Rutland County VT Homes under $500,000

/39
$468,500
- 5 Beds
- 1.5 Baths
- 2,500 Sq Ft
68 Church St, Poultney, VT 05764

Do not miss this beautiful five bedroom Federal home with upgrades and renovations throughout. Once a church rectory the pocket doors, beautiful hardwood floors and natural woodwork are maintained throughout. Replacement windows and upgraded mechanicals are just a few features inside this glorious home. The partially finished attic space is ready for the new owner's creativity. The back deck

Nancy Liberatore

Lakes & Homes Real Estate

(802) 317-8140

68 Church St, Poultney, VT 05764
/60
$475,000
- 7 Beds
- 6 Baths
- 3,861 Sq Ft
485 Brook Rd, Danby, VT 05739

Welcome to 485 Brook Road, a unique 3-unit Multi-family property in the charming Village of Danby, Vermont, situated in the valley of the Taconic and Green Mountains. Perched high above the Mill Brook, the home has served for over 50 years as a Northern retreat for the same owner, who has lovingly maintained and converted the structure into a 3+ bedroom owner's apartment, and two additional

Beth Vickers

Vermont Real Estate Company

(802) 810-8936

485 Brook Rd, Danby, VT 05739
/34
$424,000 Open Sat 11AM - 2PM
- 5 Beds
- 4 Baths
- 2,501 Sq Ft
328 Main St, Poultney, VT 05764

This elegant Greek Revival home sits at the edge of Poultney, Vermont's Historic Main Street. Known as The Two Editors Inn, it honors two of Poultney's notable citizens, Horace Greeley and George Jones, who honed their printing skills locally before founding The New York Tribune and The New York Times. This home showcases the elegance and romance of the American renaissance; from its prominent

Suanne Ohl

Northland Real Estate

(802) 520-0922

328 Main St, Poultney, VT 05764
/32
$480,000
- 4 Beds
- 2.5 Baths
- 2,268 Sq Ft
6948 Us Rte 7 Hwy, Pittsford, VT 05763

Steeped in history yet thoughtfully updated, this grand Colonial in Pittsford, Vermont, combines timeless charm with modern convenience. Pittsford is a welcoming community known for its small-town feel, scenic beauty, and easy access to Rutland, Brandon, Middlebury, Lake Bomoseen, and Killington Ski Area. The newly renovated kitchen is a true centerpiece with vaulted ceilings, original beams,

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

6948 Us Rte 7 Hwy, Pittsford, VT 05763
/60
$475,000
- 2 Beds
- 2 Baths
- 1,851 Sq Ft
705 Hedgehog Hill Rd S, Mount Holly, VT 05758

Here is YOUR RARE OPPORTUNITY to own a private piece of sought after Belmont, Vermont. A tree lined country road leads to this home on TEN acres of forested mountain solitude. All this, just minutes from Okemo Mountain Resort, Ludlow Lakes Region and Ludlow Village. A short drive to Bromley and Stratton Mountains and Killington Resort. The quaint Vermont Village of Weston with The Weston Play

Daniel Adams Adams Vermont Properties

705 Hedgehog Hill Rd S, Mount Holly, VT 05758
/37
$468,000
- 2 Beds
- 2 Baths
- 1,848 Sq Ft
4297 Us Route 4, Rutland, VT 05701

Mountain Retreat with Pond, Stream & Gourmet Kitchen — Minutes from Killington! Discover your private Vermont sanctuary nestled between Rutland and Pico Mountain, just minutes from world-class skiing at Killington Resort. This beautifully appointed home offers a rare blend of natural serenity and luxurious amenities. Set on a picturesque lot with a tranquil pond, meandering stream, and

Judy Storch Killington Valley Real Estate

4297 Us Route 4, Rutland, VT 05701
/43
$485,000
- 2 Beds
- 2 Baths
- 1,600 Sq Ft
929 Packer Rd, Mount Holly, VT 05758

Country Living with Mountain Views.Experience the tranquility of country living with breathtaking mountain views in this charming single-level home. This property offers the perfect blend of comfort and outdoor adventure, all set on a sprawling 5.3-acre parcel of open meadows.Step inside to discover a thoughtfully designed layout featuring two bedrooms plus a versatile bonus room, ideal

Elissa Scully Mary W. Davis Realtor & Assoc., Inc.

