Rutland County, VT Homes

/59
$1,750,000
- 4 Beds
- 2.5 Baths
- 2,796 Sq Ft
1333 Route 153, Pawlet, VT 05775

Consider Stebbins Bardwell’s Legacy: A rare opportunity to own a storied 300-acre Vermont farm rooted in American agricultural history. Established in 1863 as Vermont’s first cheesemaking co-op by Consider Stebbins Bardwell, this remarkable property has been thoughtfully revived for modern use. From 2004-2020 the current owners revived and reinvented the farm’s cheesemaking tradition, producing

Scott McChesney McChesney RE, Inc.

1333 Route 153, Pawlet, VT 05775
/47
$510,000

Sold Feb 05, 2026

1851 York Street Extension, Poultney, VT 05764
- 6 Beds
- 4 Baths
- 5,264 Sq Ft
- Built 2001
Last Sold Summary
- 18% Below List Price
- $97/SF
- 174 Days On Market
Current Estimated Value $518,080

Last Listing Agent Mandolyn McIntyre Crow Real Broker LLC

1851 York Street Extension, Poultney, VT 05764

/49
Est $447,973

Not Listed For Sale

399 Crown Point Rd, Cuttingsville, VT 05738
- 3 Beds
- 2 Baths
- 2,294 Sq Ft
- Built 1969
399 Crown Point Rd, Cuttingsville, VT 05738

Last Sold Summary
- 39 Days On Market
Last Listing Agent Sarah Sheehan William Raveis Real Estate Vermont Properties

/22
$42,000

$3K PRICE DROP
- Land
- 1.7 Acres
- $24,706 per Acre
269 Hawkins Rd, Wallingford, VT 05742

Welcome to the corner of Hawkins Road and Autumn Heights in the charming town of Wallingford. This 1.7-acre parcel offers a peaceful natural setting with mostly wooded terrain and a meandering seasonal stream flowing through the property. A previously roughed-in driveway and cleared homesite could easily be reclaimed, providing a head start for your future plans. Whether you envision a primary

Kevin Barnes William Raveis Real Estate Vermont Properties

269 Hawkins Rd, Wallingford, VT 05742
/8
$420,000

Sold Mar 06, 2026

575 Baker Rd, Hubbardton, VT 05735
- Land
- 107.9 Acres
- $3,892 per Acre
Last Sold Summary
- 45% Below List Price
- 492 Days On Market
Last Listing Agent Freddie Ann Bohlig Four Seasons Sotheby's Int'l Realty

575 Baker Rd, Hubbardton, VT 05735

/57
Est $647,707

Not Listed For Sale

5601 Upper Cold River Rd, Cuttingsville, VT 05738
- 3 Beds
- 2.5 Baths
- 4,195 Sq Ft
- Built 1985
5601 Upper Cold River Rd, Cuttingsville, VT 05738

Last Sold Summary
- 134 Days On Market
Last Listing Agent Mark Triller Real Broker LLC

/15
$139,500

$43K PRICE DROP
- Land
- 5.1 Acres
- $27,353 per Acre
Lot 9 Applesauce Hill Rd, Castleton, VT 05735

Ready to build your dream home in Vermont? Breathtaking Adirondack and Green Mountain views surround you here with Castleton University, numerous lakes, golf, skiing at Killington and theater all just minutes away. Enjoy the privacy while experiencing excellent internet and cell phone service so you can work remotely. This spectacular 5.1 acre home site is approved for a 3-4 bedroom septic

Jason Saphire www.HomeZu.com

Lot 9 Applesauce Hill Rd, Castleton, VT 05735
/40
$675,000

Sold May 20, 2026

161 Graysville Dr, Pittsfield, VT 05762
- 3 Beds
- 2.5 Baths
- 1,936 Sq Ft
- Built 1969
Last Sold Summary
- $349/SF
- 9 Days On Market
Current Estimated Value $680,367

