Real Estate Resource Guide SOUTHERN VERMONT & THE DEERFIELD VALLEY
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Welcome to Southern Vermont No place compares to the beauty of Southern Vermont. With breathtaking mountain views and stunning lakes, nature’s wonders are abundant here. As the market leader, Four Seasons Sotheby’s International Realty is committed to guiding you to your ideal property. Whether you’re looking for a slopeside condo or a charming rural farmhouse, we’re honored to help you find your perfect getaway—for a week or a lifetime.
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Table of Contents 4 L EADERS IN SOUTHERN VT REAL ESTATE
6 LOCAL EXPERTISE. GLOBAL CONNECTIONS
7 T HINGS TO DO 8 PROPERTIES FOR SALE 21 LAND FOR SALE
Leaders in Southern Vermont Real Estate MLS REPORTED STATISTICS JULY 1, 2025 THROUGH JULY 28, 2026
405
CLOSED TRANSACTIONS
$289.4M 14.78% CLOSED VOLUME
MARKET SHARE
CLOSED SALES VOLUME Four Seasons Sotheby's International Realty Berkley & Veller Greenwood Country
$289.4M $177.8M
William Raveis Vermont Properties
$132.9M $106.6M
Mary W. Davis Realtor & Assoc., Inc. Josiah Allen Real Estate Inc.
$95.1M $0
$100M
$200M
$300M
MLS reported statistics from July 1, 2025 through July 28, 2026 for firm stats in the Crown Point, Southern, and South Central VT Board of Realtors demonstrating Four Seasons Sotheby's International Realty's leadership in both closed volume and closed transactions across Southern Vermont.
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$400M
Your local experts Our team of local experts is here to help you achieve your real estate goals in Southern Vermont — and beyond. Through the strength of our extensive global network of Sotheby’s International Realty advisors, we connect sellers with the right buyers by showcasing each home to its fullest potential, no matter where those buyers may be. For buyers, we leverage those same connections to help uncover the perfect place to call home. Whatever your goals may be, we’re dedicated to helping you unlock the door to your best life.
Top Row L-R: Mike Masters, Leslie Fraser, Keith Nowak, Cliff Leinonen, Heidi Zizza Bottom Row L-R: Kevin Moran | SOVT Regional Manager, Cindy Leinonen, Betsy Wadsworth, Jessica Bentz
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Local expertise. Global connections.
The Power of our Network. Through our strong feeder network — including Gibson Sotheby’s International Realty in Boston, Daniel Gale Sotheby’s International Realty on Long Island, William Pitt Sotheby’s International Realty serving Metro New York, Connecticut, and Massachusetts, and Sotheby’s International Realty in Greenwich, Connecticut — we connect your property to a powerful global audience. With more than 26,400 advisors across 1,110 offices in 83 countries and territories, Sotheby’s International Realty offers an unmatched international network designed to connect the right buyers with homes like yours. By collaborating closely with agents in key feeder markets, we’re able to strategically position your property in front of highly qualified buyers. For buyers, working with a Sotheby’s International Realty advisor means having a dedicated advocate throughout every step of the home buying journey. From local market expertise and skilled negotiation to personalized guidance and support, your agent is committed to helping you find the right property at the best possible terms — while making the experience as seamless and enjoyable as possible.
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Maximum Reach & Exposure The exposure and worldwide reach of our listings is a crucial piece of what sets us apart from the rest of the industry. Our global media partners include the most authoritative news, lifestyle, and financial voices, as well as real estate-centric websites. Once a home is showcased on sothebysrealty.com, it is syndicated to more than 30 international websites that are leaders in their categories and markets, and will also be marketed on more than 100 local Sotheby’s International Realty® websites. List with us and your home will be featured on the following websites and platforms: Zillow, Estately, Movoto, Redfin, Trulia, Realtor.com, Youtube, The Wall Street Journal, Mansion Global, Google, Dwell, Bloomburg, Architectural Digest, JamesEdition, Financial Times, Adwerx, New York Times, Instagram, Facebook, and so much more... Whereas if you list with another local agency you may only be featured on Zillow, Estately, Movoto, Redfin, Trulia and Realtor.com. Exposure matters. Let us help you find the right buyer.
