Rutland County VT Homes for Sale

/40
$375,000
- 1 Bed
- 1.5 Baths
- 1,315 Sq Ft
201 Cones Point Rd, Poultney, VT 05764

LAKE ST CATHERINE- YEAR ROUND - 1 BED w/ SPACIOUS LOFT FOR ADDITIONAL SLEEPING! Welcome to 201 Cones Point, an adorable hidden gem nestled on one of the most sought-after streets on the lake. This peaceful oasis offers the best of both worlds: a quiet retreat, yet just moments away from all the action and attractions you love. With easy access to the marina, golf courses, wineries, country

Hughes Group Team Casella Real Estate

201 Cones Point Rd, Poultney, VT 05764
/42
$269,500
- 3 Beds
- 1.5 Baths
- 1,546 Sq Ft
37 Taylor Hill Rd, Proctor, VT 05765

Absolutely charming ranch on lovely .51 acre lot. So much to love about this cutie. Enclosed sunroom, convenient mudroom w/laundry, spacious kitchen with built in pantry unit, luminous living room with bay window allowing in natural light throughout the day. Replacement vinyl windows, brand new oil tank. New wall oven. New vanity. Standing seam roof. Three bedrooms and full bath complete this

Lisa Hughes Four Seasons Sotheby's Int'l Realty

37 Taylor Hill Rd, Proctor, VT 05765
/48
$1,685,000
- 3 Beds
- 3.5 Baths
- 2,718 Sq Ft
191 Trailview Dr, Killington, VT 05751

KILLINGTON – DESIRED SKI-IN/SKI-OUT LOCATION!Seize this rare opportunity to own a stunningly updated mountain retreat with direct access to the legendary Great Eastern Trail via a deeded easement. Perfectly positioned for skiers, snowboarders, and outdoor enthusiasts, this home also offers strong short-term rental potential, making it a prime investment opportunity.Step inside to a bright and

Daniel Pol Killington Pico Realty

191 Trailview Dr, Killington, VT 05751
/24
$228,000
- Land
- 41 Acres
- $5,501 per Acre
8856 Cold River Rd, Shrewsbury, VT 05738

This 41.45-acre parcel of Vermont WILDERNESS offers an opportunity to steward a Shrewsbury WOODLAND resource or pursue its development potential—just 9 miles outside the city. There are four possible building sites, initially cleared when logged, with access from a paved well-maintained public road, and power at the street. The soils are likely to perc, as the land sits on higher ground and is

Rondene E Wanner EXP Realty

8856 Cold River Rd, Shrewsbury, VT 05738
/48
$84,900
- 1 Bath
- 450 Sq Ft
228 E Mountain Rd Unit A GRAND HOTEL 121 II, Killington, VT 05751

Welcome to the Killington Grand Resort Hotel, Killington's premeire slope-side fractional ownership property! Unit 121 Interval Use Period II is a studio that sleeps 4 guests on a Murphy-bed and a sofa-bed. This studio unit offers a bit more square footage than most studios due to its location in the building where the hallway "bends". In addition to extra square footage, this unit's location

Doug Quatchak Killington Valley Real Estate

228 E Mountain Rd Unit A GRAND HOTEL 121 II, Killington, VT 05751
/47
$265,000
- 2 Beds
- 1 Bath
- 1,039 Sq Ft
3965 Vermont 30, Pawlet, VT 05761

CHARMING 1773 HISTORIC HOME WITH STUNNING VALLEY VIEWSStep back in time with this beautifully maintained historic gem, one of Pawlet’s oldest homes, dating back to c1773! Nestled just a couple of miles north of the village, this cozy and character-filled home offers pretty sunset views over the Mettawee Valley from the inviting front porch.Inside, the home is warm and welcoming featuring

Scott McChesney McChesney RE, Inc.