929 Packer Rd, Mount Holly, VT 05758
/59
$465,000
- 4 Beds
- 1 Bath
- 1,608 Sq Ft
1489 Summit Rd, Mount Holly, VT 05758

Have you been looking for a turnkey home with enough land to farm, but haven’t been satisfied with how many outbuildings were present? Look no further: Step into your new home and find a nicely updated kitchen, a spacious living room, and four clean, pleasant bedrooms looking out at your country lands, and not one, not two, not three, but SIX high-quality outbuildings! The ample space for

Zachary Zupan EXP Realty

1489 Summit Rd, Mount Holly, VT 05758
/32
$485,000
- 3 Beds
- 3 Baths
- 3,338 Sq Ft
156 David Rd, Rutland, VT 05701

Welcome to this exceptional Rutland Town ranch, where comfort and style come together in a beautifully designed home. The spacious first floor features a breathtaking living room with exposed wood beams, and a stunning floor-to-ceiling stone fireplace—creating the perfect ambiance for cozy evenings or elegant entertaining. A large, sun-filled kitchen offers ample counter space and storage,

Mandolyn McIntyre Crow Real Broker LLC

156 David Rd, Rutland, VT 05701
/58
$460,000
- 3 Beds
- 2.5 Baths
- 2,683 Sq Ft
2940 Route 30 N, Bomoseen, VT 05732

A charming 1880, beautifully preserved colonial home on almost an acre of land. This property offers the ultimate lakeside lifestyle, complete with deeded lake frontage, your own dock space with boat lift. This home offers plenty of space for your family and friends. Enter into the foyer and then into the kitchen which flows seamlessly into the dining area and into the spacious living room, with

Roxanna Emilo Emilo Real Estate, LLC

2940 Route 30 N, Bomoseen, VT 05732
/60
$442,000
- 3 Beds
- 1.5 Baths
- 1,610 Sq Ft
259 Maplewood Dr, West Rutland, VT 05777

Welcome to this thoughtfully redesigned tri-level, offering three distinct living zones that balance function and comfort. The grade-level entry leads to a versatile mudroom, family/office room, bonus/workout area, half bath, laundry, and utility space. Just a few steps up, the main level features a bright kitchen, dining, and living area with red oak hardwood floors throughout. Upstairs, three

Sue Walsh BHHS Vermont Realty Group/Middlebury

259 Maplewood Dr, West Rutland, VT 05777
/32
$460,000
- 2 Beds
- 2 Baths
- 935 Sq Ft
201 Old Mill Rd Unit A7, Killington, VT 05751

This beautifully furnished, one-level Pinnacle condominium is the ultimate mountain retreat, blending alpine charm with modern comfort. Unique to the garden-level A-building units, soaring ceilings and transom windows in the kitchen and living area fill the space with natural light and create an inviting, airy atmosphere. The open floor plan offers a perfect gathering space year-round—whether

Kyle Kershner Killington Pico Realty

201 Old Mill Rd Unit A7, Killington, VT 05751
/58
$415,000
- 2 Beds
- 1.5 Baths
- 3,010 Sq Ft
33 Creek Rd, Castleton, VT 05735

Live, Work, and Play at Lake Bomoseen! Discover a rare opportunity to own a versatile property with both residential and commercial potential, located right across from sparkling Lake Bomoseen. Upstairs, you’ll find a bright and sunny two-bedroom apartment with multiple balconies and a large fenced-in yard, ideal for everyday living or rental income. The property is served by a drilled well and

