$279,000 $200 per sq.ft. Rutland City VT Condo »

2 Beds | 2 Baths |   Total Sq. Ft. 1395 
Listed on Tuesday Jun 30, 2026
Description: The Sycamore Inn -- A Piece of Vermont History, Reimagined for Modern Living Rich in history and timeless appeal, The Sycamore Inn occupies part of the stately mid-1800s residence once known as the Governor's Mansion. Thoughtfully restored into a limited collection of condominium homes in the early 1980s, it preserves the craftsmanship and architectural character of its era while offering the comforts and conveniences of modern living. Opportunities to own within this iconic Rutland landmark are rare. Perfectly positioned on the first floor, Unit #2 offers both front and rear private entrances for everyday convenience. Step inside and be welcomed by soaring cathedral ceilings, remarkable period woodwork, and oversized windows that fill the home with natural light. Recently refinished hardwood floors extend throughout the main living areas, creating a warm and inviting atmosphere. The beautifully updated kitchen serves as the heart of the home, featuring an oversized granite island perfect for gathering, abundant cabinetry, space for a full dining table, and a striking arched built-in buffet that blends timeless character with everyday function. Two spacious bedrooms, a large full bath, and a private en suite half bath provide a comfortable and thoughtfully designed floor plan. Custom closet systems, abundant storage, an in-unit washer and dryer, and a fully enclosed private basement storage area offer conveniences rarely found in historic homes. Located in the heart of Rutland City, you'll enjoy the convenience of walking to downtown restaurants, shops, parks, and everyday services. Just a short drive away are Killington and Pico ski resorts, the lakes of Bomoseen and St. Catherine, scenic hiking trails, and year-round outdoor recreation that make Vermont living so desirable. Historic elegance. Modern convenience. A home with a story all its own. Schedule your private showing today--Be sure to ask for the property video. Open House Friday July 3rd, 1pm to 2:30pm See Listing Details & 32 images.

$310,000 $273 per sq.ft. Rutland Town VT Condo »


Price Change! Reduced by $15,000 down 5% on September 9th 2026
2 Beds | 2 Baths |   Total Sq. Ft. 1134 
Listed on Thursday Jul 30, 2026
Description: Welcome to this well-maintained and updated 2-bedroom, 1½-bath condo in desirable Rutland Town, offering comfortable, low-maintenance living. The thoughtfully designed floor plan features a first-floor bedroom, a ¾ bathroom, and convenient first-floor laundry, making everyday living easy. Relax in the inviting three-season porch, perfect for enjoying your morning coffee or unwinding at the end of the day. Upstairs, you'll find a spacious second bedroom, a dedicated office or flex space ideal for working from home or hobbies, and a convenient half bath. With the HOA handling exterior maintenance, you can enjoy a worry-free lifestyle and spend more time doing what you love. Whether you're looking to downsize, purchase your first home, or enjoy easy condo living, this updated Rutland Town property is ready to welcome you home. See Listing Details & 18 images.

Under Contract Rutland Town VT Condo for sale $375,000 $262 per sq.ft.

$375,000 $262 per sq.ft. Rutland Town VT Condo »

3 Beds | 2 Baths |   Total Sq. Ft. 1434 
Listed on Friday Aug 28, 2026
Description: Welcome to 26 Heritage Hill Circle Place, a well-maintained three-bedroom, two-bath condominium offering 1,434 finished square feet of comfortable,low-maintenance living. Built in 1987, this inviting home features a one-car garage with additional driveway parking, along with access to common outdoor spaces. Thethoughtfully designed floor plan includes a first-floor bedroom, full bath, and laundry, providing convenient single-level living options. Inside, you'll find an updatedkitchen and baths, new windows and screens, newer appliances and mechanicals, and plenty of storage throughout. A wood-burning fireplace adds warmth andcharacter to the living space, while the screened-in porch provides the perfect spot to relax and enjoy the outdoors. The HOA fee includes water and sewer maintenancealong with plowing, landscaping, trash removal, and exterior maintenance, making for easy, low-maintenance living. Conveniently located in Rutland Town, you'll enjoyclose proximity to the shopping, dining, recreation, and other amenities of Rutland City while benefiting from a Rutland Town location. Schedule your private tour today and see all that this spacious condo has to offer! See Listing Details & 28 images.

Under Contract Rutland Town VT Condo for sale $424,900 $206 per sq.ft.