3965 Vermont 30, Pawlet, VT 05761
/60
$2,250,000
- 7 Beds
- 5.5 Baths
- 6,415 Sq Ft
444 Tin Shanty Rd, Cuttingsville, VT 05738

Discover the beauty of this private country retreat on 124 acres. This 7-bedroom, 6-bath estate offers total seclusion and tranquility, with breathtaking mountain views visible from nearly every room in the house, a private pond and miles of walking trails. The peaceful sounds of nature, evening sunsets, and star-filled night skies will have you never wanting to leave. Designed for both relaxed

Mendi Michael Engel & Völkers Okemo

444 Tin Shanty Rd, Cuttingsville, VT 05738
/8
$45,000
- Land
- 5.00 Acres
- $9,000 per Acre
0 Vermont Route 73 E, Sudbury, VT 05733

Do you love walking in the woods? Come and see this unique 5 acre wooded parcel in Orwell. Mostly young saplings but there are larger Maple, Birch and Oak trees with tall White Pines and Cedar trees sprinkled about. There is a ridge that runs south to north near the south/east corner of the property with beautiful large moss covered rocks! The property slopes gently to the north where you run

Bonnie Gridley RE/MAX North Professionals, Middlebury

0 Vermont Route 73 E, Sudbury, VT 05733
/36
$600,000
- 2 Beds
- 2.5 Baths
- 1,700 Sq Ft
727 Woods Ln Unit G1, Killington, VT 05751

Charming Killington Condo: 2 Bed, 3 Bath End Unit Retreat!Nestled in the Woods of Killington, this inviting 2-bedroom, 3-bathroom end-unit condo offers the perfect blend of comfort and convenience. Sunlight streams through large windows, highlighting the warm, inviting living space; ideal for relaxing after a day on the slopes or hiking trails. In the summer, enjoy the tranquility of wooded

Chris Bianchi Ski Country Real Estate

727 Woods Ln Unit G1, Killington, VT 05751
/16
$179,000
- 4 Beds
- 2 Baths
- 1,752 Sq Ft
69 Plain St, Rutland, VT 05701

A single-family home in Rutland City awaits your vision! This property showcases a fresh exterior with new doors, windows, siding, and a roof, offering modern elegance and curb appeal. With electrical roughed in, it’s ready for a full interior renovation to bring it to life. Situated close to amenities, convenience is at your doorstep, while the blank canvas invites creativity and customization.

Noel Weeks Welcome Home Real Estate

69 Plain St, Rutland, VT 05701
/45
$330,000
- 3 Beds
- 3 Baths
- 3,600 Sq Ft
21 Lake Rd, Poultney, VT 05764

Modern Comfort Meets Natural Elegance Along the Poultney River.This home has been fully remodeled for a move-in-ready experience. Combining modern features in this classic home with scenic outdoor spaces, it offers both convenience and relaxation. Second floor primary suite, hardwood floors throughout and open floor plan for entertaining family and friends. Located within 15 minutes of Lake

Eric Hier Northland Real Estate

21 Lake Rd, Poultney, VT 05764
/34
$279,000
- 1 Bed
- 1 Bath
- 526 Sq Ft
907 E Mountain Rd Unit H1, Killington, VT 05751

Move-in ready, fully furnished garden level condo featuring an open living/kitchen/dining area with gas fireplace, updated kitchen, a private patio overlooking the golf course, spacious bedroom and a full bathroom. Whiffletree is on the shuttle system for convenient base area transportation and you can ski home when the lifts close for the day. An interior entry area offers a spacious locker for

Kyle Kershner Killington Pico Realty

907 E Mountain Rd Unit H1, Killington, VT 05751
/23
$282,900
- 5 Beds
- 3 Baths
- 2,304 Sq Ft
21-23 Garden St, Proctor, VT 05765

THIS IS THE PROPERTY YOU HAVE BEEN WAITING FOR!! The marble houses in the esteemed town of Proctor have so much rich history and it is rare to have one come to market! A stately duplex home that currently has 2 separate units with all separate utilities and earns a high income - but can easily be converted to a single family home to fit your needs. Both units have enclosed porches on the front

Claire Thompson Real Broker LLC

21-23 Garden St, Proctor, VT 05765
/32
$419,000
- 3 Beds
- 2 Baths
- 2,055 Sq Ft
286 E Crystal Haven Rd, Castleton, VT 05732

