Rutland County VT Homes for Sale

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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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  /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
• 

  

  /2

  $98,000

  $125K PRICE DROP

  • Land
  • 10.26 Acres
  • $9,552 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
• 

  

  

  /12

  $450,000

  • Land
  • 1 Acre
  • $450,000 per Acre

  51 Alpine Terrace, Killington, VT 05751

  Own this legacy property on Pico Mountain. 51 Alpine Terrace is a rare offering of one acre that includes 2 lots, # 23 and # 24, benefitted by and adding value and a start of planning your build, with its cleared driveway and tiered building site, existing drilled well at the stone wall line, and Alpine Pipeline sewer hookup at road, all included in the price. It has spectacular views of winter

  Gary Thompson Killington Valley Real Estate

  51 Alpine Terrace, Killington, VT 05751
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  /5

  $59,900

  • Land
  • 19,166 Sq Ft
  • $136,136 per Acre

  102 Skyline Dr, West Rutland, VT 05777

  Ready, set, build—because the hardest part is already done. 28x46 4 1/2 ft frost walls Plumbed easy hook-up town water and sewer. This vacant parcel in West Rutland arrives with foundation work complete, handing you a head start that turns "someday" into "soon." Skip the groundwork headaches and channel your energy straight into designing the Vermont home you've been picturing, Garagedominium

  Brian Hill Remax Summit

  102 Skyline Dr, West Rutland, VT 05777
• 

  

  /26

  $325,000

  New Construction

  • 3 Beds
  • 2 Baths
  • 2,100 Sq Ft

  702 Route 30 N, Bomoseen, VT 05732

  Unfinished Diamond on Route 30 across from Lake Bomoseen's Northern Tip – Finish It Your Way!Rare opportunity to put your personal stamp on a thoughtfully designed home in the heart of Vermont's premier four-season playground. This framed shell on 1.5 acres is your blank canvas — the structure is up, the vision is clear, and the finishing touches are yours to choose.Nestled at the very

  Mark Triller Real Broker LLC

  702 Route 30 N, Bomoseen, VT 05732
• 

  

  /21

  $310,000

  • 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. Each unit features 3 spacious bedrooms and 1 full bath, with plenty of natural light and a functional layout. The property includes a detached two-car garage, ideal for storage or parking during Vermont winters.

  James Hurley Four Corner Properties LLC

  74 Harrington Ave, Rutland, VT 05701
• 

  

  /26

  $230,000

  • 3 Beds
  • 1 Bath
  • 1,568 Sq Ft

  6 Pearl St, Brandon, VT 05733

  Welcome to the heart of Brandon, one of Vermont’s most charming and picturesque small towns. Perfectly situated within walking distance to local dining, breweries, unique shops, and the vibrant scene, this property offers the ideal blend of convenience and community. Brandon’s family-friendly atmosphere truly comes alive throughout the year, especially during the popular summer concert series and

  Will Spanos KW Vermont-Killington

  6 Pearl St, Brandon, VT 05733
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  /60

  $875,000

  • 3 Beds
  • 1 Bath
  • 1,592 Sq Ft

  709 Little Sherburne Rd, Killington, VT 05751

  Escape to the privacy and tranquility of this unique off-grid property nestled on approximately 98 acres in Killington. Surrounded by nature and offering direct access to an extensive network of snowmobile trails, this three-bedroom home is ideal for outdoor enthusiasts or anyone seeking a peaceful retreat. A standout feature of the property is its abundance of established fruit plantings. More

  Laura Derderian Killington Valley Real Estate

  709 Little Sherburne Rd, Killington, VT 05751
• 

  

  /25

  $749,000

  • 6 Beds
  • 5 Baths
  • 4,792 Sq Ft

  50 Pleasant St, Rutland, VT 05701

  BIG BOLD & BEAUTIFUL. Built in 1922 for the owner of Howe Scale, this extraordinary 6-bedroom, 5-bath residence showcases exceptional craftsmanship, timeless character, and modern luxury. Thoughtfully renovated while preserving its historic charm, this one-of-a-kind home offers the perfect blend of elegance, comfort, and functionality. FANTASTIC KITCHEN featuring all the bells and whistles.

