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.

414 - 416 Dorset Hollow Road Dorset VT 05251

Dorset, VT414 - 416 Dorset Hollow Road

Price$1,495,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4830516

  • Residential Single Family
  • Bedrooms 4
  • Construction Existing
  • Square Feet 4,672
  • Bathroom 4

Incredible privacy (under contract, taking back up offers) with access to all village , this estate with sweeping mountain views on 19 secluded acres in Dorset Hollow is just 1/3 mile to the village (most furniture included). Stone pillars greet as one gently climbs a meandering drive to this historic 1930's "Enfield” house (high ceilings) moved to this site where it received renewed foundation and life. A private sanctuary, this exceptional location offers a unique lifestyle opportunity supporting the sporting land lover, pets, or agricultural interest over a mix of open fields and hardwood forest. A 2004 restoration opened up the circular floor plan offering gathering spaces centered around a well-appointed country kitchen featuring a large marble island and great room with vaulted ceilings, enhanced architectural interests with natural light and fireplace. The dining room extends to the outside deck and leads to an additional living room. All gathering spaces boast wood burning fireplaces! The main level master suite features a private wood paneled study with fireplace, marble tile bath and views. The center hall staircase leads to 2 additional bedrooms and baths. The lower level offers a private bedroom suite with its own entry, the garage, laundry room and ample storage. In addition to all of this, a charming one bedroom guest cottage with fieldstone fireplace offers ideal guest lodgings or income opportunity. The possibilities are endless with space to expand.

Listed by Steven Bryant of TPW Real Estate

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$
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$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 2021
* 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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3228 VT Route 30 Dorset VT 05251

Dorset, VT3228 VT Route 30

Price$1,395,000

Est. Mortgage: $/month

MLS Number 4876931

  • Residential Single Family
  • Construction Existing
  • Bedrooms 6
  • Bathroom 7
  • Square Feet 4,354

You can't help but fall in love with this well maintained historic home in a prime Dorset Village setting. Picture hosting family and friends in this five bedroom (all with private bath) country home during all the seasons that make Vermont such a special place. Close to Dorset Field Club, area restaurants and shops this is the perfect home to unwind and enjoy all that this special part of Vermont has to offer. Golf in the summer, apple picking and hiking in the glorious autumn landscape, skiing in the winter or just sitting in front of a roaring fire with a good book and hot chocolate in the library watching the snow come down. A separate one bedroom, one bath guest cottage provides a great option for a family compound, Air BnB, or guest overflow. The options are endless ... Note: Guest cottage bedroom and bath included in the total for property. All measurements are approximate .

Listed by Carol O'Connor of Four Seasons Sotheby's Int'l Realty

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$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 2021
* 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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198 Church Street Dorset VT 05251

Dorset, VT198 Church Street

Price$1,250,000

Est. Mortgage: $/month

MLS Number 4883955

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,338

Constructed as the Congregational Church manse in 1876 this property remained part of the church property until 2000. It has since been renovated from top to bottom with updated bathrooms, kitchen, siding and windows and expanded living spaces. The first floor contains a formal living room, a separate dining/living room with wood burning fireplace, kitchen, 1/2 bath with laundry and a spacious family room with French doors opening to a stone patio for summer barbecues and a pellet stove to keep warm in the winter. Two separate second level areas provide bedrooms and a den/tv room. There is an attached one car garage and additional garage space in the two story detached barn. The outdoor living is expanded with a covered porch, a perfect spot complete with rocking chairs for sipping coffee and watching life in the village. Established perennial gardens and plantings completer this offering. Walk to all Dorset amenities. This property is part of the Historic District of Dorset. All measurements are approximate. Owner is a licensed real estate agent.

Listed by Terri Hathaway and David Halligan of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 2021
* 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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816 Popple Dungeon Road Chester VT 05143

Chester, VT816 Popple Dungeon Road

Price$850,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4848206

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 2,676

Welcome to Deer Valley Farm also known as the Williams Homestead. This is the first time the property has been offered for sale in over 60 years! The home has been lovingly cared for with lots of improvements over the decades of ownership. Outside: The barn has undergone major work which insures its stability for years to come and includes a wine cellar. It measures 45x105 with plenty of room for cars, toys or animals. Other improvements include stonework, tennis court and pool with pool house and gardens. The walking bridge over the Williams River includes 4 staircases to the river and built in lights. The home is styled with Italian tile throughout and offers cozy antique charm with 3 fireplaces. The home does need updating but will be well worth the effort. The structure itself has been well maintained. The large acreage easily lends itself to a few other incredible homesites. Located just outside the town of Chester less than 4 hours to NYC and 2.5 hours to Boston. Minutes to all of Southern Vermont amenities including Okemo, Stratton, Killington, Vermont Country Store, Weston Playhouse, world-class golf and the shops in Manchester. This property will not disappoint.