LAKE BOMOSEEN- Enjoy year-round lake living with dock space and access to Crystal Beach on stunning Lake Bomoseen—Vermont’s largest lake! This 3-bedroom home plus bonus room features hardwood floors, an eat-in kitchen with doors to a covered porch, and a spacious living room. The lower level offers a large family room, primary suite with bath, and laundry room. The backyard is perfect for yard

Mandolyn McIntyre Real Broker LLC

286 E Crystal Haven Rd, Castleton, VT 05732
/49
$346,000
- 4 Beds
- 2 Baths
- 2,550 Sq Ft
116 Lillian Dr, Castleton, VT 05735

Investor-ready duplex just half a mile from Castleton University! This split-entry multi-family property features two spacious 2-bedroom, 1-bath units with open-concept living areas and metal fireplaces. Each unit has private access and shares a 0.46-acre lot in a peaceful residential neighborhood. One unit boasts new appliances, fresh carpet, and interior paint. With a newer standing seam metal

Nick Sicard EXP Realty

116 Lillian Dr, Castleton, VT 05735
/30
$109,000
- 1 Bath
- 530 Sq Ft
133 E Mountain Rd Unit 3C17, Killington, VT 05751

This studio, end unit in Mountain Green is an ideal location for those looking to enjoy all that Killington Resort has to offer, making it a prime spot for outdoor enthusiasts. With close proximity to skiing, golf, mountain biking, and summer activities. In Building 3, you'll enjoy the convenience of easy access to the pool, hot tub, sauna, and steam room. Perfect for relaxation after a day of

Elevations Team Real Broker LLC

133 E Mountain Rd Unit 3C17, Killington, VT 05751
/52
$149,000
- 1 Bed
- 2 Baths
- 751 Sq Ft
228 E Mountain Rd Unit L GRAND HOTEL 219/22, Killington, VT 05751

Welcome to the Killington Grand Resort Hotel, Killington's premeire slope-side fractional ownership property! Unit 219/221 Interval Use Period III is a 1BR/2BA lockout unit that sleeps 8 guests on two queen beds, a Murphy-bed and a sofa-bed. Ownership entitles the owner to 13 weeks of use per year. This "L" floor plan sleep 8 unit with a balcony is in very high demand! This unit enjoys a

Doug Quatchak Killington Valley Real Estate

228 E Mountain Rd Unit L GRAND HOTEL 219/22, Killington, VT 05751
/6
$75,000
- Land
- 0.70 Acre
- $107,143 per Acre
TBD Prospect, Brandon, VT 05733

Build your dream home in beautiful Brandon, VT! Discover the perfect place to build your next home on this .70-acre level lot, cleared and ready for construction! Nestled in a desirable subdivision, perfect for early morning walks with the dog, offering privacy while being just one mile from downtown Brandon, VT—a charming and thriving small town with all the amenities you need. Public sewer &

Deborah Fortier KW Vermont

TBD Prospect, Brandon, VT 05733
/28
$415,000
- 2 Beds
- 2 Baths
- 3,012 Sq Ft
33 Creek Rd Unit 2, Castleton, VT 05735

Local Landmark with Endless Potential –OWNER FINANCING AVAILABLE. Mixed-Use Building in the Heart of Bomoseen. Step into the heart of the Lake Bomoseen lifestyle with this well-known, mixed-use property full of opportunity! Currently home to a successful deli (business not for sale), this beloved local landmark offers incredible versatility with a commercial space on the main level and a spacious

Freddie Ann Bohlig Four Seasons Sotheby's Int'l Realty

33 Creek Rd Unit 2, Castleton, VT 05735
/45
$1,800,000
- 10 Beds
- 4.5 Baths
- 6,800 Sq Ft
3356 Route 22a, Fair Haven, VT 05743

Gone With the Wind vibes in this historic colonial farmhouse built in 1790 and registered on the National Historic Registry. This estate is comprised of several buildings on 83 scenic acres and has breathtaking sunrise mountain views. Main house, carriage house with 4 car garage, a duplex home, 11 stall stable, 2 other barns - one with indoor riding area, 2 car garage plus fenced pastures and