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

  50 Pleasant St, Rutland, VT 05701
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  /49

  $484,000

  $5K PRICE DROP

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

  135 Stage Rd, Fair Haven, VT 05743

  OPEN HOUSE Sunday June 28 1-3pm. Buyer Brokers honored. Gift card Raffle for attendees. Built in 2022, this stunning contemporary home features a south-facing glass wall that fills the interior with natural light and picturesque countryside views. The property offers ample space for gardening and outdoor enjoyment. On chilly evenings, relax beside the soapstone wood stove while taking in the

  Sean Dye BHHS Vermont Realty Group/Vergennes

  135 Stage Rd, Fair Haven, VT 05743
• 

  

  /58

  $1,395,000

  Coming Soon

  • 4 Beds
  • 4.5 Baths
  • 6,324 Sq Ft

  838 Cricket Hill Rd, Killington, VT 05751

  It’s hard to say which season you’ll enjoy most in this exceptional 4-bedroom, 5-bath fully furnished and equipped custom-built home, privately set on ten acres comprised of two separate 5-acre lots, with the lower lot offering possible development opportunities. Located in an established neighborhood with protective covenants that preserve both value and tranquility, this thoughtfully designed

  Bret Williamson Killington Valley Real Estate

  838 Cricket Hill Rd, Killington, VT 05751
• 

  

  /22

  $189,000

  • Land
  • 16.96 Acres
  • $11,144 per Acre

  59 Egg St, Pawlet, VT 05775

  Tucked into the quiet hills along the Vermont and New York border, this unique offering combines two separately deeded parcels totaling just under 17 acres and presenting an unique opportunity for the outdoor enthusiast, sportsman, or visionary seeking ultimate privacy. The VT parcel features 4.8 wooded acres in Pawlet with over 350 feet of Indian River frontage and direct access to the D&H Rail

  Brandi LaBounty Four Seasons Sotheby's Int'l Realty

  59 Egg St, Pawlet, VT 05775
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  /11

  $574,000

  $21K PRICE DROP

  • 5 Beds
  • 1.5 Baths
  • 2,900 Sq Ft

  5465 U S 4, Killington, VT 05751

  Live or work 2 minutes to Killington Resort's Skyeship Gondola! This unique property along the Route 4 flats is zoned mixed use for residential and/or commercial — it is currently split into 4 offices but permitting allows for up to 5 bedrooms (sleeps 10). The upstairs has a separate entrance in the back, so could be easily split into a duplex as well. So many opportunities! The flat driveway

  David White OwnerEntry.com

  5465 U S 4, Killington, VT 05751
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  /16

  $199,900

  $35K PRICE DROP

  • 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
• 

  

  /31

  $799,000

  $100K PRICE DROP

  • Land
  • 308 Acres
  • $2,594 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 4-bedroom 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

  Alison McCullough Alison McCullough Real Estate

  00 Pasquale St Unit 13, Chittenden, VT 05763
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  /48

  $1,100,000

  • 4 Beds
  • 2 Baths
  • 4,020 Sq Ft

  1267 Kelley Hill Rd, Pawlet, VT 05761

  Pawlet Perfection! High on a quiet country road, surrounded by open meadows, is that rare combination of peaceful country retreat and grand historic home. This enchanting compound sits on 15 acres with protected majestic mountain views and includes a classic 1817 Federal farmhouse, a dramatic two story barn, original blacksmith shop, milk house, open tractor shed, and other functional

  Laura Beckwith Josiah Allen Real Estate, Inc.

