Historic & Antique Homes

This search features single-family homes built before 1945. Properties are listed by price in order from high to low. You may change your sort order below, and you can refine your search by checking or unchecking the search criteria (or sliding the criteria bar) along the right side of this page.

3309 3321 Main Street Manchester VT 05254

Manchester, VT3309 3321 Main Street

Price$1,850,000

Est. Mortgage: $/month

MLS Number 4977864

  • Residential Single Family
  • Full Bath 6
  • Construction Existing
  • Bedrooms 11
  • Bathroom 9

A rare gem and historically significant property in the picturesque setting of Manchester Village. Available for the first time in over 40 years! The embodiment of timeless elegance with a grand home and an adjacent carriage house, both on their own adjoining lots each with 1.27 acres. Boasting a total of 11 bedrooms, 6 full baths, 3 half baths and the main house includes a separate apartment with an additional kitchen. The main house is ready for full restoration and is the perfect canvas with almost limitless potential! Historical charm at every turn, this residence presents a unique opportunity to revive a piece of local history that once included Bromley Mountain Resort Founder, Fred Pabst Jr. and family. The move-in ready Carriage House with lots of light and charming character offers living space while renovations are underway and after, it could be used as a guest house, artist's studio, or private retreat! Enjoy the almost unheard of 2.54 park-like acres in the village of Manchester! The sprawling grounds provide a serene escape with mature trees and breathtaking mountain views perfect for outdoor activities, relaxation, and gatherings. A spectacular village location and positioned directly across from the renowned Ekwanok Country Club. Immerse yourself in the charm of the village atmosphere while enjoying convenient access to all of the area's best arts, dining, shopping, and endless recreational activities!

Listed by Greg Cutler of Four Seasons Sotheby's Int'l Realty

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$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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164 Landmark Lane Manchester VT 05255

Manchester, VT164 Landmark Lane

Price$1,600,000

Est. Mortgage: $/month

MLS Number 4993960

  • Residential Single Family
  • Full Bath 3
  • Address 164 Landmark Lane
  • Construction Existing
  • Bedrooms 4

Surrounded by breathtaking mountain views, this historic property named “The Landmark” was originally built on Main Street in Manchester. To avoid demolition in 1964, The Landmark was moved by the Dyer family to other lands they owned off Barnumville Road. The current owners bought the property in 1970 and has been thoroughly enjoyed by the family of 7 children. Today this magnificent home, on 5 acres, is surrounded by gardens, in-ground pool, a pergola of grape vines, and a bocce court with seating for viewers. Garden sheds and outbuildings also dot the landscape. Inside this home, you'll find original features such as French doors accessing living room with dining room. Every room has a spectacular mountain view bringing the light and warmth of the outside into the house. In addition to the 4 bedrooms, living room, dining room, den, family room and office, you'll find the owner's sewing room and a few light-filled reading areas. The screened-in porch is delightful overlooking pool and gardens. The spaciousness of the kitchen would be a designer's dream to update to today's trends. The setting and location, so close to downtown Manchester, make it uniquely a highly desirable property.

Listed by Donna Murray of Varick Associates Ltd

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$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Under the Mountain Farmhouse with Panoramic Mountain Views

732 Under The Mountain Road Londonderry VT 05155

MLS Number 5009012

  • Residential Single Family
  • Full Bath 1
  • Construction Existing
  • Bedrooms 5
  • Bathroom 4

Londonderry's Under the Mountain Road is one of the area's most beautiful country roads, meandering along the lower western edge of Glebe Mountain, home to Magic Mountain Ski Area and thousands of acres of conserved lands. Here you'll find Fairmount, one of Londonderry's cherished historical properties, featuring one of - if not THE - best view in southern Vermont, with panoramic views looking over the West River Valley to the majestic Green Mountains between Stratton and Bromley. The c.1810 farmhouse was thoroughly and thoughtfully renovated in 1987 and offers historic architectural details that are now integrated into a more contemporary layout, all with an eye to maximizing the interior spaces while enjoying outdoor areas, perennial gardens, and spectacular four-season views. The spacious 5BR house offers a traditional floorplan with rooms to gather in and others to relax and enjoy quiet time - perhaps by the fire in winter months or in the charming “Summer Room” during the warmer months. An adorable but rustic one-bedroom guest cottage is nearby; and there are barns and sheds for vehicles, tools and gear (or animals). The 42+ acre parcel is enrolled in VT's Current Use program for managed forestry and enjoys reduced property taxes. Londonderry is a special community and you'll be just a few miles from the farmer's market, outdoor recreation ranging from hiking and biking, to kayaking at nearby Lowell Lake, to skiing at four major ski areas. Make this special spot yours!

