Rutland County VT Homes for Sale

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  /43

  $1,450,000

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

  960 E Pittsford Rd, Rutland, VT 05701

  HALF MILLION DOLLAR PRICE ADJUSTMENT. A working equestrian estate that lives like a luxury country retreat. Exceptional curb appeal begins with a paved driveway lined by handsome wood posts and lanterns. Set on 28 acres with breathtaking views of the Green Mountains and Killington and Pico peaks, this 1850s farmhouse was taken down to the studs and exquisitely renovated with exceptional

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

  960 E Pittsford Rd, 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

  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 "L" floor plan sleep 8 unit is in very high demand! A full kitchen with

  Walter Findeisen Killington Valley Real Estate

  228 E Mountain Rd Unit L GRAND HOTEL 149/15, Killington, VT 05751
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  /45

  $1,199,000

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

  70 N Main St, Rutland, VT 05701

  ONE HUNDRED THOUSAND PRICE ADJUSTMENT. 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

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

  70 N Main St, Rutland, VT 05701
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  /28

  $299,000

  • 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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  /41

  $550,000

  • 3 Beds
  • 2 Baths
  • 2,137 Sq Ft

  125 Carmel Place, Rutland, VT 05701

  Exceptional 55+ Townhouse Living with Vermont Charm. Welcome to your next chapter in this beautifully crafted 3 bedroom, 2 bath townhouse nestled within a vibrant 55+ community. This thoughtfully designed residence offers 2,137 square feet of comfortable one-level living. Step inside and discover superior craftsmanship at every turn. The radiant flooring keeps your toes toasty during those crisp

  Nancy Greenwood Watson Realty & Associates

  125 Carmel Place, Rutland, VT 05701
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  /32

  $310,000

  • 1 Bed
  • 1 Bath
  • 556 Sq Ft

  768 E Mountain Rd Unit C-5, Killington, VT 05751

  Located in the heart of Killington’s vibrant ski village, Edgemont Condominiums place year-round adventure right outside your door. Hop on the public shuttle for effortless access to the resort base, or ski home via the private owners’ trail. In summer, that same trail connects directly to Killington’s renowned mountain biking network. Inside, this beautifully remodeled one-bedroom residence has

  Kyle Kershner Killington Pico Realty

  768 E Mountain Rd Unit C-5, Killington, VT 05751
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  /11

  $2,750,000

  • Land
  • 60.28 Acres
  • $45,620 per Acre

  111 Prospect Point Rd, Castleton, VT 05735

  Premier Waterfront Land Opportunity on Lake Bomoseen.Discover a rare opportunity to own a premier, 60+ acre, waterfront property with two docks and a private pond on the serene shores of Lake Bomoseen. This expansive parcel offers endless possibilities, with breathtaking lake views, rolling hills, and direct access to Vermont’s largest freshwater lake. With direct lake access and the beauty

  Carrie Mathews Winhall Real Estate

  111 Prospect Point Rd, Castleton, VT 05735
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  /25

  $189,000

  • 3 Beds
  • 1.5 Baths
  • 1,190 Sq Ft

  43 Taylor Hill, Proctor, VT 05765

  Come see this charming corner-lot property located on a quiet street in the quaint and welcoming town of Proctor. Ideally situated in the heart of town, this home offers convenient access to the elementary school, local dining, and all that this tight-knit community has to offer. The spacious backyard is perfect for gatherings, summer cookouts, or even the addition of a pool—offering endless

  Will Spanos KW Vermont-Killington

  43 Taylor Hill, Proctor, VT 05765
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  /16

  $65,000

  • 2 Beds
  • 1.5 Baths
  • 1,008 Sq Ft

  1 Prestons Park, Rutland, VT 05701

  RUTLAND CITY: 1985 2-bedroom Single-wide Manufactured Home, deck and shed on a leased lot. Furnace is 2 years old, central air, property insulated by BROC. This is a nicely maintained mobile home park and purchase is subject to mobile home park approval, credit score - 680+, no dogs, max. 4 occupants, no renting, $525/month rent for leased lot. Trailer intended to stay on lot. Close to hospital,