  1267 Kelley Hill Rd, Pawlet, VT 05761
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  /37

  $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
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  /50

  $399,000

  $40K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,514 Sq Ft

  25 Laverne Dr, Rutland, VT 05701

  Welcome to this very spacious single-family home located in one of Rutland City’s most desirable neighborhoods. Offering the perfect combination of comfort, privacy, and convenience, this property is ideally situated close to shopping, dining, schools, parks, and everyday amenities. Inside, you’ll find a thoughtfully designed layout with generous living spaces, four comfortable bedrooms, and

  David Lafontaine Welcome Home Real Estate

  25 Laverne Dr, 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
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  /18

  $130,000

  • Land
  • 6,098 Sq Ft
  • $928,571 per Acre

  00 Perch Pond Rd Unit 6.68, Benson, VT 05743

  Waterfront Improved lot all set for your Camper or perhaps a seasonal tiny home. Extensive docking and deck system in place. Septic system, power, driveway and water available from the Pond makes this a "ready to go " parcel. Perch Pond is a 30 acre non motorized swimming and fishing destination that is a hard to find. A clean and uncrowded destination to go and relax and enjoy nature. It is

  Derek Greene Derek Greene

  00 Perch Pond Rd Unit 6.68, Benson, VT 05743
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  /12

  $499,000

  • 3,951 Sq Ft

  36 S Main St, Rutland, VT 05701

  Solid 1900 multi-family boasting nearly 4,000 sq. feet of living space. Currently set up as a 4-unit, may be a possibility to convert an office space into a fifth apartment. Clean updated Three 2-bedrooms and an efficiency adding 4 much needed apartments in Rutland City's repertoire. The house features spacious bedrooms with large closets, impressive living areas and tall ceilings. A large

  Nancy Greenwood Watson Realty & Associates

  36 S Main St, Rutland, VT 05701
• 

  

  /22

  $800,000

  • Land
  • 26,571 Sq Ft
  • $1,311,475 per Acre

  123 Peninsula Dr, Poultney, VT 05764

  Rare opportunity to own a waterfront lot on the peaceful shores of Lake St. Catherine with substantial State permitting and planning work already completed. Tucked away in protected Oxbow Bay near the island, this special property offers beautiful lake frontage, mature trees, private docks, and a sandy beach in one of the lake’s more sheltered and scenic settings. The current owners have invested

  Trent Stephens Wohler Realty Group

  123 Peninsula Dr, Poultney, VT 05764
• 

  

  /36

  $598,000

  • 5 Beds
  • 3 Baths
  • 3,040 Sq Ft

  77 Belmont Rd, Mount Holly, VT 05758

  Discover this exceptional multi-family property offering three updated units, just 7.2 miles from the world-renowned Okemo Mountain Resort. Featuring two spacious 2-bedroom units and one charming 1-bedroom unit, this property is perfect for an owner-occupant seeking supplemental income or an investor looking for strong rental potential in a highly desirable location. Each unit has been

  Matthew Bellantoni Mary W. Davis Realtor & Assoc., Inc.

  77 Belmont Rd, Mount Holly, VT 05758
• 

  

  /3

  $44,000

  $5K PRICE DROP

  • Land
  • 14,374 Sq Ft
  • $133,333 per Acre

  73 South St, Middletown Springs, VT 05757

  Discover an outstanding opportunity in the heart of the vibrant and picturesque community of Middletown Springs. This versatile 0.30-acre commercial lot offers incredible potential for a variety of uses—whether you’re looking to establish a business, create a mixed-use space, or develop your own vision from the ground up. Conveniently located with electricity at the street, this property also

  David Lafontaine Welcome Home Real Estate

  73 South St, Middletown Springs, VT 05757
• 

  

  /58

  $129,000

  • Land
  • 1 Acre
  • $129,000 per Acre

  00 Pasquale St Unit 9, Chittenden, VT 05763

  Build your future 4-bedroom home on this 1.00-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