$424,900 $206 per sq.ft. Rutland Town VT Condo »

2 Beds | 3 Baths |   Total Sq. Ft. 2059 
Listed on Sunday Aug 23, 2026
Description: What a great place to call home! This highly sought-after upper Heritage Hill townhome offers an open floor plan, cathedral ceilings, and over 2,000 square feet of comfortable living space. Step inside through the tiled foyer and into a beautifully updated kitchen featuring quartz countertops, new cabinetry, and newer appliances. One of the larger kitchens offered in Heritage Hill, this wonderful space truly makes this townhome feel like a home. The spacious living room features soaring cathedral ceilings, wonderful natural light, and a warming gas fireplace to take the chill off on winter evenings. Sliding glass doors lead to a private cement patio, perfect for relaxing outdoors. A wonderful first-floor primary suite is filled with southern light and includes a gorgeous newly renovated bathroom. Upstairs, an open loft overlooks the living room below and offers flexible space for a home office, family room, reading area, or craft room. Two additional bedrooms and another full bath complete the second floor. These larger Heritage Hill townhomes are especially desirable and rarely available. Set high on a knoll, this unit enjoys a wonderful sense of privacy, with a beautiful stone wall and natural surroundings across the street rather than neighboring homes. A two-car garage with direct entry and a newly paved driveway add even more convenience and appeal. Priced right and offering a combination of space, privacy, and extensive updates, this Heritage Hill townhome is one you will not want to miss. See Listing Details & 32 images.

Under Contract Springfield VT Condo for sale $199,000 $17 per sq.ft.

$199,000 $17 per sq.ft. Springfield VT Condo »

9 Beds | 2 Baths |   Total Sq. Ft. 11500 
Listed on Thursday Jun 4, 2026
Description: Price Reduced after just 3 weeks on market! Priced to sell. Set on approximately 2.5 acres, the property includes a roughly 11,500 sq. ft. former school building with road access, municipal water and sewer, and Medium Density Residential zoning. This property offers significant potential for multifamily housing, residential development, or a mixed-use concept. Potential redevelopment paths include converting the building into 8 rental apartments, daycare or educational space, community space, or a mixed-use project. The larger site may also support additional development concepts, including approximately 12 small homes, subject to permitting. Springfield continues to benefit from 10G fiber availability, access to I-91, Springfield Hospital, and proximity to Okemo, and Woodstock. With existing residential zoning this property is well-suited for developers or investors. Floor plan and inspection available upon request. See Listing Details & 14 images.

Under Contract Stratton VT Condo for sale $415,000 $741 per sq.ft.

$415,000 $741 per sq.ft. Stratton VT Condo »

1 Beds | 1 Baths |   Total Sq. Ft. 560 
Listed on Friday Jul 31, 2026
Description: Enjoy the convenience of mountain living from this well-positioned residence in Long Trail House. Overlooking the peaceful Commons Pond, this home offers a relaxing setting while placing you directly across the street from Stratton Village and the ski slopes. The functional floor plan provides comfortable living with easy access to outdoor space, making it simple to enjoy every season. Whether you're returning from a day on the mountain or spending a quiet summer afternoon looking at the pond, the location offers the ideal balance of recreation and relaxation. Owners enjoy sought-after amenities including heated underground parking, a year-round outdoor heated pool, and hot tubs, adding comfort and convenience throughout the year. With Stratton Village's dining, shopping, and year-round activities just across the street, everything you need is within easy reach. Long Trail House continues to be one of Stratton's most desirable communities, offering exceptional access to the resort while providing a comfortable mountain retreat in every season. See Listing Details & 15 images.

$425,000 $383 per sq.ft. Stratton VT Condo »

2 Beds | 2 Baths |   Total Sq. Ft. 1110 
Listed on Wednesday Jul 15, 2026
Description: Welcome to Your Stratton Mountain Getaway Discover the ultimate in mountain convenience with this turnkey, ground level condo in the highly sought after Vantage Point community. Featuring a spacious 2 bedroom, 2 bathroom layout, this home boasts a bright, open concept living, dining, and kitchen area designed for effortless entertaining and relaxation. Positioned in an unbeatable location, this property keeps you active and connected year round. Enjoy walking distance access to the premier Stratton Sports Center for tennis, pickleball, swimming, or a quick workout. When winter arrives, leave the car behind and take advantage of the convenient weekend shuttle service straight to the slopes of Stratton Mountain. Stepping outside is a breeze from your private, ground level patio offering seamless, easy access to walk your dog right out the door. Whether you are looking for a turnkey vacation retreat or a savvy mountain investment, this property delivers the perfect blend of active living and alpine convenience. Open House Sunday July 26 12 - 2 pm See Listing Details & 31 images.

