Properties Near 66 Hemmsted Circle Castleton, VT

Step into timeless Adirondack charm with this beautifully updated turn-of-the-century cottage located in the sought-after Point of Pines Cottage Colony Association. Rich in character and classic lake-style appeal, this inviting home blends historic craftsmanship with thoughtful modern upgrades. Recent improvements include updated electrical throughout, a renovated kitchen and bath, and tasteful decorating enhancements that complement the home’s original warmth and personality. Comfortable and welcoming, the interior offers the perfect setting for relaxing weekends or memorable summer gatherings. Adding to its appeal is a privately owned 25-foot lakefront parcel complete with a 32-foot aluminum dock — ideal for boating, swimming, and enjoying peaceful waterfront living. Whether you're looking for a seasonal retreat or a place to create lasting family traditions, this unique property offers a rare opportunity to enjoy Lake Bomoseen colony living with private lake access.

Nestled on just over 2 acres at the end of a quiet dead-end street, this inviting 3-bedroom, 2-bath home offers privacy, space, and flexibility in scenic Castleton. Inside, you’ll find warm hardwood floors, built-in shelving in the living room, and a practical layout featuring a first-floor bedroom and full bathroom for added convenience. Upstairs offers two spacious bedrooms and an additional full bath. The finished basement expands the living space with a versatile bonus room perfect for a home office, hobby room, play space, or kids retreat, plus a dedicated workshop area for projects and storage. Need even more room? Above the attached 2-car garage is an unexpected finished space ideal for a private office, creative studio, guest overflow, or additional recreation area. Step outside to enjoy the private backyard complete with a deck, mature outdoor space for gardening, and plenty of room for kids and pets to play. The property also includes an additional one-car garage and a storage shed, providing exceptional space for tools, equipment, and outdoor toys. Conveniently located less than 10 minutes from Lake Bomoseen, local dining, and approximately 40 minutes to both Killington Resort and Okemo Mountain Resort, this home offers easy access to year-round recreation, from boating and fishing to skiing and snowboarding. This property combines country charm, flexible living spaces, and an ideal location—ready to fit whatever your lifestyle needs may be.

Welcome to summer on Lake Bomoseen! Set along the western shore with beautiful views across the water toward Neshobe Island, this seasonal two-bedroom, one-bath cottage is ready for long lake days, quiet mornings, and everything in between. Owned and loved by the same family for approximately 40 years, this is the kind of special lake property where generations gather, traditions take shape, and summer memories are made. Step outside and the lake is truly yours to enjoy, with private direct water access and your own dock providing an easy home base for boating, swimming, fishing, and soaking up the Vermont summer. Motorboats are welcome, so bring the boat and make the most of life on the water! The cottage offers a relaxed, comfortable interior, but the real magic is in the outdoor living spaces. A huge screened-in porch creates the ideal spot for morning coffee, family dinners, card games, and evenings spent listening to the sounds of the lake without worrying about the bugs. A large separate deck provides even more room to gather, grill, and enjoy the view. Recent updates include upgraded electrical with 200-amp service and a newer mini-split to keep the cottage comfortable during the hottest summer days. When not enjoyed personally, the property has also performed well as a short-term rental, offering an appealing opportunity for buyers looking to offset ownership costs or continue its rental history. Whether you're pulling away from your private dock for a day on the boat, jumping in for an afternoon swim, or settling onto the screened porch as the sun goes down, 976 Avalon Beach Road offers the kind of simple, memorable lake living that keeps generations coming back summer after summer.