Betsy Adamovich Real Broker LLC

33 Creek Rd, Castleton, VT 05735
/30
$425,000
- 6 Beds
- 6 Baths
- 3,340 Sq Ft
25 Grove St, Brandon, VT 05733

Perfectly suited for multi-generational living or as a charming bed & breakfast/Airbnb venture, this 6-bedroom, 6-bath property known as “The Gazebo Inn” offers an impressive blend of space and potential. Nestled on a picturesque 1.6-acre lot, The Gazebo Inn features enchanting perennial gardens and majestic maple and black walnut trees, creating a serene retreat just moments from downtown

Stephanie Corey Adirmont Real Estate, LLC

25 Grove St, Brandon, VT 05733
/28
$499,000
- 3 Beds
- 2.5 Baths
- 2,520 Sq Ft
900 Pearl St, Brandon, VT 05733

This well cared for property is close to downtown, and has 21.62 acres on two separate adjoining lots. Mountain and pasture views are amazing from the many sunny windows in the living room that leads to a private deck. From the living room is a master bedroom with private full bath. Through french doors is the kitchen with plenty of cabinets and a counter barstool area, and leads to a separate

David White OwnerEntry.com

900 Pearl St, Brandon, VT 05733
/37
$460,000
- 2 Beds
- 3 Baths
- 1,249 Sq Ft
120 Killington Center Dr Unit 541, 542, Killington, VT 05751

New to Market – Renovated, Fully Furnished & Equipped Units at Killington Center (Units 541 & 542) A rare opportunity to own two beautifully renovated and turn-key units at Killington Center! Unit 541 is a lock-off studio suite with a kitchenette and full bath, while Unit 542 is a spacious 1-bedroom, 2-bath unit—offering the ultimate in flexibility, privacy, or rental potential. Rent

Bret Williamson Killington Valley Real Estate

120 Killington Center Dr Unit 541, 542, Killington, VT 05751
/29
$435,000
- 3 Beds
- 2 Baths
- 1,344 Sq Ft
678 Corn Hill Rd, Pittsford, VT 05763

Fantastic Country Club Location! This inviting one-level ranch offers a rare combination of golf course frontage and spectacular western mountain views. With 1,344 square feet of living space, the home features hardwood flooring under much of the carpeting—ready to be revealed for added warmth and timeless beauty. The welcoming layout includes generously sized living and dining rooms, a bright

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

678 Corn Hill Rd, Pittsford, VT 05763
/51
$429,000
- 4 Beds
- 2 Baths
- 2,104 Sq Ft
140 Vincent Egan Rd, Castleton, VT 05735

Enjoy Privacy, Comfort, Adventure and Affordability:Tucked away in the quiet lake woods of Vermont, just a few hundred feet from Lake Bomoseen, this 4-bed, 2-bath home on 1.2 acres offers the perfect blend of privacy, comfort, and outdoor adventure. Enjoy lake peeks through the trees while you relax on either of your two 20x30 decks. The main floor features 3 bedrooms, a full bath, a laundry

Mark Triller Real Broker LLC

140 Vincent Egan Rd, Castleton, VT 05735
/37
$499,000
- 3 Beds
- 2 Baths
- 2,208 Sq Ft
63 Bent Rd, Fair Haven, VT 05743

Meticulously Maintained Cape on Lake Hortonia- Tucked at the end of a private road, this 2006 Cape sits on nearly half an acre with direct frontage on Lake Hortonia—including its own private dock. Whether you're looking for a peaceful year-round home, a summer retreat, or a proven investment, this property has it all—it’s also been a successful Airbnb.The main floor offers a bright living

Mandolyn McIntyre Crow Real Broker LLC

63 Bent Rd, Fair Haven, VT 05743
/56
$499,995
- 5 Beds
- 3 Baths
- 3,234 Sq Ft
209 State St, Rutland, VT 05701

Investors take notice!! Duplex located in the heart of Rutland City—just a short drive from Killington Resort, downtown shopping, dining, and year-round events. Fully renovated and previously operated as a successful Airbnb and ski rental, this 3,200+ sq ft property includes a current occupancy permit, allowing for immediate short-term rental use. Ideal for investors or owner-occupants seeking

