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.

1842 Main Street Manchester VT 05255

Manchester, VT1842 Main Street

Price$2,500,000

Est. Mortgage: $/month

MLS Number 4910977

  • Residential Single Family
  • Square Feet 10,877
  • Bedrooms 11
  • Construction Existing
  • Bathroom 13

An enchanting history describes a homestead at Ormsby Hill beginning in 1764 that was historically used to entertain friends a family during the summer months. It was one of the first Federal style mansions to be built in Manchester. Over the years, it evolved and grew to become a luxury Bed and Breakfast Inn with a superlative reputation for hospitality in beautifully appointed guest rooms and common areas. It has always catered to the romantic getaway market with fireplaces and whirlpool tubs in every guest room. Additions were built on the North end of the original building for more guest rooms and on the South end of the building to accommodate the owners of the inn in great style. Original hearths, incredible trim on ceilings and moldings, and great architecture make this property unique in its grandeur.

Listed by Wendy Beach of Hearthside Group

$
$
%
$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 2023
* 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

160 Prospect Street Manchester VT 05254

Manchester, VT160 Prospect Street

Price$1,625,000

Est. Mortgage: $/month

MLS Number 4950981

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 5
  • Square Feet 3,313

Have you been looking for that charming Village home with easy access to Equinox Preserve and Burr & Burton Academy? Look no further than this 1942 historic home (with renovations and additions in early 2000's) on 2.85 acres. The original cape style home with detached garage was retained and attached and enclosed by an updated renovation. All seamlessly combined by beautiful wide plank wood floors. Entering the home from the covered front walkway your first view is the breakfast area with a large palladium window overlooking the backyard. From here you can access the rear deck to enjoy your morning coffee while listening to the stream that borders the property. The large open kitchen with Vermont Verde marble counters and cherry cabinets has plenty of room for those who like having company while cooking. The adjacent dining room can be either cozy or enlarged depending on need. A large office with fireplace and bay window, two upstairs bedrooms (each with bath) and front foyer round out the original footprint of the 1940's cottage. Starting at the now attached original two car garage, you have a large mud room and laundry as well as another family room with pool table, built-ins and fireplace. The main floor renovations include a large living room, sunroom and primary suite. And finally, there is a full basement with a walkout and room to let your imagination soar. All measurements are approximate.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 2023
* 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

3228 Route 30 Dorset VT 05251

Dorset, VT3228 Route 30

Price$1,500,000

Est. Mortgage: $/month

MLS Number 4945892

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 7
  • Square Feet 4,764

Dorset Village Traditional & a most Desirable Guest House that offers a very appealing open floor plan ideal for modern lifestyles boasting an expansive 40'X20' multi-use Great Room Kitchen that also opens onto a private marble, stone walled terrace. All 5 ensuite Bedrooms in the Main house offer fireplaces creating an incredibly inviting residence to entertain family and guests. There is an attached direct entry 2 car garage, a mudroom, while new pine floors flow throughout Great room, the Living room with Fireplace and additional Library with Fireplace. The Gracious Foyer offers architectural interest of a substantial staircase. Multiple options exist in choosing an owner's suite as all the bedrooms offer substantial comfort. A fantastic, village-wide coveted Guest House supports single floor living, one Bedroom, guest Loft, bath, Galley Kitchen and vaulted living area. This residence easily accommodates mixed use, office or rental. A handsome stone wall along the marble village sidewalks supporting strolls to the Dorset Inn, Barrows House, Dorset Union Store, Library, Dorset Bakery, Flowerbrook Pottery, Dorset Green, Dorset Field Club, Dorset Theater and the Dorset Historical Society. This is a very special location and parcel with a generous, yet manageable level tree-lined half acre. Southern exposure Side and Front Porches offer Views to the West where the Sunsets prove magical! There's 4764 SF of Living: Main house, 4044 SF & Guest House, 720 SF/deck, Dorset Landmark!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 2023
* 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

