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.

748 Goodaleville Road Jamaica VT 05343

Jamaica, VT748 Goodaleville Road

Price$1,800,000

Est. Mortgage: $/month

MLS Number 4903752

  • Residential Single Family
  • Bedrooms 7
  • Square Feet 5,400
  • Bathroom 6
  • Construction Existing

“Starlight Farm” is a classic Vermont farmhouse that has been both updated and expanded. Located in a very desirable Jamaica, Vermont, Starlight Farm is a short, 1.7 minute-drive to the Stratton Access Road. This historic residence has been beautifully and thoroughly renovated and is a picture perfect Vermont farmhouse. The first floor offers a large and welcoming entry/mudroom which leads to an open concept living room, kitchen and dining area where sunlight pours in from every window. A butlers pantry is off the kitchen for additional storage or prep work. On the north end of the home you can read a book in the window seat or cuddle up by the fire in the formal living room or in the oversized master bedroom. Move on over to the south side of the main floor and enjoy endless games around a warm fire with friends and family! Upstairs is room for all with additional bedrooms and renovated baths The residence enjoys lovely, serene views across rolling Vermont farmland and nearby hills. The property is offered furnished.

Listed by Carrie Mathews of William Raveis Winhall

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$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 2022
* 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$1,295,000

Est. Mortgage: $/month

MLS Number 4876931

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

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: 5.3% last updated on May 12, 2022
* 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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553 Prospect Street Manchester VT 05254

Manchester, VT553 Prospect Street

Price$799,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4903586

  • Residential Single Family
  • Bedrooms 4
  • Square Feet 3,878
  • Construction Existing
  • Bathroom 4

Charming Manchester Village colonial on 0.27 acres has the best of both worlds; the historic exterior is wrapped in wood clapboard siding harking back to it's 1870 roots, while the interior has been updated with all of today's modern conveniences. Nicely equipped with four spacious bedrooms, and four bathrooms, this open floor plan design offers a eat-in kitchen, adjacent dining area, and living room complete with elevated wood burning fireplace, and lots of windows creating a bright, fun, entertaining area. There is also a cozy office on the first floor with a second fireplace, built-in book shelves from floor to ceiling, perfect for a quite spot to read or do some work. One guest bedroom suite is located on the first level, offering easy access. Upstairs are the three remaining bedrooms, one of which is the primary bedroom suite. The primary suite offers a private elevated balcony with wonderful views westerly to Mt Equinox, and a luxurious master bath. Outside the owners have meticulously landscaped the yard, there is a large bluestone patio with a sitting wall that is surrounded by perennial flowers offering a peaceful setting any time of day, handsome bluestone walkway to the front door, and mature landscaping bushes etc. This home is a short distance to Burr Burton Academy, and the Equinox Preserve, and serviced by a public paved road. A very special place to call home. All showings begin 4/6-4/10, offers accepted 4/11 by noon - best and final.

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

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$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 2022
* 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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374 Richardson Road Chester VT 05143

Chester, VT374 Richardson Road

Price$749,000

Est. Mortgage: $/month

MLS Number 4908861

  • Residential Single Family
  • Bedrooms 3
  • Construction Existing
  • Square Feet 2,776
  • Bathroom 2

Gracefully settled between the villages of Chester and Londonderry, sits a Vermont Farmhouse at road's end, sited on eleven+ acres of wood'n meadow. Dotted with old stone walls, a wildlife pond and enchanting views. The setting is magical. A wide country porch invites rocking chairs and visitors while the screened area encourages outdoor entertaining much of the year. The vintage flavor is apparent throughout the home- opening panel doors with antique latches or stepping foot on wide wood floors milled from indigenous trees from decades ago. This location is central to recreating: ski, hike, snowmobile, swim, or enjoy our local restaurants, theater and shopping. A center island kitchen with breakfast nook overlooks the rolling meadows and glass doors allows life to spill over onto the porch, deck or firepit area. A traditional dining room, adjacent to the intimate living room, awaits memorable dinner parties. The great room's remarkable soaring ceiling creates a central gathering spot and includes a cast iron wood burning stove to warm by when winter is settling in and snow abounds . The main floor bedroom would also make a delightful home office overlooking the fields to the rear. Upstairs you'll find additional bedrooms including a large “beamed ceiling” primary and a fun multi-functional den/game room. Two sets of farmhouse stairs give easy access. If quiet and open and vintage is your desire..Look no further. Showings begin Thursday, May 12th. Owner is a licensed Realtor.