Deerfield Valley Seasonal Activities & Events From vibrant foliage and harvest festivals to cozy markets and mountain adventures, fall in the Deerfield Valley and Brattleboro area is a season of color, flavor, and community. Here are some favorite events and activities to enjoy this fall.
FALL HIGHLIGHTS
DEERFIELD VALLEY FAVORITES
• Scenic foliage drives & hikes • Apple picking & cider donuts • Harvest farmers' markets • Craft beer, wine & local cuisine • Art galleries, antique shops & boutiques
• Wilmington - historic village charm, shopping, dining & riverside strolls • Mount Snow - scenic chairlift rides, hiking, mountain biking & golf • Grafton - quaint village, annual Art on the Trails, local farms & historic sites • Newfane - local shops, covered bridges & Newfane Heritage Festival
SEPTEMBER EVENTS • Mount Snow Brewers Festival September 5, 2026 • Vermont Wine & Harvest Festival September 18-19, 2026 Wilmington & Deerfield Valley • Early foliage views at Molly Stark State Park & Mount Snow Scenic Chairlift
OCTOBER EVENTS • Mount Snow Oktoberfest October 3 & 10, 2026 • Brattleboro Sucka Punch Graffiti Jam October 2-4, 2026 • Adams Farm Fall Fun - Opening Fall 2026! Pumpkin picking, corn maze, tractor rides, farm animals & more • Pumpkin patches, corn mazes & fall farm fun • Peak foliage throughout the valley
BRATTLEBORO AREA • First Friday Gallery Walk - year-round • Brattleboro Farmers' Market - Saturdays through October (7:00 AM - 12:30 PM) • Brattleboro Museum & Art Center exhibitions • Retreat Farm trails & family programs • Live music, theater & independent film
OUTDOOR ADVENTURES • Hike Mount Olga Fire Tower or Bromley Mountain • Paddle Lake Raponda or Harriman Reservoir • Explore VAST trails for hiking, biking or leaf peeping • Visit the covered bridges of Newfane, Wilmington & Townshend • Drive Molly Stark Byway or Route 100 for unforgettable views 7
PROPERTIES FOR SALE
238 STOWE HILL ROAD, WILMINGTON, VT Green Meadows Farm is a rare Southern Vermont estate where timeless character, modern comfort, and exceptional recreational amenities come together across more than 16 picturesque acres. Just minutes from Lake Raponda, downtown Wilmington, Mount Snow, and The Hermitage Club, this remarkable property offers sweeping mountain views, stunning sunsets, and the space to create lasting memories. $3,100,000 | MLS#5095093 | Betsy Wadsworth | 802.579.8689
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PROPERTIES FOR SALE
529 COLDBROOK ROAD, WILMINGTON, VT Perfectly positioned just across from the entrance to The Hermitage Club, this beautifully appointed mountain home offers the ideal balance of comfort, convenience, and Vermont charm. Inside, warm natural wood finishes, reclaimed barn board accents, soaring cathedral ceilings, and a dramatic wall of windows create a welcoming mountain retreat filled with natural light. The open-concept living area is anchored by a beautiful stone fireplace, offering the perfect gathering space after a day outdoors. $1,395,000 | Betsy Wadsworth | 802.579.8689 9
PROPERTIES FOR SALE
201 CHESTER HILL ROAD, GRAFTON, VT Meticulously maintained and thoughtfully designed, this threebedroom, three-bath home offers the perfect balance of comfort, functionality, and classic Vermont charm. Set on a picturesque parcel with stunning long-range views, the property is surrounded by mature trees, a small pond, established gardens, and simple, easy-to-maintain landscaping. $1,195,000 | MLS#5097006 | Betsy Wadsworth | 802.579.8689 Mike Masters | 607.759.1082 10
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PROPERTIES FOR SALE
14 TALON DRIVE, STRATTON, VT Perfectly positioned between Stratton Mountain and Mount Snow, this exceptional custom timber frame home by Wadsworth Design Build offers the best of Southern Vermont living. Tucked within a private neighborhood and backing directly to the Green Mountain National Forest, the property provides a peaceful setting with immediate access to hiking, snowshoeing, and year-round outdoor recreation right from your backyard. Thoughtfully designed with timeless craftsmanship, the home has expansive walls of glass, and a two-sided stone fireplace. $1,997,000 | MLS#5098914 | Betsy Wadsworth | 802.579.8689
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PROPERTIES FOR SALE
