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Rutland County

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1267 Kelley Hill Road Pawlet VT 05761

Pawlet, VT1267 Kelley Hill Road

Price$1,100,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5085107

  • Residential Single Family
  • Full Bath 1
  • Bedrooms 4
  • Bathroom 2
  • Square Feet 4,020

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 outbuildings (ripe for cottage conversion). Sensitively restored and updated for modern living, the residence offers crisp spacious rooms with high ceilings and beautiful historic details like original wrought iron hardware and wide plank flooring. The gracious floor plan includes a wide center stair hall surrounded by an elegant living room, a library with floor-to-ceiling built-in bookshelves on every wall, with a passthrough into the formal dining room, and first floor bedroom/study with an adjacent full bath. All of these rooms boast expansive closets and wood-burning fireplaces with original marble hearths. A mid 19th century addition houses the modern kitchen with new Italian appliances, multiple pantries, and a large breakfast area wrapped in a wall of windows facing the exquisite westerly sunset vistas. Upstairs, four large BRs with two window exposures and generous closets plus a bath w/ walk-in shower round out this comfortable home. The attic is finished providing functional art/work space and storage. High-speed fiber and updated mechanicals, including radiant heat throughout the entire first floor. A Peaceful Four Season Paradise minutes to Pawlet Village, nearby Dorset & Manchester amenities, plus hiking, skiing, rail trail, equestrian pursuits, lake and river recreation, farmers markets, music, art & theater! Additional 16 acres available with state waste water permit for a 5 bedroom home with buried electric and junction box on site.

Listed by Laura Beckwith and Elizabeth Romano of Josiah Allen Real Estate, Inc.

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Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.48% last updated on 2026-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

127 Wynnridge Drive Rutland Town VT 05701

Rutland Town, VT127 Wynnridge Drive

Price$1,099,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5038848

  • Residential Single Family
  • Full Bath 3
  • Address 127 Wynnridge Drive
  • Bedrooms 4
  • Bathroom 5

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 the soaring 17-foot vaulted foyer that invites elegance and warmth. The great room showcases cathedral ceilings, granite, a gas fireplace, and beautiful built-in bookshelves, while custom windows frame breathtaking mountain views. Glorious dining room. The eat-in kitchen is a delight, with rich wood cabinetry, granite countertops, and upscale appliances. Adjacent, the den offers a fireplace providing an ideal oasis for relaxation. A three-season porch and spacious deck create an inviting environment for summer enjoyment. The main-level primary suite is flooded with natural light and features a luxurious bathroom for private retreats. On the second floor, discover three additional bedrooms, two full baths, one en suite, and a versatile den for work or play. The lower walk-out level is perfect for guests or extended living needs, featuring a family room, a bonus room, and a bath. Mechanical amenities include a Buderus boiler, central air conditioning, a central vac., and a new whole-house generator. Located in one of Rutland Town's most coveted neighborhoods. Minutes to Skiing & Lakes.

Listed by Freddie Ann Bohlig of Four Seasons Sotheby's Int'l Realty

{$office->Name}

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

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Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.48% last updated on 2026-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

3780 Danby-Pawlet Road Danby VT 05739

Danby, VT3780 Danby-Pawlet Road

Price$1,050,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 5085304

  • Residential Single Family
  • Full Bath 2
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 3,004

Quintessential Vermont Get Away: 62.8 Acres of exceptionally balanced pasture, hardwoods and Flower Brook! Circa.2001, 3000 SF beautifully executed Post and Beam residence is perched in an upper meadow featuring STUNNING THREE SISTERS VIEWS! Thoughtfully designed, the Great Room encompasses the open island kitchen, dining and dramatic two plus story glass wall living room all soaking up the phenominal sunset field to woodland mountain views. A massive stone fireplace is perfectly located for all living spaces to enjoy... The main level also offers a study and most practical mudroom/laundry. The second level opens to a loft landing and directs guests one direction to two bedrooms and bath, while the primary suite speaks to an equally dramatic vaulted post and beam frame, fireplace and walk-in closet and spacious bath with double vanity, separate shower and tub. On the lower level there's a walk out family room or exercise area, oversized two bay finished, heated garage and utility space. Furnishings available. Wildlife observation fascinates while weather and the big sky overlook is magnetic. This residence proves to be perfectly sited bordering Pawlet and intended to speak to peaceful enjoyment at every moment. Hardwood flooring, incredible light, and a whole house generator rounds out the package. Property in Land Use This P&B lives beautifully and truly represents the Quintessential Vermont Calling Card!

