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Explore Similar Condos Within 10 Miles of Chester, VT

  • /38

    $525,000

    • 3 Beds
    • 3.5 Baths
    • 2,023 Sq Ft

    98 Spaulding Rd Unit H-4, Cavendish, VT 05153

    The Castle Hill Resort & Spa is your place to enjoy and relax. Top floor end unit has 2 levels of living spaces. There are three spacious bedrooms, 3.5 baths, a second level loft area (den) and a lock out area with a bedroom, 3/4 bath and den that can be rented out if you choose. Cathedral ceilings, air conditioning, gas fireplace with an open kitchen/dining/living room. A private main level

    Elissa Scully Mary W. Davis Realtor & Assoc., Inc.

    98 Spaulding Rd Unit H-4, Cavendish, VT 05153
  • /38

    $139,900

    • 2 Beds
    • 3 Baths
    • 1,190 Sq Ft

    225/227 Qtr I Jackson Gore Inn, Ludlow, VT 05149

    Jackson Gore Inn 225/227; Quarter II: Great Location with Deck off the living area with spectacular views of Jackson Gore slopes, overlooking the fire pit and courtyard! Two bedroom lockout design with plenty of room sleeping 10. Cozy and Comfortable open concept living, dining and kitchen. The lockout gives you flexibility for renting and privacy. Convenient elevator access to the pool, daycare

    Laurene Skinner Mary W. Davis Realtor & Assoc., Inc.

    225/227 Qtr I Jackson Gore Inn, Ludlow, VT 05149
  • /38

    $70,000

    • 1 Bed
    • 2 Baths
    • 775 Sq Ft

    448 QIV Jackson Gore Inn Unit 448 QIV, Ludlow, VT 05149

    Jackson Gore Village at Okemo Mountain Resort. Jackson Gore Inn on Okemo, Quarter Share Ownership, Unit 448 Quarter IV. Whether seeking a weekend getaway or a seasonal retreat, Jackson Gore Inn offers the perfect blend of luxury, comfort, and convenience. With quarter-share ownership, you can enjoy the benefits of mountain living without the full-time commitment. This 1 bedroom, 2 bathroom

    Joseph Karl William Raveis Real Estate Vermont Properties

    448 QIV Jackson Gore Inn Unit 448 QIV, Ludlow, VT 05149
  • /36

    $95,000

    • 2 Beds
    • 2 Baths
    • 1,025 Sq Ft

    224 QIV Jackson Gore Inn Unit 224 QIV, Ludlow, VT 05149

    Experience Vermont's Premier Mountain Living Without Full Ownership Costs. Step directly onto Okemo's slopes from your slopeside retreat at Jackson Gore. This condo-tel quarter-share gives you deeded ownership of 13 weeks annually (25% of the year)—at a fraction of the cost of whole ownership. You own one of four deeded interests in this unit. You receive every fourth week on a rotating schedule,

    Rachael Rogala Lange & Lange

    224 QIV Jackson Gore Inn Unit 224 QIV, Ludlow, VT 05149
  • /37

    $55,000

    • 1 Bath
    • 390 Sq Ft

    212 QIII Jackson Gore Inn Unit 212 QIII, Ludlow, VT 05149

    Experience slopeside convenience and resort-style comfort with this studio condominium located at the Jackson Gore Inn on Okemo Mountain. This end unit offers expansive valley and mountain views, creating the perfect year-round getaway. The open-concept layout features a queen bed, a sleep sofa, a gas fireplace, and a full kitchen, making it ideal for relaxing after a day on the slopes or trails.

    Kevin Barnes William Raveis Real Estate Vermont Properties

    212 QIII Jackson Gore Inn Unit 212 QIII, Ludlow, VT 05149
  • /20

    $480,000

    • 2 Beds
    • 2 Baths
    • 1,228 Sq Ft

    145 Okemo Trailside Extension Unit 23C, upper, Ludlow, VT 05149

    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

    Elissa Scully Mary W. Davis Realtor & Assoc., Inc.