Lisa Friedman Great American Dream Realty

3356 Route 22a, Fair Haven, VT 05743
/19
$495,000
- 1 Bed
- 1 Bath
- 809 Sq Ft
281 Sunrise Rd Unit 205C, Killington, VT 05751

Ski-In, Ski-Out Mountain Retreat! This completely renovated 1-bedroom, 1-bath condo offers unbeatable access to the Sunrise chairlift and Sports Center—just steps away. Located on the second floor, this spacious unit features a cozy gas fireplace, in-unit washer and dryer, and breathtaking mountain views from your private balcony. Upgrades include new stainless-steel appliances, custom

Daniel Pol Killington Pico Realty

281 Sunrise Rd Unit 205C, Killington, VT 05751
/37
$79,000
- 1 Bath
- 418 Sq Ft
228 E Mountain Rd Unit 124 III, Killington, VT 05751

Killington Grand Resort Unit 124 Interval III - Nestled in the heart of Vermont's Green Mountains, the Killington Grand Hotel is just steps away from Killington Ski Resort, the largest ski area in the eastern United States. The Grand Hotel boasts 133 well-appointed rooms and suites, each with breathtaking views of the surrounding mountains. This A-handicap accessible studio unit sleeps 2 and

Kyle Kershner Killington Pico Realty

228 E Mountain Rd Unit 124 III, Killington, VT 05751
/60
$1,750,000
- 8 Beds
- 5 Baths
- 4,611 Sq Ft
882 Mitchell Rd, Cuttingsville, VT 05738

One of a kind property in Shrewsbury with a renovated four bedroom 1812 Colonial and a three bedroom Converted Barn with a one bedroom in-law-suite that has provided an Airbnb income. All on 137 acres enrolled in the VT Land Trust and Land Use programs, as well as a Forest Management Plan. A sloping terrain and open pastures provide easterly VIEWS of the Taconic mountains for watching the seasons

Sandi Reiber Four Seasons Sotheby's Int'l Realty

882 Mitchell Rd, Cuttingsville, VT 05738
/55
$599,000
- 2 Beds
- 2 Baths
- 1,026 Sq Ft
118 High Ridge Rd Unit E-18, Killington, VT 05751

Make your trip to Killington World Class Resort easy every day. Take the shuttle bus that runs every 15 minutes to the resort base lodge(s) and then ski home on the High Ridge Ski Trail and never worry about parking! This unit has been nicely updated with appliances, automatic sink, new paint and new home furnishings which transfer with sale. Amazing mountain views off of your back balcony,

Tucker Adirondack Lange Vermont Real Estate Company

118 High Ridge Rd Unit E-18, Killington, VT 05751
/46
$149,000
- 1 Bed
- 2 Baths
- 777 Sq Ft
228 E Mountain Rd Unit L GRAND HOTEL 169/17, Killington, VT 05751

Here's a brand new listing at the Killington Grand Resort Hotel, Killington's premeire slope-side fractional ownership property! Unit 169/171 Interval Use Period I is a 1BR/2BA lockout unit that sleeps 8 guests on two queen beds, a Murphy-bed and a sofa-bed. This owner is pricing the unit aggressively for a quick sale. Ownership entitles the owner to 13 weeks of use per year. This "L" floor

Doug Quatchak Killington Valley Real Estate

228 E Mountain Rd Unit L GRAND HOTEL 169/17, Killington, VT 05751
/13
$749,000
- 4 Beds
- 4 Baths
- 6,740 Sq Ft
3892 U S 7, Pittsford, VT 05763

Welcome to a prime investment opportunity in the heart of an up-and-coming area. This property boasts a cap rate over 9%, generating impressive monthly income with minimal expenses. With solid tenants in place, including both commercial and multi-family occupants, this is a turnkey operation for any savvy investor looking to capitalize on the current rental market. Don't miss out on this chance

