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Explore Similar Condos Within 10 Miles of Pittsfield, VT

  • /42

    $72,000

    • 1 Bath
    • 401 Sq Ft

    228 E Mountain Rd Unit 250, Killington, VT 05751

    The only sleep four studio unit currently listed for sale at the Killington Grand Resort Hotel, Killington's premeire slope-side fractional ownership property! Unit 250 Interval Use Period II (mountainview included!) is a studio unit that sleeps 4 guests on a Murphy-bed and a sofa-bed. Ownership entitles the owner to 13 weeks of use per year. Studio units are in very high demand! A full kitchen

    Doug Quatchak Killington Valley Real Estate

    228 E Mountain Rd Unit 250, Killington, VT 05751
  • /43

    $449,000

    • 2 Beds
    • 3 Baths
    • 1,237 Sq Ft

    120 Killington Center Dr Unit 531 and 532, Killington, VT 05751

    KILLINGTON CENTER! Prime Killington location right off the Killington Road. Minutes to the K1 Base Lodge, walk to all the restaurants/bars or for ease use the shuttle bus steps away from the units. Strong rental investment opportunity! Gorgeous, renovated turnkey fully furnished units 531 and 532. Unit 532 is an open concept floor plan ideal for entertaining. Beautiful kitchen with breakfast bar,

    Marni Rieger KW Vermont-Killington

    120 Killington Center Dr Unit 531 and 532, Killington, VT 05751
  • /22

    $79,999

    • 1 Bed
    • 1 Bath
    • 648 Sq Ft

    137 E Mountain Rd Unit 2C6, Killington, VT 05751

    PRICED TO SELL! Here is great opportunity to own a one-bedroom, one-bath unit in a complex with many improvements underway. Enjoy a full range of amenities including an indoor and outdoor pool, on-site spa, fitness center, steam room, sauna and hot tubs. Additional conveniences include an on-site restaurant, ski shop and shuttle service providing easy access to the slopes. Ideally located near

    Katie McFadden RE/MAX North Professionals

    137 E Mountain Rd Unit 2C6, Killington, VT 05751
  • /27

    $339,000

    • 1 Bed
    • 1 Bath
    • 589 Sq Ft

    71 Alpine Dr Unit D-306, Killington, VT 05751

    With sweeping mountain views and true ski-in/ski-out access, this one-bedroom Pico Village Square condominium offers the perfect alpine escape. Ideally located in the D Building directly across from the Pico Base Lodge, you can ski to your door, store your gear in the convenient indoor locker, and take the elevator straight to your residence. The condo has been tastefully updated with new

    Kyle Kershner Killington Pico Realty

    71 Alpine Dr Unit D-306, Killington, VT 05751
  • /47

    $88,000

    • 1 Bed
    • 1 Bath
    • 707 Sq Ft

    137 E Mountain Rd Unit 2G4, Killington, VT 05751

    Mountain Green Resort offers everything you need — indoor pool, steam room, sauna, gym, and outdoor pool. There's also a seasonal restaurant, ski shop, and on-site property management. The exterior is currently being fully renovated, including siding, roofs, windows, and sliders, transforming it into a stunning modern resort with direct access to Killington Resort. This one-bedroom, one-bathroom

    Shannon Handrahan

    137 E Mountain Rd Unit 2G4, Killington, VT 05751
  • /15

    $379,000

    • 3 Beds
    • 2 Baths
    • 1,130 Sq Ft

    135 E Mountain Rd Unit 1D5, Killington, VT 05751

    Rare 3 Bedroom at Mountain Green- Sleeps 8"10- Top Rental Performer. True 3 bedroom units at Mountain Green are exceptionally rare" and this one is fully renovated, spacious and short-term-rental ready. Designed for large groups, it consistently outperforms studios and 1 bedroom units, especially during peak winter weekends. With an open layout and generous sleeping capacity, this unit is ideal

    Derek Eisenberg Continental Real Estate Group, Inc.

