeZu.com

  Lot 9 Applesauce Hill Rd, Castleton, VT 05735
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  /55

  $145,000

  • 1 Bed
  • 1 Bath
  • 677 Sq Ft

  228 E Mountain Rd Unit D GRAND HOTEL 112 II, Killington, VT 05751

  Popular one bedroom floor plan with VIEWS, VIEWS AND MORE VIEWS! Unit 112 Interval III is a 1BR/1BA unit that accommodates 6 guests on one queen bed, a queen murphy-bed and a sofa-bed. Enjoy expansive mountain views over the pond and up the Snowshed slope encompassing four of Killington's six mountains. Enjoy the view from an oversized deck, unique to first floor units! Ownership entitles the

  Doug Quatchak Killington Valley Real Estate

  228 E Mountain Rd Unit D GRAND HOTEL 112 II, Killington, VT 05751
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  /42

  $279,000

  $20K PRICE DROP

  • 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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  /40

  $795,000

  • 3 Beds
  • 2 Baths
  • 1,520 Sq Ft

  175 Creek Rd, Castleton, VT 05735

  Discover your ideal year-round home on Vermont’s beautiful Lake Bomoseen, featuring over 100 feet of shoreline and complete with four docks and six boat slips! Originally constructed in 1850, only one beam from that era remains, as the home was meticulously rebuilt and renovated in 2009. With three spacious bedrooms and two well-appointed bathrooms, this inviting home is ready to welcome you to

  Stephanie Corey Adirmont Real Estate, LLC

  175 Creek Rd, Castleton, VT 05735
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  /47

  $525,000

  $14K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,528 Sq Ft

  335 Tinmouth Rd, Danby, VT 05739

  Welcome to this three bedroom, two bath log home on 10.65 acres that has lovely pastoral and mountain views. Privately set back off a paved road, the location is rural yet convenient. The residence is within 15 minutes of restaurants and shopping in historic Dorset and Wallingford. Rutland and Manchester amenities are less than a 30 minute drive. The property has a two stall barn and a fenced

  Laura Beckwith Josiah Allen Real Estate, Inc.

  335 Tinmouth Rd, Danby, VT 05739
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  /58

  $699,999

  • 5 Beds
  • 3.5 Baths
  • 2,523 Sq Ft

  97 Stewart Ln, Cuttingsville, VT 05738

  Set on more than 8 acres in the village of Cuttingsville, this versatile property combines a spacious open-plan home, established evergreen plantings, extensive outbuildings, and a unique Vermont lifestyle opportunity. A standout feature is the substantial solar array paired with Tesla Powerwall battery storage, helping support much of the property's electrical needs while providing backup power

  Daire Gibney Barrett and Valley Associates Inc.

  97 Stewart Ln, Cuttingsville, VT 05738
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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
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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
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  /31

  $310,000

  $40K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,500 Sq Ft

  48 Kendall Ave, Rutland, VT 05701

  This home features , 4 or 5 bedrooms, 3 bathrooms , formal dining room, living on the main level and a great family room upstairs which could be used as a master bedroom, nice woodwork throughout, great floor plan has a nice flow to it, very well kept up and so many updates , including fully weatherized top to bottom this past summer, Windows are new, upstairs has been painted 4 years ago and the

  Mike Kalil Watson Realty & Associates

  48 Kendall Ave, Rutland, VT 05701
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  /34

  $400,000

  $50K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 864 Sq Ft

  140 Valley Park Unit D4, Killington, VT 05751

  This fully furnished and equipped end unit Valley Park is situated in perfect proximity to Killington resort & the town’s recreation facilities while offering you privacy in a tranquil wooded setting. A proven rental history with a GRI average of $48,230 from 2022-20205 and a 9% cap rate makes this income producer with low predictable expenses something not to miss. This 2-bedroom, one and a half

  Bret Williamson Killington Valley Real Estate

  140 Valley Park Unit D4, Killington, VT 05751
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  /7

  $99,779

  New Construction $2K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 880 Sq Ft

  81 Cramton Rd Unit Lot 17, Castleton, VT 05735

  Welcome to 81 Cramton Rd Lot 17 Castleton, VT where modern comfort meets affordability in Fort Warren MHP! This brand-new Redman NWS F25206-66 model manufactured home offers 2 bedrooms, 2 bathrooms, and 880 sq. ft. (13'4"x66) of thoughtfully designed living space. Step inside to an open-concept layout with stylish finishes, a bright living area, and a well-appointed kitchen. The home features

  Kate Barry EXP Realty

  81 Cramton Rd Unit Lot 17, Castleton, VT 05735

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