Listed by Mary Mitchell Miller Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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157 Thompson Road Chester VT 05143

Chester, VT157 Thompson Road

Price$995,000

Est. Mortgage: $/month

MLS Number 5000207

  • Residential Single Family
  • Full Bath 2
  • Address 157 Thompson Road
  • Construction Existing
  • Bedrooms 4

Welcome to this beautiful historic farm dating back to 1825. At one time known as the Thompson Farm, in 1995 it was purchased by the current owner who lovingly restored it to its former glory. In 1999 it became the "Jersey Girls Farm". Attention was given to retain all of the antique charm, including keeping the original slate roof on main house, all original doors and original wide board floors. The house was also modernized with conveniences such as a new heating system, new wiring, new windows (retaining the original design), and a full array of solar panels to make the house fully self-sufficient. You will find plenty of room and charm inside, beginning with the large country kitchen which includes a working antique Glenwood stove. There's a huge pantry which doubles as a laundry room. The dining room, living room, library, one bedroom, and spacious 1/2 bath complete the downstairs living area. On the second level are 3 large bedrooms and a full bath in the main structure. The expansive master suite even has a spa tub! This room has a 2nd stairway which leads you back to the kitchen. On almost 33 acres of open and wooded land, all of which sits at the end of a town-maintained road. There's a large pond for swimming, fishing, or even kayaking. 5 outbuildings including a nice 1800's 30 x 80 barn! Endless possibilities: small dairy or horse farm, Airbnb, or bed and breakfast. Just 5 minutes to Chester. Shopping, hospital, skiing at Okemo, I-91 - all within 15 - 20 minutes!

Listed by Glenn Olney and Chelsea Cary of Barrett and Valley Associates Inc.

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$
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$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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3357 Main Street Manchester VT 05254

Manchester, VT3357 Main Street

Price$993,000

Est. Mortgage: $/month

MLS Number 5000430

  • Residential Single Family
  • Full Bath 1
  • Address 3357 Main Street
  • Construction Existing
  • Bedrooms 3

Historic Manchester Village... Lovingly restored mid-1800s residence holds court on this beautiful street with lantern-lined marble sidewalks and underground utilities. Walk to all area amenities, from numerous dining options to Equinox Pond hikes and various sports such as golf, tennis, paddle, and cross-country skiing. This two-story-expanded colonial offers lovely light, architectural details, and abundant storage. This home has gracious flowing spaces, an open double parlor/ living room, library/ office, dining room with a lavish butler's pantry, and a modern kitchen that opens onto an impressive great room. Enjoy family time in the large south-facing sun-filled great room complete with fireplace, vaulted ceiling, and an open loft. Abundant windows throughout the home follow the sun and bring in beautiful natural light all day. Convenient utility spaces complete the main level: a walk-in pantry, large laundry, bath, and two foyers. Upstairs, the spacious loft connects with the great room below, creating space that keeps the family connected. The loft has views of Equinox Mountain and offers two additional office spaces. There are two guest rooms, a hall bath, and a private primary suite offering four closets, including two walk-ins and a sunny ensuite bath. The spacious private deck is perfect for outdoor entertaining! The easy-care grounds provide lovely landscaping, a verdant back deck, and a front porch that welcomes friends walking by! Mountain views to East and West!

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

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%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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41 Lawrence Hill Road Weston VT 05161

Weston, VT41 Lawrence Hill Road

Price$899,000

Est. Mortgage: $/month

MLS Number 4969778

  • Residential Single Family
  • Full Bath 5
  • Construction Existing
  • Bedrooms 7
  • Bathroom 6

This charming historic home, nestled on a hillside in the heart of Weston Village, offers a unique blend of old-world character and modern comfort. Built in the 1800s, the house is rich with architectural details, including aged barn wood accents, warm pine floors, and sunlit rooms that create a welcoming atmosphere for family and friends. The spacious living area is perfect for gatherings, while the home also offers plenty of quiet spaces to relax and unwind. The master suite is a true retreat, featuring stunning views of the stream at the back of the property, a walk-in closet, a dressing room, and a luxurious full bath. Each of the additional bedrooms is equally private, with its own bath either en-suite or just across the hall. Outside, the firepit area in the backyard and the front patio offer peaceful spots to enjoy the soothing sounds of the West River. Plus, with the Village Green, Weston Playhouse, and local shops only 0.2 miles away, this home is ideally located to embrace all that Weston has to offer. This property is a timeless treasure, ready to be cherished by generations to come.