    145 Okemo Trailside Extension Unit 23C, upper, Ludlow, VT 05149
  • /35

    $105,000

    • 2 Beds
    • 2 Baths
    • 1,120 Sq Ft

    246/248 Qtr I Jackson Gore Inn, Ludlow, VT 05149

    Unit 246/248, Quarter I: Quarter ownership. Located on the second floor, convenient to the pool, fitness room and the ski base areas! Great two bedroom / lock-out capabilities. Unit J Features:2 Bedrooms, Sleeps eight, Lock out capability, King bed, Queen bed, Queen sleep sofa, Double sleep sofa, full kitchen, covered balcony, jetted bath tub, fireplace, entertainment center. Come and enjoy what

    Laurene Skinner Mary W. Davis Realtor & Assoc., Inc.

    246/248 Qtr I Jackson Gore Inn, Ludlow, VT 05149
  • /46

    $49,000

    • 1 Bath
    • 390 Sq Ft

    365 Q4 Jackson Gore Inn Rd Unit 365 Q4, Ludlow, VT 05149

    Jackson Gore on Okemo. An excellent opportunity to own a vacation home at Jackson Gore on Okemo, #365 Quarter IV ownership. This option provides an easy way to enjoy a mountain retreat with a minimal investment. This studio property is located within the Jackson Gore Inn, offering slopeside views of the mountain. Owners have access to a wide range of resort amenities, including the pool, hot

    Joseph Karl William Raveis Real Estate Vermont Properties

    365 Q4 Jackson Gore Inn Rd Unit 365 Q4, Ludlow, VT 05149
  • /60

    $210,000

    • 3 Beds
    • 3 Baths
    • 2,011 Sq Ft

    625/627 Q3 Jackson Gore Adams House Unit 625/627 Q3, Ludlow, VT 05149

    Jackson Gore area of Okemo– Adams House Quarter Share Ownership, Unit 625/627 Quarter III. 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

    Kevin Barnes William Raveis Real Estate Vermont Properties

    625/627 Q3 Jackson Gore Adams House Unit 625/627 Q3, Ludlow, VT 05149
  • /60

    $1,390,000

    • 3 Beds
    • 3 Baths
    • 1,836 Sq Ft

    140 Lodge Rd Unit 11, Ludlow, VT 05149

    Sugar Maple 11 is a stunning 3-bedroom, 3-bath townhouse that perfectly blends contemporary design with the natural beauty of its mountain setting. This spacious unit offers over 1,800 square feet of living space, thoughtfully designed with sleek finishes and cutting-edge technology. The open concept living area is filled with natural light and framed by breathtaking easterly mountain views

    Debra Staniscia Four Seasons Sotheby's Int'l Realty

    140 Lodge Rd Unit 11, Ludlow, VT 05149
  • /43

    $71,000

    • 1 Bed
    • 2 Baths
    • 775 Sq Ft

    456 QIV Jackson Gore Inn Unit 456 QIV, Ludlow, VT 05149

    Jackson Gore 1 bedroom 2 bath condo 456 quarter IV on Okemo. This top-floor Jackson Gore Inn condo with incredible valley views is now available and it can easily sleep 6 guests with a king bedroom en suite, a queen sleeper sofa, and a queen Murphy bed. The kitchen has full-size stainless appliances and the living room is a great gathering space with a gas fireplace. Many amenities are just a

    Kevin Barnes William Raveis Real Estate Vermont Properties

    456 QIV Jackson Gore Inn Unit 456 QIV, Ludlow, VT 05149
  • /26

    $350,000

    • 1 Bed
    • 1 Bath
    • 638 Sq Ft

    350 Mountain Rd Unit B305, Ludlow, VT 05149

    Direct slopeside oversized Okemo Mountain Lodge unit comfortably sleeps 6. Top floor location offers wide panoramic views of the slopes and neighboring hillsides, and fills the unit with natural light. Open living design includes kitchen with breakfast bar, living room with fireplace, and large bedroom with private access to full bath. Deck off living room offers wonderful outdoor space

    Andre Menard Mary W. Davis Realtor & Assoc., Inc.