Brian Hill Remax Summit

3892 U S 7, Pittsford, VT 05763
/33
$350,000
- 1 Bed
- 2 Baths
- 2,060 Sq Ft
1579 Healdville Rd Unit Lot 1, Mount Holly, VT 05758

This fully converted home offers a unique blend of contemporary, modern comfort and rustic Vermont charm. Set on a peaceful, wooded 6.1 acre lot just 10 minutes from Okemo Mountain Resort, this versatile space is ready for your personal touch. Once a garage, it is now a stunning modern retreat, that is waiting for you to move in. The spacious ground floor features a large living area, a

Uli Donohue Engel & Völkers Okemo

1579 Healdville Rd Unit Lot 1, Mount Holly, VT 05758
/25
$365,000
- 3 Beds
- 1 Bath
- 2,532 Sq Ft
34 Hillcrest Rd, Rutland, VT 05701

Welcome to this classic Vermont home, tucked into a quiet, well-loved neighborhood. The front porch invites you to slow down and enjoy a morning coffee or chat with neighbors, while the enclosed back porch offers a peaceful spot to take in the view of the spacious, fenced backyard—perfect for gardens, pets, taking in a sunny afternoon or just a little breathing room.Inside, you'll find a flexible

Christie Garofano Four Seasons Sotheby's Int'l Realty

34 Hillcrest Rd, Rutland, VT 05701
/27
$190,000
- 2 Beds
- 1.5 Baths
- 1,054 Sq Ft
137 E Mountain Rd Unit IIA2, Killington, VT 05751

Enjoy this rare gem! Jump right in to this renovated Mountain Green unit on the main level of Building 2. Snowshoe right out the back sliders to the Killington Golf Course or just enjoy the view from every window of this large corner unit. Relax knowing all the renovations have been done for you - the wood fireplace has been removed and replaced with a built in electric fireplace and

Merisa Sherman Four Seasons Sotheby's Int'l Realty

137 E Mountain Rd Unit IIA2, Killington, VT 05751
/12
$599,000
- 2,324 Sq Ft
4875 Us Route 7, Pittsford, VT 05763

Prime 99.9-Acre Property in Pittsford, Vermont – Incredible Investment & Development Opportunity!This expansive 99.9-acre property offers endless possibilities for the savvy investor, farmer, or builder looking to make their mark in the heart of Vermont. Located just minutes from Pittsford Village and easily accessible from Route 7, this land provides the perfect balance of privacy and

Alison McCullough Alison McCullough Real Estate

4875 Us Route 7, Pittsford, VT 05763
/14
$195,000
- 4 Beds
- 2 Baths
- 1,305 Sq Ft
103 Glenbrook Rd, Castleton, VT 05735

Dive into the 1800s grit of this Castleton college rental—a diamond in the rough screaming for your hammer and hustle! It’s weathered student ragers and late-night crams, with a rental history that churns steady cash—keep it flowing or carve out your own historic haven on this sprawling lot begging for epic cookouts or a killer garden. The detached two-car garage is your playground—stash gear,

Kevin Holmes Blue Slate Realty

103 Glenbrook Rd, Castleton, VT 05735
/25
$225,000
- 3 Beds
- 2 Baths
- 1,040 Sq Ft
238 S Main St, Danby, VT 05739

Discover a unique opportunity to own 2 homes. Own a refreshed, turn-key 3-bed, 2- full bath mobile home on a generous 0.95-acre lot in picturesque Danby Vermont. And also own the original farmhouse on the premises that awaits your renovation, allowing you to live comfortably in the mobile home while restoring a piece of Vermont's heritage. This property offers ample space for gardening, privacy,

Mark Triller Real Broker LLC

238 S Main St, Danby, VT 05739
/31
$639,000
- 2 Beds
- 2 Baths
- 2,804 Sq Ft
1956 Route 73 E, Brandon, VT 05733

If a view is what you are looking for this home is for you! Situated on 18.2 acres on a gently sloping lot, this classic Gambrel style home provides breathtaking views of the Green Mountains and the surrounding landscape. Sit and cozy up with a book in the family room by the built in fireplace or the oversized living room with a picture window that floods the interior with natural light. Attached