Listed by Jessica Citera of Cummings & Co

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$
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$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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42 Blackberry Lane Jamaica VT 05343

Jamaica, VT42 Blackberry Lane

Price$899,000

Est. Mortgage: $/month

MLS Number 5004180

  • Residential Single Family
  • Full Bath 2
  • Address 42 Blackberry Lane
  • Construction Existing
  • Bedrooms 5

Welcome to Sweet Berry Farm, a picturesque farmhouse in Jamaica, Vermont. This extraordinary property blends historical charm with modern updates, offering an enchanting living experience. Enjoy mature apple trees, blueberry bushes, blackberries, and grapes. There are also many varieties of flowers and bushes that bloom throughout the warmer season. Originally built in 1850, this farmhouse showcases craftsmanship of the era with well-preserved original features. A total farmhouse renovation also provided a new addition with contemporary comfort. The expansive 3 story addition with a large open living room, dining room, 2nd kitchen area on the main floor, a large family room with a separate den and bathroom on the lower walkout level as well as additional bedrooms and bathrooms including a primary suite with vaulted ceilings and spa bathroom with a jetted tub on the upstairs level. There truly is ample space for family and guests, as each room exudes warmth and character, featuring exposed beams, original hardwood floors, and a cozy woodstove fireplace. Situated on a 5.7-acre private plot up a lovely driveway, Sweet Berry Farm includes a large barn and three versatile outbuildings for a workshop, artist's studio, or storage including a garbage shed. Close Proximity to Stratton Mountain is a highlight. Enjoy skiing or snowboarding nearby in Winter, and explore hiking trails, bike paths, and ponds in warmer months. Sweet Berry Farm isn't just a home; it's a lifestyle.

Listed by Carrie Mathews of Winhall Real Estate

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$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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815 Route 100 Weston VT 05161

Weston, VT815 Route 100

Price$740,000

Est. Mortgage: $/month

Open House

MLS Number 5027846

  • Residential Single Family
  • Next Open House: Wed 02/12 1:00 pm. to 4:00 pm.
  • Full Bath 6
  • Address 815 Route 100
  • Construction Existing

Escape to this enchanting circa 1830 Colonial, a quintessential Vermont country retreat perfectly positioned at the edge of Weston Village with breathtaking Green Mountain views. Embrace the beauty of nature with nearby XC ski trails, snowmobiling, and snowshoeing, plus five renowned ski mountains just a short drive away. In summer, Weston comes alive with concerts on the village green, summer theater, charming shops, and farm-to-table dining. The property's picturesque grounds feature lush perennial gardens, apple trees, classic stone walls, and a secluded in-ground swimming pool-offering a serene sanctuary for relaxation. Step inside and be transported back in time with beautifully preserved historical details, while five en suite bedrooms provide comfort and public areas continue to embrace New England traditions and character. A charming guest cottage with a kitchenette, living/dining area, bedroom, and ¾ bath is perfect for visitors or extended stays. Additional highlights include a detached studio, a spacious attic, and an attached garage, giving you endless possibilities to enjoy this stunning countryside escape. Discover the timeless beauty of Vermont living-floor plans and 3D video assist in revealing the layout. Showings by appointment scheduled around occupancy. Furniture list being finalized.

