Rutland County VT Homes for Sale with Acreage

/60
$399,999
- 3 Beds
- 3 Baths
- 1,905 Sq Ft
1739 Vermont 140, Wallingford, VT 05742

Welcome to the best of both worlds- a magical property with its own babbling brook, private, yet easy access to plowed roads and town conveniences. This 1,905 sq/ft 11⁄2 level cape has it all- 3 bedrooms, 3 bathrooms, tasteful updates with 1950's charm, tons of living space and a 2 car garage. While the style and livability of the house itself are perfect, the outdoor living areas are the

KC Gandee

Real Broker LLC

(802) 444-8165

1739 Vermont 140, Wallingford, VT 05742
/45
$1,200,000
- 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

(802) 551-3041

3356 Route 22a, 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

(802) 300-4707

0 Blissville Rd, Castleton, VT 05735
/48
$775,000
- 3 Beds
- 3.5 Baths
- 1,582 Sq Ft
2400 Upper Cold River Rd, Cuttingsville, VT 05738

Location, location, location! This well-maintained Cape-style home is nestled on a private 26.5-acre lot, offering breathtaking views, endless outdoor recreation, and exceptional short-term rental potential. Relax and entertain on the large back deck, where you can take in stunning views, enjoy the pond which is about 150’ x 150’ and 14’ feet deep and is stocked with large trout, perfect for

Hughes Group Team

Casella Real Estate

(802) 278-0220

2400 Upper Cold River Rd, Cuttingsville, VT 05738
/3
$79,000
- Land
- 2.30 Acres
- $34,348 per Acre
00 Columbia Unit Lot E, Hubbardton, VT 05735

Lake Beebe 2.3 acre lot with a .11 acre at the waters edge for your lake enjoyment. Enjoy this quiet pristine environment. Views of the lake. Lots are part of land subdivided into 4 parcels available for sale.

Nancy Liberatore

Lakes & Homes Real Estate

(802) 214-8855

00 Columbia Unit Lot E, Hubbardton, VT 05735
/3
$79,000
- Land
- 2.34 Acres
- $33,761 per Acre
00 Columbia Unit Lot D, Hubbardton, VT 05735

Lake Beebe 2.34 acres lot with a .011 acre deeded access at the waters edge for your lake enjoyment. Enjoy this quiet pristine environment.

Nancy Liberatore

Lakes & Homes Real Estate

(802) 277-7805

00 Columbia Unit Lot D, Hubbardton, VT 05735
/2
$124,900
- Land
- 13 Acres
- $9,335 per Acre
00 Columbia Unit Lot B/C, Hubbardton, VT 05735

Lake Beebe 13.38 Acre Lot with an additional .19 at the waters edge for your lake enjoyment.

Nancy Liberatore

Lakes & Homes Real Estate

(802) 471-2766

00 Columbia Unit Lot B/C, Hubbardton, VT 05735
/60
$1,997,000
- 5 Beds
- 4.5 Baths
- 3,343 Sq Ft
330 Rupert Hill Rd, Pawlet, VT 05761

Amazing Agricultural Package: 54 Bucolic Acres, 360 degree hill-top views, 1407 feet Mettowee River frontage, Complete 2023 Renovation of 5343 SF contemporary farm house, Barns and Run-in sheds, Guest house, Walk to Pawlet Village convenience! That's just the tip of the iceberg... the winding drive overlooks open pastures and rolling terrain through hardwood forests as it approaches the hill top

Laura Beckwith

Josiah Allen Real Estate, Inc.

(802) 327-7303

330 Rupert Hill Rd, Pawlet, VT 05761
/40
$1,050,000
- 3 Beds
- 2.5 Baths
- 2,604 Sq Ft
3780 Danby Pawlet Rd, Pawlet, VT 05761

Where to start with this quintessential Vermont Get Away: 62.8 Acres of exceptionally balanced pasture, hardwoods and Flower Brook! Circa.2001, 3000 SF beautifully executed Post and Beam residence is perched in an upper meadow featuring STUNNING THREE SISTERS VIEWS! Thoughtfully designed, the Great Room encompasses the open island kitchen, dining and dramatic two plus story glass wall

Laura Beckwith

Josiah Allen Real Estate, Inc.

