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Explore Similar Condos Within 10 Miles of Pittsfield, VT

  • /43

    $68,000

    • 1 Bath
    • 413 Sq Ft

    228 E Mountain Rd Unit 137, 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 ownershipproperty! Unit 137 Interval Use Period III 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 with fridge, stove,

    Doug Quatchak Killington Valley Real Estate

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

    $549,000

    • 2 Beds
    • 2.5 Baths
    • 1,372 Sq Ft

    459 Woods Ln Unit D7, Killington, VT 05751

    This spacious townhouse style mountain retreat has 2 bedrooms and a loft and is a sought-after end unit at The Woods in Killington. This natural light filled unit is perfect for year-round living, a vacation home, or rental unit. The mudroom and foyer have tiled floors and plenty of closets for gearing up for the mountain. Close to the entryway you will find a half bath, washer, dryer, and

    Jessica Posch Killington Pico Realty

    459 Woods Ln Unit D7, Killington, VT 05751
  • /50

    $425,000

    • 2 Beds
    • 2 Baths
    • 935 Sq Ft

    203 Old Mill Rd Unit B09, Killington, VT 05751

    LUXURY PINNACLE ESCAPE Experience this completely renovated, fully appointed two-bedroom, two-bath corner residence, where no detail has been overlooked and the craftsmanship is evident throughout. From the elegant parquet flooring to the custom walk-in shower, the attention to detail is exceptional. Beyond the stunning visual upgrades, like the fully renovated kitchen with high end appliances

    Merisa Sherman Four Seasons Sotheby's Int'l Realty

    203 Old Mill Rd Unit B09, Killington, VT 05751
  • /55

    $145,000

    • 1 Bed
    • 1 Bath
    • 677 Sq Ft

    228 E Mountain Rd Unit D GRAND HOTEL 112 II, Killington, VT 05751

    Popular one bedroom floor plan with VIEWS, VIEWS AND MORE VIEWS! Unit 112 Interval III is a 1BR/1BA unit that accommodates 6 guests on one queen bed, a queen murphy-bed and a sofa-bed. Enjoy expansive mountain views over the pond and up the Snowshed slope encompassing four of Killington's six mountains. Enjoy the view from an oversized deck, unique to first floor units! Ownership entitles the

    Doug Quatchak Killington Valley Real Estate

    228 E Mountain Rd Unit D GRAND HOTEL 112 II, Killington, VT 05751
  • /37

    $299,000

    • 3 Beds
    • 2 Baths
    • 1,271 Sq Ft

    133 E Mountain Rd Unit 3D15, Killington, VT 05751

    Rare opportunity! This 3-bedroom, 2-full bath end unit located in the main building (3) offers outstanding views of Killington. Enter into a long hallway which allows you to store all of your gear comfortably. The spacious bedrooms each have abundant closet space. Entertain in the open concept living area while admiring outdoor adventures surrounding you. Located within the building that hosts

    Michelle Lord Ski Country Real Estate

    133 E Mountain Rd Unit 3D15, Killington, VT 05751
  • /43

    $185,000

    • 2 Beds
    • 1.5 Baths
    • 900 Sq Ft

    137 E Mountain Rd Unit 2B3, Killington, VT 05751

    Welcome to Mountain Green, centrally located to all thing Killington Resort has to offer. Located in building 2 this two bedroom, two bathroom unit has a quick access to the outdoor pool in the summer months along with all the amenities in building three during the winter. In the main building you will find hot tubs, saunas, steam room, spa area and gym area. Seasonal restaurant and ski shop add

    Shannon Handrahan

    137 E Mountain Rd Unit 2B3, Killington, VT 05751
  • /40

    $64,000

    • 1 Bath
    • 418 Sq Ft

    228 E Mountain Rd Unit A HCP GRAND HOTEL 16, Killington, VT 05751

    Studio unit at the Killington Grand Resort Hotel, Killington's premeire slope-side fractional ownership property! Unit 161 Interval Use Period I is a studio unit that sleeps 2 guests on a full queen sized-bed (no murphy bed or sofa bed like most sleep two studio units). This unit meets the ADA requirements for handicapped accessibility. Ownership entitles the owner to 13 weeks of use per year.

    Doug Quatchak Killington Valley Real Estate

    228 E Mountain Rd Unit A HCP GRAND HOTEL 16, Killington, VT 05751
  • /26

    $279,000

    • 2 Beds
    • 1.5 Baths
    • 1,610 Sq Ft

    209 State St Unit 1, Rutland, VT 05701

    Turnkey, upscale condo-style home in the heart of Rutland City—minutes from Killington Resort and downtown amenities. This spacious first-floor residence (1,610sq ft) is part of the newly created 209 State Street Planned Community, offering the comfort of condominium living with full ownership. Enjoy a completely renovated interior featuring a new master bath and shower, updated kitchen with