816 BLACK BEAR ROAD, JAMAICA, VT Set atop the Vermont hillside with stunning views, offering 4 bedrooms with additional sleeping rooms accommodating up to 16 family and friends. A custom-built home by The Wadsworth Design Build/Vermont Barns is an example of craftsmanship blended with modern luxury. Timber-framed architecture, this four-bedroom, six-bath estate offers a warm, rustic elegance that embraces its natural surroundings. $3,995,000 | MLS#5096846 | Betsy Wadsworth | 802.579.8689
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PROPERTIES FOR SALE
161 DEPOT ROAD, NEWFANE, VT Perched high above the enchanting hills of Newfane, VT, lies a truly one-of-a-kind property. This meticulously crafted home offers an off-grid, private retreat with breathtaking views of the surrounding landscape. Constructed in 2003, the post and beam design incorporates wood and stone harvested from its expansive 219-acre setting, showcasing a harmonious blend of nature and architecture. This exceptional estate is now ready to welcome its next owners. $1,650,000 | MLS#5092566 | Keith Nowak | 201.248.1499
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PROPERTIES FOR SALE
47 WEST ROAD, WILMINGTON VT
39D DOVER SPRINGS LANE, DOVER, VT
Be among the first to enjoy this brand-new mountain modern home in the sought-after Chimney Hill community, with an anticipated completion date of September 2026. Thoughtfully designed for both year-round living and weekend getaways, this 3-bedroom, 4-bath home offers a bright, open floor plan filled with natural light and clean, contemporary finishes. Open kitchen, dining, and living room designed for today's lifestyle.
Located in the highly sought-after Greensprings community, this spacious 4 bedroom, 4 bath townhouse offers the perfect blend of comfort, convenience, and year-round recreation. The bright, open-concept main living area features vaulted ceilings, abundant natural light, and a cozy fireplace ideal for gathering after a day on the slopes. Large windows and sliding doors, generous dining area and well-appointed kitchen with granite countertops.
$997,000 | Betsy Wadsworth | 802.579.8689
$799,000 | MLS#5077685 | Betsy Wadsworth | 802.579.8689
41 TWO BROOK DRIVE, WILMINGTON, VT Tucked onto .50-acre setting with Two Brook gently flowing through the backyard, this beautifully appointed 4 bedroom, 5 bath home captures everything buyers love about Vermont mountain living privacy, warmth, and year-round recreation. The home is warm and inviting with natural wood trim, stone accents, and thoughtfully designed spaces. The main living area centers around a handsome stone fireplace, while the kitchen has a layout ideal for entertaining. $798,000 | MLS#5075626 | Betsy Wadsworth | 802.579.8689 14
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7 LIGHTNING LEDGE WAY, WILMINGTON, VT Located in the Chimney Hill community, this four-bedroom, twobath home offers the perfect Southern Vermont retreat for every season. The open-concept living, kitchen, and dining area creates a welcoming space for gathering with family and friends after a day of skiing, boating, hiking, or exploring the area. Warm wood accents and comfortable living spaces create a relaxed Vermont atmosphere that feels inviting year-round. $534,000 | MLS#5095908 | Betsy Wadsworth | 802.579.8689
PROPERTIES FOR SALE
11N SNOW TREE LANE, BIRCHES N, DOVER, VT
10B GROUSE LANE, DOVER, VT
Enjoy the convenience of mountain living at 11N Snow Tree Lane, ideally located just steps from the Magic Carpet at Mount Snow. This 3-bedroom, 3-bath condominium offers an easy base for yearround enjoyment in the Deerfield Valley, with skiing and riding right outside your door. The comfortable layout provides plenty of space for family and guests, whether gathering after a day on the mountain or settling in for a relaxing Vermont weekend.
This spacious 4 bedroom, 3 bathroom townhome is ideally located adjacent to the Mount Snow Golf Course. Just a short drive to both Mount Snow and The Hermitage Club, you’ll have easy access skiing, golfing, dining, and more. Step inside to find a warm and inviting interior, highlighted by the timber beam framed construction, wood-paneled ceilings, and a stunning double-sided stone fireplace that anchors the open-concept living and dining area.