$429,000 $317 per sq.ft. Stratton VT Condo »

2 Beds | 2 Baths |   Total Sq. Ft. 1353 
Listed on Wednesday Mar 18, 2026
Description: Embrace the ultimate Stratton lifestyle in this turnkey, one-level 2BR/2BA condo designed for effortless mountain access. Located just moments from the Village and the Stratton training center, this home eliminates the logistics and maximizes the fun with a dedicated gear-ready mudroom and a complimentary shuttle that whisks you straight to the lifts. The interior features a bright, open-concept floor plan anchored by a classic wood-burning fireplace, while the kitchen's breakfast bar serves as the perfect hub for morning coffee or apres-ski snacks. Whether you're relaxing in the spacious primary ensuite, hosting on the private deck, or enjoying the community pool and BBQ area in the summer, this residence is the perfect four-season basecamp. Your Vermont story starts here. See Listing Details & 30 images. Includes a Virtual Tour

$535,000 $629 per sq.ft. Stratton VT Condo »

2 Beds | 1 Baths |   Total Sq. Ft. 850 
Listed on Wednesday Jun 17, 2026
Description: Opportunity awaits in this trailside condominium at Stratton Mountain Resort. Ideally positioned for convenient access to the Tamarack Chairlift and Stratton Village, this residence offers the mountain lifestyle buyers seek with direct access to skiing, dining, shopping, and year-round resort amenities. Inside, a wood-burning fireplace anchors the living area, creating an inviting space to gather after a day on the slopes. The breakfast bar provides a natural connection between the kitchen and living spaces, while large windows bring in natural light and capture scenic mountain and valley views. The location is the standout feature, offering easy access to Stratton's extensive network of recreational opportunities throughout every season. From winter skiing and riding to summer golf, hiking, mountain biking, and events, this property serves as an ideal home base for enjoying all that Southern Vermont has to offer. Trailside residences remain among the most sought-after properties at Stratton, making this an exceptional opportunity to secure a well-positioned condominium near the resort. See Listing Details & 18 images.

$629,000 $548 per sq.ft. Stratton VT Condo »


Price Change! Reduced by $20,000 down 3% on September 8th 2026
2 Beds | 2 Baths |   Total Sq. Ft. 1148 
Listed on Monday Feb 23, 2026
Description: Imagine Friday evening: you pull through the private gate, the tires of your car crunching over the paved lot, and you find that perfect spot right near the entrance. As you turn off the engine, a quiet stillness settles in. You won't be reaching for those keys again until Monday. Welcome to your retreat at Village Watch. The Arrival Step inside the dedicated mudroom, where there's a place for everything. Shake off the snow, toss the damp base layers straight into the washer and dryer, and leave the world behind. The transition from "travel mode" to "mountain mode" is instant here. Alpine Comfort The heart of this home is designed for the "apres" life. On a snowy Vermont evening, the crackle of the wood-burning fireplace is the soundtrack to your weekend. The layout flows naturally between two comfortable bedrooms and two full baths, offering enough space for a slow morning with coffee or a lively dinner after a day on the slopes. The True Ski-In/Ski-Out Experience Forget the logistics of shuttles or the struggle of crowded parking lots. * The Morning Ritual: Grab your gear from your private locker in the secure ski storage room and step directly onto the trail. * The Afternoon Wander: When the lifts close, the Stratton Mountain Resort Village is just a short, scenic stroll away. Whether you're looking for a farm-to-table dinner, a fresh pastry, or a new pair of goggles, everything is within reach of your front door. This isn't just a condo; it's a way to reclaim your time. It's about more runs on the Upper Slalom Glade and more moments spent by the fire, rather than sitting in traffic. Ready to park the car and stay awhile? Reach out today today! See Listing Details & 14 images. Includes a Virtual Tour

$645,000 $538 per sq.ft. Stratton VT Condo »

2 Beds | 2 Baths |   Total Sq. Ft. 1200 
Listed on Monday Aug 10, 2026
Description: Immaculate two bedroom, two bath ski in, ski out condominium steps from the snow front and Stratton Village Square with its shops and restaurants. Ski home for lunch! Mudroom and full laundry facilities, serve through kitchen, two ensuite baths. One of Stratton resort's most sought after properties. Sold furnished, turnkey. Excellent rental potential. See Listing Details & 12 images.