Listed by Laura Beckwith and Elizabeth Romano of Josiah Allen Real Estate, Inc.

{$office->Name}

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

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Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.48% last updated on 2026-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

1374 US Route 7S Wallingford VT 05773

Wallingford, VT1374 US Route 7S

Price$999,999The price has recently decreased

Est. Mortgage: $/month

MLS Number 5085183

  • Residential Single Family
  • Full Bath 2
  • Address 1374 US Route 7S
  • Bedrooms 3
  • Bathroom 2

Nestled in the scenic countryside of Wallingford, Vermont, this exceptional equestrian property is a true horse lover's dream. Set on nearly 23 picturesque acres with sweeping mountain and meadow views, this remarkable property offers everything needed for horses, hobbies, and country living. Designed with the equestrian enthusiast in mind, the property features a spacious 62' x 120' indoor riding arena, a well-appointed outdoor arena, 13 stalls, fenced pastures, and a round pen. Each paddock is thoughtfully equipped with its own run-in shed and water access, creating a functional and comfortable setup for horses year-round. Currently set up as a top notch boarding facility, this property was thoughtfully designed for the equestrian by an equestrian! The ease of day to day operation has already been established with functionality and efficiency in mind! With many functional outbuildings and a charming sugar house that adds classic Vermont character and offers endless possibilities. The inviting 3-bedroom, 2-bath home is filled with warmth and natural light, featuring a generous open floor plan ideal for everyday living and entertaining. Beautiful tongue-and-groove ceilings highlight the living room, while rich hardwood floors add timeless appeal. Large windows frame the stunning surrounding views and bring the beauty of the outdoors inside. Whether you are seeking a working horse property, a private retreat, or a place to enjoy the Vermont lifestyle, this one-of-a-kind property must be seen to be truly appreciated.

Listed by Rhonda Nash of Welcome Home Real Estate

{$office->Name}

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

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Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.48% last updated on 2026-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

848 Blue Star Drive Ira VT 05735

Ira, VT848 Blue Star Drive

Price$995,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5089834

  • Residential Single Family
  • Full Bath 1
  • Address 848 Blue Star Drive
  • Bedrooms 3
  • Bathroom 2

Offered on the market for the first time in over 100 years, this extraordinary multi-property estate is a rare and remarkable opportunity! Set on 6.24 scenic acres with the Castleton River forming the back property line, this one-of-a-kind property offers endless possibilities for multi-generational living, investment income, or business potential. The centerpiece of the property is the stunning main home featuring an attached two-car garage and a fully equipped in-law apartment. From the moment you arrive, the pride of ownership and care poured into this property over generations is undeniable. Relax on the gorgeous wraparound covered front porch while taking in breathtaking views of Birdseye Mountain and the rolling meadows beyond. Step inside to a bright and cheerful kitchen that instantly feels like home, along with spacious bonus rooms offering flexibility for offices, hobbies, or additional living space. Cozy up by the propane fireplace on chilly Vermont evenings and enjoy the comfort and warmth throughout. The in-law apartment, complete with its own private staircase, offers wonderful space for guests or extended family, while also having the option to seamlessly incorporate it back into the main home if desired. In addition to the main residence, the property includes two separate 2-bedroom, 1-bath homes, both currently rented, providing excellent income potential. Also included is a massive fully equipped commercial garage capable of housing up to seven vehicles. Formerly home to a successful business thanks to its prime location, the garage offers incredible opportunity for entrepreneurs, collectors, mechanics, or anyone in need of substantial workspace. Practical improvements add even more value, with all three homes featuring standing seam roofs, vinyl siding for easy maintenance, and radon mitigation systems already installed. Rarely does a property with this much history, versatility, income potential, and natural beauty become available.

