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Bennington County

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19 Royal Street Bennington VT 05257

Bennington, VT19 Royal Street

Price$365,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5048567

  • Residential Single Family
  • Full Bath 1
  • Address 19 Royal Street
  • Village North Bennington
  • Bedrooms 4

Welcome to this beautifully updated four-bedroom home, ideally located in a sought-after North Bennington neighborhood. Situated on over half an acre, this property offers the perfect balance of privacy and convenience-just steps from scenic hiking trails and close to Bennington College. Step inside to discover a freshly renovated kitchen and bathroom, complemented by new flooring throughout the home. Brand new first floor half bath and mudroom entrance recently added. The dining room features a sliding glass door that opens to a spacious back deck, perfect for outdoor dining and relaxing. A covered front porch adds classic New England charm and a welcoming touch. With a large attached garage offering plenty of storage and workspace, this home is as practical as it is inviting. Whether you're enjoying the peaceful surroundings or entertaining guests, this home provides comfort, style, and a true sense of place in a friendly, walkable neighborhood. Don't miss this North Bennington gem-schedule your showing today!

Listed by Lindsey Martin of Maple Leaf Real Estate

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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.

38 Oak Ridge Lane Bennington VT 05201

Bennington, VT38 Oak Ridge Lane

Price$359,900The price has recently decreased

Est. Mortgage: $/month

MLS Number 5073481

  • Residential Single Family
  • Full Bath 2
  • Address 38 Oak Ridge Lane
  • Bedrooms 3
  • Bathroom 2

Convenient one-level living meets modern style and design in this beautifully crafted ranch home, situated on a spacious 1.4-acre lot within a newer, private four-home subdivision. Relax on the impressive 52-foot farmer's porch-perfect for enjoying cool summer breezes, stunning sunsets, entertaining guests, or simply taking in the expansive yard and thoughtfully designed plantings. Inside the open floor plan showcases a stylish kitchen with stainless steel Whirlpool appliances, a walk-in pantry, farmhouse sink, and center island w/ seating, seamlessly flowing into the living room highlighted by a tray ceiling and custom built-in entertainment center. The oversized primary suite offers a private retreat with a spa-like bath, including his-and-her vanity, a glass-enclosed palisade shower, built-ins, window seat, and a generous walk-in closet. The opposite end of the home includes two additional bedrooms, a full bath, and a spacious laundry room with abundant storage. The slider leads out to the covered back deck and overlooks the private, fenced-in backyard. Additionally, the home offers low maintenance flooring, recessed lighting throughout, forced hot air heat via propane, 100 amp electrical, town water, private septic, and Vermont Weatherization including upgraded insulation. Expansion potential for a future garage adds even more value. Constructed in 2023, it is truly move-in ready and offers a wonderful opportunity to create lasting memories. This property is in close proximity to historic downtown Bennington and is just 30 minutes from Manchester VT and Williamstown MA. Additionally, it is within approximately 45 minutes of several ski resorts in Vermont (Mount Snow, Stratton Mountain, and Bromley Mountain) and Massachusetts (Jiminy Peak).

Listed by Matt Waddington of Hoffman 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.

3589 Morse Hill Road Dorset VT 05251

Dorset, VT3589 Morse Hill Road

Price$359,000The price has recently decreased

Est. Mortgage: $/month

Pending

MLS Number 5090408

  • Residential Single Family
  • Full Bath 1
  • Address 3589 Morse Hill Road
  • Bedrooms 2
  • Bathroom 1

All offers due in writing by May 26th at 6pm. There is a certain kind of Vermont home that does not need to be large to feel memorable-and 3589 Morse Hill Road is exactly that kind of place. Set within a Dorset valley, framed by the surrounding mountains, this charming residence carries the quiet romance of a cottage-like retreat while offering the comfort and practicality of a home that is easy to live in. Modest in scale but rich in feeling, the property is bordered by a varied mix of flowering shrubs, mature trees, and evergreens that create a natural sense of privacy and enclosure. The setting feels tucked away without feeling removed, with a darling farmstand just across the road adding the kind of simple, old-Vermont charm that makes the location feel immediately grounded in place. Inside, the home offers warmth, texture, and ease. Wide-plank wood floors, natural light, and a wood stove give the main living spaces an inviting, grounded quality, while the loft adds architectural interest, flexibility, and a touch of storybook charm. Its manageable footprint is part of the appeal: low-maintenance, approachable, and well-suited for a full-time residence, weekend retreat, ski-area base, or Vermont escape that a future owner can thoughtfully refine over time. Minutes from Manchester, close to golf, skiing, Dorset village life, and the enduring beauty of the surrounding mountains, this is not a home trying to impress through excess. Its appeal is quieter and more lasting: charm, simplicity, setting, and soul. At this price point in the Dorset market, opportunities with this much character and livability are increasingly rare.