Listed by Lisa Kelley of Cummings & Co

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$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 2021
* 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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Spacious Weston Village Home

41 Lawrence Hill Road Weston VT 05161

Weston, VT41 Lawrence Hill Road

Price$739,900

Est. Mortgage: $/month

Active With Contract

MLS Number 4825595

  • Residential Single Family
  • Construction Existing
  • Square Feet 4,492
  • Bedrooms 7
  • Bathroom 6

This gorgeous historic/vintage house has been very well cared for and updated as appropriate --the wide pine wood floors and weathered beams immediately give a warm and classic feel. With approximately 4500 square feet of finished living space spread out over 2 and half stories, this is a very special and comfortable property. The sixteen rooms are amazing. A huge master bedroom/master bedroom suite on the second floor is impressive. With a great number bedrooms and a loft area this home provides opportunities for large families and friends to gather. It is only a few hundred yards from the village green, the specialty shops in Weston, and the Weston Playhouse. This is a special Weston property and a must see spectacular home. A new furnace and new oil tank were installed in March 2021.

Listed by Mary Mitchell Miller Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 2021
* 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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698 Vermont RT 11 Chester VT 05143

Chester, VT698 Vermont RT 11

Price$650,000

Est. Mortgage: $/month

MLS Number 4820671

  • Residential Single Family
  • Construction Existing
  • Bedrooms 10
  • Bathroom 12
  • Square Feet 6,848

An Amazing opportunity to own a 1810 Brick federal style home that is rich in local history and one of the most historic homes in Chester. It's had many reincarnations over the 2 century's of its existence. Starting as an old farmhouse it was converted to an Inn in 1942 and has been run as one ever since. It's been known as the Stone Hearth Inn and Tavern since 1982. It has been beautifully cared for by its current owners who have updated and maintained its elegance and down home charm. The Inn features 8 bedrooms mostly en-suite, a large formal dining room, Formal living room with a classic stone fireplace, office and a commercial kitchen. The home also features a separate 700 sq ft apt for additional income possibilities. Upstairs is a 2 bedroom owners quarters with full bath and living room. Attached to the Inn/Home is the 80 seat Tavern with refinished wood floors, gorgeous wood bar and wood stove. The property is special. Nearly 6 acres of open space, perennial gardens, back patio and direct groomed access to the VAST snowmobile trails. The possibilities here are endless. Large family home to live and work with great income potential with rentals, restaurant, tavern and even weddings. Run it or lease the spaces out. Ski clubs are another great possibility. Located just 2 miles from the Chester Green and only a short distance to major ski resorts, Okemo, Stratton, Bromley and Magic. Live the Vermont dream at this fantastic property.

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

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$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 2021
* 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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81 Tarbellville Road Mount Holly VT 05730

Mount Holly, VT81 Tarbellville Road

Price$625,000

Est. Mortgage: $/month

MLS Number 4885554

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 3,106

Belmont Village Beauty! This pretty village home offers great location and large village lot. The unique architecture and elegant features make this home one of the most beautiful homes in the area. The ornate dental on the exterior, large covered porch, attached barns, pond and lovely yard space are exceptional. Walk inside and immediately feel the warmth of this well loved home. The large country style open kitchen offers custom cabinetry, island with deep porcelain sink and "touch" activated faucet. Large counter space for those who love to "work in the kitchen". The den has new carpet, new hearth and enamel soapstone stove. Enjoy your evenings "by the fire". Dining room, office, living room and laundry with 3/4 bath complete the main level. Elegant formal entry includes alabaster lamp and antique built-ins. You will love the master bedroom space! Plenty of room to relax or work. New carpet and recently updated bath! The second level also includes three other bedrooms and common full bath. The two large barns have HUGE potential and full unfinished basement. The back deck is perfect for entertaining with pergola and trex decking. This home is owned by a licensed real estate agent. Showings will begin on October 9th.

Listed by Lisa Kelley of Cummings & Co

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 2021
* 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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484 Dawley Road Mount Holly VT 05758

Mount Holly, VT484 Dawley Road

Price$525,000

Est. Mortgage: $/month

MLS Number 4888133

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 2,350

New to the market for the first in its history, we present to you The Historic Dawley Farm. If you are looking for an end-of-road location with plenty of open meadows, views and privacy, this is it. The original farmhouse was built in 1860 and has been loved by many generations since. The house consists of 3 bedrooms and 2 bathrooms. The structure is solid and has been minimally maintained but could use some modern updates and TLC. Whether you choose to renovate, move it or start from scratch, the spot cannot be beat. The land is a lovely mix of open meadows and lush woodland, and features a large sturdy barn, all located at the end of a town-maintained dirt road. The family has served this home well for generations but it is time to see what the next chapter holds for this fantastic property on 134 acres. Come take a look.