Last Listing Agent Connor Johnson KW Vermont

161 Graysville Dr, Pittsfield, VT 05762

/24
Est $303,763

Not Listed For Sale

2451 Upper Cold River Rd, Cuttingsville, VT 05738
- 2 Beds
- 1 Bath
- 1,185 Sq Ft
- Built 1960
2451 Upper Cold River Rd, Cuttingsville, VT 05738

Last Sold Summary
- 8 Days On Market
Last Listing Agent Max Walker Watson Realty & Associates

/58
$950,000

Under Contract
- 4 Beds
- 4 Baths
- 2,932 Sq Ft
232 Burke Hollow Rd Unit E-2, Killington, VT 05751

Amazing opportunity to own a Kings Pines townhouse as these units rarely come on the market. Tucked quietly out of the way the small community offers privacy while easy access to all that Killington has to offer. World class skiing , restaurants , mountain biking , hiking and more.The well built townhouses are some of the largest in Killington. The unit being offered has wonderful mountain

Carol Wood Williamson Group Sothebys Intl. Realty

232 Burke Hollow Rd Unit E-2, Killington, VT 05751
/49
$234,500

Sold Feb 06, 2026

653 Main St, West Rutland, VT 05777
- 4 Beds
- 1 Bath
- 2,126 Sq Ft
- Built 1900
Last Sold Summary
- 12% Below List Price
- $110/SF
- 146 Days On Market
Current Estimated Value $228,927

Last Listing Agent Rondene Wanner Inactive Agents

653 Main St, West Rutland, VT 05777

/23
Est $204,352

Not Listed For Sale

2183 Upper Cold River Rd, Cuttingsville, VT 05738
- 2 Beds
- 1 Bath
- 612 Sq Ft
- Built 1950
2183 Upper Cold River Rd, Cuttingsville, VT 05738

Last Sold Summary
- 2 Days On Market
Last Listing Agent Karen Heath Four Seasons Sotheby's Int'l Realty

/55
$139,000

$6K PRICE DROP
- 1 Bed
- 1 Bath
- 677 Sq Ft
228 E Mountain Rd Unit D GRAND HOTEL 112 II, Killington, VT 05751

New lower price on this popular one bedroom floor plan with VIEWS, VIEWS AND MORE VIEWS! Unit 112 Interval III is a 1BR/1BA unit that accommodates 6 guests on one queen bed, a queen murphy-bed and a sofa-bed. Enjoy expansive mountain views over the pond and up the Snowshed slope encompassing four of Killington's six mountains. Enjoy the view from an oversized deck, unique to first floor units!

Doug Quatchak Killington Valley Real Estate

228 E Mountain Rd Unit D GRAND HOTEL 112 II, Killington, VT 05751
/18
$265,000

Sold Nov 19, 2025

133 Harrington Ave, Rutland, VT 05701
- 3 Beds
- 1 Bath
- 960 Sq Ft
- Built 1960
Last Sold Summary
- 8% Above List Price
- $276/SF
- 3 Days On Market
Current Estimated Value $283,204

Last Listing Agent Sandi Reiber Four Seasons Sotheby's Int'l Realty

133 Harrington Ave, Rutland, VT 05701

/28
Est $1,335,678

Not Listed For Sale

2059 Upper Cold River Rd, Cuttingsville, VT 05738
- 4 Beds
- 4.5 Baths
- 4,160 Sq Ft
- Built 1973
2059 Upper Cold River Rd, Cuttingsville, VT 05738

Last Sold Summary
- 126 Days On Market
Last Listing Agent Sue Starr-Adams EXP Realty

/2
$399,000
- Land
- 24.6 Acres
- $16,220 per Acre
0 Nuthatch Rd Unit 5099939, Chittenden, VT 05737

READY to BUILD! WATER and SEPTIC DONE! UNDERGROUND POWER DONE! NO ZONING! 24.6 acres of land off Middle Road in north Chittenden Vermont. This land is composed of 2 contiguous separately deeded lots. The 6 acre lot is ready to build with a drilled well, a 3 bedroom septic system, underground power and a driveway all in place! The 18.6 acre lot is about 75% wooded and 25% cleared land with a nice