    135 E Mountain Rd Unit 1D5, Killington, VT 05751
  • /44

    $159,000

    • 2 Beds
    • 1 Bath
    • 836 Sq Ft

    135 E Mountain Rd Unit 1F3, Killington, VT 05751

    Discover this stunning two-bedroom top-floor condo at Mountain Green Resort, where comfort meets unparalleled views and investment potential. Kick back on your deck and take in breathtaking long-range vistas of the golf course and ski trails, offering a picture-perfect setting all year round. Enjoy an incredible range of resort amenities, from the seasonal outdoor heated pool nestled between

    Shannon Handrahan

    135 E Mountain Rd Unit 1F3, Killington, VT 05751
  • /30

    $139,000

    • 1 Bed
    • 1 Bath
    • 648 Sq Ft

    135 E Mountain Rd Unit 1F6, Killington, VT 05751

    Step into mountain living with this charming one-bedroom end unit in Building One at Mountain Green Resort. Sun filled rooms and a private balcony deliver sweeping valley and peak views from multiple angles, while the thoughtfully furnished interior is fully turn-key and primed for rentals. Proven rental history makes this condo an attractive investment or a hassle free vacation retreat.

    Nathan Mastroeni

    135 E Mountain Rd Unit 1F6, Killington, VT 05751
  • /40

    $109,000

    • 1 Bed
    • 1 Bath
    • 613 Sq Ft

    137 E Mountain Rd Unit 2D8, Killington, VT 05751

    Mountain Green Resort has it all right here, indoor pool, steam room, sauna, gym and outdoor pool. That's not all, there is a seasonal restaurant, ski shop and property manager on site. Currently undergoing a full renovation of the exterior for all three building including, siding, roofs, windows, sliders and more! Once completed this will be a stunning modern resort with across the street access

    Nathan Mastroeni

    137 E Mountain Rd Unit 2D8, Killington, VT 05751
  • /34

    $549,000

    • 2 Beds
    • 2 Baths
    • 1,010 Sq Ft

    112 High Ridge Rd Unit D2, Killington, VT 05751

    Beautifully updated corner, end-unit two-bedroom, two-bath condo at High Ridge, one of Killington’s most desirable communities. This light-filled unit offers an open living, dining, and kitchen layout with winter views of the ski trails, granite countertops in the kitchen, and a cozy wood-burning, stone-faced fireplace. Recent upgrades include a renovated bathroom with granite counters, double

    Daniel Preston KW Vermont Woodstock

    112 High Ridge Rd Unit D2, Killington, VT 05751
  • /32

    $295,000

    • 2 Beds
    • 1.5 Baths
    • 1,395 Sq Ft

    24 S Main St Unit 2, Rutland, VT 05701

    The Sycamore Inn: Rich in history and timeless appeal, this distinctive home is part of a stately mid-1800s property once known as the Governor’s Mansion. In the early 1980s, the residence was thoughtfully restored and converted into a limited collection of condominium homes, preserving the craftsmanship and architectural detail of its era. Unit #2 is conveniently located on the first floor

    Mark Triller Real Broker LLC

    24 S Main St Unit 2, Rutland, VT 05701
  • /32

    $327,900

    • 1 Bed
    • 1 Bath
    • 623 Sq Ft

    180 High Ridge Rd Unit J10, Killington, VT 05751

    Ski in to this tastefully decorated one-bedroom, one-bathroom condo. Use it yourself and/or make some money from this popular rental property. In move-in condition, the updated interior features modern finishes, clean lines and a contemporary palette of colors. The open concept kitchen/living area welcomes abundant natural light and faces the woods, providing privacy and tranquility. A few of

    Heidi Bomengen Prestige Real Estate of Killington

    180 High Ridge Rd Unit J10, Killington, VT 05751
  • /26

    $440,000

    • 2 Beds
    • 2 Baths
    • 1,331 Sq Ft

    106 Fox Hollow Village Unit C4, Mendon, VT 05701

    Wonderful primary residence, vacation getaway, or income-producing rental opportunity. This spacious Fox Hollow two-bedroom, two-bath condominium offers classic Vermont charm with a floor-to-ceiling wood-burning brick fireplace, welcoming mudroom, and a private deck for relaxing after a day outdoors. Efficient gas heat adds year-round comfort. Ideally located in a central mountain setting, the

    Bret Williamson Killington Valley Real Estate

    106 Fox Hollow Village Unit C4, Mendon, VT 05701
  • /30

    $145,000

    • 1 Bed
    • 2 Baths
    • 744 Sq Ft

    228 E Mountain Rd Unit L GRAND HOTEL 149/15, Killington, VT 05751

    New at the Killington Grand Resort Hotel, Killington's premiere slope-side fractional ownership property! Unit 149/151 Interval Use Period IV is a1BR/2BA lockout unit that sleeps 8 guests on two queen beds, a Murphy-bed and a sofa-bed. Great location within the building Ownership entitles the owner to 13 weeks of use per year. This unit interval has Christmas week and New Years week this year