Listed by Hayleyanne Van Der Kar of Four Seasons Sotheby's Int'l Realty

{$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.

149 Jewett Drive Bennington VT 05201

Bennington, VT149 Jewett Drive

Price$355,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 5077814

  • Residential Single Family
  • Full Bath 1
  • Address 149 Jewett Drive
  • Bedrooms 4
  • Bathroom 2

Tucked just outside of town with sweeping views in every direction, this 4-bedroom, 2-bath raised ranch offers the space and setting you're looking for. Hardwood floors run throughout the main level, where the sun-filled living room features a cozy wood-burning fireplace-perfect for gathering on chilly evenings. The finished lower level provides flexible space to grow, including the third and fourth bedrooms , a rec room for movie nights or play space, and a bonus room set up as a home gym. Laundry is conveniently located downstairs, keeping daily routines organized and efficient. Step outside to a large, level yard designed for making memories-complete with an above-ground pool for summer fun, a spacious deck for cookouts, and a firepit for evenings under the stars. The two-car garage offers plenty of room for vehicles, bikes, and all the extras that come with an active Vermont lifestyle! Peaceful country feel just minutes from town amenities-this home offers room to spread out, inside and out.

Listed by Faith Rhodes of Maple Leaf Real Estate

{$office->Name}

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.

93 Russett Drive Bennington VT 05201

Bennington, VT93 Russett Drive

Price$350,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 5080194

  • Residential Single Family
  • Full Bath 1
  • Address 93 Russett Drive
  • Bedrooms 4
  • Bathroom 3

Welcome to this charming mid-century home set on 1.27 acres, offering 4 bedrooms and 3 bathrooms. This property blends character, functionality, and unique design throughout. At the heart of the home, a beautiful open concept kitchen and living area creates the perfect space for gathering and entertaining. A stunning fireplace anchors the room, offering warmth and ambiance whether you're hosting guests, enjoying family dinners, or settling in for a cozy evening. Natural light pours through the home, highlighting the striking cathedral ceilings and gorgeous parquet hardwood floors. The inviting entryway features classic slate flooring, setting the tone for the thoughtful details found throughout. The lower level offers a truly unique bonus space with a spacious family/game room featuring a show stopping two sided fireplace, along with a convenient half bath and laundry area ideal for flexible living and entertaining. Step outside and enjoy the peaceful setting, where birdsong and nature surround you perfect for those who appreciate wildlife and the simple joy of feeding birds right from your own yard. This home offers the best of both worlds privacy and convenience. Set in a quiet location, yet just minutes to shopping, schools, and local hospitals, it's perfectly positioned for today's lifestyle. Whether you're looking to be close to town or tucked into a private neighborhood, this is the home you've been waiting for. Additional features include town water, private septic, and a spacious two-car garage with extra workspace. With its unique mid-century charm, desirable amenities, and prime location, this home is priced to sell. Don't miss your opportunity schedule your showing today before it's gone!

Listed by Brooke Thomson Drew of Mahar McCarthy 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.

250 Shepherd Lane Arlington VT 05250

Arlington, VT250 Shepherd Lane

Price$350,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5085303

  • Residential Single Family
  • Full Bath 1
  • Address 250 Shepherd Lane
  • Bedrooms 3
  • Bathroom 2

Looking for privacy with The National Forest right in your backyard? Welcome Home to a 3 bedroom, 2 bath home that offers the perfect blend of peaceful country living and everyday convenience. Set on a private retreat like setting, this property gives you the space and flexibility to live the lifestyle you want. Dreaming of building a barn or having horses? There's room to make it happen. Prefer quiet mornings and nature all around you? You've got that too. Despite the privacy, you're never far from what you need groceries and essentials are just 15 minutes away, and you can be shopping and dining in Manchester, Vermont in about 20 minutes, with easy access to designer outlets, dining, and year-round activities like skiing and hiking. Whether you're looking to relax, explore, or enjoy the best of both worlds, this home truly has it all. Schedule your private showing today!

Listed by Brooke Thomson Drew of Mahar McCarthy 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.

10 Cass Terrace Manchester VT 05255

Manchester, VT10 Cass Terrace

Price$350,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 5088054

  • Residential Single Family
  • Full Bath 1
  • Address 10 Cass Terrace
  • Bedrooms 2
  • Bathroom 2

Charming and beautifully updated, this 1920's home blends timeless character with modern comfort in a desirable Manchester, Vermont setting. Offering 2 bedrooms and 2 baths within 1,200 square feet, this inviting home features an open kitchen flowing seamlessly into the dining area, highlighted by hardwood floors throughout and abundant natural light. A beautiful sunroom off the back of the home creates the perfect space to relax year-round. Enjoy scenic views from the spacious Trex deck or unwind on the covered front porch. Situated on a corner lot with a paved driveway, the property also includes an oversized one-car garage for added storage and convenience. Town water and septic services add to the ease of ownership, while newer vinyl siding and replacement windows provide a low-maintenance exterior. Thoughtfully updated throughout, this move-in ready home offers comfortable Vermont living close to all Manchester amenities.

