48 apartments for sale in Chester, Chester town Windsor County Vermont

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

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

Welcome to Okemo Village Condo C6, a rare opportunity to own one of the resort's most desirable four-bedroom, three-bath residences. Ideally located just steps from the Okemo Base Lodge and ski trails, this spacious condominium offers exceptional convenience for enjoying everything the mountain has to offer. Thoughtfully remodeled and tastefully decorated, the home is being offered furnished, making it ready for immediate enjoyment. Two fireplaces create inviting spaces to relax after a day on the slopes, while the versatilelower level provides excellent flexibility for guests, extended family, or rental potential. The building has recently undergone a complete exterior redesign, enhancing both its appearance and long-term value. Properties in Okemo Village are seldom available, making this an exceptional opportunity to own a premier retreat in one of Okemo's most sought-after locations. Visit the Okemo real estate community today. Taxes are based on town assessment

Sun-drenched and thoughtfully designed, this one-bedroom condo is ideally located in the sought-after Trailside community, just moments from the Sachem Trail, the new in-ground swimming pool, tennis courts, and additional parking. Offering true four-season appeal, it provides effortless access to Okemo Mountain while also serving as a comfortable year-round retreat. The open-concept layout is enhanced by high ceilings, bleached wood finishes, and a striking new wood-burning fireplace, creating a bright and airy ambiance throughout. The well-appointed bedroom includes ample storage, and two built-in bunk beds add flexibility for guests, making this an inviting and highly functional mountain getaway with strong rental potential

Ski to unit! Beautifully updated one bedroom ground floor unit with direct access to the slopes and base lodge amenities. Walking distance to restaurants, ski shop, ski school, ski rentals, and child care. Includes designated parking. Views of the lifts and trails. Recent upgrades (2024-25) include remodeled kitchen with quartz countertops, tile floor, wood cabinetry, and stainless steel appliances as well as updated flooring throughout, recessed dimming lights, programmable electric fireplace, custom closet built ins, and updated windows, bedroom and living room furnishings, and hot water tank. Private ski closet with plenty of space for ski equipment and supplies. A large deck off the living room offers private outside space, embracing views of the slopes and the joy of slopeside living!

Recently updated large one-bedroom condominium at Trailside Village within easy walking distance to ski on / ski off access to the Sachem Trail. The open kitchen flows seamlessly into a separate dining area, creating a comfortable space for everyday living or entertaining. A sunken living room features a newly replaced wood-burning fireplace and new carpeting, offering a warm and inviting retreat after a day on the slopes. Additional highlights include a renovated bathroom, an air-locked mudroom ideal for ski gear storage, and the convenience of a Tesla charging station. Beautiful eastern, sunrise views. Open space from the patio for kids to play. This village complex was recently renovated with new roof, siding, decks, windows and doors! New in-ground pool in progress. Offered partially furnished

Four bedroom plus loft end unit just steps from the trail. Updated eat-in kitchen with wood cabinetry, farmer's sink, stainless steel appliances, tile backsplash, laminate floors, and quartz countertops. Sunken living room with exposed beam wood ceiling with fireplace leading out to an updated deck with long distance seasonal views, and updated half bath. A separate family room with fireplace and wet bar on the ground level offers additional entertainment space and includes an updated bath. Four bedrooms, including an ensuite primary bedroom with 3/4 bath which includes a large glass enclosed shower and updated fixtures. Two of the bedrooms lead out to an updated deck, offering seasonal easterly views. A large loft area with vaulted wood ceiling occupies the entire top floor, offering additional overflow space. Air locked entry area with ski closet offers convenient access leading to and returning from the slopes

Walk to the Sachem Trail from this recently remodeled, warm and charming, 2 bedroom, 2 bath, 2 level condominium. Easy maintenance with an open floor plan (kitchen, dining and living room with wood burning fireplace and slider to the deck). Updates include: new kitchen cabinets, granite countertops, wood plank flooring, carpet, and paint. The new bathrooms have large format tiling and frameless glass showers. The building has all new siding, decks, windows and doors, ensuring years of headache free usage. Current special assessments are paid. Make this your 4 season happy place while skiing/boarding inn the winter months and enjoy the tennis courts and heated outdoor pool in the summer months

SouthFace Village Tamarack #6 Ski-on, ski-off access, luxury amenities, and stunning views await at this beautiful, two-level condominium. This two-bedroom, three-bath unit is steps away from the brand-new recreation building, making it the perfect spot for apres-ski relaxation. Inside, you'll find a bright and sunny open-concept living space. A gas fireplace creates a cozy ambiance, while mini-split systems provide efficient heating and cooling. The primary suite offers a private retreat, and a spacious bunk room with its own bath can easily accommodate the whole family. This newly built condo is a perfect blend of comfort and convenience, with tasteful furnishings and decor throughout. Come and experience the fun at SouthFace Village!