    Walter Findeisen Killington Valley Real Estate

    228 E Mountain Rd Unit L GRAND HOTEL 149/15, Killington, VT 05751
  • /38

    $75,000

    • 1 Bath
    • 418 Sq Ft

    228 E Mountain Rd Unit 124 III, Killington, VT 05751

    Killington Grand Resort Unit 124 Interval III - Nestled in the heart of Vermont's Green Mountains, the Killington Grand Hotel is just steps away from Killington Ski Resort, the largest ski area in the eastern United States. The Grand Hotel boasts 133 well-appointed rooms and suites, each with breathtaking views of the surrounding mountains. This A-handicap accessible studio unit sleeps 2 and

    Kyle Kershner Killington Pico Realty

    228 E Mountain Rd Unit 124 III, Killington, VT 05751
  • /30

    $449,000

    • 2 Beds
    • 3 Baths
    • 1,288 Sq Ft

    69 Killington Center Dr Unit 131,132, Killington, VT 05751

    Exciting Opportunity at Killington Center – Renovated & Ready to Rent! Welcome to Units 131 & 132 at Killington Center—2 beautifully renovated condos offering the ultimate in convenience, comfort, & flexibility. Each fully furnished unit is thoughtfully designed for short-term rental success or personal enjoyment. One of the units is a lock-off bedroom/bathroom suite—perfect for added privacy,

    Bret Williamson Killington Valley Real Estate

    69 Killington Center Dr Unit 131,132, Killington, VT 05751
  • /50

    $139,000

    • 1 Bed
    • 1 Bath
    • 677 Sq Ft

    228 E Mountain Rd Unit D GRAND HOTEL 150 II, Killington, VT 05751

    NEW LISTING at the Killington Grand Resort Hotel, Killington's premeire slope-side fractional ownership property! Unit 150 Interval Use Period II is a 1BR/1BA unit that sleeps 6 guests on a queen bed, a Murphy-bed and a sofa-bed. This unit's location on the first floor allows you to enjoy an extra large deck with mountainviews! Ownership entitles the owner to 13 weeks of use per year. This "D"

    Doug Quatchak Killington Valley Real Estate

    228 E Mountain Rd Unit D GRAND HOTEL 150 II, Killington, VT 05751
  • /31

    $89,000

    • 1 Bed
    • 1 Bath
    • 613 Sq Ft

    137 E Mountain Rd Unit 2D9, Killington, VT 05751

    Experience the ultimate mountain retreat at Mountain Green Resort, ideally situated in a prime location just across the street from Killington Resort. This charming one-bedroom condo provides easy access to a wide range of amenities and outdoor activities. The Stove, refrigerator and dishwasher have all been replaced in the past year. This condo is coming fully furnished, ready for you to move

    Shannon Handrahan

    137 E Mountain Rd Unit 2D9, Killington, VT 05751
  • /46

    $109,000

    • 1 Bed
    • 1 Bath
    • 669 Sq Ft

    135 E Mountain Rd Unit 1G6, Killington, VT 05751

    This one-bedroom, top floor, end unit in Building One at Mountain Green Resort offers the perfect combination of comfort, location, and investment potential. Enjoy long rage valley and mountain views from each side of the building. Watch the groomers at night or check out the fall colors off the deck. Enjoy a full suite of resort-style amenities, including a seasonal outdoor pool located between

    Shannon Handrahan

    135 E Mountain Rd Unit 1G6, Killington, VT 05751
  • /51

    $143,000

    • 2 Beds
    • 2 Baths
    • 1,099 Sq Ft

    228 E Mountain Rd Unit DA DUP GRAND HOTEL 1, Killington, VT 05751

    PRICE ADJUSTMENT! Welcome to the Killington Grand Resort Hotel, Killington's premeire slope-side fractional ownership property! Unit 152 Interval Use Period II is a 2BR/2BA duplex (two level) unit that sleeps 8 guests on three queen beds and a sofa-bed. Ownership entitles the owner to 13 weeks of use per year. This unit enjoys a large balcony with mountain and ski slope views! A full kitchen with