  Melissa Loughan Westside Real Estate

  1 Prestons Park, Rutland, VT 05701
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  /39

  $389,000

  • 3 Beds
  • 1.5 Baths
  • 1,696 Sq Ft

  19 River St, Brandon, VT 05733

  Now offered at an attractive new price, this beautifully updated farmhouse presents an exceptional opportunity to enjoy modern comfort and historic charm just moments from downtown Brandon. Tucked away on a quiet road just moments from downtown Brandon, this beautifully reimagined 1880 farmhouse blends classic Vermont charm with modern comfort. Thoughtfully restored, the home features updated

  Christie Garofano Four Seasons Sotheby's Int'l Realty

  19 River St, Brandon, VT 05733
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  /36

  $249,000

  • 4 Beds
  • 1.5 Baths
  • 1,608 Sq Ft

  62 Hull Ave, Wallingford, VT 05773

  This 1900 multilevel home offers a great blend of character, space, and everyday comfort. With four bedrooms, two bathrooms, an attached garage, and a nicely sized yard, it offers the kind of room and functionality many buyers are looking for. One of the standout features is the fully enclosed, covered wraparound porch, a versatile space that works well for morning coffee, relaxing evenings, or

  Joshua Lemieux Remax Summit

  62 Hull Ave, Wallingford, VT 05773
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  /14

  $57,900

  • 2 Beds
  • 1 Bath
  • 980 Sq Ft

  81 Cramton Rd Unit 6, Castleton, VT 05735

  CASTLETON: 1987 Single-Wide Manufactured home, 2 Bedrooms and a large shed, move-in condition. UPGRADES: Bathroom being remodeled in Sept. 2022, Standing seam roof - 5 yrs, new furnace, oil tank/cement pad, piping & thermostat - 5 years, new water heater in 2022, insulated skirting, installed vents & 2 access doors - 4 yrs, painted & repaired deck & shed - 4 yrs, installed new storm doors &

  Melissa Loughan Westside Real Estate

  81 Cramton Rd Unit 6, Castleton, VT 05735
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  /53

  $429,000

  • 2 Beds
  • 2 Baths
  • 935 Sq Ft

  201 Old Mill Rd Unit A7, Killington, VT 05751

  Welcome to Pinnacle—your basecamp for all things Killington. Located just minutes from Killington Mountain Resort this two-bedroom, two-bath condo puts skiing, mountain biking, golf and four-season adventures right at your fingertips. Inside, enjoy a warm and inviting living space with a gas fireplace or step out onto your private deck to take in the views. With sleeping accommodations for six,

  Katie McFadden RE/MAX North Professionals

  201 Old Mill Rd Unit A7, Killington, VT 05751
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  /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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  /38

  $68,000

  • 1 Bath
  • 418 Sq Ft

  228 E Mountain Rd Unit 124 III, Killington, VT 05751

  Killington Grand Resort Unit 124 Interval III - Nestled in the heart of Vermont's Green Mountains, the Killington Grand Hotel is just steps away from Killington Ski Resort, the largest ski area in the eastern United States. The Grand Hotel boasts 133 well-appointed rooms and suites, each with breathtaking views of the surrounding mountains. This A-handicap accessible studio unit sleeps 2 and

  Kyle Kershner Killington Pico Realty

  228 E Mountain Rd Unit 124 III, Killington, VT 05751
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  /60

  $279,900

  • 4 Beds
  • 1 Bath
  • 1,557 Sq Ft

  84 Allen St, Rutland, VT 05701

  Charming Family Home with Endless Opportunities! Welcome to this delightful 4-bedroom, 1-bathroom home, cherished by a single family that created countless memories over the years. Imagine the nostalgia of living in a property where children once rode horses and enjoyed sleigh rides. This charming home sits on a spacious double lot and features a detached 2-car garage. Just steps away, you'll

  Alison McCullough Alison McCullough Real Estate

  84 Allen St, Rutland, VT 05701
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  /29

  $299,000

  • 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 there are mountain views to complete the country feeling of privacy. Located near Beaver Pond Park and local walking trails add to year-round