Listed by Lavinia Lee Brown and Nancy Jensen of Four Seasons Sotheby's Int'l Realty

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$
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$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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43 Pleasant Street Ludlow VT 05149

Ludlow, VT43 Pleasant Street

Price$635,000

Est. Mortgage: $/month

MLS Number 5014063

  • Residential Single Family
  • Full Bath 1
  • Address 43 Pleasant Street
  • Construction Existing
  • Bedrooms 4

Charming Village Home for Sale! Discover your dream home on Pleasant Street! This enchanting vintage property boasts an ideal location along the Okemo shuttle route and is just a short, delightful stroll from the vibrant downtown area. With its unique artistic flair, this spacious abode harmoniously combines timeless elegance with modern comforts, creating an inviting retreat for you and your loved ones. As you step inside, you'll be welcomed by generously sized rooms that exude warmth and inviting relaxation. When it's time to entertain, you'll love the expansive living spaces, including a dining room, living room, family room, and den. Updated windows fill the home with natural light. More than just a home, this property presents endless opportunities for creativity and functionality. An attached barn and garage provide approximately 1,300 sq ft of versatile space - imagine it as a studio, workshop, office, fitness area, or recreational haven! ADDITIONALLY, WITH THE POTENTIAL TO CONVERT INTO TWO SEPERATE HOMES UNDER APPROVAL FOR TWO UNIT DWELLING ZONING, THIS PROPERTY CAN ACCOMODATE TWO FAMILIES OR SERVE AS A BUSINESS OR RENTAL INCOME OPPORTUNITY, all while maintaining independence. With solar panels you'll reap the rewards of low-cost electricity and possibly even surplus energy! A rare opportunity to own a prime piece of real estate with stunning views of Okemo Mountain on a tranquil, historic street in Ludlow. This true jewel is awaiting your personal touch!

Listed by Matthew Bellantoni of Mary W. Davis Realtor & Assoc.,Inc.

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$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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57 Route 100 S Ludlow VT 05149

Ludlow, VT57 Route 100 S

Price$539,000

Est. Mortgage: $/month

MLS Number 5020923

  • Residential Single Family
  • Full Bath 1
  • Address 57 Route 100 S
  • Construction Existing
  • Bedrooms 4

Nestled in the picturesque Village of Ludlow, this beautifully remodeled 1900s farmhouse seamlessly blends historic charm with modern convenience. Perfectly situated just minutes from the renowned Okemo Ski Resort, this home offers the ideal escape for outdoor enthusiasts and year-round residents alike. Renovated and Restored: Experience the charm of the original farmhouse features while benefiting from extensive renovations. The home was taken down to the studs and restored with new insulation, all new electrical, heating, windows, flooring and a new roof. As a result of the remodel this inviting home now boasts 2700 of living space, featuring 4 bedrooms and 2 1/2 bathrooms. Enjoy a brand-new kitchen complete with state-of-the-art appliances, sleek countertops, and ample storage, perfect for entertaining or cooking up gourmet meals. The property is set on a level lot, providing ample outdoor space for gardening, recreation, or simply relaxing in the fresh mountain air. Wonderful carriage shed perfect for the outdoor storage of all the VT gear and toys. Location, Location, Location! Close to the Village, Okemo Ski Resort and VAST Trail system. Schedule your showing today and you could be home for the holidays and upcoming Winter season.

Listed by Tara van de Velde and Andie Fusco of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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1871 Route 103 Mount Holly VT 05758

Mount Holly, VT1871 Route 103

Price$525,000

Est. Mortgage: $/month

MLS Number 5025297

  • Residential Single Family
  • Full Bath 1
  • Address 1871 Route 103
  • Construction Existing
  • Bedrooms 2

Historic Train Stationhouse! Unique design and character in a prime ski location on 4 acres with a private pond. This efficient historic gem was relocated to the current more convenient location with added acreage and a commercial outbuilding. The owned solar power offers low cost of living and years of energy benefits for new owners. This property features 2 bedrooms & 2 baths with beautiful cathedral ceilings with wood details. The updated kitchen offers stainless steel appliances and butcher block countertops, while the open dining and living make entertaining a breeze. The first-floor bedroom features an oversized closet and nice natural light. While the first-floor full bath has been updated with classic white tile. Ascending the beautiful wooden staircase the second floor offers a versatile family room, which could serve as a guest space or office. The additional large bedroom and updated bath on this level contribute to the home's open and spacious feel, providing comfort and privacy. The heated commercial building offers a commercial kitchen wash area, a half bath and an attached garage storage area. So many possibilities await. Only 7 miles to Rutland Airport, Winter Sports enthusiasts: 10 minutes to Okemo, 30 minutes to Killington, 45 minutes to Stratton. In the Summer just a 15-minute drive to Echo Lake and all the fun of Ludlow or Rutland. Don't wait this historic gem is amazing! Call today.