Welcome to your Vermont retreat! Nestled on over 2 private, wooded acres, this beautifully renovated single family home offers the perfect blend of modern comfort and natural beauty. Thoughtfully updated throughout, the home features stylish finishes, an inviting layout, and move in ready convenience. Surrounded by mature trees, the property provides exceptional privacy while remaining just minutes from the crystal-clear waters of Lake Bomoseen. Enjoy all that lake living has to offer with deeded lake access, including the rare convenience of Boat Slip #59, making it easy to spend your days boating, fishing, swimming, or simply taking in the scenic beauty of Vermont's largest freshwater lake. Whether you're searching for a year-round residence, a vacation getaway, or an investment opportunity, this exceptional property delivers the best of both worlds: peaceful woodland living with effortless access to one of the area's premier recreational destinations. Don't miss this opportunity to own a turnkey home in one of Vermont's most desirable lake communities.

Tucked away on a quiet dead end road in the sought-after Crystal Beach community on Lake Bomoseen, this inviting 4 bedroom, 2 bath home captures the warmth and character of Vermont living. A uplifting vaulted great room with rich knotty pine ceilings and walls, a cozy gas fireplace, Vermont slate flooring, and inviting gathering spaces create a home where everyday living feels as welcoming as a weekend getaway. A unique feature is deeded Dock Space #45, which conveys with the dock and trailer. Just a 5-minute walk away, your boat awaits for days of cruising Lake Bomoseen, swimming, fishing, or docking at The Lake House for waterfront dining and live music. Set on .44 acres, the property offers a detached two-car garage, extra parking, and a backyard fire pit perfect for relaxing. Since 2025, the sellers have completed numerous improvements, including a rewired well, UV water filtration system, radon mitigation system, an expanded gravel driveway (now right up to the house), split-rail fencing, updated exterior lighting, freshly painted kitchen cabinets and interior, garage exterior paint, tree and stump removal, and professional landscaping allowing the next owners to simply move in and enjoy. Ideal as a year-round home, four-season retreat, or investment opportunity, this home is currently enjoyed as both a vacation getaway and successful short-term rental. Enjoy boating, swimming, fishing, Crystal Beach (a 3-minute stroll away), Prospect Bay Country Club, nearby hiking and biking trails, and waterfront dining at The Lake House, with Vermont State University–Castleton, Rutland Regional Medical Center, Castleton, Rutland, and Killington and Pico all within easy reach...or simply stay home, light the gas fireplace, settle into the warmth of the vaulted great room, and enjoy the peace and quiet of your own retreat. Being sold fully furnished except for a few items.

Lake Bomoseen Living at Its Best! Enjoy the carefree lifestyle you've been dreaming of in this like-new, beautifully maintained 2-bedroom, 2-bath home offering the privacy of a single-family residence with the convenience of condominium ownership. Designed for easy living, this charming ranch-style home is perfect for those who want to spend less time on maintenance and more time enjoying life on the lake. Step inside to find gleaming hardwood floors, air conditioning, ceiling fans, and an inviting floor plan filled with natural light. The beautifully finished walkout lower level provides exceptional additional living space, ideal for a family room, home office, guest suite, or hobby area. Although condominium-owned, this is your own private home with its own designated homesite, offering the privacy and comfort buyers desire without the exterior maintenance responsibilities. A fantastic first-level deck overlooks the water and provides the perfect setting for morning coffee, outdoor dining, or simply taking in the peaceful lake views. Below, a cozy slate patio accessed through the walkout slider offers another wonderful outdoor living space for relaxing, entertaining, or enjoying a quiet evening. Outside, enjoy lovely lake views, a peaceful setting, and your designated dock on Lake Bomoseen, Vermont's largest freshwater lake. Spend your days boating, fishing, swimming, or cruising to one of several waterfront restaurants accessible by boat. A full-service marina nearby makes lake living even more convenient. Located on the desirable east side of the lake, you'll enjoy breathtaking sunsets that reflect across the water each evening. Move-in ready and meticulously maintained, this property is ideal as a year-round residence or vacation retreat. Let someone else handle the maintenance while you enjoy the very best of Vermont lake living. Just unpack, relax, and start making memories on beautiful Lake Bomoseen.

