Rutland County VT Homes for Sale

• 

  

  

  /15

  $375,000

  • Land
  • 77.5 Acres
  • $4,839 per Acre

  452 Syndicate Rd, Pittsford, VT 05763

  Looking for a picturesque Vermont canvas to build the home of your dreams. Look no further! 452 Syndicate road offers a unique and rare opportunity to own premium land in Vermont, perfect for country living. This beautiful 77-acre lot is surrounded by gorgeous mountains views and has nearly 3,000 ft of water front access along the quiet banks of Otter Creek. With ample acreage at your disposal,

  Renick Darnell-Martin BHHS-VT Realty Group St Albans, VT

  452 Syndicate Rd, Pittsford, VT 05763
• 

  

  

  /20

  $349,000

  • 3 Beds
  • 2 Baths
  • 2,752 Sq Ft

  133 Bellevue Ln, Rutland, VT 05701

  Welcome to your next chapter in a quiet Rutland Town neighborhood, nestled on a peaceful dead-end street where traffic moves slower than your Sunday mornings. This charming three-bedroom, two-bathroom home offers space and versatility ideal for both growing households and those simply seeking a change of pace. Step inside to find comfortably laid-out living areas that invite you to make them your

  Brian Hill Remax Summit

  133 Bellevue Ln, Rutland, VT 05701
• 

  

  

  /59

  $4,250,000

  • 5 Beds
  • 4.5 Baths
  • 4,826 Sq Ft

  558 Trailview Dr, Killington, VT 05751

  Moguls 5 stands as one of Killington’s most distinguished ski-in/ski-out residences — a stunning slopeside retreat by renowned builder Rick Moore, set directly on the Homestretch Trail for effortless access to the mountain. This custom timber frame home blends refined craftsmanship with natural mountain materials, featuring dramatic granite accent walls, soaring trusses, and a harmonious mix of

  Kyle Kershner Killington Pico Realty

  558 Trailview Dr, Killington, VT 05751
• 

  

  

  /32

  $75,000

  • 1 Bed
  • 1 Bath
  • 588 Sq Ft

  137 E Mountain Rd Unit 2-B-7, Killington, VT 05751

  Now is your chance to own right across the street from the Killington World Class Resort. Golf course is literally in your backyard and you can walk to or take the shuttle bus to Killington for Snowsports. This unit comes fully furnished and is turn-key. Air BNB and VRBO short term rentals allowed. Short Term rental numbers available to qualified buyers. Enjoy a newer inground pool during the

  Tucker Adirondack Lange Lange & Lange

  137 E Mountain Rd Unit 2-B-7, Killington, VT 05751
• 

  

  

  /23

  $175,000

  • 2 Beds
  • 1 Bath
  • 960 Sq Ft

  6852 U S 4 Unit C3, Mendon, VT 05701

  Enjoy Vermont in all four seasons!This inviting first-floor, two-bedroom condo is ready to welcome new owners for the next chapter. Recently refreshed with new paint, carpeting, washer and dryer, and furnace, it’s move-in ready and waiting for you. Step outside to a peaceful backyard with a babbling brook and wooded surroundings — the perfect place to unwind. Just minutes from Pico and

  Alison McCullough Alison McCullough Real Estate

  6852 U S 4 Unit C3, Mendon, VT 05701
• 

  

  /35

  $305,000

  • 3 Beds
  • 2 Baths
  • 1,456 Sq Ft

  865 Walker Mountain Rd, North Clarendon, VT 05759

  Welcome to your Vermont retreat! Nestled on a beautifully landscaped ±5.7-acre lot, this 2005 manufactured home offers ±1,456 square feet of comfortable living space with 3 bedrooms and 2 full bathrooms. One standout feature is the full basement—rare for manufactured homes—providing ample space for storage, a workshop, or future expansion. The expansive open yard is a nature lover’s paradise,

  Eric Hier Northland Real Estate

  865 Walker Mountain Rd, North Clarendon, VT 05759
• 

  