Listed by Heather Martelle of Lakes & Homes Real Estate

{$office->Name}

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

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Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.48% last updated on 2026-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

49 Sherri Lane Clarendon VT 05759

Clarendon, VT49 Sherri Lane

Price$975,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5077318

  • Residential Single Family
  • Full Bath 3
  • Address 49 Sherri Lane
  • Bedrooms 5
  • Bathroom 5

Welcome to 49 Sherri Lane in Clarendon, Vermont, a private mountain-view sanctuary set in a peaceful Rutland County neighborhood. This thoughtfully renovated home blends Vermont character, modern comfort, and generous living space with sweeping mountain views in every season. The main level features a foyer, living room, eat-in kitchen, dining room, and bedroom, offering flexible everyday living. Hardwood and softwood flooring, radiant heat, central air conditioning, and abundant natural light create a warm, inviting feel throughout. Upstairs, the second level showcases a vaulted ceiling, exposed beams, and a dramatic arched window framing the surrounding scenery. The second-level primary suite includes a jetted soaking tub, walk-in closet, and private balcony overlooking the views, with additional bedrooms and full baths nearby. The finished walkout lower level offers excellent flexibility for a family room, guest space, recreation area, home office, or media room, with one full bath and direct backyard access. Updated bathrooms, modern finishes, and an attached multi-bay garage with unfinished space above add function and future potential. Located near Rutland, Killington, Pico, Lake Bomoseen, hiking, skiing, dining, and year-round Southern Vermont recreation, this Clarendon VT home for sale offers privacy, comfort, views, and four-season Vermont lifestyle appeal. Welcome Home!

Listed by Joshua Lemieux of RE/MAX Summit

{$office->Name}

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.48% last updated on 2026-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

962 Raymond Road Danby VT 05739

Danby, VT962 Raymond Road

Price$975,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 5090165

  • Residential Single Family
  • Full Bath 3
  • Address 962 Raymond Road
  • Bedrooms 5
  • Bathroom 3

Set on a picturesque stretch of rolling Vermont countryside, this residence is a timeless historic retreat where classic New England character meets refined country living. Rich in charm & thoughtfully expanded over time, the property seamlessly blends the warmth of the original historical home w/ a beautifully integrated addition designed for modern comfort & gathering. Inside, historic details shine through with wide plank wood floors, exposed wood beams, oversized hearth fireplaces, & sun-filled living spaces that honor the home's heritage while embracing contemporary living. The updated oversize kitchen & inviting common areas create an atmosphere that is both elegant & welcoming, ideal for entertaining or quiet evenings in the country. The primary suite is a peaceful private retreat designed to embrace the beauty and calm of its surroundings. Generously scaled & filled with natural light, the space offers a serene atmosphere with soft finishes, expansive windows, and tranquil views overlooking the surrounding landscape. The suite blends understated elegance w/ comfort, creating a true sanctuary within the home. Three additional bedrooms provide comfortable accommodations thoughtfully de for family & guests. The rooms offer a balance of classic VT character & understated elegance, creating cozy yet refined spaces throughout the home. Beyond the main residence, the property offers exceptional flexibility w/ a oversize detached garage barn, sugar shack & separate studio space, perfect for creative pursuits, a private office, or space for wellness retreat. Outdoors, expansive lawns & mature landscaping frame the setting, while the in-ground pool create a true summer escape surrounded by sweeping mountain views & peaceful VT scenery. Set on 13.4 AC, this property is private yet inviting, offering a rare opportunity to own a historic Southern Vermont home that captures the beauty of four-season living with timeless style, space, & authenticity. Showings start 5/23/26

Listed by Britt Wohler of WOHLER REALTY GROUP, Kim Morgan-Wohler of Wohler Realty Group

{$office->Name}

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.48% last updated on 2026-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

525 Station Road Mount Holly VT 05758

Mount Holly, VT525 Station Road

Price$950,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5076025

  • Residential Single Family
  • Full Bath 1
  • Address 525 Station Road
  • Bedrooms 3
  • Bathroom 3

Dreams can come true... this future 3 bedroom, 3 bath spec home is awaiting your final approval and is ready to be built with all permits ready to go. Situated on a quaint dead end road just 5 minutes to Okemo's Jackson Gore Base area, the home features a level lot with so much to offer. Energy efficient with the latest materials and building techniques, this home will not only provide endless memories but worry free living for years to come. The house faces due west, has a private backyard perfect for a patio and three season living. The main level features an open concept with kitchen, living and dining areas open and accessible to all. Enjoy apre winter evenings in front of your fireplace watching the fading sunsets. A second large den area is located upstairs with a second bedroom suite and primary suite. Attached two car garage leads to a mudroom/laundry area ready for all your outdoor activities. Every house should have an "upside"... this smart house has an unfinished bonus space over the garage, ready for your imagination. This location is steep with history, as the CCC built the locally famous Healdville Hiking Trail which starts at the end of the road. Snowmobile enthusiasts will relish the V.A.S.T. trail is also at the end of Station Road. Drive bys welcome please don't walk the land unless accompanied by an agent. Land can be sold without spec house, see MLS #5076026