    350 Mountain Rd Unit B305, Ludlow, VT 05149
  • /19

    $379,000

    • 1 Bed
    • 1 Bath
    • 599 Sq Ft

    350 Mountain Rd Unit B301, Ludlow, VT 05149

    This beautifully remodeled, top-floor end-unit condominium is the perfect slopeside retreat. Recent updates include new granite countertops, stainless steel appliances, custom cabinetry, new flooring throughout, an updated bathroom, and stylish furnishings. Even the doors have been upgraded to solid wood for a high-end touch. Turn the key and start enjoying—there's nothing left to do except hang

    Suzanne Garvey Mary W. Davis Realtor & Assoc., Inc.

    350 Mountain Rd Unit B301, Ludlow, VT 05149
  • /51

    $215,000

    • 2 Beds
    • 1 Bath
    • 892 Sq Ft

    145 Main St Unit 210, Ludlow, VT 05149

    Downtown Ludlow Convenience - Welcome to Mill #210, a beautifully updated condo in the heart of Ludlow. Just minutes to Okemo Mountain and directly on the shuttle route, this furnished unit combines comfort with convenience. Inside, you’ll find exposed beams, modern updates throughout, and an open living space that flows seamlessly to a private deck overlooking the Black River. Enjoy the ease of

    Sarah Sheehan William Raveis Real Estate Vermont Properties

    145 Main St Unit 210, Ludlow, VT 05149
  • /26

    $649,000

    • 2 Beds
    • 2 Baths
    • 1,349 Sq Ft

    19 Kettlebrook Rd Unit D-5, Ludlow, VT 05149

    Direct ski-on, ski-off two-bedroom top-floor unit in the Kettlebrook community. Nicely updated throughout. Enclosed mudroom entrance with built-ins, laundry, and exterior ski closet. The main level includes a well-designed kitchen and a separate dining area with a newly installed slider leading out to the deck, which looks out to the slopes; a living room with a wood burning fireplace and

    Andre Menard Mary W. Davis Realtor & Assoc., Inc.

    19 Kettlebrook Rd Unit D-5, Ludlow, VT 05149
  • /60

    $3,150,000

    • 5 Beds
    • 5.5 Baths
    • 3,460 Sq Ft

    48 Alpine Way Unit D-1, Ludlow, VT 05149

    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

    Suzanne Garvey Mary W. Davis Realtor & Assoc., Inc.

    48 Alpine Way Unit D-1, Ludlow, VT 05149
  • /60

    $750,000

    • 2 Beds
    • 1 Bath
    • 17,000 Sq Ft

    24 Rockingham St, Bellows Falls, VT 05101

    Entrepreneur's Dream! Step into a world of endless potential in the historic Newberry Building. Built in 1938 with robust masonry and steel construction,this one-of-a-kind property offers the ultimate "live, work, and play" lifestyle. Situated in a prime location with excellent visibility, this building is a proven success story, having housed two of the town's most beloved restaurants: The

    Heidi Bernier Berkley & Veller Greenwood Country

    24 Rockingham St, Bellows Falls, VT 05101
  • /44

    $79,500

    • 1 Bed
    • 2 Baths
    • 775 Sq Ft

    368/370 Qtr I V Jackson Gore Inn, Ludlow, VT 05149

    368/370 Qtr. IV~Enjoy two coveted winter weeks —including Christmas and New Year’s(2025-26)—at this spacious 1-bedroom, 2-bathroom lockout unit at the Jackson Gore Inn at Okemo. Located on the third floor and just steps from the Round House, this unit offers beautiful valley views and ideal proximity to lifts, pools, and dining. Unit C Features: 1 bedroom, sleeps eight, lock-out capabilities, 2

    Laurene Skinner Mary W. Davis Realtor & Assoc., Inc.