Listed by Margretta Fischer and Anna Laser of Wohler Realty Group

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$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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3372 Main Street Manchester VT 05254

Manchester, VT3372 Main Street

Price$525,000

Est. Mortgage: $/month

Active With Contract

MLS Number 5023025

  • Residential Single Family
  • Full Bath 3
  • Address 3372 Main Street
  • Construction Existing
  • Bedrooms 5

This antique charmer has so much to offer. As one of the oldest homes in Manchester, it is rich in history and character. Although classified as a "condo," it truly feels like a standalone home. The main house features three bedrooms, two and a half baths, wide board floors, three working fireplaces, a marble patio, and a pleasant backyard with mountain views. Additionally, the attached apartment includes two bedrooms, a spacious kitchen, and a comfortable living room. You can live in one part and rent out the other, or enjoy the entire property as a single-family residence. The options are endless! Showings begin

Listed by Andrea Kaplan of Four Seasons Sotheby's Int'l Realty

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$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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663 Depot Street Chester VT 05143

Chester, VT663 Depot Street

Price$509,000

Est. Mortgage: $/month

MLS Number 5024539

  • Residential Single Family
  • Address 663 Depot Street
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2

Step into the charm of yesteryear with all the comforts of today at 663 Depot Street. This completely renovated 3-bedroom, 2-bathroom home combines historic character with modern convenience. Since 2022, everything from the insulation, drywall, electrical, plumbing, & HVAC has been updated, including a new furnace, water heater, fixtures, countertops, cabinets & appliances. The only original feature left untouched is the flooring- beautifully refinished original wood. The owners thoughtfully chose period-appropriate paint colors & preserved unique touches like exposed beams & original woodwork. You'll love the Victorian martini pedestal sink in the upper bathroom! There is also a 2-story attached post-and-beam barn-larger than the house itself-with a powered overhead door. Keep it as a garage or workshop, or explore the incredible potential to double your livable space by finishing it. Sited on 1 acre, the property has a sprawling lawn, fire pit for evenings under the stars & an unbeatable location near Chester's Stone Village, Grist Mill, Smitty's Market, & other local amenities. Just 15 min to Okemo Mtn & the lakes, 30 min to Bromley, & under an hr to Killington, Stratton, & Mt Snow-a prime spot for skiing, hiking, & year-round fun. Currently used as both a family getaway & a successful Airbnb, this property has serious income potential for those looking to maximize its use. Whether you're searching for a primary home or an investment, this timeless home is not one to miss.

Listed by Betsy Adamovich of Real Broker LLC

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$
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$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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19 Prospect Street Ludlow VT 05149

Ludlow, VT19 Prospect Street

Price$495,000

Est. Mortgage: $/month

MLS Number 4991704

  • Residential Single Family
  • Full Bath 1
  • Address 19 Prospect Street
  • Construction Existing
  • Bedrooms 3

Step into the charm of Ludlow village living with this captivating gem on Prospect St! Nestled on a serene street, this village charmer seamlessly blends historic allure with modern convenience, offering a lifestyle of ease and elegance. Enjoy easy access to the Okemo shuttle, local shops, and delectable dining options, all while relishing the tranquility of this picturesque neighborhood. Indulge in the timeless beauty of this meticulously remodeled 1910 Victorian-style home. From the expansive covered front porch, feel the warmth and hospitality perfect for lazy afternoons and balmy evenings. The traditional foyer welcomes with classic wood details and a graceful staircase, setting the tone for exquisite craftsmanship throughout. The open layout flows from the living area to the formal dining room, ideal for entertaining guests or relaxing with loved ones. The kitchen is a culinary haven with thoughtful built-ins and a convenient pantry. Step out to the charming three-season porch, doubling as a versatile mudroom. A spacious barn offers endless possibilities as a garage, storage, or additional living space. Whether you adore turn-of-the-century properties or seek immersion in Ludlow village life, this home is a must-see. Schedule a showing today and experience Ludlow living at its finest. Visit the Okemo valley real estate community today. Taxes are based on current town assessment.