Listed by Kelley McCarthy of Mahar McCarthy 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.

1153 King Hill Road Readsboro VT 05350

Readsboro, VT1153 King Hill Road

Price$349,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5080184

  • Residential Single Family
  • Full Bath 1
  • Address 1153 King Hill Road
  • Bedrooms 4
  • Bathroom 2

This recently updated 1920s Vermont farmhouse features 4 bedrooms, 2 full bathrooms, and a versatile loft space on just over 8 acres! Large, updated windows showcase mountain views and allow natural light to fill every room, highlighting the home's charming original details alongside modern updates. The first floor has two bedrooms, both full bathrooms, first floor laundry, as well as TWO spacious living rooms! One living room showcases exposed beams, a vaulted wood ceiling, a cozy wood stove, and loft space above which could be perfect for a reading nook, office, or additional guest area. Updates in this home are tasteful, modern and add substantial rustic character. Furnishings are included in the sale. With two convenient points of entry, the home easily accommodates a dedicated mudroom or simple access directly through the kitchen. This versatile layout allows for one floor living with the expansive space of two bedrooms on the second floor! The property includes a spacious 52' x 35' barn that offers excellent storage, workshop space, or room for hobbies and equipment. The outdoor setting has a small apple orchard and a former smokehouse once used for curing meats, adding unique character and history! Outdoor enthusiasts will appreciate many local hiking trails, direct snowmobile and ATV trail access, along with the convenience of an EV charger hookup. Just 22 miles to Mount Snow Ski Resort, 14 miles to Wilmington Village, 15 miles to Berkshire East in Charlemont and 18 miles to MASSMoCA in North Adams, you are centrally located to all forms of enjoyment!

Listed by Casey Scott of Southern Vermont Realty Group

{$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.

2154 US Route 7 Pownal VT 05261

Pownal, VT2154 US Route 7

Price$345,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5087889

  • Residential Single Family
  • Full Bath 1
  • Address 2154 US Route 7
  • Bedrooms 3
  • Bathroom 1

Charming antique Cape full of character and opportunity. This 3-bedroom, 1-bath home offers timeless New England charm with warm, inviting living spaces and a flexible layout ready for your personal touch. A first-floor bedroom and first-floor laundry provide the convenience of single-level living, while additional bedrooms upstairs offer flexibility for guests or office space. Original details and classic architecture create a cozy atmosphere while offering the perfect canvas for updates and modern conveniences. A true standout feature is the enormous detached garage, providing exceptional space for vehicles, storage, hobbies, workshop use, or potential small business needs. Whether you're a contractor, collector, craftsman, or simply need extra room, this oversized garage offers endless possibilities. Outside, enjoy the charm of a picturesque gazebo and a traditional sugarhouse, adding unique character and classic New England appeal to the property. The expansive acreage provides room to garden, explore, recreate, or simply enjoy the privacy and natural surroundings. Situated in a convenient commuter location on a well-traveled road with easy access to nearby amenities and major routes, this property combines visibility, functionality, and value. A unique opportunity for buyers seeking space, versatility, and antique charm in one distinctive property.

Listed by Angela Bevin of Maple Leaf 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.

22 Carlen Street Manchester VT 05255

Manchester, VT22 Carlen Street

Price$340,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 5055044

  • Residential Single Family
  • Address 22 Carlen Street
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,590

Live in one and rent the other. Discover the charm and value of this affordable starter home with rental option. Located in a quiet, residential area of Manchester. This spacious ranch-style property offers a rare combination of flexibility, space, and opportunity, perfect for first-time buyers, investors, or anyone looking to create their dream home with a few finishing touches. The main level features two comfortable bedrooms, a full bath, and a dedicated office, ideal for remote work or guest space. A bright bonus room off the main living area is perfect for relaxed gatherings, a sunny dining space, or a cozy family room with direct access to a large backyard and deck. Downstairs, the partially finished basement includes a bonus room, a studio-style kitchen, and an additional bath,offering endless potential for a guest suite, home studio, or extra storage. Step outside to enjoy a private, fully fenced backyard, complete with mature gardens lovingly maintained by the current owner. It's the ideal setting for outdoor entertaining, gardening, or quiet relaxation. Conveniently located just minutes from top-rated schools, shopping, restaurants, ski resorts, hiking trails, and local arts and cultural destinations, this home puts you at the heart of all that Manchester has to offer. Whether you're searching for a primary residence, a second home, or a smart investment opportunity, this property is an affordable entry point into the Manchester real estate market.

Listed by Andy Reed of Four Seasons Sotheby's Int'l Realty

{$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 4:24 PM EDT

 

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