  Alison McCullough Alison McCullough Real Estate

  00 Pasquale St Unit 9, Chittenden, VT 05763
• 

  

  /9

  $800,000

  $150K PRICE INCREASE

  • Land
  • 2.71 Acres
  • $295,203 per Acre

  Lot 12 Mountain Side Dr, Killington, VT 05751

  Act 250 Permit received!! You’ll have to act fast if you want to grab a building lot in Killington’s exclusive and established Mountainside community—This rare-to-market, 2.71-acre, 6-bedroom state ww-permit, single-family home building lot located on the Ski home trail offers stunning views of Killington, Pico and the valley beyond. Sitting just off East Mountain Road, the Mountainside community

  Bret Williamson Killington Valley Real Estate

  Lot 12 Mountain Side Dr, Killington, VT 05751
• 

  

  /3

  $55,000

  • Land
  • 14,374 Sq Ft
  • $166,667 per Acre

  00 Airport Rd Unit 2, Fair Haven, VT 05743

  FAIR HAVEN: Desirable building lot available in Fair Haven, VT! Lot #2 offers a level and open parcel providing a great opportunity for a primary residence or investment property. Public water, public sewer, and power are available at the street, allowing for ease of development. This lot is situated in a convenient in-town location near downtown Fair Haven, local schools, and area amenities. A

  Owen Loughan Westside Real Estate

  00 Airport Rd Unit 2, Fair Haven, VT 05743
• 

  

  /50

  $687,500

  Open Fri 11AM - 1PM

  • 3 Beds
  • 2.5 Baths
  • 2,680 Sq Ft

  1704 North St, Wells, VT 05774

  Relax with sweeping mountain and lake views from atop a hillside in this beautifully maintained Cape Cod-style residence that offers wildlife, creature comforts and modern convenience. Set in the picturesque town of Wells, Vermont, enjoy easy access to Pond Mountain and Lake St. Catherine in the heart of the Lake Region. Approximately 2,680 square feet of thoughtfully designed living space,

  Eric Hier Northland Real Estate

  1704 North St, Wells, VT 05774
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  /37

  $249,000

  • Land
  • 20 Acres
  • $12,450 per Acre

  0 Summit Unit 5093820, Mount Holly, VT 05758

  Come and take a look at this twenty acres in Mt. Holly and see if it is meant to be yours. Soil testing was just done on this relatively level parcel of land. Six pits were dug and results were favorable. The soil tests were done in the Southeast corner of the property in a slightly elevated section of the parcel and indicate suitable soils for one or more wastewater systems. An engineer's letter

  Tyleen Murray Kelley Real Estate, Inc.

  0 Summit Unit 5093820, Mount Holly, VT 05758
• 

  

  /17

  $159,000

  • Land
  • 2.9 Acres
  • $54,828 per Acre

  100 Pennock Ln, Rutland, VT 05701

  LIVE WYNRIDGE. Take advantage of this opportunity to purchase a building lot within the exclusive Wynridge subdivision in Rutland Town. Don't miss your chance to build your dream home in one of the areas most desirable and established luxury neighborhoods. Wynridge is known for its peaceful setting, quality homes, and elevated living. Enjoy beautiful mountain views, including sightlines toward

  Leo Pond Four Seasons Sotheby's Int'l Realty

  100 Pennock Ln, Rutland, VT 05701
• 

  

  /45

  $1,170,000

  $130K PRICE DROP

  • 4 Beds
  • 1.5 Baths
  • 2,065 Sq Ft

  882 Mitchell Rd, Cuttingsville, VT 05738

  Snowlight Farm spans 137 acres along the western slopes of the Green Mountains, with sweeping views across the Green Mountains to the Taconic Range. The offering includes a 2,692 square foot Federal-style farmhouse, built in 1812, with four bedrooms and 1.5 baths, complemented by a circa-1850 repurposed barn with 2,065 square feet of living space including four bedrooms and 3.25 baths. The early