$649,000 $393 per sq.ft. Stratton VT Condo »

3 Beds | 3 Baths |   Total Sq. Ft. 1650 
Listed on Wednesday Jul 1, 2026
Description: Experience the ease of Stratton Mountain living from this inviting three-bedroom Styles Brook condominium, ideally located just moments from the lifts. Hop on the convenient winter shuttle or enjoy a pleasant walk to the base area, with Stratton's Sports Center, fitness facilities, and year-round amenities just a short stroll away. Designed for both comfort and entertaining, the spacious main level features an open-concept living, dining, and kitchen area filled with abundant natural light. A convenient half bath and a sunny deck to provide the perfect space to relax, whether you're enjoying crisp winter mornings or Vermont's beautiful summer afternoons. The upper-level primary suite offers a peaceful retreat, complete with a full bath and a generous walk-in closet. The lower level provides two additional bedrooms, a full bath, and a dedicated laundry area, offering plenty of space for family and guests after a day on the mountain. Styles Brook residents enjoy outstanding community amenities, including a seasonal swimming pool and paddle courts, making this an exceptional destination in every season. Whether you're skiing, hiking, golfing, mountain biking, or simply taking in the fresh mountain air, this condominium offers the perfect blend of convenience, recreation, and low-maintenance ownership in one of Stratton's most desirable communities. See Listing Details & 31 images.

$680,000 $567 per sq.ft. Stratton VT Condo »

2 Beds | 2 Baths |   Total Sq. Ft. 1200 
Listed on Wednesday Jul 8, 2026
Description: Nestled right on the slopes of Stratton Mountain Resort, this two bedroom two ensuite bathroom condominium offers true ski-in/ski-out convenience for your winter getaway. You'll find yourself just steps from the Villager chairlift, beginner ski area as well as a stone's throw to the shops and restaurants in the Stratton Village. An open-concept living/dinning/kitchen area that features a stone wood burning fireplace perfect for gathering after a day on the slopes. Enjoy the eastern exposure and distant mountain views from the balcony. Home is being offered furnished and has good rental history. Come home to Stratton Mountain Vermont! See Listing Details & 31 images.

$725,000 $677 per sq.ft. Stratton VT Condo »

2 Beds | 2 Baths |   Total Sq. Ft. 1071 
Listed on Wednesday Aug 12, 2026
Description: Hang up your keys for the weekend and enjoy one of Stratton's most convenient locations. Walk to the slopes and Stratton Village for skiing, dining, shopping, and year-round activities. This quiet, top-floor end unit at Long Trail House is filled with natural light and offers wide mountain views, including the front face of Stratton. The desirable two-bedroom, two-bath layout is an ideal choice for an easy, low-maintenance ski condo in a well-run association. Long Trail House offers heated underground parking, a ski locker, private owner storage cage, a year-round heated outdoor pool, three hot tubs, sauna, outdoor grill, and three common rooms. Central air conditioning and screened porch doors add comfort in every season. An active Stratton Sports Center bond is transferable, with the buyer responsible for the transfer fee. Membership benefits include access to the fitness center, fitness classes, tennis, golf, and additional discounts. With the mountain and Village just steps away, everything you need for perfect Vermont getaways is close at hand. Make this your Stratton Mountain address. See Listing Details & 35 images.

$729,000 $608 per sq.ft. Stratton VT Condo »

2 Beds | 2 Baths |   Total Sq. Ft. 1200 
Listed on Monday Mar 16, 2026
Description: Ski-In/Ski-Out Perfection: Your Premier Stratton Mountain Retreat! Experience the ultimate Vermont lifestyle in this rare 2-bedroom, 2-bathroom condo, perfectly positioned for true ski-in/ski-out convenience. Located just steps from the Villager Chairlift and the bustling heart of Stratton Village, this residence offers a seamless transition from the slopes to your front door. Designed with the mountain enthusiast in mind, the interior blends rustic warmth with modern functionality. Cozy up to the wood-burning fireplace after a day on the mountain. The open-concept living and dining area is framed by large windows, flooding the space with natural light. The fully equipped kitchen with a breakfast bar is perfect for quick pre-ski meals or evening entertaining. Two spacious bedrooms, including a primary en-suite and a secondary guest room with a dedicated full bath. Enjoy the luxury of a washer and dryer and a mudroom entrance to keep your gear organized and your living space pristine. Leave the car parked for the weekend. This condo is engineered for maximum "time-on-trail" Ski Locker Room offers private, secure storage for all your skis, boards, and poles. A short, scenic walk leads you to Stratton's iconic village. Enjoy apres-ski at Mulligans, fine dining at Fire Tower, or morning coffee at Benedict's. While the winter offers world-class skiing, summer brings you closer to the resort's golf course, tennis courts, hiking trails, and mountain biking. This property represents a prime opportunity for a getaway in one of the East Coast's most desirable resort communities. See Listing Details & 17 images.

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