  /31

  $299,000

  • 2 Baths
  • 1,329 Sq Ft

  3621 Vermont 103, Mount Holly, VT 05758

  Embrace creative housing solutions with this versatile property. This is a unique opportunity perfectly situated between Okemo and Rutland. This former restaurant, boasting a commercial kitchen, offers endless possibilities for conversion into a distinctive, one-of-a-kind home. Imagine a spacious residence with a chef's dream kitchen, ideal for entertaining or a culinary enthusiast. Endless

  Gail Engel & Völkers Okemo

  3621 Vermont 103, Mount Holly, VT 05758
• 

  

  /52

  $349,900

  • 6 Beds
  • 2 Baths
  • 2,256 Sq Ft

  98 Forest St, Rutland, VT 05701

  Completely renovated two-unit multifamily in convenient Rutland City location. Each unit features brand-new kitchens with soft-close cabinetry, new bathrooms, new electrical, new plumbing, new windows and new high-efficiency propane heating systems. Each unit offers 3 bedrooms and 1 bathroom. with separate utilities including heating systems. Property is turn-key and ready for occupancy. Close to

  Noel Weeks Welcome Home Real Estate

  98 Forest St, Rutland, VT 05701
• 

  

  /20

  $235,000

  • 4 Beds
  • 2 Baths
  • 2,280 Sq Ft

  90 River St, Rutland, VT 05701

  Welcome to 90 River Street—well-maintained and packed with features buyers and renters love. This bright, roomy 2 unit multi-family, offers hardwood floors, spacious living areas, and off-street parking—all just minutes from downtown Rutland’s shops, restaurants, and public transit.Enjoy a large back yard perfect for gardening, recreating, or relaxing—rare in such a central location. The

  Mark Triller Real Broker LLC

  90 River St, Rutland, VT 05701
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  /10

  $1,190,000

  • 12,090 Sq Ft

  2137 Route 30 N, Castleton, VT 05732

  This property is part of 28 units package, could be purchased all or two 14 unit packages, please see MLS # 5067282, total price for all 28 units is $2,450.000 Great investment opportunity, Well maintained property in Castleton (Bomoseen) this property consists of two buildings, Front building with 10units consists of five 2 bedrooms , Three 1 bedrooms , One 3 bedrooms and an Efficiency unit,

  Mike Kalil Watson Realty & Associates

  2137 Route 30 N, Castleton, VT 05732
• 

  

  /17

  $1,260,000

  • 12,500 Sq Ft

  260 Business Route 4, Rutland, VT 05701

  Great investment opportunity, Well maintained property in Rutland town ( Center Rutland) this property consists of two buildings, Front building with 10 units and the back building is 4 units , Total of 14 units all one bedroom apartments, Sits on a large parcel over 1.20 +- Acres , Plenty of parking with a loop driveway Convenient for tenants, Vinyl siding and vinyl replacement windows, The pro

  Mike Kalil Watson Realty & Associates

  260 Business Route 4, Rutland, VT 05701
• 

  

  /44

  $159,000

  • 2 Beds
  • 1 Bath
  • 836 Sq Ft

  135 E Mountain Rd Unit 1F3, Killington, VT 05751

  Discover this stunning two-bedroom top-floor condo at Mountain Green Resort, where comfort meets unparalleled views and investment potential. Kick back on your deck and take in breathtaking long-range vistas of the golf course and ski trails, offering a picture-perfect setting all year round. Enjoy an incredible range of resort amenities, from the seasonal outdoor heated pool nestled between

  Shannon Handrahan

  135 E Mountain Rd Unit 1F3, Killington, VT 05751
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  /38

  $315,000

  • 4 Beds
  • 2.5 Baths
  • 2,798 Sq Ft

  50 Chestnut Ave, Rutland, VT 05701

  Welcome to 50 Chestnut Avenue — a beautifully maintained and thoughtfully updated two-story home offering space, comfort, and charm. The main level features a full bath and bedroom, ideal for guests or flexible living needs, along with a beautifully updated kitchen showcasing granite countertops, a large center island, and an abundance of cabinetry. Enjoy gatherings in the inviting dining room

