Castleton, VT | 66 Hemmsted Circle

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.

Welcome to this thoughtfully updated 4-bedroom, 3-bath home, offering beautiful lake views, deeded waterfront, and the best of the Lake Bomoseen lifestyle. The first floor offers a spacious, semi-open layout designed for both everyday living and entertaining. The recently updated kitchen showcases newer appliances, maple cabinetry, custom wood countertops, and views of the water. It flows seamlessly into the generous dining area before opening to the inviting living room, where a stone fireplace creates a warm and welcoming focal point. The main level also includes new windows, a convenient half bath with laundry, and a spacious primary bedroom with a private en suite bath. Double doors from the primary bedroom lead to an outdoor space with beautiful lake views and the potential to create a private patio retreat. Upstairs, three additional bedrooms offer comfortable accommodations for family or guests, along with a ¾ bath and a versatile bonus area that could be used as a playroom, reading nook, or additional storage. Step outside to one of the property's most inviting spaces, an expansive deck overlooking the lake, the perfect place to relax, entertain, and take in spectacular sunsets. Just across the road, enjoy 25 feet of deeded frontage complete with a boat lift, sun deck, and dock-ready shoreline, creating your own private place to experience life on the water. A spacious yard, raised garden beds, leased solar panels, and a Tesla standby backup power system further enhance the property's year-round comfort and efficiency. Ideally located along Route 30 on the sought-after east side of the lake, you'll enjoy easy access to Crystal Beach, lakeside dining, golf, and everything the area has to offer.

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.

NEW PRICE $439,000! Tucked Away. Lake Access Included. This 4-bedroom, 2-bath home is located on a quiet dead-end road in the sought-after Crystal Beach community, offering the warmth and character of Vermont living with the added bonus of deeded access to Lake Bomoseen. An 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-min 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.

Deeded Lake Access!! 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. Upgrades include all new flooring, heating system, new roof, appliances, bathrooms and the list goes on!! Additional energy updates including blower door testing were completed on this gorgeous home. Surrounded by mature trees, the property provides exceptional privacy while remaining just minutes from the crystal-clear waters of Lake Bomoseen. Take a walk on the path to the open adjoining 30 acres. 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.

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.

Charming Updated Ranch in a Convenient Village Location Welcome to this beautifully updated 3-bedroom, 2-bathroom ranch, ideally situated on a level village lot close to shopping, schools, and the Village Green. Offering comfortable one-level living with thoughtful updates throughout, this home is move-in ready and designed for both everyday living and entertaining. The home features five mini-split units providing efficient heating and cooling options throughout the living spaces. A partially finished basement offers additional flexible space for a family room, home office, recreation area, or hobbies, along with plenty of room for storage. Outside, enjoy a level backyard perfect for relaxing and entertaining. The property includes a storage shed, playset, and fire pit, creating an inviting space for children to play and for family and friends to gather around the fire. An attached two-car garage adds convenience and protection from the elements, while the home's village location puts schools, shopping, and community amenities just minutes from your door. A wonderful opportunity to own an updated ranch with a convenient location, versatile living space, and a backyard made for making memories. Come see all this home has to offer!

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.