Rupert, VT Condos for Sale

Explore Similar Condos Within 10 Miles of Rupert, VT

/33
$445,000
- 3 Beds
- 2.5 Baths
- 1,777 Sq Ft
8920 Sage Hill Rd Unit 20, Manchester, VT 05255

Nestled amidst the breathtaking scenery, this 3 bedroom condominium offers an idyllic escape. Inside, you're greeted by an open living space on the main floor, featuring high ceilings, natural woodwork and a wood-burning fireplace. The kitchen is spacious and flows into the dining/living area. On the main floor you'll also find the primary bedroom, full bathroom, half bath, and enclosed three

David Halligan Four Seasons Sotheby's Int'l Realty

8920 Sage Hill Rd Unit 20, Manchester, VT 05255
/18
$549,900 Open Sun 11AM - 1PM
- 3 Beds
- 3.5 Baths
- 1,888 Sq Ft
14 Vaughn Farm Rd Unit 4, Manchester Center, VT 05255

Breathtaking views of Mt Equinox from this completely updated 3 bedroom 4 bath condominium just minutes from town and the ski mountains. The top floor features a fully renovated kitchen with new cabinets, granite countertops and new windows that feature views of a lovely birch tree amidst your own patio and garden. The spacious living room features a deck with mountain views, cathedral ceilings

Sean Dillon Four Seasons Sotheby's Int'l Realty

14 Vaughn Farm Rd Unit 4, Manchester Center, VT 05255
/37
$679,000
- 3 Beds
- 2 Baths
- 2,070 Sq Ft
68 Owls Nest Cir Unit B-7, Manchester, VT 05254

Equinox on the Battenkill, is one of Southern Vermont’s premier condominium resort communities. Located in the historic Village of Manchester, nestled at the base of Mt. Equinox and situated along the acclaimed Equinox Golf Course and Battenkill River. One of it's gems, 68 Owls Nest Circle, has opened up and is priced to sell! Fresh interior and exterior paint and new windows. This charming 3

Dana Kingsley Josiah Allen Real Estate, Manchester Branch Office

68 Owls Nest Cir Unit B-7, Manchester, VT 05254
/9
$1,350,000 New Construction
- 3 Beds
- 4.5 Baths
- 2,200 Sq Ft
3746 Main St, Manchester, VT 05255

Monarch on Main – Luxury Living in Historic Manchester VillageAnticipated completion, Fall 2025, Monarch on Main offers the rare opportunity to own a thoughtfully designed townhome in the heart of Manchester Village. Imagine an easy strolling to fine dinning, shopping and evening events. This three-level residence combines the efficiency of new construction with the timeless charm of its

Britt Wohler Wohler Realty Group

3746 Main St, Manchester, VT 05255
/50
$795,000 New Construction
- 3 Beds
- 2.5 Baths
- 1,760 Sq Ft
38 Jamesons Flats, Manchester, VT 05255

NEW CONSTRUCTION -Showings Begin 3/1.This beautifully designed 3-bedroom, 2.5-bath Condo blends modern comfort & energy-conscious features in a prime location, just steps from the heart of Manchester. An open-concept main living area is perfect for entertaining, with a kitchen featuring an eat-in island, ample storage, stainless steel appliances, including your choice of electric or propane

Britt Wohler Wohler Realty Group

38 Jamesons Flats, Manchester, VT 05255

Vermont Bennington County Rupert

Why Live in Rupert

Rupert, Vermont, nestled in the Taconic Mountains near the New York border, embodies rural charm with its picturesque farm village setting. The village center, featuring a general store, post office, and churches, reflects a classic small-town atmosphere. Historic buildings, like the Carver House, add to the area's character. Housing options range from historic Colonials and midcentury Cape Cods to large farmhouses and contemporary homes, many offering scenic views of rolling farmland or mountains. The Delaware and Hudson Rail-Trail, running along the Indian River, provides opportunities for hiking, biking, and fishing, while the Merck Forest & Farmland Center offers educational nature programs and trails. Sherman's Store, a staple since the 1850s, sells local products and serves meals, with more shopping available in nearby Dorset and Manchester. Community life is vibrant, with the Rupert Village Trust hosting social events in the historic Sheldon General Store. Students in Rupert have a school choice program, with options in Vermont and New York. Travel is facilitated by Vermont routes 30, 153, and 315, with the Rutland Regional Medical Center 35 miles away and Albany International Airport 60 miles away.

Learn more about living in Rupert

Home Trends in Rupert, VT

On average, homes in Rupert, VT sell after 43 days on the market compared to the national average of 70 days. The median sale price for homes in Rupert, VT over the last 12 months is $356,000, up 27% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$356,000

Median Single Family Sale Price

$356,000

Average Price Per Sq Ft

$235

Number of Homes for Sale

Last 12 months Home Sales

Months of Supply

0.00

Median List Price

$375,000

Median Change From 1st List Price

Median Home Sale Price YoY Change

27%

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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.