    Doug Quatchak Killington Valley Real Estate

    228 E Mountain Rd Unit DA DUP GRAND HOTEL 1, Killington, VT 05751
  • /35

    $440,000

    • 2 Beds
    • 3 Baths
    • 1,237 Sq Ft

    95 Killington Center Dr Unit R32, Unit 322 & 323, Killington, VT 05751

    2 Units at Killington Center (Units 322 & 323) An opportunity to own two renovated and turn-key units at Killington Center! Unit 323 is a lock-off studio suite with 2 full beds and full bath, while Unit 323 is a spacious 1-bedroom, 2-bath unit—offering the ultimate in flexibility, privacy, or rental potential. Rent individually or together as a combined 2BR/3BA option. Gas fireplace in living

    Bret Williamson Killington Valley Real Estate

    95 Killington Center Dr Unit R32, Unit 322 & 323, Killington, VT 05751
  • /50

    $189,000

    • 2 Beds
    • 2 Baths
    • 1,057 Sq Ft

    228 E Mountain Rd Unit 321/323 Interval I, Killington, VT 05751

    The Killington Grand Hotel is just steps away from the ski lifts and adjacent to the proposed Killington Village, the most exciting new ski village in decades. The Grand Hotel boasts 133 well-appointed rooms and suites, each with breathtaking views of the surrounding mountains. This upper level two-bedroom lockout unit is the perfect space to relax and recharge after a day on the mountain. It

    Kyle Kershner Killington Pico Realty

    228 E Mountain Rd Unit 321/323 Interval I, Killington, VT 05751
  • /46

    $139,000

    • 1 Bed
    • 2 Baths
    • 777 Sq Ft

    228 E Mountain Rd Unit L GRAND HOTEL 169/17, Killington, VT 05751

    NEW PRICE at the Killington Grand Resort Hotel, Killington's premeire slope-side fractional ownership property! Unit 169/171 Interval Use Period I is a 1BR/2BA lockout unit that sleeps 8 guests on two queen beds, a Murphy-bed and a sofa-bed. This owner is pricing the unit aggressively for a quick sale. Ownership entitles the owner to 13 weeks of use per year. This "L" floor plan sleep 8 unit with

    Doug Quatchak Killington Valley Real Estate

    228 E Mountain Rd Unit L GRAND HOTEL 169/17, Killington, VT 05751
  • /29

    $269,000

    • 2 Beds
    • 1 Bath
    • 894 Sq Ft

    62 Silver Birch Place Unit 3B, Rutland, VT 05701

    Silver Birch Place Condominium offers an excellent location and is fully furnished with recent remodels throughout. The open layout features an oversized granite island that anchors the kitchen, dining, and living areas—perfect for entertaining or relaxing. The unit includes two bedrooms and one bath with radiant floors, designed for comfort and ease. Step out onto the covered deck and enjoy

    Alison McCullough Alison McCullough Real Estate

    62 Silver Birch Place Unit 3B, Rutland, VT 05701
  • /12

    $119,900

    • 1 Bath
    • 646 Sq Ft

    135 E Mountain Rd Unit 1F9, Killington, VT 05751

    Mountain Green " Unit 1F9-Renovated & STR-Ready. Well-maintained and updated unit in the heart of Killington's Mountain Green Resort. Unit 1F9 offers a smart layout, strong rental appeal, and easy access to year-round activities. Consistently in demand for ski season and weekend stays, this unit is fully functional and ready for immediate use or short-term rental.Features: Updated kitchen and

    Derek Eisenberg Continental Real Estate Group, Inc.

    135 E Mountain Rd Unit 1F9, Killington, VT 05751
  • /40

    $339,500

    • 1 Bed
    • 1 Bath
    • 616 Sq Ft

    112 High Ridge Rd Unit D05, Killington, VT 05751

    Experience mountain living at High Ridge, just minutes from Killington Mountain Resort, Killington Golf Course, Mountain Biking, Restaurants, Night Life and Shopping! This one-bedroom, one-bath condo features a private balcony with scenic mountain views and close proximity to the ski-home trail. There is an abundance of natural light in the living area along with a wood burning fireplace, perfect