David White OwnerEntry.com

0 Nuthatch Rd Unit 5099939, Chittenden, VT 05737
/54
$284,000

Sold Apr 13, 2026

227 Church St, Rutland, VT 05701
- 3 Beds
- 1 Bath
- 1,561 Sq Ft
- Built 1951
Last Sold Summary
- 5% Below List Price
- $182/SF
- 11 Days On Market
Current Estimated Value $287,006

Last Listing Agent Rhonda Nash Welcome Home Real Estate

227 Church St, Rutland, VT 05701

/40
Est $243,310

Not Listed For Sale

1951 Upper Cold River Rd, Cuttingsville, VT 05738
- 1 Bed
- 1 Bath
- 432 Sq Ft
- Built 1990
1951 Upper Cold River Rd, Cuttingsville, VT 05738

Last Sold Summary
- 11 Days On Market
Last Listing Agent Denise Byers Green Mountain Premiere Properties

/42
$279,000

$20K PRICE DROP Under Contract
- 2 Beds
- 1.5 Baths
- 1,040 Sq Ft
43 Middle Rd, North Clarendon, VT 05759

Beautiful 2-bedroom, 2-bath home in Clarendon, set on just over half an acre. This inviting property features stunning wood floors throughout and floor-to-ceiling windows in the dining area that fill the space with natural light. The spacious living area offers a pellet stove hookup, perfect for cozy evenings. Conveniently located near schools, shopping, restaurants, and skiing, this home offers

David Lafontaine Welcome Home Real Estate

43 Middle Rd, North Clarendon, VT 05759
/7
$235,000

Sold Jun 18, 2026

0 Spruce Knob Rd Unit 5095710, Middletown Springs, VT 05757
- Land
- 9.6 Acres
- $24,479 per Acre
Last Sold Summary
- 0 Days On Market
Last Listing Agent Robin Chesnut-Tangerman McChesney RE, Inc.

0 Spruce Knob Rd Unit 5095710, Middletown Springs, VT 05757

/5
Est $407,000

Not Listed For Sale

1452 Eastham Rd, Cuttingsville, VT 05738
- 3 Beds
- 2 Baths
- 1,850 Sq Ft
- Built 1983
1452 Eastham Rd, Cuttingsville, VT 05738

Last Sold Summary
- 7 Days On Market
Last Listing Agent Betsy Franzoni Franzoni Real Estate Company

/38
$360,000

Under Contract
- 2 Beds
- 1.5 Baths
- 1,176 Sq Ft
995 Centerville Rd, East Wallingford, VT 05742

Set atop a gentle knoll and framed by mature trees, this 1950 home was reimagined from the studs out in a 1999 renovation, with a thoughtful addition in 2001 that expanded the living space. The surrounding grounds -open lawn, established perennial gardens, and a classic stone wall - create a setting that feels both cared-for and connected to nature. One gap in the wall offers a quiet invitation

Susan Bishop Four Seasons Sotheby's Int'l Realty

995 Centerville Rd, East Wallingford, VT 05742
/55
$200,000

Sold Feb 26, 2026

228 E Mountain Rd Unit DB DRMR GRAND HOTEL, Killington, VT 05751
- 2 Beds
- 2 Baths
- 1,054 Sq Ft
- Built 1998
Last Sold Summary
- 13% Below List Price
- $190/SF
- 92 Days On Market
Last Listing Agent Doug Quatchak Killington Valley Real Estate

228 E Mountain Rd Unit DB DRMR GRAND HOTEL, Killington, VT 05751

/45
Est $1,170,079

Not Listed For Sale

774 Ccc Rd, Cuttingsville, VT 05738
- 5 Beds
- 7.5 Baths
- 5,519 Sq Ft
- Built 1999
774 Ccc Rd, Cuttingsville, VT 05738

Last Sold Summary
- 123 Days On Market
Last Listing Agent Linda Benoit Highland Realty