    368/370 Qtr I V Jackson Gore Inn, Ludlow, VT 05149
  • /46

    $540,000

    • 1 Bed
    • 2 Baths
    • 1,112 Sq Ft

    193 Jackson Gore Unit 639/641, Ludlow, VT 05149

    Escape to mountain luxury with this fully furnished 1-bedroom, 2-bathroom condo located in the heart of the premier Okemo ski resort at Jackson Gore. Perfectly positioned just steps from the slopes, this stylish retreat offers the ultimate blend of comfort, convenience and year round adventure. The open-concept living space features a cozy gas fireplace and large windows with mountains views. The

    Matthew Bellantoni Mary W. Davis Realtor & Assoc., Inc.

    193 Jackson Gore Unit 639/641, Ludlow, VT 05149
  • /41

    $549,000

    • 3 Beds
    • 2 Baths
    • 1,248 Sq Ft

    22 Rimrock Rd Unit 4B, Ludlow, VT 05149

    Affordable Okemo Trailside 3 bedroom plus den end unit. In great condition and ready to be your ski get-a-way this season. Updates include kitchen, main level bathroom and a brand new wood burning fireplace installed in the Fall of 2025. On 2 levels, there is an open kitchen/dining/living area, bath and bedroom on the main level, 2 bedrooms, bath, laundry and a cozy den finish the lower level.

    Elissa Scully Mary W. Davis Realtor & Assoc., Inc.

    22 Rimrock Rd Unit 4B, Ludlow, VT 05149
  • /57

    $995,000

    • 4 Beds
    • 3.5 Baths
    • 2,585 Sq Ft

    117 Ledgewood Rd Unit F3 w/F4 Garage, Ludlow, VT 05149

    Ledgewood on Okemo, a spacious condominium located in one of the most sought-after communities on Okemo Mountain. This property offers an abundance of space, featuring two en-suites and two additional bedrooms. The expansive great room opens to a large family kitchen with two breakfast bars, providing ample seating for the whole family. You'll also appreciate the private ski-in/ski-out access and

    Katherine Burns William Raveis Real Estate Vermont Properties

    117 Ledgewood Rd Unit F3 w/F4 Garage, Ludlow, VT 05149
  • /25

    $207,000

    • 3 Beds
    • 3 Baths
    • 1,604 Sq Ft

    295 Hotel Rd Unit 10/10A, Brownsville, VT 05037

    This spacious walk-up condominium features 3 bedrooms and 3 full baths, with an inviting open-concept living and dining area anchored by a cozy fireplace. Step out onto your private deck overlooking the property.This vibrant community offers an unbeatable lifestyle with access to approximately 1,300 acres of outdoor fun, including mountain biking, hiking, cross-country skiing,

    Allison Griep KW Vermont Woodstock

    295 Hotel Rd Unit 10/10A, Brownsville, VT 05037
  • /53

    $625,000

    • 3 Beds
    • 2 Baths
    • 1,894 Sq Ft

    190 Vt Route 11 Unit 1, Peru, VT 05152

    Don't miss the opportunity to own this renovated 4 bedroom/ 2 full bath townhouse in Peru, VT. This tasteful and high end renovation will wow you. Combining the ambiance and character of a European mountain Chalet with the amenities and style of a contemporary mountain residence, this offers beautiful tiled luxury bathrooms and gourmet kitchen. The great room has vaulted wood beamed ceilings,

    Robert Sabol Wohler Realty Group

    190 Vt Route 11 Unit 1, Peru, VT 05152
  • /58

    $925,000

    • 4 Beds
    • 2.5 Baths
    • 2,045 Sq Ft

    168 Okemo Trailside Extension Unit 21B, Ludlow, VT 05149

    Trailside 21B on Okemo Mountain. Discover the perfect balance of comfort, convenience, and mountain lifestyle in this completely renovated 4-bedroom, 3-bathroom trailside condominium located directly on the Sachem Trail. Offering true ski-in/ski-out access, this home makes it easy to enjoy your time on the slopes and retreat back to a warm, inviting space with quality finishes. The lower level

    Kevin Barnes William Raveis Real Estate Vermont Properties

    168 Okemo Trailside Extension Unit 21B, Ludlow, VT 05149
  • /49

    $74,000

    • 1 Bed
    • 2 Baths
    • 775 Sq Ft

    418 Qtr I Jackson Gore Inn, Ludlow, VT 05149

    Top-Floor 1BR/2BA at Jackson Gore – Sleeps 6, Gorgeous Views, Premium Resort AccessExperience the best of slopeside living with this beautifully appointed 1-bedroom, 2-bathroom top-floor unit at Jackson Gore, Okemo Mountain Resort. Perfectly positioned with incredible valley views and a glimpse of the outdoor heated pool, this residence offers both comfort and convenience, just steps from the

    Laurene Skinner Mary W. Davis Realtor & Assoc., Inc.