  Maureen McShane Chris Fucci Associates, LTD

  45 Eden Ave, Proctor, VT 05765
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  /55

  $1,099,000

  • 4 Beds
  • 4.5 Baths
  • 5,453 Sq Ft

  127 Wynnridge Dr, Rutland, VT 05701

  Welcome to a home where serenity and style unite in perfect harmony. Situated in the exclusive Wynnridge subdivision of Rutland Town, which offers the advantage of school choice, this custom home boasts 5,400 sq. ft. of refined comfort and timeless craftsmanship. Impressive curb appeal featuring stone accents, lush landscaping, charming cobblestone walkway leading to a lovely entrance. Step into

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

  127 Wynnridge Dr, Rutland, VT 05701
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  /44

  $1,299,000

  • 4 Beds
  • 4 Baths
  • 4,160 Sq Ft

  475 Brookwood, Rutland, VT 05701

  Mountain Retreat in an unbeatable convenient location!Discover your dream escape in this stunning 4,160 square-foot mountain retreat, centrally located near Killington and Pico resorts as well as Rutland town center. This spacious home offers a harmonious blend of luxury and nature, featuring over 2,000 square feet of outdoor living space designed for relaxation and entertaining.Step

  Mia Parsons Douglas Elliman of Vermont LLC

  475 Brookwood, Rutland, VT 05701
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  /23

  $250,000

  • 3 Beds
  • 1.5 Baths
  • 1,556 Sq Ft

  107 Killington Ave, Rutland, VT 05701

  NEW PRICE! MOTIVATED SELLER! Welcome to your next chapter in one of Rutland's most well-connected neighborhoods! This delightful three-bedroom, one-and-a-half-bathroom home blends classic Vermont character with some updates. Step inside to discover nice size kitchen that brings functionality to a home full of timeless charm. A tailored dining room with custom made roman shades and matching

  Nancy Greenwood Watson Realty & Associates

  107 Killington Ave, Rutland, VT 05701
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  /26

  $429,000

  • Land
  • 82.8 Acres
  • $5,181 per Acre

  461 Wilmouth Hill Rd, Shrewsbury, VT 05738

  82-Acre Vermont Property with Permitted Septic, Installed Power, and New 30' x 48’ Steel Garage.Welcome to your slice of Vermont paradise. Tucked away in the serene hills of Shrewsbury, this property offers the perfect mix of privacy, potential, and essential infrastructure in place - ready for your vision to come to life. The rolling open land, meadows, and wooded areas offer privacy,

  Mark Triller Real Broker LLC

  461 Wilmouth Hill Rd, Shrewsbury, VT 05738
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  /23

  $190,000

  • 3 Beds
  • 2 Baths
  • 2,756 Sq Ft

  64 Bellevue Ave, Rutland, VT 05701

  Classic Rutland City home with character, space, and a location that makes everyday life easy. This 3-bedroom, 2-bath property features hardwood floors, beautiful stained glass details, and the kind of charm you just don’t find in newer construction. The main level offers a spacious living room that flows into a bright, glass-enclosed sunroom which makes a great spot for morning coffee, reading,

  Betsy Adamovich Real Broker LLC

  64 Bellevue Ave, Rutland, VT 05701
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  /9

  $450,000

  • 2,769 Sq Ft

  350 Main St Unit 1, Castleton, VT 05735

  Beautiful 1890 farm house located in a quant college town. Walking distance to Amtrak station, restaurants, public library and hiking trails. Short distance to Lake Bomoseen and St Catherine and world class skiing. The house offers flexibility to the owners and renters. Upstairs has a wonderful apartment with full bath, on the same floor is two more bedrooms and bathroom that may go with either

  Hurley Cavacas New England Lakeside Realty

  350 Main St Unit 1, Castleton, VT 05735
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  /21

  $3,999,000

  • 0.5 Baths
  • 1,152 Sq Ft

  63 Avalon Beach Rd, Castleton, VT 05735

  SUMMIT TO SHORELINE, An Exclusive World Overlooking Vermont’s largest Freshwater Lake. Perched high above the shimmering waters of Lake Bomoseen, this 66-acre sanctuary offers a rare blend of privacy, grandeur, and boundless possibility, complete with 165 feet of owned, direct shoreline for private access to the lake itself. A darling vineyard cottage, complete with water and sewer, is already in