Evan Russell Real Broker LLC

209 State St, Rutland, VT 05701
/38
$409,900
- 3 Beds
- 1.5 Baths
- 1,890 Sq Ft
581 Mountain View Rd, Tinmouth, VT 05773

Simply a quintessential Vermont cape paradise. The property's 2.7 open acres, feature rolling meadows and bright garden plantings. Conveniently located a short distance to Rutland City, charming Wallingford Village, Elfin Lake, and world class Skiing. The expanded cape features a covered porch, open kitchen that flows into the living and dining areas. This home offers three large bedrooms as

Seth Barbiero EXP Realty

581 Mountain View Rd, Tinmouth, VT 05773
/37
$410,000
- 3 Beds
- 4 Baths
- 2,528 Sq Ft
40 Moonbrook Dr, Rutland, VT 05701

Move-in Ready Colonial in Quiet, Convenient NeighborhoodWelcome to this spacious 4-bedroom Colonial nestled in a quiet and convenient neighborhood, just minutes from the hospital, high school, and all that downtown Rutland has to offer-from dining and entertainment to golf and world-class skiing at Killington and Pico. Built in 2002, this well-maintained home offers versatile living with

Susan Bishop Four Seasons Sotheby's Int'l Realty

40 Moonbrook Dr, Rutland, VT 05701
/51
$499,000
- 2 Beds
- 2 Baths
- 1,370 Sq Ft
658 Johnson Spooner Rd, Castleton, VT 05735

Welcome home. 658 Johnson Spooner Road has everything you need. Whether you are looking for a year-round home, vacation home or an investment property, look no further. This charming home offers comfort, privacy and an inviting atmosphere in a peaceful setting. Perfectly positioned to take advantage of its serene surroundings, this property provides the ideal retreat for those seeking tranquility

Michelle Lord Ski Country Real Estate

658 Johnson Spooner Rd, Castleton, VT 05735
/25
$450,000
- 2 Baths
- 5,400 Sq Ft
2631 N Grove St, Rutland, VT 05701

Unlock the full potential of this 5,400 sq ft two-story commercial building located on a spacious 0.80-acre lot in Rutland, Vermont. Built on a solid slab foundation, this flexible space offers endless possibilities for entrepreneurs, investors, or those seeking a live/work setup. The property has served a variety of uses over the years, including a dog training facility, gymnastics studio, and

Leona Minard Four Seasons Sotheby's Int'l Realty

2631 N Grove St, Rutland, VT 05701
/56
$450,000
- 4 Beds
- 3 Baths
- 2,813 Sq Ft
10 S Main St, Rutland, VT 05701

Timeless Treasure Overlooking Main Street Park! This stunning home, lovingly maintained, thoughtfully updated, and beautifully curated since 1900, stands as a graceful sentinel overlooking Main Street Park and the mountains to the west. With its classic architecture and flexible layout, the property bodes well for multigenerational living, spacious single-family residence or traditional

Susan Bishop Four Seasons Sotheby's Int'l Realty

10 S Main St, Rutland, VT 05701
/26
$450,000
- 3 Beds
- 2 Baths
- 1,710 Sq Ft
4 Lyman Ave, Rutland, VT 05701

Welcome to this charming and well-maintained three-bedroom, two-bathroom home offering comfortable one-level living in a quiet desirable Rutland neighborhood in the Northeast section. Step inside to a spacious living area featuring a cozy fireplace—the perfect spot to unwind after a day out enjoying nearby parks, skiing or a day at the lake. The living room’s cathedral ceiling adds openness and