    418 Qtr I Jackson Gore Inn, Ludlow, VT 05149
  • /37

    $739,000

    • 3 Beds
    • 2.5 Baths
    • 1,842 Sq Ft

    224 Okemo Trailside Extension Unit 46 C, Ludlow, VT 05149

    Sitting atop the Okemo Trailside community just below the Catnap ski trail and abutting the Okemo State Forest. Three bedroom plus family room townhome offering magnificent panoramic mountain views to the east. Large and well equipped kitchen with vaulted ceiling and breakfast bar. Open dining and living areas centered by a woodburning fireplace with cathedral ceilings leading out to a large

    Andre Menard Mary W. Davis Realtor & Assoc., Inc.

    224 Okemo Trailside Extension Unit 46 C, Ludlow, VT 05149
  • /55

    $725,000

    • 3 Beds
    • 2.5 Baths
    • 1,842 Sq Ft

    182 Okemo Trailside Extension Unit 42 D, Ludlow, VT 05149

    This nicely updated 3 bedroom plus family room townhome has stunning views to the east in a mid- mountain setting.Enjoy the large updated kitchen with wood cabinetry, stone countertops, and wood crafted breakfast bar. The open living area with cathedral ceiling centered by a woodburning fireplace, leads out to a covered deck and hot tub offering spectacular mountain views. The private primary

    Andre Menard Mary W. Davis Realtor & Assoc., Inc.

    182 Okemo Trailside Extension Unit 42 D, Ludlow, VT 05149
  • /39

    $650,000

    • 2 Beds
    • 3 Baths
    • 1,367 Sq Ft

    193 Jackson Gore Unit 840/842, Ludlow, VT 05149

    Discover the perfect balance of comfort, convenience, and stunning valley views in this beautifully appointed 2-bedroom, 3-bathroom residence located in the sought-after Bixby House at Jackson Gore, Okemo Mountain Resort. This spacious and well-designed unit offers an exceptional slopeside experience with direct ski access and all the amenities you need for a relaxing, four-season Vermont

    Laurene Skinner Mary W. Davis Realtor & Assoc., Inc.

    193 Jackson Gore Unit 840/842, Ludlow, VT 05149
  • /37

    $102,000

    • 2 Beds
    • 3 Baths
    • 1,367 Sq Ft

    617/619 Qtr I Adams House, Ludlow, VT 05149

    Adams House Unit 617/619 Qtr.I : Quarter OwnershipExperience mountain comfort in this spacious 2-bedroom, 3-bath slope-facing condominium that sleeps eight. The primary bedroom features a king bed and ensuite bathroom. The main living area includes a full kitchen, a cozy gas fireplace, a sleep sofa, and a convenient guest bathroom. The lockout side offers two queen beds and a private

    Laurene Skinner Mary W. Davis Realtor & Assoc., Inc.

    617/619 Qtr I Adams House, Ludlow, VT 05149
  • /59

    $99,000

    • 2 Beds
    • 3 Baths
    • 1,369 Sq Ft

    510/512 Qiii Jackson Gore Adams House Unit 510/512 QIII, Ludlow, VT 05149

    Jackson Gore Village at Okemo – Adams House Condominium. Welcome to slopeside living at its finest in the Adams House at Jackson Gore Village, located at the heart of Okemo Mountain Resort. This spacious and beautifully appointed condominium offers effortless access to the slopes and a full suite of resort amenities. The open-concept living area features a comfortable space to gather, complete

    Joseph Karl William Raveis Real Estate Vermont Properties

    510/512 Qiii Jackson Gore Adams House Unit 510/512 QIII, Ludlow, VT 05149
  • /45

    $795,000

    • 2 Beds
    • 2.5 Baths
    • 1,248 Sq Ft

    144 Lodge Rd Unit 6, Ludlow, VT 05149

    SouthFace Village Tamarack #6Ski-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 après-ski relaxation.Inside, you'll find a bright and sunny open-concept living space. A gas fireplace creates a cozy ambiance, while

    Elissa Scully Mary W. Davis Realtor & Assoc., Inc.