/9
$1,150,000

$500K PRICE INCREASE
- Land
- 2.71 Acres
- $424,354 per Acre
Lot 12 Mountain Side Dr, Killington, VT 05751

Build Your Dream Home in One of Killington’s Most Exclusive Communities Set within the prestigious Mountainside development, this exceptional 2.71-acre, single-family building lot at 2,450 ft elevation offers the opportunity to create your own private Killington retreat in an increasingly exclusive community of high end homes. Tucked just off East Mountain Road, Mountainside combines privacy and

Bret Williamson Killington Valley Real Estate

Lot 12 Mountain Side Dr, Killington, VT 05751
/37
$412,500

Sold Feb 11, 2026

3 Brightview Ave, Rutland, VT 05701
- 3 Beds
- 2 Baths
- 1,757 Sq Ft
- Built 1975
Last Sold Summary
- 10% Below List Price
- $235/SF
- 8 Days On Market
Current Estimated Value $414,283

Last Listing Agent Nancy Greenwood Watson Realty & Associates

3 Brightview Ave, Rutland, VT 05701

/40
Est $701,424

Not Listed For Sale

9765 Cold River Rd, Cuttingsville, VT 05738
- 3 Beds
- 3 Baths
- 2,928 Sq Ft
- Built 1830
9765 Cold River Rd, Cuttingsville, VT 05738

Last Sold Summary
- 164 Days On Market
Last Listing Agent Gail Beardmore Engel & Völkers Okemo

/40
$795,000
- 3 Beds
- 2 Baths
- 1,520 Sq Ft
175 Creek Rd, Castleton, VT 05735

Discover your ideal year-round home on Vermont’s beautiful Lake Bomoseen, featuring over 100 feet of shoreline and complete with four docks and six boat slips! Originally constructed in 1850, only one beam from that era remains, as the home was meticulously rebuilt and renovated in 2009. With three spacious bedrooms and two well-appointed bathrooms, this inviting home is ready to welcome you to

Stephanie Corey Adirmont Real Estate, LLC

175 Creek Rd, Castleton, VT 05735
/60
$1,275,000

Sold Jun 12, 2026

520 Barrows Towne Rd, Killington, VT 05751
- 3 Beds
- 4.5 Baths
- 2,867 Sq Ft
- Built 1973
Last Sold Summary
- 11% Above List Price
- $445/SF
- 3 Days On Market
Current Estimated Value $1,065,351

Last Listing Agent Will Spanos KW Vermont-Killington

520 Barrows Towne Rd, Killington, VT 05751

/20
Est $468,446

Not Listed For Sale

9417 Cold River Rd, Cuttingsville, VT 05738
- 4 Beds
- 2 Baths
- 2,100 Sq Ft
- Built 1997
9417 Cold River Rd, Cuttingsville, VT 05738

Last Sold Summary
- 2 Days On Market
Last Listing Agent Peggy Steves Real Broker LLC

/40
$287,500

$13K PRICE DROP
- 3 Beds
- 3 Baths
- 1,280 Sq Ft
4056 Middle Rd, North Clarendon, VT 05759

Wait until you see this view....Unbelievable, long distant view over meadow to hillside to mountains beyond. Every day would be different and remarkable and the sunsets can't be beat. You will appreciate the screen porch in the front. You will undoubtably spend hours there. This 16x80 foot mobile home has 3 bedrooms, 1 with a private bath. The home was built in 2007 and is in nice condition. The

Betty McEnaney Diamond Realty

4056 Middle Rd, North Clarendon, VT 05759
/21
$279,000

Sold Apr 02, 2026

137 Pinecrest Rd, Mendon, VT 05701
- 3 Beds
- 1 Bath
- 864 Sq Ft
- Built 1970
Last Sold Summary
- 7% Below List Price
- $323/SF
- 3 Days On Market
Current Estimated Value $322,436