    Evan Russell Real Broker LLC

    209 State St Unit 1, Rutland, VT 05701
  • /53

    $429,000

    • 2 Beds
    • 2 Baths
    • 935 Sq Ft

    201 Old Mill Rd Unit A7, Killington, VT 05751

    Welcome to Pinnacle—your basecamp for all things Killington. Located just minutes from Killington Mountain Resort this two-bedroom, two-bath condo puts skiing, mountain biking, golf and four-season adventures right at your fingertips. Inside, enjoy a warm and inviting living space with a gas fireplace or step out onto your private deck to take in the views. With sleeping accommodations for six,

    Katie McFadden RE/MAX North Professionals

    201 Old Mill Rd Unit A7, Killington, VT 05751
  • /32

    $399,000

    • 2 Beds
    • 1 Bath
    • 652 Sq Ft

    907 E Mountain Rd Unit G3, Killington, VT 05751

    IMMACULATE 2 Bedroom/ 1 Full Bath in Whiffletree Condos. This unit is fully renovated and move in ready. All new everything, granite countertops, brass fixtures and an electric LED fireplace! Take the shuttle bus to ski or bike Killington World Class Resort and take the Whiffletree Ski Home Trail right to your unit and skip the hassles of parking at the mountain for your activities. Property

    Tucker Adirondack Lange Lange & Lange

    907 E Mountain Rd Unit G3, Killington, VT 05751
  • /32

    $310,000

    • 1 Bed
    • 1 Bath
    • 556 Sq Ft

    768 E Mountain Rd Unit C-5, Killington, VT 05751

    Located in the heart of Killington’s vibrant ski village, Edgemont Condominiums place year-round adventure right outside your door. Hop on the public shuttle for effortless access to the resort base, or ski home via the private owners’ trail. In summer, that same trail connects directly to Killington’s renowned mountain biking network. Inside, this beautifully remodeled one-bedroom residence has

    Kyle Kershner Killington Pico Realty

    768 E Mountain Rd Unit C-5, Killington, VT 05751
  • /24

    $379,000

    • 2 Beds
    • 1 Bath
    • 652 Sq Ft

    697 E Mountain Rd Unit B-1, Killington, VT 05751

    Well-maintained and meticulously cared for, this garden-level condo offers comfortable living in a convenient location. The unit features an open living, kitchen, and dining area highlighted by a cozy gas fireplace and an attractively updated kitchen. A sliding glass door leads to a private patio overlooking the golf course—perfect for relaxing after a day outdoors. The condo includes two

    Daniel Pol Killington Pico Realty

    697 E Mountain Rd Unit B-1, Killington, VT 05751
  • /40

    $399,000

    • 2 Beds
    • 2 Baths
    • 881 Sq Ft

    697 E Mountain Rd Unit A-1, Killington, VT 05751

    Imagine stepping out your front door and skiing straight home — no shuttles, no parking, no hassle. This updated ground-floor 2 bedroom, 2 bath condo in Whiffletree sits directly across from Killington Resort's ski-home trail, making après-ski as easy as it gets. Take the resort shuttle up and ski your way back — it never gets old. Inside, you'll find handcrafted finish work throughout, generous

    Tucker Adirondack Lange Lange & Lange

    697 E Mountain Rd Unit A-1, Killington, VT 05751
  • /43

    $179,000

    • 1 Bed
    • 1 Bath
    • 750 Sq Ft

    133 E Mountain Rd Unit 3A8, Killington, VT 05751

    Fully renovated and effortlessly stylish, this 1-bedroom walkout condo in the main building of Mountain Green is the perfect blend of modern comfort and mountain charm. Bathed in natural light, the open-concept living space features recessed lighting throughout, sleek laminate flooring, and a built-in electric fireplace that creates a warm, inviting atmosphere after a day outdoors.The

    Nathan Mastroeni

    133 E Mountain Rd Unit 3A8, Killington, VT 05751
  • /19

    $279,000

    • 3 Beds
    • 1 Bath
    • 1,610 Sq Ft

    209 State St Unit 2, Rutland, VT 05701

    A rare opportunity to own an entire floor condo a meticulously renovated, turnkey high-end condo offering over 1,600 sq. ft. of bright, open living space. Located just minutes from Killington, this home features a sunroom with mountain views, original period trim, and original wood flooring. This unit offers total independence with completely separate utilities, including dedicated water meters,

    Evan Russell Real Broker LLC

    209 State St Unit 2, Rutland, VT 05701
  • /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
  • /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
  • /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
  • /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
  • /46

    $425,000

    • 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
  • /44

    $68,000

    • 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
  • /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
  • /35

    $425,000

    • 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
  • /30

    $145,000

    • 1 Bed
    • 2 Baths
    • 744 Sq Ft

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

    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 "L" floor plan sleep 8 unit is in very high demand! A full kitchen with

    Walter Findeisen Killington Valley Real Estate

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

    $68,000

    • 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
  • /15

    $395,000

    • 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
  • /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
  • /51

    $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

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
$655,000
Median Single Family Sale Price
$665,000
Average Price Per Sq Ft
$430
Number of Homes for Sale
2
Last 12 months Home Sales
5
Months of Supply
4.80
Median List Price
$650,000
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
-1%
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