    144 Lodge Rd Unit 6, Ludlow, VT 05149
  • /33

    $72,000

    • 1 Bed
    • 2 Baths
    • 775 Sq Ft

    254/256 Qtr I Jackson Gore Inn, Ludlow, VT 05149

    Jackson Gore – 1BR Lockout Quarter OwnershipSpacious and versatile 1-bedroom lockout condominium that comfortably sleeps eight, featuring a deck with beautiful valley views and a prime location close to the central elevator. The main living area includes a cozy fireplace, sleeper sofa, Murphy bed, full kitchen, and bathroom. The lockout side offers two queen beds and an additional

    Laurene Skinner Mary W. Davis Realtor & Assoc., Inc.

    254/256 Qtr I Jackson Gore Inn, Ludlow, VT 05149
  • /39

    $1,499,000

    • 4 Beds
    • 3.5 Baths
    • 2,184 Sq Ft

    51 Alpine Way Unit A4, Ludlow, VT 05149

    Your Perfect Mountain Getaway: Ski-In/Ski-Out End-Unit Townhouse!Imagine stepping right onto the slopes from this exceptional 4-bedroom, 3.5-bath townhouse-style condominium. As an end unit, you'll appreciate the added privacy, especially in the en-suite primary suite with no neighbors above. The main floor is designed for easy living with a practical mudroom entry, a convenient half bath,

    Michael Normyle Mary W. Davis Realtor & Assoc., Inc.

    51 Alpine Way Unit A4, Ludlow, VT 05149
  • /47

    $625,000

    • 2 Beds
    • 3 Baths
    • 1,369 Sq Ft

    193 Jackson Gore Unit 640/642, Ludlow, VT 05149

    Bixby House 640/642 Whole Ownership. This luxury two-bedroom, valley side home features fully-equipped kitchen with stainless steel appliances, tiled back splash, farm sink and granite counters. The cozy living room includes a dining area and gas fireplace. The tiled foyer entry provides storage for outdoor gear. Primary bedroom has a king bed and a spacious master bath with his and her sinks.

    Laurene Skinner Mary W. Davis Realtor & Assoc., Inc.

    193 Jackson Gore Unit 640/642, Ludlow, VT 05149
  • /44

    $95,000

    • 2 Beds
    • 2 Baths
    • 1,025 Sq Ft

    238 Q1 Jackson Gore Inn Unit 238 Q1, Ludlow, VT 05149

    Jackson Gore on Okemo Mountain with this slopeside two-bedroom, two-bathroom corner condominium offering spectacular valley views. Thoughtfully designed for comfort and convenience, this residence features a 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

    Joseph Karl William Raveis Real Estate Vermont Properties

    238 Q1 Jackson Gore Inn Unit 238 Q1, Ludlow, VT 05149
  • /49

    $675,000

    • 3 Beds
    • 3 Baths
    • 1,376 Sq Ft

    97 Okemo Trailside Extension Unit 15 C, Ludlow, VT 05149

    Welcome to Trailside 15-C. This recently renovated condo is ready for the next loving family. The natural light filled well appointed condo is turn key and just steps from the slopes. Step into the spacious mudroom with ample hooks, and cubbies to store your gear neatly and a live edge bench to put on your boots. You'll feel right at home when you walk into the light filled open living