$399,000 | MLS#5107145 | Betsy Wadsworth | 802.579.8689
$649,000 | MLS#5046804 | Betsy Wadsworth | 802.579.8689
12 ENCORE PLACE, DOVER, VT
4B NEWFANE CIRCLE, DOVER, VT
Mountain Modern Living with unmatched trail views of Carinthia at Mount Snow. Discover the perfect blend of luxury and nature in this 3 year young contemporary home ideally situated to capture breathtaking unobstructed views of the mountain. This thoughtfully designed 4 bedroom home offers an open concept floor plan while still offering privacy and cozy spaces that highlight the beauty of the alpine landscape. Whether you're relaxing by the fire or entertaining on the spacious deck you can enjoy magical sunsets behind snow capped peaks or enjoy the Famous VT foliage.
Welcome to effortless mountain living in the sought-after Greenspring community of West Dover, where comfort, convenience, and four-season recreation come together. This beautifully updated 2-bedroom, 2.5-bath townhome is designed for both relaxing getaways and easy everyday living. Each spacious bedroom features its own private ensuite bath, while a convenient half bath serves the main living area.
$849,000 | MLS#5099412 | Heidi Zizza | 508.277.2032
$499,000 | MLS#5104127 | Mike Masters | 607.759.1082
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PROPERTIES FOR SALE
598 HUBBARD HILL ROAD, HALIFAX, VT
1192 CHAPEL HILL ROAD, WHITINGHAM, VT
Set on 65+ acres, this four-bedroom, three-bath home offers the privacy, views, and outdoor lifestyle that so many buyers seek in Southern Vermont. Perched to capture sweeping mountain views and spectacular sunsets, the home welcomes you with a covered front porch where you can relax and take in the ever-changing landscape. Inside, the spacious floor plan is designed for comfortable year-round living, while the outdoor spaces set this property apart.
Discover the perfect four-season retreat in this architecturally unique round home on a picturesque 1-acre corner lot. Offered fully furnished and move-in ready, this 3-bedroom, 2-bath home features a bright open-concept living area, wood-burning fireplace, private second-floor deck, covered patio, and perennial gardens. Minutes to Mount Snow, Harriman Reservoir, Lake Sadawga, hiking and more.
$959,900 | MLS#5095117 | Betsy Wadsworth | 802.579.8689
Cliff & Cindy Leinonen | 508.450.8850 | 508.450.4496
4 SIGNAL PINE ROAD, PUTNEY, VT
51 DUSTY RIDGE ROAD, PUTNEY, VT
Discover one of Putney Village's most distinctive homes—a beautifully converted 1909 brick schoolhouse blending historic character with modern comfort. Soaring 12' ceilings, oversized windows, exposed brick, hardwood floors, and flexible living/work space create a truly one-of-a-kind property, just steps from the village's vibrant arts community. $749,900 | MLS#5103550 | Houseworks VT Team |
Nestled along one of Putney's most scenic country roads, this private 18.3 acre property offers the perfect balance of wooded privacy, open space, and classic Vermont charm. Stone walls, mature perennial gardens, walking trails, and a meandering stream create a peaceful setting. The thoughtfully designed home offers 2,721 square feet of living space with 2 bedrooms and 2 bathrooms. A soaring brick fireplace anchors the open living area.
Cliff & Cindy Leinonen | 508.450.8850 | 508.450.4496
$945,000 | MLS#5100626 | Keith Nowak | 201.248.1499
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$309,000 | MLS#5058111 | Houseworks VT Team |
PROPERTIES FOR SALE
412 WESTERN AVENUE, BRATTLEBORO, VT
200 RIVERDALE ROAD, TOWNSHEND, VT
Move-in ready and full of potential, this charming Brattleboro home is ready for its next chapter. The main level features a bright, open-concept layout with a spacious kitchen and comfortable living area, creating an ideal space for everyday living and entertaining. Filled with natural light, the living room opens directly onto a private rear deck overlooking a manageable backyard, perfect for relaxing, gardening, or outdoor gatherings.
