Castleton Real Estate

Welcome to Castleton, a charming town nestled in the heart of Vermont's Rutland County. Known for its picturesque landscapes and small-town charm, Castleton offers a tranquil escape from the hustle and bustle of city life.

Located in the beautiful state of Vermont, Castleton is surrounded by lush greenery, rolling hills, and stunning mountain views. Outdoor enthusiasts will delight in the abundance of recreational activities available, including hiking, biking, fishing, and skiing in the winter months.

The town of Castleton boasts a rich history dating back to the 18th century, with many historic buildings and landmarks to explore. Visitors can immerse themselves in the town's heritage by visiting the Castleton Village Historic District or taking a stroll through the quaint downtown area.

In addition to its natural beauty and historical significance, Castleton offers a tight-knit community and a welcoming atmosphere. Residents enjoy a high quality of life, excellent schools, and a strong sense of community spirit.

Whether you're looking to settle down in a peaceful rural setting or seeking a weekend getaway, Castleton has something for everyone. Come and experience the beauty and charm of this hidden gem in Vermont's Rutland County.

Newest Listings in Castleton

$49,900

3 Beds ⋅ 2 Baths ⋅ 5106337 MLS

Welcome to 81 Cramton Lot #12! A newer build, 2007 mobile home located in Castleton in the Fort Warren Mobile Home Park. This home provides a wonderful layout consisting of 3 bedrooms and 2 full bathrooms with the primary bedroom, full bathroom, and in unit laundry on one side, while the other 2 bedrooms and bathroom flank the opposite end of the home, creating enough space for serene privacy. The heart of the home consists of the open eat in kitchen, dining and living room area making it a cozy place to gather with friends and family. Vinyl siding, single level living along with a low monthly fee of $550 which includes plowing, water/sewer, and garbage removal means you can have peace of mind with low maintenance living. Need more storage? This property includes a shed for any overflow. Trailer is intended to stay on the lot. Purchase is subject to park approval. No dogs, credit score of 680+ required, and occupancy can not exceed 3 people.

81 Cramton Rd Unit Lot #12, Castleton

$149,900

3 Beds ⋅ 2 Baths ⋅ 5104982 MLS

Welcome to this beautifully cared-for manufactured home Located in the quiet, welcoming neighborhood of Windy Hollow Co-op in Castleton where you're close to local amenities, outdoor recreation, and everything the area has to offer. Situated on a generously sized lot, the home features a large backyard with a peaceful creek running behind the property, creating a relaxing and private outdoor setting. The home has been exceptionally well cared for and includes valuable upgrades designed for year-round comfort and peace of mind. Features include a hurricane anchor system for added stability, a new Amish built storage garage, and upgraded temperature-controlled skirting, helping provide improved protection and energy efficiency during Vermont's changing seasons.

88 Slate Creek Trl, Castleton

$480,000

4 Beds ⋅ 3 Baths ⋅ 5104805 MLS

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.

2940 Rte 30 N, Castleton

$1,675,000

4 Beds ⋅ 4 Baths ⋅ 5103183 MLS

A RARE LAKE BOMOSEEN MASTERPIECE ON THE SHIMMERING WATERS OF VERMONT. It is seldom that a home of this caliber becomes available on Lake Bomoseen. Exquisitely built in 2018, this luxury four bedroom residence was thoughtfully designed with all eyes on the lake. Situated on a double lot at the end of a town maintained road, the property enjoys exceptional privacy, 133 feet of shoreline, beautiful sunsets, a level waterfront lawn, and two docks. The lake views are simply beyond description, breathtaking, expansive, and ever changing. Walls of windows frame the glistening waters, bringing the beauty of Lake Bomoseen into nearly every room and creating the feeling that the entire home was built around the view. The spacious open floor plan showcases high end fixtures, two full and two half baths, central air conditioning, and antique logs preserved from the original home and artfully incorporated throughout, adding warmth, character, and a wonderful connection to the property’s past. The primary suite enjoys exquisite lake views and features a walk in closet and luxurious private bath. A sleeping PORCHprovides additional space, while the lovely year round sunroom features a slate floor and windows galore. All three levels are finished, including a walkout lower level leading directly to the level lawn and waterfront, the perfect setting for Adirondack chairs and a firepit overlooking the shimmering waters of Vermont. The maintenance free exterior was completed with quality materials for lasting beauty and ease of ownership. Offered fully furnished and connected to town sewer, this extraordinary home is ready to enjoy and offers an exceptional combination of luxury and privacy. Lake Bomoseen, Vermont’s largest inland freshwater lake, offers a full service marina, several restaurants accessible by boat for dining and live music, and a nearby golf course. All of this is just minutes from the charming town of Castleton and approximately 50 minutes from Killington ski area.

1 W Crystal Hvn, Castleton

$1,690,000

4 Beds ⋅ 4 Baths ⋅ 5102785 MLS

STONE SCULPTURE. LAKESIDE MASTERPIECE. FULLY FURNISHED. This extraordinary custom marble home on Lake Bomoseen is a true work of art. Recently transformed with a stunning interior renovation, it blends timeless craftsmanship with sophisticated luxury. Dramatic rooflines, a magnificent craftsman slate roof, and a one-of-a-kind marble exterior create an unforgettable first impression. This year-round home offers four bedrooms, four baths, plus a lower-level bonus bedroom, and enjoys 168 feet of pristine shoreline with a rare cement seawall and exceptional water quality. Expansive windows capture breathtaking lake views, while a striking new black fence enhances privacy and the dramatic setting. The spectacular stone patio, gazebo, and fire pit create the perfect outdoor retreat. Inside, soaring cathedral ceilings, radiant-heated marble floors, Vermont slate, and custom stonework showcase exceptional quality throughout. The redesigned kitchen features antique Verde marble countertops and opens to a private patio and gazebo. The inviting living spaces include a gas fireplace, elegant wine room, and an oversized walkout lower level with a bonus room, exercise area, and direct access to the level lawn and lake. The second floor offers three spacious bedrooms, including a luxurious primary suite with a sitting area and private balcony overlooking the water, while a fourth bedroom is located on the main level. An attached two-car garage and a town-maintained dead-end road make year-round living easy. Enjoy Lake Bomoseen, Vermont's largest freshwater lake, with waterfront restaurants, a nearby golf course, and the village of Castleton, home to Vermont State University, local dining, farmers' markets, and community events. Sold fully furnished with almost all décor included. LIVE ON THE GLISTENING WATERs OF LAKE BOMO.

