Windsor County

MLS Number 5073913

• Residential Single Family
• Full Bath 1
• Address 42 Deerfield Drive
• Bedrooms 3
• Bathroom 4

Perched on South Hill with sweeping views of Okemo Mountain, this thoughtfully built home captures everything you want in a Vermont mountain retreatcomfort, quality, and a setting that’s hard to beat. Just minutes from the slopes, downtown Ludlow shopping, and dining, it offers the perfect balance of country feel and everyday convenience. Inside, the layout is open and inviting, designed for both relaxing and gathering. The kitchen is truly the heart of the home, with warm wood cabinetry, generous counter space, and a large center island that naturally brings everyone togethermorning coffee before first chair or unwinding after a day on the mountain. From there, the space flows easily into a welcoming living area with a comfortable mountain feelideal for cozy nights by the fire or laid-back aprs-ski with family and friends. It’s a home that feels easy to live in and even easier to enjoy. Expansive windows frame the views of Okemo and fill the home with natural light throughout the day, keeping the connection to the outdoors front and center. Quality craftsmanship and thoughtful design are evident throughout, creating a space that feels both timeless and built to last. Whether you’re hosting weekend getaways or enjoying a quiet morning overlooking the mountains, this South Hill home is all about making memories in a place you’ll want to return to year after year. A rare opportunity to own in one of Ludlow’s most desirable locations. Visit the Okemo real estate community today. Taxes are based on town assessment. ROFR

Listed by Kevin Barnes of William Raveis Real Estate Vermont Properties

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

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MLS Number 5081189

• Residential Single Family
• Bedrooms 3
• Bathroom 3
• Square Feet 2,771
• Acreage 14.36

You immediately become aware of the very special nature of this property the moment you turn onto the tree-lined driveway winding to the top of a mild grade where the home is perfectly sited. The barn garage section was built in 2010 and the main residence was added in 2019. The many features of this house make it a perfect primary residence or a welcoming vacation retreat. Open format kitchen-dining-living area with an artfully crafted stone wood-burning fireplace as the centerpiece of this main living area. An adjoining three season room off the dining area enhances the overall livability. Features almost too numerous to mention include: a main level primary bedroom suite with walk in closet and bath with a large fully tiled walk in shower; well-designed mudroom with crafted built-ins; there is a separate adjoining wing with two bedrooms, a large bright sleeping loft, a second full sized kitchen, a sitting area and a three-quarter bath; at ground level there is an expansive bright full walk out basement; a heated oversized two car garage; a stone patio and firepit overlooking a mountain view; an outside shower and an automatic propane generator. The location is perfect, being close to Barnard General Store and Silver Lake, a short drive to Woodstock and an even shorter drive to Saskadena Ski area and all the amenities of Teago.

Listed by Stan Butler of Four Seasons Sotheby's Int'l Realty

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

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Your Questions & Comments I have a question about the property at 348 Fort Defiance Hill Barnard VT 05031 (#5081189).

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MLS Number 5088175

• Residential Single Family
• Full Bath 1
• Address 76 Goldthwaite Road
• Bedrooms 4
• Bathroom 3

Experience the Vermont lifestyle in this beautifully renovated 1864 Brick Federal-style farmhouse set on 7.8 private acres just minutes from town. Rich in historic character and thoughtfully updated for modern living, this exceptional property offers the perfect blend of comfort, charm, and year-round recreation. Inside, you'll find four spacious bedrooms, wide plank wood floors, and inviting gathering spaces designed for relaxed country living. The heart of the home is the warm and welcoming country kitchen featuring soapstone counters, a center island, and ample room for entertaining. A large living room with a pellet stove creates a cozy retreat after a day on the slopes or trails, while the den offers an ideal space for a home office or quiet study. The screened front porch captures the essence of Vermont living - perfect for morning coffee, evening conversations, and taking in the peaceful surroundings. Outdoors, enjoy evenings around the firepit beneath star-filled skies, surrounded by the natural beauty and privacy of the property. A standout feature is the remarkable multi-level 55' x 40' barn, full of rustic character and endless potential. Having hosted countless gatherings and celebrations, it offers incredible space for entertaining, hobbies, storage, or future creative use. Tucked away just two miles from town, this serene retreat offers both privacy and convenience, with easy access to skiing, snowmobiling, hiking, and all the outdoor adventure and small-town charm that make Vermont so special.

Listed by Gary Coger of Four Seasons Sotheby's Int'l Realty

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

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Your Questions & Comments I have a question about the property at 76 Goldthwaite Road Chester VT 05143 (#5088175).

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MLS Number 5060572

• Residential Single Family
• Address 289 Taft Family Road
• Village Quechee
• Bedrooms 3
• Bathroom 3

The Maple at Mountain Stream - To be built by Mountain Stream at Quechee Lakes, the Maple offers 1,608 square feet of refined single-level living, paired with a detached two-car garage. A long, low silhouette under a steeply pitched standing-seam metal roof, vertical board-and-batten siding, and a slim chimney give the home a contemporary presence - clean lines softened by the surrounding forest. The main level centers on a vaulted great room combining kitchen, dining, and living under cathedral ceilings, anchored by a fireplace and opening through triple-pane glass to a generous deck designed for entertaining or quiet mornings beneath the trees. A primary suite with private bath sits at one end; two more bedrooms share a full bath, joined by a mudroom, walk-in pantry, powder room, and combined laundry and mechanical room - a thoughtful plan ideal for full-time residence, weekend retreat, or refined main-level living. Vaulted ceilings define the main living areas, while 8'4" ceilings in secondary spaces deliver balanced proportions throughout. Interior finishes are uncompromising throughout: hand-applied skim-coat plaster walls for a refined, seamless finish; wide-plank white oak floors; custom tilework in the kitchen and all bathrooms; natural stone countertops on every kitchen surface and vanity; and thoughtful, high-quality millwork in every room. Built to perform as beautifully as it lives, the Maple features high-efficiency construction with R-30 wall insulation, R-60 in the cap, and triple-pane windows throughout, delivering year-round comfort and meaningful energy savings. Located within Quechee Lakes, owners enjoy access to two championship golf courses, an alpine ski hill, tennis, pickleball, and paddle facilities, lake and river recreation, and an extensive year-round trail network. Mountain Stream represents a new chapter at Quechee Lakes - architecturally considered homes built by a developer committed to craft and longevity. This Is The Place.