FAIR HAVEN: Situated on nearly an acre in Fair Haven, this 3-bedroom, 3-bath Colonial offers a spacious and flexible layout with an updated kitchen that flows into the dining area, a large living/family room perfect for entertaining, and an additional bonus room ideal for a home office, playroom, guest space, or potential first-floor bedroom. The main level also features a half bath with laundry hookups along with an additional full bathroom, while upstairs includes three generously sized bedrooms, including one with its own ensuite bath. Outside, the partially fenced yard provides a great combination of open space and privacy for pets, recreation, or outdoor enjoyment. Previously operated as a daycare, the property may offer additional potential with town approval, all while being conveniently located near local shops, restaurants, parks, and community amenities.

Nestled in the quaint town of Castleton, this charming 3-bedroom, 2-bath ranch home offers the ease and comfort of single-level living. Step inside through the convenient mudroom featuring a washer and dryer, leading into a spacious kitchen that flows seamlessly into the dining area, perfect for everyday living and entertaining. The home features three bedrooms, including a primary suite complete with a ¾ bath, along with an additional full bathroom on the main level. A large back deck overlooks the generous .48-acre lot, offering plenty of room for gardening, outdoor activities, or simply relaxing and enjoying the peaceful setting. The property also abuts the rail trail, providing easy access for walking, running, and biking right from your backyard. Additional highlights include a 2-car garage and an unfinished basement with excellent potential for additional living space. Previously finished, the basement already includes a half bath, making future expansion even easier. Located within walking distance to the heart of Castleton, you’ll enjoy easy access to local restaurants and small-town charm. Plus, you’re less than 10 minutes from Lake Bomoseen, where you can take advantage of summer activities, boating, swimming, and winter ice fishing. This property combines convenience, recreation, and comfortable living in a beautiful Vermont setting.

If These Walls Could Talk... ...they'd tell you a story 166 years in the making. Built in 1860, this home has had just three owners in over a century and a half - and the current ones have called it home for the last 42 years. That's not just longevity. That's love. These walls have plenty to say about the care that's gone into them, too. Somewhere along the way, the original plaster and lathe gave way to modern insulation and sheetrock - courtesy of the Youngs, who took the job seriously enough to work around the home's gorgeous original drapery door trim on the main level. The result: 21st-century comfort wrapped in 19th-century character. Nearly all of the windows have been updated for efficiency though one or two were left untouched on purpose - just enough old glass to remind you this house has history. The knob-and-tube wiring? Long gone. The light pouring through every window on a sunny day? Still very much here. The main level is where this home really gets to work for you: a den with sliders out to the garden, a kitchen dressed in cherry cabinets, a covered porch built for grilling season, a generously sized laundry room, a 3/4 bath, a formal dining room, a flexible bedroom or office, and a generously sized living room. Upstairs, three more bedrooms and a full bath await, along with two attic rooms just waiting for your imagination - walk-in closets, a home gym, or storage, the choice is yours. Step outside and the surprises keep coming. The extra-long detached barn/garage with workshop space, the classic car project you've been putting off, or both. The established gardens bloom from early spring clear through a glorious New England fall, and if you're patient, there's a particularly delicious bonus: an established asparagus bed that will be ready to harvest in 2027. Three owners. One hundred and sixty-some years. Countless sunny afternoons on that porch. The next chapter of 38 Prospect Street is just waiting for its next storyteller - could it be you?

FAIR HAVEN: 1971 Executive Ranch, 3 bedrooms, 2 baths, 2 living rooms, office with separate entrance and covered porch. Property also has dining room, kitchen and spacious deck with 2-car garage under on the side of the house. Unfinished basement has a newer oil tank. Long paved driveway is lined with mature stately trees and provides private setting. Woods behind backyard also offer privacy and includes a couple of small sheds. This property is perfect for a home business and previously owners had a real estate business. A convenient location, close to Stewards, High School and Elementary School and a short walk to Dollar General, lovely Fair Haven Park and downtown. The interior was just painted and is fresh and clean. Also, close to New York, lakes and skiing. Won't last long, call to schedule an appointment.