Rare private location overlooking a lovely mountain stream and just steps from the Sachem ski trail. Four bedroom townhome on sunny south end of the building offers an open floor plan centered by a wood burning fireplace and accented by a wrap around deck. Kitchen includes updated flooring and appliances. Separate dining room adjoins a spacious living room with open beam cathedral ceiling. Intimate primary suite on top floor includes a privacy balcony overlooking a peaceful wooded setting. Primary bath includes updated skylit whirlpool tub, glass enclosed shower, flooring, fixtures, and lighting. Three additional bedrooms, including one with woodburing fireplace, occupy the ground floor and include an updated bath and laundry room with slop sink, and cedar lined sauna. Mechanicals have recently been updated as well. Additional features include a rough sawn pine mudroom leading out to a rear deck with two private ski closets, and interior spaces accented by stone flooring

This popular Sachem floor plan at the Okemo Trailside community is ready for new owners. Four bedrooms and two and a half baths across three levels, with a very recent remodel. It features a light, bright open floor plan, a beautifully updated kitchen with plenty of counter space and new appliances, a breakfast bar, a dining area with sliders off the deck, and a living room with a cathedral ceiling! The upper level features the primary bedroom, a remodeled private bath, and a small balcony for your morning coffee. Enter the completely finished lowest level, which includes three additional bedrooms, a full bath and laundry room. An air lock mudroom at the entrance stores your gear. The wraparound deck is roomy enough for outdoor entertaining. Okemo Trailside amenities include a heated summer pool, (new in 2025), and 2 tennis courts. Located on the private, on-demand, Trailside shuttle route with a very short drop-off to the Sachem Trail

Adams House Unit 506/508 QII: Quarter ownership. This 2 Bedroom, 3 Bathroom lock-out style unit that sleeps 8 in Adams House is in an excellent location. When you park in the heated garage, you find yourself only steps away from the unit which is located on the first floor. A very short walk down the hall and you pass the owners locker location. The gas fireplace will warm your spirits and make amazing memories. With plenty of large windows, this unit will capture the full morning sunshine. Whether you are hitting the slopes or the hot tub, again they are only steps away. Convenience and serenity abound in this Adams House unit. The Jackson Gore facilities are amazing with indoor and outdoor year round swimming pools, sauna, steam room, gym, exercise classes, pickle ball and tennis courts and several dining options to name a few. Don't miss this opportunity for a wonderful slopeside unit

Jackson Gore Inn Unit 335/337 Quarter I V: Beautifully appointed 3-bedroom, 3-bathroom unit located in the highly desirable Jackson Gore area, offering stunning slope views and a private deck to enjoy all seasons. Perfectly situated in the charming stone archway, this residence provides both convenience and a classic mountain feel. The spacious layout comfortably sleeps 12, making it ideal for large families or entertaining guests. Enjoy an open-concept living and dining area, generous bedrooms, and plenty of natural light throughout. Step outside onto the deck to take in the ski trail views and fresh mountain air. This unit is centrally located just steps from the pool, Owners Locker Room, and main amenities, making access effortless whether you're skiing, relaxing, or enjoying all the resort has to offer. A rare opportunity to own a prime slopeside property in one of the most sought-after locations-this is truly a must-see. Unit G Features: 3 bedrooms, King bed, 3 fixed Queen beds, Q

Adams House 710/712 Quarter IV is a spacious top-floor residence offering luxury mountain living with beautiful valley views. This two-bedroom, three-bath condominium provides the perfect blend of comfort and convenience, with excellent slope access just steps from the skiing and resort amenities. The thoughtfully designed floor plan offers generous living spaces, making it ideal for entertaining or relaxing after a day on the mountain. Enjoy the privacy and elevated views that come with a top-floor location while experiencing all that Jackson Gore has to offer. Whether for winter adventures or year-round enjoyment, this exceptional quarter-share ownership opportunity delivers the ultimate resort lifestyle. Fully equipped with a gas fireplace, granite counters, tiled entrance, washer/dryer and lockout capabilities. This two-bedroom residence sleeps eight, has three bathrooms, primary with a jetted tub. The Adams house amenities include 2 outdoor slopeside hot tubs, private heated under