Listed by Joseph Karl of William Raveis Real Estate Vermont Properties

{$office->Name}

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

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Do not fill in this field:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.48% last updated on 2026-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

226 Willowbrook Road Sudbury VT 05733

Sudbury, VT226 Willowbrook Road

Price$950,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5089078

  • Residential Single Family
  • Full Bath 1
  • Address 226 Willowbrook Road
  • Bedrooms 4
  • Bathroom 3

Welcome home to this idyllic and well-maintained Vermont home with large acreage. The house is sited perfectly on the 26 acre lot in order to provide privacy and take advantage of gorgeous, long-ranging views. Throughout the wooded acreage, you'll find well-maintained recreational trails for your outdoor pursuits. The interior of this home is warm and inviting, offering spacious, light-filled living areas and timeless finishes throughout. The traditional layout creates an effortless flow between the living room, dining room, kitchen, and breakfast nook, making it ideal for both everyday living and entertaining. Six foot windows surrounding the living room bring in natural light. You'll find abundant storage throughout the home, including walk-in closets in all four bedrooms and storage inside the built-in bench in the primary bedroom. A screened in porch wraps around the house, providing the perfect space for outdoor entertaining and enjoying the unparalleled views. The large garage provides storage space for at least two vehicles as well as smaller equipment and tools. Above the garage is a terrific workshop space; this area was previously finished and used as an ADU and could be converted again. Apple and oak trees bring deer right into your backyard. Directly across the road from the driveway, you'll find public access to a particularly beautiful section of the Otter Creek. You'll feel a million miles away, while in reality being conveniently situated equidistant between Middlebury and Rutland; while closer to home the charming town of Brandon is only a seven minute drive away.

Listed by Genevieve Smyth of BHHS Vermont Realty Group/Vergennes

{$office->Name}

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.48% last updated on 2026-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

91 Bombadil Path Pittsfield VT 05762

Pittsfield, VT91 Bombadil Path

Price$950,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5092220

  • Residential Single Family
  • Full Bath 2
  • Address 91 Bombadil Path
  • Bedrooms 3
  • Bathroom 4

Welcome to Paradise. Located just 7 miles to the Killington Access Road, 91 Bombadil Path offers the perfect blend of convenience, quality, square footage and comfort. This one owner, well maintained home offers easy access to the VAST trail. Situated on 3.84 acres this Cape presents peaceful gardens with mature perennial plants and a patio great for entertaining around the firepit. Park your vehicles in the attached, oversized garage which also includes overhead storage. Enter the home into a dedicated mudroom. If cooking is your thing you will love the natural light in the open concept kitchen featuring stainless steel appliances. Enjoy morning coffee in the 3 season sun porch. Relax in the spacious living room by the gas fireplace offering calming ambience. The generously sized primary suite complete with walk in closet, a 2 sink countertop, soaking tub and seperate shower is the perfect place to retreat to at the end of an adventurous day. The laundry room consists of a full sized washer and dryer, built in wall ironing board and wash sink, making laundry a breeze. Upstairs you will find 2 large bedrooms and a full bathroom. Both bedrooms offer plenty of space to work or study from home. Downstairs you will find a finished area offering an additional living room, bathroom, bar and bonus room. This space has its own entrance making it a perfect in-law suite or rental apartment. Downstairs you will also find a craft room, tool/ski tuning room, and plenty of storage space. Located just minutes to Killington, Pittsfield offers their students school choice, making this home even more desirable. Store your equipment, whether it is for gardening, snowmobiling or skiing in one of the 2 sheds. With plenty of parking, this home is perfect for a primary residence, a vacation home or an investment opportunity. Located on a cul-de-sac, this home offers beautiful winter mountain views. Near skiing, snowmobiling and hiking. Paradise awaits. Schedule your showing today.

Listed by Michelle Lord of Ski Country Real Estate

{$office->Name}

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.48% last updated on 2026-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated June 9, 2026 11:39 AM EDT

 

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