209 Holden Hill Road Weston VT 05161

Weston, VT209 Holden Hill Road

Price$1,150,000

Est. Mortgage: $/month

MLS Number 4951574

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 2,974

Beautifully situated on 27.90 acres in both Landgrove and Weston, this beautifully maintained Vintage residence is loaded with historical charm. The setting is quintessential Vermont with meadow, woodlands, stonewalls, a pond and wonderful views of the surrounding mountain ridge lines. All of which combine to make this a very special offering. Rooms are generous and sunny with an abundance of windows. Wide pine floors, brick chimney and center hall staircase maintain the characteristics of an historical home. Formal living room, large dining room that leads from the kitchen and a sunny family room with wood burning stove opens to the outdoors and your pathway to the pond. With views from every room, the 4 bedroom/3 bath floor plan offers a main floor primary bedroom, with three more bedrooms and an office on the second floor. Third floor heated attic could be easily finished and is large with plenty of room for storage. The home's systems, appliances and roof are updated and there is a full house generator. 10.9. acres are wooded, while 6 of the remaining 17 acres are open with golf tee and meadows. This is a rare property indeed. Location, Acreage, Pond, Views and a Well-Cared for 1850's Residence. The Village of Weston is nearby with the Weston Theatre Company and The Vermont Country Store. One of the most desirable locations from which to enjoy all the area has to offer, the arts, dining, shopping and year-round outdoor recreation!

Listed by Kim Morgan-Wohler of Wohler Realty Group

$
$
%
$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 2023
* 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

244 Main Street Chester VT 05143

Chester, VT244 Main Street

Price$599,999

Est. Mortgage: $/month

MLS Number 4954502

  • Residential Single Family
  • Construction Existing
  • Square Feet 4,475
  • Bathroom 8
  • Bedrooms 7

You can sometimes search a lifetime for a property like this, a home that has a story, a town that is known to be quintessential VT living, and one that you can operate as an Inn or Bed & Breakfast, or have a wonderful family compound. Seek no further than this 1800's historical Victorian. The main house has 6 bedrooms on the second floor each with it's own private bathroom. On the first floor you'll find a kitchen prime for your renovation ideas, a formal dining room, front living room and a den that's ideal for a home office with fiber optic internet. You will also find gorgeous hardwood floors, original interior oak trim and a grand stairway leading up to the second floor. There is also a 1 bedroom apartment upstairs above the barn area. The porch overlooks a gorgeous green and town setting with shopping and restaurants alike. Complete this package with a guest cottage that was just fully renovated. Being sold mostly furnished, this will not last through the Summer.

Listed by Katie Ladue Gilbert of KW Vermont Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 2023
* 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

18 Lane Road Dorset VT 05251

Dorset, VT18 Lane Road

Price$575,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4949763

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,703

Stylish three bedroom one level antique cape built in 1890, cozy detached one bedroom guest cottage, two car garage, plus single car garage, on 2.6 level acres +/- with in-ground swimming pool (new liner), and wonderful mountain views. This is what Vermont is all about. Many fine features including: fabulous old wide board pine flooring, exposed beams, fireplace with wood burning insert, three season enclosed sun porch. The main house consists of large living room/dining room (26x23), eat-in kitchen, laundry room/half bath, family room, primary suite with walk-in closet, and updated full bath, two additional bedrooms sharing second updated full bath, loft area on second floor accessed by stair case. The guest cottage (648 sqft) has living room/kitchen-apartment size appliances, one bedroom, and full bath/laundry, wood stove, second floor loft accessed by ladder. The property is lovely and has a big level yard, slate patio area, partial fencing, protected mountain views, mature landscaping, and in-ground pool with a new liner perfect for summer 2023 fun. The property has a drilled well, septic system-pumped 2020, the exterior is wood clapboard and brick. The roofing is a combination of asphalt shingle, metal, and standing seam metal. This one has so much to offer, we invite you to visit. All room measurement are estimated.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 2023
* 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

3155 VT Route 30 Dorset VT 05251

Dorset, VT3155 VT Route 30

Price$565,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4946003

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 2
  • Square Feet 1,920

Note:Deadline for offers is Monday, March 27, 2023 - 5 pm. Also please note that seller reserves the right ti accept any offer at any time and this does not guarantee that buyer will be able to submit an offer prior to seller acceptance of another offer. Rare Dorset Village offering in historic district. Residential or Commercial use. Large 1+ ACRE LOT accessed from Rt 30 with additional deeded ROW access from Meadow Lane. Two story frame building currently office space, previously residential duplex. Large level yard. Serviced by Town water, private on-site septic. Mountain. views, private, rural feel yet walking distance to local inns, theatre, shops, recreation. Property and first floor available for showing on short notice. 24 hr. advance notice required for showing second floor offices.