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

  63 Avalon Beach Rd, Castleton, VT 05735
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  /39

  $970,000

  • 6 Beds
  • 5 Baths
  • 3,817 Sq Ft

  3261 Route 30 N, Castleton, VT 05735

  LAKE BOMOSEEN DUPLEX - TWO HOUSES WITH INCOME: 1930 Southern house has original frame, but house was totally renovated in 1989 and Northern house was built. Southern house has 4-bedrooms, 2 1/2 baths and Northern house has two 1-bedroom apartments. New electrical, plumbing, insulation, etc. In 2024, houses were stained. Also, includes storage room between the houses and a storage shed near the

  Owen Loughan Westside Real Estate

  3261 Route 30 N, Castleton, VT 05735
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  /58

  $699,000

  • 3 Beds
  • 2 Baths
  • 2,176 Sq Ft

  2721 Vermont 155, Mount Holly, VT 05742

  Nestled among fruit trees and whispering pines at the edge of a sun-filled 12-acre meadow, alongside the gentle flow of the Mill River, this enchanting Cape Cod–style home offers the feeling of a private countryside retreat. At its heart is a custom-crafted chef’s kitchen, designed as both a functional workspace and a welcoming gathering place—perfect for preparing inspired meals, lingering over

  Gail Engel & Völkers Okemo

  2721 Vermont 155, Mount Holly, VT 05742
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  /2

  $148,000

  • Land
  • 10.26 Acres
  • $14,425 per Acre

  Route Vermont 103, North Clarendon, VT 05759

  Check out this commercial industrial lot, with gorgeous mountain views, fabulous visibility from route 103 and 7B and close to commercial developments.

  Max Walker Watson Realty & Associates

  Route Vermont 103, North Clarendon, VT 05759
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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
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  /20

  $235,000

  • 2 Baths
  • 1,568 Sq Ft

  18 Chaplin Ave, Rutland, VT 05701

  This newer office building is perfect for a professional office space. The first floor had been used as a customer waiting room with 1 bathroom while the second story features 3 private offices and a half bath. Adding to the versatility of this space, the sellers have confirmed with the town this could also be converted to a single family home. No permits/applications have been filed for change

  Daniel Preston KW Vermont Woodstock

  18 Chaplin Ave, Rutland, VT 05701
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  /43

  $695,000

  • 3 Beds
  • 1 Bath
  • 1,001 Sq Ft

  49 Rockview Rd, Castleton, VT 05735

  This is the lakefront property you’ve been waiting for! Set on the sparkling shores of Lake Bomoseen in beautiful Castleton Vermont! This three-bedroom, one-bathroom single-family home offers the perfect balance of relaxation and recreation—all year round. Step inside to discover an open, airy concept that brings the outdoors in with beautiful natural light and breathtaking lake views. Whether

  Rhonda Nash Welcome Home Real Estate

  49 Rockview Rd, Castleton, VT 05735
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  /15

  $169,000

  • 4 Beds
  • 1 Bath
  • 2,062 Sq Ft

  40 Raiches Cross Rd, Danby, VT 05739

  Charming Colonial Farmhouse with Mountain Views – Rehab Opportunity! More Pictures to Come Soon! Perched atop a hill with sweeping mountain views, this classic Colonial farmhouse is brimming with potential and waiting for your vision. Currently tenant-occupied, the property offers a unique opportunity for investors or owner-occupants ready to bring this home back to life. Featuring a detached

  Mark Noble Welcome Home Real Estate

  40 Raiches Cross Rd, Danby, VT 05739
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  /59

  $99,000

  • Land
  • 1.4 Acres
  • $70,714 per Acre

  00 Ice Pond Rd, Chittenden, VT 05763

  Rustic Charm Meets Untapped Potential – 1.4 Acres on Ice Pond Road, Chittenden, VT | Offered at $99,000 Looking for your own piece of Vermont? Tucked away on peaceful Ice Pond Road in sought-after Chittenden, this 1.4-acre parcel offers a rare opportunity to own land in a truly serene setting—at a price that’s hard to find. The property features an old, dilapidated barn (please admire from a