    Katie McFadden RE/MAX North Professionals

    112 High Ridge Rd Unit D05, Killington, VT 05751
  • /44

    $129,000

    • 1 Bed
    • 1 Bath
    • 633 Sq Ft

    228 E Mountain Rd Unit D GRAND HOTEL 251 II, Killington, VT 05751

    Newly reduced price on a very popular one bedroom floor plan. Unit 251 Interval III is a 1BR/1BA unit that accommodates 6 guests on one queen bed, a murphy-bed and a sofa-bed. Due to this units location in the building, it doesn't share one wall with the neighboring unit ensuring a little extra peace and quiet! Ownership entitles the owner to 13 weeks of use per year. A fully equipped kitchen

    Doug Quatchak Killington Valley Real Estate

    228 E Mountain Rd Unit D GRAND HOTEL 251 II, Killington, VT 05751
  • /38

    $179,900

    • 2 Beds
    • 1.5 Baths
    • 949 Sq Ft

    137 E Mountain Rd Unit 2B1, Killington, VT 05751

    PRICE IMPROVEMENT! Discover this inviting two-bedroom, two-bath condo located in Building 2, B Level. Many updates include, flooring, renovated bathrooms and kitchen. This desirable end unit offers tranquil views overlooking the golf course, providing a peaceful setting year-round. Enjoy easy access to world-class skiing, mountain biking, restaurants and vibrant nightlife, all just minutes away.

    Katie McFadden RE/MAX North Professionals

    137 E Mountain Rd Unit 2B1, Killington, VT 05751
  • /39

    $69,000

    • 1 Bath
    • 374 Sq Ft

    228 E Mountain Rd Unit 357, Killington, VT 05751

    Studio unit at the Killington Grand Resort Hotel, Killington's premeire slope-side fractional ownership property! Unit 357 Interval Use Period IV is a studio unit that sleeps 2 guests on a Murphy-bed. The perfect pied-à-terre - with a coveted third floor location meaning that no one is above you giving you a litle more peace and quiet! Ownership entitles the owner to 13 weeks of use per year.

    Doug Quatchak Killington Valley Real Estate

    228 E Mountain Rd Unit 357, Killington, VT 05751
  • /44

    $72,000

    • 1 Bath
    • 345 Sq Ft

    228 E Mountain Rd Unit 255 II, Killington, VT 05751

    Nestled in the heart of Vermont’s Green Mountains, the Killington Grand Hotel sits just steps from Killington Ski Resort - home to the largest ski area in the eastern United States. The Grand offers 133 well-appointed rooms and suites, many with sweeping mountain views, and a wealth of amenities designed for comfort and convenience. This desirable B-model studio is the perfect retreat after a day

    Kyle Kershner Killington Pico Realty

    228 E Mountain Rd Unit 255 II, Killington, VT 05751

Why Live in Pittsfield

Pittsfield, Vermont, is a small community nestled in the Green Mountains, offering year-round outdoor activities. Located about 13 miles from Killington Resort, residents have easy access to skiing and snowboarding in winter, as well as hiking and mountain biking in the warmer months. The Green Mountain National Forest surrounds the area, providing numerous trails, including the Long Trail. Homes in Pittsfield range from turn-of-the-century farmhouses to contemporary cabins, with unique architectural designs by Robert Carl Williams featuring stone fireplaces and large windows. The community has a mix of Victorian and Craftsman styles along Route 100, while more modern homes are found in the mountainous areas. Local amenities include The Original General Store, which offers groceries, gifts, and a deli, and The Backroom, a seasonal restaurant serving upscale American cuisine. Nearby, Wild Fern in Stockbridge provides casual dining with live music. Annual events like the Snow Devil Snowshoe Race and Memorial Day parade bring the community together. For education, Killington Elementary School and Woodstock Union High School and Middle School are highly rated, offering a range of academic and extracurricular opportunities. Pittsfield is conveniently located with Route 100 running through it, and Rutland, with its larger shopping options, is about 20 miles away. The area is known for its lower taxes compared to neighboring Killington and offers a quiet countryside retreat with a variety of things to do.

Home Trends in Pittsfield, VT

Housing Trends

Median Sale Price
$615,000
Median Single Family Sale Price
$655,000
Average Price Per Sq Ft
$409
Number of Homes for Sale
1
Last 12 months Home Sales
4
Months of Supply
3.00
Median List Price
$629,000
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
-7%
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