  Dia Jenks LandVest, Inc/Woodstock

  882 Mitchell Rd, Cuttingsville, VT 05738
• 

  

  /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
• 

  

  /7

  $165,000

  $14K PRICE DROP

  • Land
  • 1.72 Acres
  • $95,930 per Acre

  Lot 8 Barts Hill Rd, Killington, VT 05751

  Great Killington opportunity in The established Meadows community on Barts Hill Road. This 9 lot community is located in a private setting just off Rt. 100 North and includes community sewer for a 3-bedroom single family home & underground power at the lot. Close to local mountain bike trail heads, Green Mountain National Golf Course and Killington Resort. Make an appointment today to preview the

  Bret Williamson Killington Valley Real Estate

  Lot 8 Barts Hill Rd, Killington, VT 05751
• 

  

  /46

  $499,000

  • 3 Beds
  • 3,978 Sq Ft

  25 North St, Proctor, VT 05765

  Franklin’s Restaurant has been a generational gathering place in the historic town of Proctor, attracting a loyal local following with its small town warmth and welcoming atmosphere reminiscent of a certain popular TV show. Anchoring an important part of the town’s social life, the over 4000 square foot building, complete with two income producing apartments, sits on a 5.66 Acre parcel. This

  Zachary Zupan EXP Realty

  25 North St, Proctor, VT 05765
• 

  

  /55

  $675,000

  $1K PRICE INCREASE

  • 6 Beds
  • 3.5 Baths
  • 3,912 Sq Ft

  99 Spooner Point, Castleton, VT 05735

  This is the lakefront property you’ve been waiting for! Situated along the shores of beautiful Lake Bomoseen in Castleton, VT, this six-bedroom, 3.5-bathroom single-family home offers an incredible opportunity to own 52 amazing feet of lake frontage in one of Vermont’s most scenic waterfront settings. Set on a 1.79 acre lot with a private dock and stunning lake and mountain views, the property

  Rhonda Nash Welcome Home Real Estate

  99 Spooner Point, Castleton, VT 05735
• 

  

  /7

  $65,000

  • Land
  • 1.15 Acres
  • $56,522 per Acre

  13s Mountain View Dr, Pittsford, VT 05763

  Picture the home you've always sketched in your mind, then imagine the perfect blank canvas to bring it to life. This vacant parcel in Pittsford offers exactly that—an opportunity to build your Vermont vision from the ground up, with mountain views thrown in as a daily bonus. Tucked along a quiet dead-end street shared by just three neighboring homes, this lot delivers the kind of peace that's

  Brian Hill Remax Summit

  13s Mountain View Dr, Pittsford, VT 05763
• 

  

  /45

  $425,000

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

  95 Killington Center Dr Unit R-33 Unit 331 & 332, Killington, VT 05751

  Exciting Opportunity at Killington Center – Renovated, Versatile, and Ready to Rent! Welcome to Units 331 & 332 at Killington Center—two beautifully renovated condos offering the ultimate in convenience, comfort, and flexibility. Each fully furnished unit is thoughtfully designed for short-term rental success or personal enjoyment. One of the units is a lock-off bedroom/bathroom suite—perfect for

  Bret Williamson Killington Valley Real Estate

  95 Killington Center Dr Unit R-33 Unit 331 & 332, Killington, VT 05751
• 

  

  /26

  $165,000

  • Land
  • 38.36 Acres
  • $4,301 per Acre

  00 Bull Frog Hollow Rd, Wells, VT 05774

  This sprawling 38-acre parcel offers a rare canvas of raw Vermont beauty, waiting for the right visionary to bring their dreams to life. The landscape is rich with natural character, featuring historic stone walls, dramatic ledge formations that can serve as a stunning architectural backdrop, and a large, flowing stream that could easily feed into a future private pond. Tucked within the acreage

  Kate Flanders KW Vermont

  00 Bull Frog Hollow Rd, Wells, VT 05774

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