(802) 755-3449

3780 Danby Pawlet Rd, Pawlet, VT 05761
/2
$399,000
- Land
- 8 Acres
- $49,875 per Acre
0 Vermont 30, Wells, VT 05774

Lake St. Catherine lot with 50 feet of deep water access included!! There is the potential for further subdivision but lot is being conveyed as one parcel. New survey is in process to determine final lot dimensions and road frontage. Approximate road frontage is estimated at 650 feet. The lake front is 50 feet.

Nancy Liberatore

Lakes & Homes Real Estate

(802) 278-9219

0 Vermont 30, Wells, VT 05774
/8
$160,000
- Land
- 10 Acres
- $15,857 per Acre
4878 Old Stage Rd, Benson, VT 05743

10-Acre Wooded Retreat with Primitive Camp – Prime Vermont Hunting LandDiscover your own slice of the Green Mountain State with this 10-acre wooded parcel nestled in the heart of Vermont. Perfect for outdoor enthusiasts, this secluded property offers a peaceful setting ideal for hunting, camping, or simply escaping the hustle of everyday life.Tucked away among mature hardwoods and

Nancy Liberatore

Lakes & Homes Real Estate

(802) 327-8659

4878 Old Stage Rd, Benson, VT 05743
/36
$569,000
- 4 Beds
- 3 Baths
- 2,644 Sq Ft
200 Crystal Heights, Bomoseen, VT 05732

Spacious Lakeview Retreat with Lake AccessThis expansive 4-bedroom, 3-bath single-family home offers the perfect blend of comfort, space, and breathtaking natural beauty. Perched to capture stunning panoramic views of the lake, this home invites you to unwind in a setting that feels like a year-round vacation.Inside, you’ll find a generous layout ideal for both everyday living and

Nancy Liberatore

Lakes & Homes Real Estate

(802) 255-8348

200 Crystal Heights, Bomoseen, VT 05732
/24
$279,000
- 5 Beds
- 5 Baths
- 480 Sq Ft
52 Altrui Place, Rutland, VT 05701

Live in One, Rent the Others – Multi-Unit Investment Opportunity!Tucked away on a dead-end street and just minutes from local schools and shops, this unique property features three separate homes on one lot—ideal for investors or those looking to live in one unit and generate income from the others.The property includes two single-wide mobile homes and a newly renovated, move-in ready

Hughes Group Team

Casella Real Estate

(802) 471-2447

52 Altrui Place, Rutland, VT 05701
/60
$564,900
- 3 Beds
- 3 Baths
- 1,336 Sq Ft
491 Alpine Dr, Mount Holly, VT 05758

Motivated Seller! Rare opportunity to own this beautiful year-round Vermont Cape-style home! Only 5 minutes to Jackson Gore at Okemo. This updated and well-cared-for home has it all: hardwood floors, a cathedral ceiling, a finished basement with a kitchen, a covered rear porch, a mudroom, and a 2-car attached garage. Enjoy the backyard oasis, featuring an above-ground pool, a large CedarWorks

Ed Wojenski

Greenwald Realty Group

(802) 214-7499

491 Alpine Dr, Mount Holly, VT 05758
/39
$699,000
- 3 Beds
- 2 Baths
- 1,876 Sq Ft
885 North St, Wells, VT 05774

Welcome to The Slate House at North Street. A fully furnished one-of-a-kind home on a rare double lot between two beautiful lakes. Enjoy private frontage on Lake Lucidian, an exclusive lake, prized for fishing and kayaking, plus shared access on Lake St. Catherine with your own boat dock. This thoughfully designed 3-bedroom, 2 bath home features natural slate siding, rich hardwood floors, slate