Amy Young Champlain Valley Properties

1956 Route 73 E, Brandon, VT 05733
/24
$289,000
- 3 Beds
- 2 Baths
- 1,507 Sq Ft
17 Phillips St, Rutland, VT 05701

OPEN HOUSE 04/17/2025 - MOTIVATED SELLER! Centrally located on a dead-end street, this classic cape-style two-story home sits on over half an acre with mature trees and room to garden. This home has 3-bedrooms and 2-full baths, featuring hardwood floors, newer kitchen, first-floor laundry, an elevated back deck, enclosed front porch, and fully fenced in front yard. It has undergone more recent

Kathryn Zambon Real Broker LLC

17 Phillips St, Rutland, VT 05701
/43
$1,275,000
- 9 Beds
- 5 Baths
- 5,000 Sq Ft
997 U S 4, Rutland, VT 05701

Net operating income of over $113,000 (see attachment)! At the list price, the property generates a turnkey cap rate of ~9%. The owners live out of state and manage the property remotely. This multi-family consists of five units located on a well-manicured 2-acre parcel in peaceful Rutland Town. Property is equipped with smart locks and security cameras for seamless remote monitoring. The

Derek Greene Derek Greene

997 U S 4, Rutland, VT 05701
/60
$599,000
- 3 Beds
- 3,978 Sq Ft
25 & 31 North St, Proctor, VT 05765

Franklin’s Restaurant has been a generational gathering place in the historic town of Proctor, attracting a loyal local following with its small town warmth and welcoming atmosphere reminiscent of a certain popular TV show. Anchoring an important part of the town’s social life, the almost 4000 square foot building, complete with two income producing apartments, sits on a 16.78 Acres of land

Zachary Zupan EXP Realty

25 & 31 North St, Proctor, VT 05765
/46
$499,000
- 3 Beds
- 3,978 Sq Ft
25 North St, Proctor, VT 05765

Franklin’s Restaurant has been a generational gathering place in the historic town of Proctor, attracting a loyal local following with its small town warmth and welcoming atmosphere reminiscent of a certain popular TV show. Anchoring an important part of the town’s social life, the over 4000 square foot building, complete with two income producing apartments, sits on a 5.66 Acre parcel. This

Zachary Zupan EXP Realty

25 North St, Proctor, VT 05765
/31
$269,900
- 4 Beds
- 2 Baths
- 1,544 Sq Ft
33 River St, Fair Haven, VT 05743

FAIR HAVEN: An Investors dream; Both units have been very renovated over and all EMP's are up to date with the state. The rents are great and could even be brought up to "market rents" to reach desired cap rate. The current seller has put a tremendous amount of work into the property over the years. Vinyl windows and siding for easy maintenance & efficient units meant to withstand the cold

Owen Loughan Westside Real Estate

33 River St, Fair Haven, VT 05743
/3
$65,000
- Land
- 1.00 Acre
- $65,000 per Acre
0 Blissville Rd, Castleton, VT 05735

Nestled in a charming residential neighborhood in Castleton, Vermont, this 1-acre lot is fully cleared and level, the property is ready for construction with a drilled well already on-site, power available at the street, and a state-approved septic design for a three-bedroom home. With these essential preparations in place, you can fast-track your building plans without the hassle of major site

Hughes Group Team Casella Real Estate

0 Blissville Rd, Castleton, VT 05735
/30
$330,000
- 3 Beds
- 2 Baths
- 1,920 Sq Ft
107 Library Ave, Rutland, VT 05701

Could this be your new home? Absolutely beautiful colonial that is walking distance to downtown- shopping, dining and just a short walk to the school. Completely renovated right down to the studs. New electrical, plumbing, walls, roof, furnace, vinyl siding, porch/deck, lighting, doors and windows. The first floor offers bright clean modern rooms including a brand new kitchen with granite

Nancy Greenwood Watson Realty & Associates

107 Library Ave, Rutland, VT 05701

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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.