Last Listing Agent Hughes Group Team Casella Real Estate

137 Pinecrest Rd, Mendon, VT 05701

/27
Est $367,201

Not Listed For Sale

7768 Cold River Rd, Cuttingsville, VT 05738
- 3 Beds
- 1 Bath
- 1,316 Sq Ft
- Built 1967
7768 Cold River Rd, Cuttingsville, VT 05738

Last Sold Summary
- 8 Days On Market
Last Listing Agent Joshua Lemieux Remax Summit

/28
$375,000

Under Contract
- 3 Beds
- 2 Baths
- 1,434 Sq Ft
26 Heritage Hill Circle Place, Rutland, VT 05701

Welcome to 26 Heritage Hill Circle Place, a well-maintained three-bedroom, two-bath condominium offering 1,434 finished square feet of comfortable,low-maintenance living. Built in 1987, this inviting home features a one-car garage with additional driveway parking, along with access to common outdoor spaces. Thethoughtfully designed floor plan includes a first-floor bedroom, full bath, and

Jordan Euber Remax Summit

26 Heritage Hill Circle Place, Rutland, VT 05701
/45
$495,000

Sold May 15, 2026

23 E Prospect St, Brandon, VT 05733
- 3 Beds
- 2 Baths
- 1,718 Sq Ft
- Built 1880
Last Sold Summary
- 6% Below List Price
- $288/SF
- 6 Days On Market
Current Estimated Value $493,997

Last Listing Agent Beth Stanway IPJ Real Estate

23 E Prospect St, Brandon, VT 05733

/34
Est $466,246

Not Listed For Sale

83 Carmel Place, Rutland, VT 05701
- 2 Beds
- 2.5 Baths
- 1,797 Sq Ft
- Built 2008
83 Carmel Place, Rutland, VT 05701

Last Sold Summary
- 15 Days On Market
Last Listing Agent Freddie Ann Bohlig Four Seasons Sotheby's Int'l Realty

/39
$310,000
- 1 Bed
- 1 Bath
- 670 Sq Ft
203 Old Mill Rd Unit 5, Killington, VT 05751

This is your ticket to Killington Mountain life! This one-bedroom Pinnacle unit is a short shuttle away from the lifts, restaurants, and nightlife. Enjoy a peaceful finish to an active day fully reclined in front of the fireplace or unwind in the new indoor spa area, outdoor pool or hot tub. Additional amenities include a fitness center with lounge area and tennis courts. The covered balcony is a

Jessica Posch Killington Pico Realty

203 Old Mill Rd Unit 5, Killington, VT 05751
/43
$620,000

Sold Jul 02, 2026

1918 Vermont 155, Mount Holly, VT 05742
- 4 Beds
- 3.5 Baths
- 3,716 Sq Ft
- Built 2005
Last Sold Summary
- $167/SF
- 1 Day On Market
Last Listing Agent Lisa Kelley Cummings & Co

1918 Vermont 155, Mount Holly, VT 05742

/35
Est $702,794

Not Listed For Sale

37 Ox Yoke Dr, Rutland, VT 05701
- 4 Beds
- 4 Baths
- 2,696 Sq Ft
- Built 1978
37 Ox Yoke Dr, Rutland, VT 05701

Last Sold Summary
- 93 Days On Market
Last Listing Agent Susan Bishop Four Seasons Sotheby's Int'l Realty

/31
$195,000

$30K PRICE DROP
- 3 Beds
- 2 Baths
- 1,820 Sq Ft
83 Granger St, Rutland, VT 05701

MOTIVATED SELLER! Step inside this classic home at 83 Granger Street, conveniently located close to shopping, restaurants, schools, and all local amenities. Offering plenty of space and flexibility, this property features a first-floor bedroom, full bathroom, and washer/dryer hookups for added convenience and easy one-level living.While the home could benefit from some repairs and

Hughes Group Team Casella Real Estate

83 Granger St, Rutland, VT 05701

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