364 Cedar Mountain Rd, Castleton

$399,900

3 Beds ⋅ 2 Baths ⋅ 5101465 MLS

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.

83 Pencil Mill Rd, Castleton

$850,000

3 Beds ⋅ 3 Baths ⋅ 5100897 MLS

Spectacular year round contemporary log home on the eastern shores of Lake Bomoseen, offering breathtaking sunset views over the crystal-clear water. Relax and entertain on the spacious deck while taking in the beauty of one of Vermont's most desirable lakes. Designed with an open-concept floor plan, the home features a beautifully appointed granite kitchen that flows seamlessly into the dining and living areas. A striking fieldstone gas fireplace serves as the centerpiece, creating a warm and inviting gathering space, all framed by stunning lake views. The main level includes a spacious primary bedroom with dual walk-in closets, providing both comfort and convenience. Upstairs, you'll find two generously sized bedrooms, a full bath, and a loft overlooking the living area below while capturing picturesque views of the lake. The finished walk-out lower level expands the living space with a welcoming family/recreation room, perfect for entertaining, game nights, or relaxing after a day on the water. This level also includes a utility room with a laundry area and ample storage. Whether you're looking for a year-round residence or a lakeside retreat, this exceptional waterfront home offers the perfect combination of rustic elegance, modern comfort, and unforgettable Lake Bomoseen living. Just a short drive to Killington for skiing and near snowmobile trails, Castleton University and Middlebury.

242 Little Rutland Rd, Castleton

$449,000

4 Beds ⋅ 2 Baths ⋅ 5100609 MLS

OPEN HOUSE Wed Sept 2 from 3:30-6:30 Come closer to 6:30 pm & I will take you to dock #45 on the lake! 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 VT 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-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.

50 Rosewood Ln, Castleton

$225,000

5100139 MLS

Discover 37 acres of private Vermont woodland offering a rare opportunity to build, recreate, invest, or simply enjoy the beauty of nature. The property features approximately 63 feet of frontage on Route 30 for access leading to a secluded interior parcel, creating privacy while maintaining convenient year-round access. Electric service is available at the road. The land is primarily wooded with gently rising terrain that may offer mountain view potential with selective clearing. Most of the property is located within the Rural Residential 2-Acre zoning district, while the Route 30 frontage lies within the Village Commercial district, providing buyers with a variety of possibilities subject to municipal approvals and their own due diligence. Ideally situated just minutes from Castleton University, Lake Bomoseen, Glen Lake, Lake St Catherine, hiking, biking, and the year-round recreation of Killington and Pico ski areas. Rutland is approximately 20 minutes away, with convenient access to Burlington International and Albany International Airports. Whether you're looking for a private homesite, recreational retreat, or long-term investment, this expansive parcel offers an excellent opportunity in a desirable Castleton location. Buyers are responsible for verifying zoning, permits, utilities, boundaries, and all intended uses.

Rte 30, Castleton

$395,000

2 Beds ⋅ 2 Baths ⋅ 5099971 MLS

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.

66 Hemmsted Cir, Castleton

$489,000

5 Beds ⋅ 1 Baths ⋅ 5097021 MLS

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.

1044 Point Of Pines Rd, Castleton

$995,000

3 Beds ⋅ 1 Baths ⋅ 5096953 MLS

A once-in-a-generation opportunity to own one of the most extraordinary and iconic properties on Lake Bomoseen. Tucked away on the private point of Acorn Lodge, behind Rabbit Island, this storybook lakefront retreat occupies one of the most coveted settings on the entire lake. Surrounded by water on multiple sides, the property offers unmatched panoramic views that stretch in every direction, creating the feeling of your own private peninsula. From sunrise reflections to spectacular sunset skies, every corner of this property captures a breathtaking perspective of Lake Bomoseen. Built in 1880, this charming 3-bedroom, 1-bath home is one of the last remaining original lake homes on Lake Bomoseen. A rare piece of the lake's history that can never be replicated. Rich with character and timeless appeal, it offers the chance to own not just a home, but a legacy. The waterfront is simply unrivaled. Featuring spectacular lake frontage, two brand-new oversized docks, direct deep-water access, and a boathouse providing ample storage for all your lake toys and equipment, this property is designed to maximize every aspect of lake living. Equally rare is the expansive, flat, and highly usable land which is a true luxury on waterfront properties and provides endless opportunities for entertaining, recreation, and future enjoyment. Properties of this caliber and uniqueness seldom come to market. The combination of historic charm, unparalleled views, exceptional frontage, direct lake access, and a private point setting creates an offering unlike any other on Lake Bomoseen. Whether enjoyed as a treasured family retreat for generations to come or transformed into your ultimate waterfront escape, this is a truly once-in-a-lifetime chance to own one of the lake's most remarkable properties. Come see for yourself just how special this property is! Give us a call to schedule your own private showing today and enjoy your 2026 summer lakeside.

48 Acorn Lodge Rd, Castleton

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