Jackson Gore area of Okemo- Adams House Quarter Share Ownership, Unit 625/627 Quarter III (includes Christmas weeks for 2026). Enjoy slopeside living with mountain views in this three-bedroom, three-bathroom condominium with just over 2000 square feet of living space. Located within The Adams House at Jackson Gore on Okemo, offering direct slope access. Enjoy luxury living with full access to The Spring House, which offers an indoor and heated outdoor pool, fitness center, and spa. Other amenities include underground parking, slopeside hot tub, and conveniently located ski lockers, just to name a few. This great open floor plan features a fully equipped kitchen, jetted bathtub, gas fireplace, and lock-out capabilities. This floor plan sleeps 10 with 2 kings, 2 queens, and a queen sleeper sofa. Ownership allows you 13 set weeks a year with the opportunity for additional bonus weeks and RCI membership. Okemo is the perfect choice for year-round fun, including a picturesque lakes region,

Jackson Gore Adams Hous at Okemo Mountain Resort. Quarter Share Ownership, Unit 238 QI is a true four-season destination offering a rare combination of slope-side convenience, year-round recreation, and resort-style amenities. With quarter-share ownership, you can enjoy the benefits of mountain living without the full-time commitment. This slopeside two-bedroom, two-bathroom corner condominium offering spectacular valley views, features an open-concept living room with a gas fireplace, dining area, and a fully equipped kitchen-perfect for relaxing after a day on the mountain. The primary bedroom offers a king bed, while the second bedroom includes a queen bed, and a queen sleeper sofa in the living room provides additional accommodations. Enjoy direct access to skiing and apres, with proximity to the Okemo Valley's lakes region, and Fox Run, an award-winning golf course. Jackson Gore features a vibrant calendar of signature events throughout the year, including winter favorites such as

Jackson Gore Inn Unit 243 Qtr. IV: Quarter ownership. Centrally located Jackson Gore studio unit with beautiful slope views and easy access to all resort amenities. This inviting studio comfortably sleeps four and features a queen-size bed and a queen sofa bed, along with one full bathroom. Enjoy the convenience of being just steps from dining, skiing, the fire pit, the Round House, the outdoor heated pool, fitness center, and all that Jackson Gore has to offer, making it the perfect mountain getaway in any season. Featuring a fully equipped kitchen, queen size bed, sofa sleeper and gas fireplace in the living area. Unit A Features: Studio, sleeps four, fixed Queen bed, Queen sleep sofa, full kitchen, 1 full bath, jetted bath tub, fireplace, entertainment center. Access to all Jackson Gore amenities

Show Stopper, this five-bedroom slopeside townhouse sits just steps from the trails and offers three private suites across three levels of beautifully curated living space. Completely reimagined by a talented local designer, it features an organic palette, thoughtful details, and a true move-in-ready feel, just hang your artwork and your skis. The chef's kitchen showcases a Dekton waterfall countertop, custom cabinetry, and premium appliances. Every bathroom was taken to the studs and rebuilt with top-of-the-line fixtures, bespoke vanities, and high-design tile. The sunken living room, with a wood-burning fireplace and expansive windows, creates a warm, cozy gathering space. White oak engineered flooring flows throughout all levels. A main-level primary suite offers a luxurious spa-inspired bathroom with a stunning wet room and radiant heat. Upstairs, two oversized bedrooms and a beautifully designed bathroom provide ample space for family and guests. Two additional bedroom suites offe

Solitude on Okemo Mountain. Experience true slopeside living at Solitude Village with this exceptional, fully renovated ski-in/ski-out condo at Okemo Mountain Resort. Ideally located in building I, Unit I202 is a spacious 3-bedroom plus loft, 3.5-bathroom retreat set just steps from the Solitude lift, offering effortless access to the entire mountain. Enter through a mudroom designed to accommodate all your outdoor gear, setting the tone for comfortable mountain living. The main level features a modern, well-appointed kitchen, dining area, and an inviting living room centered around a cozy wood-burning fireplace perfect for relaxing after a day on the slopes. This level also includes a half bathroom and a bedroom with its own full bathroom, ideal for guests or single-level living. Upstairs, you'll find two additional bedrooms, including one with a 3/4 bathroom and another with a full bathroom, along with a versatile loft space that provides extra room for sleeping, working, or unwindin