This classic Federal-style brick home blends historic character with thoughtful modern updates, offering a lifestyle that feels both grounded and effortlessly comfortable. Set on a dead-end road, the property enjoys the rare balance of peaceful country living and everyday convenience. Inside, you will be welcomed with warmth, timeless craftsmanship, and inviting living spaces.
$265,000 | MLS#5094671 | Keith Nowak | 201.248.1499
$399,000 | MLS#5091291 | Lee Brown | 802.824.4133 Nancy Jensen | 802.366.0002
314 PUTNAM FOREST ROAD, GRAFTON, VT
1100 HOUGHTONVILLE ROAD, GRAFTON, VT
Grafton Lodge is a striking five-bedroom, four-bathroom timber frame retreat set on 72 acres of complete privacy, directly bordering the 146-acre Putnam State Forest. Built in 2022, this 4,000+ sq ft home blends timeless craftsmanship with modern comforts, featuring wide hemlock floors, exposed beams, and walls of windows that invite the natural surroundings inside. At the heart of the home is a dramatic two-story great room, offering panoramic forest views.
Extraordinary 38-acre retreat just one mile from Grafton Village, set along the peaceful Saxtons River. Built in 2007, the seasonal one bedroom cottage with loft blends beautifully into the natural landscape and captures the very best of indoor/outdoor living. Perched above the waters edge, the cottage offers a screened porch, sliding doors from the main living space to a deck overlooking the river, a new bathroom, and an outdoor shower with river views.
$1,575,000 | MLS#5062867 | Debra Staniscia | 802.779.7545
$769,000 | MLS#5094826 | Andie Fusco | 802.380.5670
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PROPERTIES FOR SALE
300 ROUTE 121, GRAFTON, VT
35 THERON FISHER ROAD, GRAFTON, VT
Nestled in a postcard perfect riverfront setting in the picturesque village of Grafton, this exceptional 2002 contemporary home offers the rare blend of privacy, natural beauty, and convenience. Set on over two park like acres with frontage along the peaceful Saxtons River, the property delivers a true Vermont dream lifestyle. Inside, you'll find a spacious eat in kitchen with abundant counter space and cabinetry perfect for gatherings and everyday living.
Nestled along the Saxtons River, moments from historic Grafton, this beautifully restored Colonial farmhouse offers a rare blend of Vermont history, modern luxury, and exceptional curb appeal. Originally built c.1820, the home has been meticulously reimagined and rebuilt. The renovation includes new plumbing, electrical, insulation, Marvin windows, restored foundation work, new siding, plaster walls/ceilings, and whole house central air conditioning.
$649,900 | MLS#5078071 | Gary Coger | 802.591.7262
$1,100,000 | MLS#5096455 | Gary Coger | 802.591.7262
258 CHESTER ROAD, GRAFTON, VT
364 HOUGHTONVILLE ROAD, GRAFTON, VT
Set on a beautifully landscaped parcel, this meticulously maintained residence offers timeless New England charm, exceptional craftsmanship, and inviting spaces. Surrounded by mature trees, perennial gardens, and lush lawns, the property provides a peaceful setting with the perfect balance of privacy and convenience. Inside, warm hardwood floors, abundant natural light, and classic architectural details create a welcoming atmosphere.
At the beginning of a dirt road just outside the historic village of Grafton VT you will find an exceptional country estate that combines timeless New England charm with modern comfort, privacy, and equestrian amenities. Thoughtfully designed to replicate a classic colonial home and extensively updated by its current owners, this meticulously maintained property offers an extraordinary lifestyle in one of Vermont’s most picturesque communities.
$734,000 | MLS#5097081 | Betsy Wadsworth | 802.579.8689
$1,200,000 | MLS#5095837 | Keith Nowak | 201.248.1499
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PROPERTIES FOR SALE
350 SUNSET LAKE ROAD, NEWFANE, VT
85 BROWN'S ROAD, NEWFANE, VT
Experience the timeless charm of Vermont living at this beautifully renovated farmhouse estate sitting on 92 acres in Newfane Vermont. Originally restored and thoughtfully updated, this exceptional antique farmhouse seamlessly blends historic character with modern comfort and convenience. Unlike many older homes, this property features expansive rooms, high ceilings, wood floors, abundant natural light, and generous storage.