    Frank Provance Diamond Realty

    97 Okemo Trailside Extension Unit 15 C, Ludlow, VT 05149
  • /58

    $617,000

    • 3 Beds
    • 3 Baths
    • 1,650 Sq Ft

    11 Pond View Rd, Winhall, VT 05340

    Fall Bulletin: Though this seller would love to sell he will also rent this fine property as a Winter Seasonal Rental for $25,000 plus utilities if you have any interest. The Intervale community has long been popular for affordability and value. This bright and sunny unit boasts an updated kitchen, primary suite on the main level with updated bath. Mini suite on upper level along with a third

    Terry Hill Berkshire Hathaway HomeServices Stratton Home

    11 Pond View Rd, Winhall, VT 05340
  • /30

    $375,000

    • 1 Bed
    • 1 Bath
    • 884 Sq Ft

    162 Okemo Trailside Extension Unit 22C-L, Ludlow, VT 05149

    Okemo Trailside 22-CL is a spacious one-bedroom with a bunk room, ideally located just a minute's walk from the Upper Sachem Trail. This ski-in/ski-out condo, which has seen significant renovations, offers flat, easy access to the slopes and community amenities. Inside, you'll find an open 884-square-foot layout. The entry features a mudroom with rustic pine accents, perfect for storing gear. The

    Michael Normyle Mary W. Davis Realtor & Assoc., Inc.

    162 Okemo Trailside Extension Unit 22C-L, Ludlow, VT 05149
  • /35

    $69,000

    • 1 Bed
    • 2 Baths
    • 775 Sq Ft

    416 Qtr I Jackson Gore Inn, Ludlow, VT 05149

    Jackson Gore Inn, Unit 416 Qtr. I Quarter Ownership - thirteen deeded weeks per year. This one-bedroom, top-floor location is awaiting your family! Its location faces east where you will watch spectacular morning sunrises while sipping on coffee from either your bedroom or living room. There are both hillside and valley views which lend to a peaceful and tranquil environment. With a sleeper sofa

    Laurene Skinner Mary W. Davis Realtor & Assoc., Inc.

    416 Qtr I Jackson Gore Inn, Ludlow, VT 05149
  • /58

    $635,000

    • 3 Beds
    • 3.5 Baths
    • 2,203 Sq Ft

    44 Freeman Rd Unit B2, Cavendish, VT 05153

    The Castle Hill Resort & Spa is an award winning destination located just minutes from Okemo Mountain Resort. This ground floor 3br +loft & den features 3.5 baths. This townhouse condo has floor to ceiling windows that provide natural light throughout. The open living room, dining room, and kitchen offer an inviting atmosphere for gatherings. The ground floor patio offers outdoor seating and has

    Joseph Karl William Raveis Real Estate Vermont Properties

    44 Freeman Rd Unit B2, Cavendish, VT 05153

Why Live in Chester

Chester, Vermont, is a small-town community known for its quiet charm and close-knit atmosphere. Homebuyers can choose from a variety of home styles, including older Cape Cods and colonials, ranch-style homes, and contemporary houses, with options ranging from tightly arranged homes in the town center to sprawling properties on the outskirts. Chester's local dining scene features favorites like Country Girl Diner, Pizza Stone VT, and MacLaomainn's Scottish Pub, while Southern Pie Cafe offers delightful desserts. Residents enjoy recreational amenities along Lovers Lane Road, including a municipal pool, skatepark, and hiking trails in Chester Town Forest. The annual Chester Festival on the Green in September celebrates local art and culture with craft vendors and live performances. While Chester is car-dependent, commuters can access nearby towns via State Route 11 and 103, with Springfield Hospital 7 miles away and Albany International Airport 88 miles south. The area experiences a unique mud season from March to June, affecting travel on the numerous dirt roads. Chester's schools have average ratings, with Green Mountain Union High offering a low student-teacher ratio.

Home Trends in Chester, VT

Housing Trends

Median Sale Price
$407,119
Median Single Family Sale Price
$400,000
Median Townhouse Sale Price
$598,000
Average Price Per Sq Ft
$276
Number of Homes for Sale
16
Last 12 months Home Sales
54
Months of Supply
3.60
Median List Price
$448,944
Median Change From 1st List Price
6%
Median Home Sale Price YoY Change
8%
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