Direct slopeside 3-bedroom plus family room townhome with numerous updates. Wonderful mountain location abuts Okemo State Forest and offers outstanding views. Expanded mudroom with built-ins leads out to private exterior ski closet and ski slopes. Kitchen updates include stainless steel appliances, tile floor and backsplash, and wood cabinetry. Open living room/dining room design with cathedral ceiling is centered by a woodburning fireplace and accesses a covered deck with substantial easterly views overlooking the village of Ludlow, the Black River Valley, and the mountains of New Hampshire. Primary suite includes updated skylit three-quarter bath with wood cabinetry, quartz countertop, and tile floor and backsplash. Two additional bedrooms and a family room occupy the ground level and include a full bath and a three-quarter bath. The three-quarter bath was added to the original floor plan and includes updated laundry with full size washer and dryer. Additional features include wood a

A Vermont gem! A four seasons condominium in a beautifully restored vintage farm. Tucked away on a quiet country road in Londonderry, this is a rare opportunity to enjoy the beauty of Vermont without the time, expense, and year-round upkeep of a single-family home. Set within a remarkable farmstead that includes the iconic main barn, horse barn, sheep barn, and original farmhouse, the property is surrounded by acres of open fields and manicured lawns. A stream, pond, and river meander through the landscape, creating the quintessential Vermont setting that feels miles away from the everyday. Inside, this spacious two-bedroom offers an open floor plan designed for comfortable living and easy entertaining. A wood-burning fireplace anchors the living area, while the efficient kitchen flows seamlessly to the dining and living spaces. Decks on both levels overlook the pastoral views, inviting you to relax with your morning coffee or unwind after a day outdoors. The generous primary suite fea

Welcome to Okemo Village Condo C6, a rare opportunity to own one of the resort's most desirable four-bedroom, three-bath residences. Ideally located just steps from the Okemo Base Lodge and ski trails, this spacious condominium offers exceptional convenience for enjoying everything the mountain has to offer. Thoughtfully remodeled and tastefully decorated, the home is being offered furnished, making it ready for immediate enjoyment. Two fireplaces create inviting spaces to relax after a day on the slopes, while the versatilelower level provides excellent flexibility for guests, extended family, or rental potential. The building has recently undergone a complete exterior redesign, enhancing both its appearance and long-term value. Properties in Okemo Village are seldom available, making this an exceptional opportunity to own a premier retreat in one of Okemo's most sought-after locations. Visit the Okemo real estate community today. Taxes are based on town assessment

This popular Sachem floor plan at the Okemo Trailside community is ready for new owners. Four bedrooms and two and a half baths across three levels, with a very recent remodel. It features a light, bright open floor plan, a beautifully updated kitchen with plenty of counter space and new appliances, a breakfast bar, a dining area with sliders off the deck, and a living room with a cathedral ceiling! The upper level features the primary bedroom, a remodeled private bath, and a small balcony for your morning coffee. Enter the completely finished lowest level, which includes three additional bedrooms, a full bath and laundry room. An air lock mudroom at the entrance stores your gear. The wraparound deck is roomy enough for outdoor entertaining. Okemo Trailside amenities include a heated summer pool, (new in 2025), and 2 tennis courts. Located on the private, on-demand, Trailside shuttle route with a very short drop-off to the Sachem Trail

This four bedroom townhouse might be a skier's trifecta: located in a slopeside village, offering spectacular panoramic views, and being a sunny end unit with southeastern exposure. The custom ski room, featuring built-in benches, cubbies and a wine cooler provides the ideal space to change out of ski clothes, grab a bottle of wine and head to the hot tub to relax your muscles and take in the views. Recent renovations and upgrades include wood kitchen cabinetry, stainless steel appliances, and quartz countertops. Bathroom upgrades include tiled showers, a Jacuzzi bathtub, vanities with double sinks, light fixtures and mirrors. Other upgrades and amenities include wood paneled ceilings. a new boiler and a wood burning fireplace. The Okemo Trailside community includes a new heated summer swimming pool and two tennis courts

Rare private location overlooking a lovely mountain stream and just steps from the Sachem ski trail. Four bedroom townhome on sunny south end of the building offers an open floor plan centered by a wood burning fireplace and accented by a wrap around deck. Kitchen includes updated flooring and appliances. Separate dining room adjoins a spacious living room with open beam cathedral ceiling. Intimate primary suite on top floor includes a privacy balcony overlooking a peaceful wooded setting. Primary bath includes updated skylit whirlpool tub, glass enclosed shower, flooring, fixtures, and lighting. Three additional bedrooms, including one with woodburing fireplace, occupy the ground floor and include an updated bath and laundry room with slop sink, and cedar lined sauna. Mechanicals have recently been updated as well. Additional features include a rough sawn pine mudroom leading out to a rear deck with two private ski closets, and interior spaces accented by stone flooring