Steeped in Vermont history and surrounded by more than 80 acres of fields, woods, and walking trails, this beautifully preserved farmhouse offers the rare opportunity to own a property where timeless character and modern comfort come together. Whether you're looking for a full-time residence, country retreat, or recreational property, this is a place to slow down and enjoy every season.
$1,000,000 | MLS#5089719 | Keith Nowak | 201.248.1499
$674,000 | MLS#5098771 | Betsy Wadsworth | 802.579.8689 Mike Masters | 607.759.1082
5855 WINDHAM HILL ROAD, WINDHAM, VT
774 STRATTON ARLINGTON ROAD, STRATTON, VT
Bring your vision to life on 33.34 acres in the scenic hills of Windham, Vermont. This partially completed home offers a rare opportunity to finish a thoughtfully designed residence surrounded by open meadows, established trails, and an idyllic rural setting. Designed with a 4 bedroom septic system, the home is ready for the next owner to complete the interior and exterior finishes. The clapboard siding remains unfinished, and the lower level walk out basement is plumbed for a third full bathroom. $499,000 | MLS#5104617 | Keith Nowak | 201.248.1499
Charming Log Cabin Compound Near Stratton and Mount Snow Escape to this quintessential Vermont retreat nestled on 1.2 private acres just minutes from Grout Pond, the Green Mountain National Forest, and a short drive to both Stratton and Mount Snow Resorts. The main log home offers three bedrooms and two baths with a warm, inviting open-concept living space. $599,000 | MLS#5064604 | Betsy Wadsworth | 802.579.8689 19
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LAND FOR SALE
LOT 2 OLD MILL CROSSING, WILMINGTON, VT
12 SOMEDAY ROAD, DOVER, VT
491 WHITNEYVILLE ROAD, HALIFAX, VT
1.22 Acres | $749,000 | MLS#5027028 Betsy Wadsworth | 802.579.8689
1.06 Acres | $299,000 | MLS#5063412 Betsy Wadsworth | 802.579.8689
15 Acres | $174,000 | MLS#5090490 Leslie Fraser | 802.579.8689
251 PHILLIPS HILL ROAD, HALIFAX, VT
40 E PUTNEY BROOK ROAD, PUTNEY, VT
20.1 Acres | $137,000 | MLS#5045217 Betsy Wadsworth | 802.579.8689
133 Acres | $395,000 | MLS#5099194 Geralyn Donahue | 802.377.7096
41 MOOSE HOLLOW ROAD, WINHALL, VT
0 DOVER ROAD, NEWFANE, VT
LOT 3 OLD MILL CROSSING, WILMINGTON, VT 2.57 Acres | $749,000 | MLS#5027029 Betsy Wadsworth | 802.579.8689
LOT 4 OLD MILL CROSSING, WILMINGTON, VT 1.3 Acres | $774,000 | MLS#5027030 Betsy Wadsworth | 802.579.8689
LOT 1, 161 HIGH PEAK WAY, WILMINGTON, VT .5 Acres | $68,900 | MLS#5071844 Betsy Wadsworth | 802.579.8689
1 Acre | $90,000 | MLS#5042055 Keith Nowak | 201.248.1499
79.3 Acres | $335,000 | MLS#5103480 Keith Nowak | 201.248.1499
0 DOVER ROAD, NEWFANE, VT
41 MOOSE HOLLOW ROAD, WINHALL, VT
LOT 2, 162 HIGH PEAK WAY, WILMINGTON, VT .32 Acres | $79,500 | MLS#5071834 Betsy Wadsworth | 802.579.8689
LOT 3, 158 HIGH PEAK WAY, WILMINGTON, VT .5 Acres | $90,100 | MLS#5071838 Betsy Wadsworth | 802.579.8689
LOT 4, 156 HIGH PEAK WAY, WILMINGTON, VT
3.5 Acres | $67,500 | MLS#5102886 Keith Nowak | 201.248.1499
1 Acre | $90,000 | MLS#5070793 Keith Nowak | 201.248.1499
.25 Acres | $73,140 | MLS#5071849 Betsy Wadsworth | 802.579.8689 21
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