  Leona Minard Four Seasons Sotheby's Int'l Realty

  50 Chestnut Ave, Rutland, VT 05701
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  /42

  $330,000

  • 3 Beds
  • 2.5 Baths
  • 2,510 Sq Ft

  69 Church St, Wallingford, VT 05773

  OPEN HOUSE SATURDAY 10/25 FROM 9AM -11AM Charming Wallingford, Vermont offers the perfect blend of small-town warmth and authentic Vermont character. Along its picturesque Main Street, you’ll find a delightful collection of locally owned businesses — from a thoughtfully curated shop featuring handmade Vermont goods (Handmade in Vermont)to an award-winning cafe (White Birch cafe) and a natural

  Susan Bishop Four Seasons Sotheby's Int'l Realty

  69 Church St, Wallingford, VT 05773
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  /41

  $235,000

  • 3 Beds
  • 3 Baths
  • 2,062 Sq Ft

  22 E Washington St, Rutland, VT 05701

  Charming Rutland City HomeThis adorable Rutland City home offers over 2,000 sq ft of living space, featuring 4 bedrooms, 3 baths, and a detached 1-car garage. The spacious, sun-filled kitchen is perfect for casual meals, while the formal dining room, inviting front living room, full bathroom, and cozy 3-season porch complete the first floor. Upstairs, you’ll find bright, airy bedrooms with

  Alison McCullough Alison McCullough Real Estate

  22 E Washington St, Rutland, VT 05701
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  /55

  $249,000

  • 3 Beds
  • 1.5 Baths
  • 1,296 Sq Ft

  13 Pleasant St, Proctor, VT 05765

  Welcome to this charming three-bed, two-bath home located in the heart of Proctor! This home sits on a corner lot, offering worry-free living. Featuring newer wiring throughout the home, a new water heater, the chimney serviced for safe use, and a new metal roof over the mudroom, this home is ready to move in! Entering through the mudroom is immediately convenient to unload coats and footwear.

  Flex Realty Group Flex Realty

  13 Pleasant St, Proctor, VT 05765
• 

  

  /21

  $350,000

  • 6 Beds
  • 2 Baths
  • 2,080 Sq Ft

  74 Harrington Ave, Rutland, VT 05701

  Fantastic 2-Family Opportunity in a Desirable Rutland City Neighborhood! This well-maintained side-by-side duplex offers the perfect blend of comfort and investment potential. Live in one unit and let the other help pay your mortgage—one side is currently rented for instant income! Each unit features 3 spacious bedrooms and 1 full bath, with plenty of natural light and a functional layout. The

  James Hurley Four Corner Properties LLC

  74 Harrington Ave, Rutland, VT 05701
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  /58

  $3,900,000

  • 5 Beds
  • 4.5 Baths
  • 4,575 Sq Ft

  57 Tweed River Dr, Pittsfield, VT 05762

  Riverside Farm is one of Vermont's most magical wedding and event venues that could be reconceived for a variety of purposes, including a family compound, corporate retreat or arts & performance center. Sited among a cluster of communities; Pittsfield, Stockbridge and Rochester; all offering the small-town warmth, charm and character Vermont is famous for, while located only minutes from the

  Laird Bradley Williamson Group Sothebys Intl. Realty

  57 Tweed River Dr, Pittsfield, VT 05762
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  /5

  $200,000

  • 2,785 Sq Ft

  161 Forest St, Rutland, VT 05701

  Great potential in a nice neighborhood. The structure needs to be updated and some minor structure work but will be a great investment. Can be used as owner-tenant or two rental units. One four bedroom and one three bedroom unit. Garage and small shed need work or could be removed for more yard space.

  Ed Savage Gilbert Realty and Development

  161 Forest St, Rutland, VT 05701
• 

  

  /23

  $268,000

  • 3 Beds
  • 2 Baths
  • 1,104 Sq Ft

  188 Stratton Rd, Rutland, VT 05701

  Welcome to Rutland City!Come explore this charming and beautifully updated bungalow featuring three bedrooms and two baths on 0.80 acres of land. This is an excellent opportunity to own a well-cared-for home in close proximity to Rutland Regional Medical Center, downtown Rutland, and all the area’s conveniences.Inside, you’ll find new flooring, freshly painted cabinets with upgraded