Lori Andrus-Winn

New England Lakeside Realty

(802) 255-8934

885 North St, Wells, VT 05774
/31
$345,000
- 5 Beds
- 1 Bath
- 1,687 Sq Ft
416 Upper Rd, Poultney, VT 05764

Back on Market due to buyer's inability to meet financing contingency. Take advantage of this opportunity to own this quintessential Vermont Farmhouse situated on 8+ acres with barn, outbuildings and oversized two car garage plus workshop with lower and upper-level storage. This property offers the opportunity for animals and crops with some tillable acres. The five bedrooms provide ample room

Suanne Ohl

Northland Real Estate

(802) 454-3247

416 Upper Rd, Poultney, VT 05764
/55
$699,900
- 3 Beds
- 2 Baths
- 1,916 Sq Ft
2439 Route 22a N, Fair Haven, VT 05743

This custom-built Vermont log home offers over 55 acres of private woodland, complete with wooded trails, abundant wildlife, and peaceful mountain views. Handcrafted using authentic 9-inch logs, the home features 3 bedrooms, 2 bathrooms, vaulted ceilings with exposed beams, and radiant heated floors on the main level. The open-concept design is filled with natural wood finishes, skylights, and a

Nick Sicard EXP Realty

2439 Route 22a N, Fair Haven, VT 05743
/36
$599,000
- 5 Beds
- 3 Baths
- 3,876 Sq Ft
5 Pearl St, Brandon, VT 05733

When you picture a classic village home in Vermont, what comes to mind? A beautiful fascade, large flat yard, inviting entrance? All of the above?! Plus so much more. Brandon is a unique VT town with tree lined streets, elbow room between neighbors, a lovely downtown village center with green space, markets, restaurants, bakeries, breweries and shops. Within this quintessential village sits 5

Amey Ryan IPJ Real Estate

5 Pearl St, Brandon, VT 05733
/27
$387,000
- Land
- 256 Acres
- $1,510 per Acre
0 Marshall Phillips Rd Unit 24033421, Brandon, VT 05733

Marshall Phillips Forest is found in the southern end of the Champlain Valley in west-central Vermont. A wide valley between the Green Mountain Range to the east and sprawling Lake Champlain to the west. The lower elevations of this parcel offer a flatter landscape, making hiking through this property less strenuous than the usual steeper terrain of Vermont hillsides. The forest ecosystem on this

Thom Milke

0 Marshall Phillips Rd Unit 24033421, Brandon, VT 05733
/58
$875,000
- Land
- 34 Acres
- $25,735 per Acre
21 Nickerson Rd, Brandon, VT 05733

Amazing development opportunity on 34+/- acres located in the beautiful town of Brandon, VT. Strategically located between the Middlebury and Rutland employment areas, this lot could provide the much-needed housing expansion. Zoned primarily High-Density Multi-use with minimum lot size of 1/5th acre. The town confirmed that this lot will be in the new Tier 1B Act250 exempt area when implemented,

Curtis Trousdale Preferred Properties

21 Nickerson Rd, Brandon, VT 05733
/60
$750,000
- 2 Beds
- 850 Sq Ft
603 Anderson Dr, Fair Haven, VT 05743

Escape to your own piece of Vermont wilderness with this rare off-the-grid seasonal cabin nestled on the shores of Lake Hortonia. Boasting over 1,500 feet of private lake frontage, this serene property offers breathtaking views and a deep connection to nature. Whether you’re casting for pike and bass in the clear waters or listening to loons at sunset, this is lake living at its most

Chad Bruyette Whitetail Properties Real Estate, LLC

603 Anderson Dr, Fair Haven, VT 05743
/2
$22,350
- Land
- 2.80 Acres
- $7,982 per Acre
201 Vt Route 3, Florence, VT 05744