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

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$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 2022
* 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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639 Hortonville Road Mount Holly VT 05758

Mount Holly, VT639 Hortonville Road

Price$599,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4900504

  • Residential Single Family
  • Square Feet 2,904
  • Bathroom 5
  • Bedrooms 5
  • Construction Existing

Antique Farmhouse with modern conveniences for today's living. This 5+ bedroom home was originally built in 1843 and has some fantastic antique features, like tin ceilings, wide pine floors, ornate trim detail inside and out, and a gorgeous banister sweeping up to the 2nd story. The main level is spacious and offers a recently renovated mud/laundry room with a 3/4 bath, well-equipped and newly updated kitchen, dining room, living room and two en suite bedrooms. Upstairs are two additional bedrooms, a full bathroom, an office/tv room, which could convert into a 6th bedroom, and a large master bedroom with a brand-new bathroom. The charming patio is great for summer grilling and overlooks the large backyard with stone walls. Create your walking/hiking trails around the 11-acre property. If snowmobiling is of interest, the VAST trail is just down the road. The detached two-car garage offers great storage for snowmobiles or vehicles. Take in the distant mountain views from the porch, and at night, the Mount Holly starry nights will take your breath away! Just 9 miles to Ludlow/Okemo and 19 to Rutland City. Fastest WiFi in Vermont, VTEL.

Listed by Rachael Hyjek and Gail Beardmore of Engel & Volkers Okemo-Woodstock

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$
%
$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 2022
* 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$500,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4896219

  • Residential Single Family
  • Square Feet 3,332
  • Bedrooms 5
  • Construction Existing
  • Bathroom 5

This antique charmer has so much to offer. Considered one of the oldest homes in Manchester, this home is rich in history. Considered a "condo" this home lives and feels like a home. The main homes offers three bedrooms and two and half baths, wide board floors, three working fireplaces a marble patio and pleasant backyard with mountain views. The apartment offers two bedrooms, large kitchen as well as a living room. Live in one part, rent the other or live in the home as a single family residence. The options are endless!

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

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$
%
$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 2022
* 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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49 Morse Hill Road Dorset VT 05253

Dorset, VT49 Morse Hill Road

Price$499,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4908972

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 2
  • Square Feet 2,896

Built in 1786, the Eli Demming house provides plenty of historic charm. Restored to preserve original period details and with five fireplaces, this home has antique character and is recognized as one of the most historic homes in Southern Vermont. Situated on a quiet corner lot bordered by South Village Pond, this property includes a private dock and extensive pond frontage with views of Mount Aeolus. Upon entering this home, an open kitchen and a large dining area with fireplace connect to a study and a living room. First floor features the primary bedroom and bath with a private dressing room and sitting area. Three additional bedrooms are located upstairs as well as a large studio overlooking the pond, the space is highlighted with a mountain view and is filled with natural light. Detached post and beam barn offers additional storage. This East Dorset property is located near both Manchester and Dorset villages, with easy access to all the Green Mountain state has to offer.

Listed by Alexandra Crowley of TPW Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 2022
* 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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74 Cobleigh Street Chester VT 05143

Chester, VT74 Cobleigh Street

Price$485,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4903312

  • Residential Single Family
  • Bedrooms 3
  • Square Feet 3,223
  • Construction Existing
  • Bathroom 3

One of the true gems of Chester. This circa 1850 home has been transformed over the years. It has the charm of the original farmhouse yet has the functionality of a newer home. You enter into a lovely enclosed screened in porch with newer windows which also serves as an entry mudroom. You'll step into a large living room with a woodburning stove with new stainless steel liner added when the chimney was rebuilt. Good sized kitchen has ample counter space and cabinets as well as an eat-in island with stools. The formal dining room has hardwood floors and a gorgeous bay window looking out to the front yard. First floor features an inviting family room with a wet bar, gas fireplace and access to the backyard patio. You'll also find on the main floor a bedroom, full bathroom, arts and crafts room and an amazing sunroom with brand new windows looking over the backyard. The upstairs features 2 bedrooms including an owners suite with a laundry room, dressing room, huge walk-in closet and a master bath with radiant heat and a double marble sink. There is also a second floor office for working at home. The property is special. It's beautifully landscaped all around with a vegetable garden bed, multiple outbuildings including a new 10X14 shed, small fish pond,fire pit and patio for endless hours of outdoor enjoyment. A 3 bay garage was also added in the past year. The house was recently painted and is move in ready. All this just a short distance to the historic town green.