  Katie McFadden RE/MAX North Professionals

  188 Stratton Rd, Rutland, VT 05701
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  /42

  $142,500

  • 1 Bed
  • 1 Bath
  • 654 Sq Ft

  228 E Mountain Rd Unit D DRMR GRAND HOTEL 3, Killington, VT 05751

  Just what everyone's looking for at Killington's premeire slope-side fractional ownership property! Unit 350 Interval Use Period III is a 1BR/1BA unit that sleeps 6 guests on a queen bed, a Murphy-bed and a sofa-bed. This unit is located on the third floor (no one above you!) and has a balcony with awesome mountain views - just what all new buyers are looking for! This "D" floor plan is in very

  Doug Quatchak Killington Valley Real Estate

  228 E Mountain Rd Unit D DRMR GRAND HOTEL 3, Killington, VT 05751
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  /39

  $350,000

  • 3 Beds
  • 1.5 Baths
  • 1,716 Sq Ft

  927 Carver St, Brandon, VT 05733

  Check out this edge-of-town country farmhouse on 2.60 acres. A circular driveway with a crushed stone surface leads to the two car garage and ..... a basketball court! Entry into the home is via a spacious mudroom with laundry, then into the kitchen with a vaulted ceiling and stylish pendant lights. Lots of cabinets and counter space too. There's a formal dining area with a hardwood floor that

  Marty Feldman Rowe Real Estate

  927 Carver St, Brandon, VT 05733
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  /29

  $40,000

  • 2 Beds
  • 1 Bath
  • 280 Sq Ft

  96 Lhcs Rd, Fair Haven, VT 05743

  Peaceful and beautiful lakefront setting on the west shore of Lake Hortonia for affordable summer (and winter) fun! Enjoy gorgeous sunrise views while having breakfast or dinner outdoors. Enjoy your large backyard with privacy fence and tall shade tree just steps away from the lake. Community boat launch. This 35' long mobile home offers living room with dining area, kitchenette, bedroom, bunk

  Lisa Friedman Great American Dream Realty

  96 Lhcs Rd, Fair Haven, VT 05743
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  /35

  $450,000

  • 2 Beds
  • 3 Baths
  • 1,237 Sq Ft

  95 Killington Center Dr Unit R32, Unit 322 & 323, Killington, VT 05751

  2 Units at Killington Center (Units 322 & 323) An opportunity to own two renovated and turn-key units at Killington Center! Unit 323 is a lock-off studio suite with 2 full beds and full bath, while Unit 323 is a spacious 1-bedroom, 2-bath unit—offering the ultimate in flexibility, privacy, or rental potential. Rent individually or together as a combined 2BR/3BA option. Gas fireplace in living

  Bret Williamson Killington Valley Real Estate

  95 Killington Center Dr Unit R32, Unit 322 & 323, Killington, VT 05751
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  /34

  $85,000

  • 3 Beds
  • 1 Bath
  • 1,008 Sq Ft

  11 Prestons Park, Rutland, VT 05701

  RUTLAND CITY: Single-wide Manufactured Home, 3 bedrooms, 1 1/2 bath, Kitchen, new floor, Living Room, Heat Pump, freshly painted deck on back. Metal Roof, shed and small barn for lots of storage. Last trailer on left, ramp for easy access, beautiful private lot, Scenic Mountain Views and large meadow behind trailer. Near hospital, airport, shopping and public transportation.

  Melissa Loughan Westside Real Estate

  11 Prestons Park, Rutland, VT 05701
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  /39

  $349,000

  • 3 Beds
  • 1.5 Baths
  • 1,744 Sq Ft

  84 Ruby Rd, Poultney, VT 05764

  Discover the allure of country living in this delightful two-story home nestled on a generous 3-acre parcel. A harmonious blend of classic charm and modern convenience, this residence invites you to savor the tranquility of rural life. The second story features a full bath and ample sized bedrooms. A generous sized porch features a comfortable place to sit with rocking chairs and porch couch

  Eric Hier Northland Real Estate

  84 Ruby Rd, Poultney, VT 05764
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  /47

  $120,000

  • 1 Bed
  • 1 Bath
  • 707 Sq Ft

  137 E Mountain Rd Unit 2G4, Killington, VT 05751

  Mountain Green Resort offers everything you need — indoor pool, steam room, sauna, gym, and outdoor pool. There's also a seasonal restaurant, ski shop, and on-site property management. The exterior is currently being fully renovated, including siding, roofs, windows, and sliders, transforming it into a stunning modern resort with direct access to Killington Resort. This one-bedroom,