Listed by R. Diedrich August of RE/MAX Four Seasons

$
$
%
$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 2023
* 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

514 1st Avenue Chester VT 05143

Chester, VT514 1st Avenue

Price$549,500

Est. Mortgage: $/month

MLS Number 4954146

  • Residential Single Family
  • Square Feet 3,880
  • Bedrooms 5
  • Bathroom 5
  • Construction Existing

Charming village colonial farm house in the historic Stone Village of Chester. Enjoy a country setting farm with 4.8 acres located within walking distance to town, 10 minutes from Interstate 91 and 20 minutes to Okemo Mountain. In-law suite with private entry, kitchen and bath provide the opportunity for on-site caretakers, home business or guest quarters. Two-bay attached garage, and large barn provide plenty of storage and endless potential. Pictures of additional bathroom, library and 1BR apartment, to come. Open House 05/27 from 10am-2pm.

Listed by Morriah Adams of BHG Masiello Brattleboro

$
$
%
$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 2023
* 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

21 Peace Street Dorset VT 05251

Dorset, VT21 Peace Street

Price$525,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4951784

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,512

Are you looking for an antique cape with all the warmth and charm that only an older home can exude? Look no further than this 1800 charmer located on Peace Street. Enter through a slate floored mud room with large closet, bench and access to both the two car garage and backyard. Open kitchen with stainless appliances, gas stove and built-in hutches. The living dining room boasts a fireplace and wide-pine floors. Office with built-in shelves and a full bath with laundry, complete the main floor. Upstairs are three bedrooms and a newly renovated bath. The backyard is totally fenced in, with a garden, firepit and storage shed. The half acre yard is flat and accessible from both the rear deck and the covered porch ... the perfect house for entertaining. All measurements approximate. Showings will begin Thursday, May 11th through noon Sunday, May 14th. Offers accepted until noon Monday, May 15th.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 2023
* 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

1834 Simonsville Road Andover VT 05143

Andover, VT1834 Simonsville Road

Price$499,000

Est. Mortgage: $/month

MLS Number 4939589

  • Residential Single Family
  • Construction Existing
  • Bedrooms 8
  • Bathroom 9
  • Square Feet 6,034

Rowell's Inn (1826) located in the village of Simonsville in Andover, Vermont is a transitional Federal style building built in 1826 by Edward L. Simons, the village's namesake. Its most prominent feature is a three-story Connecticut River Valley porch with a recessed arched opening fronted by a square baluster railing. Above this opening “SIMONS VILLE” is painted in black lettering. The Inn was originally a stagecoach stop and was variously used as a community meeting place, post office (1826-1950) and a general store. It was purchased in 1910 by Frederick Rowell who gave the building its current name. The building was updated with Queen Anne details, likely at this time, including colored glass double-leaf doors and two-over-two windows. Today it stands as a thriving family business after recently being saved for future generations to adore. After many updates and improvements, this property now features 6 Ensuite bedrooms, 2 receiving rooms, a cozy bar, a kitchen, and dining rooms that all of which could easily be configured into a stunning family home, outdoor activity clubhouse, and many more uses besides. Additionally, there is a one-bedroom apartment AND attached partially finished space for retail, office or studio! Close to Skiing, VAST trails and all that the green mountains have to offer this property holds tremendous potential whether you are looking for an ongoing business concern or a spacious and historic family home!

Listed by Daire Gibney of Barrett and Valley Associates Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 2023
* 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Broker Reciprocity 

Copyright 2023 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 May 28, 2023 3:23 AM EDT