Nestled in the peaceful town of Florence, VT, this 2.8-acre wooded lot is ready for your vision. Whether you want to build a home, park an RV seasonally, or invest in land, this property gives you the flexibility you need. Zoned Rural District (R), with a partial commercial area, allows for single-family homes, mobile homes, tiny houses, RVs (temporary use), and short-term rentals with the proper

Dallas Waldon

201 Vt Route 3, Florence, VT 05744
/34
$1,200,000
- 4 Beds
- 3.5 Baths
- 3,700 Sq Ft
429 Black Bear Path, Mendon, VT 05701

YOU CAN SEE THE SKIERS COMING DOWN THE HILL. EXCEPTIONAL VIEWS of Pico Mountain and 21 acres of privacy set the stage for this exceptional Mendon retreat. Located at the end of a quiet road and bordered by protected city forest, this spacious home is perfectly situated between Killington and Pico ski areas—offering the ideal balance of seclusion and year-round adventure. With over 3,800 sq ft on

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

429 Black Bear Path, Mendon, VT 05701
/29
$1,500,000
- 5 Beds
- 4 Baths
- 3,988 Sq Ft
51 Gulf Rd, Tinmouth, VT 05773

Located in the heart of the Taconic mountains with wide rolling meadows and a mature forest, Square Mile Farm is an inviting retreat on 644 acres with stunning pastoral views. On the farm is a light-filled 1988 four-bedroom home with an one-bedroom apartment and views of a pond and curvy mountains including Killington and Pico. The 1800s barn is an outstanding example of New England architecture.

Dia Jenks LandVest, Inc/Woodstock

51 Gulf Rd, Tinmouth, VT 05773
/36
$1,375,000
- 6 Beds
- 3 Baths
- 3,584 Sq Ft
96 Tabor Rd, Cuttingsville, VT 05738

The ultimate Vermont retreat - private setting with 93.4 acres across 3 subdivided lots, featuring miles of trails, 3 ponds (one with beach area within view of house, another stocked pond with zipline), fruit trees, gardens, and open fields for year-round recreation. This 6BR, 3BA home includes a stunning two-story recent addition with 3 upstairs bedrooms and a light-filled main-level bonus room

Kim Prins Four Seasons Sotheby's Int'l Realty

96 Tabor Rd, Cuttingsville, VT 05738
/13
$2,950,000
- 4 Beds
- 2 Baths
- 1,078 Sq Ft
2134 Killington Rd, Killington, VT 05751

Opportunity’s knocking, are you going to answer? This may be a once in a lifetime chance to grab an amazing parcel on The Killington Road. This 5.91 acre lot features two entrances, one on Killington Road and another on Butler Road. It includes 10 ERUs (sewer units) and two existing structures - perfect for housing contractors during a future build out. The land is flat to slightly sloping, zoned

Bret Williamson Killington Valley Real Estate

2134 Killington Rd, Killington, VT 05751
/54
$799,000
- 3 Beds
- 2 Baths
- 1,492 Sq Ft
693 Little Sherburne Rd, Killington, VT 05751

Beautiful off-grid 3-bedroom home close to Killington Ski Area and Woodstock providing you with easy access to the area’s amenities. Nestled in the midst of the famed Chateauguay the property is surrounded by natural beauty including a serene pond with a natural spring. Solar panels provide electricity while a mix of propane heaters, wood pellet stove and wood fired furnace round out your heat

Laura Derderian Killington Valley Real Estate

693 Little Sherburne Rd, Killington, VT 05751
/25
$1,200,000
- 7 Beds
- 3.5 Baths
- 4,442 Sq Ft
99 Spooner Point, Castleton, VT 05735

LAKE BOMOSEEN SPECIAL OFFERING. Built in 1874, this stately three-story home is a proud remnant of Lake Bomoseen’s storied past, once a distinguished estate overlooking Vermont’s largest freshwater lake, it remains a testament to 19th-century craftsmanship and lakeside elegance. Treasured by generations for over several centuries, this beloved home has been the backdrop to countless memories and