  Shannon Handrahan

  137 E Mountain Rd Unit 2G4, Killington, VT 05751
• 

  

  /45

  $1,299,000

  • 10 Beds
  • 11 Baths
  • 5,970 Sq Ft

  70 N Main St, Rutland, VT 05701

  CALLING ALL INNKEEPERS! RUTLAND IS IN NEED OF A CLASSY INN!This distinguished property has been the recipient of “Best of the Best” nine years running. With the expansion of the Killington Ski Area, this is the time! Previously operated as a successful Bed and Breakfast for 21 years, this magnificent home, with extensive renovations, still holds active permits, allowing a seamless return to

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

  70 N Main St, Rutland, VT 05701
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  /26

  $150,000

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft

  78 Engrem Ave Unit 8, Rutland, VT 05701

  Move in condition condominium. Proven money-maker as a 'traveling nurse' rental, ask for details. Quiet street, no thru traffic & sidewalks for kids. NOTE: I've included some photos of the unit as it was furnished for rental use.

  Robert Balewicz Evergreen Realty of Vermont

  78 Engrem Ave Unit 8, Rutland, VT 05701
• 

  

  /22

  $260,000

  • 2 Beds
  • 1.5 Baths
  • 1,432 Sq Ft

  335 Grove St, Brandon, VT 05733

  Discover a versatile property in a prime Brandon location, just minutes from downtown and only 15 minutes to Middlebury. Currently permitted as a single-family/rental, this home sits in a High-Density Multi-Use zone, offering excellent potential—whether you’d like to keep it as a residence, convert it to commercial space, or explore a multi-family use with a simple change-of-use permit. Recent

  Deborah Fortier KW Vermont

  335 Grove St, Brandon, VT 05733
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  /11

  $65,000

  • Land
  • 10.06 Acres
  • $6,461 per Acre

  0 Green Hill Ln, Wallingford, VT 05773

  Here's your chance to build your dream home on 10 acres of land in beautiful Wallingford VT! This wooded lot is the perfect spot with easy access to all the amenities that Rutland County has to offer! The property is conveniently located just off a town maintained road great for smooth winter travel! This is the property you've waited for, come make your Vermont dream come true!!

  Rhonda Nash Welcome Home Real Estate

  0 Green Hill Ln, Wallingford, VT 05773
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  /43

  $1,950,000

  • 5 Beds
  • 3.5 Baths
  • 4,262 Sq Ft

  960 E Pittsford Rd, Rutland, VT 05701

  A WORKING EQUESTRIAN ESTATE THAT FEELS LIKE A LUXURY HOME RETREAT. Great curb appeal, with a paved driveway lined by handsome wood posts and lanterns, sets the tone for this exquisite equestrian estate, blending timeless Vermont charm with luxurious living and a strong income. Set on 28 acres with breathtaking views of the Green Mountains and Killington and Pico peaks, this 1850s farmhouse was

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

  960 E Pittsford Rd, Rutland, VT 05701
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  /18

  $225,000

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

  734 Millpond Rd, Wells, VT 05774

  Enchanted Chalet tucked away in the middle of 5 private wooded acres close to Lake St. Catherine. This charming cottage offers a modern eat-in-kitchen that opens to the living room, anchored by a field stone fireplace and warmed by the sunshine through the sliding glass doors. The primary bedroom suite is nicely positioned near the office loft with it's pleasant sitting area. Enjoy your morning

  Suanne Ohl Northland Real Estate

  734 Millpond Rd, Wells, VT 05774
• 

  

  /22

  $279,000

  • 3 Beds
  • 1 Bath
  • 1,610 Sq Ft

  209 State St Unit 2, Rutland, VT 05701

  Beautifully renovated second-floor condo-style home offering mountain views and bright, open living spaces—just minutes from downtown Rutland and Killington Resort. This 1,610 sq ft upper-level unit is part of the 209 State Street Planned Community, designed for easy, independent ownership. Features include original hardwood floors, sunroom with mountain views, updated kitchen flooring, newer