Listed by Sarah Sheehan of William Raveis Vermont Properties

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$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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120 Village Street Dorset VT 05253

Dorset, VT120 Village Street

Price$479,000

Est. Mortgage: $/month

MLS Number 5023329

  • Residential Single Family
  • Full Bath 3
  • Address 120 Village Street
  • Construction Existing
  • Bedrooms 4

Antique charmer in the village of East Dorset was originally built in the 1850s by famous lumberman, F.G. Harwood. An addition was added in 1900, followed by several improvements over time the colonial farmhouse boasts approximately 3,861 sq. ft. including an oversized two car garage all on 1.1 acres. With a sprawling footprint that features a primary bedroom suite with oversized closet, 4 additional bedrooms, 3 1/2 baths, a formal dining room, large living room as well as front parlor. The large kitchen with a center island, 6 burner gas range opens to a deck patio on one side and the large garage on the other. Most of the wood floors are Brazilian cherry, combined with antique maple upstairs, and pale bamboo in the primary suite. There is a feel of the rambling farmhouse in this home, artfully combined with the contemporary elements and comforts. Just a short distance to Manchester, this large , yet cozy home would make the perfect place for a growing family, or to develop into multiplex housing with a few units, as there is already the footprint of a duplex here with two kitchen hook-ups, basements, and furnaces. Recent zoning changes will make this home “mixed-use residential”, opening up a host of creative possibilities for small business as well as housing. Great location & excellent school choice. Worth the trip!

Listed by Jill Simon of Josiah Allen Real Estate,Manchester Branch Office

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$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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297 Mad Tom Road Dorset VT 05253

Dorset, VT297 Mad Tom Road

Price$475,000

Est. Mortgage: $/month

MLS Number 5023390

  • Residential Single Family
  • Full Bath 2
  • Address 297 Mad Tom Road
  • Construction Existing
  • Bedrooms 3

Set in the heart of one of Vermont's most picturesque historic towns, this home blends timeless charm with modern comforts. Newly renovated, this house offers the perfect haven for full-time living or an idyllic getaway. With the hard work complete, there are just a few finishing touches left to make it truly your own. Step inside and be greeted by an open and inviting layout, redesigned to enhance natural light and flow. A Jotul wood-burning stove, complete with a custom brick hearth, adds to the warm ambiance. The recently leveled and reinforced floor anchors a redesigned kitchen featuring custom cabinetry, soapstone countertops, and brand-new appliances. Adjacent to the breakfast nook is a large laundry area and mudroom, with French doors that lead to an outdoor patio. Upstairs, walls have been removed to open up the hallway and staircase. The primary bedroom offers a walk-in closet and stunning en-suite bathroom. Both bathrooms feature custom tile work and marble countertops. Many modern updates ensure comfort and peace of mind, including all-new plumbing, upgraded electrical, and zoned heating. Energy-efficient windows and a freshly installed roof add both style and efficiency. Outside, a one-car garage offers generous storage, while the upper level is brimming with potential-perfect for a studio, apartment, or your own creative vision.Don't miss this rare opportunity to own a nearly finished dream home that offers the perfect blend of history and modern living.

Listed by Dana Haley of Diamond Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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96 S. Main Street Chester VT 05161

Chester, VT96 S. Main Street

Price$469,000

Est. Mortgage: $/month

MLS Number 5024631

  • Residential Single Family
  • Full Bath 1
  • Address 96 S. Main Street
  • Construction Existing
  • Bedrooms 4

This spacious 1800's home is filled with Vermont charm and located in the heart of Chester. Filled with natural light from newly installed windows, the home boasts beautiful wood floors throughout and antique door handles that capture the essence of the era. Spacious bedrooms provide ample comfort, while smart thermostats ensure modern convenience. A newly built, covered front porch welcomes you into the home, and a deck off the kitchen leads to an open, level backyard-perfect for gardening or outdoor activities. One of the standout features of this property is the versatile studio space. Accessible via its own entrance from Main Street, this expansive area features vaulted ceilings and two half baths, offering endless possibilities. Whether you're looking to create a storefront, set up an at-home business, or convert the space into a private apartment, the potential is limitless. This property offers a unique opportunity to live in a quintessential Vermont town while having the flexibility to tailor the space to your needs. It's a must-see for anyone seeking a charming, functional home with potential for growth!