Nancy Greenwood Watson Realty & Associates

4 Lyman Ave, Rutland, VT 05701
/18
$420,000
- 1 Bed
- 1 Bath
870 Little Sherburne Rd, Killington, VT 05751

100% off grid seclusion! 12.4 acres in the heart of the Green Mountains! A pond, a small field and plenty of trees add to the natural beauty! This property is within ten minutes of the Killington Access Road. A VASA trail is on the road in front of the house and there is a walking trail that goes to the “Top of the World” viewing area just a short walk from the home. The town maintains the road

Ed Savage Gilbert Realty and Development

870 Little Sherburne Rd, Killington, VT 05751
/34
$499,000
- Land
- 115 Acres
- $4,324 per Acre
00 East Rd, Tinmouth, VT 05773

Exceptional 115-Acre Vermont Opportunity with Lake Frontage and Panoramic ViewsDiscover your private slice of Vermont paradise with this remarkable 115-acre parcel just outside Tinmouth. This rare property features over 25 acres of rolling open meadows—perfect for horses, farming, or simply enjoying sweeping views. Winding trails lead you through mature hardwood and hemlock forests, creating

Robin Chesnut-Tangerman McChesney RE, Inc.

00 East Rd, Tinmouth, VT 05773
/58
$449,000
- 3 Beds
- 2 Baths
- 2,768 Sq Ft
516 Lake Rd, Fair Haven, VT 05743

1860C Vermont Quintessential Farmhouse in Benson located on 8.7 Acres +/-mostly Hay-able Pastures. Newer Barn with 5 horse stalls for you or to Board others. Equipment Barn and 2 car Garage. Exquisite Views to the East from a Enclosed Peaceful Sunporch. This is where you will spend most of your timewhen you rise, enjoying your cup of Coffee or Tea or reading inthe twilight of the

Wenda Bird Bird Real Estate

516 Lake Rd, Fair Haven, VT 05743
/47
$499,000
- 4 Beds
- 2 Baths
- 2,902 Sq Ft
30 S Main St, Danby, VT 05739

Price Reduced! At just $171 per sq. ft., this renovated 1835 home delivers outstanding value with over $200,000 in structural upgrades. Energy efficiency comes built-in thanks to solar panels that keep electric bills low. Modern comforts blend seamlessly with historic character-original tin ceilings, antique fixtures, charming built-ins, and timeless details.Set in the heart of one of

Katherine Zilkha Four Seasons Sotheby's Int'l Realty

30 S Main St, Danby, VT 05739
/34
$469,000
- 4 Beds
- 2.5 Baths
- 2,707 Sq Ft
6 Moonbrook Dr, Rutland, VT 05701

Unlock the potential of this 4-Bedroom 2.5 bath contemporary home nestled in a tranquil sought after Rutland community.A modern eat-in kitchen boasts cherry cabinets, quartz countertops, wood-look tile flooring, recessed lighting and direct, sliding glass door, access to a private 20 x 11 deck. The first floor has a primary bedroom with an en suite bath, with a walk-in closet,

Mark Triller Real Broker LLC

6 Moonbrook Dr, Rutland, VT 05701
/60
$475,000
- 2 Beds
- 1 Bath
- 610 Sq Ft
7 Jennings Ln, Fair Haven, VT 05743

Don’t miss this RARE Turnkey, fully furnished Lake Hortonia beauty. Cozy and bright, updated two-bedroom, one full bath cottage with direct lake access/docks, beautiful views and great natural lighting. This landscaped 3-Season property features hardwood floors throughout, dining/living room overlooking the lake and a functional kitchen. Tons of extra unfinished space in the dormer/attic area.