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

99 Spooner Point, Castleton, VT 05735
/8
$2,700,000
- 4 Beds
- 6 Baths
- 3,722 Sq Ft
3569 Route 30 N, Castleton, VT 05732

Turn this prefect lake front location ( see Lake House web site) into your private summer retreat! Reimagine three floors of living space all facing the lake, huge back terraced yard that leads to ample dock space with over 430’ of lake frontage and 6 docks. In addition, there are three apartment units across the street that can be year round rental income or reconfigured to create special guest

Steven Bryant TPW Real Estate

3569 Route 30 N, Castleton, VT 05732
/54
$975,000
- 4 Beds
- 3 Baths
- 2,568 Sq Ft
316 Elm Hill Dr, North Clarendon, VT 05759

Welcome to your private Vt. Sanctuary where thoughtful design, natural beauty, and year-round convenience converge. Tucked away on 10.75 acres in N. Clarendon, this exceptionally crafted 4-bedroom, 3-bathroom New England-style home with a separate 300 sf guest cottage offers the ideal setting for multi-generational living, elegant entertaining, or perfect retreat living. Main Residence – Built

Rose Wright Vermont Heritage Real Estate

316 Elm Hill Dr, North Clarendon, VT 05759
/59
$1,440,000
- 3 Beds
- 3 Baths
- 1,920 Sq Ft
418 Killington Rd, Killington, VT 05751

PRICE IMPROVEMENT on this beautifully crafted 3-bedroom, 3 bath home with an additional in-law suite; complete with its own private entrance - offering flexibility for guests, rental potential or multigenerational living. Built in 2006, this charming Craftsman-style home is ideally situated on the Killington Access Road, placing you moments from world-class skiing, mountain biking, golf,

Katie McFadden RE/MAX North Professionals

418 Killington Rd, Killington, VT 05751
/60
$1,499,000
- 5 Beds
- 4 Baths
- 5,006 Sq Ft
2427 Monument Hill Rd, Castleton, VT 05735

Discover your Vermont sanctuary just 2 miles from stunning Lake Bomoseen and a short drive to the scenic Half Moon State Park! This exceptional home offers a perfect blend of natural beauty and luxurious comfort nestled within over 80 acres of lush land. Imagine waking up to breathtaking water features - a deep spring-fed pond, a majestic fifty-foot waterfall, and a tranquil year-round brook

Michael Johnston Coldwell Banker Hickok and Boardman

2427 Monument Hill Rd, Castleton, VT 05735
/50
$2,400,000
- 6 Beds
- 5 Baths
- 4,821 Sq Ft
198 Prospect Point Rd, Castleton, VT 05735

ONCE UPON A DREAM-PROSPECT POINT. An extraordinary opportunity to own a 1.73-acre private peninsula with over 560 feet of pristine WATERFRONT on Lake Bomoseen, Vermont’s largest freshwater lake. With expansive western views, unmatched privacy, and direct water access, this custom-built 4,821 sq ft home, completed in 2002, effortlessly blends timeless New England charm with the finest elements of

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

198 Prospect Point Rd, Castleton, VT 05735
/46
$775,000
- 4 Beds
- 3.5 Baths
- 3,385 Sq Ft
384 Basin Rd, Brandon, VT 05733

Discover the perfect blend of comfort, space, and natural beauty with this stunning four bedroom, four bathroom home on more than ten acres of land. Close to dining, shopping, skiing and hiking and a bustling village in Historic Brandon, Vermont. Step inside to find an updated kitchen featuring modern appliances, stone countertops, and ample cabinetry. The flow between the screened in porch,

Max Walker Watson Realty & Associates

384 Basin Rd, Brandon, VT 05733
/60
$799,000
- 5 Beds
- 3.5 Baths
- 4,422 Sq Ft
24 Spring Lake Rd, Cuttingsville, VT 05738