Listed by Jessica Citera of Cummings & Co

$
$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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5735 Vt Route 11 Londonderry VT 05148

Londonderry, VT5735 Vt Route 11

Price$439,000

Est. Mortgage: $/month

Active With Contract

MLS Number 5012074

  • Residential Single Family
  • Full Bath 2
  • Address 5735 Vt Route 11
  • Construction Existing
  • Bedrooms 4

Charming 1890s Farmhouse with Stunning Views!! Discover the wonderful historic charm of this enchanting 1890s farmhouse, nestled on a sprawling 2.52-acre lot. Located minutes to Lowell Lake State Park and offering breathtaking views of the Magic Mountain Trails, this property is a true gem! The farmhouse features a welcoming wrap-around porch where you can unwind and soak in the picturesque surroundings. Inside, you'll find a thoughtfully designed and spacious layout with an expansive downstairs bedroom, laundry area, and office-ideal for working from home; large guest house or multi generational family home. The main level also includes a cozy living area, while the upper floor boasts three large bedrooms and an additional office space, providing ample room for family and guests. The property includes a spacious barn with potential for customization, as well as a cute orchard with apple, pear, and cherry trees that add a touch of rural charm. Additional amenities include outbuildings, a workshop, central air, and a generator, ensuring you're well-prepared for any situation. Conveniently located near Londonderry, the Long Trail, Magic, Bromley, Okemo and Stratton Mountains, this farmhouse offers the best of both worlds: tranquil country living and easy access to outdoor adventures. Whether you're drawn to its historic appeal or its stunning location, this home invites you to make it your own.

Listed by Daire Gibney of Barrett and Valley Associates Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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196 North Street Chester VT 05143

Chester, VT196 North Street

Price$425,000

Est. Mortgage: $/month

MLS Number 5023780

  • Residential Single Family
  • Full Bath 3
  • Address 196 North Street
  • Construction Existing
  • Bedrooms 3

The Simeon Sherwin House, built in 1844, is one of three look-alike houses known as "Three Sisters". The house was owned by Olivia Goldsmith in the 1990's who wrote The First Wives Club. Her worldly, vibrant imprint is still evident in many of the home's unique features. Architecturally, the stone exterior is unique with large blocks (quoins) of schist and mica at the corners. Inside, there is a delightful three season sunroom and formal dining room with woodstove insert, chandelier and an array of full light doors which open to the large, bright kitchen and first floor full bath. A sitting room with a double-sided fireplace connects to the spacious living room. The inviting foyer leads to the second floor which features 3 bedrooms, 2 baths and a sitting room. An addition added by the author and named the Queen's Room during the current owners bnb tenure features built-ins, a partition wall with transom window and a wood stove insert flanked by cozy built-in seats. The primary bath features gold-plated fixtures, a skylight and soaking tub. The first floor also has a heated, retail space for a home business with a separate entrance and office above that has served as an antique shop. The two-car attached, garage has unfinished, overhead space. The exterior needs some sprucing up and a new owner will want to add cosmetic upgrades. The property on .70 acres has a lovely yard with a hydrangea bush, charming bridge, small pond and stone bench overlooking the picturesque village.

Listed by Geralyn Donohue of Engel & Volkers Okemo

$
$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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489 Main Street Chester VT 05143

Chester, VT489 Main Street

Price$349,000

Est. Mortgage: $/month

Active With Contract

MLS Number 5027669

  • Residential Single Family
  • Address 489 Main Street
  • Construction Existing
  • Bedrooms 4
  • Bathroom 2

This beautifully renovated farmhouse offers a perfect mix of classic charm and modern updates, located just a short distance from the historic town green, shopping, and dining. The home features a spacious living room and cozy family room, providing plenty of space for both relaxation and entertainment. A dining area off the modern kitchen is perfect for family meals or hosting guests. The wood stove in the kitchen provides warmth and ambience The main floor also includes a convenient first-floor bedroom, while the second level features three additional bedrooms, one of which is an excellent option for a home office. You'll also find a large laundry room and a second floor back porch providing access down. Recent updates include new hardwood floors, fresh interior paint, and updated bathrooms. Mini-split systems on both floors provide efficient air conditioning and additional heating for year-round comfort. Enjoy outdoor living with a private fenced in back courtyard, a back porch entry, and a fenced-in backyard. A 1-car garage barn adds extra storage. This home is a dream for outdoor enthusiasts, with major ski resorts including Okemo, Magic, Bromley, and Stratton just a short drive away. The town Recreation Center, pool, and VAST snowmobile trails offer year-round fun, with plenty of biking and hiking trails only a half mile away. Vermont living at its finest-right in town!

Listed by Gary Coger of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
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 2025 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 February 11, 2025 4:07 AM EST