Tucker Adirondack Lange Vermont Real Estate Company

7 Jennings Ln, Fair Haven, VT 05743
/6
$425,000
- 6,353 Sq Ft
326 Main St, West Rutland, VT 05777

Great opportunity for the savvy investor, 6 unit multi family which produces over $88,000 in gross income per year and over $58,000 in net income per year , CAP RATE at asking price is over is 13.5% , this property is offered with other two properties by the same owner a 2 family and A single family home , all are adjacent to each other

Mike Kalil Watson Realty & Associates

326 Main St, West Rutland, VT 05777
/31
$420,000
- 4 Beds
- 2 Baths
- 3,180 Sq Ft
1 North St, Middletown Springs, VT 05757

Known as the Jonas Clark House, this 1814 Brick Georgian style home sits proudly across from the Middletown Springs Village Green. This four bedroom, two bath home features many period details including a formal entry, spacious high ceiling rooms and original woodwork throughout. Other amenities include a modern kitchen, formal dining room, living room and den. Also, there is a basement oven

Alan Gombosi Northland Real Estate

1 North St, Middletown Springs, VT 05757
/24
$499,000
- 7 Beds
- 7 Baths
- 3,590 Sq Ft
38 Cottage St, Rutland, VT 05701

Well maintained 100% occupied 7 unit located in central Rutland neighborhood, priced below comparables and recent sales! This 7 unit property was recently renovated and is being listed at a ~12% cap and an annual Net Operating Income of ~$58K (~13% cap without management fees). A new owner can step into to this turnkey investment and enjoy extraordinary cash on cash returns based on

Michael Gilman 3GEN Real Estate Inc

38 Cottage St, Rutland, VT 05701
/30
$450,000
- 2 Beds
- 3 Baths
- 1,288 Sq Ft
69 Killington Center Dr Unit 131,132, Killington, VT 05751

Exciting Opportunity at Killington Center – Renovated & Ready to Rent! Welcome to Units 131 & 132 at Killington Center—2 beautifully renovated condos offering the ultimate in convenience, comfort, & flexibility. Each fully furnished unit is thoughtfully designed for short-term rental success or personal enjoyment. One of the units is a lock-off bedroom/bathroom suite—perfect for added privacy,

Bret Williamson Killington Valley Real Estate

69 Killington Center Dr Unit 131,132, Killington, VT 05751
/27
$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
/19
$415,000
- 3 Beds
- 2 Baths
- 1,558 Sq Ft
850 Sugarwood Hill Rd, Rutland, VT 05701

Nestled on 4.1 private acres in a well-regarded Rutland Town neighborhood, this 3-bed, 2-bath residence offers both privacy and potential. With 1,558?sq?ft of living space, a wood-frame structure, and a durable metal roof, it’s a retreat that awaits your personal touch. Surrounded by mature trees and open green space, this home features a generous lot with easy access and year-round appeal. For

Christopher Fucci Chris Fucci Associates, LTD

850 Sugarwood Hill Rd, Rutland, VT 05701
/58
$499,000
- 3 Beds
- 2 Baths
- 2,567 Sq Ft
1102 Drake Rd, Castleton, VT 05732

Stunning Views, Lake Bomoseen Proximity, and Versatile Living Spaces at 1102 Drake Road! This exceptional property offers breathtaking views of Birdseye Mountain, comfy living spaces, and a stellar location close to Vermont’s largest lake. The main home features 2 spacious bedrooms & a huge full bath, large kitchen with slate floors & a gorgeous island, an enclosed sunroom, & an inviting living

Betsy Adamovich Real Broker LLC

1102 Drake Rd, Castleton, VT 05732
/33
$439,999
- 3 Beds
- 2.5 Baths
- 1,792 Sq Ft
37 Cootey Ln, Wallingford, VT 05773

Delightful well maintained home tucked away on 1.17+/- acre lot. 3 bedroom, 2.5 bath and a full basement. The fully applianced kitchen with a center island offers extra space for cooking, dining area with sliders leading out to the back yard makes it convenient for backyard bbq's. Off from the kitchen is the living room with built-ins enhanced by a propane fireplace. 9ft ceilings. A formal

Nancy Greenwood Watson Realty & Associates

37 Cootey Ln, Wallingford, VT 05773

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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.