  Evan Russell Real Broker LLC

  209 State St Unit 2, Rutland, VT 05701
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  /30

  $145,000

  • 1 Bed
  • 2 Baths
  • 744 Sq Ft

  228 E Mountain Rd Unit L GRAND HOTEL 149/15, Killington, VT 05751

  New at the Killington Grand Resort Hotel, Killington's premiere slope-side fractional ownership property! Unit 149/151 Interval Use Period IV is a1BR/2BA lockout unit that sleeps 8 guests on two queen beds, a Murphy-bed and a sofa-bed. Great location within the building Ownership entitles the owner to 13 weeks of use per year. This unit interval has Christmas week and New Years week this year

  Walter Findeisen Killington Valley Real Estate

  228 E Mountain Rd Unit L GRAND HOTEL 149/15, Killington, VT 05751
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  /23

  $599,900

  • 3 Beds
  • 1.5 Baths
  • 1,738 Sq Ft

  1975 Birch Hill Rd, Brandon, VT 05733

  Welcome to your private slice of Vermont paradise! This beautifully maintained 3-bedroom, 1.5-bath home sits on an expansive 33.25-acre estate, offering a rare blend of comfort, sustainability, and agricultural charm. Whether you're seeking a peaceful homestead, a hobby farm, or your own boutique vineyard, this property has it all.The home features a warm and inviting layout. The kitchen has

  Peggy Steves Real Broker LLC

  1975 Birch Hill Rd, Brandon, VT 05733
• 

  

  /50

  $139,000

  • 1 Bed
  • 1 Bath
  • 677 Sq Ft

  228 E Mountain Rd Unit D GRAND HOTEL 150 II, Killington, VT 05751

  NEW LISTING at the Killington Grand Resort Hotel, Killington's premeire slope-side fractional ownership property! Unit 150 Interval Use Period II is a 1BR/1BA unit that sleeps 6 guests on a queen bed, a Murphy-bed and a sofa-bed. This unit's location on the first floor allows you to enjoy an extra large deck with mountainviews! Ownership entitles the owner to 13 weeks of use per year. This "D"

  Doug Quatchak Killington Valley Real Estate

  228 E Mountain Rd Unit D GRAND HOTEL 150 II, Killington, VT 05751
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  /47

  $379,000

  • 3 Beds
  • 1.5 Baths
  • 1,152 Sq Ft

  1243 Summit Rd, Mount Holly, VT 05758

  Easy Living in the Heart of Vermont - Convenience meets comfort in this welcoming three-bedroom, single-level home, perfect as a primary residence or a low-maintenance vacation getaway. The oversized, attached two-car garage makes year-round living a breeze, while the private back porch, expansive deck with hot tub, and open yard create plenty of space to relax and entertain in every season.

  Gail Engel & Völkers Okemo

  1243 Summit Rd, Mount Holly, VT 05758
• 

  

  /35

  $280,000

  • 5 Beds
  • 2 Baths
  • 2,688 Sq Ft

  15 Shedd Place, Rutland, VT 05701

  Discover endless charm in this classic 1920’s farmhouse in Rutland City, set on an oversized .75-acre lot! The home offers timeless character paired with thoughtful updates, giving buyers a solid foundation to add their own finishing touches. A welcoming front porch sets the tone, leading you inside to discover hardwood floors throughout most of the home, bringing warmth and authenticity to the

  Bennett St. Marie KW Vermont

  15 Shedd Place, Rutland, VT 05701
• 

  

  /11

  $99,900

  • Land
  • 1.2 Acres
  • $83,250 per Acre

  0 E Mountain Rd Unit 5063956, Killington, VT 05751

  Build your dream retreat here! First time offered on the market. This 1.2 +/- acre parcel is located directly off East Mountain Road minutes to the K1 Base Lodge or the Skyeship Gondola and Base Lodge. This property has amazing mountain view potential. This property has never been perc'd for septic. Come explore the possibilities of this land and envision your private vacation home here!

  Marni Rieger KW Vermont-Killington

  0 E Mountain Rd Unit 5063956, Killington, VT 05751

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