Listed by Richard Higgerson of Higgerson & Company

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

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Your Questions & Comments I have a question about the property at 289 Taft Family Road Hartford VT 05001 (#5060572).

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MLS Number 5085745

• Residential Single Family
• Full Bath 3
• Address 177 Old Tavern Road
• Bedrooms 3
• Bathroom 4

Renovated in 2024, this timber frame sits on 5.75 pastural acres. This property offers sunrise views, beautiful sun all day and a peaceful setting with pond on a quiet country road. The house has 3 bedrooms, 3 full baths, and an office. Wide plank original pine floors, open timber frame concept and all new baths with heated floors. Custom white oak cabinets in the kitchen and baths, with professional stainless appliances with stone countertops. Primary bedroom with full bath, pine walls and beams offering a full bar with a drawer refrigerator with microwave. Views of the mountains and the pond from oversized windows. The screened in porch offers morning sun and a beautiful sunrise with direct connect bbq grill. The partially finished lower level offers a gym and storage space. The fresh water pond has a sandy beach. New septic system and whole house generator. The two car garage added in 2024 has radiant heat, corian finish floor , and a timber carport, along with a newly paved driveway. The sunny garden area has an outdoor shower and hot tub with cold plunge are on the granite patio. Come enjoy the pasture, fruit trees, blueberry bushes and 5 acres of fields perfect for animals and gardening. Entire property has electric fence for dog containment. House sits on the corner of Piper Hill rd and Old Tavern rd with stone walls lining both sides of property. Come see this beautiful setting and enjoy one level living at its best! Close to Okemo and Stratton and mins to the Weston village. Owner is a licensed real estate agent.

Listed by Christiane Carroccio of TPW Real Estate

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

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Your Questions & Comments I have a question about the property at 177 Old Tavern Road Weston VT 05161 (#5085745).

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MLS Number 5082344

• Residential Single Family
• Full Bath 2
• Bedrooms 3
• Bathroom 3
• Square Feet 2,520

Where Mountain Living Meets Modern Design. Set on 7.3± private acres in the heart of Vermont's premier ski country, this extraordinary retreat offers a rare blend of refined luxury and natural beauty. Thoughtfully renovated and expanded, the home showcases over 2,500 finished square feet of curated living space with sweeping views of Killington and Pico, and seasonal glimpses of Camel's Hump and Mount Mansfield. Designed for both comfort and sophistication, the heart of the home is a stunning chef's kitchen featuring marble countertops, a custom oversized island, handcrafted DeVol tile, Rejuvenation hardware, brass accents, a pot filler, and high-end appliances including an Ilve Majestic induction range, Fisher & Paykel, and JennAir. The open living area is anchored by a striking stone fireplace and walls of glass that invite the outdoors in. The private primary suite addition is a true sanctuary, complete with a spacious walk-in closet, spa-inspired steam shower, and a Japanese copper air-jetted soaking tub perfectly positioned to take in the views. Extensive upgrades include new windows throughout, updated electrical and plumbing systems, foam insulation, new HVAC with four heat pumps, and Mysa smart thermostats for enhanced efficiency and comfort. Outdoor living is just as impressive, with multiple decks on all three levels-including a covered cooking deck-ideal for entertaining or quiet relaxation. A second entrance, detached one-car garage, standby whole house generator, updated landscaping with lighting, fire pit, and thoughtful design throughout complete this exceptional offering. This property offers flexibility as a luxury getaway, investment opportunity (off to a strong start with AirBnB rentals), or year-round residence. Ideally located near some of Vermont's most celebrated destinations including Sugarbush and Killington, it also offers convenient access to the charming towns of Warren and Waitsfield. This home embodies the very best of Vermont living!

Listed by The Hammond Team of KW Vermont

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

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Your Questions & Comments I have a question about the property at 764 Upper Sparrow Hawk Road Rochester VT 05767 (#5082344).

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MLS Number 5062231

• Residential Single Family
• Full Bath 3
• Address 8 Okemo Acres Road
• Bedrooms 3
• Bathroom 4

Okemo Acres on Okemo Mountain - New Construction Opportunity Located just off Okemo Ridge Access Road and only minutes from Okemo's base lodge, this brand-new 3-bedroom home (with a septic permit for a 4th bedroom) is being built by a highly regarded local builder. The home will be completed within nine months of contract signing, with buyers having the opportunity to collaborate directly with the builder on finishes and details. The two upper levels are designed with an open-concept layout, featuring a custom kitchen with quality appliances, abundant natural light, and a spacious primary suite with a private ensuite bath. The walkout lower level will be fully finished, offering flexible space for recreation, a home office, or guest accommodations. Oversized windows throughout the home will frame the mountain setting and capture beautiful views. Schedule a visit today to explore the land and meet with the trusted local builder to start planning your new Okemo retreat.

Listed by Elissa Scully of Mary W. Davis Realtor & Assoc., Inc.

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

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Your Questions & Comments I have a question about the property at 8 Okemo Acres Road Ludlow VT 05194 (#5062231).

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