  Rachael Rogala Lange & Lange

  00 Ice Pond Rd, Chittenden, VT 05763
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  /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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  /52

  $2,750,000

  • 3 Beds
  • 3 Baths
  • 2,960 Sq Ft

  300 Trailside Dr Unit D, Killington, VT 05751

  True Ski-on/Ski-off! Wake up where the mountain meets your back door. Your new Vermont retreat sits directly alongside the Great Eastern Trail, offering front-row access to Killington’s legendary terrain and an easy glide down to the Skyeship Base on Route 4 and the Skyeship Gondola. The trail is so close you can watch skiers and riders pass by as you sink into the hot tub. This three-bedroom,

  Nathan Mastroeni

  300 Trailside Dr Unit D, Killington, VT 05751
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  /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
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  /23

  $375,000

  • 4 Beds
  • 2 Baths
  • 2,259 Sq Ft

  28 Carver St, Brandon, VT 05733

  Classic village charm meets everyday functionality in this spacious 4-bedroom, 2-bath Colonial set on a sloping in-town lot just moments from the heart of Brandon. With over 2,200 square feet of finished living space, this home offers the room and flexibility today’s buyers are looking for. Natural light fills the interior, highlighting the home’s warm woodwork and inviting layout. The main level

  John Biondolillo BCK Real Estate

  28 Carver St, Brandon, VT 05733
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  /31

  $899,000

  • Land
  • 308 Acres
  • $2,919 per Acre

  0 River Rd Unit 5055707, Killington, VT 05751

  First Time Offered to Market – A Truly Special Vermont Gem! For the first time ever, this extraordinary 308 +/- acre parcel in Killington Vermont is now being offered to the public. Set on a picturesque landscape with breathtaking mountain views, soothing sounds of brooks, expansive trail network throughout the entire property, and an old spring fed pond site this one-of-a-kind property offers

  Marni Rieger KW Vermont-Killington

  0 River Rd Unit 5055707, Killington, VT 05751
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  /58

  $139,000

  • Land
  • 1.46 Acres
  • $95,205 per Acre

  00 Pasquale St Unit 13, Chittenden, VT 05763

  Build your future home on this 1.46-acre cleared parcel in beautiful Chittenden, Vermont. With wastewater and well permits already in place, the site is fully prepared for construction. Located at the end of a quiet road, the property offers privacy while keeping you close to Mountain Top Resort, Chittenden Reservoir, and the Killington and Pico ski areas. A ready-to-go setting in a truly

  Alison McCullough Alison McCullough Real Estate

  00 Pasquale St Unit 13, Chittenden, VT 05763
• 

  

  /39

  $1,100,000 New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,960 Sq Ft

  20 Sherwood Rd, Rutland, VT 05701

  Proud to present this beautifully crafted, custom-built home, offered for the first time and ready for immediate occupancy. Thoughtfully designed and impeccably finished, the owner took great pride in hand-selecting the cabinetry, lighting, and finishes throughout, creating a home that feels both elegant and welcoming. High-end appliances complement the open living space, ideal for both everyday

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

  20 Sherwood Rd, Rutland, VT 05701
• 

  

  /11

  $169,000

  • Land
  • 4.41 Acres
  • $38,322 per Acre

  0 Thistle Hill Place Unit 5062094, Rutland Town, VT 05701

  BUILD YOUR DREAM HOME IN RUTLAND TOWN! Thistle Hill Place is an upscale 10-lot primary home subdivision, and only two prime building sites remain. Each lot comes with a state-issued four-bedroom wastewater permit, protective covenants, and a subdivision permit—ready for you to start building right away. The subdivision offers a variety of settings, and each lot has its own distinct character,

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

  0 Thistle Hill Place Unit 5062094, Rutland Town, VT 05701

Showing Results 121 - 160, Page 4 of 7