Once a storied tavern where travelers paused before crossing a toll bridge, this stately 1782 Federal home-offering 5 bedrooms and 3.5 baths on 20+/- scenic acres is now a completely reimagined turn-key residence! The entry/study welcomes you with a classic Vermont hearth. A first floor ensuite bedroom has soaring ceilings, a dramatic arched window, skylights, an elegant woodburning fireplace and

Geralyn Donohue Engel & Völkers Okemo

24 Spring Lake Rd, Cuttingsville, VT 05738
/31
$695,000
- 5 Beds
- 4 Baths
- 3,572 Sq Ft
11 Tuttle Meadow Dr, Rutland, VT 05701

BIG, BOLD, AND BEAUTIFUL! Nicely sited colonial on a rare 1.38-acre lot in a quiet Northeast Rutland neighborhood, this elegant custom-built home offers the space, comfort, and quality you’ve been looking for. With over 3,500 sq ft, the home features 5 bedrooms and 4 baths, including a first-floor office with a closet and nearby full bath, ideal for guests or a 6th bedroom. The oversized kitchen

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

11 Tuttle Meadow Dr, Rutland, VT 05701
/52
$749,000
- 3 Beds
- 2 Baths
- 2,780 Sq Ft
249 Ward Rd, Poultney, VT 05764

This historic 1830's stately home brags about the 3 + Bedrooms, 2 Full Baths, on 57.9 acres of Vermont conserved land; a nice mix of meadows and forest. There is a two story post and beam 20 X 44 barn with walkout. This historic home is situated on a publicly maintained dirt road close the restaurants and amenities. There are nice views across the fields from the back of the home. For all your

Cynthia Hollister NY and VT Real Estate Company

249 Ward Rd, Poultney, VT 05764
/28
$689,000
- 4 Beds
- 2.5 Baths
- 2,068 Sq Ft
1229 Route 30 N, Castleton, VT 05732

Own your peninsula, tucked away on the quiet northern end of Lake Bomoseen, lies this secluded 10.87-acre property, offering exceptional privacy, abundant lakefrontage, and serene water views. Enjoy the tranquility of lakefront living, paddling the peaceful northern waters, grilling up the day’s fresh catch (a bass fishing and duck hunting mecca) or simply watching the blue herons glide overhead.

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

1229 Route 30 N, Castleton, VT 05732
/59
$2,675,000
- 3 Beds
- 5 Baths
- 4,321 Sq Ft
426 Roaring Brook Rd, Killington, VT 05751

Stunning Killington Estate, Stellar Location! This fabulous property has expansive mountain views in a Vermont setting. Enjoy privacy while being less than 1/2 a mile to the Killington restaurants/nightlife & 2 miles to the K1 Lodge. This property has the extraordinary combination of golf course frontage and unobstructed vistas of the Killington Mountain range. The recent renovations by renowned

Marni Rieger KW Vermont-Killington

426 Roaring Brook Rd, Killington, VT 05751
/57
$1,150,000
- 3 Beds
- 4 Baths
- 4,206 Sq Ft
3755 River Road Fork, Killington, VT 05751

Tucked away at the end of a quiet drive, this stunning Killington property is situated at the confluence of the Ottauquechee River, Roaring and Brimstone Brooks. Surrounded by nature on all sides, it’s no surprise that this inspiring spot served for years as the home & studio of a beloved local artist. Gaze out from a comfortable chair on one of the spacious decks or the brook-side bench, listen

Judy Storch Killington Valley Real Estate

3755 River Road Fork, Killington, VT 05751

Showing Results 1 - 40, Page 1 of 4

Vermont Rutland County

How to Buy a Home How to Finance a Home How to Sell a Home

Rutland County Types of Homes for Sale

Rutland County Real Estate Listings

More About Living in Rutland County

Homes in Nearby Cities

Homes in Nearby Counties

Homes in Nearby Zip Codes

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

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.