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

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$
%
$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 2022
* 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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2054 Route 155 Mount Holly VT 05758

Mount Holly, VT2054 Route 155

Price$339,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4900650

  • Residential Single Family
  • Construction Existing
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 1,849

This antique home was restored with todays standards in mind. The convenience of the attached two car garage is a major bonus especially on the powder days! Walk into one of the highlights of this home with soaring wood ceilings, Large windows, custom kitchen and plenty of lounging space heat by the beautiful stone wood stove. You'll be wowed with the copper tin ceiling in the formal dining area. First floor primary bedroom and first floor full bath will be appreciated after a long day of skiing. Send the kids upstairs to two additional rooms and 3/4 bath. The bonus room over the garage is a blank canvas. All situated on 3 acres close to the Belmont Store for staples, Okemo is less than 20 minutes and Harry's Restaurant a locals favorite is less than 10 minutes. Don't miss this great opportunity! Schedule your appointment today!

Listed by Frank Provance of Diamond Realty

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$
%
$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 2022
* 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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17 Grafton Street Chester VT 05143

Chester, VT17 Grafton Street

Price$325,000

Est. Mortgage: $/month

MLS Number 4895672

  • Residential Single Family
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 1,824
  • Construction Existing

Classic 1852 brick colonial home located on the corner of Grafton and Main Streets in beautiful downtown Chester. A short stroll to the town green, library, shops and antique shops. Currently a 2 unit apartment, it's top floor consists of a two bedroom one bath unit while the downstairs is set up as a one bedroom cozy apartment. The house can very easily be converted back to a single family home by simply removing a wall on the lower level which was installed only a few years ago. The whole house has electric and plumbing updates. Two recent hybrid water heaters and furnace. A new roof was just installed. Priced to sell, please note current tenants are occupying both units. Appointments with at least 48 hours notice are needed. Showings will be scheduled in blocks of time. Preferred closing is this spring. This is an excellent opportunity to either convert the home back to a single family or live in one and rent the other.

Listed by Katherine Burns of William Raveis Vermont Properties

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$
%
$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 2022
* 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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1052 Route 100 Weston VT 05161

Weston, VT1052 Route 100

Price$259,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4894662

  • Residential Single Family
  • Square Feet 2,520
  • Construction Existing
  • Bathroom 1
  • Bedrooms 4

This antique Vermont farmhouse has been owned by the same family since it was built in 1940. If you love old farmhouses, then it'll be easy to envision the potential in making this home cozy and beautiful. The house has many traditional and vintage interior features, like the light-filled, wrap-around, enclosed porch (which a portion of could also work as a mudroom); the hardwood floors; the original, unpainted woodwork; the original cabinetry; and the pretty, four-over-one windows. The back yard abuts the West River, where you can create a patio and fire pit to sit and melt the stress away on warm summer days. Within 3 minutes to the Weston Playhouse and the Vt. Country Store; 10 minutes to Londonderry; 15 minutes to Okemo and Ludlow Village; 20 minutes to Bromley; and 30 minutes to Stratton. Close to Vast trails, lakes and hiking. Stay Back from the Barn - Do Not Enter it, Please. Property Sold As Is.

Listed by Sue Starr-Adams of Kelley Real Estate,Inc.

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$
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$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 2022
* 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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3590 Vermont Route 103 North Chester VT 05143
Active With Contract

MLS Number 4892482

  • Residential Single Family
  • Bathroom 1
  • Square Feet 2,090
  • Construction Existing
  • Bedrooms 3

Affordable Chester home back on the market after many substantive upgrades and repairs, including, but not limited to: replaced and reinforced sills, replaced building supports, new shower fixtures, knob and tube removal, new sheetrock and primer, new sub flooring in mudroom & and much more.This three bedroom, one bathroom home on .89 acres in the Gassett's area of Chester has the versatility of adaptive zoning with potential for residential, commercial or light industrial use. Recently replaced windows on the second floor and blown insulation. Three bedrooms upstairs and one bathroom downstairs. The kitchen could use an upgrade but has an open concept design layout. The laundry room hookup is on the other side of the kitchen, with a new laminate floor and platform for washer and dryer. The door in the laundry room leads to an unfinished barn space that could be great for another restroom or storage. There's also potential for a closed-in large pantry with some creative and trendy pantry organizing skills. Located 8 miles from Okemo Mountain Resort and 5 miles from Chester Village, this property would make an excellent starter home or short term rental for a handy buyer, or join the burgeoning retail hub with your neighbors Smokeshire Design and William Austin's Antiques. Fastest WiFi in VT (VTEL) Schedule a walkthrough today! *complete list of recent repairs/upgrades in Documents

Listed by Kristen Fehrenbach and Rachael Hyjek of Engel & Volkers Okemo-Woodstock

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$
%
$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 2022
* 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$125,000

Est. Mortgage: $/month

MLS Number 4881148

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

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: 5.3% last updated on May 12, 2022
* 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 2022 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 May 17, 2022.