Listed by Gail Beardmore and Mendi Michael of Engel & Volkers Okemo-Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 2021
* 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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943 Richville Road Manchester VT 05255

Manchester, VT943 Richville Road

Price$420,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4879155

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,730

A rare opportunity with enviable location! This 3 bedroom, 2 bath antique farmhouse on 10.4 acres is just outside of downtown Manchester Center and the Village of Manchester. Large first floor master bedroom with 3/4 bath that includes deck overlooking the garden and apples trees. The property has over 1,000 feet of Battenkill river frontage and boasts exceptional Equinox Mountain views from inside or outside on the patio. The detached 2 car garage has storage/workspace above and includes power. Finished attic space affords a variety of uses. Zoning would permit two 5 plus acre parcels with town and state approval. All measurements approximate.

Listed by Greg Cutler and Annie Bessette of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 2021
* 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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Londonderry Multi-Family Investment Property

2000 North Main Street Londonderry VT 05148
Active With Contract

MLS Number 4871602

  • Residential Single Family
  • Construction Existing
  • Bedrooms 7
  • Bathroom 4
  • Square Feet 3,070

Are you looking for a home or investment property in the Londonderry area? Look no further, this affordable historic village house might just be the key to your next adventure. Located in the center of town, the main house offers 5BR/2.5BA on three levels and there is an accessory 2BR/1BA in-law apartment with kitchenette and living room over the garage. This well-maintained property is full of charm and potential, with newly refinished wood floors throughout, fireplace with pellet insert, spacious kitchen, high-speed internet and more. An energy audit in 2020 resulted in the installation of lots of new windows and foam insulation in the basement. Other recent improvements include new oil furnace 2015 and hot water heater in 2019. A breezeway leads from the attached two-car garage to the house and the private backyard area overlooks the West River as it meanders through town. Walk to the store for groceries, the farmers market on summer Saturdays and multiple restaurants are just a stone's throw away.

Listed by Mary Mitchell Miller Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 2021
* 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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1691 Summit Road Mount Holly VT 05758

Mount Holly, VT1691 Summit Road

Price$138,000

Est. Mortgage: $/month

MLS Number 4881148

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 1
  • Square Feet 2,200

Antique home ready for renovations...or start new salvaging some timbers. Nice level sunny 2-acre corner lot with small barn/workshop. Large barn on adjacent parcel available with purchase of this home for a total price of $275,000. Barn on adjacent parcel IS NOT being sold separately.

Listed by Tyleen Murray of Kelley Real Estate,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 2021
* 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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1300 103 Highway Mount Holly VT 05758

Mount Holly, VT1300 103 Highway

Price$99,500

Est. Mortgage: $/month

MLS Number 4875343

  • Residential Single Family
  • Bedrooms 2
  • Square Feet 1,400
  • Bathroom 2
  • Construction Existing

Character cottage in the Vermont woods! If you don't mind a busy road, this house is it. This cabin feel home on a gorgeous half acre sits off one of the best paved roads in a fantastic location. Only 10 scenic miles to Okemo ski resort, only 8 Miles to Rutland airport and 12 miles to downtown Rutland for shopping, or as an easy work commute. Lovely area in woods and along a stream. Home is 4 miles from Cuttingsville historic area with the Rustic Rooster Restaurant, and only 1.4 miles from a nice gas station. Such a convenient and beautiful location for a great price! Home has been continuously lived in for 30 years, and while it could use the normal maintenance and repairs and has typical 100 year old house quirks, it is very comfortable and ready to be lived in as you make it your own. The house has some very sweet historic details like antique doorknobs, old hardwoods, original wood and glass windows. Charming cabin feel, large living room with log walls and a stone fireplace with woodstove. This would make a wonderful family retreat close to some of the best ski, golf, hiking, and camping area that Vermont has to offer. Plenty of parking space for multiple vehicles and small gatherings. History buffs will love all the surrounding historic towns, architecture, old cemeteries, and museums nearby. Close proximity to Rutland gives you access to good hospitals, concerts and the arts, and all the big box stores and services you may need. Best of both worlds!

Listed by Harmony Van Eaton of EXP Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 2021
* 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 2021 New England Real Estate Network, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate for sale on this web site comes in part from the IDX Program of NEREN. 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 October 24, 2021.